id	sid	tid	token	lemma	pos
eurjchem-400	1	1	untitled	untitle	VERB
eurjchem-400	1	2	european	european	PROPN
eurjchem-400	1	3	journal	journal	PROPN
eurjchem-400	1	4	of	of	ADP
eurjchem-400	1	5	chemistry	chemistry	NOUN
eurjchem-400	1	6	2	2	NUM
eurjchem-400	1	7	(	(	PUNCT
eurjchem-400	1	8	4	4	NUM
eurjchem-400	1	9	)	)	PUNCT
eurjchem-400	1	10	(	(	PUNCT
eurjchem-400	1	11	2011	2011	NUM
eurjchem-400	1	12	)	)	PUNCT
eurjchem-400	1	13	433‐440	433‐440	NUM
eurjchem-400	1	14	european	european	PROPN
eurjchem-400	1	15	journal	journal	PROPN
eurjchem-400	1	16	of	of	ADP
eurjchem-400	1	17	chemistry	chemistry	NOUN
eurjchem-400	1	18	issn	issn	PROPN
eurjchem-400	1	19	2153‐2249	2153‐2249	PROPN
eurjchem-400	1	20	(	(	PUNCT
eurjchem-400	1	21	print	print	NOUN
eurjchem-400	1	22	)	)	PUNCT
eurjchem-400	1	23	/	/	SYM
eurjchem-400	1	24	issn	issn	PROPN
eurjchem-400	1	25	2153‐2257	2153‐2257	NUM
eurjchem-400	1	26	(	(	PUNCT
eurjchem-400	1	27	online	online	ADJ
eurjchem-400	1	28	)	)	PUNCT
eurjchem-400	1	29			NOUN
eurjchem-400	1	30	2011	2011	NUM
eurjchem-400	1	31	eurjchem	eurjchem	PROPN
eurjchem-400	1	32	doi:10.5155	doi:10.5155	PROPN
eurjchem-400	1	33	/	/	SYM
eurjchem-400	1	34	eurjchem.2.4.433‐440.400	eurjchem.2.4.433‐440.400	PROPN
eurjchem-400	1	35	european	european	PROPN
eurjchem-400	1	36	journal	journal	PROPN
eurjchem-400	1	37	of	of	ADP
eurjchem-400	1	38	chemistry	chemistry	PROPN
eurjchem-400	1	39	journal	journal	PROPN
eurjchem-400	1	40	homepage	homepage	NOUN
eurjchem-400	1	41	:	:	PUNCT
eurjchem-400	1	42	www.eurjchem.com	www.eurjchem.com	X
eurjchem-400	1	43	preparation	preparation	NOUN
eurjchem-400	1	44	and	and	CCONJ
eurjchem-400	1	45	evaluation	evaluation	NOUN
eurjchem-400	1	46	of	of	ADP
eurjchem-400	1	47	a	a	DET
eurjchem-400	1	48	set	set	NOUN
eurjchem-400	1	49	of	of	ADP
eurjchem-400	1	50	bis(methoxycarbonylmethylthio	bis(methoxycarbonylmethylthio	NOUN
eurjchem-400	1	51	)	)	PUNCT
eurjchem-400	1	52	heteroquinones	heteroquinone	NOUN
eurjchem-400	1	53	as	as	SCONJ
eurjchem-400	1	54	cdc25b	cdc25b	NOUN
eurjchem-400	1	55	phosphatase	phosphatase	NOUN
eurjchem-400	1	56	inhibitors	inhibitor	NOUN
eurjchem-400	1	57	tatiana	tatiana	PROPN
eurjchem-400	1	58	besseta	besseta	PROPN
eurjchem-400	1	59	,	,	PUNCT
eurjchem-400	1	60	emmanuelle	emmanuelle	NOUN
eurjchem-400	1	61	braudb	braudb	NOUN
eurjchem-400	1	62	,	,	PUNCT
eurjchem-400	1	63	*	*	PUNCT
eurjchem-400	1	64	,	,	PUNCT
eurjchem-400	1	65	rafika	rafika	PROPN
eurjchem-400	1	66	jarrayb	jarrayb	PROPN
eurjchem-400	1	67	,	,	PUNCT
eurjchem-400	1	68	christiane	christiane	PROPN
eurjchem-400	1	69	garbayb	garbayb	PROPN
eurjchem-400	1	70	,	,	PUNCT
eurjchem-400	1	71	stéphanie	stéphanie	PROPN
eurjchem-400	1	72	kolbb	kolbb	PROPN
eurjchem-400	1	73	,	,	PUNCT
eurjchem-400	1	74	pierre‐marc	pierre‐marc	NOUN
eurjchem-400	1	75	léoa	léoa	VERB
eurjchem-400	1	76	and	and	CCONJ
eurjchem-400	1	77	christophe	christophe	PROPN
eurjchem-400	1	78	morina	morina	PROPN
eurjchem-400	1	79	,	,	PUNCT
eurjchem-400	1	80	*	*	PUNCT
eurjchem-400	1	81	a	a	DET
eurjchem-400	1	82	département	département	X
eurjchem-400	1	83	de	de	X
eurjchem-400	1	84	chimie	chimie	X
eurjchem-400	1	85	moléculaire	moléculaire	NOUN
eurjchem-400	1	86	(	(	PUNCT
eurjchem-400	1	87	cnrs	cnrs	NOUN
eurjchem-400	1	88	,	,	PUNCT
eurjchem-400	1	89	umr	umr	PROPN
eurjchem-400	1	90	5250	5250	NUM
eurjchem-400	1	91	,	,	PUNCT
eurjchem-400	1	92	icmg	icmg	PROPN
eurjchem-400	1	93	fr‐2607	fr‐2607	PROPN
eurjchem-400	1	94	)	)	PUNCT
eurjchem-400	1	95	,	,	PUNCT
eurjchem-400	1	96	université	université	PROPN
eurjchem-400	1	97	joseph	joseph	PROPN
eurjchem-400	1	98	fourier	fourier	PROPN
eurjchem-400	1	99	,	,	PUNCT
eurjchem-400	1	100	301	301	NUM
eurjchem-400	1	101	rue	rue	X
eurjchem-400	1	102	de	de	X
eurjchem-400	1	103	la	la	X
eurjchem-400	1	104	chimie	chimie	PROPN
eurjchem-400	1	105	,	,	PUNCT
eurjchem-400	1	106	f‐38402	f‐38402	PROPN
eurjchem-400	1	107	grenoble	grenoble	PROPN
eurjchem-400	1	108	cedex	cedex	PROPN
eurjchem-400	1	109	,	,	PUNCT
eurjchem-400	1	110	france	france	PROPN
eurjchem-400	1	111	b	b	PROPN
eurjchem-400	1	112	laboratoire	laboratoire	PROPN
eurjchem-400	1	113	de	de	X
eurjchem-400	1	114	chimie	chimie	X
eurjchem-400	1	115	et	et	PROPN
eurjchem-400	1	116	biochimie	biochimie	PROPN
eurjchem-400	1	117	pharmacologiques	pharmacologiques	PROPN
eurjchem-400	1	118	et	et	PROPN
eurjchem-400	1	119	toxicologiques	toxicologique	NOUN
eurjchem-400	1	120	,	,	PUNCT
eurjchem-400	1	121	cnrs	cnrs	NOUN
eurjchem-400	1	122	umr	umr	PROPN
eurjchem-400	1	123	8601	8601	NUM
eurjchem-400	1	124	,	,	PUNCT
eurjchem-400	1	125	université	université	PROPN
eurjchem-400	1	126	paris	paris	PROPN
eurjchem-400	1	127	descartes	descartes	PROPN
eurjchem-400	1	128	,	,	PUNCT
eurjchem-400	1	129	45	45	NUM
eurjchem-400	1	130	rue	rue	X
eurjchem-400	1	131	des	des	X
eurjchem-400	1	132	saints	saint	NOUN
eurjchem-400	1	133	pères	père	NOUN
eurjchem-400	1	134	,	,	PUNCT
eurjchem-400	1	135	f‐75006	f‐75006	PROPN
eurjchem-400	1	136	paris	paris	PROPN
eurjchem-400	1	137	,	,	PUNCT
eurjchem-400	1	138	france	france	PROPN
eurjchem-400	1	139	*	*	PUNCT
eurjchem-400	1	140	corresponding	correspond	VERB
eurjchem-400	1	141	author	author	NOUN
eurjchem-400	1	142	at	at	ADP
eurjchem-400	1	143	:	:	PUNCT
eurjchem-400	1	144	laboratoire	laboratoire	PROPN
eurjchem-400	1	145	de	de	X
eurjchem-400	1	146	chimie	chimie	X
eurjchem-400	1	147	et	et	PROPN
eurjchem-400	1	148	biochimie	biochimie	PROPN
eurjchem-400	1	149	pharmacologiques	pharmacologiques	PROPN
eurjchem-400	1	150	et	et	PROPN
eurjchem-400	1	151	toxicologiques	toxicologique	NOUN
eurjchem-400	1	152	,	,	PUNCT
eurjchem-400	1	153	cnrs	cnrs	NOUN
eurjchem-400	1	154	umr	umr	PROPN
eurjchem-400	1	155	8601	8601	NUM
eurjchem-400	1	156	,	,	PUNCT
eurjchem-400	1	157	université	université	PROPN
eurjchem-400	1	158	paris	paris	PROPN
eurjchem-400	1	159	descartes	descartes	PROPN
eurjchem-400	1	160	,	,	PUNCT
eurjchem-400	1	161	45	45	NUM
eurjchem-400	1	162	rue	rue	X
eurjchem-400	1	163	des	des	X
eurjchem-400	1	164	saints	saint	NOUN
eurjchem-400	1	165	pères	père	NOUN
eurjchem-400	1	166	,	,	PUNCT
eurjchem-400	1	167	f‐75006	f‐75006	PROPN
eurjchem-400	1	168	paris	paris	PROPN
eurjchem-400	1	169	,	,	PUNCT
eurjchem-400	1	170	france	france	PROPN
eurjchem-400	1	171	.	.	PUNCT
eurjchem-400	2	1	tel	tel	PROPN
eurjchem-400	2	2	.	.	PUNCT
eurjchem-400	2	3	:	:	PUNCT
eurjchem-400	3	1	+33.142864085	+33.142864085	NUM
eurjchem-400	3	2	;	;	PUNCT
eurjchem-400	3	3	fax	fax	NOUN
eurjchem-400	3	4	:	:	PUNCT
eurjchem-400	3	5	+33.142864082	+33.142864082	PROPN
eurjchem-400	3	6	.	.	PUNCT
eurjchem-400	3	7	e‐mail	e‐mail	PUNCT
eurjchem-400	4	1	address	address	NOUN
eurjchem-400	4	2	:	:	PUNCT
eurjchem-400	4	3	emmanuelle.braud@parisdescartes.fr	emmanuelle.braud@parisdescartes.fr	PROPN
eurjchem-400	4	4	(	(	PUNCT
eurjchem-400	4	5	e.	e.	PROPN
eurjchem-400	4	6	braud	braud	PROPN
eurjchem-400	4	7	)	)	PUNCT
eurjchem-400	4	8	,	,	PUNCT
eurjchem-400	4	9	christophe.morin@ujf‐grenoble.fr	christophe.morin@ujf‐grenoble.fr	NOUN
eurjchem-400	4	10	(	(	PUNCT
eurjchem-400	4	11	c.	c.	PROPN
eurjchem-400	4	12	morin	morin	PROPN
eurjchem-400	4	13	)	)	PUNCT
eurjchem-400	4	14	.	.	PUNCT
eurjchem-400	5	1	article	article	NOUN
eurjchem-400	5	2	information	information	PROPN
eurjchem-400	5	3	abstract	abstract	ADV
eurjchem-400	5	4	received	receive	VERB
eurjchem-400	5	5	:	:	PUNCT
eurjchem-400	5	6	03	03	NUM
eurjchem-400	5	7	february	february	NOUN
eurjchem-400	5	8	2011	2011	NUM
eurjchem-400	5	9	received	receive	VERB
eurjchem-400	5	10	in	in	ADP
eurjchem-400	5	11	revised	revise	VERB
eurjchem-400	5	12	form	form	NOUN
eurjchem-400	5	13	:	:	PUNCT
eurjchem-400	5	14	25	25	NUM
eurjchem-400	5	15	march	march	NOUN
eurjchem-400	5	16	2011	2011	NUM
eurjchem-400	5	17	accepted	accept	VERB
eurjchem-400	5	18	:	:	PUNCT
eurjchem-400	5	19	29	29	NUM
eurjchem-400	5	20	march	march	PROPN
eurjchem-400	5	21	2011	2011	NUM
eurjchem-400	5	22	online	online	NOUN
eurjchem-400	5	23	:	:	PUNCT
eurjchem-400	5	24	31	31	NUM
eurjchem-400	5	25	december	december	PROPN
eurjchem-400	5	26	2011	2011	NUM
eurjchem-400	5	27	keywords	keyword	VERB
eurjchem-400	5	28	a	a	DET
eurjchem-400	5	29	set	set	NOUN
eurjchem-400	5	30	of	of	ADP
eurjchem-400	5	31	new	new	ADJ
eurjchem-400	5	32	heteroquinone	heteroquinone	NOUN
eurjchem-400	5	33	derivatives	derivative	NOUN
eurjchem-400	5	34	bearing	bear	VERB
eurjchem-400	5	35	two	two	NUM
eurjchem-400	5	36	methoxycarbonylmethylthio	methoxycarbonylmethylthio	NOUN
eurjchem-400	5	37	groups	group	NOUN
eurjchem-400	5	38	on	on	ADP
eurjchem-400	5	39	the	the	DET
eurjchem-400	5	40	benzoquinone	benzoquinone	NOUN
eurjchem-400	5	41	ring	ring	NOUN
eurjchem-400	5	42	were	be	AUX
eurjchem-400	5	43	synthesized	synthesize	VERB
eurjchem-400	5	44	and	and	CCONJ
eurjchem-400	5	45	evaluated	evaluate	VERB
eurjchem-400	5	46	for	for	ADP
eurjchem-400	5	47	cdc25b	cdc25b	NOUN
eurjchem-400	5	48	phosphatase	phosphatase	NOUN
eurjchem-400	5	49	inhibitory	inhibitory	ADJ
eurjchem-400	5	50	activity	activity	NOUN
eurjchem-400	5	51	.	.	PUNCT
eurjchem-400	6	1	all	all	DET
eurjchem-400	6	2	compounds	compound	NOUN
eurjchem-400	6	3	inhibited	inhibit	VERB
eurjchem-400	6	4	the	the	DET
eurjchem-400	6	5	enzyme	enzyme	NOUN
eurjchem-400	6	6	with	with	ADP
eurjchem-400	6	7	ic50	ic50	PROPN
eurjchem-400	6	8	values	value	NOUN
eurjchem-400	6	9	in	in	ADP
eurjchem-400	6	10	the	the	DET
eurjchem-400	6	11	micromolar	micromolar	ADJ
eurjchem-400	6	12	range	range	NOUN
eurjchem-400	6	13	regardless	regardless	ADV
eurjchem-400	6	14	of	of	ADP
eurjchem-400	6	15	the	the	DET
eurjchem-400	6	16	size	size	NOUN
eurjchem-400	6	17	and	and	CCONJ
eurjchem-400	6	18	heteroatoms	heteroatom	NOUN
eurjchem-400	6	19	constituting	constitute	VERB
eurjchem-400	6	20	the	the	DET
eurjchem-400	6	21	heterocycle	heterocycle	NOUN
eurjchem-400	6	22	fused	fuse	VERB
eurjchem-400	6	23	to	to	ADP
eurjchem-400	6	24	the	the	DET
eurjchem-400	6	25	quinone	quinone	NOUN
eurjchem-400	6	26	ring	ring	NOUN
eurjchem-400	6	27	.	.	PUNCT
eurjchem-400	7	1	moreover	moreover	ADV
eurjchem-400	7	2	,	,	PUNCT
eurjchem-400	7	3	these	these	DET
eurjchem-400	7	4	quinonoid‐based	quinonoid‐base	VERB
eurjchem-400	7	5	compounds	compound	NOUN
eurjchem-400	7	6	showed	show	VERB
eurjchem-400	7	7	moderate	moderate	ADJ
eurjchem-400	7	8	antiproliferative	antiproliferative	ADJ
eurjchem-400	7	9	activity	activity	NOUN
eurjchem-400	7	10	toward	toward	ADP
eurjchem-400	7	11	two	two	NUM
eurjchem-400	7	12	cancer	cancer	NOUN
eurjchem-400	7	13	cell	cell	NOUN
eurjchem-400	7	14	lines	line	NOUN
eurjchem-400	7	15	(	(	PUNCT
eurjchem-400	7	16	hela	hela	PROPN
eurjchem-400	7	17	and	and	CCONJ
eurjchem-400	7	18	miapaca‐2	miapaca‐2	PROPN
eurjchem-400	7	19	)	)	PUNCT
eurjchem-400	7	20	.	.	PUNCT
eurjchem-400	8	1	these	these	DET
eurjchem-400	8	2	results	result	NOUN
eurjchem-400	8	3	provide	provide	VERB
eurjchem-400	8	4	additional	additional	ADJ
eurjchem-400	8	5	data	datum	NOUN
eurjchem-400	8	6	for	for	ADP
eurjchem-400	8	7	cdc25	cdc25	NOUN
eurjchem-400	8	8	inhibition	inhibition	NOUN
eurjchem-400	8	9	by	by	ADP
eurjchem-400	8	10	quinone‐type	quinone‐type	NOUN
eurjchem-400	8	11	derivatives	derivative	NOUN
eurjchem-400	8	12	and	and	CCONJ
eurjchem-400	8	13	highlight	highlight	VERB
eurjchem-400	8	14	the	the	DET
eurjchem-400	8	15	importance	importance	NOUN
eurjchem-400	8	16	of	of	ADP
eurjchem-400	8	17	substituents	substituent	NOUN
eurjchem-400	8	18	on	on	ADP
eurjchem-400	8	19	the	the	DET
eurjchem-400	8	20	quinonic	quinonic	ADJ
eurjchem-400	8	21	moiety	moiety	NOUN
eurjchem-400	8	22	.	.	PUNCT
eurjchem-400	9	1	heterocyclic	heterocyclic	ADJ
eurjchem-400	9	2	quinones	quinone	NOUN
eurjchem-400	9	3	cdc25b	cdc25b	VERB
eurjchem-400	9	4	inhibitors	inhibitor	NOUN
eurjchem-400	9	5	enzymatic	enzymatic	ADJ
eurjchem-400	9	6	activity	activity	NOUN
eurjchem-400	9	7	phosphatase	phosphatase	NOUN
eurjchem-400	9	8	cancer	cancer	NOUN
eurjchem-400	9	9	cell	cell	NOUN
eurjchem-400	9	10	cycle	cycle	NOUN
eurjchem-400	9	11	1	1	NUM
eurjchem-400	9	12	.	.	PUNCT
eurjchem-400	10	1	introduction	introduction	NOUN
eurjchem-400	10	2	cell	cell	NOUN
eurjchem-400	10	3	signaling	signal	VERB
eurjchem-400	10	4	is	be	AUX
eurjchem-400	10	5	regulated	regulate	VERB
eurjchem-400	10	6	by	by	ADP
eurjchem-400	10	7	covalent	covalent	ADJ
eurjchem-400	10	8	and	and	CCONJ
eurjchem-400	10	9	reversible	reversible	ADJ
eurjchem-400	10	10	phosphorylation	phosphorylation	NOUN
eurjchem-400	10	11	and	and	CCONJ
eurjchem-400	10	12	dephosphorylation	dephosphorylation	NOUN
eurjchem-400	10	13	reactions	reaction	NOUN
eurjchem-400	10	14	,	,	PUNCT
eurjchem-400	10	15	which	which	PRON
eurjchem-400	10	16	are	be	AUX
eurjchem-400	10	17	controlled	control	VERB
eurjchem-400	10	18	by	by	ADP
eurjchem-400	10	19	protein	protein	NOUN
eurjchem-400	10	20	kinases	kinase	NOUN
eurjchem-400	10	21	and	and	CCONJ
eurjchem-400	10	22	phosphatases	phosphatase	NOUN
eurjchem-400	10	23	.	.	PUNCT
eurjchem-400	11	1	these	these	DET
eurjchem-400	11	2	signaling	signal	VERB
eurjchem-400	11	3	pathways	pathway	NOUN
eurjchem-400	11	4	are	be	AUX
eurjchem-400	11	5	responsible	responsible	ADJ
eurjchem-400	11	6	for	for	ADP
eurjchem-400	11	7	essential	essential	ADJ
eurjchem-400	11	8	cell	cell	NOUN
eurjchem-400	11	9	events	event	NOUN
eurjchem-400	11	10	such	such	ADJ
eurjchem-400	11	11	as	as	ADP
eurjchem-400	11	12	growth	growth	NOUN
eurjchem-400	11	13	,	,	PUNCT
eurjchem-400	11	14	division	division	NOUN
eurjchem-400	11	15	or	or	CCONJ
eurjchem-400	11	16	death	death	NOUN
eurjchem-400	11	17	,	,	PUNCT
eurjchem-400	11	18	their	their	PRON
eurjchem-400	11	19	deregulation	deregulation	NOUN
eurjchem-400	11	20	leading	lead	VERB
eurjchem-400	11	21	to	to	ADP
eurjchem-400	11	22	the	the	DET
eurjchem-400	11	23	apparition	apparition	NOUN
eurjchem-400	11	24	of	of	ADP
eurjchem-400	11	25	pathologies	pathology	NOUN
eurjchem-400	11	26	such	such	ADJ
eurjchem-400	11	27	as	as	ADP
eurjchem-400	11	28	cancers	cancer	NOUN
eurjchem-400	11	29	.	.	PUNCT
eurjchem-400	12	1	cell	cell	NOUN
eurjchem-400	12	2	components	component	NOUN
eurjchem-400	12	3	involved	involve	VERB
eurjchem-400	12	4	in	in	ADP
eurjchem-400	12	5	cell	cell	NOUN
eurjchem-400	12	6	cycle	cycle	NOUN
eurjchem-400	12	7	regulation	regulation	NOUN
eurjchem-400	12	8	and	and	CCONJ
eurjchem-400	12	9	in	in	ADP
eurjchem-400	12	10	the	the	DET
eurjchem-400	12	11	checkpoint	checkpoint	NOUN
eurjchem-400	12	12	machinery	machinery	NOUN
eurjchem-400	12	13	are	be	AUX
eurjchem-400	12	14	considered	consider	VERB
eurjchem-400	12	15	as	as	ADP
eurjchem-400	12	16	promising	promise	VERB
eurjchem-400	12	17	targets	target	NOUN
eurjchem-400	12	18	in	in	ADP
eurjchem-400	12	19	therapeutic	therapeutic	ADJ
eurjchem-400	12	20	and	and	CCONJ
eurjchem-400	12	21	especially	especially	ADV
eurjchem-400	12	22	for	for	ADP
eurjchem-400	12	23	cancer	cancer	NOUN
eurjchem-400	12	24	treatment	treatment	NOUN
eurjchem-400	12	25	.	.	PUNCT
eurjchem-400	13	1	indeed	indeed	ADV
eurjchem-400	13	2	,	,	PUNCT
eurjchem-400	13	3	inhibiting	inhibit	VERB
eurjchem-400	13	4	cell	cell	NOUN
eurjchem-400	13	5	cycle	cycle	NOUN
eurjchem-400	13	6	progression	progression	NOUN
eurjchem-400	13	7	will	will	AUX
eurjchem-400	13	8	limit	limit	VERB
eurjchem-400	13	9	cell	cell	NOUN
eurjchem-400	13	10	proliferation	proliferation	NOUN
eurjchem-400	13	11	.	.	PUNCT
eurjchem-400	14	1	among	among	ADP
eurjchem-400	14	2	possible	possible	ADJ
eurjchem-400	14	3	targets	target	NOUN
eurjchem-400	14	4	,	,	PUNCT
eurjchem-400	14	5	cyclin‐dependent	cyclin‐dependent	NOUN
eurjchem-400	14	6	kinases	kinase	NOUN
eurjchem-400	14	7	(	(	PUNCT
eurjchem-400	14	8	cdk	cdk	PROPN
eurjchem-400	14	9	)	)	PUNCT
eurjchem-400	14	10	are	be	AUX
eurjchem-400	14	11	currently	currently	ADV
eurjchem-400	14	12	widely	widely	ADV
eurjchem-400	14	13	studied	study	VERB
eurjchem-400	14	14	.	.	PUNCT
eurjchem-400	15	1	among	among	ADP
eurjchem-400	15	2	cdk	cdk	NOUN
eurjchem-400	15	3	regulators	regulator	NOUN
eurjchem-400	15	4	,	,	PUNCT
eurjchem-400	15	5	cdc25	cdc25	NOUN
eurjchem-400	15	6	phosphatases	phosphatase	NOUN
eurjchem-400	15	7	have	have	AUX
eurjchem-400	15	8	received	receive	VERB
eurjchem-400	15	9	increasing	increase	VERB
eurjchem-400	15	10	interest	interest	NOUN
eurjchem-400	15	11	over	over	ADP
eurjchem-400	15	12	the	the	DET
eurjchem-400	15	13	past	past	ADJ
eurjchem-400	15	14	years	year	NOUN
eurjchem-400	15	15	.	.	PUNCT
eurjchem-400	16	1	these	these	DET
eurjchem-400	16	2	enzymes	enzyme	NOUN
eurjchem-400	16	3	play	play	VERB
eurjchem-400	16	4	a	a	DET
eurjchem-400	16	5	central	central	ADJ
eurjchem-400	16	6	role	role	NOUN
eurjchem-400	16	7	in	in	ADP
eurjchem-400	16	8	cell	cell	NOUN
eurjchem-400	16	9	cycle	cycle	NOUN
eurjchem-400	16	10	control	control	NOUN
eurjchem-400	16	11	in	in	ADP
eurjchem-400	16	12	eukaryotes	eukaryote	NOUN
eurjchem-400	16	13	and	and	CCONJ
eurjchem-400	16	14	in	in	ADP
eurjchem-400	16	15	the	the	DET
eurjchem-400	16	16	checkpoint	checkpoint	NOUN
eurjchem-400	16	17	response	response	NOUN
eurjchem-400	16	18	to	to	ADP
eurjchem-400	16	19	dna	dna	PROPN
eurjchem-400	16	20	damage	damage	NOUN
eurjchem-400	16	21	[	[	X
eurjchem-400	16	22	1‐3	1‐3	NOUN
eurjchem-400	16	23	]	]	X
eurjchem-400	16	24	.	.	PUNCT
eurjchem-400	17	1	up‐regulation	up‐regulation	NOUN
eurjchem-400	17	2	of	of	ADP
eurjchem-400	17	3	cdc25	cdc25	NOUN
eurjchem-400	17	4	has	have	AUX
eurjchem-400	17	5	been	be	AUX
eurjchem-400	17	6	observed	observe	VERB
eurjchem-400	17	7	in	in	ADP
eurjchem-400	17	8	a	a	DET
eurjchem-400	17	9	wide	wide	ADJ
eurjchem-400	17	10	variety	variety	NOUN
eurjchem-400	17	11	of	of	ADP
eurjchem-400	17	12	human	human	ADJ
eurjchem-400	17	13	cancers	cancer	NOUN
eurjchem-400	17	14	[	[	X
eurjchem-400	17	15	4,5	4,5	X
eurjchem-400	17	16	]	]	PUNCT
eurjchem-400	17	17	and	and	CCONJ
eurjchem-400	17	18	the	the	DET
eurjchem-400	17	19	phosphatases	phosphatase	NOUN
eurjchem-400	17	20	are	be	AUX
eurjchem-400	17	21	also	also	ADV
eurjchem-400	17	22	involved	involve	VERB
eurjchem-400	17	23	in	in	ADP
eurjchem-400	17	24	oncogenic	oncogenic	ADJ
eurjchem-400	17	25	transformation	transformation	NOUN
eurjchem-400	18	1	[	[	X
eurjchem-400	18	2	6	6	NUM
eurjchem-400	18	3	]	]	PUNCT
eurjchem-400	18	4	.	.	PUNCT
eurjchem-400	19	1	consequently	consequently	ADV
eurjchem-400	19	2	,	,	PUNCT
eurjchem-400	19	3	many	many	ADJ
eurjchem-400	19	4	efforts	effort	NOUN
eurjchem-400	19	5	have	have	AUX
eurjchem-400	19	6	been	be	AUX
eurjchem-400	19	7	devoted	devote	VERB
eurjchem-400	19	8	to	to	PART
eurjchem-400	19	9	search	search	VERB
eurjchem-400	19	10	for	for	ADP
eurjchem-400	19	11	cdc25	cdc25	ADJ
eurjchem-400	19	12	inhibitors	inhibitor	NOUN
eurjchem-400	19	13	.	.	PUNCT
eurjchem-400	20	1	the	the	DET
eurjchem-400	20	2	most	most	ADV
eurjchem-400	20	3	potent	potent	ADJ
eurjchem-400	20	4	are	be	AUX
eurjchem-400	20	5	currently	currently	ADV
eurjchem-400	20	6	quinonoid‐	quinonoid‐	VERB
eurjchem-400	20	7	based	base	VERB
eurjchem-400	20	8	structures	structure	NOUN
eurjchem-400	20	9	,	,	PUNCT
eurjchem-400	20	10	which	which	PRON
eurjchem-400	20	11	have	have	AUX
eurjchem-400	20	12	been	be	AUX
eurjchem-400	20	13	extensively	extensively	ADV
eurjchem-400	20	14	studied	study	VERB
eurjchem-400	20	15	[	[	PUNCT
eurjchem-400	20	16	7	7	NUM
eurjchem-400	20	17	]	]	PUNCT
eurjchem-400	20	18	.	.	PUNCT
eurjchem-400	21	1	compounds	compound	NOUN
eurjchem-400	21	2	1	1	NUM
eurjchem-400	21	3	and	and	CCONJ
eurjchem-400	21	4	2	2	NUM
eurjchem-400	21	5	are	be	AUX
eurjchem-400	21	6	lead	lead	NOUN
eurjchem-400	21	7	compounds	compound	NOUN
eurjchem-400	21	8	with	with	ADP
eurjchem-400	21	9	ic50	ic50	PROPN
eurjchem-400	21	10	values	value	NOUN
eurjchem-400	21	11	of	of	ADP
eurjchem-400	21	12	5	5	NUM
eurjchem-400	21	13	µm	µm	NOUN
eurjchem-400	21	14	and	and	CCONJ
eurjchem-400	21	15	125	125	NUM
eurjchem-400	21	16	nm	nm	NOUN
eurjchem-400	21	17	,	,	PUNCT
eurjchem-400	21	18	respectively	respectively	ADV
eurjchem-400	21	19	(	(	PUNCT
eurjchem-400	21	20	figure	figure	NOUN
eurjchem-400	21	21	1	1	NUM
eurjchem-400	21	22	)	)	PUNCT
eurjchem-400	22	1	[	[	X
eurjchem-400	22	2	8,9	8,9	NUM
eurjchem-400	22	3	]	]	PUNCT
eurjchem-400	22	4	.	.	PUNCT
eurjchem-400	23	1	they	they	PRON
eurjchem-400	23	2	led	lead	VERB
eurjchem-400	23	3	to	to	ADP
eurjchem-400	23	4	the	the	DET
eurjchem-400	23	5	preparation	preparation	NOUN
eurjchem-400	23	6	of	of	ADP
eurjchem-400	23	7	a	a	DET
eurjchem-400	23	8	number	number	NOUN
eurjchem-400	23	9	of	of	ADP
eurjchem-400	23	10	quinonic	quinonic	ADJ
eurjchem-400	23	11	derivatives	derivative	NOUN
eurjchem-400	23	12	including	include	VERB
eurjchem-400	23	13	heteroquinones	heteroquinone	NOUN
eurjchem-400	23	14	[	[	X
eurjchem-400	23	15	10	10	NUM
eurjchem-400	23	16	]	]	PUNCT
eurjchem-400	23	17	based	base	VERB
eurjchem-400	23	18	on	on	ADP
eurjchem-400	23	19	quinoline	quinoline	NOUN
eurjchem-400	23	20	[	[	X
eurjchem-400	23	21	11‐17	11‐17	ADJ
eurjchem-400	23	22	]	]	X
eurjchem-400	23	23	,	,	PUNCT
eurjchem-400	23	24	quinazoline	quinazoline	VERB
eurjchem-400	24	1	[	[	X
eurjchem-400	24	2	11	11	NUM
eurjchem-400	24	3	]	]	PUNCT
eurjchem-400	24	4	,	,	PUNCT
eurjchem-400	24	5	phtalazine	phtalazine	ADJ
eurjchem-400	24	6	[	[	X
eurjchem-400	24	7	11	11	NUM
eurjchem-400	24	8	]	]	PUNCT
eurjchem-400	24	9	,	,	PUNCT
eurjchem-400	24	10	quinoxaline	quinoxaline	PROPN
eurjchem-400	25	1	[	[	X
eurjchem-400	25	2	16	16	NUM
eurjchem-400	25	3	]	]	PUNCT
eurjchem-400	25	4	,	,	PUNCT
eurjchem-400	25	5	isoquinoline	isoquinoline	VERB
eurjchem-400	26	1	[	[	X
eurjchem-400	26	2	11,12,18	11,12,18	NUM
eurjchem-400	26	3	]	]	X
eurjchem-400	26	4	,	,	PUNCT
eurjchem-400	26	5	isoindole	isoindole	NOUN
eurjchem-400	26	6	[	[	X
eurjchem-400	26	7	19	19	NUM
eurjchem-400	26	8	]	]	PUNCT
eurjchem-400	26	9	,	,	PUNCT
eurjchem-400	26	10	pyrazole	pyrazole	NOUN
eurjchem-400	26	11	[	[	X
eurjchem-400	26	12	19	19	NUM
eurjchem-400	26	13	]	]	PUNCT
eurjchem-400	26	14	,	,	PUNCT
eurjchem-400	26	15	isoxazole	isoxazole	NOUN
eurjchem-400	27	1	[	[	X
eurjchem-400	27	2	19	19	NUM
eurjchem-400	27	3	]	]	PUNCT
eurjchem-400	27	4	,	,	PUNCT
eurjchem-400	27	5	isothiazole	isothiazole	NOUN
eurjchem-400	28	1	[	[	X
eurjchem-400	28	2	19	19	NUM
eurjchem-400	28	3	]	]	PUNCT
eurjchem-400	28	4	and	and	CCONJ
eurjchem-400	28	5	imidazole	imidazole	NOUN
eurjchem-400	28	6	[	[	X
eurjchem-400	28	7	14,19	14,19	X
eurjchem-400	28	8	]	]	PUNCT
eurjchem-400	28	9	scaffolds	scaffold	NOUN
eurjchem-400	28	10	.	.	PUNCT
eurjchem-400	29	1	since	since	SCONJ
eurjchem-400	29	2	sub‐micromolar	sub‐micromolar	ADJ
eurjchem-400	29	3	activities	activity	NOUN
eurjchem-400	29	4	and	and	CCONJ
eurjchem-400	29	5	encouraging	encourage	VERB
eurjchem-400	29	6	selectivities	selectivity	NOUN
eurjchem-400	29	7	were	be	AUX
eurjchem-400	29	8	observed	observe	VERB
eurjchem-400	29	9	with	with	ADP
eurjchem-400	29	10	benzothiazolequinone	benzothiazolequinone	NOUN
eurjchem-400	29	11	,	,	PUNCT
eurjchem-400	29	12	11	11	NUM
eurjchem-400	29	13	,	,	PUNCT
eurjchem-400	29	14	and	and	CCONJ
eurjchem-400	29	15	benzoxazolequinone	benzoxazolequinone	NOUN
eurjchem-400	29	16	,	,	PUNCT
eurjchem-400	29	17	12	12	NUM
eurjchem-400	29	18	,	,	PUNCT
eurjchem-400	29	19	[	[	X
eurjchem-400	29	20	19	19	NUM
eurjchem-400	29	21	]	]	PUNCT
eurjchem-400	29	22	(	(	PUNCT
eurjchem-400	29	23	figure	figure	NOUN
eurjchem-400	29	24	1	1	NUM
eurjchem-400	29	25	)	)	PUNCT
eurjchem-400	29	26	,	,	PUNCT
eurjchem-400	29	27	these	these	DET
eurjchem-400	29	28	two	two	NUM
eurjchem-400	29	29	pharmacophores	pharmacophore	NOUN
eurjchem-400	29	30	were	be	AUX
eurjchem-400	29	31	assembled	assemble	VERB
eurjchem-400	29	32	into	into	ADP
eurjchem-400	29	33	a	a	DET
eurjchem-400	29	34	bis‐quinone	bis‐quinone	NUM
eurjchem-400	29	35	moiety	moiety	NOUN
eurjchem-400	29	36	,	,	PUNCT
eurjchem-400	29	37	which	which	PRON
eurjchem-400	29	38	resulted	result	VERB
eurjchem-400	29	39	in	in	ADP
eurjchem-400	29	40	a	a	DET
eurjchem-400	29	41	ca	ca	NOUN
eurjchem-400	29	42	.	.	PUNCT
eurjchem-400	30	1	10‐fold	10‐fold	NUM
eurjchem-400	30	2	increase	increase	NOUN
eurjchem-400	30	3	in	in	ADP
eurjchem-400	30	4	cdc25	cdc25	ADJ
eurjchem-400	30	5	phosphatase	phosphatase	NOUN
eurjchem-400	30	6	inhibition	inhibition	NOUN
eurjchem-400	30	7	.	.	PUNCT
eurjchem-400	31	1	in	in	ADP
eurjchem-400	31	2	addition	addition	NOUN
eurjchem-400	31	3	,	,	PUNCT
eurjchem-400	31	4	this	this	DET
eurjchem-400	31	5	compound	compound	NOUN
eurjchem-400	31	6	was	be	AUX
eurjchem-400	31	7	demonstrated	demonstrate	VERB
eurjchem-400	31	8	to	to	PART
eurjchem-400	31	9	inhibit	inhibit	VERB
eurjchem-400	31	10	the	the	DET
eurjchem-400	31	11	growth	growth	NOUN
eurjchem-400	31	12	of	of	ADP
eurjchem-400	31	13	human	human	ADJ
eurjchem-400	31	14	tumor	tumor	NOUN
eurjchem-400	31	15	xenografted	xenografte	VERB
eurjchem-400	31	16	on	on	ADP
eurjchem-400	31	17	mice	mouse	NOUN
eurjchem-400	31	18	[	[	X
eurjchem-400	31	19	20	20	NUM
eurjchem-400	31	20	]	]	PUNCT
eurjchem-400	31	21	.	.	PUNCT
eurjchem-400	32	1	we	we	PRON
eurjchem-400	32	2	previously	previously	ADV
eurjchem-400	32	3	reported	report	VERB
eurjchem-400	32	4	the	the	DET
eurjchem-400	32	5	synthesis	synthesis	NOUN
eurjchem-400	32	6	and	and	CCONJ
eurjchem-400	32	7	the	the	DET
eurjchem-400	32	8	inhibitory	inhibitory	ADJ
eurjchem-400	32	9	activity	activity	NOUN
eurjchem-400	32	10	of	of	ADP
eurjchem-400	32	11	naphthoquinones	naphthoquinone	NOUN
eurjchem-400	32	12	and	and	CCONJ
eurjchem-400	32	13	quinolinequinones	quinolinequinone	NOUN
eurjchem-400	32	14	,	,	PUNCT
eurjchem-400	32	15	3‐6	3‐6	NUM
eurjchem-400	32	16	,	,	PUNCT
eurjchem-400	32	17	bearing	bear	VERB
eurjchem-400	32	18	two	two	NUM
eurjchem-400	32	19	identical	identical	ADJ
eurjchem-400	32	20	alkylthio	alkylthio	ADJ
eurjchem-400	32	21	substituents	substituent	NOUN
eurjchem-400	32	22	on	on	ADP
eurjchem-400	32	23	the	the	DET
eurjchem-400	32	24	quinone	quinone	NOUN
eurjchem-400	32	25	ring	ring	NOUN
eurjchem-400	32	26	,	,	PUNCT
eurjchem-400	32	27	these	these	DET
eurjchem-400	32	28	inhibitors	inhibitor	NOUN
eurjchem-400	32	29	displaying	display	VERB
eurjchem-400	32	30	ic50	ic50	PROPN
eurjchem-400	32	31	values	value	NOUN
eurjchem-400	32	32	in	in	ADP
eurjchem-400	32	33	the	the	DET
eurjchem-400	32	34	micromolar	micromolar	ADJ
eurjchem-400	32	35	range	range	NOUN
eurjchem-400	32	36	(	(	PUNCT
eurjchem-400	32	37	figure	figure	NOUN
eurjchem-400	32	38	1	1	NUM
eurjchem-400	32	39	)	)	PUNCT
eurjchem-400	33	1	[	[	X
eurjchem-400	33	2	17,21	17,21	NUM
eurjchem-400	33	3	]	]	PUNCT
eurjchem-400	33	4	.	.	PUNCT
eurjchem-400	34	1	searching	search	VERB
eurjchem-400	34	2	for	for	ADP
eurjchem-400	34	3	a	a	DET
eurjchem-400	34	4	potent	potent	ADJ
eurjchem-400	34	5	pharmacophore	pharmacophore	NOUN
eurjchem-400	34	6	for	for	ADP
eurjchem-400	34	7	cdc25	cdc25	ADJ
eurjchem-400	34	8	inhibition	inhibition	NOUN
eurjchem-400	34	9	,	,	PUNCT
eurjchem-400	34	10	lazo	lazo	NOUN
eurjchem-400	34	11	and	and	CCONJ
eurjchem-400	34	12	colleagues	colleague	NOUN
eurjchem-400	34	13	identified	identify	VERB
eurjchem-400	34	14	the	the	DET
eurjchem-400	34	15	bis‐substituted	bis‐substitute	VERB
eurjchem-400	34	16	naphthoquinone	naphthoquinone	NOUN
eurjchem-400	34	17	,	,	PUNCT
eurjchem-400	34	18	2	2	NUM
eurjchem-400	34	19	,	,	PUNCT
eurjchem-400	34	20	(	(	PUNCT
eurjchem-400	34	21	ic50	ic50	PROPN
eurjchem-400	34	22	=	=	SYM
eurjchem-400	34	23	125	125	NUM
eurjchem-400	34	24	nm	nm	NOUN
eurjchem-400	34	25	)	)	PUNCT
eurjchem-400	34	26	as	as	ADV
eurjchem-400	34	27	well	well	ADV
eurjchem-400	34	28	as	as	ADP
eurjchem-400	34	29	quinoleine	quinoleine	NOUN
eurjchem-400	34	30	,	,	PUNCT
eurjchem-400	34	31	isoquinoleine	isoquinoleine	NOUN
eurjchem-400	34	32	and	and	CCONJ
eurjchem-400	34	33	imidazole	imidazole	NOUN
eurjchem-400	34	34	derivatives	derivative	NOUN
eurjchem-400	34	35	,	,	PUNCT
eurjchem-400	34	36	7‐10	7‐10	NUM
eurjchem-400	34	37	,	,	PUNCT
eurjchem-400	34	38	as	as	ADP
eurjchem-400	34	39	micromolar	micromolar	ADJ
eurjchem-400	34	40	cdc25	cdc25	ADJ
eurjchem-400	34	41	inhibitors	inhibitor	NOUN
eurjchem-400	34	42	[	[	X
eurjchem-400	34	43	12	12	NUM
eurjchem-400	34	44	]	]	PUNCT
eurjchem-400	34	45	.	.	PUNCT
eurjchem-400	35	1	in	in	ADP
eurjchem-400	35	2	order	order	NOUN
eurjchem-400	35	3	to	to	PART
eurjchem-400	35	4	evaluate	evaluate	VERB
eurjchem-400	35	5	the	the	DET
eurjchem-400	35	6	effects	effect	NOUN
eurjchem-400	35	7	of	of	ADP
eurjchem-400	35	8	five‐membered	five‐membere	VERB
eurjchem-400	35	9	heterocycles	heterocycle	NOUN
eurjchem-400	35	10	fused	fuse	VERB
eurjchem-400	35	11	to	to	ADP
eurjchem-400	35	12	the	the	DET
eurjchem-400	35	13	quinone	quinone	NOUN
eurjchem-400	35	14	ring	ring	NOUN
eurjchem-400	35	15	,	,	PUNCT
eurjchem-400	35	16	lavergne	lavergne	PROPN
eurjchem-400	35	17	et	et	PROPN
eurjchem-400	35	18	al	al	PROPN
eurjchem-400	35	19	.	.	PROPN
eurjchem-400	35	20	synthesized	synthesize	VERB
eurjchem-400	35	21	and	and	CCONJ
eurjchem-400	35	22	evaluated	evaluate	VERB
eurjchem-400	35	23	a	a	DET
eurjchem-400	35	24	set	set	NOUN
eurjchem-400	35	25	of	of	ADP
eurjchem-400	35	26	heterocyclic	heterocyclic	ADJ
eurjchem-400	35	27	quinones	quinone	NOUN
eurjchem-400	35	28	[	[	X
eurjchem-400	35	29	19	19	NUM
eurjchem-400	35	30	]	]	PUNCT
eurjchem-400	35	31	.	.	PUNCT
eurjchem-400	36	1	they	they	PRON
eurjchem-400	36	2	observed	observe	VERB
eurjchem-400	36	3	that	that	SCONJ
eurjchem-400	36	4	the	the	DET
eurjchem-400	36	5	nature	nature	NOUN
eurjchem-400	36	6	of	of	ADP
eurjchem-400	36	7	the	the	DET
eurjchem-400	36	8	heterocycle	heterocycle	NOUN
eurjchem-400	36	9	could	could	AUX
eurjchem-400	36	10	modulate	modulate	VERB
eurjchem-400	36	11	the	the	DET
eurjchem-400	36	12	activity	activity	NOUN
eurjchem-400	36	13	of	of	ADP
eurjchem-400	36	14	the	the	DET
eurjchem-400	36	15	quinonic	quinonic	ADJ
eurjchem-400	36	16	derivatives	derivative	NOUN
eurjchem-400	36	17	mono‐	mono‐	NOUN
eurjchem-400	36	18	substituted	substitute	VERB
eurjchem-400	36	19	with	with	ADP
eurjchem-400	36	20	a	a	DET
eurjchem-400	36	21	n	n	CCONJ
eurjchem-400	36	22	,	,	PUNCT
eurjchem-400	36	23	n‐dimethylethylenediamino	n‐dimethylethylenediamino	PRON
eurjchem-400	36	24	group	group	NOUN
eurjchem-400	36	25	on	on	ADP
eurjchem-400	36	26	the	the	DET
eurjchem-400	36	27	quinone	quinone	NOUN
eurjchem-400	36	28	ring	ring	NOUN
eurjchem-400	36	29	.	.	PUNCT
eurjchem-400	37	1	in	in	ADP
eurjchem-400	37	2	this	this	DET
eurjchem-400	37	3	study	study	NOUN
eurjchem-400	37	4	,	,	PUNCT
eurjchem-400	37	5	the	the	DET
eurjchem-400	37	6	most	most	ADV
eurjchem-400	37	7	potent	potent	ADJ
eurjchem-400	37	8	inhibitors	inhibitor	NOUN
eurjchem-400	37	9	11	11	NUM
eurjchem-400	37	10	and	and	CCONJ
eurjchem-400	37	11	12	12	NUM
eurjchem-400	37	12	displayed	display	VERB
eurjchem-400	37	13	ic50	ic50	PROPN
eurjchem-400	37	14	values	value	NOUN
eurjchem-400	37	15	in	in	ADP
eurjchem-400	37	16	the	the	DET
eurjchem-400	37	17	hundred	hundred	NUM
eurjchem-400	37	18	nanomolar	nanomolar	ADJ
eurjchem-400	37	19	range	range	NOUN
eurjchem-400	37	20	[	[	X
eurjchem-400	37	21	19	19	NUM
eurjchem-400	37	22	]	]	PUNCT
eurjchem-400	37	23	.	.	PUNCT
eurjchem-400	38	1	in	in	ADP
eurjchem-400	38	2	order	order	NOUN
eurjchem-400	38	3	to	to	PART
eurjchem-400	38	4	investigate	investigate	VERB
eurjchem-400	38	5	the	the	DET
eurjchem-400	38	6	influence	influence	NOUN
eurjchem-400	38	7	,	,	PUNCT
eurjchem-400	38	8	on	on	ADP
eurjchem-400	38	9	cdc25	cdc25	ADJ
eurjchem-400	38	10	phosphatase	phosphatase	NOUN
eurjchem-400	38	11	activity	activity	NOUN
eurjchem-400	38	12	,	,	PUNCT
eurjchem-400	38	13	of	of	ADP
eurjchem-400	38	14	five	five	NUM
eurjchem-400	38	15	and	and	CCONJ
eurjchem-400	38	16	six‐membered	six‐membered	ADJ
eurjchem-400	38	17	heterocycles	heterocycle	NOUN
eurjchem-400	38	18	fused	fuse	VERB
eurjchem-400	38	19	to	to	ADP
eurjchem-400	38	20	the	the	DET
eurjchem-400	38	21	1,4‐dione	1,4‐dione	NUM
eurjchem-400	38	22	pharmacophore	pharmacophore	NOUN
eurjchem-400	38	23	substituted	substitute	VERB
eurjchem-400	38	24	with	with	ADP
eurjchem-400	38	25	two	two	NUM
eurjchem-400	38	26	alkylthio	alkylthio	ADJ
eurjchem-400	38	27	groups	group	NOUN
eurjchem-400	38	28	,	,	PUNCT
eurjchem-400	38	29	we	we	PRON
eurjchem-400	38	30	designed	design	VERB
eurjchem-400	38	31	,	,	PUNCT
eurjchem-400	38	32	synthesized	synthesize	VERB
eurjchem-400	38	33	and	and	CCONJ
eurjchem-400	38	34	evaluated	evaluate	VERB
eurjchem-400	38	35	a	a	DET
eurjchem-400	38	36	set	set	NOUN
eurjchem-400	38	37	of	of	ADP
eurjchem-400	38	38	nine	nine	NUM
eurjchem-400	38	39	heteroquinones	heteroquinone	NOUN
eurjchem-400	38	40	bearing	bear	VERB
eurjchem-400	38	41	two	two	NUM
eurjchem-400	38	42	methoxycarbonyl	methoxycarbonyl	ADJ
eurjchem-400	38	43	methylthio	methylthio	NOUN
eurjchem-400	38	44	substituents	substituent	NOUN
eurjchem-400	38	45	on	on	ADP
eurjchem-400	38	46	the	the	DET
eurjchem-400	38	47	quinone	quinone	NOUN
eurjchem-400	38	48	core	core	NOUN
eurjchem-400	38	49	.	.	PUNCT
eurjchem-400	39	1	434	434	NUM
eurjchem-400	39	2	besset	besset	NOUN
eurjchem-400	39	3	et	et	PROPN
eurjchem-400	39	4	al	al	PROPN
eurjchem-400	39	5	.	.	PUNCT
eurjchem-400	39	6	/	/	SYM
eurjchem-400	39	7	european	european	PROPN
eurjchem-400	39	8	journal	journal	PROPN
eurjchem-400	39	9	of	of	ADP
eurjchem-400	39	10	chemistry	chemistry	NOUN
eurjchem-400	39	11	2	2	NUM
eurjchem-400	39	12	(	(	PUNCT
eurjchem-400	39	13	4	4	NUM
eurjchem-400	39	14	)	)	PUNCT
eurjchem-400	39	15	(	(	PUNCT
eurjchem-400	39	16	2011	2011	NUM
eurjchem-400	39	17	)	)	PUNCT
eurjchem-400	40	1	433‐440	433‐440	NUM
eurjchem-400	41	1	o	o	NOUN
eurjchem-400	42	1	o	o	X
eurjchem-400	42	2	s	s	VERB
eurjchem-400	43	1	oh	oh	INTJ
eurjchem-400	43	2	o	o	INTJ
eurjchem-400	44	1	o	o	NOUN
eurjchem-400	44	2	s	s	X
eurjchem-400	44	3	s	s	X
eurjchem-400	45	1	oh	oh	INTJ
eurjchem-400	45	2	oh	oh	INTJ
eurjchem-400	45	3	o	o	INTJ
eurjchem-400	46	1	o	o	X
eurjchem-400	46	2	s	s	X
eurjchem-400	46	3	s	s	X
eurjchem-400	46	4	or	or	CCONJ
eurjchem-400	46	5	or	or	CCONJ
eurjchem-400	46	6	o	o	NOUN
eurjchem-400	46	7	o	o	NOUN
eurjchem-400	46	8	n	n	CCONJ
eurjchem-400	46	9	o	o	NOUN
eurjchem-400	47	1	o	o	X
eurjchem-400	47	2	s	s	X
eurjchem-400	47	3	s	s	X
eurjchem-400	47	4	r	r	NOUN
eurjchem-400	47	5	r	r	NOUN
eurjchem-400	47	6	o	o	NOUN
eurjchem-400	47	7	o	o	X
eurjchem-400	47	8	s	s	X
eurjchem-400	47	9	s	s	X
eurjchem-400	47	10	oh	oh	INTJ
eurjchem-400	47	11	ohn	ohn	PROPN
eurjchem-400	47	12	n	n	ADV
eurjchem-400	47	13	h	h	NOUN
eurjchem-400	47	14	x	x	X
eurjchem-400	47	15	y	y	NOUN
eurjchem-400	47	16	o	o	NOUN
eurjchem-400	48	1	o	o	X
eurjchem-400	48	2	s	s	X
eurjchem-400	48	3	s	s	X
eurjchem-400	48	4	r	r	NOUN
eurjchem-400	48	5	r	r	NOUN
eurjchem-400	48	6	o	o	NOUN
eurjchem-400	48	7	o	o	NOUN
eurjchem-400	48	8	h	h	NOUN
eurjchem-400	48	9	n	n	CCONJ
eurjchem-400	48	10	nn	nn	PROPN
eurjchem-400	48	11	s	s	PROPN
eurjchem-400	49	1	o	o	NOUN
eurjchem-400	49	2	o	o	X
eurjchem-400	49	3	o	o	NOUN
eurjchem-400	49	4	n	n	CCONJ
eurjchem-400	49	5	1	1	NUM
eurjchem-400	49	6	2	2	NUM
eurjchem-400	49	7	3	3	NUM
eurjchem-400	49	8	:	:	PUNCT
eurjchem-400	49	9	r	r	NOUN
eurjchem-400	49	10	=	=	SYM
eurjchem-400	49	11	h	h	NOUN
eurjchem-400	49	12	4	4	NUM
eurjchem-400	49	13	:	:	PUNCT
eurjchem-400	49	14	r	r	NOUN
eurjchem-400	49	15	=	=	SYM
eurjchem-400	49	16	ch2c6h5	ch2c6h5	PROPN
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eurjchem-400	49	18	:	:	PUNCT
eurjchem-400	49	19	r	r	NOUN
eurjchem-400	49	20	=	=	SYM
eurjchem-400	49	21	co2h	co2h	PROPN
eurjchem-400	49	22	6	6	NUM
eurjchem-400	49	23	:	:	PUNCT
eurjchem-400	49	24	r	r	NOUN
eurjchem-400	49	25	=	=	SYM
eurjchem-400	49	26	ch2co2h	ch2co2h	PROPN
eurjchem-400	49	27	7a	7a	NUM
eurjchem-400	49	28	:	:	PUNCT
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eurjchem-400	49	30	=	=	NOUN
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eurjchem-400	49	36	,	,	PUNCT
eurjchem-400	49	37	r	r	NOUN
eurjchem-400	49	38	=	=	SYM
eurjchem-400	49	39	ch2	ch2	PROPN
eurjchem-400	49	40	-	-	PUNCT
eurjchem-400	49	41	o	o	NOUN
eurjchem-400	49	42	-	-	PROPN
eurjchem-400	49	43	thp	thp	PROPN
eurjchem-400	49	44	9a	9a	NOUN
eurjchem-400	49	45	:	:	PUNCT
eurjchem-400	49	46	x	x	X
eurjchem-400	49	47	=	=	NOUN
eurjchem-400	49	48	ch	ch	NOUN
eurjchem-400	49	49	,	,	PUNCT
eurjchem-400	49	50	y	y	PROPN
eurjchem-400	49	51	=	=	PROPN
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eurjchem-400	49	53	,	,	PUNCT
eurjchem-400	49	54	r=	r=	ADJ
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eurjchem-400	49	57	10	10	NUM
eurjchem-400	49	58	11	11	NUM
eurjchem-400	49	59	12	12	NUM
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eurjchem-400	49	62	n	n	ADV
eurjchem-400	49	63	8a	8a	NUM
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eurjchem-400	49	65	x	x	X
eurjchem-400	49	66	=	=	NOUN
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eurjchem-400	49	68	,	,	PUNCT
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eurjchem-400	49	72	,	,	PUNCT
eurjchem-400	49	73	r	r	NOUN
eurjchem-400	49	74	=	=	SYM
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eurjchem-400	49	76	-	-	PUNCT
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eurjchem-400	49	78	7b	7b	PROPN
eurjchem-400	49	79	:	:	PUNCT
eurjchem-400	49	80	x	x	SYM
eurjchem-400	49	81	=	=	NOUN
eurjchem-400	49	82	n	n	X
eurjchem-400	49	83	,	,	PUNCT
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eurjchem-400	49	85	=	=	PROPN
eurjchem-400	49	86	ch	ch	NOUN
eurjchem-400	49	87	,	,	PUNCT
eurjchem-400	49	88	r	r	NOUN
eurjchem-400	49	89	=	=	SYM
eurjchem-400	49	90	ch2	ch2	PROPN
eurjchem-400	49	91	-	-	PUNCT
eurjchem-400	49	92	o	o	NOUN
eurjchem-400	49	93	-	-	PROPN
eurjchem-400	49	94	thp	thp	PROPN
eurjchem-400	49	95	8b	8b	NUM
eurjchem-400	49	96	:	:	PUNCT
eurjchem-400	49	97	x	x	SYM
eurjchem-400	49	98	=	=	NOUN
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eurjchem-400	49	100	,	,	PUNCT
eurjchem-400	49	101	y	y	PROPN
eurjchem-400	49	102	=	=	PROPN
eurjchem-400	49	103	ch	ch	NOUN
eurjchem-400	49	104	,	,	PUNCT
eurjchem-400	49	105	r	r	NOUN
eurjchem-400	49	106	=	=	SYM
eurjchem-400	49	107	ch2	ch2	PROPN
eurjchem-400	49	108	-	-	PUNCT
eurjchem-400	49	109	oc(=o)-ph	oc(=o)-ph	NOUN
eurjchem-400	49	110	9b	9b	NOUN
eurjchem-400	49	111	:	:	PUNCT
eurjchem-400	49	112	x	x	X
eurjchem-400	49	113	=	=	SYM
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eurjchem-400	49	115	,	,	PUNCT
eurjchem-400	49	116	y	y	PROPN
eurjchem-400	49	117	=	=	PROPN
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eurjchem-400	49	119	,	,	PUNCT
eurjchem-400	49	120	r=	r=	ADJ
eurjchem-400	49	121	o	o	NOUN
eurjchem-400	49	122	o	o	NOUN
eurjchem-400	49	123	figure	figure	NOUN
eurjchem-400	49	124	1	1	NUM
eurjchem-400	49	125	.	.	PUNCT
eurjchem-400	50	1	inhibitors	inhibitor	NOUN
eurjchem-400	50	2	of	of	ADP
eurjchem-400	50	3	cdc25	cdc25	ADJ
eurjchem-400	50	4	phosphatases	phosphatase	NOUN
eurjchem-400	50	5	.	.	PUNCT
eurjchem-400	51	1	2	2	X
eurjchem-400	51	2	.	.	X
eurjchem-400	51	3	experimental	experimental	ADJ
eurjchem-400	51	4	2.1	2.1	NUM
eurjchem-400	51	5	.	.	PUNCT
eurjchem-400	52	1	instrumentation	instrumentation	NOUN
eurjchem-400	52	2	melting	melting	NOUN
eurjchem-400	52	3	points	point	NOUN
eurjchem-400	52	4	were	be	AUX
eurjchem-400	52	5	determined	determine	VERB
eurjchem-400	52	6	on	on	ADP
eurjchem-400	52	7	a	a	DET
eurjchem-400	52	8	büchi	büchi	ADJ
eurjchem-400	52	9	b‐545	b‐545	NOUN
eurjchem-400	52	10	apparatus	apparatus	NOUN
eurjchem-400	52	11	and	and	CCONJ
eurjchem-400	52	12	are	be	AUX
eurjchem-400	52	13	uncorrected	uncorrecte	VERB
eurjchem-400	52	14	.	.	PUNCT
eurjchem-400	53	1	1h	1h	NUM
eurjchem-400	53	2	and	and	CCONJ
eurjchem-400	53	3	13c	13c	NOUN
eurjchem-400	53	4	nmr	nmr	NOUN
eurjchem-400	53	5	spectra	spectra	NOUN
eurjchem-400	53	6	were	be	AUX
eurjchem-400	53	7	measured	measure	VERB
eurjchem-400	53	8	on	on	ADP
eurjchem-400	53	9	a	a	DET
eurjchem-400	53	10	bruker	bruker	ADJ
eurjchem-400	53	11	avance	avance	NOUN
eurjchem-400	53	12	300	300	NUM
eurjchem-400	53	13	or	or	CCONJ
eurjchem-400	53	14	avance	avance	PROPN
eurjchem-400	53	15	iii	iii	PROPN
eurjchem-400	53	16	400	400	NUM
eurjchem-400	53	17	spectrometers	spectrometer	NOUN
eurjchem-400	53	18	.	.	PUNCT
eurjchem-400	54	1	ir	ir	PROPN
eurjchem-400	54	2	spectra	spectra	PROPN
eurjchem-400	54	3	were	be	AUX
eurjchem-400	54	4	recorded	record	VERB
eurjchem-400	54	5	on	on	ADP
eurjchem-400	54	6	a	a	DET
eurjchem-400	54	7	nicolet	nicolet	PROPN
eurjchem-400	54	8	magna	magna	PROPN
eurjchem-400	54	9	ir‐550	ir‐550	PROPN
eurjchem-400	54	10	ft‐ir	ft‐ir	NOUN
eurjchem-400	54	11	spectrometer	spectrometer	NOUN
eurjchem-400	54	12	using	use	VERB
eurjchem-400	54	13	kbr	kbr	PROPN
eurjchem-400	54	14	pellets	pellet	NOUN
eurjchem-400	54	15	or	or	CCONJ
eurjchem-400	54	16	an	an	DET
eurjchem-400	54	17	atr	atr	NOUN
eurjchem-400	54	18	module	module	NOUN
eurjchem-400	54	19	.	.	PUNCT
eurjchem-400	55	1	mass	mass	PROPN
eurjchem-400	55	2	spectra	spectra	PROPN
eurjchem-400	55	3	were	be	AUX
eurjchem-400	55	4	recorded	record	VERB
eurjchem-400	55	5	on	on	ADP
eurjchem-400	55	6	a	a	DET
eurjchem-400	55	7	bruker	bruker	PROPN
eurjchem-400	55	8	daltonics	daltonic	NOUN
eurjchem-400	55	9	esquire	esquire	NOUN
eurjchem-400	55	10	3000	3000	NUM
eurjchem-400	55	11	+	+	NUM
eurjchem-400	55	12	or	or	CCONJ
eurjchem-400	55	13	a	a	DET
eurjchem-400	55	14	thermo	thermo	NOUN
eurjchem-400	55	15	fischer	fischer	PROPN
eurjchem-400	55	16	scientific	scientific	PROPN
eurjchem-400	55	17	polaris	polaris	PROPN
eurjchem-400	55	18	q	q	PROPN
eurjchem-400	55	19	ion‐trap	ion‐trap	NOUN
eurjchem-400	55	20	spectrometer	spectrometer	NOUN
eurjchem-400	55	21	.	.	PUNCT
eurjchem-400	56	1	high	high	ADJ
eurjchem-400	56	2	resolution	resolution	NOUN
eurjchem-400	56	3	mass	mass	PROPN
eurjchem-400	56	4	spectra	spectra	PROPN
eurjchem-400	56	5	were	be	AUX
eurjchem-400	56	6	obtained	obtain	VERB
eurjchem-400	56	7	using	use	VERB
eurjchem-400	56	8	a	a	DET
eurjchem-400	56	9	thermoquest	thermoquest	NOUN
eurjchem-400	56	10	orbitrap	orbitrap	NOUN
eurjchem-400	56	11	apparatus	apparatus	NOUN
eurjchem-400	56	12	.	.	PUNCT
eurjchem-400	57	1	elemental	elemental	ADJ
eurjchem-400	57	2	analyses	analysis	NOUN
eurjchem-400	57	3	(	(	PUNCT
eurjchem-400	57	4	service	service	NOUN
eurjchem-400	57	5	d’analyse	d’analyse	PROPN
eurjchem-400	57	6	du	du	PROPN
eurjchem-400	57	7	département	département	PROPN
eurjchem-400	57	8	de	de	X
eurjchem-400	57	9	chimie	chimie	X
eurjchem-400	57	10	moléculaire	moléculaire	PROPN
eurjchem-400	57	11	de	de	X
eurjchem-400	57	12	grenoble	grenoble	PROPN
eurjchem-400	57	13	,	,	PUNCT
eurjchem-400	57	14	france	france	PROPN
eurjchem-400	57	15	)	)	PUNCT
eurjchem-400	57	16	were	be	AUX
eurjchem-400	57	17	performed	perform	VERB
eurjchem-400	57	18	using	use	VERB
eurjchem-400	57	19	a	a	DET
eurjchem-400	57	20	chn	chn	NOUN
eurjchem-400	57	21	analyzer	analyzer	NOUN
eurjchem-400	57	22	built	build	VERB
eurjchem-400	57	23	by	by	ADP
eurjchem-400	57	24	the	the	DET
eurjchem-400	57	25	service	service	NOUN
eurjchem-400	57	26	central	central	ADJ
eurjchem-400	57	27	d’analyses	d’analyse	NOUN
eurjchem-400	57	28	du	du	NOUN
eurjchem-400	57	29	cnrs	cnrs	NOUN
eurjchem-400	57	30	(	(	PUNCT
eurjchem-400	57	31	vernaison	vernaison	PROPN
eurjchem-400	57	32	,	,	PUNCT
eurjchem-400	57	33	france	france	PROPN
eurjchem-400	57	34	)	)	PUNCT
eurjchem-400	57	35	.	.	PUNCT
eurjchem-400	58	1	2.2	2.2	NUM
eurjchem-400	58	2	.	.	PUNCT
eurjchem-400	58	3	synthesis	synthesis	NOUN
eurjchem-400	58	4	2.2.1	2.2.1	NUM
eurjchem-400	58	5	.	.	PUNCT
eurjchem-400	58	6	preparation	preparation	NOUN
eurjchem-400	58	7	of	of	ADP
eurjchem-400	58	8	compounds	compound	NOUN
eurjchem-400	58	9	14‐17	14‐17	NUM
eurjchem-400	58	10	and	and	CCONJ
eurjchem-400	58	11	21‐26	21‐26	NUM
eurjchem-400	58	12	2.2.1.1	2.2.1.1	NUM
eurjchem-400	58	13	.	.	PUNCT
eurjchem-400	59	1	2,3‐bis(1‐methoxycarbonylmethylthio)‐1,4‐	2,3‐bis(1‐methoxycarbonylmethylthio)‐1,4‐	NUM
eurjchem-400	59	2	naphthoquinone	naphthoquinone	NOUN
eurjchem-400	59	3	(	(	PUNCT
eurjchem-400	59	4	14	14	NUM
eurjchem-400	59	5	)	)	PUNCT
eurjchem-400	59	6	to	to	ADP
eurjchem-400	59	7	a	a	DET
eurjchem-400	59	8	mixture	mixture	NOUN
eurjchem-400	59	9	of	of	ADP
eurjchem-400	59	10	2,3‐dichloro‐1,4‐naphthoquinone	2,3‐dichloro‐1,4‐naphthoquinone	NUM
eurjchem-400	59	11	(	(	PUNCT
eurjchem-400	59	12	50	50	NUM
eurjchem-400	59	13	mg	mg	NOUN
eurjchem-400	59	14	,	,	PUNCT
eurjchem-400	59	15	0.22	0.22	NUM
eurjchem-400	59	16	mmol	mmol	NOUN
eurjchem-400	59	17	)	)	PUNCT
eurjchem-400	59	18	and	and	CCONJ
eurjchem-400	59	19	pyridine	pyridine	NOUN
eurjchem-400	59	20	(	(	PUNCT
eurjchem-400	59	21	50	50	NUM
eurjchem-400	59	22	µl	µl	NOUN
eurjchem-400	59	23	,	,	PUNCT
eurjchem-400	59	24	0.62	0.62	NUM
eurjchem-400	59	25	mmol	mmol	NOUN
eurjchem-400	59	26	)	)	PUNCT
eurjchem-400	59	27	in	in	ADP
eurjchem-400	59	28	ethanol	ethanol	NOUN
eurjchem-400	59	29	(	(	PUNCT
eurjchem-400	59	30	1	1	NUM
eurjchem-400	59	31	ml	ml	NOUN
eurjchem-400	59	32	)	)	PUNCT
eurjchem-400	59	33	at	at	ADP
eurjchem-400	59	34	0	0	NUM
eurjchem-400	59	35	°	°	ADP
eurjchem-400	59	36	c	c	PROPN
eurjchem-400	59	37	methyl	methyl	NOUN
eurjchem-400	59	38	thioglycolate	thioglycolate	NOUN
eurjchem-400	59	39	(	(	PUNCT
eurjchem-400	59	40	0.484	0.484	NUM
eurjchem-400	59	41	mmol	mmol	NOUN
eurjchem-400	59	42	,	,	PUNCT
eurjchem-400	59	43	43	43	NUM
eurjchem-400	59	44	µl	µl	NOUN
eurjchem-400	59	45	)	)	PUNCT
eurjchem-400	59	46	was	be	AUX
eurjchem-400	59	47	added	add	VERB
eurjchem-400	59	48	.	.	PUNCT
eurjchem-400	60	1	the	the	DET
eurjchem-400	60	2	mixture	mixture	NOUN
eurjchem-400	60	3	was	be	AUX
eurjchem-400	60	4	stirred	stir	VERB
eurjchem-400	60	5	at	at	ADP
eurjchem-400	60	6	4	4	NUM
eurjchem-400	60	7	°	°	ADP
eurjchem-400	60	8	c	c	NOUN
eurjchem-400	60	9	for	for	ADP
eurjchem-400	60	10	68	68	NUM
eurjchem-400	60	11	hours	hour	NOUN
eurjchem-400	60	12	then	then	ADV
eurjchem-400	60	13	diluted	dilute	VERB
eurjchem-400	60	14	with	with	ADP
eurjchem-400	60	15	ethanol	ethanol	NOUN
eurjchem-400	60	16	.	.	PUNCT
eurjchem-400	61	1	after	after	ADP
eurjchem-400	61	2	filtration	filtration	NOUN
eurjchem-400	61	3	and	and	CCONJ
eurjchem-400	61	4	evaporation	evaporation	NOUN
eurjchem-400	61	5	of	of	ADP
eurjchem-400	61	6	the	the	DET
eurjchem-400	61	7	volatiles	volatile	NOUN
eurjchem-400	61	8	,	,	PUNCT
eurjchem-400	61	9	the	the	DET
eurjchem-400	61	10	residue	residue	NOUN
eurjchem-400	61	11	was	be	AUX
eurjchem-400	61	12	recrystallized	recrystallize	VERB
eurjchem-400	61	13	from	from	ADP
eurjchem-400	61	14	hot	hot	ADJ
eurjchem-400	61	15	acetone	acetone	NOUN
eurjchem-400	61	16	to	to	PART
eurjchem-400	61	17	give	give	VERB
eurjchem-400	61	18	pure	pure	ADJ
eurjchem-400	61	19	14	14	NUM
eurjchem-400	61	20	as	as	ADP
eurjchem-400	61	21	dark	dark	ADJ
eurjchem-400	61	22	violet	violet	ADJ
eurjchem-400	61	23	needles	needle	NOUN
eurjchem-400	61	24	.	.	PUNCT
eurjchem-400	62	1	yield	yield	NOUN
eurjchem-400	62	2	:	:	PUNCT
eurjchem-400	62	3	43	43	NUM
eurjchem-400	62	4	%	%	NOUN
eurjchem-400	62	5	.	.	PUNCT
eurjchem-400	63	1	m.p	m.p	PROPN
eurjchem-400	63	2	.	.	PROPN
eurjchem-400	63	3	:	:	PUNCT
eurjchem-400	64	1	113	113	NUM
eurjchem-400	64	2	°	°	SYM
eurjchem-400	64	3	c	c	X
eurjchem-400	64	4	.	.	PUNCT
eurjchem-400	65	1	ft‐ir	ft‐ir	NOUN
eurjchem-400	65	2	(	(	PUNCT
eurjchem-400	65	3	film	film	NOUN
eurjchem-400	65	4	):	):	PUNCT
eurjchem-400	65	5	2939	2939	NUM
eurjchem-400	65	6	,	,	PUNCT
eurjchem-400	65	7	1738	1738	NUM
eurjchem-400	65	8	(c	(c	PROPN
eurjchem-400	65	9	=	=	SYM
eurjchem-400	65	10	o	o	NOUN
eurjchem-400	65	11	)	)	PUNCT
eurjchem-400	65	12	,	,	PUNCT
eurjchem-400	65	13	1650	1650	NUM
eurjchem-400	65	14	(c	(c	PROPN
eurjchem-400	65	15	=	=	SYM
eurjchem-400	65	16	o	o	NOUN
eurjchem-400	65	17	)	)	PUNCT
eurjchem-400	65	18	,	,	PUNCT
eurjchem-400	65	19	1583	1583	NUM
eurjchem-400	65	20	(aromatic	(aromatic	PROPN
eurjchem-400	65	21	c	c	NOUN
eurjchem-400	65	22	=	=	NOUN
eurjchem-400	65	23	c	c	NOUN
eurjchem-400	65	24	)	)	PUNCT
eurjchem-400	65	25	,	,	PUNCT
eurjchem-400	65	26	1435	1435	NUM
eurjchem-400	65	27	,	,	PUNCT
eurjchem-400	65	28	1276	1276	NUM
eurjchem-400	65	29	,	,	PUNCT
eurjchem-400	65	30	1164	1164	NUM
eurjchem-400	65	31	,	,	PUNCT
eurjchem-400	65	32	1140	1140	NUM
eurjchem-400	65	33	cm‐1	cm‐1	NOUN
eurjchem-400	65	34	.	.	PUNCT
eurjchem-400	66	1	1h	1h	NUM
eurjchem-400	66	2	nmr	nmr	NOUN
eurjchem-400	66	3	(	(	PUNCT
eurjchem-400	66	4	400	400	NUM
eurjchem-400	66	5	mhz	mhz	NOUN
eurjchem-400	66	6	,	,	PUNCT
eurjchem-400	66	7	cdcl3	cdcl3	NOUN
eurjchem-400	66	8	,	,	PUNCT
eurjchem-400	66	9			NUM
eurjchem-400	66	10	,	,	PUNCT
eurjchem-400	66	11	ppm	ppm	NUM
eurjchem-400	66	12	):	):	PUNCT
eurjchem-400	66	13	8.03	8.03	NUM
eurjchem-400	66	14	(	(	PUNCT
eurjchem-400	66	15	m	m	PROPN
eurjchem-400	66	16	,	,	PUNCT
eurjchem-400	66	17	2h	2h	NUM
eurjchem-400	66	18	,	,	PUNCT
eurjchem-400	66	19	ar‐h	ar‐h	NOUN
eurjchem-400	66	20	)	)	PUNCT
eurjchem-400	66	21	,	,	PUNCT
eurjchem-400	66	22	7.68	7.68	NUM
eurjchem-400	66	23	(	(	PUNCT
eurjchem-400	66	24	m	m	PROPN
eurjchem-400	66	25	,	,	PUNCT
eurjchem-400	66	26	2h	2h	NUM
eurjchem-400	66	27	,	,	PUNCT
eurjchem-400	66	28	ar‐h	ar‐h	NOUN
eurjchem-400	66	29	)	)	PUNCT
eurjchem-400	66	30	,	,	PUNCT
eurjchem-400	66	31	4.02	4.02	NUM
eurjchem-400	66	32	(	(	PUNCT
eurjchem-400	66	33	s	s	PROPN
eurjchem-400	66	34	,	,	PUNCT
eurjchem-400	66	35	4h	4h	NUM
eurjchem-400	66	36	,	,	PUNCT
eurjchem-400	66	37	2ch2	2ch2	NUM
eurjchem-400	66	38	)	)	PUNCT
eurjchem-400	66	39	,	,	PUNCT
eurjchem-400	66	40	3.70	3.70	NUM
eurjchem-400	66	41	(	(	PUNCT
eurjchem-400	66	42	s	s	PROPN
eurjchem-400	66	43	,	,	PUNCT
eurjchem-400	66	44	6h	6h	NUM
eurjchem-400	66	45	,	,	PUNCT
eurjchem-400	66	46	2ch3	2ch3	NUM
eurjchem-400	66	47	)	)	PUNCT
eurjchem-400	66	48	.	.	PUNCT
eurjchem-400	67	1	13c	13c	NOUN
eurjchem-400	67	2	nmr	nmr	NOUN
eurjchem-400	67	3	(	(	PUNCT
eurjchem-400	67	4	100	100	NUM
eurjchem-400	67	5	mhz	mhz	NOUN
eurjchem-400	67	6	,	,	PUNCT
eurjchem-400	67	7	cdcl3	cdcl3	NOUN
eurjchem-400	67	8	,	,	PUNCT
eurjchem-400	67	9			NUM
eurjchem-400	67	10	,	,	PUNCT
eurjchem-400	67	11	ppm	ppm	NUM
eurjchem-400	67	12	):	):	PUNCT
eurjchem-400	67	13	178.8	178.8	NUM
eurjchem-400	67	14	(	(	PUNCT
eurjchem-400	67	15	2c	2c	NUM
eurjchem-400	67	16	=	=	SYM
eurjchem-400	67	17	o	o	NOUN
eurjchem-400	67	18	)	)	PUNCT
eurjchem-400	67	19	,	,	PUNCT
eurjchem-400	67	20	169.3	169.3	NUM
eurjchem-400	67	21	(	(	PUNCT
eurjchem-400	67	22	2c	2c	NUM
eurjchem-400	67	23	=	=	SYM
eurjchem-400	67	24	o	o	NOUN
eurjchem-400	67	25	)	)	PUNCT
eurjchem-400	67	26	,	,	PUNCT
eurjchem-400	67	27	146.2	146.2	NUM
eurjchem-400	67	28	(	(	PUNCT
eurjchem-400	67	29	2c	2c	NUM
eurjchem-400	67	30	)	)	PUNCT
eurjchem-400	67	31	,	,	PUNCT
eurjchem-400	67	32	133.7	133.7	NUM
eurjchem-400	67	33	(	(	PUNCT
eurjchem-400	67	34	2c	2c	NOUN
eurjchem-400	67	35	)	)	PUNCT
eurjchem-400	67	36	,	,	PUNCT
eurjchem-400	67	37	132.8	132.8	NUM
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eurjchem-400	67	39	2c	2c	NOUN
eurjchem-400	67	40	)	)	PUNCT
eurjchem-400	67	41	,	,	PUNCT
eurjchem-400	67	42	127.0	127.0	NUM
eurjchem-400	67	43	(	(	PUNCT
eurjchem-400	67	44	2c	2c	NOUN
eurjchem-400	67	45	)	)	PUNCT
eurjchem-400	67	46	,	,	PUNCT
eurjchem-400	67	47	52.7	52.7	NUM
eurjchem-400	67	48	(	(	PUNCT
eurjchem-400	67	49	2c	2c	NOUN
eurjchem-400	67	50	)	)	PUNCT
eurjchem-400	67	51	,	,	PUNCT
eurjchem-400	67	52	35.5	35.5	NUM
eurjchem-400	67	53	(	(	PUNCT
eurjchem-400	67	54	2c	2c	NOUN
eurjchem-400	67	55	)	)	PUNCT
eurjchem-400	67	56	.	.	PUNCT
eurjchem-400	68	1	ms	ms	NOUN
eurjchem-400	68	2	(	(	PUNCT
eurjchem-400	68	3	esi+	esi+	PROPN
eurjchem-400	68	4	,	,	PUNCT
eurjchem-400	68	5	m	m	PROPN
eurjchem-400	68	6	/	/	SYM
eurjchem-400	68	7	z	z	NOUN
eurjchem-400	68	8	):	):	PUNCT
eurjchem-400	68	9	367	367	NUM
eurjchem-400	68	10	[	[	X
eurjchem-400	68	11	(	(	PUNCT
eurjchem-400	68	12	m+h)+	m+h)+	X
eurjchem-400	68	13	]	]	X
eurjchem-400	68	14	,	,	PUNCT
eurjchem-400	68	15	389	389	NUM
eurjchem-400	68	16	[	[	X
eurjchem-400	68	17	(	(	PUNCT
eurjchem-400	68	18	m+na)+	m+na)+	NOUN
eurjchem-400	68	19	]	]	PUNCT
eurjchem-400	68	20	.	.	PUNCT
eurjchem-400	69	1	anal	anal	PROPN
eurjchem-400	69	2	.	.	PUNCT
eurjchem-400	69	3	calcd	calcd	NOUN
eurjchem-400	69	4	.	.	PUNCT
eurjchem-400	70	1	for	for	ADP
eurjchem-400	70	2	c16h14o6s2	c16h14o6s2	ADJ
eurjchem-400	70	3	:	:	PUNCT
eurjchem-400	70	4	c	c	X
eurjchem-400	70	5	,	,	PUNCT
eurjchem-400	70	6	52.45	52.45	NUM
eurjchem-400	70	7	;	;	PUNCT
eurjchem-400	70	8	h	h	NOUN
eurjchem-400	70	9	,	,	PUNCT
eurjchem-400	70	10	3.86	3.86	NUM
eurjchem-400	70	11	.	.	PUNCT
eurjchem-400	70	12	found	find	VERB
eurjchem-400	70	13	:	:	PUNCT
eurjchem-400	71	1	c	c	X
eurjchem-400	71	2	,	,	PUNCT
eurjchem-400	71	3	52.71	52.71	NUM
eurjchem-400	71	4	;	;	PUNCT
eurjchem-400	71	5	h	h	NOUN
eurjchem-400	71	6	,	,	PUNCT
eurjchem-400	71	7	4.23	4.23	NUM
eurjchem-400	71	8	.	.	PUNCT
eurjchem-400	72	1	2.2.1.2	2.2.1.2	NUM
eurjchem-400	72	2	.	.	X
eurjchem-400	72	3	6,7‐bis(1‐methoxycarbonylmethylthio)‐5,8‐	6,7‐bis(1‐methoxycarbonylmethylthio)‐5,8‐	NUM
eurjchem-400	72	4	quinolinequinone	quinolinequinone	NOUN
eurjchem-400	72	5	(	(	PUNCT
eurjchem-400	72	6	15	15	NUM
eurjchem-400	72	7	)	)	PUNCT
eurjchem-400	72	8	under	under	ADP
eurjchem-400	72	9	argon	argon	NOUN
eurjchem-400	72	10	,	,	PUNCT
eurjchem-400	72	11	to	to	ADP
eurjchem-400	72	12	a	a	DET
eurjchem-400	72	13	solution	solution	NOUN
eurjchem-400	72	14	of	of	ADP
eurjchem-400	72	15	methyl	methyl	NOUN
eurjchem-400	72	16	thioglycolate	thioglycolate	NOUN
eurjchem-400	72	17	(	(	PUNCT
eurjchem-400	72	18	98	98	NUM
eurjchem-400	72	19	µl	µl	NOUN
eurjchem-400	72	20	,	,	PUNCT
eurjchem-400	72	21	0.97	0.97	NUM
eurjchem-400	72	22	mmol	mmol	NOUN
eurjchem-400	72	23	)	)	PUNCT
eurjchem-400	72	24	in	in	ADP
eurjchem-400	72	25	thf	thf	NOUN
eurjchem-400	72	26	(	(	PUNCT
eurjchem-400	72	27	1	1	NUM
eurjchem-400	72	28	ml	ml	NOUN
eurjchem-400	72	29	)	)	PUNCT
eurjchem-400	72	30	was	be	AUX
eurjchem-400	72	31	added	add	VERB
eurjchem-400	72	32	triethylamine	triethylamine	NOUN
eurjchem-400	72	33	(	(	PUNCT
eurjchem-400	72	34	135	135	NUM
eurjchem-400	72	35	µl	µl	NOUN
eurjchem-400	72	36	,	,	PUNCT
eurjchem-400	72	37	0.97	0.97	NUM
eurjchem-400	72	38	mmol	mmol	NOUN
eurjchem-400	72	39	)	)	PUNCT
eurjchem-400	72	40	and	and	CCONJ
eurjchem-400	72	41	after	after	ADP
eurjchem-400	72	42	15	15	NUM
eurjchem-400	72	43	min	min	NOUN
eurjchem-400	72	44	6,7‐dichloroquinoline‐5,8‐dione	6,7‐dichloroquinoline‐5,8‐dione	NUM
eurjchem-400	72	45	(	(	PUNCT
eurjchem-400	72	46	100	100	NUM
eurjchem-400	72	47	mg	mg	NOUN
eurjchem-400	72	48	,	,	PUNCT
eurjchem-400	72	49	0.44	0.44	NUM
eurjchem-400	72	50	mmol	mmol	NOUN
eurjchem-400	72	51	)	)	PUNCT
eurjchem-400	72	52	.	.	PUNCT
eurjchem-400	73	1	after	after	SCONJ
eurjchem-400	73	2	1	1	NUM
eurjchem-400	73	3	h	h	NOUN
eurjchem-400	73	4	stirring	stirring	NOUN
eurjchem-400	73	5	,	,	PUNCT
eurjchem-400	73	6	diethyl	diethyl	NOUN
eurjchem-400	73	7	ether	ether	NOUN
eurjchem-400	73	8	(	(	PUNCT
eurjchem-400	73	9	5	5	NUM
eurjchem-400	73	10	ml	ml	NOUN
eurjchem-400	73	11	)	)	PUNCT
eurjchem-400	73	12	was	be	AUX
eurjchem-400	73	13	added	add	VERB
eurjchem-400	73	14	,	,	PUNCT
eurjchem-400	73	15	which	which	PRON
eurjchem-400	73	16	was	be	AUX
eurjchem-400	73	17	followed	follow	VERB
eurjchem-400	73	18	by	by	ADP
eurjchem-400	73	19	filtration	filtration	NOUN
eurjchem-400	73	20	.	.	PUNCT
eurjchem-400	74	1	the	the	DET
eurjchem-400	74	2	residue	residue	NOUN
eurjchem-400	74	3	obtained	obtain	VERB
eurjchem-400	74	4	after	after	ADP
eurjchem-400	74	5	evaporation	evaporation	NOUN
eurjchem-400	74	6	of	of	ADP
eurjchem-400	74	7	the	the	DET
eurjchem-400	74	8	volatiles	volatile	NOUN
eurjchem-400	74	9	was	be	AUX
eurjchem-400	74	10	purified	purify	VERB
eurjchem-400	74	11	by	by	ADP
eurjchem-400	74	12	column	column	NOUN
eurjchem-400	74	13	chromatography	chromatography	NOUN
eurjchem-400	74	14	on	on	ADP
eurjchem-400	74	15	silica	silica	NOUN
eurjchem-400	74	16	gel	gel	NOUN
eurjchem-400	74	17	(	(	PUNCT
eurjchem-400	74	18	ethyl	ethyl	PROPN
eurjchem-400	74	19	acetate	acetate	PROPN
eurjchem-400	74	20	)	)	PUNCT
eurjchem-400	74	21	to	to	PART
eurjchem-400	74	22	afford	afford	VERB
eurjchem-400	74	23	15	15	NUM
eurjchem-400	74	24	as	as	ADP
eurjchem-400	74	25	a	a	DET
eurjchem-400	74	26	red	red	ADJ
eurjchem-400	74	27	oil	oil	NOUN
eurjchem-400	74	28	.	.	PUNCT
eurjchem-400	75	1	yield	yield	NOUN
eurjchem-400	75	2	:	:	PUNCT
eurjchem-400	75	3	51	51	NUM
eurjchem-400	75	4	%	%	NOUN
eurjchem-400	75	5	.	.	PUNCT
eurjchem-400	76	1	1h	1h	NUM
eurjchem-400	76	2	nmr	nmr	NOUN
eurjchem-400	76	3	(	(	PUNCT
eurjchem-400	76	4	300	300	NUM
eurjchem-400	76	5	mhz	mhz	NOUN
eurjchem-400	76	6	,	,	PUNCT
eurjchem-400	76	7	cdcl3	cdcl3	NOUN
eurjchem-400	76	8	,	,	PUNCT
eurjchem-400	76	9			NUM
eurjchem-400	76	10	,	,	PUNCT
eurjchem-400	76	11	ppm	ppm	NUM
eurjchem-400	76	12	):	):	PUNCT
eurjchem-400	76	13	8.94	8.94	NUM
eurjchem-400	76	14	(	(	PUNCT
eurjchem-400	76	15	dd	dd	PROPN
eurjchem-400	76	16	,	,	PUNCT
eurjchem-400	76	17	1h	1h	NUM
eurjchem-400	76	18	,	,	PUNCT
eurjchem-400	76	19	j	j	PROPN
eurjchem-400	76	20	=	=	SYM
eurjchem-400	76	21	4.5	4.5	NUM
eurjchem-400	76	22	,	,	PUNCT
eurjchem-400	76	23	1.5	1.5	NUM
eurjchem-400	76	24	hz	hz	NOUN
eurjchem-400	76	25	,	,	PUNCT
eurjchem-400	76	26	ar‐h	ar‐h	PROPN
eurjchem-400	76	27	)	)	PUNCT
eurjchem-400	76	28	,	,	PUNCT
eurjchem-400	76	29	8.34	8.34	NUM
eurjchem-400	76	30	(	(	PUNCT
eurjchem-400	76	31	dd	dd	PROPN
eurjchem-400	76	32	,	,	PUNCT
eurjchem-400	76	33	1h	1h	NUM
eurjchem-400	76	34	,	,	PUNCT
eurjchem-400	76	35	j	j	PROPN
eurjchem-400	76	36	=	=	SYM
eurjchem-400	76	37	7.8	7.8	NUM
eurjchem-400	76	38	,	,	PUNCT
eurjchem-400	76	39	1.5	1.5	NUM
eurjchem-400	76	40	hz	hz	NOUN
eurjchem-400	76	41	,	,	PUNCT
eurjchem-400	76	42	ar‐h	ar‐h	NOUN
eurjchem-400	76	43	)	)	PUNCT
eurjchem-400	76	44	,	,	PUNCT
eurjchem-400	76	45	7.62	7.62	NUM
eurjchem-400	76	46	(	(	PUNCT
eurjchem-400	76	47	dd	dd	PROPN
eurjchem-400	76	48	,	,	PUNCT
eurjchem-400	76	49	1h	1h	NUM
eurjchem-400	76	50	,	,	PUNCT
eurjchem-400	76	51	j	j	PROPN
eurjchem-400	76	52	=	=	SYM
eurjchem-400	76	53	7.8	7.8	NUM
eurjchem-400	76	54	,	,	PUNCT
eurjchem-400	76	55	4.5	4.5	NUM
eurjchem-400	76	56	hz	hz	NOUN
eurjchem-400	76	57	,	,	PUNCT
eurjchem-400	76	58	ar‐h	ar‐h	PROPN
eurjchem-400	76	59	)	)	PUNCT
eurjchem-400	76	60	,	,	PUNCT
eurjchem-400	76	61	4.08	4.08	NUM
eurjchem-400	76	62	(	(	PUNCT
eurjchem-400	76	63	s	s	PROPN
eurjchem-400	76	64	,	,	PUNCT
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eurjchem-400	76	66	,	,	PUNCT
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eurjchem-400	76	84	,	,	PUNCT
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eurjchem-400	76	87	,	,	PUNCT
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eurjchem-400	76	93	,	,	PUNCT
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eurjchem-400	77	4	75	75	NUM
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eurjchem-400	77	6	,	,	PUNCT
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eurjchem-400	77	8	,	,	PUNCT
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eurjchem-400	77	14	(	(	PUNCT
eurjchem-400	77	15	c	c	NOUN
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eurjchem-400	77	19	,	,	PUNCT
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eurjchem-400	77	21	(	(	PUNCT
eurjchem-400	77	22	c	c	NOUN
eurjchem-400	77	23	=	=	NOUN
eurjchem-400	77	24	o	o	NOUN
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eurjchem-400	77	26	,	,	PUNCT
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eurjchem-400	77	37	=	=	NOUN
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eurjchem-400	77	40	,	,	PUNCT
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eurjchem-400	77	43	c	c	NOUN
eurjchem-400	77	44	)	)	PUNCT
eurjchem-400	77	45	,	,	PUNCT
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eurjchem-400	77	48	c	c	NOUN
eurjchem-400	77	49	)	)	PUNCT
eurjchem-400	77	50	,	,	PUNCT
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eurjchem-400	77	53	c	c	NOUN
eurjchem-400	77	54	)	)	PUNCT
eurjchem-400	77	55	,	,	PUNCT
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eurjchem-400	77	57	(	(	PUNCT
eurjchem-400	77	58	c	c	NOUN
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eurjchem-400	77	60	,	,	PUNCT
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eurjchem-400	77	63	c	c	NOUN
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eurjchem-400	77	65	,	,	PUNCT
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eurjchem-400	77	68	c	c	NOUN
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eurjchem-400	77	73	c	c	NOUN
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eurjchem-400	77	75	,	,	PUNCT
eurjchem-400	77	76	52.7	52.7	NUM
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eurjchem-400	77	78	c	c	NOUN
eurjchem-400	77	79	)	)	PUNCT
eurjchem-400	77	80	,	,	PUNCT
eurjchem-400	77	81	52.6	52.6	NUM
eurjchem-400	77	82	(	(	PUNCT
eurjchem-400	77	83	c	c	NOUN
eurjchem-400	77	84	)	)	PUNCT
eurjchem-400	77	85	,	,	PUNCT
eurjchem-400	77	86	35.3	35.3	NUM
eurjchem-400	77	87	(	(	PUNCT
eurjchem-400	77	88	c	c	NOUN
eurjchem-400	77	89	)	)	PUNCT
eurjchem-400	77	90	,	,	PUNCT
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eurjchem-400	77	93	c	c	NOUN
eurjchem-400	77	94	)	)	PUNCT
eurjchem-400	77	95	.	.	PUNCT
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eurjchem-400	78	2	(	(	PUNCT
eurjchem-400	78	3	esi+	esi+	PROPN
eurjchem-400	78	4	,	,	PUNCT
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eurjchem-400	78	7	z	z	NOUN
eurjchem-400	78	8	):	):	PUNCT
eurjchem-400	78	9	368	368	NUM
eurjchem-400	78	10	[	[	X
eurjchem-400	78	11	(	(	PUNCT
eurjchem-400	78	12	m+h)+	m+h)+	X
eurjchem-400	78	13	]	]	X
eurjchem-400	78	14	,	,	PUNCT
eurjchem-400	78	15	390	390	NUM
eurjchem-400	78	16	[	[	X
eurjchem-400	78	17	(	(	PUNCT
eurjchem-400	78	18	m+na)+	m+na)+	NOUN
eurjchem-400	78	19	]	]	PUNCT
eurjchem-400	78	20	.	.	PUNCT
eurjchem-400	79	1	hrms	hrms	PROPN
eurjchem-400	79	2	(	(	PUNCT
eurjchem-400	79	3	esi+	esi+	NOUN
eurjchem-400	79	4	)	)	PUNCT
eurjchem-400	79	5	calcd	calcd	NOUN
eurjchem-400	79	6	.	.	PUNCT
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eurjchem-400	80	3	[	[	X
eurjchem-400	80	4	(	(	PUNCT
eurjchem-400	80	5	m+h)+	m+h)+	X
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eurjchem-400	80	7	:	:	PUNCT
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eurjchem-400	80	9	.	.	PUNCT
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eurjchem-400	80	11	:	:	PUNCT
eurjchem-400	80	12	368.02591	368.02591	NUM
eurjchem-400	80	13	.	.	PUNCT
eurjchem-400	81	1	2.2.1.3	2.2.1.3	NUM
eurjchem-400	81	2	.	.	PUNCT
eurjchem-400	82	1	6,7‐bis(1‐methoxycarbonylmethylthio)‐5,8‐	6,7‐bis(1‐methoxycarbonylmethylthio)‐5,8‐	NUM
eurjchem-400	82	2	phthalazinequinone	phthalazinequinone	NOUN
eurjchem-400	82	3	(	(	PUNCT
eurjchem-400	82	4	16	16	NUM
eurjchem-400	82	5	)	)	PUNCT
eurjchem-400	82	6	a	a	DET
eurjchem-400	82	7	solution	solution	NOUN
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eurjchem-400	82	11	(	(	PUNCT
eurjchem-400	82	12	26	26	NUM
eurjchem-400	82	13	µl	µl	NOUN
eurjchem-400	82	14	,	,	PUNCT
eurjchem-400	82	15	0.28	0.28	NUM
eurjchem-400	82	16	mmol	mmol	NOUN
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eurjchem-400	82	20	(	(	PUNCT
eurjchem-400	82	21	40	40	NUM
eurjchem-400	82	22	µl	µl	NOUN
eurjchem-400	82	23	,	,	PUNCT
eurjchem-400	82	24	0.28	0.28	NUM
eurjchem-400	82	25	mmol	mmol	NOUN
eurjchem-400	82	26	)	)	PUNCT
eurjchem-400	82	27	in	in	ADP
eurjchem-400	82	28	thf	thf	NOUN
eurjchem-400	82	29	(	(	PUNCT
eurjchem-400	82	30	0.7	0.7	NUM
eurjchem-400	82	31	ml	ml	NOUN
eurjchem-400	82	32	)	)	PUNCT
eurjchem-400	82	33	was	be	AUX
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eurjchem-400	82	43	of	of	ADP
eurjchem-400	82	44	6,7‐	6,7‐	NUM
eurjchem-400	82	45	dichloro‐5,8‐phtalazinequinone	dichloro‐5,8‐phtalazinequinone	NOUN
eurjchem-400	82	46	(	(	PUNCT
eurjchem-400	82	47	30	30	NUM
eurjchem-400	82	48	mg	mg	PROPN
eurjchem-400	82	49	,	,	PUNCT
eurjchem-400	82	50	0.13	0.13	NUM
eurjchem-400	82	51	mmol	mmol	NOUN
eurjchem-400	82	52	)	)	PUNCT
eurjchem-400	82	53	.	.	PUNCT
eurjchem-400	83	1	after	after	ADP
eurjchem-400	83	2	2	2	NUM
eurjchem-400	83	3	h	h	NOUN
eurjchem-400	83	4	stirring	stirring	NOUN
eurjchem-400	83	5	,	,	PUNCT
eurjchem-400	83	6	ch2cl2	ch2cl2	PUNCT
eurjchem-400	83	7	and	and	CCONJ
eurjchem-400	83	8	water	water	NOUN
eurjchem-400	83	9	were	be	AUX
eurjchem-400	83	10	added	add	VERB
eurjchem-400	83	11	and	and	CCONJ
eurjchem-400	83	12	the	the	DET
eurjchem-400	83	13	aqueous	aqueous	ADJ
eurjchem-400	83	14	layer	layer	NOUN
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eurjchem-400	83	17	(	(	PUNCT
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eurjchem-400	83	19	)	)	PUNCT
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eurjchem-400	83	22	.	.	PUNCT
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eurjchem-400	84	7	with	with	ADP
eurjchem-400	84	8	brine	brine	NOUN
eurjchem-400	84	9	,	,	PUNCT
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eurjchem-400	84	11	over	over	ADP
eurjchem-400	84	12	na2so4	na2so4	NOUN
eurjchem-400	84	13	and	and	CCONJ
eurjchem-400	84	14	evaporated	evaporate	VERB
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eurjchem-400	84	16	reduced	reduce	VERB
eurjchem-400	84	17	pressure	pressure	NOUN
eurjchem-400	84	18	to	to	PART
eurjchem-400	84	19	afford	afford	VERB
eurjchem-400	84	20	6,7‐bis(methoxycarbonyl	6,7‐bis(methoxycarbonyl	ADP
eurjchem-400	84	21	methylthio)‐5,8‐dihydroxyphthalazine	methylthio)‐5,8‐dihydroxyphthalazine	X
eurjchem-400	84	22	(	(	PUNCT
eurjchem-400	84	23	37	37	NUM
eurjchem-400	84	24	mg	mg	NOUN
eurjchem-400	84	25	)	)	PUNCT
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eurjchem-400	84	30	(	(	PUNCT
eurjchem-400	84	31	1h	1h	NUM
eurjchem-400	84	32	nmr	nmr	NOUN
eurjchem-400	84	33	(	(	PUNCT
eurjchem-400	84	34	400	400	NUM
eurjchem-400	84	35	mhz	mhz	NOUN
eurjchem-400	84	36	,	,	PUNCT
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eurjchem-400	84	38	,	,	PUNCT
eurjchem-400	84	39			NUM
eurjchem-400	84	40	,	,	PUNCT
eurjchem-400	84	41	ppm	ppm	NUM
eurjchem-400	84	42	):	):	PUNCT
eurjchem-400	84	43	9.82	9.82	NUM
eurjchem-400	84	44	(	(	PUNCT
eurjchem-400	84	45	s	s	PROPN
eurjchem-400	84	46	,	,	PUNCT
eurjchem-400	84	47	2h	2h	NUM
eurjchem-400	84	48	,	,	PUNCT
eurjchem-400	84	49	ar‐h	ar‐h	NOUN
eurjchem-400	84	50	)	)	PUNCT
eurjchem-400	84	51	,	,	PUNCT
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eurjchem-400	84	54	s	s	PROPN
eurjchem-400	84	55	,	,	PUNCT
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eurjchem-400	84	57	,	,	PUNCT
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eurjchem-400	84	59	)	)	PUNCT
eurjchem-400	84	60	,	,	PUNCT
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eurjchem-400	84	62	(	(	PUNCT
eurjchem-400	84	63	s	s	PROPN
eurjchem-400	84	64	,	,	PUNCT
eurjchem-400	84	65	6h	6h	NUM
eurjchem-400	84	66	,	,	PUNCT
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eurjchem-400	84	68	)	)	PUNCT
eurjchem-400	84	69	.	.	PUNCT
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eurjchem-400	85	4	,	,	PUNCT
eurjchem-400	85	5			PROPN
eurjchem-400	85	6	,	,	PUNCT
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eurjchem-400	85	8	):	):	PUNCT
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eurjchem-400	85	10	,	,	PUNCT
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eurjchem-400	85	12	,	,	PUNCT
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eurjchem-400	85	22	2	2	NUM
eurjchem-400	85	23	(	(	PUNCT
eurjchem-400	85	24	4	4	NUM
eurjchem-400	85	25	)	)	PUNCT
eurjchem-400	85	26	(	(	PUNCT
eurjchem-400	85	27	2011	2011	NUM
eurjchem-400	85	28	)	)	PUNCT
eurjchem-400	85	29	433‐440	433‐440	NOUN
eurjchem-400	85	30	435	435	NUM
eurjchem-400	85	31	2924	2924	NUM
eurjchem-400	85	32	,	,	PUNCT
eurjchem-400	85	33	1737	1737	NUM
eurjchem-400	85	34	,	,	PUNCT
eurjchem-400	85	35	1435	1435	NUM
eurjchem-400	85	36	,	,	PUNCT
eurjchem-400	85	37	1291	1291	NUM
eurjchem-400	85	38	,	,	PUNCT
eurjchem-400	85	39	1197	1197	NUM
eurjchem-400	85	40	,	,	PUNCT
eurjchem-400	85	41	1162	1162	NUM
eurjchem-400	85	42	,	,	PUNCT
eurjchem-400	85	43	1127	1127	NUM
eurjchem-400	85	44	,	,	PUNCT
eurjchem-400	85	45	1009	1009	NUM
eurjchem-400	85	46	.	.	PUNCT
eurjchem-400	86	1	ms	ms	NOUN
eurjchem-400	86	2	(	(	PUNCT
eurjchem-400	86	3	esi+	esi+	PROPN
eurjchem-400	86	4	,	,	PUNCT
eurjchem-400	86	5	m	m	PROPN
eurjchem-400	86	6	/	/	SYM
eurjchem-400	86	7	z	z	NOUN
eurjchem-400	86	8	):	):	PUNCT
eurjchem-400	86	9	371	371	NUM
eurjchem-400	86	10	[	[	X
eurjchem-400	86	11	(	(	PUNCT
eurjchem-400	86	12	m+h)+	m+h)+	PROPN
eurjchem-400	86	13	]	]	X
eurjchem-400	86	14	)	)	PUNCT
eurjchem-400	86	15	which	which	PRON
eurjchem-400	86	16	was	be	AUX
eurjchem-400	86	17	oxidized	oxidize	VERB
eurjchem-400	86	18	without	without	ADP
eurjchem-400	86	19	purification	purification	NOUN
eurjchem-400	86	20	.	.	PUNCT
eurjchem-400	87	1	thus	thus	ADV
eurjchem-400	87	2	11	11	NUM
eurjchem-400	87	3	mg	mg	PROPN
eurjchem-400	87	4	(	(	PUNCT
eurjchem-400	87	5	0.030	0.030	NUM
eurjchem-400	87	6	mmol	mmol	NOUN
eurjchem-400	87	7	)	)	PUNCT
eurjchem-400	87	8	of	of	ADP
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eurjchem-400	87	11	stirred	stir	VERB
eurjchem-400	87	12	in	in	ADP
eurjchem-400	87	13	acetonitrile	acetonitrile	NOUN
eurjchem-400	87	14	:	:	PUNCT
eurjchem-400	87	15	water	water	NOUN
eurjchem-400	87	16	(	(	PUNCT
eurjchem-400	87	17	1:1	1:1	NUM
eurjchem-400	87	18	)	)	PUNCT
eurjchem-400	87	19	(	(	PUNCT
eurjchem-400	87	20	200	200	NUM
eurjchem-400	87	21	µl	µl	NOUN
eurjchem-400	87	22	)	)	PUNCT
eurjchem-400	87	23	to	to	PART
eurjchem-400	87	24	which	which	PRON
eurjchem-400	87	25	was	be	AUX
eurjchem-400	87	26	added	add	VERB
eurjchem-400	87	27	dropwise	dropwise	NOUN
eurjchem-400	87	28	a	a	DET
eurjchem-400	87	29	solution	solution	NOUN
eurjchem-400	87	30	of	of	ADP
eurjchem-400	87	31	41	41	NUM
eurjchem-400	87	32	mg	mg	NOUN
eurjchem-400	87	33	of	of	ADP
eurjchem-400	87	34	cerium	cerium	NOUN
eurjchem-400	87	35	ammonium	ammonium	NOUN
eurjchem-400	87	36	nitrate	nitrate	NOUN
eurjchem-400	87	37	(	(	PUNCT
eurjchem-400	87	38	0.075	0.075	NUM
eurjchem-400	87	39	mmol	mmol	NOUN
eurjchem-400	87	40	)	)	PUNCT
eurjchem-400	87	41	in	in	ADP
eurjchem-400	87	42	acetonitrile	acetonitrile	NOUN
eurjchem-400	87	43	:	:	PUNCT
eurjchem-400	87	44	water	water	NOUN
eurjchem-400	87	45	(	(	PUNCT
eurjchem-400	87	46	20:1	20:1	NUM
eurjchem-400	87	47	)	)	PUNCT
eurjchem-400	87	48	(	(	PUNCT
eurjchem-400	87	49	320	320	NUM
eurjchem-400	87	50	µl	µl	NOUN
eurjchem-400	87	51	)	)	PUNCT
eurjchem-400	87	52	.	.	PUNCT
eurjchem-400	88	1	the	the	DET
eurjchem-400	88	2	mixture	mixture	NOUN
eurjchem-400	88	3	was	be	AUX
eurjchem-400	88	4	then	then	ADV
eurjchem-400	88	5	stirred	stir	VERB
eurjchem-400	88	6	at	at	ADP
eurjchem-400	88	7	room	room	NOUN
eurjchem-400	88	8	temperature	temperature	NOUN
eurjchem-400	88	9	for	for	ADP
eurjchem-400	88	10	30	30	NUM
eurjchem-400	88	11	min	min	NOUN
eurjchem-400	88	12	,	,	PUNCT
eurjchem-400	88	13	before	before	ADP
eurjchem-400	88	14	being	be	AUX
eurjchem-400	88	15	diluted	dilute	VERB
eurjchem-400	88	16	with	with	ADP
eurjchem-400	88	17	an	an	DET
eurjchem-400	88	18	ice‐water	ice‐water	NOUN
eurjchem-400	88	19	slurry	slurry	NOUN
eurjchem-400	88	20	(	(	PUNCT
eurjchem-400	88	21	5	5	NUM
eurjchem-400	88	22	ml	ml	NOUN
eurjchem-400	88	23	)	)	PUNCT
eurjchem-400	88	24	and	and	CCONJ
eurjchem-400	88	25	ch2cl2	ch2cl2	X
eurjchem-400	88	26	(	(	PUNCT
eurjchem-400	88	27	5	5	NUM
eurjchem-400	88	28	ml	ml	NOUN
eurjchem-400	88	29	)	)	PUNCT
eurjchem-400	88	30	.	.	PUNCT
eurjchem-400	89	1	after	after	ADP
eurjchem-400	89	2	separation	separation	NOUN
eurjchem-400	89	3	of	of	ADP
eurjchem-400	89	4	the	the	DET
eurjchem-400	89	5	layers	layer	NOUN
eurjchem-400	89	6	,	,	PUNCT
eurjchem-400	89	7	the	the	DET
eurjchem-400	89	8	aqueous	aqueous	ADJ
eurjchem-400	89	9	phase	phase	NOUN
eurjchem-400	89	10	was	be	AUX
eurjchem-400	89	11	extracted	extract	VERB
eurjchem-400	89	12	with	with	ADP
eurjchem-400	89	13	ch2cl2	ch2cl2	X
eurjchem-400	89	14	(	(	PUNCT
eurjchem-400	89	15	3x5	3x5	NUM
eurjchem-400	89	16	ml	ml	NOUN
eurjchem-400	89	17	)	)	PUNCT
eurjchem-400	89	18	,	,	PUNCT
eurjchem-400	89	19	the	the	DET
eurjchem-400	89	20	organic	organic	ADJ
eurjchem-400	89	21	layers	layer	NOUN
eurjchem-400	89	22	were	be	AUX
eurjchem-400	89	23	combined	combine	VERB
eurjchem-400	89	24	and	and	CCONJ
eurjchem-400	89	25	washed	wash	VERB
eurjchem-400	89	26	with	with	ADP
eurjchem-400	89	27	brine	brine	NOUN
eurjchem-400	89	28	(	(	PUNCT
eurjchem-400	89	29	5	5	NUM
eurjchem-400	89	30	ml	ml	NOUN
eurjchem-400	89	31	)	)	PUNCT
eurjchem-400	89	32	,	,	PUNCT
eurjchem-400	89	33	dried	dry	VERB
eurjchem-400	89	34	over	over	ADP
eurjchem-400	89	35	na2so4	na2so4	NOUN
eurjchem-400	89	36	and	and	CCONJ
eurjchem-400	89	37	evaporated	evaporate	VERB
eurjchem-400	89	38	under	under	ADP
eurjchem-400	89	39	reduced	reduced	ADJ
eurjchem-400	89	40	pressure	pressure	NOUN
eurjchem-400	89	41	.	.	PUNCT
eurjchem-400	90	1	preparative	preparative	ADJ
eurjchem-400	90	2	tlc	tlc	NOUN
eurjchem-400	90	3	(	(	PUNCT
eurjchem-400	90	4	et2o	et2o	ADJ
eurjchem-400	90	5	)	)	PUNCT
eurjchem-400	90	6	gave	give	VERB
eurjchem-400	90	7	16	16	NUM
eurjchem-400	90	8	as	as	ADP
eurjchem-400	90	9	a	a	DET
eurjchem-400	90	10	red	red	ADJ
eurjchem-400	90	11	oil	oil	NOUN
eurjchem-400	90	12	.	.	PUNCT
eurjchem-400	91	1	yield	yield	NOUN
eurjchem-400	91	2	:	:	PUNCT
eurjchem-400	91	3	10	10	NUM
eurjchem-400	91	4	%	%	NOUN
eurjchem-400	91	5	.	.	PUNCT
eurjchem-400	92	1	ft‐ir	ft‐ir	NOUN
eurjchem-400	92	2	(	(	PUNCT
eurjchem-400	92	3	film	film	NOUN
eurjchem-400	92	4	,	,	PUNCT
eurjchem-400	92	5	cm‐1	cm‐1	PROPN
eurjchem-400	92	6	):	):	PUNCT
eurjchem-400	92	7	3054	3054	NUM
eurjchem-400	92	8	,	,	PUNCT
eurjchem-400	92	9	2986	2986	NUM
eurjchem-400	92	10	,	,	PUNCT
eurjchem-400	92	11	2955	2955	NUM
eurjchem-400	92	12	,	,	PUNCT
eurjchem-400	92	13	2925	2925	NUM
eurjchem-400	92	14	,	,	PUNCT
eurjchem-400	92	15	1738	1738	NUM
eurjchem-400	92	16	(c	(c	PROPN
eurjchem-400	92	17	=	=	SYM
eurjchem-400	92	18	o	o	NOUN
eurjchem-400	92	19	)	)	PUNCT
eurjchem-400	92	20	,	,	PUNCT
eurjchem-400	92	21	1666	1666	NUM
eurjchem-400	92	22	(c	(c	PROPN
eurjchem-400	92	23	=	=	SYM
eurjchem-400	92	24	o	o	NOUN
eurjchem-400	92	25	)	)	PUNCT
eurjchem-400	92	26	,	,	PUNCT
eurjchem-400	92	27	1461	1461	NUM
eurjchem-400	92	28	,	,	PUNCT
eurjchem-400	92	29	1438	1438	NUM
eurjchem-400	92	30	,	,	PUNCT
eurjchem-400	92	31	1265	1265	NUM
eurjchem-400	92	32	,	,	PUNCT
eurjchem-400	92	33	1158	1158	NUM
eurjchem-400	92	34	,	,	PUNCT
eurjchem-400	92	35	896	896	NUM
eurjchem-400	92	36	.	.	PUNCT
eurjchem-400	92	37	1h	1h	NUM
eurjchem-400	92	38	nmr	nmr	NOUN
eurjchem-400	92	39	(	(	PUNCT
eurjchem-400	92	40	400	400	NUM
eurjchem-400	92	41	mhz	mhz	NOUN
eurjchem-400	92	42	,	,	PUNCT
eurjchem-400	92	43	cdcl3	cdcl3	NOUN
eurjchem-400	92	44	,	,	PUNCT
eurjchem-400	92	45			NUM
eurjchem-400	92	46	,	,	PUNCT
eurjchem-400	92	47	ppm	ppm	NUM
eurjchem-400	92	48	):	):	PUNCT
eurjchem-400	92	49	9.75	9.75	NUM
eurjchem-400	92	50	(	(	PUNCT
eurjchem-400	92	51	s	s	PROPN
eurjchem-400	92	52	,	,	PUNCT
eurjchem-400	92	53	2h	2h	NUM
eurjchem-400	92	54	,	,	PUNCT
eurjchem-400	92	55	ar‐h	ar‐h	NOUN
eurjchem-400	92	56	)	)	PUNCT
eurjchem-400	92	57	,	,	PUNCT
eurjchem-400	92	58	4.08	4.08	NUM
eurjchem-400	92	59	(	(	PUNCT
eurjchem-400	92	60	s	s	PROPN
eurjchem-400	92	61	,	,	PUNCT
eurjchem-400	92	62	4h	4h	NUM
eurjchem-400	92	63	,	,	PUNCT
eurjchem-400	92	64	2ch2	2ch2	NUM
eurjchem-400	92	65	)	)	PUNCT
eurjchem-400	92	66	,	,	PUNCT
eurjchem-400	92	67	3.72	3.72	NUM
eurjchem-400	92	68	(	(	PUNCT
eurjchem-400	92	69	s	s	PROPN
eurjchem-400	92	70	,	,	PUNCT
eurjchem-400	92	71	6h	6h	NUM
eurjchem-400	92	72	,	,	PUNCT
eurjchem-400	92	73	2ch3	2ch3	NUM
eurjchem-400	92	74	)	)	PUNCT
eurjchem-400	92	75	.	.	PUNCT
eurjchem-400	92	76	13c	13c	NOUN
eurjchem-400	92	77	nmr	nmr	NOUN
eurjchem-400	92	78	(	(	PUNCT
eurjchem-400	92	79	100	100	NUM
eurjchem-400	92	80	mhz	mhz	NOUN
eurjchem-400	92	81	,	,	PUNCT
eurjchem-400	92	82	cdcl3	cdcl3	NOUN
eurjchem-400	92	83	,	,	PUNCT
eurjchem-400	92	84			NUM
eurjchem-400	92	85	,	,	PUNCT
eurjchem-400	92	86	ppm	ppm	NUM
eurjchem-400	92	87	):	):	PUNCT
eurjchem-400	92	88	177.5	177.5	NUM
eurjchem-400	92	89	(	(	PUNCT
eurjchem-400	92	90	2c	2c	NUM
eurjchem-400	92	91	=	=	SYM
eurjchem-400	92	92	o	o	NOUN
eurjchem-400	92	93	)	)	PUNCT
eurjchem-400	92	94	,	,	PUNCT
eurjchem-400	92	95	168.9	168.9	NUM
eurjchem-400	92	96	(	(	PUNCT
eurjchem-400	92	97	2c	2c	NOUN
eurjchem-400	92	98	=	=	SYM
eurjchem-400	92	99	o	o	NOUN
eurjchem-400	92	100	)	)	PUNCT
eurjchem-400	92	101	,	,	PUNCT
eurjchem-400	92	102	146.3	146.3	NUM
eurjchem-400	92	103	(	(	PUNCT
eurjchem-400	92	104	2c	2c	NUM
eurjchem-400	92	105	)	)	PUNCT
eurjchem-400	92	106	,	,	PUNCT
eurjchem-400	92	107	146.1	146.1	NUM
eurjchem-400	92	108	(	(	PUNCT
eurjchem-400	92	109	2c	2c	NOUN
eurjchem-400	92	110	)	)	PUNCT
eurjchem-400	92	111	,	,	PUNCT
eurjchem-400	92	112	125.4	125.4	NUM
eurjchem-400	92	113	(	(	PUNCT
eurjchem-400	92	114	2c	2c	NUM
eurjchem-400	92	115	)	)	PUNCT
eurjchem-400	92	116	,	,	PUNCT
eurjchem-400	92	117	52.9	52.9	NUM
eurjchem-400	92	118	(	(	PUNCT
eurjchem-400	92	119	2c	2c	NOUN
eurjchem-400	92	120	)	)	PUNCT
eurjchem-400	92	121	,	,	PUNCT
eurjchem-400	92	122	35.1	35.1	NUM
eurjchem-400	92	123	(	(	PUNCT
eurjchem-400	92	124	2c	2c	NOUN
eurjchem-400	92	125	)	)	PUNCT
eurjchem-400	92	126	.	.	PUNCT
eurjchem-400	93	1	ms	ms	NOUN
eurjchem-400	93	2	(	(	PUNCT
eurjchem-400	93	3	esi+	esi+	PROPN
eurjchem-400	93	4	,	,	PUNCT
eurjchem-400	93	5	m	m	PROPN
eurjchem-400	93	6	/	/	SYM
eurjchem-400	93	7	z	z	NOUN
eurjchem-400	93	8	):	):	PUNCT
eurjchem-400	93	9	369	369	NUM
eurjchem-400	94	1	[	[	X
eurjchem-400	94	2	(	(	PUNCT
eurjchem-400	94	3	m+h)+	m+h)+	X
eurjchem-400	94	4	]	]	PUNCT
eurjchem-400	94	5	.	.	PUNCT
eurjchem-400	95	1	hrms	hrms	PROPN
eurjchem-400	95	2	(	(	PUNCT
eurjchem-400	95	3	esi+	esi+	NOUN
eurjchem-400	95	4	)	)	PUNCT
eurjchem-400	95	5	calcd	calcd	NOUN
eurjchem-400	95	6	.	.	PUNCT
eurjchem-400	96	1	for	for	ADP
eurjchem-400	96	2	c14h13n2o6s2	c14h13n2o6s2	ADJ
eurjchem-400	96	3	(	(	PUNCT
eurjchem-400	96	4	m+h)+	m+h)+	NOUN
eurjchem-400	96	5	:	:	PUNCT
eurjchem-400	96	6	369.02095	369.02095	NUM
eurjchem-400	96	7	,	,	PUNCT
eurjchem-400	96	8	found	find	VERB
eurjchem-400	96	9	:	:	PUNCT
eurjchem-400	96	10	369.02098	369.02098	NUM
eurjchem-400	96	11	.	.	PUNCT
eurjchem-400	97	1	2.2.1.4	2.2.1.4	NUM
eurjchem-400	97	2	.	.	PUNCT
eurjchem-400	98	1	2‐methyl‐5,6‐bis(1‐methoxycarbonylmethylthio)‐4,7‐	2‐methyl‐5,6‐bis(1‐methoxycarbonylmethylthio)‐4,7‐	PROPN
eurjchem-400	98	2	benzoxazolequinone	benzoxazolequinone	NOUN
eurjchem-400	98	3	(	(	PUNCT
eurjchem-400	98	4	17	17	NUM
eurjchem-400	98	5	)	)	PUNCT
eurjchem-400	98	6	to	to	ADP
eurjchem-400	98	7	a	a	DET
eurjchem-400	98	8	solution	solution	NOUN
eurjchem-400	98	9	of	of	ADP
eurjchem-400	98	10	21	21	NUM
eurjchem-400	98	11	(	(	PUNCT
eurjchem-400	98	12	80	80	NUM
eurjchem-400	98	13	mg	mg	PROPN
eurjchem-400	98	14	,	,	PUNCT
eurjchem-400	98	15	0.34	0.34	NUM
eurjchem-400	98	16	mmol	mmol	NOUN
eurjchem-400	98	17	)	)	PUNCT
eurjchem-400	98	18	in	in	ADP
eurjchem-400	98	19	ethanol	ethanol	NOUN
eurjchem-400	98	20	(	(	PUNCT
eurjchem-400	98	21	1.7	1.7	NUM
eurjchem-400	98	22	ml	ml	NOUN
eurjchem-400	98	23	)	)	PUNCT
eurjchem-400	98	24	was	be	AUX
eurjchem-400	98	25	added	add	VERB
eurjchem-400	98	26	pyridine	pyridine	NOUN
eurjchem-400	98	27	(	(	PUNCT
eurjchem-400	98	28	80	80	NUM
eurjchem-400	98	29	µl	µl	NOUN
eurjchem-400	98	30	,	,	PUNCT
eurjchem-400	98	31	0.99	0.99	NUM
eurjchem-400	98	32	mmol	mmol	NOUN
eurjchem-400	98	33	)	)	PUNCT
eurjchem-400	98	34	and	and	CCONJ
eurjchem-400	98	35	the	the	DET
eurjchem-400	98	36	reaction	reaction	NOUN
eurjchem-400	98	37	mixture	mixture	NOUN
eurjchem-400	98	38	was	be	AUX
eurjchem-400	98	39	cooled	cool	VERB
eurjchem-400	98	40	to	to	ADP
eurjchem-400	98	41	0	0	NUM
eurjchem-400	98	42	°	°	ADP
eurjchem-400	98	43	c	c	NOUN
eurjchem-400	98	44	before	before	ADP
eurjchem-400	98	45	methyl	methyl	NOUN
eurjchem-400	98	46	thioglycolate	thioglycolate	NOUN
eurjchem-400	98	47	(	(	PUNCT
eurjchem-400	98	48	70	70	NUM
eurjchem-400	98	49	µl	µl	NOUN
eurjchem-400	98	50	,	,	PUNCT
eurjchem-400	98	51	0.76	0.76	NUM
eurjchem-400	98	52	mmol	mmol	NOUN
eurjchem-400	98	53	)	)	PUNCT
eurjchem-400	98	54	was	be	AUX
eurjchem-400	98	55	added	add	VERB
eurjchem-400	98	56	.	.	PUNCT
eurjchem-400	99	1	then	then	ADV
eurjchem-400	99	2	,	,	PUNCT
eurjchem-400	99	3	the	the	DET
eurjchem-400	99	4	reaction	reaction	NOUN
eurjchem-400	99	5	mixture	mixture	NOUN
eurjchem-400	99	6	was	be	AUX
eurjchem-400	99	7	stirred	stir	VERB
eurjchem-400	99	8	at	at	ADP
eurjchem-400	99	9	room	room	NOUN
eurjchem-400	99	10	temperature	temperature	NOUN
eurjchem-400	99	11	for	for	ADP
eurjchem-400	99	12	18	18	NUM
eurjchem-400	99	13	h	h	NOUN
eurjchem-400	99	14	before	before	ADP
eurjchem-400	99	15	being	be	AUX
eurjchem-400	99	16	diluted	dilute	VERB
eurjchem-400	99	17	with	with	ADP
eurjchem-400	99	18	ch2cl2	ch2cl2	PUNCT
eurjchem-400	99	19	(	(	PUNCT
eurjchem-400	99	20	5	5	NUM
eurjchem-400	99	21	ml	ml	NOUN
eurjchem-400	99	22	)	)	PUNCT
eurjchem-400	99	23	and	and	CCONJ
eurjchem-400	99	24	water	water	NOUN
eurjchem-400	99	25	(	(	PUNCT
eurjchem-400	99	26	5	5	NUM
eurjchem-400	99	27	ml	ml	NOUN
eurjchem-400	99	28	)	)	PUNCT
eurjchem-400	99	29	and	and	CCONJ
eurjchem-400	99	30	the	the	DET
eurjchem-400	99	31	aqueous	aqueous	ADJ
eurjchem-400	99	32	layer	layer	NOUN
eurjchem-400	99	33	was	be	AUX
eurjchem-400	99	34	extracted	extract	VERB
eurjchem-400	99	35	with	with	ADP
eurjchem-400	99	36	ch2cl2	ch2cl2	X
eurjchem-400	99	37	(	(	PUNCT
eurjchem-400	99	38	3x5	3x5	NUM
eurjchem-400	99	39	ml	ml	NOUN
eurjchem-400	99	40	)	)	PUNCT
eurjchem-400	99	41	.	.	PUNCT
eurjchem-400	100	1	the	the	DET
eurjchem-400	100	2	organic	organic	ADJ
eurjchem-400	100	3	layers	layer	NOUN
eurjchem-400	100	4	were	be	AUX
eurjchem-400	100	5	combined	combine	VERB
eurjchem-400	100	6	,	,	PUNCT
eurjchem-400	100	7	washed	wash	VERB
eurjchem-400	100	8	with	with	ADP
eurjchem-400	100	9	brine	brine	NOUN
eurjchem-400	100	10	,	,	PUNCT
eurjchem-400	100	11	dried	dry	VERB
eurjchem-400	100	12	over	over	ADP
eurjchem-400	100	13	na2so4	na2so4	NOUN
eurjchem-400	100	14	and	and	CCONJ
eurjchem-400	100	15	evaporated	evaporate	VERB
eurjchem-400	100	16	under	under	ADP
eurjchem-400	100	17	reduced	reduce	VERB
eurjchem-400	100	18	pressure	pressure	NOUN
eurjchem-400	100	19	to	to	PART
eurjchem-400	100	20	afford	afford	VERB
eurjchem-400	100	21	a	a	DET
eurjchem-400	100	22	burgundy‐red	burgundy‐re	VERB
eurjchem-400	100	23	oil	oil	NOUN
eurjchem-400	100	24	(	(	PUNCT
eurjchem-400	100	25	25	25	NUM
eurjchem-400	100	26	mg	mg	NOUN
eurjchem-400	100	27	)	)	PUNCT
eurjchem-400	100	28	which	which	PRON
eurjchem-400	100	29	is	be	AUX
eurjchem-400	100	30	a	a	DET
eurjchem-400	100	31	mixture	mixture	NOUN
eurjchem-400	100	32	of	of	ADP
eurjchem-400	100	33	17	17	NUM
eurjchem-400	100	34	and	and	CCONJ
eurjchem-400	100	35	5,6‐bis(methoxycarbonylmethylthio)‐4,7‐	5,6‐bis(methoxycarbonylmethylthio)‐4,7‐	NUM
eurjchem-400	100	36	dihydroxy‐2‐methyl‐benzo[d]oxazole	dihydroxy‐2‐methyl‐benzo[d]oxazole	NOUN
eurjchem-400	100	37	(	(	PUNCT
eurjchem-400	100	38	1h	1h	NUM
eurjchem-400	100	39	nmr	nmr	NOUN
eurjchem-400	100	40	(	(	PUNCT
eurjchem-400	100	41	400	400	NUM
eurjchem-400	100	42	mhz	mhz	NOUN
eurjchem-400	100	43	,	,	PUNCT
eurjchem-400	100	44	cdcl3	cdcl3	NOUN
eurjchem-400	100	45	,	,	PUNCT
eurjchem-400	100	46			NUM
eurjchem-400	100	47	,	,	PUNCT
eurjchem-400	100	48	ppm	ppm	NUM
eurjchem-400	100	49	):	):	PUNCT
eurjchem-400	100	50	8.62	8.62	NUM
eurjchem-400	100	51	(	(	PUNCT
eurjchem-400	100	52	br	br	PROPN
eurjchem-400	100	53	s	s	PROPN
eurjchem-400	100	54	,	,	PUNCT
eurjchem-400	100	55	2h	2h	NUM
eurjchem-400	100	56	,	,	PUNCT
eurjchem-400	100	57	oh	oh	INTJ
eurjchem-400	100	58	)	)	PUNCT
eurjchem-400	100	59	,	,	PUNCT
eurjchem-400	100	60	4.05	4.05	NUM
eurjchem-400	100	61	(	(	PUNCT
eurjchem-400	100	62	s	s	PROPN
eurjchem-400	100	63	,	,	PUNCT
eurjchem-400	100	64	4h	4h	NUM
eurjchem-400	100	65	,	,	PUNCT
eurjchem-400	100	66	2ch2	2ch2	NUM
eurjchem-400	100	67	)	)	PUNCT
eurjchem-400	100	68	,	,	PUNCT
eurjchem-400	100	69	3.73	3.73	NUM
eurjchem-400	100	70	(	(	PUNCT
eurjchem-400	100	71	s	s	PROPN
eurjchem-400	100	72	,	,	PUNCT
eurjchem-400	100	73	6h	6h	NUM
eurjchem-400	100	74	,	,	PUNCT
eurjchem-400	100	75	2ch3	2ch3	NUM
eurjchem-400	100	76	)	)	PUNCT
eurjchem-400	100	77	,	,	PUNCT
eurjchem-400	100	78	2.66	2.66	NUM
eurjchem-400	100	79	(	(	PUNCT
eurjchem-400	100	80	s	s	PROPN
eurjchem-400	100	81	,	,	PUNCT
eurjchem-400	100	82	3h	3h	NUM
eurjchem-400	100	83	,	,	PUNCT
eurjchem-400	100	84	ch3	ch3	PROPN
eurjchem-400	100	85	)	)	PUNCT
eurjchem-400	100	86	)	)	PUNCT
eurjchem-400	100	87	.	.	PUNCT
eurjchem-400	101	1	this	this	DET
eurjchem-400	101	2	mixture	mixture	NOUN
eurjchem-400	101	3	was	be	AUX
eurjchem-400	101	4	diluted	dilute	VERB
eurjchem-400	101	5	with	with	ADP
eurjchem-400	101	6	chcl3	chcl3	PROPN
eurjchem-400	101	7	:	:	PUNCT
eurjchem-400	101	8	etoh	etoh	PROPN
eurjchem-400	101	9	(	(	PUNCT
eurjchem-400	101	10	1:1	1:1	NUM
eurjchem-400	101	11	)	)	PUNCT
eurjchem-400	101	12	(	(	PUNCT
eurjchem-400	101	13	220	220	NUM
eurjchem-400	101	14	µl	µl	NOUN
eurjchem-400	101	15	)	)	PUNCT
eurjchem-400	101	16	and	and	CCONJ
eurjchem-400	101	17	cooled	cool	VERB
eurjchem-400	101	18	to	to	ADP
eurjchem-400	101	19	0	0	NUM
eurjchem-400	101	20	°	°	ADP
eurjchem-400	101	21	c	c	NOUN
eurjchem-400	101	22	before	before	ADP
eurjchem-400	101	23	the	the	DET
eurjchem-400	101	24	addition	addition	NOUN
eurjchem-400	101	25	of	of	ADP
eurjchem-400	101	26	a	a	DET
eurjchem-400	101	27	solution	solution	NOUN
eurjchem-400	101	28	of	of	ADP
eurjchem-400	101	29	fecl3.6h2o	fecl3.6h2o	NOUN
eurjchem-400	101	30	(	(	PUNCT
eurjchem-400	101	31	122	122	NUM
eurjchem-400	101	32	mg	mg	NOUN
eurjchem-400	101	33	,	,	PUNCT
eurjchem-400	101	34	0.45	0.45	NUM
eurjchem-400	101	35	mmol	mmol	NOUN
eurjchem-400	101	36	)	)	PUNCT
eurjchem-400	101	37	in	in	ADP
eurjchem-400	101	38	water	water	NOUN
eurjchem-400	101	39	(	(	PUNCT
eurjchem-400	101	40	110	110	NUM
eurjchem-400	101	41	µl	µl	NOUN
eurjchem-400	101	42	)	)	PUNCT
eurjchem-400	101	43	.	.	PUNCT
eurjchem-400	102	1	after	after	ADP
eurjchem-400	102	2	stirring	stir	VERB
eurjchem-400	102	3	for	for	ADP
eurjchem-400	102	4	30	30	NUM
eurjchem-400	102	5	min	min	NOUN
eurjchem-400	102	6	at	at	ADP
eurjchem-400	102	7	room	room	NOUN
eurjchem-400	102	8	temperature	temperature	NOUN
eurjchem-400	102	9	,	,	PUNCT
eurjchem-400	102	10	ch2cl2	ch2cl2	X
eurjchem-400	102	11	(	(	PUNCT
eurjchem-400	102	12	5	5	NUM
eurjchem-400	102	13	ml	ml	NOUN
eurjchem-400	102	14	)	)	PUNCT
eurjchem-400	102	15	and	and	CCONJ
eurjchem-400	102	16	water	water	NOUN
eurjchem-400	102	17	(	(	PUNCT
eurjchem-400	102	18	5	5	NUM
eurjchem-400	102	19	ml	ml	NOUN
eurjchem-400	102	20	)	)	PUNCT
eurjchem-400	102	21	were	be	AUX
eurjchem-400	102	22	added	add	VERB
eurjchem-400	102	23	.	.	PUNCT
eurjchem-400	103	1	the	the	DET
eurjchem-400	103	2	aqueous	aqueous	ADJ
eurjchem-400	103	3	layer	layer	NOUN
eurjchem-400	103	4	was	be	AUX
eurjchem-400	103	5	extracted	extract	VERB
eurjchem-400	103	6	with	with	ADP
eurjchem-400	103	7	ch2cl2	ch2cl2	PUNCT
eurjchem-400	103	8	(	(	PUNCT
eurjchem-400	103	9	3	3	NUM
eurjchem-400	103	10	x	x	SYM
eurjchem-400	103	11	5	5	NUM
eurjchem-400	103	12	ml	ml	NOUN
eurjchem-400	103	13	)	)	PUNCT
eurjchem-400	103	14	and	and	CCONJ
eurjchem-400	103	15	the	the	DET
eurjchem-400	103	16	combined	combine	VERB
eurjchem-400	103	17	organic	organic	ADJ
eurjchem-400	103	18	layers	layer	NOUN
eurjchem-400	103	19	were	be	AUX
eurjchem-400	103	20	washed	wash	VERB
eurjchem-400	103	21	with	with	ADP
eurjchem-400	103	22	brine	brine	NOUN
eurjchem-400	103	23	(	(	PUNCT
eurjchem-400	103	24	5	5	NUM
eurjchem-400	103	25	ml	ml	NOUN
eurjchem-400	103	26	)	)	PUNCT
eurjchem-400	103	27	,	,	PUNCT
eurjchem-400	103	28	dried	dry	VERB
eurjchem-400	103	29	over	over	ADP
eurjchem-400	103	30	na2so4	na2so4	NOUN
eurjchem-400	103	31	and	and	CCONJ
eurjchem-400	103	32	the	the	DET
eurjchem-400	103	33	volatiles	volatile	NOUN
eurjchem-400	103	34	were	be	AUX
eurjchem-400	103	35	removed	remove	VERB
eurjchem-400	103	36	under	under	ADP
eurjchem-400	103	37	reduced	reduced	ADJ
eurjchem-400	103	38	pressure	pressure	NOUN
eurjchem-400	103	39	.	.	PUNCT
eurjchem-400	104	1	the	the	DET
eurjchem-400	104	2	dark	dark	ADJ
eurjchem-400	104	3	purple	purple	ADJ
eurjchem-400	104	4	oil	oil	NOUN
eurjchem-400	104	5	thus	thus	ADV
eurjchem-400	104	6	obtained	obtain	VERB
eurjchem-400	104	7	was	be	AUX
eurjchem-400	104	8	purified	purify	VERB
eurjchem-400	104	9	by	by	ADP
eurjchem-400	104	10	column	column	NOUN
eurjchem-400	104	11	chromatography	chromatography	NOUN
eurjchem-400	104	12	on	on	ADP
eurjchem-400	104	13	silica	silica	NOUN
eurjchem-400	104	14	gel	gel	NOUN
eurjchem-400	104	15	(	(	PUNCT
eurjchem-400	104	16	et2o	et2o	ADJ
eurjchem-400	104	17	:	:	PUNCT
eurjchem-400	104	18	pentane	pentane	NOUN
eurjchem-400	104	19	,	,	PUNCT
eurjchem-400	104	20	1:1	1:1	NUM
eurjchem-400	104	21	)	)	PUNCT
eurjchem-400	104	22	to	to	PART
eurjchem-400	104	23	afford	afford	VERB
eurjchem-400	104	24	17	17	NUM
eurjchem-400	104	25	as	as	ADP
eurjchem-400	104	26	a	a	DET
eurjchem-400	104	27	dark	dark	ADJ
eurjchem-400	104	28	red	red	ADJ
eurjchem-400	104	29	oil	oil	NOUN
eurjchem-400	104	30	.	.	PUNCT
eurjchem-400	105	1	yield	yield	NOUN
eurjchem-400	105	2	:	:	PUNCT
eurjchem-400	105	3	79	79	NUM
eurjchem-400	105	4	%	%	NOUN
eurjchem-400	105	5	.	.	PUNCT
eurjchem-400	106	1	ft‐ir	ft‐ir	NOUN
eurjchem-400	106	2	(	(	PUNCT
eurjchem-400	106	3	kbr	kbr	PROPN
eurjchem-400	106	4	,	,	PUNCT
eurjchem-400	106	5	cm‐1	cm‐1	PROPN
eurjchem-400	106	6	):	):	PUNCT
eurjchem-400	106	7	3054	3054	NUM
eurjchem-400	106	8	,	,	PUNCT
eurjchem-400	106	9	2987	2987	NUM
eurjchem-400	106	10	,	,	PUNCT
eurjchem-400	106	11	1739	1739	NUM
eurjchem-400	106	12	(c	(c	PROPN
eurjchem-400	106	13	=	=	SYM
eurjchem-400	106	14	o	o	NOUN
eurjchem-400	106	15	)	)	PUNCT
eurjchem-400	106	16	,	,	PUNCT
eurjchem-400	106	17	1678	1678	NUM
eurjchem-400	106	18	(c	(c	PROPN
eurjchem-400	106	19	=	=	SYM
eurjchem-400	106	20	o	o	NOUN
eurjchem-400	106	21	)	)	PUNCT
eurjchem-400	106	22	,	,	PUNCT
eurjchem-400	106	23	1421	1421	NUM
eurjchem-400	106	24	,	,	PUNCT
eurjchem-400	106	25	1265	1265	NUM
eurjchem-400	106	26	,	,	PUNCT
eurjchem-400	106	27	896	896	NUM
eurjchem-400	106	28	.	.	PUNCT
eurjchem-400	106	29	1h	1h	NUM
eurjchem-400	106	30	nmr	nmr	NOUN
eurjchem-400	106	31	(	(	PUNCT
eurjchem-400	106	32	400	400	NUM
eurjchem-400	106	33	mhz	mhz	NOUN
eurjchem-400	106	34	,	,	PUNCT
eurjchem-400	106	35	cdcl3	cdcl3	NOUN
eurjchem-400	106	36	,	,	PUNCT
eurjchem-400	106	37			NUM
eurjchem-400	106	38	,	,	PUNCT
eurjchem-400	106	39	ppm	ppm	NUM
eurjchem-400	106	40	):	):	PUNCT
eurjchem-400	106	41	4.05	4.05	NUM
eurjchem-400	106	42	(	(	PUNCT
eurjchem-400	106	43	s	s	PROPN
eurjchem-400	106	44	,	,	PUNCT
eurjchem-400	106	45	2h	2h	NUM
eurjchem-400	106	46	,	,	PUNCT
eurjchem-400	106	47	ch2	ch2	PROPN
eurjchem-400	106	48	)	)	PUNCT
eurjchem-400	106	49	,	,	PUNCT
eurjchem-400	106	50	3.99	3.99	NUM
eurjchem-400	106	51	(	(	PUNCT
eurjchem-400	106	52	s	s	PROPN
eurjchem-400	106	53	,	,	PUNCT
eurjchem-400	106	54	2h	2h	NUM
eurjchem-400	106	55	,	,	PUNCT
eurjchem-400	106	56	ch2	ch2	PROPN
eurjchem-400	106	57	)	)	PUNCT
eurjchem-400	106	58	,	,	PUNCT
eurjchem-400	106	59	3.73	3.73	NUM
eurjchem-400	106	60	(	(	PUNCT
eurjchem-400	106	61	s	s	PROPN
eurjchem-400	106	62	,	,	PUNCT
eurjchem-400	106	63	3h	3h	NUM
eurjchem-400	106	64	,	,	PUNCT
eurjchem-400	106	65	ch3	ch3	PROPN
eurjchem-400	106	66	)	)	PUNCT
eurjchem-400	106	67	,	,	PUNCT
eurjchem-400	106	68	3.72	3.72	NUM
eurjchem-400	106	69	(	(	PUNCT
eurjchem-400	106	70	s	s	PROPN
eurjchem-400	106	71	,	,	PUNCT
eurjchem-400	106	72	3h	3h	NUM
eurjchem-400	106	73	,	,	PUNCT
eurjchem-400	106	74	ch3	ch3	PROPN
eurjchem-400	106	75	)	)	PUNCT
eurjchem-400	106	76	,	,	PUNCT
eurjchem-400	106	77	2.55	2.55	NUM
eurjchem-400	106	78	(	(	PUNCT
eurjchem-400	106	79	s	s	PROPN
eurjchem-400	106	80	,	,	PUNCT
eurjchem-400	106	81	3h	3h	NUM
eurjchem-400	106	82	,	,	PUNCT
eurjchem-400	106	83	ch3	ch3	PROPN
eurjchem-400	106	84	)	)	PUNCT
eurjchem-400	106	85	.	.	PUNCT
eurjchem-400	107	1	13c	13c	NOUN
eurjchem-400	107	2	nmr	nmr	NOUN
eurjchem-400	107	3	(	(	PUNCT
eurjchem-400	107	4	100	100	NUM
eurjchem-400	107	5	mhz	mhz	NOUN
eurjchem-400	107	6	,	,	PUNCT
eurjchem-400	107	7	cdcl3	cdcl3	NOUN
eurjchem-400	107	8	,	,	PUNCT
eurjchem-400	107	9			NUM
eurjchem-400	107	10	,	,	PUNCT
eurjchem-400	107	11	ppm	ppm	NUM
eurjchem-400	107	12	):	):	PUNCT
eurjchem-400	107	13	175.3	175.3	NUM
eurjchem-400	107	14	(	(	PUNCT
eurjchem-400	107	15	c	c	NOUN
eurjchem-400	107	16	=	=	NOUN
eurjchem-400	107	17	o	o	NOUN
eurjchem-400	107	18	)	)	PUNCT
eurjchem-400	107	19	,	,	PUNCT
eurjchem-400	107	20	169.0	169.0	NUM
eurjchem-400	107	21	(	(	PUNCT
eurjchem-400	107	22	c	c	NOUN
eurjchem-400	107	23	=	=	NOUN
eurjchem-400	107	24	o	o	NOUN
eurjchem-400	107	25	)	)	PUNCT
eurjchem-400	107	26	,	,	PUNCT
eurjchem-400	107	27	168.9	168.9	NUM
eurjchem-400	107	28	(	(	PUNCT
eurjchem-400	107	29	c	c	NOUN
eurjchem-400	107	30	=	=	NOUN
eurjchem-400	107	31	o	o	NOUN
eurjchem-400	107	32	)	)	PUNCT
eurjchem-400	107	33	,	,	PUNCT
eurjchem-400	107	34	168.5	168.5	NUM
eurjchem-400	107	35	(	(	PUNCT
eurjchem-400	107	36	c	c	NOUN
eurjchem-400	107	37	=	=	NOUN
eurjchem-400	107	38	o	o	NOUN
eurjchem-400	107	39	)	)	PUNCT
eurjchem-400	107	40	,	,	PUNCT
eurjchem-400	107	41	163.8	163.8	NUM
eurjchem-400	107	42	(	(	PUNCT
eurjchem-400	107	43	c	c	NOUN
eurjchem-400	107	44	)	)	PUNCT
eurjchem-400	107	45	,	,	PUNCT
eurjchem-400	107	46	158.0	158.0	NUM
eurjchem-400	107	47	(	(	PUNCT
eurjchem-400	107	48	c	c	NOUN
eurjchem-400	107	49	)	)	PUNCT
eurjchem-400	107	50	,	,	PUNCT
eurjchem-400	107	51	147.6	147.6	NUM
eurjchem-400	107	52	(	(	PUNCT
eurjchem-400	107	53	c	c	NOUN
eurjchem-400	107	54	)	)	PUNCT
eurjchem-400	107	55	,	,	PUNCT
eurjchem-400	107	56	141.9	141.9	NUM
eurjchem-400	107	57	(	(	PUNCT
eurjchem-400	107	58	c	c	NOUN
eurjchem-400	107	59	)	)	PUNCT
eurjchem-400	107	60	,	,	PUNCT
eurjchem-400	107	61	119.6	119.6	NUM
eurjchem-400	107	62	(	(	PUNCT
eurjchem-400	107	63	c	c	NOUN
eurjchem-400	107	64	)	)	PUNCT
eurjchem-400	107	65	,	,	PUNCT
eurjchem-400	107	66	52.8	52.8	NUM
eurjchem-400	107	67	(	(	PUNCT
eurjchem-400	107	68	c	c	NOUN
eurjchem-400	107	69	)	)	PUNCT
eurjchem-400	107	70	,	,	PUNCT
eurjchem-400	107	71	52.8	52.8	NUM
eurjchem-400	107	72	(	(	PUNCT
eurjchem-400	107	73	c	c	NOUN
eurjchem-400	107	74	)	)	PUNCT
eurjchem-400	107	75	,	,	PUNCT
eurjchem-400	107	76	35.8	35.8	NUM
eurjchem-400	107	77	(	(	PUNCT
eurjchem-400	107	78	c	c	NOUN
eurjchem-400	107	79	)	)	PUNCT
eurjchem-400	107	80	,	,	PUNCT
eurjchem-400	107	81	35.2	35.2	NUM
eurjchem-400	107	82	(	(	PUNCT
eurjchem-400	107	83	c	c	NOUN
eurjchem-400	107	84	)	)	PUNCT
eurjchem-400	107	85	,	,	PUNCT
eurjchem-400	107	86	10.6	10.6	NUM
eurjchem-400	107	87	(	(	PUNCT
eurjchem-400	107	88	c	c	NOUN
eurjchem-400	107	89	)	)	PUNCT
eurjchem-400	107	90	.	.	PUNCT
eurjchem-400	108	1	ms	ms	NOUN
eurjchem-400	108	2	(	(	PUNCT
eurjchem-400	108	3	esi+	esi+	PROPN
eurjchem-400	108	4	,	,	PUNCT
eurjchem-400	108	5	m	m	PROPN
eurjchem-400	108	6	/	/	SYM
eurjchem-400	108	7	z	z	NOUN
eurjchem-400	108	8	):	):	PUNCT
eurjchem-400	108	9	372	372	NUM
eurjchem-400	108	10	[	[	X
eurjchem-400	108	11	(	(	PUNCT
eurjchem-400	108	12	m+h)+	m+h)+	X
eurjchem-400	108	13	]	]	PUNCT
eurjchem-400	108	14	,	,	PUNCT
eurjchem-400	108	15	394	394	NUM
eurjchem-400	108	16	[	[	X
eurjchem-400	108	17	(	(	PUNCT
eurjchem-400	108	18	m+na)+	m+na)+	NOUN
eurjchem-400	108	19	]	]	PUNCT
eurjchem-400	108	20	.	.	PUNCT
eurjchem-400	109	1	hrms	hrms	PROPN
eurjchem-400	109	2	(	(	PUNCT
eurjchem-400	109	3	esi+	esi+	NOUN
eurjchem-400	109	4	)	)	PUNCT
eurjchem-400	109	5	calcd	calcd	NOUN
eurjchem-400	109	6	.	.	PUNCT
eurjchem-400	110	1	for	for	ADP
eurjchem-400	110	2	c14h14no7s2	c14h14no7s2	PROPN
eurjchem-400	110	3	(	(	PUNCT
eurjchem-400	110	4	m+h)+	m+h)+	NOUN
eurjchem-400	110	5	:	:	PUNCT
eurjchem-400	110	6	372.02062	372.02062	NUM
eurjchem-400	110	7	.	.	PUNCT
eurjchem-400	110	8	found	find	VERB
eurjchem-400	110	9	:	:	PUNCT
eurjchem-400	110	10	372.02112	372.02112	NUM
eurjchem-400	110	11	.	.	NOUN
eurjchem-400	111	1	2.2.1.5	2.2.1.5	NUM
eurjchem-400	111	2	.	.	NOUN
eurjchem-400	112	1	5,6‐dichloro‐2‐methyl‐4,7‐benzo[d]oxazolequinone	5,6‐dichloro‐2‐methyl‐4,7‐benzo[d]oxazolequinone	NUM
eurjchem-400	112	2	(	(	PUNCT
eurjchem-400	112	3	21	21	NUM
eurjchem-400	112	4	)	)	PUNCT
eurjchem-400	112	5	sodium	sodium	NOUN
eurjchem-400	112	6	chlorate	chlorate	NOUN
eurjchem-400	112	7	(	(	PUNCT
eurjchem-400	112	8	1.06	1.06	NUM
eurjchem-400	112	9	g	g	NOUN
eurjchem-400	112	10	,	,	PUNCT
eurjchem-400	112	11	10.0	10.0	NUM
eurjchem-400	112	12	mmol	mmol	NOUN
eurjchem-400	112	13	)	)	PUNCT
eurjchem-400	112	14	was	be	AUX
eurjchem-400	112	15	added	add	VERB
eurjchem-400	112	16	in	in	ADP
eurjchem-400	112	17	portions	portion	NOUN
eurjchem-400	112	18	over	over	ADP
eurjchem-400	112	19	a	a	DET
eurjchem-400	112	20	period	period	NOUN
eurjchem-400	112	21	of	of	ADP
eurjchem-400	112	22	30	30	NUM
eurjchem-400	112	23	min	min	NOUN
eurjchem-400	112	24	to	to	ADP
eurjchem-400	112	25	a	a	DET
eurjchem-400	112	26	stirred	stir	VERB
eurjchem-400	112	27	solution	solution	NOUN
eurjchem-400	112	28	of	of	ADP
eurjchem-400	112	29	4‐hydroxy‐2‐	4‐hydroxy‐2‐	PROPN
eurjchem-400	112	30	methylbenzoxazole	methylbenzoxazole	NOUN
eurjchem-400	112	31	(	(	PUNCT
eurjchem-400	112	32	200	200	NUM
eurjchem-400	112	33	mg	mg	NOUN
eurjchem-400	112	34	,	,	PUNCT
eurjchem-400	112	35	1.34	1.34	NUM
eurjchem-400	112	36	mmol	mmol	NOUN
eurjchem-400	112	37	)	)	PUNCT
eurjchem-400	112	38	in	in	ADP
eurjchem-400	112	39	conc	conc	NOUN
eurjchem-400	112	40	.	.	PUNCT
eurjchem-400	113	1	hcl	hcl	PROPN
eurjchem-400	113	2	(	(	PUNCT
eurjchem-400	113	3	8	8	NUM
eurjchem-400	113	4	ml	ml	NOUN
eurjchem-400	113	5	)	)	PUNCT
eurjchem-400	113	6	at	at	ADP
eurjchem-400	113	7	65	65	NUM
eurjchem-400	113	8	°	°	NOUN
eurjchem-400	113	9	c	c	NOUN
eurjchem-400	113	10	.	.	PUNCT
eurjchem-400	114	1	after	after	ADP
eurjchem-400	114	2	3	3	NUM
eurjchem-400	114	3	h	h	NOUN
eurjchem-400	114	4	stirring	stir	VERB
eurjchem-400	114	5	at	at	ADP
eurjchem-400	114	6	this	this	DET
eurjchem-400	114	7	temperature	temperature	NOUN
eurjchem-400	114	8	,	,	PUNCT
eurjchem-400	114	9	the	the	DET
eurjchem-400	114	10	reaction	reaction	NOUN
eurjchem-400	114	11	mixture	mixture	NOUN
eurjchem-400	114	12	was	be	AUX
eurjchem-400	114	13	cooled	cool	VERB
eurjchem-400	114	14	to	to	ADP
eurjchem-400	114	15	room	room	NOUN
eurjchem-400	114	16	temperature	temperature	NOUN
eurjchem-400	114	17	before	before	ADP
eurjchem-400	114	18	dilution	dilution	NOUN
eurjchem-400	114	19	with	with	ADP
eurjchem-400	114	20	water	water	NOUN
eurjchem-400	114	21	(	(	PUNCT
eurjchem-400	114	22	20	20	NUM
eurjchem-400	114	23	ml	ml	NOUN
eurjchem-400	114	24	)	)	PUNCT
eurjchem-400	114	25	and	and	CCONJ
eurjchem-400	114	26	ch2cl2	ch2cl2	X
eurjchem-400	114	27	(	(	PUNCT
eurjchem-400	114	28	20	20	NUM
eurjchem-400	114	29	ml	ml	NOUN
eurjchem-400	114	30	)	)	PUNCT
eurjchem-400	114	31	.	.	PUNCT
eurjchem-400	115	1	the	the	DET
eurjchem-400	115	2	layers	layer	NOUN
eurjchem-400	115	3	were	be	AUX
eurjchem-400	115	4	separated	separate	VERB
eurjchem-400	115	5	and	and	CCONJ
eurjchem-400	115	6	the	the	DET
eurjchem-400	115	7	aqueous	aqueous	ADJ
eurjchem-400	115	8	phase	phase	NOUN
eurjchem-400	115	9	was	be	AUX
eurjchem-400	115	10	extracted	extract	VERB
eurjchem-400	115	11	with	with	ADP
eurjchem-400	115	12	ch2cl2	ch2cl2	PUNCT
eurjchem-400	115	13	(	(	PUNCT
eurjchem-400	115	14	3x10	3x10	NUM
eurjchem-400	115	15	ml	ml	NOUN
eurjchem-400	115	16	)	)	PUNCT
eurjchem-400	115	17	.	.	PUNCT
eurjchem-400	116	1	the	the	DET
eurjchem-400	116	2	organic	organic	ADJ
eurjchem-400	116	3	layers	layer	NOUN
eurjchem-400	116	4	were	be	AUX
eurjchem-400	116	5	combined	combine	VERB
eurjchem-400	116	6	,	,	PUNCT
eurjchem-400	116	7	washed	wash	VERB
eurjchem-400	116	8	with	with	ADP
eurjchem-400	116	9	brine	brine	NOUN
eurjchem-400	116	10	(	(	PUNCT
eurjchem-400	116	11	10	10	NUM
eurjchem-400	116	12	ml	ml	NOUN
eurjchem-400	116	13	)	)	PUNCT
eurjchem-400	116	14	,	,	PUNCT
eurjchem-400	116	15	dried	dry	VERB
eurjchem-400	116	16	over	over	ADP
eurjchem-400	116	17	na2so4	na2so4	NOUN
eurjchem-400	116	18	and	and	CCONJ
eurjchem-400	116	19	evaporated	evaporate	VERB
eurjchem-400	116	20	under	under	ADP
eurjchem-400	116	21	reduced	reduce	VERB
eurjchem-400	116	22	pressure	pressure	NOUN
eurjchem-400	116	23	to	to	PART
eurjchem-400	116	24	afford	afford	VERB
eurjchem-400	116	25	an	an	DET
eurjchem-400	116	26	orange	orange	NOUN
eurjchem-400	116	27	solid	solid	ADJ
eurjchem-400	116	28	which	which	PRON
eurjchem-400	116	29	was	be	AUX
eurjchem-400	116	30	recrystallized	recrystallize	VERB
eurjchem-400	116	31	from	from	ADP
eurjchem-400	116	32	ch2cl2	ch2cl2	NOUN
eurjchem-400	116	33	/	/	SYM
eurjchem-400	116	34	meoh	meoh	NOUN
eurjchem-400	116	35	to	to	PART
eurjchem-400	116	36	give	give	VERB
eurjchem-400	116	37	21	21	NUM
eurjchem-400	116	38	as	as	ADP
eurjchem-400	116	39	a	a	DET
eurjchem-400	116	40	yellow	yellow	ADJ
eurjchem-400	116	41	solid	solid	NOUN
eurjchem-400	116	42	.	.	PUNCT
eurjchem-400	117	1	yield	yield	NOUN
eurjchem-400	117	2	:	:	PUNCT
eurjchem-400	117	3	25	25	NUM
eurjchem-400	117	4	%	%	NOUN
eurjchem-400	117	5	.	.	PUNCT
eurjchem-400	118	1	m.p	m.p	PROPN
eurjchem-400	118	2	.	.	PROPN
eurjchem-400	118	3	:	:	PUNCT
eurjchem-400	119	1	197‐199	197‐199	NUM
eurjchem-400	119	2	°	°	SYM
eurjchem-400	119	3	c	c	X
eurjchem-400	119	4	.	.	PUNCT
eurjchem-400	120	1	ft‐ir	ft‐ir	NOUN
eurjchem-400	120	2	(	(	PUNCT
eurjchem-400	120	3	kbr	kbr	PROPN
eurjchem-400	120	4	,	,	PUNCT
eurjchem-400	120	5	cm‐1	cm‐1	PROPN
eurjchem-400	120	6	):	):	PUNCT
eurjchem-400	120	7	3387	3387	NUM
eurjchem-400	120	8	,	,	PUNCT
eurjchem-400	120	9	1688	1688	NUM
eurjchem-400	120	10	(c	(c	PROPN
eurjchem-400	120	11	=	=	SYM
eurjchem-400	120	12	o	o	NOUN
eurjchem-400	120	13	)	)	PUNCT
eurjchem-400	120	14	,	,	PUNCT
eurjchem-400	120	15	1616	1616	NUM
eurjchem-400	120	16	(c	(c	PROPN
eurjchem-400	120	17	=	=	SYM
eurjchem-400	120	18	o	o	NOUN
eurjchem-400	120	19	)	)	PUNCT
eurjchem-400	120	20	,	,	PUNCT
eurjchem-400	120	21	1543	1543	NUM
eurjchem-400	120	22	,	,	PUNCT
eurjchem-400	120	23	1174	1174	NUM
eurjchem-400	120	24	,	,	PUNCT
eurjchem-400	120	25	812	812	NUM
eurjchem-400	120	26	.	.	PROPN
eurjchem-400	120	27	1h	1h	NUM
eurjchem-400	120	28	nmr	nmr	NOUN
eurjchem-400	120	29	(	(	PUNCT
eurjchem-400	120	30	400	400	NUM
eurjchem-400	120	31	mhz	mhz	NOUN
eurjchem-400	120	32	,	,	PUNCT
eurjchem-400	120	33	cd3od	cd3od	NOUN
eurjchem-400	120	34	,	,	PUNCT
eurjchem-400	120	35			NUM
eurjchem-400	120	36	,	,	PUNCT
eurjchem-400	120	37	ppm	ppm	NUM
eurjchem-400	120	38	):	):	PUNCT
eurjchem-400	120	39	2.58	2.58	NUM
eurjchem-400	120	40	(	(	PUNCT
eurjchem-400	120	41	s	s	PROPN
eurjchem-400	120	42	,	,	PUNCT
eurjchem-400	120	43	3h	3h	NUM
eurjchem-400	120	44	,	,	PUNCT
eurjchem-400	120	45	ch3	ch3	PROPN
eurjchem-400	120	46	)	)	PUNCT
eurjchem-400	120	47	.	.	PUNCT
eurjchem-400	120	48	13c	13c	NOUN
eurjchem-400	120	49	nmr	nmr	NOUN
eurjchem-400	120	50	(	(	PUNCT
eurjchem-400	120	51	100	100	NUM
eurjchem-400	120	52	mhz	mhz	NOUN
eurjchem-400	120	53	,	,	PUNCT
eurjchem-400	120	54	acetone	acetone	NOUN
eurjchem-400	120	55	,	,	PUNCT
eurjchem-400	120	56			NUM
eurjchem-400	120	57	,	,	PUNCT
eurjchem-400	120	58	ppm	ppm	NUM
eurjchem-400	120	59	):	):	PUNCT
eurjchem-400	120	60	173.4	173.4	NUM
eurjchem-400	120	61	(	(	PUNCT
eurjchem-400	120	62	c	c	NOUN
eurjchem-400	120	63	=	=	NOUN
eurjchem-400	120	64	o	o	NOUN
eurjchem-400	120	65	)	)	PUNCT
eurjchem-400	120	66	,	,	PUNCT
eurjchem-400	120	67	167.7	167.7	NUM
eurjchem-400	120	68	(	(	PUNCT
eurjchem-400	120	69	c	c	NOUN
eurjchem-400	120	70	=	=	NOUN
eurjchem-400	120	71	o	o	NOUN
eurjchem-400	120	72	)	)	PUNCT
eurjchem-400	120	73	,	,	PUNCT
eurjchem-400	120	74	165.6	165.6	NUM
eurjchem-400	120	75	(	(	PUNCT
eurjchem-400	120	76	c	c	NOUN
eurjchem-400	120	77	)	)	PUNCT
eurjchem-400	120	78	,	,	PUNCT
eurjchem-400	120	79	159.9	159.9	NUM
eurjchem-400	120	80	(	(	PUNCT
eurjchem-400	120	81	c	c	NOUN
eurjchem-400	120	82	)	)	PUNCT
eurjchem-400	120	83	,	,	PUNCT
eurjchem-400	120	84	144.2	144.2	NUM
eurjchem-400	120	85	(	(	PUNCT
eurjchem-400	120	86	c	c	NOUN
eurjchem-400	120	87	)	)	PUNCT
eurjchem-400	120	88	,	,	PUNCT
eurjchem-400	120	89	142.4	142.4	NUM
eurjchem-400	120	90	(	(	PUNCT
eurjchem-400	120	91	c	c	NOUN
eurjchem-400	120	92	)	)	PUNCT
eurjchem-400	120	93	,	,	PUNCT
eurjchem-400	120	94	120.6	120.6	NUM
eurjchem-400	120	95	(	(	PUNCT
eurjchem-400	120	96	c	c	NOUN
eurjchem-400	120	97	)	)	PUNCT
eurjchem-400	120	98	,	,	PUNCT
eurjchem-400	120	99	11.4	11.4	NUM
eurjchem-400	120	100	(	(	PUNCT
eurjchem-400	120	101	c	c	NOUN
eurjchem-400	120	102	)	)	PUNCT
eurjchem-400	120	103	.	.	PUNCT
eurjchem-400	121	1	ms	ms	NOUN
eurjchem-400	121	2	(	(	PUNCT
eurjchem-400	121	3	esi+	esi+	PROPN
eurjchem-400	121	4	,	,	PUNCT
eurjchem-400	121	5	m	m	PROPN
eurjchem-400	121	6	/	/	SYM
eurjchem-400	121	7	z	z	NOUN
eurjchem-400	121	8	):	):	PUNCT
eurjchem-400	121	9	233	233	NUM
eurjchem-400	121	10	[	[	X
eurjchem-400	121	11	(	(	PUNCT
eurjchem-400	121	12	m+h)+	m+h)+	NOUN
eurjchem-400	121	13	]	]	PUNCT
eurjchem-400	121	14	.	.	PUNCT
eurjchem-400	122	1	anal	anal	PROPN
eurjchem-400	122	2	.	.	PUNCT
eurjchem-400	122	3	calcd	calcd	NOUN
eurjchem-400	122	4	.	.	PUNCT
eurjchem-400	123	1	for	for	SCONJ
eurjchem-400	123	2	c8h3cl2no3	c8h3cl2no3	NOUN
eurjchem-400	123	3	:	:	PUNCT
eurjchem-400	123	4	c	c	X
eurjchem-400	123	5	,	,	PUNCT
eurjchem-400	123	6	41.42	41.42	NUM
eurjchem-400	123	7	;	;	PUNCT
eurjchem-400	123	8	h	h	NOUN
eurjchem-400	123	9	,	,	PUNCT
eurjchem-400	123	10	1.31	1.31	NUM
eurjchem-400	123	11	;	;	PUNCT
eurjchem-400	123	12	n	n	CCONJ
eurjchem-400	123	13	,	,	PUNCT
eurjchem-400	123	14	6.04	6.04	NUM
eurjchem-400	123	15	.	.	PUNCT
eurjchem-400	123	16	found	find	VERB
eurjchem-400	123	17	:	:	PUNCT
eurjchem-400	124	1	c	c	X
eurjchem-400	124	2	,	,	PUNCT
eurjchem-400	124	3	41.29	41.29	NUM
eurjchem-400	124	4	;	;	PUNCT
eurjchem-400	124	5	h	h	NOUN
eurjchem-400	124	6	,	,	PUNCT
eurjchem-400	124	7	1.54	1.54	NUM
eurjchem-400	124	8	;	;	PUNCT
eurjchem-400	124	9	n	n	CCONJ
eurjchem-400	124	10	,	,	PUNCT
eurjchem-400	124	11	5.67	5.67	NUM
eurjchem-400	124	12	%	%	NOUN
eurjchem-400	124	13	.	.	PUNCT
eurjchem-400	125	1	2.2.1.6	2.2.1.6	X
eurjchem-400	125	2	.	.	NOUN
eurjchem-400	125	3	5,6‐bis(1‐methoxycarbonylmethylthio)‐4,7‐benzo	5,6‐bis(1‐methoxycarbonylmethylthio)‐4,7‐benzo	NUM
eurjchem-400	126	1	[	[	X
eurjchem-400	126	2	b]thiophenequinone	b]thiophenequinone	X
eurjchem-400	126	3	(	(	PUNCT
eurjchem-400	126	4	22	22	NUM
eurjchem-400	126	5	)	)	PUNCT
eurjchem-400	126	6	a	a	DET
eurjchem-400	126	7	solution	solution	NOUN
eurjchem-400	126	8	of	of	ADP
eurjchem-400	126	9	benzo[b]thiophene‐4,7‐quinone	benzo[b]thiophene‐4,7‐quinone	PROPN
eurjchem-400	126	10	(	(	PUNCT
eurjchem-400	126	11	49	49	NUM
eurjchem-400	126	12	mg	mg	PROPN
eurjchem-400	126	13	,	,	PUNCT
eurjchem-400	126	14	0.30	0.30	NUM
eurjchem-400	126	15	mmol	mmol	NOUN
eurjchem-400	126	16	)	)	PUNCT
eurjchem-400	126	17	in	in	ADP
eurjchem-400	126	18	95	95	NUM
eurjchem-400	126	19	%	%	NOUN
eurjchem-400	126	20	etoh	etoh	NOUN
eurjchem-400	126	21	(	(	PUNCT
eurjchem-400	126	22	6	6	NUM
eurjchem-400	126	23	ml	ml	NOUN
eurjchem-400	126	24	)	)	PUNCT
eurjchem-400	126	25	was	be	AUX
eurjchem-400	126	26	added	add	VERB
eurjchem-400	126	27	to	to	ADP
eurjchem-400	126	28	a	a	DET
eurjchem-400	126	29	solution	solution	NOUN
eurjchem-400	126	30	of	of	ADP
eurjchem-400	126	31	methyl	methyl	NOUN
eurjchem-400	126	32	thioglycolate	thioglycolate	NOUN
eurjchem-400	126	33	(	(	PUNCT
eurjchem-400	126	34	56	56	NUM
eurjchem-400	126	35	µl	µl	NOUN
eurjchem-400	126	36	,	,	PUNCT
eurjchem-400	126	37	0.62	0.62	NUM
eurjchem-400	126	38	mmol	mmol	NOUN
eurjchem-400	126	39	)	)	PUNCT
eurjchem-400	126	40	in	in	ADP
eurjchem-400	126	41	95	95	NUM
eurjchem-400	126	42	%	%	NOUN
eurjchem-400	126	43	etoh	etoh	NOUN
eurjchem-400	126	44	(	(	PUNCT
eurjchem-400	126	45	6	6	NUM
eurjchem-400	126	46	ml	ml	NOUN
eurjchem-400	126	47	)	)	PUNCT
eurjchem-400	126	48	the	the	DET
eurjchem-400	126	49	resulting	result	VERB
eurjchem-400	126	50	solution	solution	NOUN
eurjchem-400	126	51	was	be	AUX
eurjchem-400	126	52	refluxed	refluxe	VERB
eurjchem-400	126	53	for	for	ADP
eurjchem-400	126	54	1	1	NUM
eurjchem-400	126	55	h	h	NOUN
eurjchem-400	126	56	and	and	CCONJ
eurjchem-400	126	57	after	after	ADP
eurjchem-400	126	58	cooling	cool	VERB
eurjchem-400	126	59	,	,	PUNCT
eurjchem-400	126	60	it	it	PRON
eurjchem-400	126	61	was	be	AUX
eurjchem-400	126	62	diluted	dilute	VERB
eurjchem-400	126	63	with	with	ADP
eurjchem-400	126	64	water	water	NOUN
eurjchem-400	126	65	(	(	PUNCT
eurjchem-400	126	66	10	10	NUM
eurjchem-400	126	67	ml	ml	NOUN
eurjchem-400	126	68	)	)	PUNCT
eurjchem-400	126	69	and	and	CCONJ
eurjchem-400	126	70	ch2cl2	ch2cl2	X
eurjchem-400	126	71	(	(	PUNCT
eurjchem-400	126	72	10	10	NUM
eurjchem-400	126	73	ml	ml	NOUN
eurjchem-400	126	74	)	)	PUNCT
eurjchem-400	126	75	.	.	PUNCT
eurjchem-400	127	1	the	the	DET
eurjchem-400	127	2	layers	layer	NOUN
eurjchem-400	127	3	were	be	AUX
eurjchem-400	127	4	separated	separate	VERB
eurjchem-400	127	5	and	and	CCONJ
eurjchem-400	127	6	the	the	DET
eurjchem-400	127	7	aqueous	aqueous	ADJ
eurjchem-400	127	8	phase	phase	NOUN
eurjchem-400	127	9	was	be	AUX
eurjchem-400	127	10	extracted	extract	VERB
eurjchem-400	127	11	with	with	ADP
eurjchem-400	127	12	ch2cl2	ch2cl2	PUNCT
eurjchem-400	127	13	(	(	PUNCT
eurjchem-400	127	14	3x10	3x10	NUM
eurjchem-400	127	15	ml	ml	NOUN
eurjchem-400	127	16	)	)	PUNCT
eurjchem-400	127	17	.	.	PUNCT
eurjchem-400	128	1	the	the	DET
eurjchem-400	128	2	combined	combine	VERB
eurjchem-400	128	3	organic	organic	ADJ
eurjchem-400	128	4	layers	layer	NOUN
eurjchem-400	128	5	were	be	AUX
eurjchem-400	128	6	washed	wash	VERB
eurjchem-400	128	7	with	with	ADP
eurjchem-400	128	8	brine	brine	NOUN
eurjchem-400	128	9	(	(	PUNCT
eurjchem-400	128	10	10	10	NUM
eurjchem-400	128	11	ml	ml	NOUN
eurjchem-400	128	12	)	)	PUNCT
eurjchem-400	128	13	,	,	PUNCT
eurjchem-400	128	14	dried	dry	VERB
eurjchem-400	128	15	over	over	ADP
eurjchem-400	128	16	na2so4	na2so4	NOUN
eurjchem-400	128	17	and	and	CCONJ
eurjchem-400	128	18	evaporated	evaporate	VERB
eurjchem-400	128	19	under	under	ADP
eurjchem-400	128	20	reduced	reduce	VERB
eurjchem-400	128	21	pressure	pressure	NOUN
eurjchem-400	128	22	to	to	PART
eurjchem-400	128	23	afford	afford	VERB
eurjchem-400	128	24	light	light	ADJ
eurjchem-400	128	25	yellow	yellow	ADJ
eurjchem-400	128	26	oil	oil	NOUN
eurjchem-400	128	27	(	(	PUNCT
eurjchem-400	128	28	70	70	NUM
eurjchem-400	128	29	mg	mg	NUM
eurjchem-400	128	30	)	)	PUNCT
eurjchem-400	128	31	.	.	PUNCT
eurjchem-400	129	1	this	this	DET
eurjchem-400	129	2	oil	oil	NOUN
eurjchem-400	129	3	was	be	AUX
eurjchem-400	129	4	diluted	dilute	VERB
eurjchem-400	129	5	with	with	ADP
eurjchem-400	129	6	acetonitrile	acetonitrile	NOUN
eurjchem-400	129	7	:	:	PUNCT
eurjchem-400	129	8	water	water	NOUN
eurjchem-400	129	9	(	(	PUNCT
eurjchem-400	129	10	1:1	1:1	NUM
eurjchem-400	129	11	)	)	PUNCT
eurjchem-400	129	12	(	(	PUNCT
eurjchem-400	129	13	1.4	1.4	NUM
eurjchem-400	129	14	ml	ml	NOUN
eurjchem-400	129	15	)	)	PUNCT
eurjchem-400	129	16	before	before	ADP
eurjchem-400	129	17	the	the	DET
eurjchem-400	129	18	dropwise	dropwise	NOUN
eurjchem-400	129	19	addition	addition	NOUN
eurjchem-400	129	20	of	of	ADP
eurjchem-400	129	21	a	a	DET
eurjchem-400	129	22	solution	solution	NOUN
eurjchem-400	129	23	of	of	ADP
eurjchem-400	129	24	cerium	cerium	NOUN
eurjchem-400	129	25	ammonium	ammonium	NOUN
eurjchem-400	129	26	nitrate	nitrate	NOUN
eurjchem-400	129	27	(	(	PUNCT
eurjchem-400	129	28	321	321	NUM
eurjchem-400	129	29	mg	mg	PROPN
eurjchem-400	129	30	,	,	PUNCT
eurjchem-400	129	31	0.58	0.58	NUM
eurjchem-400	129	32	mmol	mmol	NOUN
eurjchem-400	129	33	)	)	PUNCT
eurjchem-400	129	34	in	in	ADP
eurjchem-400	129	35	20:1	20:1	NUM
eurjchem-400	129	36	of	of	ADP
eurjchem-400	129	37	acetonitrile	acetonitrile	NOUN
eurjchem-400	129	38	:	:	PUNCT
eurjchem-400	129	39	water	water	NOUN
eurjchem-400	129	40	(	(	PUNCT
eurjchem-400	129	41	2.7	2.7	NUM
eurjchem-400	129	42	ml	ml	NOUN
eurjchem-400	129	43	)	)	PUNCT
eurjchem-400	129	44	.	.	PUNCT
eurjchem-400	130	1	the	the	DET
eurjchem-400	130	2	mixture	mixture	NOUN
eurjchem-400	130	3	was	be	AUX
eurjchem-400	130	4	stirred	stir	VERB
eurjchem-400	130	5	at	at	ADP
eurjchem-400	130	6	room	room	NOUN
eurjchem-400	130	7	temperature	temperature	NOUN
eurjchem-400	130	8	for	for	ADP
eurjchem-400	130	9	30	30	NUM
eurjchem-400	130	10	min	min	NOUN
eurjchem-400	130	11	before	before	ADP
eurjchem-400	130	12	dilution	dilution	NOUN
eurjchem-400	130	13	with	with	ADP
eurjchem-400	130	14	an	an	DET
eurjchem-400	130	15	ice	ice	NOUN
eurjchem-400	130	16	/	/	SYM
eurjchem-400	130	17	water	water	NOUN
eurjchem-400	130	18	slurry	slurry	NOUN
eurjchem-400	130	19	(	(	PUNCT
eurjchem-400	130	20	5	5	NUM
eurjchem-400	130	21	ml	ml	NOUN
eurjchem-400	130	22	)	)	PUNCT
eurjchem-400	130	23	and	and	CCONJ
eurjchem-400	130	24	ch2cl2	ch2cl2	X
eurjchem-400	130	25	(	(	PUNCT
eurjchem-400	130	26	5	5	NUM
eurjchem-400	130	27	ml	ml	NOUN
eurjchem-400	130	28	)	)	PUNCT
eurjchem-400	130	29	.	.	PUNCT
eurjchem-400	131	1	the	the	DET
eurjchem-400	131	2	layers	layer	NOUN
eurjchem-400	131	3	were	be	AUX
eurjchem-400	131	4	separated	separate	VERB
eurjchem-400	131	5	and	and	CCONJ
eurjchem-400	131	6	the	the	DET
eurjchem-400	131	7	aqueous	aqueous	ADJ
eurjchem-400	131	8	layer	layer	NOUN
eurjchem-400	131	9	was	be	AUX
eurjchem-400	131	10	extracted	extract	VERB
eurjchem-400	131	11	with	with	ADP
eurjchem-400	131	12	ch2cl2	ch2cl2	X
eurjchem-400	131	13	(	(	PUNCT
eurjchem-400	131	14	3x5	3x5	NUM
eurjchem-400	131	15	ml	ml	NOUN
eurjchem-400	131	16	)	)	PUNCT
eurjchem-400	131	17	.	.	PUNCT
eurjchem-400	132	1	the	the	DET
eurjchem-400	132	2	combined	combine	VERB
eurjchem-400	132	3	organic	organic	ADJ
eurjchem-400	132	4	layers	layer	NOUN
eurjchem-400	132	5	were	be	AUX
eurjchem-400	132	6	washed	wash	VERB
eurjchem-400	132	7	with	with	ADP
eurjchem-400	132	8	brine	brine	NOUN
eurjchem-400	132	9	(	(	PUNCT
eurjchem-400	132	10	5	5	NUM
eurjchem-400	132	11	ml	ml	NOUN
eurjchem-400	132	12	)	)	PUNCT
eurjchem-400	132	13	,	,	PUNCT
eurjchem-400	132	14	dried	dry	VERB
eurjchem-400	132	15	over	over	ADP
eurjchem-400	132	16	na2so4	na2so4	NOUN
eurjchem-400	132	17	and	and	CCONJ
eurjchem-400	132	18	evaporated	evaporate	VERB
eurjchem-400	132	19	under	under	ADP
eurjchem-400	132	20	reduced	reduce	VERB
eurjchem-400	132	21	pressure	pressure	NOUN
eurjchem-400	132	22	to	to	PART
eurjchem-400	132	23	afford	afford	VERB
eurjchem-400	132	24	a	a	DET
eurjchem-400	132	25	red	red	ADJ
eurjchem-400	132	26	solid	solid	ADJ
eurjchem-400	132	27	(	(	PUNCT
eurjchem-400	132	28	60	60	NUM
eurjchem-400	132	29	mg	mg	NUM
eurjchem-400	132	30	)	)	PUNCT
eurjchem-400	132	31	.	.	PUNCT
eurjchem-400	133	1	this	this	DET
eurjchem-400	133	2	material	material	NOUN
eurjchem-400	133	3	was	be	AUX
eurjchem-400	133	4	taken	take	VERB
eurjchem-400	133	5	up	up	ADP
eurjchem-400	133	6	in	in	ADP
eurjchem-400	133	7	95	95	NUM
eurjchem-400	133	8	%	%	NOUN
eurjchem-400	133	9	etoh	etoh	NOUN
eurjchem-400	133	10	(	(	PUNCT
eurjchem-400	133	11	4.5	4.5	NUM
eurjchem-400	133	12	ml	ml	NOUN
eurjchem-400	133	13	)	)	PUNCT
eurjchem-400	133	14	and	and	CCONJ
eurjchem-400	133	15	added	add	VERB
eurjchem-400	133	16	to	to	ADP
eurjchem-400	133	17	a	a	DET
eurjchem-400	133	18	solution	solution	NOUN
eurjchem-400	133	19	of	of	ADP
eurjchem-400	133	20	methyl	methyl	NOUN
eurjchem-400	133	21	thioglycolate	thioglycolate	NOUN
eurjchem-400	133	22	(	(	PUNCT
eurjchem-400	133	23	42	42	NUM
eurjchem-400	133	24	µl	µl	NOUN
eurjchem-400	133	25	,	,	PUNCT
eurjchem-400	133	26	0.47	0.47	NUM
eurjchem-400	133	27	mmol	mmol	NOUN
eurjchem-400	133	28	)	)	PUNCT
eurjchem-400	133	29	in	in	ADP
eurjchem-400	133	30	95	95	NUM
eurjchem-400	133	31	%	%	NOUN
eurjchem-400	133	32	etoh	etoh	NOUN
eurjchem-400	133	33	(	(	PUNCT
eurjchem-400	133	34	4.5	4.5	NUM
eurjchem-400	133	35	ml	ml	NOUN
eurjchem-400	133	36	)	)	PUNCT
eurjchem-400	133	37	.	.	PUNCT
eurjchem-400	134	1	the	the	DET
eurjchem-400	134	2	resulting	result	VERB
eurjchem-400	134	3	solution	solution	NOUN
eurjchem-400	134	4	was	be	AUX
eurjchem-400	134	5	then	then	ADV
eurjchem-400	134	6	refluxed	refluxe	VERB
eurjchem-400	134	7	for	for	ADP
eurjchem-400	134	8	140	140	NUM
eurjchem-400	134	9	min	min	NOUN
eurjchem-400	134	10	and	and	CCONJ
eurjchem-400	134	11	after	after	ADP
eurjchem-400	134	12	cooling	cool	VERB
eurjchem-400	134	13	,	,	PUNCT
eurjchem-400	134	14	was	be	AUX
eurjchem-400	134	15	diluted	dilute	VERB
eurjchem-400	134	16	with	with	ADP
eurjchem-400	134	17	water	water	NOUN
eurjchem-400	134	18	(	(	PUNCT
eurjchem-400	134	19	10	10	NUM
eurjchem-400	134	20	ml	ml	NOUN
eurjchem-400	134	21	)	)	PUNCT
eurjchem-400	134	22	and	and	CCONJ
eurjchem-400	134	23	ch2cl2	ch2cl2	X
eurjchem-400	134	24	(	(	PUNCT
eurjchem-400	134	25	10	10	NUM
eurjchem-400	134	26	ml	ml	NOUN
eurjchem-400	134	27	)	)	PUNCT
eurjchem-400	134	28	.	.	PUNCT
eurjchem-400	135	1	the	the	DET
eurjchem-400	135	2	layers	layer	NOUN
eurjchem-400	135	3	were	be	AUX
eurjchem-400	135	4	separated	separate	VERB
eurjchem-400	135	5	and	and	CCONJ
eurjchem-400	135	6	the	the	DET
eurjchem-400	135	7	aqueous	aqueous	ADJ
eurjchem-400	135	8	phase	phase	NOUN
eurjchem-400	135	9	was	be	AUX
eurjchem-400	135	10	extracted	extract	VERB
eurjchem-400	135	11	with	with	ADP
eurjchem-400	135	12	ch2cl2	ch2cl2	PUNCT
eurjchem-400	135	13	(	(	PUNCT
eurjchem-400	135	14	3x10	3x10	NUM
eurjchem-400	135	15	ml	ml	NOUN
eurjchem-400	135	16	)	)	PUNCT
eurjchem-400	135	17	.	.	PUNCT
eurjchem-400	136	1	the	the	DET
eurjchem-400	136	2	organic	organic	ADJ
eurjchem-400	136	3	layers	layer	NOUN
eurjchem-400	136	4	were	be	AUX
eurjchem-400	136	5	combined	combine	VERB
eurjchem-400	136	6	,	,	PUNCT
eurjchem-400	136	7	washed	wash	VERB
eurjchem-400	136	8	with	with	ADP
eurjchem-400	136	9	brine	brine	NOUN
eurjchem-400	136	10	(	(	PUNCT
eurjchem-400	136	11	10	10	NUM
eurjchem-400	136	12	ml	ml	NOUN
eurjchem-400	136	13	)	)	PUNCT
eurjchem-400	136	14	,	,	PUNCT
eurjchem-400	136	15	dried	dry	VERB
eurjchem-400	136	16	over	over	ADP
eurjchem-400	136	17	na2so4	na2so4	NOUN
eurjchem-400	136	18	and	and	CCONJ
eurjchem-400	136	19	evaporated	evaporate	VERB
eurjchem-400	136	20	under	under	ADP
eurjchem-400	136	21	reduced	reduce	VERB
eurjchem-400	136	22	pressure	pressure	NOUN
eurjchem-400	136	23	to	to	PART
eurjchem-400	136	24	afford	afford	VERB
eurjchem-400	136	25	a	a	DET
eurjchem-400	136	26	brown	brown	ADJ
eurjchem-400	136	27	oil	oil	NOUN
eurjchem-400	136	28	(	(	PUNCT
eurjchem-400	136	29	91	91	NUM
eurjchem-400	136	30	mg	mg	NUM
eurjchem-400	136	31	)	)	PUNCT
eurjchem-400	136	32	.	.	PUNCT
eurjchem-400	137	1	once	once	ADV
eurjchem-400	137	2	this	this	DET
eurjchem-400	137	3	oil	oil	NOUN
eurjchem-400	137	4	was	be	AUX
eurjchem-400	137	5	taken	take	VERB
eurjchem-400	137	6	up	up	ADP
eurjchem-400	137	7	in	in	ADP
eurjchem-400	137	8	acetonitrile	acetonitrile	NOUN
eurjchem-400	137	9	:	:	PUNCT
eurjchem-400	137	10	water	water	NOUN
eurjchem-400	137	11	(	(	PUNCT
eurjchem-400	137	12	1:1	1:1	NUM
eurjchem-400	137	13	)	)	PUNCT
eurjchem-400	137	14	(	(	PUNCT
eurjchem-400	137	15	1.4	1.4	NUM
eurjchem-400	137	16	ml	ml	NOUN
eurjchem-400	137	17	)	)	PUNCT
eurjchem-400	137	18	a	a	DET
eurjchem-400	137	19	solution	solution	NOUN
eurjchem-400	137	20	of	of	ADP
eurjchem-400	137	21	ceric	ceric	ADJ
eurjchem-400	137	22	ammonium	ammonium	NOUN
eurjchem-400	137	23	nitrate	nitrate	NOUN
eurjchem-400	137	24	(	(	PUNCT
eurjchem-400	137	25	333	333	NUM
eurjchem-400	137	26	mg	mg	NOUN
eurjchem-400	137	27	,	,	PUNCT
eurjchem-400	137	28	0.61	0.61	NUM
eurjchem-400	137	29	mmol	mmol	NOUN
eurjchem-400	137	30	)	)	PUNCT
eurjchem-400	137	31	in	in	ADP
eurjchem-400	137	32	acetonitrile	acetonitrile	NOUN
eurjchem-400	137	33	:	:	PUNCT
eurjchem-400	137	34	water	water	NOUN
eurjchem-400	137	35	(	(	PUNCT
eurjchem-400	137	36	20:1	20:1	NUM
eurjchem-400	137	37	)	)	PUNCT
eurjchem-400	137	38	(	(	PUNCT
eurjchem-400	137	39	2.7	2.7	NUM
eurjchem-400	137	40	ml	ml	NOUN
eurjchem-400	137	41	)	)	PUNCT
eurjchem-400	137	42	was	be	AUX
eurjchem-400	137	43	added	add	VERB
eurjchem-400	137	44	dropwise	dropwise	NOUN
eurjchem-400	137	45	.	.	PUNCT
eurjchem-400	138	1	after	after	ADP
eurjchem-400	138	2	stirring	stir	VERB
eurjchem-400	138	3	for	for	ADP
eurjchem-400	138	4	30	30	NUM
eurjchem-400	138	5	minutes	minute	NOUN
eurjchem-400	138	6	,	,	PUNCT
eurjchem-400	138	7	an	an	DET
eurjchem-400	138	8	ice	ice	NOUN
eurjchem-400	138	9	/	/	SYM
eurjchem-400	138	10	water	water	NOUN
eurjchem-400	138	11	slurry	slurry	NOUN
eurjchem-400	138	12	(	(	PUNCT
eurjchem-400	138	13	5	5	NUM
eurjchem-400	138	14	ml	ml	NOUN
eurjchem-400	138	15	)	)	PUNCT
eurjchem-400	138	16	and	and	CCONJ
eurjchem-400	138	17	ch2cl2	ch2cl2	X
eurjchem-400	138	18	(	(	PUNCT
eurjchem-400	138	19	5	5	NUM
eurjchem-400	138	20	ml	ml	NOUN
eurjchem-400	138	21	)	)	PUNCT
eurjchem-400	138	22	were	be	AUX
eurjchem-400	138	23	added	add	VERB
eurjchem-400	138	24	.	.	PUNCT
eurjchem-400	139	1	the	the	DET
eurjchem-400	139	2	aqueous	aqueous	ADJ
eurjchem-400	139	3	layer	layer	NOUN
eurjchem-400	139	4	was	be	AUX
eurjchem-400	139	5	then	then	ADV
eurjchem-400	139	6	extracted	extract	VERB
eurjchem-400	139	7	with	with	ADP
eurjchem-400	139	8	ch2cl2	ch2cl2	X
eurjchem-400	139	9	(	(	PUNCT
eurjchem-400	139	10	3x5	3x5	NUM
eurjchem-400	139	11	ml	ml	NOUN
eurjchem-400	139	12	)	)	PUNCT
eurjchem-400	139	13	and	and	CCONJ
eurjchem-400	139	14	the	the	DET
eurjchem-400	139	15	combined	combine	VERB
eurjchem-400	139	16	organic	organic	ADJ
eurjchem-400	139	17	layers	layer	NOUN
eurjchem-400	139	18	were	be	AUX
eurjchem-400	139	19	washed	wash	VERB
eurjchem-400	139	20	with	with	ADP
eurjchem-400	139	21	brine	brine	NOUN
eurjchem-400	139	22	(	(	PUNCT
eurjchem-400	139	23	5	5	NUM
eurjchem-400	139	24	ml	ml	NOUN
eurjchem-400	139	25	)	)	PUNCT
eurjchem-400	139	26	,	,	PUNCT
eurjchem-400	139	27	dried	dry	VERB
eurjchem-400	139	28	over	over	ADP
eurjchem-400	139	29	na2so4	na2so4	NOUN
eurjchem-400	139	30	and	and	CCONJ
eurjchem-400	139	31	evaporated	evaporate	VERB
eurjchem-400	139	32	under	under	ADP
eurjchem-400	139	33	reduced	reduce	VERB
eurjchem-400	139	34	pressure	pressure	NOUN
eurjchem-400	139	35	to	to	PART
eurjchem-400	139	36	afford	afford	VERB
eurjchem-400	139	37	a	a	DET
eurjchem-400	139	38	dark	dark	ADJ
eurjchem-400	139	39	purple	purple	ADJ
eurjchem-400	139	40	oil	oil	NOUN
eurjchem-400	139	41	that	that	PRON
eurjchem-400	139	42	was	be	AUX
eurjchem-400	139	43	purified	purify	VERB
eurjchem-400	139	44	by	by	ADP
eurjchem-400	139	45	column	column	NOUN
eurjchem-400	139	46	chromatography	chromatography	NOUN
eurjchem-400	139	47	(	(	PUNCT
eurjchem-400	139	48	ch2cl2	ch2cl2	NOUN
eurjchem-400	139	49	)	)	PUNCT
eurjchem-400	139	50	over	over	ADP
eurjchem-400	139	51	silica	silica	NOUN
eurjchem-400	139	52	gel	gel	NOUN
eurjchem-400	139	53	to	to	PART
eurjchem-400	139	54	give	give	VERB
eurjchem-400	139	55	22	22	NUM
eurjchem-400	139	56	as	as	ADP
eurjchem-400	139	57	a	a	DET
eurjchem-400	139	58	purple	purple	ADJ
eurjchem-400	139	59	oil	oil	NOUN
eurjchem-400	139	60	.	.	PUNCT
eurjchem-400	140	1	yield	yield	NOUN
eurjchem-400	140	2	:	:	PUNCT
eurjchem-400	140	3	40	40	NUM
eurjchem-400	140	4	%	%	NOUN
eurjchem-400	140	5	.	.	PUNCT
eurjchem-400	141	1	ft‐ir	ft‐ir	NOUN
eurjchem-400	141	2	(	(	PUNCT
eurjchem-400	141	3	film	film	NOUN
eurjchem-400	141	4	,	,	PUNCT
eurjchem-400	141	5	cm‐1	cm‐1	PROPN
eurjchem-400	141	6	):	):	PUNCT
eurjchem-400	141	7	3054	3054	NUM
eurjchem-400	141	8	,	,	PUNCT
eurjchem-400	141	9	2987	2987	NUM
eurjchem-400	141	10	,	,	PUNCT
eurjchem-400	141	11	2955	2955	NUM
eurjchem-400	141	12	,	,	PUNCT
eurjchem-400	141	13	1736	1736	NUM
eurjchem-400	141	14	(c	(c	NOUN
eurjchem-400	141	15	=	=	SYM
eurjchem-400	141	16	o	o	NOUN
eurjchem-400	141	17	)	)	PUNCT
eurjchem-400	141	18	,	,	PUNCT
eurjchem-400	141	19	1663	1663	NUM
eurjchem-400	141	20	(c	(c	NOUN
eurjchem-400	141	21	=	=	SYM
eurjchem-400	141	22	o	o	NOUN
eurjchem-400	141	23	)	)	PUNCT
eurjchem-400	141	24	,	,	PUNCT
eurjchem-400	141	25	1437	1437	NUM
eurjchem-400	141	26	,	,	PUNCT
eurjchem-400	141	27	1265	1265	NUM
eurjchem-400	141	28	,	,	PUNCT
eurjchem-400	141	29	1147	1147	NUM
eurjchem-400	141	30	.	.	PUNCT
eurjchem-400	142	1	1h	1h	NUM
eurjchem-400	142	2	nmr	nmr	NOUN
eurjchem-400	142	3	(	(	PUNCT
eurjchem-400	142	4	300	300	NUM
eurjchem-400	142	5	mhz	mhz	NOUN
eurjchem-400	142	6	,	,	PUNCT
eurjchem-400	142	7	cdcl3	cdcl3	NOUN
eurjchem-400	142	8	,	,	PUNCT
eurjchem-400	142	9			NUM
eurjchem-400	142	10	,	,	PUNCT
eurjchem-400	142	11	ppm	ppm	NUM
eurjchem-400	142	12	):	):	PUNCT
eurjchem-400	142	13	7.62	7.62	NUM
eurjchem-400	142	14	(	(	PUNCT
eurjchem-400	142	15	d	d	PROPN
eurjchem-400	142	16	,	,	PUNCT
eurjchem-400	142	17	1h	1h	NUM
eurjchem-400	142	18	,	,	PUNCT
eurjchem-400	142	19	j	j	PROPN
eurjchem-400	142	20	=	=	SYM
eurjchem-400	142	21	4.8	4.8	NUM
eurjchem-400	142	22	hz	hz	VERB
eurjchem-400	142	23	,	,	PUNCT
eurjchem-400	142	24	ar‐h	ar‐h	PROPN
eurjchem-400	142	25	)	)	PUNCT
eurjchem-400	142	26	,	,	PUNCT
eurjchem-400	142	27	7.48	7.48	NUM
eurjchem-400	142	28	(	(	PUNCT
eurjchem-400	142	29	d	d	PROPN
eurjchem-400	142	30	,	,	PUNCT
eurjchem-400	142	31	1h	1h	NUM
eurjchem-400	142	32	,	,	PUNCT
eurjchem-400	142	33	j	j	PROPN
eurjchem-400	142	34	=	=	SYM
eurjchem-400	142	35	4.8	4.8	NUM
eurjchem-400	142	36	hz	hz	VERB
eurjchem-400	142	37	,	,	PUNCT
eurjchem-400	142	38	ar‐h	ar‐h	NOUN
eurjchem-400	142	39	)	)	PUNCT
eurjchem-400	142	40	,	,	PUNCT
eurjchem-400	142	41	4.00	4.00	NUM
eurjchem-400	142	42	(	(	PUNCT
eurjchem-400	142	43	s	s	NOUN
eurjchem-400	142	44	,	,	PUNCT
eurjchem-400	142	45	2h	2h	NUM
eurjchem-400	142	46	,	,	PUNCT
eurjchem-400	142	47	ch2	ch2	PROPN
eurjchem-400	142	48	)	)	PUNCT
eurjchem-400	142	49	,	,	PUNCT
eurjchem-400	142	50	3.99	3.99	NUM
eurjchem-400	142	51	(	(	PUNCT
eurjchem-400	142	52	s	s	PROPN
eurjchem-400	142	53	,	,	PUNCT
eurjchem-400	142	54	2h	2h	NUM
eurjchem-400	142	55	,	,	PUNCT
eurjchem-400	142	56	ch2	ch2	PROPN
eurjchem-400	142	57	)	)	PUNCT
eurjchem-400	142	58	,	,	PUNCT
eurjchem-400	142	59	3.71	3.71	NUM
eurjchem-400	142	60	(	(	PUNCT
eurjchem-400	142	61	br	br	PROPN
eurjchem-400	142	62	s	s	PROPN
eurjchem-400	142	63	,	,	PUNCT
eurjchem-400	142	64	6h	6h	NUM
eurjchem-400	142	65	,	,	PUNCT
eurjchem-400	142	66	2ch3	2ch3	NUM
eurjchem-400	142	67	)	)	PUNCT
eurjchem-400	142	68	.	.	PUNCT
eurjchem-400	143	1	13c	13c	NOUN
eurjchem-400	143	2	nmr	nmr	NOUN
eurjchem-400	143	3	(	(	PUNCT
eurjchem-400	143	4	100	100	NUM
eurjchem-400	143	5	mhz	mhz	NOUN
eurjchem-400	143	6	,	,	PUNCT
eurjchem-400	143	7	cdcl3	cdcl3	NOUN
eurjchem-400	143	8	,	,	PUNCT
eurjchem-400	143	9			NUM
eurjchem-400	143	10	,	,	PUNCT
eurjchem-400	143	11	ppm	ppm	NUM
eurjchem-400	143	12	):	):	PUNCT
eurjchem-400	143	13	174.9	174.9	NUM
eurjchem-400	143	14	(	(	PUNCT
eurjchem-400	143	15	c	c	NOUN
eurjchem-400	143	16	=	=	NOUN
eurjchem-400	143	17	o	o	NOUN
eurjchem-400	143	18	)	)	PUNCT
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eurjchem-400	144	11	(	(	PUNCT
eurjchem-400	144	12	m+h)+	m+h)+	X
eurjchem-400	144	13	]	]	PUNCT
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eurjchem-400	144	18	m+na)+	m+na)+	NOUN
eurjchem-400	144	19	]	]	PUNCT
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eurjchem-400	145	2	(	(	PUNCT
eurjchem-400	145	3	esi+	esi+	NOUN
eurjchem-400	145	4	)	)	PUNCT
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eurjchem-400	145	6	.	.	PUNCT
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eurjchem-400	146	4	m+na)+	m+na)+	NOUN
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eurjchem-400	150	4	,	,	PUNCT
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eurjchem-400	150	19	=	=	SYM
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eurjchem-400	151	30	,	,	PUNCT
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eurjchem-400	151	39	,	,	PUNCT
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eurjchem-400	155	4	m+h)+	m+h)+	NOUN
eurjchem-400	155	5	:	:	PUNCT
eurjchem-400	155	6	387.99778	387.99778	NUM
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eurjchem-400	158	27	=	=	SYM
eurjchem-400	158	28	c	c	NOUN
eurjchem-400	158	29	)	)	PUNCT
eurjchem-400	158	30	,	,	PUNCT
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eurjchem-400	158	32	,	,	PUNCT
eurjchem-400	158	33	1280	1280	NUM
eurjchem-400	158	34	.	.	PUNCT
eurjchem-400	159	1	1h	1h	NUM
eurjchem-400	159	2	nmr	nmr	NOUN
eurjchem-400	159	3	(	(	PUNCT
eurjchem-400	159	4	400	400	NUM
eurjchem-400	159	5	mhz	mhz	NOUN
eurjchem-400	159	6	,	,	PUNCT
eurjchem-400	159	7	cdcl3	cdcl3	NOUN
eurjchem-400	159	8	,	,	PUNCT
eurjchem-400	159	9			NUM
eurjchem-400	159	10	,	,	PUNCT
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eurjchem-400	159	13	9.58	9.58	NUM
eurjchem-400	159	14	(	(	PUNCT
eurjchem-400	159	15	s	s	PROPN
eurjchem-400	159	16	,	,	PUNCT
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eurjchem-400	159	18	,	,	PUNCT
eurjchem-400	159	19	ar‐h	ar‐h	NOUN
eurjchem-400	159	20	)	)	PUNCT
eurjchem-400	159	21	,	,	PUNCT
eurjchem-400	159	22	9.42	9.42	NUM
eurjchem-400	159	23	(	(	PUNCT
eurjchem-400	159	24	s	s	PROPN
eurjchem-400	159	25	,	,	PUNCT
eurjchem-400	159	26	1h	1h	NUM
eurjchem-400	159	27	,	,	PUNCT
eurjchem-400	159	28	ar‐h	ar‐h	NOUN
eurjchem-400	159	29	)	)	PUNCT
eurjchem-400	159	30	,	,	PUNCT
eurjchem-400	159	31	4.09	4.09	NUM
eurjchem-400	159	32	(	(	PUNCT
eurjchem-400	159	33	s	s	PROPN
eurjchem-400	159	34	,	,	PUNCT
eurjchem-400	159	35	2h	2h	NUM
eurjchem-400	159	36	,	,	PUNCT
eurjchem-400	159	37	ch2	ch2	PROPN
eurjchem-400	159	38	)	)	PUNCT
eurjchem-400	159	39	,	,	PUNCT
eurjchem-400	159	40	4.07	4.07	NUM
eurjchem-400	159	41	(	(	PUNCT
eurjchem-400	159	42	s	s	PROPN
eurjchem-400	159	43	,	,	PUNCT
eurjchem-400	159	44	2h	2h	NUM
eurjchem-400	159	45	,	,	PUNCT
eurjchem-400	159	46	ch2	ch2	PROPN
eurjchem-400	159	47	)	)	PUNCT
eurjchem-400	159	48	,	,	PUNCT
eurjchem-400	159	49	3.70	3.70	NUM
eurjchem-400	159	50	(	(	PUNCT
eurjchem-400	159	51	s	s	PROPN
eurjchem-400	159	52	,	,	PUNCT
eurjchem-400	159	53	3h	3h	NUM
eurjchem-400	159	54	,	,	PUNCT
eurjchem-400	159	55	ch3	ch3	PROPN
eurjchem-400	159	56	)	)	PUNCT
eurjchem-400	159	57	3,68	3,68	NUM
eurjchem-400	159	58	(	(	PUNCT
eurjchem-400	159	59	s	s	PROPN
eurjchem-400	159	60	,	,	PUNCT
eurjchem-400	159	61	3h	3h	NUM
eurjchem-400	159	62	,	,	PUNCT
eurjchem-400	159	63	ch3	ch3	PROPN
eurjchem-400	159	64	)	)	PUNCT
eurjchem-400	159	65	.	.	PUNCT
eurjchem-400	160	1	13c	13c	NOUN
eurjchem-400	160	2	nmr	nmr	NOUN
eurjchem-400	160	3	(	(	PUNCT
eurjchem-400	160	4	100	100	NUM
eurjchem-400	160	5	mhz	mhz	NOUN
eurjchem-400	160	6	,	,	PUNCT
eurjchem-400	160	7	cdcl3	cdcl3	NOUN
eurjchem-400	160	8	,	,	PUNCT
eurjchem-400	160	9			NUM
eurjchem-400	160	10	,	,	PUNCT
eurjchem-400	160	11	ppm	ppm	NUM
eurjchem-400	160	12	):	):	PUNCT
eurjchem-400	160	13	176.8	176.8	NUM
eurjchem-400	160	14	(	(	PUNCT
eurjchem-400	160	15	c	c	NOUN
eurjchem-400	160	16	=	=	NOUN
eurjchem-400	160	17	o	o	NOUN
eurjchem-400	160	18	)	)	PUNCT
eurjchem-400	160	19	,	,	PUNCT
eurjchem-400	160	20	176.4	176.4	NUM
eurjchem-400	160	21	(	(	PUNCT
eurjchem-400	160	22	c	c	NOUN
eurjchem-400	160	23	=	=	NOUN
eurjchem-400	160	24	o	o	NOUN
eurjchem-400	160	25	)	)	PUNCT
eurjchem-400	160	26	,	,	PUNCT
eurjchem-400	160	27	168.9	168.9	NUM
eurjchem-400	160	28	(	(	PUNCT
eurjchem-400	160	29	c	c	NOUN
eurjchem-400	160	30	=	=	NOUN
eurjchem-400	160	31	o	o	NOUN
eurjchem-400	160	32	)	)	PUNCT
eurjchem-400	160	33	,	,	PUNCT
eurjchem-400	160	34	168.8	168.8	NUM
eurjchem-400	160	35	(	(	PUNCT
eurjchem-400	160	36	c	c	NOUN
eurjchem-400	160	37	=	=	NOUN
eurjchem-400	160	38	o	o	NOUN
eurjchem-400	160	39	)	)	PUNCT
eurjchem-400	160	40	,	,	PUNCT
eurjchem-400	160	41	162.5	162.5	NUM
eurjchem-400	160	42	(	(	PUNCT
eurjchem-400	160	43	c	c	NOUN
eurjchem-400	160	44	)	)	PUNCT
eurjchem-400	160	45	,	,	PUNCT
eurjchem-400	160	46	157.2	157.2	NUM
eurjchem-400	160	47	(	(	PUNCT
eurjchem-400	160	48	c	c	NOUN
eurjchem-400	160	49	)	)	PUNCT
eurjchem-400	160	50	,	,	PUNCT
eurjchem-400	160	51	153.5	153.5	NUM
eurjchem-400	160	52	(	(	PUNCT
eurjchem-400	160	53	c	c	NOUN
eurjchem-400	160	54	)	)	PUNCT
eurjchem-400	160	55	,	,	PUNCT
eurjchem-400	160	56	147.3	147.3	NUM
eurjchem-400	160	57	(	(	PUNCT
eurjchem-400	160	58	c	c	NOUN
eurjchem-400	160	59	)	)	PUNCT
eurjchem-400	160	60	,	,	PUNCT
eurjchem-400	160	61	145.5	145.5	NUM
eurjchem-400	160	62	(	(	PUNCT
eurjchem-400	160	63	c	c	NOUN
eurjchem-400	160	64	)	)	PUNCT
eurjchem-400	160	65	,	,	PUNCT
eurjchem-400	160	66	125.3	125.3	NUM
eurjchem-400	160	67	(	(	PUNCT
eurjchem-400	160	68	c	c	NOUN
eurjchem-400	160	69	)	)	PUNCT
eurjchem-400	160	70	,	,	PUNCT
eurjchem-400	160	71	52.9	52.9	NUM
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eurjchem-400	160	73	c	c	NOUN
eurjchem-400	160	74	)	)	PUNCT
eurjchem-400	160	75	,	,	PUNCT
eurjchem-400	160	76	52.8	52.8	NUM
eurjchem-400	160	77	(	(	PUNCT
eurjchem-400	160	78	c	c	NOUN
eurjchem-400	160	79	)	)	PUNCT
eurjchem-400	160	80	,	,	PUNCT
eurjchem-400	160	81	35.2	35.2	NUM
eurjchem-400	160	82	(	(	PUNCT
eurjchem-400	160	83	c	c	NOUN
eurjchem-400	160	84	)	)	PUNCT
eurjchem-400	160	85	,	,	PUNCT
eurjchem-400	160	86	35.1	35.1	NUM
eurjchem-400	160	87	(	(	PUNCT
eurjchem-400	160	88	c	c	NOUN
eurjchem-400	160	89	)	)	PUNCT
eurjchem-400	160	90	.	.	PUNCT
eurjchem-400	161	1	ms	ms	NOUN
eurjchem-400	161	2	(	(	PUNCT
eurjchem-400	161	3	esi+	esi+	PROPN
eurjchem-400	161	4	,	,	PUNCT
eurjchem-400	161	5	m	m	PROPN
eurjchem-400	161	6	/	/	SYM
eurjchem-400	161	7	z	z	NOUN
eurjchem-400	161	8	):	):	PUNCT
eurjchem-400	161	9	369	369	NUM
eurjchem-400	162	1	[	[	X
eurjchem-400	162	2	(	(	PUNCT
eurjchem-400	162	3	m+h)+	m+h)+	X
eurjchem-400	162	4	]	]	X
eurjchem-400	162	5	,	,	PUNCT
eurjchem-400	162	6	391	391	NUM
eurjchem-400	162	7	[	[	X
eurjchem-400	162	8	(	(	PUNCT
eurjchem-400	162	9	m+na)+	m+na)+	NOUN
eurjchem-400	162	10	]	]	PUNCT
eurjchem-400	162	11	.	.	PUNCT
eurjchem-400	163	1	hrms	hrms	PROPN
eurjchem-400	163	2	(	(	PUNCT
eurjchem-400	163	3	esi+	esi+	NOUN
eurjchem-400	163	4	)	)	PUNCT
eurjchem-400	163	5	calcd	calcd	NOUN
eurjchem-400	163	6	.	.	PUNCT
eurjchem-400	164	1	for	for	SCONJ
eurjchem-400	164	2	c14h13n2o6s2	c14h13n2o6s2	ADJ
eurjchem-400	164	3	(	(	PUNCT
eurjchem-400	164	4	m+h)+	m+h)+	NOUN
eurjchem-400	164	5	:	:	PUNCT
eurjchem-400	164	6	369.02095	369.02095	NUM
eurjchem-400	164	7	.	.	PROPN
eurjchem-400	164	8	found	find	VERB
eurjchem-400	164	9	:	:	PUNCT
eurjchem-400	164	10	369.02101	369.02101	NUM
eurjchem-400	164	11	.	.	PUNCT
eurjchem-400	165	1	2.2.1.9	2.2.1.9	NUM
eurjchem-400	165	2	.	.	PUNCT
eurjchem-400	166	1	6,7‐bis(1‐methoxycarbonylmethylthio)‐5,8‐	6,7‐bis(1‐methoxycarbonylmethylthio)‐5,8‐	NUM
eurjchem-400	166	2	quinoxalinequinone	quinoxalinequinone	NOUN
eurjchem-400	166	3	(	(	PUNCT
eurjchem-400	166	4	25	25	NUM
eurjchem-400	166	5	)	)	PUNCT
eurjchem-400	166	6	methyl	methyl	NOUN
eurjchem-400	166	7	thioglycolate	thioglycolate	NOUN
eurjchem-400	166	8	(	(	PUNCT
eurjchem-400	166	9	25	25	NUM
eurjchem-400	166	10	µl	µl	NOUN
eurjchem-400	166	11	,	,	PUNCT
eurjchem-400	166	12	0.275	0.275	NUM
eurjchem-400	166	13	mmol	mmol	NOUN
eurjchem-400	166	14	)	)	PUNCT
eurjchem-400	166	15	and	and	CCONJ
eurjchem-400	166	16	triethylamine	triethylamine	NOUN
eurjchem-400	166	17	(	(	PUNCT
eurjchem-400	166	18	38	38	NUM
eurjchem-400	166	19	µl	µl	NOUN
eurjchem-400	166	20	,	,	PUNCT
eurjchem-400	166	21	0.275	0.275	NUM
eurjchem-400	166	22	mmol	mmol	NOUN
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eurjchem-400	166	24	were	be	AUX
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eurjchem-400	166	26	in	in	ADP
eurjchem-400	166	27	thf	thf	NOUN
eurjchem-400	166	28	(	(	PUNCT
eurjchem-400	166	29	620	620	NUM
eurjchem-400	166	30	µl	µl	NOUN
eurjchem-400	166	31	)	)	PUNCT
eurjchem-400	166	32	at	at	ADP
eurjchem-400	166	33	room	room	NOUN
eurjchem-400	166	34	temperature	temperature	NOUN
eurjchem-400	166	35	and	and	CCONJ
eurjchem-400	166	36	stirred	stir	VERB
eurjchem-400	166	37	for	for	ADP
eurjchem-400	166	38	15	15	NUM
eurjchem-400	166	39	min	min	NOUN
eurjchem-400	166	40	before	before	SCONJ
eurjchem-400	166	41	5,8‐	5,8‐	NUM
eurjchem-400	166	42	quinoxalinequinone	quinoxalinequinone	NOUN
eurjchem-400	166	43	(	(	PUNCT
eurjchem-400	166	44	20	20	NUM
eurjchem-400	166	45	mg	mg	PROPN
eurjchem-400	166	46	,	,	PUNCT
eurjchem-400	166	47	0.125	0.125	NUM
eurjchem-400	166	48	mmol	mmol	NOUN
eurjchem-400	166	49	)	)	PUNCT
eurjchem-400	166	50	was	be	AUX
eurjchem-400	166	51	added	add	VERB
eurjchem-400	166	52	.	.	PUNCT
eurjchem-400	167	1	after	after	ADP
eurjchem-400	167	2	stirring	stir	VERB
eurjchem-400	167	3	for	for	ADP
eurjchem-400	167	4	12h	12h	NUM
eurjchem-400	167	5	,	,	PUNCT
eurjchem-400	167	6	the	the	DET
eurjchem-400	167	7	volatiles	volatile	NOUN
eurjchem-400	167	8	were	be	AUX
eurjchem-400	167	9	evaporated	evaporate	VERB
eurjchem-400	167	10	under	under	ADP
eurjchem-400	167	11	reduced	reduce	VERB
eurjchem-400	167	12	pressure	pressure	NOUN
eurjchem-400	167	13	and	and	CCONJ
eurjchem-400	167	14	the	the	DET
eurjchem-400	167	15	residue	residue	NOUN
eurjchem-400	167	16	was	be	AUX
eurjchem-400	167	17	dissolved	dissolve	VERB
eurjchem-400	167	18	in	in	ADP
eurjchem-400	167	19	water	water	NOUN
eurjchem-400	167	20	and	and	CCONJ
eurjchem-400	167	21	then	then	ADV
eurjchem-400	167	22	extracted	extract	VERB
eurjchem-400	167	23	with	with	ADP
eurjchem-400	167	24	ch2cl2	ch2cl2	PUNCT
eurjchem-400	167	25	(	(	PUNCT
eurjchem-400	167	26	3x10	3x10	NUM
eurjchem-400	167	27	ml	ml	NOUN
eurjchem-400	167	28	)	)	PUNCT
eurjchem-400	167	29	.	.	PUNCT
eurjchem-400	168	1	the	the	DET
eurjchem-400	168	2	combined	combine	VERB
eurjchem-400	168	3	organic	organic	ADJ
eurjchem-400	168	4	layers	layer	NOUN
eurjchem-400	168	5	were	be	AUX
eurjchem-400	168	6	washed	wash	VERB
eurjchem-400	168	7	with	with	ADP
eurjchem-400	168	8	brine	brine	NOUN
eurjchem-400	168	9	(	(	PUNCT
eurjchem-400	168	10	15	15	NUM
eurjchem-400	168	11	ml	ml	NOUN
eurjchem-400	168	12	)	)	PUNCT
eurjchem-400	168	13	,	,	PUNCT
eurjchem-400	168	14	dried	dry	VERB
eurjchem-400	168	15	over	over	ADP
eurjchem-400	168	16	na2so4	na2so4	NOUN
eurjchem-400	168	17	and	and	CCONJ
eurjchem-400	168	18	evaporated	evaporate	VERB
eurjchem-400	168	19	under	under	ADP
eurjchem-400	168	20	reduced	reduce	VERB
eurjchem-400	168	21	pressure	pressure	NOUN
eurjchem-400	168	22	to	to	PART
eurjchem-400	168	23	afford	afford	VERB
eurjchem-400	168	24	a	a	DET
eurjchem-400	168	25	yellow	yellow	ADJ
eurjchem-400	168	26	solid	solid	ADJ
eurjchem-400	168	27	which	which	PRON
eurjchem-400	168	28	was	be	AUX
eurjchem-400	168	29	purified	purify	VERB
eurjchem-400	168	30	by	by	ADP
eurjchem-400	168	31	column	column	NOUN
eurjchem-400	168	32	chromatography	chromatography	NOUN
eurjchem-400	168	33	on	on	ADP
eurjchem-400	168	34	silica	silica	NOUN
eurjchem-400	168	35	gel	gel	NOUN
eurjchem-400	168	36	(	(	PUNCT
eurjchem-400	168	37	et2o	et2o	ADJ
eurjchem-400	168	38	:	:	PUNCT
eurjchem-400	168	39	meoh	meoh	NOUN
eurjchem-400	168	40	,	,	PUNCT
eurjchem-400	168	41	94:6	94:6	NUM
eurjchem-400	168	42	)	)	PUNCT
eurjchem-400	168	43	and	and	CCONJ
eurjchem-400	168	44	crystallized	crystallize	VERB
eurjchem-400	168	45	from	from	ADP
eurjchem-400	168	46	hot	hot	ADJ
eurjchem-400	168	47	ethanol	ethanol	NOUN
eurjchem-400	168	48	to	to	PART
eurjchem-400	168	49	afford	afford	VERB
eurjchem-400	168	50	5,8‐dihydroxy‐6,7‐bis(1‐methoxycarbonylmethylthio)quino‐	5,8‐dihydroxy‐6,7‐bis(1‐methoxycarbonylmethylthio)quino‐	NUM
eurjchem-400	168	51	xaline	xaline	NOUN
eurjchem-400	168	52	(	(	PUNCT
eurjchem-400	168	53	17	17	NUM
eurjchem-400	168	54	mg	mg	NOUN
eurjchem-400	168	55	,	,	PUNCT
eurjchem-400	168	56	37	37	NUM
eurjchem-400	168	57	%	%	NOUN
eurjchem-400	168	58	)	)	PUNCT
eurjchem-400	168	59	as	as	ADP
eurjchem-400	168	60	a	a	DET
eurjchem-400	168	61	yellow	yellow	ADJ
eurjchem-400	168	62	solid	solid	NOUN
eurjchem-400	168	63	.	.	PUNCT
eurjchem-400	169	1	m.p	m.p	PROPN
eurjchem-400	169	2	.	.	PROPN
eurjchem-400	169	3	:	:	PUNCT
eurjchem-400	170	1	129‐130	129‐130	NUM
eurjchem-400	170	2	°	°	PROPN
eurjchem-400	170	3	c	c	PROPN
eurjchem-400	170	4	.	.	PUNCT
eurjchem-400	170	5	1h	1h	NUM
eurjchem-400	170	6	nmr	nmr	NOUN
eurjchem-400	170	7	(	(	PUNCT
eurjchem-400	170	8	400	400	NUM
eurjchem-400	170	9	mhz	mhz	NOUN
eurjchem-400	170	10	,	,	PUNCT
eurjchem-400	170	11	cdcl3	cdcl3	NOUN
eurjchem-400	170	12	,	,	PUNCT
eurjchem-400	170	13			NUM
eurjchem-400	170	14	,	,	PUNCT
eurjchem-400	170	15	ppm	ppm	NUM
eurjchem-400	170	16	):	):	PUNCT
eurjchem-400	170	17	8.83	8.83	NUM
eurjchem-400	170	18	(	(	PUNCT
eurjchem-400	170	19	s	s	PROPN
eurjchem-400	170	20	,	,	PUNCT
eurjchem-400	170	21	2h	2h	NUM
eurjchem-400	170	22	,	,	PUNCT
eurjchem-400	170	23	ar‐h	ar‐h	NOUN
eurjchem-400	170	24	)	)	PUNCT
eurjchem-400	170	25	,	,	PUNCT
eurjchem-400	170	26	8.01	8.01	NUM
eurjchem-400	170	27	(	(	PUNCT
eurjchem-400	170	28	s	s	PROPN
eurjchem-400	170	29	,	,	PUNCT
eurjchem-400	170	30	2h	2h	NUM
eurjchem-400	170	31	,	,	PUNCT
eurjchem-400	170	32	oh	oh	INTJ
eurjchem-400	170	33	)	)	PUNCT
eurjchem-400	170	34	,	,	PUNCT
eurjchem-400	170	35	3.86	3.86	NUM
eurjchem-400	170	36	(	(	PUNCT
eurjchem-400	170	37	s	s	PROPN
eurjchem-400	170	38	,	,	PUNCT
eurjchem-400	170	39	4h	4h	NUM
eurjchem-400	170	40	,	,	PUNCT
eurjchem-400	170	41	2ch2	2ch2	NUM
eurjchem-400	170	42	)	)	PUNCT
eurjchem-400	170	43	,	,	PUNCT
eurjchem-400	170	44	3.68	3.68	NUM
eurjchem-400	170	45	(	(	PUNCT
eurjchem-400	170	46	s	s	PROPN
eurjchem-400	170	47	,	,	PUNCT
eurjchem-400	170	48	6h	6h	NUM
eurjchem-400	170	49	,	,	PUNCT
eurjchem-400	170	50	2ch3	2ch3	NUM
eurjchem-400	170	51	)	)	PUNCT
eurjchem-400	170	52	.	.	PUNCT
eurjchem-400	170	53	13c	13c	NOUN
eurjchem-400	170	54	nmr	nmr	NOUN
eurjchem-400	170	55	(	(	PUNCT
eurjchem-400	170	56	75	75	NUM
eurjchem-400	170	57	mhz	mhz	NOUN
eurjchem-400	170	58	,	,	PUNCT
eurjchem-400	170	59	cdcl3	cdcl3	NOUN
eurjchem-400	170	60	,	,	PUNCT
eurjchem-400	170	61			NUM
eurjchem-400	170	62	,	,	PUNCT
eurjchem-400	170	63	ppm	ppm	NUM
eurjchem-400	170	64	):	):	PUNCT
eurjchem-400	170	65	170.4	170.4	NUM
eurjchem-400	170	66	(	(	PUNCT
eurjchem-400	170	67	2c	2c	NUM
eurjchem-400	170	68	=	=	SYM
eurjchem-400	170	69	o	o	NOUN
eurjchem-400	170	70	)	)	PUNCT
eurjchem-400	170	71	,	,	PUNCT
eurjchem-400	170	72	147.3	147.3	NUM
eurjchem-400	170	73	(	(	PUNCT
eurjchem-400	170	74	c	c	NOUN
eurjchem-400	170	75	)	)	PUNCT
eurjchem-400	170	76	,	,	PUNCT
eurjchem-400	170	77	144.3	144.3	NUM
eurjchem-400	170	78	(	(	PUNCT
eurjchem-400	170	79	c	c	NOUN
eurjchem-400	170	80	)	)	PUNCT
eurjchem-400	170	81	,	,	PUNCT
eurjchem-400	170	82	133.6	133.6	NUM
eurjchem-400	170	83	(	(	PUNCT
eurjchem-400	170	84	c	c	NOUN
eurjchem-400	170	85	)	)	PUNCT
eurjchem-400	170	86	,	,	PUNCT
eurjchem-400	170	87	119.3	119.3	NUM
eurjchem-400	170	88	(	(	PUNCT
eurjchem-400	170	89	c	c	NOUN
eurjchem-400	170	90	)	)	PUNCT
eurjchem-400	170	91	,	,	PUNCT
eurjchem-400	170	92	52.7	52.7	NUM
eurjchem-400	170	93	(	(	PUNCT
eurjchem-400	170	94	c	c	NOUN
eurjchem-400	170	95	)	)	PUNCT
eurjchem-400	170	96	,	,	PUNCT
eurjchem-400	170	97	36.7	36.7	NUM
eurjchem-400	170	98	(	(	PUNCT
eurjchem-400	170	99	c	c	NOUN
eurjchem-400	170	100	)	)	PUNCT
eurjchem-400	170	101	.	.	PUNCT
eurjchem-400	171	1	ir	ir	PROPN
eurjchem-400	171	2	(	(	PUNCT
eurjchem-400	171	3	kbr	kbr	PROPN
eurjchem-400	171	4	,	,	PUNCT
eurjchem-400	171	5			PROPN
eurjchem-400	171	6	,	,	PUNCT
eurjchem-400	171	7	cm‐1	cm‐1	PROPN
eurjchem-400	171	8	):	):	PUNCT
eurjchem-400	171	9	1720	1720	NUM
eurjchem-400	171	10	,	,	PUNCT
eurjchem-400	171	11	1439	1439	NUM
eurjchem-400	171	12	,	,	PUNCT
eurjchem-400	171	13	1400	1400	NUM
eurjchem-400	171	14	,	,	PUNCT
eurjchem-400	171	15	1278	1278	NUM
eurjchem-400	171	16	,	,	PUNCT
eurjchem-400	171	17	1154	1154	NUM
eurjchem-400	171	18	,	,	PUNCT
eurjchem-400	171	19	1121	1121	NUM
eurjchem-400	171	20	,	,	PUNCT
eurjchem-400	171	21	1100	1100	NUM
eurjchem-400	171	22	.	.	PUNCT
eurjchem-400	172	1	hrms	hrm	NOUN
eurjchem-400	172	2	(	(	PUNCT
eurjchem-400	172	3	esi+	esi+	NOUN
eurjchem-400	172	4	)	)	PUNCT
eurjchem-400	172	5	calcd	calcd	NOUN
eurjchem-400	172	6	.	.	PUNCT
eurjchem-400	173	1	for	for	ADP
eurjchem-400	173	2	c14h14n2o6s2na	c14h14n2o6s2na	NOUN
eurjchem-400	173	3	(	(	PUNCT
eurjchem-400	173	4	m+na)+	m+na)+	NOUN
eurjchem-400	173	5	:	:	PUNCT
eurjchem-400	173	6	393.01855	393.01855	NUM
eurjchem-400	173	7	,	,	PUNCT
eurjchem-400	173	8	found	find	VERB
eurjchem-400	173	9	:	:	PUNCT
eurjchem-400	174	1	393.01857	393.01857	NUM
eurjchem-400	174	2	.	.	PUNCT
eurjchem-400	175	1	this	this	DET
eurjchem-400	175	2	material	material	NOUN
eurjchem-400	175	3	(	(	PUNCT
eurjchem-400	175	4	17	17	NUM
eurjchem-400	175	5	mg	mg	PROPN
eurjchem-400	175	6	,	,	PUNCT
eurjchem-400	175	7	0.046	0.046	NUM
eurjchem-400	175	8	mmol	mmol	NOUN
eurjchem-400	175	9	)	)	PUNCT
eurjchem-400	175	10	was	be	AUX
eurjchem-400	175	11	taken‐up	taken‐up	ADJ
eurjchem-400	175	12	in	in	ADP
eurjchem-400	175	13	acetonitrile	acetonitrile	NOUN
eurjchem-400	175	14	:	:	PUNCT
eurjchem-400	175	15	water	water	NOUN
eurjchem-400	175	16	(	(	PUNCT
eurjchem-400	175	17	1:1	1:1	NUM
eurjchem-400	175	18	)	)	PUNCT
eurjchem-400	175	19	(	(	PUNCT
eurjchem-400	175	20	500	500	NUM
eurjchem-400	175	21	µl	µl	NOUN
eurjchem-400	175	22	)	)	PUNCT
eurjchem-400	175	23	,	,	PUNCT
eurjchem-400	175	24	to	to	PART
eurjchem-400	175	25	which	which	PRON
eurjchem-400	175	26	was	be	AUX
eurjchem-400	175	27	added	add	VERB
eurjchem-400	175	28	dropwise	dropwise	NOUN
eurjchem-400	175	29	under	under	ADP
eurjchem-400	175	30	stirring	stir	VERB
eurjchem-400	175	31	a	a	DET
eurjchem-400	175	32	solution	solution	NOUN
eurjchem-400	175	33	of	of	ADP
eurjchem-400	175	34	cerium	cerium	NOUN
eurjchem-400	175	35	ammonium	ammonium	NOUN
eurjchem-400	175	36	nitrate	nitrate	NOUN
eurjchem-400	175	37	(	(	PUNCT
eurjchem-400	175	38	55	55	NUM
eurjchem-400	175	39	mg	mg	NOUN
eurjchem-400	175	40	,	,	PUNCT
eurjchem-400	175	41	0.101	0.101	NUM
eurjchem-400	175	42	mmol	mmol	NOUN
eurjchem-400	175	43	)	)	PUNCT
eurjchem-400	175	44	in	in	ADP
eurjchem-400	175	45	acetonitrile	acetonitrile	NOUN
eurjchem-400	175	46	:	:	PUNCT
eurjchem-400	175	47	water	water	NOUN
eurjchem-400	175	48	(	(	PUNCT
eurjchem-400	175	49	20:1	20:1	NUM
eurjchem-400	175	50	)	)	PUNCT
eurjchem-400	175	51	(	(	PUNCT
eurjchem-400	175	52	950	950	NUM
eurjchem-400	175	53	µl	µl	NOUN
eurjchem-400	175	54	)	)	PUNCT
eurjchem-400	175	55	.	.	PUNCT
eurjchem-400	176	1	the	the	DET
eurjchem-400	176	2	mixture	mixture	NOUN
eurjchem-400	176	3	was	be	AUX
eurjchem-400	176	4	then	then	ADV
eurjchem-400	176	5	stirred	stir	VERB
eurjchem-400	176	6	at	at	ADP
eurjchem-400	176	7	room	room	NOUN
eurjchem-400	176	8	temperature	temperature	NOUN
eurjchem-400	176	9	for	for	ADP
eurjchem-400	176	10	30	30	NUM
eurjchem-400	176	11	min	min	NOUN
eurjchem-400	176	12	before	before	ADP
eurjchem-400	176	13	being	be	AUX
eurjchem-400	176	14	diluted	dilute	VERB
eurjchem-400	176	15	with	with	ADP
eurjchem-400	176	16	a	a	DET
eurjchem-400	176	17	ice	ice	NOUN
eurjchem-400	176	18	/	/	SYM
eurjchem-400	176	19	water	water	NOUN
eurjchem-400	176	20	slurry	slurry	NOUN
eurjchem-400	176	21	(	(	PUNCT
eurjchem-400	176	22	5	5	NUM
eurjchem-400	176	23	ml	ml	NOUN
eurjchem-400	176	24	)	)	PUNCT
eurjchem-400	176	25	and	and	CCONJ
eurjchem-400	176	26	ch2cl2	ch2cl2	X
eurjchem-400	176	27	(	(	PUNCT
eurjchem-400	176	28	5	5	NUM
eurjchem-400	176	29	ml	ml	NOUN
eurjchem-400	176	30	)	)	PUNCT
eurjchem-400	176	31	.	.	PUNCT
eurjchem-400	177	1	the	the	DET
eurjchem-400	177	2	aqueous	aqueous	ADJ
eurjchem-400	177	3	phase	phase	NOUN
eurjchem-400	177	4	was	be	AUX
eurjchem-400	177	5	extracted	extract	VERB
eurjchem-400	177	6	with	with	ADP
eurjchem-400	177	7	ch2cl2	ch2cl2	PUNCT
eurjchem-400	177	8	(	(	PUNCT
eurjchem-400	177	9	4x5	4x5	NUM
eurjchem-400	177	10	ml	ml	NOUN
eurjchem-400	177	11	)	)	PUNCT
eurjchem-400	177	12	and	and	CCONJ
eurjchem-400	177	13	the	the	DET
eurjchem-400	177	14	combined	combine	VERB
eurjchem-400	177	15	organic	organic	ADJ
eurjchem-400	177	16	layers	layer	NOUN
eurjchem-400	177	17	were	be	AUX
eurjchem-400	177	18	washed	wash	VERB
eurjchem-400	177	19	with	with	ADP
eurjchem-400	177	20	brine	brine	NOUN
eurjchem-400	177	21	(	(	PUNCT
eurjchem-400	177	22	5	5	NUM
eurjchem-400	177	23	ml	ml	NOUN
eurjchem-400	177	24	)	)	PUNCT
eurjchem-400	177	25	,	,	PUNCT
eurjchem-400	177	26	and	and	CCONJ
eurjchem-400	177	27	dried	dry	VERB
eurjchem-400	177	28	over	over	ADP
eurjchem-400	177	29	na2so4	na2so4	PROPN
eurjchem-400	177	30	.	.	PUNCT
eurjchem-400	178	1	evaporation	evaporation	NOUN
eurjchem-400	178	2	of	of	ADP
eurjchem-400	178	3	the	the	DET
eurjchem-400	178	4	volatiles	volatile	NOUN
eurjchem-400	178	5	under	under	ADP
eurjchem-400	178	6	reduced	reduced	ADJ
eurjchem-400	178	7	pressure	pressure	NOUN
eurjchem-400	178	8	afforded	afford	VERB
eurjchem-400	178	9	a	a	DET
eurjchem-400	178	10	dark	dark	ADJ
eurjchem-400	178	11	purple	purple	ADJ
eurjchem-400	178	12	oil	oil	NOUN
eurjchem-400	178	13	which	which	PRON
eurjchem-400	178	14	was	be	AUX
eurjchem-400	178	15	purified	purify	VERB
eurjchem-400	178	16	by	by	ADP
eurjchem-400	178	17	column	column	NOUN
eurjchem-400	178	18	chromatography	chromatography	NOUN
eurjchem-400	178	19	on	on	ADP
eurjchem-400	178	20	silica	silica	NOUN
eurjchem-400	178	21	gel	gel	NOUN
eurjchem-400	178	22	(	(	PUNCT
eurjchem-400	178	23	ch2cl2	ch2cl2	NOUN
eurjchem-400	178	24	then	then	ADV
eurjchem-400	178	25	ch2cl2	ch2cl2	PROPN
eurjchem-400	178	26	:	:	PUNCT
eurjchem-400	178	27	meoh	meoh	PROPN
eurjchem-400	178	28	,	,	PUNCT
eurjchem-400	178	29	95:5	95:5	NUM
eurjchem-400	178	30	)	)	PUNCT
eurjchem-400	178	31	to	to	PART
eurjchem-400	178	32	give	give	VERB
eurjchem-400	178	33	25	25	NUM
eurjchem-400	178	34	as	as	ADP
eurjchem-400	178	35	an	an	DET
eurjchem-400	178	36	orange	orange	ADJ
eurjchem-400	178	37	oil	oil	NOUN
eurjchem-400	178	38	.	.	PUNCT
eurjchem-400	179	1	yield	yield	NOUN
eurjchem-400	179	2	:	:	PUNCT
eurjchem-400	179	3	24	24	NUM
eurjchem-400	179	4	%	%	NOUN
eurjchem-400	179	5	.	.	PUNCT
eurjchem-400	180	1	ft‐ir	ft‐ir	NOUN
eurjchem-400	180	2	(	(	PUNCT
eurjchem-400	180	3	film	film	NOUN
eurjchem-400	180	4	,	,	PUNCT
eurjchem-400	180	5	cm‐1	cm‐1	PROPN
eurjchem-400	180	6	):	):	PUNCT
eurjchem-400	180	7	3003	3003	NUM
eurjchem-400	180	8	,	,	PUNCT
eurjchem-400	180	9	2954	2954	NUM
eurjchem-400	180	10	,	,	PUNCT
eurjchem-400	180	11	2924	2924	NUM
eurjchem-400	180	12	,	,	PUNCT
eurjchem-400	180	13	2851	2851	NUM
eurjchem-400	180	14	,	,	PUNCT
eurjchem-400	180	15	1731	1731	NUM
eurjchem-400	180	16	(c	(c	NUM
eurjchem-400	180	17	=	=	SYM
eurjchem-400	180	18	o	o	NOUN
eurjchem-400	180	19	)	)	PUNCT
eurjchem-400	180	20	,	,	PUNCT
eurjchem-400	180	21	1667	1667	NUM
eurjchem-400	180	22	(c	(c	NOUN
eurjchem-400	180	23	=	=	SYM
eurjchem-400	180	24	o	o	NOUN
eurjchem-400	180	25	)	)	PUNCT
eurjchem-400	180	26	,	,	PUNCT
eurjchem-400	180	27	1530	1530	NUM
eurjchem-400	180	28	(aromatic	(aromatic	PROPN
eurjchem-400	180	29	c	c	NOUN
eurjchem-400	180	30	=	=	NOUN
eurjchem-400	180	31	c	c	NOUN
eurjchem-400	180	32	)	)	PUNCT
eurjchem-400	180	33	,	,	PUNCT
eurjchem-400	180	34	1485	1485	NUM
eurjchem-400	180	35	,	,	PUNCT
eurjchem-400	180	36	1435	1435	NUM
eurjchem-400	180	37	,	,	PUNCT
eurjchem-400	180	38	1286	1286	NUM
eurjchem-400	180	39	,	,	PUNCT
eurjchem-400	180	40	1191	1191	NUM
eurjchem-400	180	41	,	,	PUNCT
eurjchem-400	180	42	1004	1004	NUM
eurjchem-400	180	43	.	.	PUNCT
eurjchem-400	181	1	1h	1h	NUM
eurjchem-400	181	2	nmr	nmr	NOUN
eurjchem-400	181	3	(	(	PUNCT
eurjchem-400	181	4	300	300	NUM
eurjchem-400	181	5	mhz	mhz	NOUN
eurjchem-400	181	6	,	,	PUNCT
eurjchem-400	181	7	cdcl3	cdcl3	NOUN
eurjchem-400	181	8	,	,	PUNCT
eurjchem-400	181	9			NUM
eurjchem-400	181	10	,	,	PUNCT
eurjchem-400	181	11	ppm	ppm	NUM
eurjchem-400	181	12	):	):	PUNCT
eurjchem-400	181	13	8.69	8.69	NUM
eurjchem-400	181	14	(	(	PUNCT
eurjchem-400	181	15	s	s	PROPN
eurjchem-400	181	16	,	,	PUNCT
eurjchem-400	181	17	2h	2h	NUM
eurjchem-400	181	18	,	,	PUNCT
eurjchem-400	181	19	ar‐h	ar‐h	NOUN
eurjchem-400	181	20	)	)	PUNCT
eurjchem-400	181	21	,	,	PUNCT
eurjchem-400	181	22	4.12	4.12	NUM
eurjchem-400	181	23	(	(	PUNCT
eurjchem-400	181	24	s	s	PROPN
eurjchem-400	181	25	,	,	PUNCT
eurjchem-400	181	26	4h	4h	NUM
eurjchem-400	181	27	,	,	PUNCT
eurjchem-400	181	28	2ch2	2ch2	NUM
eurjchem-400	181	29	)	)	PUNCT
eurjchem-400	181	30	,	,	PUNCT
eurjchem-400	181	31	3.70	3.70	NUM
eurjchem-400	181	32	(	(	PUNCT
eurjchem-400	181	33	s	s	PROPN
eurjchem-400	181	34	,	,	PUNCT
eurjchem-400	181	35	6h	6h	NUM
eurjchem-400	181	36	,	,	PUNCT
eurjchem-400	181	37	2ch3	2ch3	NUM
eurjchem-400	181	38	)	)	PUNCT
eurjchem-400	181	39	.	.	PUNCT
eurjchem-400	182	1	13c	13c	NOUN
eurjchem-400	182	2	nmr	nmr	NOUN
eurjchem-400	182	3	(	(	PUNCT
eurjchem-400	182	4	75	75	NUM
eurjchem-400	182	5	mhz	mhz	NOUN
eurjchem-400	182	6	,	,	PUNCT
eurjchem-400	182	7	cdcl3	cdcl3	NOUN
eurjchem-400	182	8	,	,	PUNCT
eurjchem-400	182	9			NUM
eurjchem-400	182	10	,	,	PUNCT
eurjchem-400	182	11	ppm	ppm	NUM
eurjchem-400	182	12	):	):	PUNCT
eurjchem-400	182	13	176.7	176.7	NUM
eurjchem-400	182	14	(	(	PUNCT
eurjchem-400	182	15	2c	2c	NOUN
eurjchem-400	182	16	=	=	SYM
eurjchem-400	182	17	o	o	NOUN
eurjchem-400	182	18	)	)	PUNCT
eurjchem-400	182	19	,	,	PUNCT
eurjchem-400	182	20	169.0	169.0	NUM
eurjchem-400	182	21	(	(	PUNCT
eurjchem-400	182	22	2c	2c	NUM
eurjchem-400	182	23	=	=	SYM
eurjchem-400	182	24	o	o	NOUN
eurjchem-400	182	25	)	)	PUNCT
eurjchem-400	182	26	,	,	PUNCT
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eurjchem-400	182	29	c	c	NOUN
eurjchem-400	182	30	)	)	PUNCT
eurjchem-400	182	31	,	,	PUNCT
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eurjchem-400	182	34	c	c	NOUN
eurjchem-400	182	35	)	)	PUNCT
eurjchem-400	182	36	,	,	PUNCT
eurjchem-400	182	37	144.6	144.6	NUM
eurjchem-400	182	38	(	(	PUNCT
eurjchem-400	182	39	c	c	NOUN
eurjchem-400	182	40	)	)	PUNCT
eurjchem-400	182	41	,	,	PUNCT
eurjchem-400	182	42	52.8	52.8	NUM
eurjchem-400	182	43	(	(	PUNCT
eurjchem-400	182	44	c	c	NOUN
eurjchem-400	182	45	)	)	PUNCT
eurjchem-400	182	46	,	,	PUNCT
eurjchem-400	182	47	35.2	35.2	NUM
eurjchem-400	182	48	(	(	PUNCT
eurjchem-400	182	49	c	c	NOUN
eurjchem-400	182	50	)	)	PUNCT
eurjchem-400	182	51	.	.	PUNCT
eurjchem-400	183	1	ms	ms	NOUN
eurjchem-400	183	2	(	(	PUNCT
eurjchem-400	183	3	esi+	esi+	PROPN
eurjchem-400	183	4	,	,	PUNCT
eurjchem-400	183	5	m	m	PROPN
eurjchem-400	183	6	/	/	SYM
eurjchem-400	183	7	z	z	NOUN
eurjchem-400	183	8	):	):	PUNCT
eurjchem-400	183	9	369	369	NUM
eurjchem-400	184	1	[	[	X
eurjchem-400	184	2	(	(	PUNCT
eurjchem-400	184	3	m+h)+	m+h)+	X
eurjchem-400	184	4	]	]	X
eurjchem-400	184	5	,	,	PUNCT
eurjchem-400	184	6	391	391	NUM
eurjchem-400	184	7	[	[	X
eurjchem-400	184	8	(	(	PUNCT
eurjchem-400	184	9	m+na)+	m+na)+	NOUN
eurjchem-400	184	10	]	]	PUNCT
eurjchem-400	184	11	.	.	PUNCT
eurjchem-400	185	1	anal	anal	PROPN
eurjchem-400	185	2	.	.	PUNCT
eurjchem-400	185	3	calcd	calcd	NOUN
eurjchem-400	185	4	.	.	PUNCT
eurjchem-400	186	1	for	for	ADP
eurjchem-400	186	2	c14h12n2o6s2	c14h12n2o6s2	NOUN
eurjchem-400	186	3	:	:	PUNCT
eurjchem-400	186	4	c	c	X
eurjchem-400	186	5	,	,	PUNCT
eurjchem-400	186	6	45.65	45.65	NUM
eurjchem-400	186	7	;	;	PUNCT
eurjchem-400	186	8	h	h	NOUN
eurjchem-400	186	9	,	,	PUNCT
eurjchem-400	186	10	3.28	3.28	NUM
eurjchem-400	186	11	;	;	PUNCT
eurjchem-400	186	12	n	n	CCONJ
eurjchem-400	186	13	,	,	PUNCT
eurjchem-400	186	14	7.60	7.60	NUM
eurjchem-400	186	15	.	.	PUNCT
eurjchem-400	187	1	found	find	VERB
eurjchem-400	187	2	:	:	PUNCT
eurjchem-400	188	1	c	c	X
eurjchem-400	188	2	,	,	PUNCT
eurjchem-400	188	3	45.89	45.89	NUM
eurjchem-400	188	4	;	;	PUNCT
eurjchem-400	188	5	h	h	NOUN
eurjchem-400	188	6	,	,	PUNCT
eurjchem-400	188	7	3.22	3.22	NUM
eurjchem-400	188	8	;	;	PUNCT
eurjchem-400	188	9	n	n	CCONJ
eurjchem-400	188	10	,	,	PUNCT
eurjchem-400	188	11	7.23	7.23	NUM
eurjchem-400	188	12	%	%	NOUN
eurjchem-400	188	13	.	.	PUNCT
eurjchem-400	189	1	2.2.1.10	2.2.1.10	NUM
eurjchem-400	189	2	.	.	X
eurjchem-400	190	1	5,6‐bis(1‐methoxycarbonylmethylthio)‐4,7‐	5,6‐bis(1‐methoxycarbonylmethylthio)‐4,7‐	NUM
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eurjchem-400	190	3	(	(	PUNCT
eurjchem-400	190	4	26	26	NUM
eurjchem-400	190	5	)	)	PUNCT
eurjchem-400	190	6	methyl	methyl	NOUN
eurjchem-400	190	7	thioglycolate	thioglycolate	NOUN
eurjchem-400	190	8	(	(	PUNCT
eurjchem-400	190	9	94	94	NUM
eurjchem-400	190	10	µl	µl	NOUN
eurjchem-400	190	11	,	,	PUNCT
eurjchem-400	190	12	1.05	1.05	NUM
eurjchem-400	190	13	mmol	mmol	NOUN
eurjchem-400	190	14	)	)	PUNCT
eurjchem-400	190	15	and	and	CCONJ
eurjchem-400	190	16	triethylamine	triethylamine	NOUN
eurjchem-400	190	17	(	(	PUNCT
eurjchem-400	190	18	150	150	NUM
eurjchem-400	190	19	µl	µl	NOUN
eurjchem-400	190	20	,	,	PUNCT
eurjchem-400	190	21	1.0	1.0	NUM
eurjchem-400	190	22	mmol	mmol	NOUN
eurjchem-400	190	23	)	)	PUNCT
eurjchem-400	190	24	were	be	AUX
eurjchem-400	190	25	added	add	VERB
eurjchem-400	190	26	to	to	ADP
eurjchem-400	190	27	thf	thf	NOUN
eurjchem-400	190	28	(	(	PUNCT
eurjchem-400	190	29	4.8	4.8	NUM
eurjchem-400	190	30	ml	ml	NOUN
eurjchem-400	190	31	)	)	PUNCT
eurjchem-400	190	32	and	and	CCONJ
eurjchem-400	190	33	the	the	DET
eurjchem-400	190	34	mixture	mixture	NOUN
eurjchem-400	190	35	was	be	AUX
eurjchem-400	190	36	stirred	stir	VERB
eurjchem-400	190	37	at	at	ADP
eurjchem-400	190	38	room	room	NOUN
eurjchem-400	190	39	temperature	temperature	NOUN
eurjchem-400	190	40	for	for	ADP
eurjchem-400	190	41	15	15	NUM
eurjchem-400	190	42	min	min	NOUN
eurjchem-400	190	43	before	before	ADP
eurjchem-400	190	44	the	the	DET
eurjchem-400	190	45	addition	addition	NOUN
eurjchem-400	190	46	of	of	ADP
eurjchem-400	190	47	4,7‐indolequinone	4,7‐indolequinone	NOUN
eurjchem-400	190	48	(	(	PUNCT
eurjchem-400	190	49	70	70	NUM
eurjchem-400	190	50	mg	mg	PROPN
eurjchem-400	190	51	,	,	PUNCT
eurjchem-400	190	52	0.476	0.476	NUM
eurjchem-400	190	53	mmol	mmol	NOUN
eurjchem-400	190	54	)	)	PUNCT
eurjchem-400	190	55	.	.	PUNCT
eurjchem-400	191	1	the	the	DET
eurjchem-400	191	2	reaction	reaction	NOUN
eurjchem-400	191	3	mixture	mixture	NOUN
eurjchem-400	191	4	was	be	AUX
eurjchem-400	191	5	stirred	stir	VERB
eurjchem-400	191	6	for	for	ADP
eurjchem-400	191	7	16	16	NUM
eurjchem-400	191	8	h	h	NOUN
eurjchem-400	191	9	,	,	PUNCT
eurjchem-400	191	10	then	then	ADV
eurjchem-400	191	11	was	be	AUX
eurjchem-400	191	12	diluted	dilute	VERB
eurjchem-400	191	13	with	with	ADP
eurjchem-400	191	14	water	water	NOUN
eurjchem-400	191	15	(	(	PUNCT
eurjchem-400	191	16	5	5	NUM
eurjchem-400	191	17	ml	ml	NOUN
eurjchem-400	191	18	)	)	PUNCT
eurjchem-400	191	19	and	and	CCONJ
eurjchem-400	191	20	ch2cl2	ch2cl2	X
eurjchem-400	191	21	(	(	PUNCT
eurjchem-400	191	22	5	5	NUM
eurjchem-400	191	23	ml	ml	NOUN
eurjchem-400	191	24	)	)	PUNCT
eurjchem-400	191	25	.	.	PUNCT
eurjchem-400	192	1	the	the	DET
eurjchem-400	192	2	aqueous	aqueous	ADJ
eurjchem-400	192	3	layer	layer	NOUN
eurjchem-400	192	4	was	be	AUX
eurjchem-400	192	5	extracted	extract	VERB
eurjchem-400	192	6	with	with	ADP
eurjchem-400	192	7	ch2cl2	ch2cl2	PUNCT
eurjchem-400	192	8	(	(	PUNCT
eurjchem-400	192	9	3x10	3x10	NUM
eurjchem-400	192	10	ml	ml	NOUN
eurjchem-400	192	11	)	)	PUNCT
eurjchem-400	192	12	and	and	CCONJ
eurjchem-400	192	13	the	the	DET
eurjchem-400	192	14	combined	combine	VERB
eurjchem-400	192	15	organic	organic	ADJ
eurjchem-400	192	16	layers	layer	NOUN
eurjchem-400	192	17	were	be	AUX
eurjchem-400	192	18	washed	wash	VERB
eurjchem-400	192	19	with	with	ADP
eurjchem-400	192	20	brine	brine	NOUN
eurjchem-400	192	21	(	(	PUNCT
eurjchem-400	192	22	15	15	NUM
eurjchem-400	192	23	ml	ml	NOUN
eurjchem-400	192	24	)	)	PUNCT
eurjchem-400	192	25	,	,	PUNCT
eurjchem-400	192	26	dried	dry	VERB
eurjchem-400	192	27	over	over	ADP
eurjchem-400	192	28	na2so4	na2so4	NOUN
eurjchem-400	192	29	and	and	CCONJ
eurjchem-400	192	30	evaporated	evaporate	VERB
eurjchem-400	192	31	under	under	ADP
eurjchem-400	192	32	reduced	reduced	ADJ
eurjchem-400	192	33	pressure	pressure	NOUN
eurjchem-400	192	34	.	.	PUNCT
eurjchem-400	193	1	purification	purification	NOUN
eurjchem-400	193	2	of	of	ADP
eurjchem-400	193	3	the	the	DET
eurjchem-400	193	4	crude	crude	ADJ
eurjchem-400	193	5	product	product	NOUN
eurjchem-400	193	6	was	be	AUX
eurjchem-400	193	7	achieved	achieve	VERB
eurjchem-400	193	8	by	by	ADP
eurjchem-400	193	9	column	column	NOUN
eurjchem-400	193	10	chromatography	chromatography	NOUN
eurjchem-400	193	11	on	on	ADP
eurjchem-400	193	12	silica	silica	NOUN
eurjchem-400	193	13	gel	gel	NOUN
eurjchem-400	193	14	(	(	PUNCT
eurjchem-400	193	15	ch2cl2	ch2cl2	NOUN
eurjchem-400	193	16	:	:	PUNCT
eurjchem-400	193	17	acoet	acoet	ADJ
eurjchem-400	193	18	,	,	PUNCT
eurjchem-400	193	19	94:6	94:6	NUM
eurjchem-400	193	20	)	)	PUNCT
eurjchem-400	193	21	to	to	PART
eurjchem-400	193	22	give	give	VERB
eurjchem-400	193	23	26	26	NUM
eurjchem-400	193	24	as	as	ADP
eurjchem-400	193	25	a	a	DET
eurjchem-400	193	26	purple	purple	ADJ
eurjchem-400	193	27	oil	oil	NOUN
eurjchem-400	193	28	.	.	PUNCT
eurjchem-400	194	1	yield	yield	NOUN
eurjchem-400	194	2	:	:	PUNCT
eurjchem-400	194	3	36	36	NUM
eurjchem-400	194	4	%	%	NOUN
eurjchem-400	194	5	.	.	PUNCT
eurjchem-400	195	1	ft‐	ft‐	PROPN
eurjchem-400	195	2	ir	ir	PROPN
eurjchem-400	195	3	(	(	PUNCT
eurjchem-400	195	4	kbr	kbr	PROPN
eurjchem-400	195	5	,	,	PUNCT
eurjchem-400	195	6	cm‐1	cm‐1	PROPN
eurjchem-400	195	7	):	):	PUNCT
eurjchem-400	195	8	3300	3300	NUM
eurjchem-400	195	9	(n‐h	(n‐h	NOUN
eurjchem-400	195	10	)	)	PUNCT
eurjchem-400	195	11	,	,	PUNCT
eurjchem-400	195	12	2953	2953	NUM
eurjchem-400	195	13	,	,	PUNCT
eurjchem-400	195	14	2926	2926	NUM
eurjchem-400	195	15	,	,	PUNCT
eurjchem-400	195	16	1737	1737	NUM
eurjchem-400	195	17	(c	(c	PROPN
eurjchem-400	195	18	=	=	SYM
eurjchem-400	195	19	o	o	NOUN
eurjchem-400	195	20	)	)	PUNCT
eurjchem-400	195	21	,	,	PUNCT
eurjchem-400	195	22	1649	1649	NUM
eurjchem-400	195	23	(c	(c	PROPN
eurjchem-400	195	24	=	=	SYM
eurjchem-400	195	25	o	o	NOUN
eurjchem-400	195	26	)	)	PUNCT
eurjchem-400	195	27	,	,	PUNCT
eurjchem-400	195	28	1435	1435	NUM
eurjchem-400	195	29	,	,	PUNCT
eurjchem-400	195	30	1381	1381	NUM
eurjchem-400	195	31	,	,	PUNCT
eurjchem-400	195	32	1292	1292	NUM
eurjchem-400	195	33	,	,	PUNCT
eurjchem-400	195	34	1194	1194	NUM
eurjchem-400	195	35	,	,	PUNCT
eurjchem-400	195	36	1157	1157	NUM
eurjchem-400	195	37	,	,	PUNCT
eurjchem-400	195	38	1124	1124	NUM
eurjchem-400	195	39	,	,	PUNCT
eurjchem-400	195	40	1008	1008	NUM
eurjchem-400	195	41	.	.	PUNCT
eurjchem-400	196	1	1h	1h	NUM
eurjchem-400	196	2	nmr	nmr	NOUN
eurjchem-400	196	3	(	(	PUNCT
eurjchem-400	196	4	300	300	NUM
eurjchem-400	196	5	mhz	mhz	NOUN
eurjchem-400	196	6	,	,	PUNCT
eurjchem-400	196	7	cdcl3	cdcl3	NOUN
eurjchem-400	196	8	,	,	PUNCT
eurjchem-400	196	9			NUM
eurjchem-400	196	10	,	,	PUNCT
eurjchem-400	196	11	ppm	ppm	NUM
eurjchem-400	196	12	):	):	PUNCT
eurjchem-400	196	13	10.28	10.28	NUM
eurjchem-400	196	14	(	(	PUNCT
eurjchem-400	196	15	br	br	PROPN
eurjchem-400	196	16	s	s	PROPN
eurjchem-400	196	17	,	,	PUNCT
eurjchem-400	196	18	1h	1h	NUM
eurjchem-400	196	19	,	,	PUNCT
eurjchem-400	196	20	nh	nh	PROPN
eurjchem-400	196	21	)	)	PUNCT
eurjchem-400	196	22	,	,	PUNCT
eurjchem-400	196	23	7.01	7.01	NUM
eurjchem-400	196	24	(	(	PUNCT
eurjchem-400	196	25	d	d	PROPN
eurjchem-400	196	26	,	,	PUNCT
eurjchem-400	196	27	1h	1h	NUM
eurjchem-400	196	28	,	,	PUNCT
eurjchem-400	196	29	j=2.7	j=2.7	PROPN
eurjchem-400	196	30	hz	hz	NOUN
eurjchem-400	196	31	,	,	PUNCT
eurjchem-400	196	32	ar‐h	ar‐h	PROPN
eurjchem-400	196	33	)	)	PUNCT
eurjchem-400	196	34	,	,	PUNCT
eurjchem-400	196	35	6.55	6.55	NUM
eurjchem-400	196	36	(	(	PUNCT
eurjchem-400	196	37	d	d	PROPN
eurjchem-400	196	38	,	,	PUNCT
eurjchem-400	196	39	1h	1h	NUM
eurjchem-400	196	40	,	,	PUNCT
eurjchem-400	196	41	j	j	PROPN
eurjchem-400	197	1	=	=	SYM
eurjchem-400	197	2	2.7	2.7	NUM
eurjchem-400	197	3	hz	hz	NOUN
eurjchem-400	197	4	,	,	PUNCT
eurjchem-400	197	5	ar‐h	ar‐h	NOUN
eurjchem-400	197	6	)	)	PUNCT
eurjchem-400	197	7	,	,	PUNCT
eurjchem-400	197	8	4.01	4.01	NUM
eurjchem-400	197	9	(	(	PUNCT
eurjchem-400	197	10	s	s	NOUN
eurjchem-400	197	11	,	,	PUNCT
eurjchem-400	197	12	2h	2h	NUM
eurjchem-400	197	13	,	,	PUNCT
eurjchem-400	197	14	ch2	ch2	PROPN
eurjchem-400	197	15	)	)	PUNCT
eurjchem-400	197	16	,	,	PUNCT
eurjchem-400	197	17	3.94	3.94	NUM
eurjchem-400	197	18	(	(	PUNCT
eurjchem-400	197	19	s	s	PROPN
eurjchem-400	197	20	,	,	PUNCT
eurjchem-400	197	21	2h	2h	NUM
eurjchem-400	197	22	,	,	PUNCT
eurjchem-400	197	23	ch2	ch2	PROPN
eurjchem-400	197	24	)	)	PUNCT
eurjchem-400	197	25	,	,	PUNCT
eurjchem-400	197	26	3.73	3.73	NUM
eurjchem-400	197	27	(	(	PUNCT
eurjchem-400	197	28	s	s	PROPN
eurjchem-400	197	29	,	,	PUNCT
eurjchem-400	197	30	3h	3h	NUM
eurjchem-400	197	31	,	,	PUNCT
eurjchem-400	197	32	ch3	ch3	PROPN
eurjchem-400	197	33	)	)	PUNCT
eurjchem-400	197	34	,	,	PUNCT
eurjchem-400	197	35	3.72	3.72	NUM
eurjchem-400	197	36	(	(	PUNCT
eurjchem-400	197	37	s	s	PROPN
eurjchem-400	197	38	,	,	PUNCT
eurjchem-400	197	39	3h	3h	NUM
eurjchem-400	197	40	,	,	PUNCT
eurjchem-400	197	41	ch3	ch3	PROPN
eurjchem-400	197	42	)	)	PUNCT
eurjchem-400	197	43	.	.	PUNCT
eurjchem-400	198	1	13c	13c	NOUN
eurjchem-400	198	2	nmr	nmr	NOUN
eurjchem-400	198	3	(	(	PUNCT
eurjchem-400	198	4	75	75	NUM
eurjchem-400	198	5	mhz	mhz	NOUN
eurjchem-400	198	6	,	,	PUNCT
eurjchem-400	198	7	cdcl3	cdcl3	NOUN
eurjchem-400	198	8	,	,	PUNCT
eurjchem-400	198	9			NUM
eurjchem-400	198	10	,	,	PUNCT
eurjchem-400	198	11	ppm	ppm	NUM
eurjchem-400	198	12	):	):	PUNCT
eurjchem-400	198	13	176.6	176.6	NUM
eurjchem-400	198	14	(	(	PUNCT
eurjchem-400	198	15	c	c	NOUN
eurjchem-400	198	16	=	=	NOUN
eurjchem-400	198	17	o	o	NOUN
eurjchem-400	198	18	)	)	PUNCT
eurjchem-400	198	19	,	,	PUNCT
eurjchem-400	198	20	171.2	171.2	NUM
eurjchem-400	198	21	(	(	PUNCT
eurjchem-400	198	22	c	c	NOUN
eurjchem-400	198	23	=	=	NOUN
eurjchem-400	198	24	o	o	NOUN
eurjchem-400	198	25	)	)	PUNCT
eurjchem-400	198	26	,	,	PUNCT
eurjchem-400	198	27	169.8	169.8	NUM
eurjchem-400	198	28	(	(	PUNCT
eurjchem-400	198	29	c	c	NOUN
eurjchem-400	198	30	=	=	NOUN
eurjchem-400	198	31	o	o	NOUN
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eurjchem-400	198	33	,	,	PUNCT
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eurjchem-400	198	36	c	c	NOUN
eurjchem-400	198	37	=	=	NOUN
eurjchem-400	198	38	o	o	NOUN
eurjchem-400	198	39	)	)	PUNCT
eurjchem-400	198	40	,	,	PUNCT
eurjchem-400	198	41	146.8	146.8	NUM
eurjchem-400	198	42	(	(	PUNCT
eurjchem-400	198	43	c	c	NOUN
eurjchem-400	198	44	)	)	PUNCT
eurjchem-400	198	45	,	,	PUNCT
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eurjchem-400	198	48	c	c	NOUN
eurjchem-400	198	49	)	)	PUNCT
eurjchem-400	198	50	,	,	PUNCT
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eurjchem-400	198	53	c	c	NOUN
eurjchem-400	198	54	)	)	PUNCT
eurjchem-400	198	55	,	,	PUNCT
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eurjchem-400	198	60	,	,	PUNCT
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eurjchem-400	198	63	c	c	NOUN
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eurjchem-400	198	65	,	,	PUNCT
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eurjchem-400	198	75	,	,	PUNCT
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eurjchem-400	198	78	c	c	NOUN
eurjchem-400	198	79	)	)	PUNCT
eurjchem-400	198	80	,	,	PUNCT
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eurjchem-400	198	83	c	c	NOUN
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eurjchem-400	198	85	,	,	PUNCT
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eurjchem-400	198	88	c	c	NOUN
eurjchem-400	198	89	)	)	PUNCT
eurjchem-400	198	90	.	.	PUNCT
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eurjchem-400	199	4	,	,	PUNCT
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eurjchem-400	199	8	):	):	PUNCT
eurjchem-400	199	9	356	356	NUM
eurjchem-400	199	10	[	[	X
eurjchem-400	199	11	(	(	PUNCT
eurjchem-400	199	12	m+h)+	m+h)+	X
eurjchem-400	199	13	]	]	X
eurjchem-400	199	14	,	,	PUNCT
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eurjchem-400	199	17	(	(	PUNCT
eurjchem-400	199	18	m+na)+	m+na)+	NOUN
eurjchem-400	199	19	]	]	PUNCT
eurjchem-400	199	20	.	.	PUNCT
eurjchem-400	200	1	hrms	hrms	PROPN
eurjchem-400	200	2	(	(	PUNCT
eurjchem-400	200	3	esi+	esi+	NOUN
eurjchem-400	200	4	)	)	PUNCT
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eurjchem-400	201	3	(	(	PUNCT
eurjchem-400	201	4	m+h)+	m+h)+	NOUN
eurjchem-400	201	5	:	:	PUNCT
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eurjchem-400	201	9	:	:	PUNCT
eurjchem-400	202	1	356.02617	356.02617	NUM
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eurjchem-400	203	1	for	for	ADP
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eurjchem-400	203	3	:	:	PUNCT
eurjchem-400	203	4	c	c	X
eurjchem-400	203	5	,	,	PUNCT
eurjchem-400	203	6	47.31	47.31	NUM
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eurjchem-400	203	9	,	,	PUNCT
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eurjchem-400	203	11	;	;	PUNCT
eurjchem-400	203	12	n	n	CCONJ
eurjchem-400	203	13	,	,	PUNCT
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eurjchem-400	204	1	c	c	X
eurjchem-400	204	2	,	,	PUNCT
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eurjchem-400	204	8	;	;	PUNCT
eurjchem-400	204	9	n	n	CCONJ
eurjchem-400	204	10	,	,	PUNCT
eurjchem-400	204	11	3.76	3.76	NUM
eurjchem-400	204	12	%	%	NOUN
eurjchem-400	204	13	.	.	PUNCT
eurjchem-400	205	1	2.2.2	2.2.2	X
eurjchem-400	205	2	.	.	PUNCT
eurjchem-400	205	3	in	in	ADP
eurjchem-400	205	4	vitro	vitro	X
eurjchem-400	205	5	enzymatic	enzymatic	ADJ
eurjchem-400	205	6	assay	assay	VERB
eurjchem-400	205	7	the	the	DET
eurjchem-400	205	8	activity	activity	NOUN
eurjchem-400	205	9	of	of	ADP
eurjchem-400	205	10	the	the	DET
eurjchem-400	205	11	mbp‐cdc25b	mbp‐cdc25b	NOUN
eurjchem-400	206	1	[	[	X
eurjchem-400	206	2	22	22	NUM
eurjchem-400	206	3	]	]	PUNCT
eurjchem-400	206	4	recombinant	recombinant	ADJ
eurjchem-400	206	5	enzyme	enzyme	NOUN
eurjchem-400	206	6	was	be	AUX
eurjchem-400	206	7	monitored	monitor	VERB
eurjchem-400	206	8	using	use	VERB
eurjchem-400	206	9	fluorescein	fluorescein	ADJ
eurjchem-400	206	10	diphosphate	diphosphate	NOUN
eurjchem-400	206	11	.	.	PUNCT
eurjchem-400	207	1	the	the	DET
eurjchem-400	207	2	assay	assay	NOUN
eurjchem-400	207	3	was	be	AUX
eurjchem-400	207	4	performed	perform	VERB
eurjchem-400	207	5	in	in	ADP
eurjchem-400	207	6	96‐well	96‐well	NUM
eurjchem-400	207	7	plates	plate	NOUN
eurjchem-400	207	8	in	in	ADP
eurjchem-400	207	9	a	a	DET
eurjchem-400	207	10	final	final	ADJ
eurjchem-400	207	11	volume	volume	NOUN
eurjchem-400	207	12	of	of	ADP
eurjchem-400	207	13	200	200	NUM
eurjchem-400	207	14	µl	µl	NOUN
eurjchem-400	207	15	.	.	PUNCT
eurjchem-400	208	1	mbp‐	mbp‐	NOUN
eurjchem-400	208	2	cdc25b3	cdc25b3	PROPN
eurjchem-400	208	3	was	be	AUX
eurjchem-400	208	4	diluted	dilute	VERB
eurjchem-400	208	5	in	in	ADP
eurjchem-400	208	6	assay	assay	NOUN
eurjchem-400	208	7	buffer	buffer	NOUN
eurjchem-400	208	8	[	[	PUNCT
eurjchem-400	208	9	30	30	NUM
eurjchem-400	208	10	mm	mm	PROPN
eurjchem-400	208	11	tris‐hcl	tris‐hcl	PROPN
eurjchem-400	208	12	(	(	PUNCT
eurjchem-400	208	13	ph	ph	PROPN
eurjchem-400	208	14	=	=	NOUN
eurjchem-400	208	15	8.2	8.2	NUM
eurjchem-400	208	16	)	)	PUNCT
eurjchem-400	208	17	,	,	PUNCT
eurjchem-400	208	18	75	75	NUM
eurjchem-400	208	19	mm	mm	NOUN
eurjchem-400	208	20	nacl	nacl	NOUN
eurjchem-400	208	21	,	,	PUNCT
eurjchem-400	208	22	0.67	0.67	NUM
eurjchem-400	208	23	mm	mm	NUM
eurjchem-400	208	24	edta	edta	PROPN
eurjchem-400	208	25	,	,	PUNCT
eurjchem-400	208	26	0.033	0.033	NUM
eurjchem-400	208	27	%	%	NOUN
eurjchem-400	208	28	bsa	bsa	NOUN
eurjchem-400	208	29	,	,	PUNCT
eurjchem-400	208	30	1	1	NUM
eurjchem-400	208	31	mm	mm	NOUN
eurjchem-400	208	32	dtt	dtt	NOUN
eurjchem-400	208	33	]	]	PUNCT
eurjchem-400	208	34	so	so	SCONJ
eurjchem-400	208	35	that	that	SCONJ
eurjchem-400	208	36	the	the	DET
eurjchem-400	208	37	final	final	ADJ
eurjchem-400	208	38	concentration	concentration	NOUN
eurjchem-400	208	39	was	be	AUX
eurjchem-400	208	40	90	90	NUM
eurjchem-400	208	41	ng	ng	NOUN
eurjchem-400	208	42	/	/	SYM
eurjchem-400	209	1	well	well	ADV
eurjchem-400	209	2	.	.	PUNCT
eurjchem-400	210	1	the	the	DET
eurjchem-400	210	2	reaction	reaction	NOUN
eurjchem-400	210	3	was	be	AUX
eurjchem-400	210	4	initiated	initiate	VERB
eurjchem-400	210	5	by	by	ADP
eurjchem-400	210	6	addition	addition	NOUN
eurjchem-400	210	7	of	of	ADP
eurjchem-400	210	8	25	25	NUM
eurjchem-400	210	9	µm	µm	NOUN
eurjchem-400	210	10	of	of	ADP
eurjchem-400	210	11	fluorescein	fluorescein	NOUN
eurjchem-400	210	12	diphosphate	diphosphate	NOUN
eurjchem-400	210	13	followed	follow	VERB
eurjchem-400	210	14	by	by	ADP
eurjchem-400	210	15	immediate	immediate	ADJ
eurjchem-400	210	16	measurement	measurement	NOUN
eurjchem-400	210	17	of	of	ADP
eurjchem-400	210	18	fluorescein	fluorescein	ADJ
eurjchem-400	210	19	phosphate	phosphate	NOUN
eurjchem-400	210	20	emission	emission	NOUN
eurjchem-400	210	21	with	with	ADP
eurjchem-400	210	22	a	a	DET
eurjchem-400	210	23	fluoroskan	fluoroskan	ADJ
eurjchem-400	210	24	ascent	ascent	NOUN
eurjchem-400	210	25	(	(	PUNCT
eurjchem-400	210	26	lab	lab	NOUN
eurjchem-400	210	27	systems	system	NOUN
eurjchem-400	210	28	;	;	PUNCT
eurjchem-400	210	29	excitation	excitation	NOUN
eurjchem-400	210	30	filter	filter	NOUN
eurjchem-400	210	31	:	:	PUNCT
eurjchem-400	210	32	485	485	NUM
eurjchem-400	210	33	nm	nm	NOUN
eurjchem-400	210	34	,	,	PUNCT
eurjchem-400	210	35	emission	emission	NOUN
eurjchem-400	210	36	filter	filter	NOUN
eurjchem-400	210	37	:	:	PUNCT
eurjchem-400	210	38	530	530	NUM
eurjchem-400	210	39	nm	nm	NOUN
eurjchem-400	210	40	)	)	PUNCT
eurjchem-400	210	41	.	.	PUNCT
eurjchem-400	211	1	for	for	ADP
eurjchem-400	211	2	each	each	DET
eurjchem-400	211	3	compound	compound	NOUN
eurjchem-400	211	4	,	,	PUNCT
eurjchem-400	211	5	the	the	DET
eurjchem-400	211	6	drug	drug	NOUN
eurjchem-400	211	7	concentration	concentration	NOUN
eurjchem-400	211	8	required	require	VERB
eurjchem-400	211	9	for	for	ADP
eurjchem-400	211	10	50	50	NUM
eurjchem-400	211	11	%	%	NOUN
eurjchem-400	211	12	inhibition	inhibition	NOUN
eurjchem-400	211	13	(	(	PUNCT
eurjchem-400	211	14	ic50	ic50	PROPN
eurjchem-400	211	15	)	)	PUNCT
eurjchem-400	211	16	was	be	AUX
eurjchem-400	211	17	determined	determine	VERB
eurjchem-400	211	18	from	from	ADP
eurjchem-400	211	19	a	a	DET
eurjchem-400	211	20	sigmoidal	sigmoidal	ADJ
eurjchem-400	211	21	dose‐response	dose‐response	NOUN
eurjchem-400	211	22	curve	curve	NOUN
eurjchem-400	211	23	using	use	VERB
eurjchem-400	211	24	graphpad	graphpad	NOUN
eurjchem-400	211	25	prism	prism	NOUN
eurjchem-400	211	26	4	4	NUM
eurjchem-400	211	27	(	(	PUNCT
eurjchem-400	211	28	graphpad	graphpad	NOUN
eurjchem-400	211	29	software	software	NOUN
eurjchem-400	211	30	,	,	PUNCT
eurjchem-400	211	31	san	san	PROPN
eurjchem-400	211	32	diego	diego	PROPN
eurjchem-400	211	33	,	,	PUNCT
eurjchem-400	211	34	ca	ca	NOUN
eurjchem-400	211	35	)	)	PUNCT
eurjchem-400	211	36	.	.	PUNCT
eurjchem-400	212	1	results	result	NOUN
eurjchem-400	212	2	are	be	AUX
eurjchem-400	212	3	expressed	express	VERB
eurjchem-400	212	4	as	as	ADP
eurjchem-400	212	5	the	the	DET
eurjchem-400	212	6	mean	mean	NOUN
eurjchem-400	212	7	of	of	ADP
eurjchem-400	212	8	at	at	ADV
eurjchem-400	212	9	least	least	ADV
eurjchem-400	212	10	two	two	NUM
eurjchem-400	212	11	independent	independent	ADJ
eurjchem-400	212	12	experiments	experiment	NOUN
eurjchem-400	212	13	with	with	ADP
eurjchem-400	212	14	three	three	NUM
eurjchem-400	212	15	determinations	determination	NOUN
eurjchem-400	212	16	per	per	ADP
eurjchem-400	212	17	tested	test	VERB
eurjchem-400	212	18	concentration	concentration	NOUN
eurjchem-400	212	19	and	and	CCONJ
eurjchem-400	212	20	per	per	ADP
eurjchem-400	212	21	experiment	experiment	NOUN
eurjchem-400	212	22	.	.	PUNCT
eurjchem-400	213	1	2.2.3	2.2.3	X
eurjchem-400	213	2	.	.	PUNCT
eurjchem-400	213	3	cell	cell	NOUN
eurjchem-400	213	4	proliferation	proliferation	NOUN
eurjchem-400	213	5	assay	assay	VERB
eurjchem-400	213	6	the	the	DET
eurjchem-400	213	7	inhibition	inhibition	NOUN
eurjchem-400	213	8	of	of	ADP
eurjchem-400	213	9	cell	cell	NOUN
eurjchem-400	213	10	proliferation	proliferation	NOUN
eurjchem-400	213	11	was	be	AUX
eurjchem-400	213	12	determined	determine	VERB
eurjchem-400	213	13	using	use	VERB
eurjchem-400	213	14	a	a	DET
eurjchem-400	213	15	colorimetric	colorimetric	ADJ
eurjchem-400	213	16	assay	assay	NOUN
eurjchem-400	213	17	based	base	VERB
eurjchem-400	213	18	on	on	ADP
eurjchem-400	213	19	the	the	DET
eurjchem-400	213	20	cleavage	cleavage	NOUN
eurjchem-400	213	21	of	of	ADP
eurjchem-400	213	22	the	the	DET
eurjchem-400	213	23	wst‐1	wst‐1	PROPN
eurjchem-400	213	24	tetrazolium	tetrazolium	NOUN
eurjchem-400	213	25	salt	salt	NOUN
eurjchem-400	213	26	by	by	ADP
eurjchem-400	213	27	mitochondrial	mitochondrial	ADJ
eurjchem-400	213	28	dehydrogenases	dehydrogenase	NOUN
eurjchem-400	213	29	in	in	ADP
eurjchem-400	213	30	viable	viable	ADJ
eurjchem-400	213	31	cells	cell	NOUN
eurjchem-400	213	32	,	,	PUNCT
eurjchem-400	213	33	leading	lead	VERB
eurjchem-400	213	34	to	to	ADP
eurjchem-400	213	35	formazan	formazan	ADJ
eurjchem-400	213	36	formation	formation	NOUN
eurjchem-400	213	37	.	.	PUNCT
eurjchem-400	214	1	at	at	ADP
eurjchem-400	214	2	day	day	NOUN
eurjchem-400	214	3	0	0	NUM
eurjchem-400	214	4	,	,	PUNCT
eurjchem-400	214	5	hela	hela	PROPN
eurjchem-400	214	6	and	and	CCONJ
eurjchem-400	214	7	miapaca‐2	miapaca‐2	PROPN
eurjchem-400	214	8	cells	cell	NOUN
eurjchem-400	214	9	were	be	AUX
eurjchem-400	214	10	plated	plate	VERB
eurjchem-400	214	11	at	at	ADP
eurjchem-400	214	12	5500	5500	NUM
eurjchem-400	214	13	and	and	CCONJ
eurjchem-400	214	14	5000	5000	NUM
eurjchem-400	214	15	cells	cell	NOUN
eurjchem-400	214	16	/	/	SYM
eurjchem-400	214	17	well	well	ADV
eurjchem-400	214	18	,	,	PUNCT
eurjchem-400	214	19	respectively	respectively	ADV
eurjchem-400	214	20	in	in	ADP
eurjchem-400	214	21	96‐well	96‐well	NUM
eurjchem-400	214	22	culture	culture	NOUN
eurjchem-400	214	23	plates	plate	NOUN
eurjchem-400	214	24	with	with	ADP
eurjchem-400	214	25	95	95	NUM
eurjchem-400	214	26	µl	µl	NOUN
eurjchem-400	214	27	of	of	ADP
eurjchem-400	214	28	medium	medium	NOUN
eurjchem-400	214	29	/	/	SYM
eurjchem-400	214	30	well	well	ADV
eurjchem-400	214	31	.	.	PUNCT
eurjchem-400	215	1	at	at	ADP
eurjchem-400	215	2	day	day	NOUN
eurjchem-400	215	3	1	1	NUM
eurjchem-400	215	4	,	,	PUNCT
eurjchem-400	215	5	cells	cell	NOUN
eurjchem-400	215	6	were	be	AUX
eurjchem-400	215	7	treated	treat	VERB
eurjchem-400	215	8	for	for	ADP
eurjchem-400	215	9	48	48	NUM
eurjchem-400	215	10	h	h	NOUN
eurjchem-400	215	11	with	with	ADP
eurjchem-400	215	12	5	5	NUM
eurjchem-400	215	13	µl	µl	NOUN
eurjchem-400	215	14	of	of	ADP
eurjchem-400	215	15	increasing	increase	VERB
eurjchem-400	215	16	concentrations	concentration	NOUN
eurjchem-400	215	17	of	of	ADP
eurjchem-400	215	18	drug	drug	NOUN
eurjchem-400	215	19	(	(	PUNCT
eurjchem-400	215	20	dissolved	dissolve	VERB
eurjchem-400	215	21	in	in	ADP
eurjchem-400	215	22	dmso	dmso	NOUN
eurjchem-400	215	23	,	,	PUNCT
eurjchem-400	215	24	to	to	ADP
eurjchem-400	215	25	a	a	DET
eurjchem-400	215	26	final	final	ADJ
eurjchem-400	215	27	concentration	concentration	NOUN
eurjchem-400	215	28	<	<	X
eurjchem-400	215	29	0.05	0.05	NUM
eurjchem-400	215	30	%	%	NOUN
eurjchem-400	215	31	)	)	PUNCT
eurjchem-400	215	32	.	.	PUNCT
eurjchem-400	216	1	at	at	ADP
eurjchem-400	216	2	day	day	NOUN
eurjchem-400	216	3	3	3	NUM
eurjchem-400	216	4	,	,	PUNCT
eurjchem-400	216	5	after	after	ADP
eurjchem-400	216	6	addition	addition	NOUN
eurjchem-400	216	7	of	of	ADP
eurjchem-400	216	8	10	10	NUM
eurjchem-400	216	9	µl	µl	NOUN
eurjchem-400	216	10	of	of	ADP
eurjchem-400	216	11	wst‐1	wst‐1	NOUN
eurjchem-400	216	12	per	per	ADP
eurjchem-400	216	13	well	well	ADV
eurjchem-400	216	14	,	,	PUNCT
eurjchem-400	216	15	cells	cell	NOUN
eurjchem-400	216	16	were	be	AUX
eurjchem-400	216	17	incubated	incubate	VERB
eurjchem-400	216	18	2	2	NUM
eurjchem-400	216	19	hours	hour	NOUN
eurjchem-400	216	20	at	at	ADP
eurjchem-400	216	21	37	37	NUM
eurjchem-400	216	22	°	°	SYM
eurjchem-400	216	23	c	c	NOUN
eurjchem-400	216	24	in	in	ADP
eurjchem-400	216	25	a	a	DET
eurjchem-400	216	26	humidified	humidify	VERB
eurjchem-400	216	27	atmosphere	atmosphere	NOUN
eurjchem-400	216	28	of	of	ADP
eurjchem-400	216	29	5	5	NUM
eurjchem-400	216	30	%	%	NOUN
eurjchem-400	216	31	co2	co2	NOUN
eurjchem-400	216	32	.	.	PUNCT
eurjchem-400	217	1	absorbance	absorbance	NOUN
eurjchem-400	217	2	was	be	AUX
eurjchem-400	217	3	then	then	ADV
eurjchem-400	217	4	measured	measure	VERB
eurjchem-400	217	5	at	at	ADP
eurjchem-400	217	6	490	490	NUM
eurjchem-400	217	7	nm	nm	NOUN
eurjchem-400	217	8	with	with	ADP
eurjchem-400	217	9	a	a	DET
eurjchem-400	217	10	bio‐rad	bio‐rad	X
eurjchem-400	217	11	microplate	microplate	NOUN
eurjchem-400	217	12	reader	reader	NOUN
eurjchem-400	217	13	.	.	PUNCT
eurjchem-400	218	1	the	the	DET
eurjchem-400	218	2	results	result	NOUN
eurjchem-400	218	3	are	be	AUX
eurjchem-400	218	4	expressed	express	VERB
eurjchem-400	218	5	as	as	ADP
eurjchem-400	218	6	the	the	DET
eurjchem-400	218	7	mean	mean	NOUN
eurjchem-400	218	8	of	of	ADP
eurjchem-400	218	9	three	three	NUM
eurjchem-400	218	10	independent	independent	ADJ
eurjchem-400	218	11	experiments	experiment	NOUN
eurjchem-400	218	12	with	with	ADP
eurjchem-400	218	13	three	three	NUM
eurjchem-400	218	14	determinations	determination	NOUN
eurjchem-400	218	15	per	per	ADP
eurjchem-400	218	16	tested	test	VERB
eurjchem-400	218	17	concentration	concentration	NOUN
eurjchem-400	218	18	and	and	CCONJ
eurjchem-400	218	19	per	per	ADP
eurjchem-400	218	20	experiment	experiment	NOUN
eurjchem-400	218	21	.	.	PUNCT
eurjchem-400	219	1	the	the	DET
eurjchem-400	219	2	ic50	ic50	PROPN
eurjchem-400	219	3	value	value	NOUN
eurjchem-400	219	4	were	be	AUX
eurjchem-400	219	5	determined	determine	VERB
eurjchem-400	219	6	from	from	ADP
eurjchem-400	219	7	a	a	DET
eurjchem-400	219	8	sigmoidal	sigmoidal	NOUN
eurjchem-400	219	9	dose‐response	dose‐response	NOUN
eurjchem-400	219	10	using	use	VERB
eurjchem-400	219	11	graphpad	graphpad	NOUN
eurjchem-400	219	12	prism	prism	NOUN
eurjchem-400	219	13	(	(	PUNCT
eurjchem-400	219	14	graphpad	graphpad	NOUN
eurjchem-400	219	15	software	software	NOUN
eurjchem-400	219	16	,	,	PUNCT
eurjchem-400	219	17	san	san	PROPN
eurjchem-400	219	18	diego	diego	PROPN
eurjchem-400	219	19	,	,	PUNCT
eurjchem-400	219	20	ca	ca	NOUN
eurjchem-400	219	21	)	)	PUNCT
eurjchem-400	219	22	.	.	PUNCT
eurjchem-400	220	1	3	3	X
eurjchem-400	220	2	.	.	NOUN
eurjchem-400	220	3	results	result	NOUN
eurjchem-400	220	4	and	and	CCONJ
eurjchem-400	220	5	discussion	discussion	NOUN
eurjchem-400	220	6	3.1	3.1	NUM
eurjchem-400	220	7	.	.	PUNCT
eurjchem-400	221	1	chemistry	chemistry	NOUN
eurjchem-400	221	2	parent	parent	NOUN
eurjchem-400	221	3	compound	compound	NOUN
eurjchem-400	221	4	bis(methoxycarbonylmethylthio	bis(methoxycarbonylmethylthio	PROPN
eurjchem-400	221	5	)	)	PUNCT
eurjchem-400	222	1	naphthaquinone	naphthaquinone	NOUN
eurjchem-400	222	2	,	,	PUNCT
eurjchem-400	222	3	14	14	NUM
eurjchem-400	222	4	,	,	PUNCT
eurjchem-400	222	5	was	be	AUX
eurjchem-400	222	6	prepared	prepare	VERB
eurjchem-400	222	7	from	from	ADP
eurjchem-400	222	8	6,7‐dichloro‐	6,7‐dichloro‐	NUM
eurjchem-400	222	9	naphthoquinone	naphthoquinone	NOUN
eurjchem-400	222	10	,	,	PUNCT
eurjchem-400	222	11	13	13	NUM
eurjchem-400	222	12	,	,	PUNCT
eurjchem-400	222	13	by	by	ADP
eurjchem-400	222	14	nucleophilic	nucleophilic	ADJ
eurjchem-400	222	15	attack	attack	NOUN
eurjchem-400	222	16	of	of	ADP
eurjchem-400	222	17	methyl	methyl	NOUN
eurjchem-400	222	18	mercaptoacetate	mercaptoacetate	NOUN
eurjchem-400	223	1	[	[	X
eurjchem-400	223	2	23	23	NUM
eurjchem-400	223	3	]	]	PUNCT
eurjchem-400	223	4	.	.	PUNCT
eurjchem-400	224	1	compounds	compound	VERB
eurjchem-400	224	2	15	15	NUM
eurjchem-400	224	3	and	and	CCONJ
eurjchem-400	224	4	16	16	NUM
eurjchem-400	224	5	were	be	AUX
eurjchem-400	224	6	obtained	obtain	VERB
eurjchem-400	224	7	from	from	ADP
eurjchem-400	224	8	6,7‐dichloro‐	6,7‐dichloro‐	PROPN
eurjchem-400	224	9	5,8‐quinolinequinone	5,8‐quinolinequinone	NUM
eurjchem-400	224	10	,	,	PUNCT
eurjchem-400	224	11	18	18	NUM
eurjchem-400	224	12	,	,	PUNCT
eurjchem-400	224	13	[	[	X
eurjchem-400	224	14	24	24	NUM
eurjchem-400	224	15	]	]	PUNCT
eurjchem-400	224	16	and	and	CCONJ
eurjchem-400	224	17	6,7‐dichloro‐5,8‐	6,7‐dichloro‐5,8‐	NUM
eurjchem-400	224	18	phthalazinequinone	phthalazinequinone	NOUN
eurjchem-400	224	19	,	,	PUNCT
eurjchem-400	224	20	19	19	NUM
eurjchem-400	224	21	,	,	PUNCT
eurjchem-400	224	22	[	[	X
eurjchem-400	224	23	24	24	NUM
eurjchem-400	224	24	]	]	PUNCT
eurjchem-400	224	25	,	,	PUNCT
eurjchem-400	224	26	respectively	respectively	ADV
eurjchem-400	224	27	,	,	PUNCT
eurjchem-400	224	28	using	use	VERB
eurjchem-400	224	29	‘	'	PUNCT
eurjchem-400	224	30	reverse	reverse	ADJ
eurjchem-400	224	31	addition	addition	NOUN
eurjchem-400	224	32	’	'	PUNCT
eurjchem-400	224	33	conditions	condition	NOUN
eurjchem-400	224	34	(	(	PUNCT
eurjchem-400	224	35	i.e.	i.e.	X
eurjchem-400	224	36	addition	addition	NOUN
eurjchem-400	224	37	of	of	ADP
eurjchem-400	224	38	the	the	DET
eurjchem-400	224	39	dichloroheteroquinone	dichloroheteroquinone	NOUN
eurjchem-400	224	40	to	to	ADP
eurjchem-400	224	41	a	a	DET
eurjchem-400	224	42	solution	solution	NOUN
eurjchem-400	224	43	of	of	ADP
eurjchem-400	224	44	sodium	sodium	NOUN
eurjchem-400	224	45	methoxy	methoxy	ADJ
eurjchem-400	224	46	carbonylmethyl‐thiolate	carbonylmethyl‐thiolate	NOUN
eurjchem-400	224	47	)	)	PUNCT
eurjchem-400	224	48	.	.	PUNCT
eurjchem-400	225	1	derivative	derivative	ADJ
eurjchem-400	225	2	17	17	NUM
eurjchem-400	225	3	was	be	AUX
eurjchem-400	225	4	synthesized	synthesize	VERB
eurjchem-400	225	5	from	from	ADP
eurjchem-400	225	6	5,6‐dichloro‐2‐methyl‐4,7‐	5,6‐dichloro‐2‐methyl‐4,7‐	NUM
eurjchem-400	225	7	benzoxazolequinone	benzoxazolequinone	NOUN
eurjchem-400	225	8	,	,	PUNCT
eurjchem-400	225	9	21	21	NUM
eurjchem-400	225	10	,	,	PUNCT
eurjchem-400	225	11	prepared	prepare	VERB
eurjchem-400	225	12	by	by	ADP
eurjchem-400	225	13	oxidative	oxidative	ADJ
eurjchem-400	225	14	halogenation	halogenation	NOUN
eurjchem-400	225	15	of	of	ADP
eurjchem-400	225	16	7‐hydroxy‐2‐methylbenzoxazole	7‐hydroxy‐2‐methylbenzoxazole	NUM
eurjchem-400	225	17	,	,	PUNCT
eurjchem-400	225	18	20	20	NUM
eurjchem-400	225	19	,	,	PUNCT
eurjchem-400	225	20	[	[	X
eurjchem-400	225	21	25	25	NUM
eurjchem-400	225	22	]	]	PUNCT
eurjchem-400	225	23	.	.	PUNCT
eurjchem-400	226	1	besset	besset	PROPN
eurjchem-400	226	2	et	et	PROPN
eurjchem-400	226	3	al	al	PROPN
eurjchem-400	226	4	.	.	PUNCT
eurjchem-400	226	5	/	/	SYM
eurjchem-400	226	6	european	european	PROPN
eurjchem-400	226	7	journal	journal	PROPN
eurjchem-400	226	8	of	of	ADP
eurjchem-400	226	9	chemistry	chemistry	NOUN
eurjchem-400	226	10	2	2	NUM
eurjchem-400	226	11	(	(	PUNCT
eurjchem-400	226	12	4	4	NUM
eurjchem-400	226	13	)	)	PUNCT
eurjchem-400	226	14	(	(	PUNCT
eurjchem-400	226	15	2011	2011	NUM
eurjchem-400	226	16	)	)	PUNCT
eurjchem-400	226	17	433‐440	433‐440	NUM
eurjchem-400	226	18	437	437	NUM
eurjchem-400	226	19	scheme	scheme	NOUN
eurjchem-400	227	1	1	1	NUM
eurjchem-400	227	2	o	o	NOUN
eurjchem-400	227	3	o	o	X
eurjchem-400	227	4	oxidationrsh	oxidationrsh	ADJ
eurjchem-400	227	5	oxidation	oxidation	NOUN
eurjchem-400	227	6	rsh	rsh	NOUN
eurjchem-400	227	7	o	o	NOUN
eurjchem-400	227	8	o	o	X
eurjchem-400	228	1	sr	sr	NOUN
eurjchem-400	229	1	o	o	X
eurjchem-400	229	2	o	o	X
eurjchem-400	229	3	sr	sr	PROPN
eurjchem-400	229	4	sr	sr	PROPN
eurjchem-400	230	1	oh	oh	INTJ
eurjchem-400	230	2	oh	oh	INTJ
eurjchem-400	230	3	sr	sr	PROPN
eurjchem-400	230	4	sr	sr	PROPN
eurjchem-400	231	1	oh	oh	INTJ
eurjchem-400	231	2	oh	oh	INTJ
eurjchem-400	231	3	sr	sr	PROPN
eurjchem-400	231	4	figure	figure	NOUN
eurjchem-400	231	5	2	2	NUM
eurjchem-400	231	6	.	.	PUNCT
eurjchem-400	232	1	addition	addition	NOUN
eurjchem-400	232	2	of	of	ADP
eurjchem-400	232	3	a	a	DET
eurjchem-400	232	4	thiol	thiol	NOUN
eurjchem-400	232	5	onto	onto	ADP
eurjchem-400	232	6	heteroquinones	heteroquinone	NOUN
eurjchem-400	232	7	(	(	PUNCT
eurjchem-400	232	8	regioisomers	regioisomer	NOUN
eurjchem-400	232	9	are	be	AUX
eurjchem-400	232	10	not	not	PART
eurjchem-400	232	11	highlighted	highlight	VERB
eurjchem-400	232	12	)	)	PUNCT
eurjchem-400	232	13	.	.	PUNCT
eurjchem-400	233	1	since	since	SCONJ
eurjchem-400	233	2	bis(methoxycarbonylmethyl‐thio)hydroquinones	bis(methoxycarbonylmethyl‐thio)hydroquinone	NOUN
eurjchem-400	233	3	are	be	AUX
eurjchem-400	233	4	the	the	DET
eurjchem-400	233	5	primary	primary	ADJ
eurjchem-400	233	6	products	product	NOUN
eurjchem-400	233	7	obtained	obtain	VERB
eurjchem-400	233	8	from	from	ADP
eurjchem-400	233	9	19	19	NUM
eurjchem-400	233	10	or	or	CCONJ
eurjchem-400	233	11	21	21	NUM
eurjchem-400	233	12	,	,	PUNCT
eurjchem-400	233	13	an	an	DET
eurjchem-400	233	14	oxidation	oxidation	NOUN
eurjchem-400	233	15	step	step	NOUN
eurjchem-400	233	16	was	be	AUX
eurjchem-400	233	17	required	require	VERB
eurjchem-400	233	18	which	which	PRON
eurjchem-400	233	19	was	be	AUX
eurjchem-400	233	20	carried	carry	VERB
eurjchem-400	233	21	out	out	ADP
eurjchem-400	233	22	conventionally	conventionally	ADV
eurjchem-400	233	23	(	(	PUNCT
eurjchem-400	233	24	fecl3	fecl3	NOUN
eurjchem-400	233	25	or	or	CCONJ
eurjchem-400	233	26	can	can	AUX
eurjchem-400	233	27	)	)	PUNCT
eurjchem-400	233	28	(	(	PUNCT
eurjchem-400	233	29	scheme	scheme	NOUN
eurjchem-400	233	30	1	1	NUM
eurjchem-400	233	31	)	)	PUNCT
eurjchem-400	233	32	.	.	PUNCT
eurjchem-400	234	1	when	when	SCONJ
eurjchem-400	234	2	thiols	thiol	NOUN
eurjchem-400	234	3	react	react	VERB
eurjchem-400	234	4	with	with	ADP
eurjchem-400	234	5	unsubstituted	unsubstituted	ADJ
eurjchem-400	234	6	quinones	quinone	NOUN
eurjchem-400	234	7	,	,	PUNCT
eurjchem-400	234	8	three	three	NUM
eurjchem-400	234	9	intermediates	intermediate	NOUN
eurjchem-400	234	10	are	be	AUX
eurjchem-400	234	11	met	meet	VERB
eurjchem-400	234	12	en	en	ADP
eurjchem-400	234	13	route	route	NOUN
eurjchem-400	234	14	to	to	PART
eurjchem-400	234	15	get	get	VERB
eurjchem-400	234	16	a	a	DET
eurjchem-400	234	17	disubstituted	disubstitute	VERB
eurjchem-400	234	18	quinone	quinone	NOUN
eurjchem-400	234	19	(	(	PUNCT
eurjchem-400	234	20	scheme	scheme	NOUN
eurjchem-400	234	21	2	2	NUM
eurjchem-400	234	22	)	)	PUNCT
eurjchem-400	234	23	.	.	PUNCT
eurjchem-400	235	1	these	these	PRON
eurjchem-400	235	2	can	can	AUX
eurjchem-400	235	3	be	be	AUX
eurjchem-400	235	4	observed	observe	VERB
eurjchem-400	235	5	spectroscopically	spectroscopically	ADV
eurjchem-400	235	6	but	but	CCONJ
eurjchem-400	235	7	do	do	AUX
eurjchem-400	235	8	not	not	PART
eurjchem-400	235	9	need	need	VERB
eurjchem-400	235	10	to	to	PART
eurjchem-400	235	11	be	be	AUX
eurjchem-400	235	12	isolated	isolate	VERB
eurjchem-400	235	13	as	as	ADP
eurjchem-400	235	14	a	a	DET
eurjchem-400	235	15	sequential	sequential	ADJ
eurjchem-400	235	16	addition	addition	NOUN
eurjchem-400	235	17	/	/	SYM
eurjchem-400	235	18	oxidation/	oxidation/	NUM
eurjchem-400	235	19	addition	addition	NOUN
eurjchem-400	235	20	/	/	SYM
eurjchem-400	235	21	oxidation	oxidation	NOUN
eurjchem-400	235	22	process	process	NOUN
eurjchem-400	235	23	can	can	AUX
eurjchem-400	235	24	be	be	AUX
eurjchem-400	235	25	carried	carry	VERB
eurjchem-400	235	26	out	out	ADP
eurjchem-400	235	27	up	up	ADP
eurjchem-400	235	28	to	to	ADP
eurjchem-400	235	29	the	the	DET
eurjchem-400	235	30	final	final	ADJ
eurjchem-400	235	31	product	product	NOUN
eurjchem-400	235	32	,	,	PUNCT
eurjchem-400	235	33	as	as	SCONJ
eurjchem-400	235	34	it	it	PRON
eurjchem-400	235	35	has	have	AUX
eurjchem-400	235	36	been	be	AUX
eurjchem-400	235	37	previously	previously	ADV
eurjchem-400	235	38	exemplified	exemplify	VERB
eurjchem-400	235	39	for	for	ADP
eurjchem-400	235	40	the	the	DET
eurjchem-400	235	41	preparation	preparation	NOUN
eurjchem-400	235	42	of	of	ADP
eurjchem-400	235	43	bis(thio	bis(thio	NOUN
eurjchem-400	235	44	)	)	PUNCT
eurjchem-400	235	45	derivatives	derivative	NOUN
eurjchem-400	235	46	of	of	ADP
eurjchem-400	235	47	quinocarcin	quinocarcin	NOUN
eurjchem-400	236	1	[	[	X
eurjchem-400	236	2	26	26	NUM
eurjchem-400	236	3	]	]	PUNCT
eurjchem-400	236	4	.	.	PUNCT
eurjchem-400	237	1	accordingly	accordingly	ADV
eurjchem-400	237	2	,	,	PUNCT
eurjchem-400	237	3	reacting	react	VERB
eurjchem-400	237	4	benzo[b]thiophene‐4,7‐quinone	benzo[b]thiophene‐4,7‐quinone	PROPN
eurjchem-400	237	5	[	[	X
eurjchem-400	237	6	27,28	27,28	NUM
eurjchem-400	237	7	]	]	X
eurjchem-400	237	8	,	,	PUNCT
eurjchem-400	237	9	2‐methyl‐4,7‐benzo[d]thiazolequinone	2‐methyl‐4,7‐benzo[d]thiazolequinone	NOUN
eurjchem-400	238	1	[	[	X
eurjchem-400	238	2	29‐32	29‐32	NUM
eurjchem-400	238	3	]	]	PUNCT
eurjchem-400	238	4	and	and	CCONJ
eurjchem-400	238	5	5,8‐quinazolinequinone	5,8‐quinazolinequinone	NUM
eurjchem-400	239	1	[	[	X
eurjchem-400	239	2	33,34	33,34	NOUN
eurjchem-400	239	3	]	]	PUNCT
eurjchem-400	239	4	with	with	ADP
eurjchem-400	239	5	methyl	methyl	NOUN
eurjchem-400	239	6	mercaptoacetate	mercaptoacetate	NOUN
eurjchem-400	239	7	,	,	PUNCT
eurjchem-400	239	8	followed	follow	VERB
eurjchem-400	239	9	by	by	ADP
eurjchem-400	239	10	oxidation	oxidation	NOUN
eurjchem-400	239	11	(	(	PUNCT
eurjchem-400	239	12	can	can	AUX
eurjchem-400	239	13	)	)	PUNCT
eurjchem-400	239	14	in	in	ADP
eurjchem-400	239	15	a	a	DET
eurjchem-400	239	16	stepwise	stepwise	NOUN
eurjchem-400	239	17	and	and	CCONJ
eurjchem-400	239	18	duplicated	duplicate	VERB
eurjchem-400	239	19	manner	manner	NOUN
eurjchem-400	239	20	(	(	PUNCT
eurjchem-400	239	21	see	see	VERB
eurjchem-400	239	22	experimental	experimental	ADJ
eurjchem-400	239	23	section	section	NOUN
eurjchem-400	239	24	)	)	PUNCT
eurjchem-400	239	25	,	,	PUNCT
eurjchem-400	239	26	afforded	afford	VERB
eurjchem-400	239	27	bis‐substituted	bis‐substitute	VERB
eurjchem-400	239	28	heteroquinones	heteroquinone	NOUN
eurjchem-400	239	29	,	,	PUNCT
eurjchem-400	239	30	22‐24	22‐24	NUM
eurjchem-400	239	31	,	,	PUNCT
eurjchem-400	239	32	(	(	PUNCT
eurjchem-400	239	33	figure	figure	NOUN
eurjchem-400	239	34	2	2	NUM
eurjchem-400	239	35	)	)	PUNCT
eurjchem-400	239	36	.	.	PUNCT
eurjchem-400	240	1	concerning	concern	VERB
eurjchem-400	240	2	the	the	DET
eurjchem-400	240	3	5,8‐	5,8‐	NUM
eurjchem-400	240	4	quinoxalinequinone	quinoxalinequinone	NOUN
eurjchem-400	240	5	scaffold	scaffold	NOUN
eurjchem-400	240	6	[	[	X
eurjchem-400	240	7	24,35,36	24,35,36	NUM
eurjchem-400	240	8	]	]	PUNCT
eurjchem-400	240	9	,	,	PUNCT
eurjchem-400	240	10	it	it	PRON
eurjchem-400	240	11	yielded	yield	VERB
eurjchem-400	240	12	a	a	DET
eurjchem-400	240	13	bis‐	bis‐	PROPN
eurjchem-400	240	14	(	(	PUNCT
eurjchem-400	240	15	thio)hydroquinone	thio)hydroquinone	NOUN
eurjchem-400	240	16	in	in	ADP
eurjchem-400	240	17	a	a	DET
eurjchem-400	240	18	single	single	ADJ
eurjchem-400	240	19	step	step	NOUN
eurjchem-400	240	20	which	which	PRON
eurjchem-400	240	21	was	be	AUX
eurjchem-400	240	22	followed	follow	VERB
eurjchem-400	240	23	by	by	ADP
eurjchem-400	240	24	oxidation	oxidation	NOUN
eurjchem-400	240	25	to	to	PART
eurjchem-400	240	26	get	get	VERB
eurjchem-400	240	27	25	25	NUM
eurjchem-400	240	28	.	.	PUNCT
eurjchem-400	241	1	moreover	moreover	ADV
eurjchem-400	241	2	,	,	PUNCT
eurjchem-400	241	3	in	in	ADP
eurjchem-400	241	4	the	the	DET
eurjchem-400	241	5	case	case	NOUN
eurjchem-400	241	6	of	of	ADP
eurjchem-400	241	7	indole‐4,7‐dione	indole‐4,7‐dione	NOUN
eurjchem-400	241	8	[	[	X
eurjchem-400	241	9	37,38	37,38	NOUN
eurjchem-400	241	10	]	]	PUNCT
eurjchem-400	241	11	,	,	PUNCT
eurjchem-400	241	12	the	the	DET
eurjchem-400	241	13	bis‐substituted	bis‐substitute	VERB
eurjchem-400	241	14	quinone	quinone	NOUN
eurjchem-400	241	15	,	,	PUNCT
eurjchem-400	241	16	26	26	NUM
eurjchem-400	241	17	,	,	PUNCT
eurjchem-400	241	18	could	could	AUX
eurjchem-400	241	19	be	be	AUX
eurjchem-400	241	20	obtained	obtain	VERB
eurjchem-400	241	21	directly	directly	ADV
eurjchem-400	241	22	,	,	PUNCT
eurjchem-400	241	23	i.e.	i.e.	X
eurjchem-400	241	24	without	without	ADP
eurjchem-400	241	25	the	the	DET
eurjchem-400	241	26	need	need	NOUN
eurjchem-400	241	27	for	for	ADP
eurjchem-400	241	28	an	an	DET
eurjchem-400	241	29	external	external	ADJ
eurjchem-400	241	30	oxidizing	oxidize	VERB
eurjchem-400	241	31	agent	agent	NOUN
eurjchem-400	241	32	,	,	PUNCT
eurjchem-400	241	33	which	which	PRON
eurjchem-400	241	34	presumably	presumably	ADV
eurjchem-400	241	35	arises	arise	VERB
eurjchem-400	241	36	from	from	ADP
eurjchem-400	241	37	relative	relative	ADJ
eurjchem-400	241	38	redox	redox	ADJ
eurjchem-400	241	39	properties	property	NOUN
eurjchem-400	241	40	of	of	ADP
eurjchem-400	241	41	intermediate	intermediate	ADJ
eurjchem-400	241	42	species	specie	NOUN
eurjchem-400	241	43	within	within	ADP
eurjchem-400	241	44	the	the	DET
eurjchem-400	241	45	reaction	reaction	NOUN
eurjchem-400	241	46	system	system	NOUN
eurjchem-400	241	47	.	.	PUNCT
eurjchem-400	242	1	although	although	SCONJ
eurjchem-400	242	2	bis(methoxycarbonylmethylthio)‐heteroquino‐	bis(methoxycarbonylmethylthio)‐heteroquino‐	PROPN
eurjchem-400	242	3	nes	ne	NOUN
eurjchem-400	242	4	,	,	PUNCT
eurjchem-400	242	5	14‐17	14‐17	NUM
eurjchem-400	242	6	and	and	CCONJ
eurjchem-400	242	7	22‐26	22‐26	NUM
eurjchem-400	242	8	have	have	AUX
eurjchem-400	242	9	been	be	AUX
eurjchem-400	242	10	isolated	isolate	VERB
eurjchem-400	242	11	in	in	ADP
eurjchem-400	242	12	fair‐to‐low	fair‐to‐low	NOUN
eurjchem-400	242	13	(	(	PUNCT
eurjchem-400	242	14	but	but	CCONJ
eurjchem-400	242	15	un‐	un‐	PROPN
eurjchem-400	242	16	optimized	optimize	VERB
eurjchem-400	242	17	)	)	PUNCT
eurjchem-400	242	18	yields	yield	NOUN
eurjchem-400	242	19	(	(	PUNCT
eurjchem-400	242	20	figure	figure	NOUN
eurjchem-400	242	21	3	3	NUM
eurjchem-400	242	22	)	)	PUNCT
eurjchem-400	242	23	,	,	PUNCT
eurjchem-400	242	24	they	they	PRON
eurjchem-400	242	25	have	have	AUX
eurjchem-400	242	26	been	be	AUX
eurjchem-400	242	27	obtained	obtain	VERB
eurjchem-400	242	28	in	in	ADP
eurjchem-400	242	29	pure	pure	ADJ
eurjchem-400	242	30	state	state	NOUN
eurjchem-400	242	31	,	,	PUNCT
eurjchem-400	242	32	which	which	PRON
eurjchem-400	242	33	has	have	AUX
eurjchem-400	242	34	allowed	allow	VERB
eurjchem-400	242	35	their	their	PRON
eurjchem-400	242	36	evaluation	evaluation	NOUN
eurjchem-400	242	37	on	on	ADP
eurjchem-400	242	38	cdc25	cdc25	ADJ
eurjchem-400	242	39	phosphatase	phosphatase	NOUN
eurjchem-400	242	40	enzymatic	enzymatic	ADJ
eurjchem-400	242	41	activity	activity	NOUN
eurjchem-400	242	42	.	.	PUNCT
eurjchem-400	243	1	438	438	NUM
eurjchem-400	243	2	besset	besset	NOUN
eurjchem-400	243	3	et	et	PROPN
eurjchem-400	243	4	al	al	PROPN
eurjchem-400	243	5	.	.	PUNCT
eurjchem-400	243	6	/	/	SYM
eurjchem-400	243	7	european	european	PROPN
eurjchem-400	243	8	journal	journal	PROPN
eurjchem-400	243	9	of	of	ADP
eurjchem-400	243	10	chemistry	chemistry	NOUN
eurjchem-400	243	11	2	2	NUM
eurjchem-400	243	12	(	(	PUNCT
eurjchem-400	243	13	4	4	NUM
eurjchem-400	243	14	)	)	PUNCT
eurjchem-400	243	15	(	(	PUNCT
eurjchem-400	243	16	2011	2011	NUM
eurjchem-400	243	17	)	)	PUNCT
eurjchem-400	243	18	433‐440	433‐440	NUM
eurjchem-400	243	19	table	table	NOUN
eurjchem-400	243	20	1	1	NUM
eurjchem-400	243	21	.	.	PUNCT
eurjchem-400	243	22	inhibitory	inhibitory	ADJ
eurjchem-400	243	23	activities	activity	NOUN
eurjchem-400	243	24	of	of	ADP
eurjchem-400	243	25	heteroquinones	heteroquinone	NOUN
eurjchem-400	243	26	14‐17	14‐17	NUM
eurjchem-400	243	27	and	and	CCONJ
eurjchem-400	243	28	22‐26	22‐26	NUM
eurjchem-400	243	29	toward	toward	ADP
eurjchem-400	243	30	cdc25	cdc25	NOUN
eurjchem-400	243	31	.	.	PUNCT
eurjchem-400	244	1	compound	compound	NOUN
eurjchem-400	244	2	structure	structure	NOUN
eurjchem-400	244	3	ic50±sem	ic50±sem	NUM
eurjchem-400	244	4	(	(	PUNCT
eurjchem-400	244	5	µm	µm	NOUN
eurjchem-400	244	6	)	)	PUNCT
eurjchem-400	244	7	compound	compound	NOUN
eurjchem-400	244	8	structure	structure	NOUN
eurjchem-400	244	9	ic50±sem	ic50±sem	NUM
eurjchem-400	244	10	(	(	PUNCT
eurjchem-400	244	11	µm	µm	NOUN
eurjchem-400	244	12	)	)	PUNCT
eurjchem-400	244	13	menadione	menadione	NOUN
eurjchem-400	245	1	2.20±0.60	2.20±0.60	NUM
eurjchem-400	245	2	22	22	NUM
eurjchem-400	245	3	1.30±0.03	1.30±0.03	NUM
eurjchem-400	245	4	14	14	NUM
eurjchem-400	245	5	1.17±0.04	1.17±0.04	NUM
eurjchem-400	245	6	23	23	NUM
eurjchem-400	245	7	3.81±0.06	3.81±0.06	NUM
eurjchem-400	245	8	15	15	NUM
eurjchem-400	245	9	1.63±0.21	1.63±0.21	NUM
eurjchem-400	245	10	24	24	NUM
eurjchem-400	245	11	1.83±0.28	1.83±0.28	NUM
eurjchem-400	245	12	16	16	NUM
eurjchem-400	245	13	3.38±0.17	3.38±0.17	NOUN
eurjchem-400	245	14	25	25	NUM
eurjchem-400	245	15	5.40±1.81	5.40±1.81	NUM
eurjchem-400	245	16	17	17	NUM
eurjchem-400	245	17	5.70±0.47	5.70±0.47	NUM
eurjchem-400	245	18	26	26	NUM
eurjchem-400	245	19	4.49±1.45	4.49±1.45	ADJ
eurjchem-400	245	20	athe	athe	PROPN
eurjchem-400	245	21	ic50	ic50	PROPN
eurjchem-400	245	22	values	value	NOUN
eurjchem-400	245	23	were	be	AUX
eurjchem-400	245	24	calculated	calculate	VERB
eurjchem-400	245	25	from	from	ADP
eurjchem-400	245	26	three	three	NUM
eurjchem-400	245	27	independent	independent	ADJ
eurjchem-400	245	28	experiments	experiment	NOUN
eurjchem-400	245	29	.	.	PUNCT
eurjchem-400	246	1	figure	figure	VERB
eurjchem-400	246	2	3	3	NUM
eurjchem-400	246	3	.	.	PUNCT
eurjchem-400	246	4	structures	structure	NOUN
eurjchem-400	246	5	of	of	ADP
eurjchem-400	246	6	quinones	quinone	NOUN
eurjchem-400	246	7	,	,	PUNCT
eurjchem-400	246	8	22‐26	22‐26	NUM
eurjchem-400	246	9	.	.	PUNCT
eurjchem-400	247	1	3.2	3.2	NUM
eurjchem-400	247	2	.	.	PUNCT
eurjchem-400	248	1	enzymatic	enzymatic	ADJ
eurjchem-400	248	2	activity	activity	NOUN
eurjchem-400	248	3	studies	study	NOUN
eurjchem-400	248	4	the	the	DET
eurjchem-400	248	5	nine	nine	NUM
eurjchem-400	248	6	newly	newly	ADV
eurjchem-400	248	7	synthesized	synthesize	VERB
eurjchem-400	248	8	heteroquinones	heteroquinone	NOUN
eurjchem-400	248	9	,	,	PUNCT
eurjchem-400	248	10	14‐17	14‐17	NUM
eurjchem-400	248	11	and	and	CCONJ
eurjchem-400	248	12	22‐	22‐	NUM
eurjchem-400	248	13	26	26	NUM
eurjchem-400	248	14	were	be	AUX
eurjchem-400	248	15	examined	examine	VERB
eurjchem-400	248	16	for	for	ADP
eurjchem-400	248	17	their	their	PRON
eurjchem-400	248	18	inhibitory	inhibitory	ADJ
eurjchem-400	248	19	activity	activity	NOUN
eurjchem-400	248	20	against	against	ADP
eurjchem-400	248	21	the	the	DET
eurjchem-400	248	22	recombinant	recombinant	ADJ
eurjchem-400	248	23	protein	protein	NOUN
eurjchem-400	248	24	mbp‐cdc25b	mbp‐cdc25b	NOUN
eurjchem-400	248	25	using	use	VERB
eurjchem-400	248	26	fluorescein‐3,6‐	fluorescein‐3,6‐	PROPN
eurjchem-400	248	27	diphosphate	diphosphate	PROPN
eurjchem-400	248	28	(	(	PUNCT
eurjchem-400	248	29	fdp	fdp	ADJ
eurjchem-400	248	30	)	)	PUNCT
eurjchem-400	248	31	as	as	ADP
eurjchem-400	248	32	the	the	DET
eurjchem-400	248	33	artificial	artificial	ADJ
eurjchem-400	248	34	substrate	substrate	NOUN
eurjchem-400	248	35	.	.	PUNCT
eurjchem-400	249	1	the	the	DET
eurjchem-400	249	2	fluorescent	fluorescent	ADJ
eurjchem-400	249	3	emission	emission	NOUN
eurjchem-400	249	4	resulting	result	VERB
eurjchem-400	249	5	from	from	ADP
eurjchem-400	249	6	dephosphorylation	dephosphorylation	NOUN
eurjchem-400	249	7	was	be	AUX
eurjchem-400	249	8	monitored	monitor	VERB
eurjchem-400	249	9	during	during	ADP
eurjchem-400	249	10	30	30	NUM
eurjchem-400	249	11	min	min	NOUN
eurjchem-400	249	12	at	at	ADP
eurjchem-400	249	13	30	30	NUM
eurjchem-400	249	14	°	°	ADP
eurjchem-400	249	15	c	c	NOUN
eurjchem-400	249	16	in	in	ADP
eurjchem-400	249	17	the	the	DET
eurjchem-400	249	18	presence	presence	NOUN
eurjchem-400	249	19	of	of	ADP
eurjchem-400	249	20	increasing	increase	VERB
eurjchem-400	249	21	concentrations	concentration	NOUN
eurjchem-400	249	22	of	of	ADP
eurjchem-400	249	23	inhibitors	inhibitor	NOUN
eurjchem-400	249	24	[	[	X
eurjchem-400	249	25	21	21	NUM
eurjchem-400	249	26	]	]	PUNCT
eurjchem-400	249	27	.	.	PUNCT
eurjchem-400	250	1	menadione	menadione	PROPN
eurjchem-400	250	2	was	be	AUX
eurjchem-400	250	3	used	use	VERB
eurjchem-400	250	4	as	as	ADP
eurjchem-400	250	5	a	a	DET
eurjchem-400	250	6	reference	reference	NOUN
eurjchem-400	250	7	.	.	PUNCT
eurjchem-400	251	1	results	result	NOUN
eurjchem-400	251	2	are	be	AUX
eurjchem-400	251	3	reported	report	VERB
eurjchem-400	251	4	in	in	ADP
eurjchem-400	251	5	table	table	NOUN
eurjchem-400	251	6	1	1	NUM
eurjchem-400	251	7	.	.	PUNCT
eurjchem-400	252	1	all	all	DET
eurjchem-400	252	2	tested	test	VERB
eurjchem-400	252	3	quinones	quinone	NOUN
eurjchem-400	252	4	show	show	VERB
eurjchem-400	252	5	comparable	comparable	ADJ
eurjchem-400	252	6	inhibitory	inhibitory	ADJ
eurjchem-400	252	7	activities	activity	NOUN
eurjchem-400	252	8	with	with	ADP
eurjchem-400	252	9	ic50	ic50	PROPN
eurjchem-400	252	10	values	value	NOUN
eurjchem-400	252	11	ranging	range	VERB
eurjchem-400	252	12	from	from	ADP
eurjchem-400	252	13	1.17	1.17	NUM
eurjchem-400	252	14	to	to	ADP
eurjchem-400	252	15	5.70	5.70	NUM
eurjchem-400	252	16	µm	µm	NOUN
eurjchem-400	252	17	,	,	PUNCT
eurjchem-400	252	18	naphthoquinone	naphthoquinone	NOUN
eurjchem-400	252	19	being	be	AUX
eurjchem-400	252	20	the	the	DET
eurjchem-400	252	21	most	most	ADV
eurjchem-400	252	22	potent	potent	ADJ
eurjchem-400	252	23	pharmacophore	pharmacophore	NOUN
eurjchem-400	252	24	for	for	ADP
eurjchem-400	252	25	this	this	DET
eurjchem-400	252	26	set	set	NOUN
eurjchem-400	252	27	of	of	ADP
eurjchem-400	252	28	heteroquinones	heteroquinone	NOUN
eurjchem-400	252	29	.	.	PUNCT
eurjchem-400	253	1	with	with	ADP
eurjchem-400	253	2	regard	regard	NOUN
eurjchem-400	253	3	to	to	ADP
eurjchem-400	253	4	the	the	DET
eurjchem-400	253	5	six‐membered	six‐membere	VERB
eurjchem-400	253	6	heterocyclic	heterocyclic	ADJ
eurjchem-400	253	7	derivatives	derivative	NOUN
eurjchem-400	253	8	,	,	PUNCT
eurjchem-400	253	9	14‐16	14‐16	NUM
eurjchem-400	253	10	,	,	PUNCT
eurjchem-400	253	11	and	and	CCONJ
eurjchem-400	253	12	24‐25	24‐25	NUM
eurjchem-400	253	13	,	,	PUNCT
eurjchem-400	253	14	increasing	increase	VERB
eurjchem-400	253	15	the	the	DET
eurjchem-400	253	16	number	number	NOUN
eurjchem-400	253	17	of	of	ADP
eurjchem-400	253	18	nitrogen	nitrogen	NOUN
eurjchem-400	253	19	atoms	atom	NOUN
eurjchem-400	253	20	on	on	ADP
eurjchem-400	253	21	the	the	DET
eurjchem-400	253	22	heterocycle	heterocycle	NOUN
eurjchem-400	253	23	led	lead	VERB
eurjchem-400	253	24	to	to	ADP
eurjchem-400	253	25	a	a	DET
eurjchem-400	253	26	slight	slight	ADJ
eurjchem-400	253	27	decrease	decrease	NOUN
eurjchem-400	253	28	of	of	ADP
eurjchem-400	253	29	activity	activity	NOUN
eurjchem-400	253	30	,	,	PUNCT
eurjchem-400	253	31	quinoxalinequinone	quinoxalinequinone	NOUN
eurjchem-400	253	32	,	,	PUNCT
eurjchem-400	253	33	25	25	NUM
eurjchem-400	253	34	,	,	PUNCT
eurjchem-400	253	35	being	be	AUX
eurjchem-400	253	36	the	the	DET
eurjchem-400	253	37	less	less	ADV
eurjchem-400	253	38	potent	potent	ADJ
eurjchem-400	253	39	inhibitor	inhibitor	NOUN
eurjchem-400	253	40	.	.	PUNCT
eurjchem-400	254	1	the	the	DET
eurjchem-400	254	2	parent	parent	NOUN
eurjchem-400	254	3	compound	compound	VERB
eurjchem-400	254	4	14	14	NUM
eurjchem-400	254	5	with	with	ADP
eurjchem-400	254	6	two	two	NUM
eurjchem-400	254	7	methyl	methyl	NOUN
eurjchem-400	254	8	ester	ester	NOUN
eurjchem-400	254	9	groups	group	NOUN
eurjchem-400	254	10	is	be	AUX
eurjchem-400	254	11	10‐fold	10‐fold	NUM
eurjchem-400	254	12	less	less	ADV
eurjchem-400	254	13	potent	potent	ADJ
eurjchem-400	254	14	than	than	ADP
eurjchem-400	254	15	the	the	DET
eurjchem-400	254	16	bis(2‐hydroxyethylthio	bis(2‐hydroxyethylthio	NOUN
eurjchem-400	254	17	)	)	PUNCT
eurjchem-400	254	18	analogue	analogue	NOUN
eurjchem-400	254	19	nsc95397	nsc95397	NOUN
eurjchem-400	255	1	[	[	X
eurjchem-400	255	2	12	12	NUM
eurjchem-400	255	3	]	]	PUNCT
eurjchem-400	255	4	for	for	ADP
eurjchem-400	255	5	which	which	PRON
eurjchem-400	255	6	an	an	DET
eurjchem-400	255	7	ic50	ic50	PROPN
eurjchem-400	255	8	of	of	ADP
eurjchem-400	255	9	125	125	NUM
eurjchem-400	255	10	nm	nm	NOUN
eurjchem-400	255	11	was	be	AUX
eurjchem-400	255	12	reported	report	VERB
eurjchem-400	255	13	though	though	SCONJ
eurjchem-400	255	14	we	we	PRON
eurjchem-400	255	15	previously	previously	ADV
eurjchem-400	255	16	measured	measure	VERB
eurjchem-400	255	17	for	for	ADP
eurjchem-400	255	18	this	this	DET
eurjchem-400	255	19	compound	compound	NOUN
eurjchem-400	255	20	an	an	DET
eurjchem-400	255	21	ic50	ic50	PROPN
eurjchem-400	255	22	value	value	NOUN
eurjchem-400	255	23	of	of	ADP
eurjchem-400	255	24	3.8	3.8	NUM
eurjchem-400	255	25	µm	µm	NOUN
eurjchem-400	255	26	under	under	ADP
eurjchem-400	255	27	our	our	PRON
eurjchem-400	255	28	conditions	condition	NOUN
eurjchem-400	255	29	[	[	X
eurjchem-400	255	30	21	21	NUM
eurjchem-400	255	31	]	]	PUNCT
eurjchem-400	255	32	.	.	PUNCT
eurjchem-400	256	1	on	on	ADP
eurjchem-400	256	2	the	the	DET
eurjchem-400	256	3	other	other	ADJ
eurjchem-400	256	4	hand	hand	NOUN
eurjchem-400	256	5	,	,	PUNCT
eurjchem-400	256	6	14	14	NUM
eurjchem-400	256	7	displayed	display	VERB
eurjchem-400	256	8	similar	similar	ADJ
eurjchem-400	256	9	activity	activity	NOUN
eurjchem-400	256	10	when	when	SCONJ
eurjchem-400	256	11	compared	compare	VERB
eurjchem-400	256	12	with	with	ADP
eurjchem-400	256	13	the	the	DET
eurjchem-400	256	14	bis‐	bis‐	ADJ
eurjchem-400	256	15	carboxylic	carboxylic	ADJ
eurjchem-400	256	16	acid	acid	NOUN
eurjchem-400	256	17	3	3	NUM
eurjchem-400	256	18	and	and	CCONJ
eurjchem-400	256	19	the	the	DET
eurjchem-400	256	20	corresponding	correspond	VERB
eurjchem-400	256	21	benzyl	benzyl	NOUN
eurjchem-400	256	22	di‐ester	di‐ester	ADP
eurjchem-400	256	23	4	4	NUM
eurjchem-400	256	24	[	[	X
eurjchem-400	256	25	21	21	NUM
eurjchem-400	256	26	]	]	PUNCT
eurjchem-400	256	27	.	.	PUNCT
eurjchem-400	257	1	besset	besset	PROPN
eurjchem-400	257	2	et	et	PROPN
eurjchem-400	257	3	al	al	PROPN
eurjchem-400	257	4	.	.	PUNCT
eurjchem-400	257	5	/	/	SYM
eurjchem-400	257	6	european	european	PROPN
eurjchem-400	257	7	journal	journal	PROPN
eurjchem-400	257	8	of	of	ADP
eurjchem-400	257	9	chemistry	chemistry	NOUN
eurjchem-400	257	10	2	2	NUM
eurjchem-400	257	11	(	(	PUNCT
eurjchem-400	257	12	4	4	NUM
eurjchem-400	257	13	)	)	PUNCT
eurjchem-400	257	14	(	(	PUNCT
eurjchem-400	257	15	2011	2011	NUM
eurjchem-400	257	16	)	)	PUNCT
eurjchem-400	257	17	433‐440	433‐440	NUM
eurjchem-400	257	18	439	439	NUM
eurjchem-400	257	19	table	table	NOUN
eurjchem-400	257	20	2	2	NUM
eurjchem-400	257	21	.	.	PUNCT
eurjchem-400	258	1	in	in	ADP
eurjchem-400	258	2	vitro	vitro	X
eurjchem-400	258	3	growth	growth	NOUN
eurjchem-400	258	4	inhibition	inhibition	NOUN
eurjchem-400	258	5	of	of	ADP
eurjchem-400	258	6	hela	hela	PROPN
eurjchem-400	258	7	and	and	CCONJ
eurjchem-400	258	8	miapaca‐2	miapaca‐2	PROPN
eurjchem-400	258	9	cell	cell	NOUN
eurjchem-400	258	10	lines	line	NOUN
eurjchem-400	258	11	.	.	PUNCT
eurjchem-400	259	1	compound	compound	VERB
eurjchem-400	259	2	hela	hela	PROPN
eurjchem-400	260	1	%	%	NOUN
eurjchem-400	260	2	of	of	ADP
eurjchem-400	260	3	growth	growth	NOUN
eurjchem-400	260	4	inhibition	inhibition	NOUN
eurjchem-400	260	5	miapaca‐2	miapaca‐2	PROPN
eurjchem-400	260	6	%	%	NOUN
eurjchem-400	260	7	of	of	ADP
eurjchem-400	260	8	growth	growth	NOUN
eurjchem-400	260	9	inhibition	inhibition	VERB
eurjchem-400	260	10	100	100	NUM
eurjchem-400	260	11	µm	µm	PART
eurjchem-400	260	12	10	10	NUM
eurjchem-400	260	13	µm	µm	ADP
eurjchem-400	260	14	100	100	NUM
eurjchem-400	260	15	µm	µm	ADP
eurjchem-400	260	16	10	10	NUM
eurjchem-400	260	17	µm	µm	ADP
eurjchem-400	260	18	menadione	menadione	NOUN
eurjchem-400	260	19	ic50	ic50	PROPN
eurjchem-400	260	20	=	=	PROPN
eurjchem-400	260	21	37.5±3.5	37.5±3.5	NUM
eurjchem-400	260	22	µm	µm	ADP
eurjchem-400	260	23	ic50	ic50	PROPN
eurjchem-400	260	24	=	=	PUNCT
eurjchem-400	260	25	33	33	NUM
eurjchem-400	260	26	µm	µm	PART
eurjchem-400	260	27	15	15	NUM
eurjchem-400	260	28	79±0.9	79±0.9	NUM
eurjchem-400	260	29	13±0.9	13±0.9	NOUN
eurjchem-400	260	30	77±2.1	77±2.1	NUM
eurjchem-400	260	31	24±15.4	24±15.4	NUM
eurjchem-400	261	1	16	16	NUM
eurjchem-400	261	2	60±2.1	60±2.1	NUM
eurjchem-400	261	3	21.0±1.5	21.0±1.5	NUM
eurjchem-400	261	4	74±0.7	74±0.7	NUM
eurjchem-400	261	5	10±3.7	10±3.7	NUM
eurjchem-400	261	6	17	17	NUM
eurjchem-400	261	7	62±3.1	62±3.1	NUM
eurjchem-400	261	8	6.0±4.1	6.0±4.1	NUM
eurjchem-400	261	9	75±1.2	75±1.2	NUM
eurjchem-400	261	10	0	0	NUM
eurjchem-400	261	11	22	22	NUM
eurjchem-400	261	12	ic50	ic50	PROPN
eurjchem-400	261	13	=	=	PUNCT
eurjchem-400	261	14	26.9±6.3	26.9±6.3	NUM
eurjchem-400	261	15	µm	µm	ADP
eurjchem-400	261	16	ic50	ic50	PROPN
eurjchem-400	261	17	=	=	PROPN
eurjchem-400	262	1	29.0±	29.0±	NUM
eurjchem-400	262	2	µm	µm	ADP
eurjchem-400	262	3	23	23	NUM
eurjchem-400	262	4	ic50	ic50	PROPN
eurjchem-400	262	5	=	=	PUNCT
eurjchem-400	262	6	34.5±4.9	34.5±4.9	NUM
eurjchem-400	262	7	µm	µm	ADP
eurjchem-400	262	8	78±1.7	78±1.7	NUM
eurjchem-400	262	9	27	27	NUM
eurjchem-400	262	10	24	24	NUM
eurjchem-400	262	11	47.0±5.5	47.0±5.5	NUM
eurjchem-400	262	12	22.0±3.0	22.0±3.0	NUM
eurjchem-400	262	13	71±0.2	71±0.2	NUM
eurjchem-400	263	1	4±3.6	4±3.6	NUM
eurjchem-400	263	2	25	25	NUM
eurjchem-400	263	3	0	0	NUM
eurjchem-400	263	4	0	0	NUM
eurjchem-400	263	5	24±4.6	24±4.6	NUM
eurjchem-400	264	1	6±4.8	6±4.8	NUM
eurjchem-400	264	2	26	26	NUM
eurjchem-400	264	3	82.0±0.9	82.0±0.9	NUM
eurjchem-400	264	4	8.0±6.2	8.0±6.2	NOUN
eurjchem-400	264	5	75±2.0	75±2.0	NUM
eurjchem-400	265	1	5±5.0	5±5.0	PROPN
eurjchem-400	265	2	in	in	ADP
eurjchem-400	265	3	contrast	contrast	NOUN
eurjchem-400	265	4	,	,	PUNCT
eurjchem-400	265	5	the	the	DET
eurjchem-400	265	6	bis‐ester	bis‐ester	ADJ
eurjchem-400	265	7	quinolinequinone	quinolinequinone	NOUN
eurjchem-400	265	8	15	15	NUM
eurjchem-400	265	9	(	(	PUNCT
eurjchem-400	265	10	ic50	ic50	PROPN
eurjchem-400	265	11	=	=	PROPN
eurjchem-400	265	12	1.63	1.63	NUM
eurjchem-400	265	13	µm	µm	NOUN
eurjchem-400	265	14	)	)	PUNCT
eurjchem-400	265	15	is	be	AUX
eurjchem-400	265	16	more	more	ADJ
eurjchem-400	265	17	than	than	ADP
eurjchem-400	265	18	5‐fold	5‐fold	NUM
eurjchem-400	265	19	more	more	ADV
eurjchem-400	265	20	potent	potent	ADJ
eurjchem-400	265	21	than	than	ADP
eurjchem-400	265	22	its	its	PRON
eurjchem-400	265	23	bis‐carboxylic	bis‐carboxylic	ADJ
eurjchem-400	265	24	acid	acid	NOUN
eurjchem-400	265	25	counterpart	counterpart	NOUN
eurjchem-400	265	26	(	(	PUNCT
eurjchem-400	265	27	ic50	ic50	PROPN
eurjchem-400	265	28	=	=	PROPN
eurjchem-400	265	29	11.2	11.2	NUM
eurjchem-400	265	30	µm	µm	NOUN
eurjchem-400	265	31	for	for	ADP
eurjchem-400	265	32	5	5	NUM
eurjchem-400	265	33	)	)	PUNCT
eurjchem-400	265	34	[	[	X
eurjchem-400	265	35	17	17	NUM
eurjchem-400	265	36	]	]	PUNCT
eurjchem-400	265	37	.	.	PUNCT
eurjchem-400	266	1	within	within	ADP
eurjchem-400	266	2	the	the	DET
eurjchem-400	266	3	five‐membered	five‐membere	VERB
eurjchem-400	266	4	heterocycle	heterocycle	NOUN
eurjchem-400	266	5	sub‐set	sub‐set	PROPN
eurjchem-400	266	6	,	,	PUNCT
eurjchem-400	266	7	benzoxa‐	benzoxa‐	PROPN
eurjchem-400	266	8	zolequinone	zolequinone	PROPN
eurjchem-400	266	9	,	,	PUNCT
eurjchem-400	266	10	17	17	NUM
eurjchem-400	266	11	,	,	PUNCT
eurjchem-400	266	12	and	and	CCONJ
eurjchem-400	266	13	benzothiazolequinone	benzothiazolequinone	NOUN
eurjchem-400	266	14	,	,	PUNCT
eurjchem-400	266	15	23	23	NUM
eurjchem-400	266	16	,	,	PUNCT
eurjchem-400	266	17	bearing	bear	VERB
eurjchem-400	266	18	a	a	DET
eurjchem-400	266	19	methyl	methyl	NOUN
eurjchem-400	266	20	group	group	NOUN
eurjchem-400	266	21	on	on	ADP
eurjchem-400	266	22	the	the	DET
eurjchem-400	266	23	heterocyclic	heterocyclic	ADJ
eurjchem-400	266	24	moiety	moiety	NOUN
eurjchem-400	266	25	did	do	AUX
eurjchem-400	266	26	not	not	PART
eurjchem-400	266	27	lead	lead	VERB
eurjchem-400	266	28	to	to	ADP
eurjchem-400	266	29	the	the	DET
eurjchem-400	266	30	expected	expect	VERB
eurjchem-400	266	31	increase	increase	NOUN
eurjchem-400	266	32	of	of	ADP
eurjchem-400	266	33	activity	activity	NOUN
eurjchem-400	266	34	when	when	SCONJ
eurjchem-400	266	35	compared	compare	VERB
eurjchem-400	266	36	with	with	ADP
eurjchem-400	266	37	11	11	NUM
eurjchem-400	266	38	and	and	CCONJ
eurjchem-400	266	39	12	12	NUM
eurjchem-400	267	1	[	[	SYM
eurjchem-400	267	2	19	19	NUM
eurjchem-400	267	3	]	]	PUNCT
eurjchem-400	267	4	.	.	PUNCT
eurjchem-400	268	1	extending	extend	VERB
eurjchem-400	268	2	the	the	DET
eurjchem-400	268	3	scope	scope	NOUN
eurjchem-400	268	4	of	of	ADP
eurjchem-400	268	5	the	the	DET
eurjchem-400	268	6	study	study	NOUN
eurjchem-400	268	7	to	to	ADP
eurjchem-400	268	8	scaffolds	scaffold	NOUN
eurjchem-400	268	9	such	such	ADJ
eurjchem-400	268	10	as	as	ADP
eurjchem-400	268	11	benzothiophenequinone	benzothiophenequinone	NOUN
eurjchem-400	268	12	,	,	PUNCT
eurjchem-400	268	13	22	22	NUM
eurjchem-400	268	14	,	,	PUNCT
eurjchem-400	268	15	and	and	CCONJ
eurjchem-400	268	16	indolequinone	indolequinone	NOUN
eurjchem-400	268	17	,	,	PUNCT
eurjchem-400	268	18	26	26	NUM
eurjchem-400	268	19	,	,	PUNCT
eurjchem-400	268	20	which	which	PRON
eurjchem-400	268	21	had	have	AUX
eurjchem-400	268	22	not	not	PART
eurjchem-400	268	23	been	be	AUX
eurjchem-400	268	24	previously	previously	ADV
eurjchem-400	268	25	considered	consider	VERB
eurjchem-400	268	26	for	for	SCONJ
eurjchem-400	268	27	cdc25	cdc25	ADJ
eurjchem-400	268	28	inhibition	inhibition	NOUN
eurjchem-400	268	29	did	do	AUX
eurjchem-400	268	30	not	not	PART
eurjchem-400	268	31	bring	bring	VERB
eurjchem-400	268	32	any	any	DET
eurjchem-400	268	33	improvement	improvement	NOUN
eurjchem-400	268	34	.	.	PUNCT
eurjchem-400	269	1	finally	finally	ADV
eurjchem-400	269	2	,	,	PUNCT
eurjchem-400	269	3	when	when	SCONJ
eurjchem-400	269	4	comparing	compare	VERB
eurjchem-400	269	5	both	both	DET
eurjchem-400	269	6	sub‐families	sub‐familie	NOUN
eurjchem-400	269	7	,	,	PUNCT
eurjchem-400	269	8	results	result	NOUN
eurjchem-400	269	9	indicate	indicate	VERB
eurjchem-400	269	10	that	that	SCONJ
eurjchem-400	269	11	the	the	DET
eurjchem-400	269	12	six‐membered	six‐membere	VERB
eurjchem-400	269	13	heterocyclic	heterocyclic	ADJ
eurjchem-400	269	14	derivatives	derivative	NOUN
eurjchem-400	269	15	are	be	AUX
eurjchem-400	269	16	slightly	slightly	ADV
eurjchem-400	269	17	more	more	ADV
eurjchem-400	269	18	active	active	ADJ
eurjchem-400	269	19	than	than	ADP
eurjchem-400	269	20	the	the	DET
eurjchem-400	269	21	five‐membered	five‐membere	VERB
eurjchem-400	269	22	heterocyclic	heterocyclic	ADJ
eurjchem-400	269	23	set	set	NOUN
eurjchem-400	269	24	,	,	PUNCT
eurjchem-400	269	25	benzothiophenequinone	benzothiophenequinone	NOUN
eurjchem-400	269	26	,	,	PUNCT
eurjchem-400	269	27	22	22	NUM
eurjchem-400	269	28	,	,	PUNCT
eurjchem-400	269	29	being	be	AUX
eurjchem-400	269	30	an	an	DET
eurjchem-400	269	31	exception	exception	NOUN
eurjchem-400	269	32	.	.	PUNCT
eurjchem-400	270	1	3.3	3.3	NUM
eurjchem-400	270	2	.	.	PUNCT
eurjchem-400	270	3	antiproliferative	antiproliferative	ADJ
eurjchem-400	270	4	activity	activity	NOUN
eurjchem-400	270	5	the	the	DET
eurjchem-400	270	6	cytotoxicity	cytotoxicity	NOUN
eurjchem-400	270	7	of	of	ADP
eurjchem-400	270	8	8	8	NUM
eurjchem-400	270	9	quinonoid‐based	quinonoid‐base	VERB
eurjchem-400	270	10	cdc25b	cdc25b	ADJ
eurjchem-400	270	11	inhibitors	inhibitor	NOUN
eurjchem-400	270	12	was	be	AUX
eurjchem-400	270	13	evaluated	evaluate	VERB
eurjchem-400	270	14	on	on	ADP
eurjchem-400	270	15	the	the	DET
eurjchem-400	270	16	human	human	ADJ
eurjchem-400	270	17	cancer	cancer	NOUN
eurjchem-400	270	18	cell	cell	NOUN
eurjchem-400	270	19	lines	line	NOUN
eurjchem-400	270	20	hela	hela	PROPN
eurjchem-400	270	21	(	(	PUNCT
eurjchem-400	270	22	cervix	cervix	NOUN
eurjchem-400	270	23	)	)	PUNCT
eurjchem-400	270	24	and	and	CCONJ
eurjchem-400	270	25	miapaca‐2	miapaca‐2	PROPN
eurjchem-400	270	26	(	(	PUNCT
eurjchem-400	270	27	pancreatic	pancreatic	ADJ
eurjchem-400	270	28	adenocarcinoma	adenocarcinoma	NOUN
eurjchem-400	270	29	)	)	PUNCT
eurjchem-400	270	30	using	use	VERB
eurjchem-400	270	31	a	a	DET
eurjchem-400	270	32	wst‐1	wst‐1	ADJ
eurjchem-400	270	33	colorimetric	colorimetric	ADJ
eurjchem-400	270	34	cleavage	cleavage	NOUN
eurjchem-400	270	35	assay	assay	NOUN
eurjchem-400	270	36	.	.	PUNCT
eurjchem-400	271	1	the	the	DET
eurjchem-400	271	2	percentage	percentage	NOUN
eurjchem-400	271	3	of	of	ADP
eurjchem-400	271	4	growth	growth	NOUN
eurjchem-400	271	5	inhibition	inhibition	NOUN
eurjchem-400	271	6	was	be	AUX
eurjchem-400	271	7	determined	determine	VERB
eurjchem-400	271	8	at	at	ADP
eurjchem-400	271	9	100	100	NUM
eurjchem-400	271	10	µm	µm	ADP
eurjchem-400	271	11	and	and	CCONJ
eurjchem-400	271	12	10	10	NUM
eurjchem-400	271	13	µm	µm	NOUN
eurjchem-400	271	14	for	for	ADP
eurjchem-400	271	15	all	all	DET
eurjchem-400	271	16	compounds	compound	NOUN
eurjchem-400	271	17	and	and	CCONJ
eurjchem-400	271	18	the	the	DET
eurjchem-400	271	19	ic50	ic50	PROPN
eurjchem-400	271	20	values	value	NOUN
eurjchem-400	271	21	were	be	AUX
eurjchem-400	271	22	measured	measure	VERB
eurjchem-400	271	23	for	for	ADP
eurjchem-400	271	24	the	the	DET
eurjchem-400	271	25	most	most	ADV
eurjchem-400	271	26	efficient	efficient	ADJ
eurjchem-400	271	27	heterocyclic	heterocyclic	ADJ
eurjchem-400	271	28	quinones	quinone	NOUN
eurjchem-400	271	29	only	only	ADV
eurjchem-400	271	30	.	.	PUNCT
eurjchem-400	272	1	menadione	menadione	NOUN
eurjchem-400	272	2	was	be	AUX
eurjchem-400	272	3	also	also	ADV
eurjchem-400	272	4	tested	test	VERB
eurjchem-400	272	5	and	and	CCONJ
eurjchem-400	272	6	inhibited	inhibit	VERB
eurjchem-400	272	7	hela	hela	PROPN
eurjchem-400	272	8	and	and	CCONJ
eurjchem-400	272	9	miapaca‐2	miapaca‐2	PROPN
eurjchem-400	272	10	cell	cell	NOUN
eurjchem-400	272	11	lines	line	NOUN
eurjchem-400	272	12	with	with	ADP
eurjchem-400	272	13	comparable	comparable	ADJ
eurjchem-400	272	14	ic50	ic50	PROPN
eurjchem-400	272	15	of	of	ADP
eurjchem-400	272	16	37.5	37.5	NUM
eurjchem-400	272	17	and	and	CCONJ
eurjchem-400	272	18	33	33	NUM
eurjchem-400	272	19	µm	µm	NOUN
eurjchem-400	272	20	,	,	PUNCT
eurjchem-400	272	21	respectively	respectively	ADV
eurjchem-400	272	22	(	(	PUNCT
eurjchem-400	272	23	table	table	NOUN
eurjchem-400	272	24	2	2	NUM
eurjchem-400	272	25	)	)	PUNCT
eurjchem-400	272	26	.	.	PUNCT
eurjchem-400	273	1	all	all	DET
eurjchem-400	273	2	compounds	compound	NOUN
eurjchem-400	273	3	showed	show	VERB
eurjchem-400	273	4	cytotoxic	cytotoxic	ADJ
eurjchem-400	273	5	activity	activity	NOUN
eurjchem-400	273	6	toward	toward	ADP
eurjchem-400	273	7	both	both	DET
eurjchem-400	273	8	cell	cell	NOUN
eurjchem-400	273	9	lines	line	NOUN
eurjchem-400	273	10	at	at	ADP
eurjchem-400	273	11	100	100	NUM
eurjchem-400	273	12	µm	µm	NOUN
eurjchem-400	273	13	with	with	ADP
eurjchem-400	273	14	percentages	percentage	NOUN
eurjchem-400	273	15	of	of	ADP
eurjchem-400	273	16	growth	growth	NOUN
eurjchem-400	273	17	inhibition	inhibition	NOUN
eurjchem-400	273	18	above	above	ADP
eurjchem-400	273	19	60	60	NUM
eurjchem-400	273	20	%	%	NOUN
eurjchem-400	273	21	except	except	SCONJ
eurjchem-400	273	22	derivative	derivative	ADJ
eurjchem-400	273	23	,	,	PUNCT
eurjchem-400	273	24	25	25	NUM
eurjchem-400	273	25	,	,	PUNCT
eurjchem-400	273	26	which	which	PRON
eurjchem-400	273	27	was	be	AUX
eurjchem-400	273	28	totally	totally	ADV
eurjchem-400	273	29	inactive	inactive	ADJ
eurjchem-400	273	30	on	on	ADP
eurjchem-400	273	31	hela	hela	ADJ
eurjchem-400	273	32	cells	cell	NOUN
eurjchem-400	273	33	and	and	CCONJ
eurjchem-400	273	34	displayed	display	VERB
eurjchem-400	273	35	a	a	DET
eurjchem-400	273	36	percentage	percentage	NOUN
eurjchem-400	273	37	of	of	ADP
eurjchem-400	273	38	24	24	NUM
eurjchem-400	273	39	%	%	NOUN
eurjchem-400	273	40	inhibition	inhibition	NOUN
eurjchem-400	273	41	at	at	ADP
eurjchem-400	273	42	100	100	NUM
eurjchem-400	273	43	µm	µm	NOUN
eurjchem-400	273	44	toward	toward	ADP
eurjchem-400	273	45	the	the	DET
eurjchem-400	273	46	pancreatic	pancreatic	ADJ
eurjchem-400	273	47	cell	cell	NOUN
eurjchem-400	273	48	line	line	NOUN
eurjchem-400	273	49	.	.	PUNCT
eurjchem-400	274	1	these	these	DET
eurjchem-400	274	2	series	series	NOUN
eurjchem-400	274	3	of	of	ADP
eurjchem-400	274	4	quinone	quinone	NOUN
eurjchem-400	274	5	is	be	AUX
eurjchem-400	274	6	less	less	ADV
eurjchem-400	274	7	potent	potent	ADJ
eurjchem-400	274	8	on	on	ADP
eurjchem-400	274	9	hela	hela	PROPN
eurjchem-400	274	10	cells	cell	NOUN
eurjchem-400	274	11	than	than	ADP
eurjchem-400	274	12	compounds	compound	NOUN
eurjchem-400	274	13	1	1	NUM
eurjchem-400	274	14	and	and	CCONJ
eurjchem-400	274	15	2	2	NUM
eurjchem-400	274	16	for	for	ADP
eurjchem-400	274	17	which	which	PRON
eurjchem-400	274	18	we	we	PRON
eurjchem-400	274	19	previously	previously	ADV
eurjchem-400	274	20	reported	report	VERB
eurjchem-400	274	21	ic50	ic50	PROPN
eurjchem-400	274	22	values	value	NOUN
eurjchem-400	274	23	of	of	ADP
eurjchem-400	274	24	8.8	8.8	NUM
eurjchem-400	274	25	and	and	CCONJ
eurjchem-400	274	26	10.8	10.8	NUM
eurjchem-400	274	27	µm	µm	NOUN
eurjchem-400	274	28	,	,	PUNCT
eurjchem-400	274	29	respectively	respectively	ADV
eurjchem-400	274	30	[	[	X
eurjchem-400	274	31	21	21	NUM
eurjchem-400	274	32	]	]	PUNCT
eurjchem-400	274	33	.	.	PUNCT
eurjchem-400	275	1	benzothiophenequinone	benzothiophenequinone	NOUN
eurjchem-400	275	2	,	,	PUNCT
eurjchem-400	275	3	22	22	NUM
eurjchem-400	275	4	,	,	PUNCT
eurjchem-400	275	5	which	which	PRON
eurjchem-400	275	6	also	also	ADV
eurjchem-400	275	7	showed	show	VERB
eurjchem-400	275	8	one	one	NUM
eurjchem-400	275	9	of	of	ADP
eurjchem-400	275	10	the	the	DET
eurjchem-400	275	11	highest	high	ADJ
eurjchem-400	275	12	anti‐phosphatase	anti‐phosphatase	NOUN
eurjchem-400	275	13	activity	activity	NOUN
eurjchem-400	275	14	was	be	AUX
eurjchem-400	275	15	the	the	DET
eurjchem-400	275	16	most	most	ADV
eurjchem-400	275	17	cytotoxic	cytotoxic	ADJ
eurjchem-400	275	18	quinone	quinone	NOUN
eurjchem-400	275	19	with	with	ADP
eurjchem-400	275	20	activities	activity	NOUN
eurjchem-400	275	21	comparable	comparable	ADJ
eurjchem-400	275	22	to	to	ADP
eurjchem-400	275	23	that	that	PRON
eurjchem-400	275	24	of	of	ADP
eurjchem-400	275	25	menadione	menadione	PROPN
eurjchem-400	275	26	.	.	PUNCT
eurjchem-400	276	1	4	4	X
eurjchem-400	276	2	.	.	X
eurjchem-400	276	3	conclusion	conclusion	NOUN
eurjchem-400	276	4	quinonoid‐based	quinonoid‐base	VERB
eurjchem-400	276	5	compounds	compound	NOUN
eurjchem-400	276	6	are	be	AUX
eurjchem-400	276	7	currently	currently	ADV
eurjchem-400	276	8	the	the	DET
eurjchem-400	276	9	most	most	ADV
eurjchem-400	276	10	potent	potent	ADJ
eurjchem-400	276	11	cdc25	cdc25	ADJ
eurjchem-400	276	12	phosphatase	phosphatase	NOUN
eurjchem-400	276	13	inhibitors	inhibitor	NOUN
eurjchem-400	276	14	.	.	PUNCT
eurjchem-400	277	1	in	in	ADP
eurjchem-400	277	2	the	the	DET
eurjchem-400	277	3	present	present	ADJ
eurjchem-400	277	4	study	study	NOUN
eurjchem-400	277	5	,	,	PUNCT
eurjchem-400	277	6	we	we	PRON
eurjchem-400	277	7	examined	examine	VERB
eurjchem-400	277	8	the	the	DET
eurjchem-400	277	9	effect	effect	NOUN
eurjchem-400	277	10	on	on	ADP
eurjchem-400	277	11	cdc25b	cdc25b	NOUN
eurjchem-400	277	12	activity	activity	NOUN
eurjchem-400	277	13	of	of	ADP
eurjchem-400	277	14	heterocycles	heterocycle	NOUN
eurjchem-400	277	15	fused	fuse	VERB
eurjchem-400	277	16	to	to	ADP
eurjchem-400	277	17	the	the	DET
eurjchem-400	277	18	1,4‐dione	1,4‐dione	NUM
eurjchem-400	277	19	pharmacophore	pharmacophore	NOUN
eurjchem-400	277	20	substituted	substitute	VERB
eurjchem-400	277	21	with	with	ADP
eurjchem-400	277	22	two	two	NUM
eurjchem-400	277	23	thiol	thiol	ADJ
eurjchem-400	277	24	groups	group	NOUN
eurjchem-400	277	25	.	.	PUNCT
eurjchem-400	278	1	for	for	ADP
eurjchem-400	278	2	this	this	DET
eurjchem-400	278	3	limited	limited	ADJ
eurjchem-400	278	4	series	series	NOUN
eurjchem-400	278	5	of	of	ADP
eurjchem-400	278	6	bis‐substituted	bis‐substitute	VERB
eurjchem-400	278	7	heteroquinones	heteroquinone	NOUN
eurjchem-400	278	8	,	,	PUNCT
eurjchem-400	278	9	important	important	ADJ
eurjchem-400	278	10	modifications	modification	NOUN
eurjchem-400	278	11	of	of	ADP
eurjchem-400	278	12	the	the	DET
eurjchem-400	278	13	heterocyclic	heterocyclic	ADJ
eurjchem-400	278	14	ring	ring	NOUN
eurjchem-400	278	15	are	be	AUX
eurjchem-400	278	16	well	well	ADV
eurjchem-400	278	17	tolerated	tolerate	VERB
eurjchem-400	278	18	since	since	SCONJ
eurjchem-400	278	19	all	all	DET
eurjchem-400	278	20	derivatives	derivative	NOUN
eurjchem-400	278	21	show	show	VERB
eurjchem-400	278	22	similar	similar	ADJ
eurjchem-400	278	23	micromolar	micromolar	ADJ
eurjchem-400	278	24	activities	activity	NOUN
eurjchem-400	278	25	.	.	PUNCT
eurjchem-400	279	1	unfortunately	unfortunately	ADV
eurjchem-400	279	2	,	,	PUNCT
eurjchem-400	279	3	we	we	PRON
eurjchem-400	279	4	were	be	AUX
eurjchem-400	279	5	not	not	PART
eurjchem-400	279	6	able	able	ADJ
eurjchem-400	279	7	to	to	PART
eurjchem-400	279	8	increase	increase	VERB
eurjchem-400	279	9	the	the	DET
eurjchem-400	279	10	affinity	affinity	NOUN
eurjchem-400	279	11	of	of	ADP
eurjchem-400	279	12	the	the	DET
eurjchem-400	279	13	quinonic	quinonic	ADJ
eurjchem-400	279	14	compounds	compound	NOUN
eurjchem-400	279	15	by	by	ADP
eurjchem-400	279	16	modulating	modulate	VERB
eurjchem-400	279	17	the	the	DET
eurjchem-400	279	18	heterocyclic	heterocyclic	ADJ
eurjchem-400	279	19	part	part	NOUN
eurjchem-400	279	20	as	as	SCONJ
eurjchem-400	279	21	expected	expect	VERB
eurjchem-400	279	22	.	.	PUNCT
eurjchem-400	280	1	these	these	DET
eurjchem-400	280	2	results	result	NOUN
eurjchem-400	280	3	underline	underline	VERB
eurjchem-400	280	4	the	the	DET
eurjchem-400	280	5	role	role	NOUN
eurjchem-400	280	6	of	of	ADP
eurjchem-400	280	7	substitution	substitution	NOUN
eurjchem-400	280	8	of	of	ADP
eurjchem-400	280	9	the	the	DET
eurjchem-400	280	10	quinone	quinone	NOUN
eurjchem-400	280	11	ring	ring	NOUN
eurjchem-400	280	12	,	,	PUNCT
eurjchem-400	280	13	which	which	PRON
eurjchem-400	280	14	is	be	AUX
eurjchem-400	280	15	essential	essential	ADJ
eurjchem-400	280	16	for	for	ADP
eurjchem-400	280	17	potent	potent	ADJ
eurjchem-400	280	18	cdc25	cdc25	NOUN
eurjchem-400	280	19	inhibition	inhibition	NOUN
eurjchem-400	280	20	[	[	X
eurjchem-400	280	21	12,19	12,19	NOUN
eurjchem-400	280	22	]	]	PUNCT
eurjchem-400	280	23	.	.	PUNCT
eurjchem-400	281	1	thus	thus	ADV
eurjchem-400	281	2	,	,	PUNCT
eurjchem-400	281	3	for	for	ADP
eurjchem-400	281	4	this	this	DET
eurjchem-400	281	5	set	set	NOUN
eurjchem-400	281	6	of	of	ADP
eurjchem-400	281	7	quinonic	quinonic	ADJ
eurjchem-400	281	8	derivatives	derivative	NOUN
eurjchem-400	281	9	,	,	PUNCT
eurjchem-400	281	10	the	the	DET
eurjchem-400	281	11	substitution	substitution	NOUN
eurjchem-400	281	12	pattern	pattern	NOUN
eurjchem-400	281	13	appears	appear	VERB
eurjchem-400	281	14	to	to	PART
eurjchem-400	281	15	be	be	AUX
eurjchem-400	281	16	responsible	responsible	ADJ
eurjchem-400	281	17	for	for	ADP
eurjchem-400	281	18	the	the	DET
eurjchem-400	281	19	moderate	moderate	ADJ
eurjchem-400	281	20	inhibitory	inhibitory	ADJ
eurjchem-400	281	21	activity	activity	NOUN
eurjchem-400	281	22	level	level	NOUN
eurjchem-400	281	23	and	and	CCONJ
eurjchem-400	281	24	probably	probably	ADV
eurjchem-400	281	25	explains	explain	VERB
eurjchem-400	281	26	the	the	DET
eurjchem-400	281	27	absence	absence	NOUN
eurjchem-400	281	28	of	of	ADP
eurjchem-400	281	29	significant	significant	ADJ
eurjchem-400	281	30	differences	difference	NOUN
eurjchem-400	281	31	in	in	ADP
eurjchem-400	281	32	activities	activity	NOUN
eurjchem-400	281	33	between	between	ADP
eurjchem-400	281	34	these	these	DET
eurjchem-400	281	35	heteroquinones	heteroquinone	NOUN
eurjchem-400	281	36	.	.	PUNCT
eurjchem-400	282	1	therefore	therefore	ADV
eurjchem-400	282	2	,	,	PUNCT
eurjchem-400	282	3	it	it	PRON
eurjchem-400	282	4	could	could	AUX
eurjchem-400	282	5	be	be	AUX
eurjchem-400	282	6	valuable	valuable	ADJ
eurjchem-400	282	7	to	to	PART
eurjchem-400	282	8	prepare	prepare	VERB
eurjchem-400	282	9	and	and	CCONJ
eurjchem-400	282	10	evaluate	evaluate	VERB
eurjchem-400	282	11	on	on	ADP
eurjchem-400	282	12	cdc25	cdc25	ADJ
eurjchem-400	282	13	phosphatase	phosphatase	NOUN
eurjchem-400	282	14	activity	activity	NOUN
eurjchem-400	282	15	heteroquinones	heteroquinone	NOUN
eurjchem-400	282	16	bearing	bear	VERB
eurjchem-400	282	17	two	two	NUM
eurjchem-400	282	18	n	n	CCONJ
eurjchem-400	282	19	,	,	PUNCT
eurjchem-400	282	20	n‐dimethylethylenediamino	n‐dimethylethylenediamino	NUM
eurjchem-400	282	21	or	or	CCONJ
eurjchem-400	282	22	2‐hydroxyethylthio	2‐hydroxyethylthio	NUM
eurjchem-400	282	23	groups	group	NOUN
eurjchem-400	282	24	on	on	ADP
eurjchem-400	282	25	the	the	DET
eurjchem-400	282	26	quinone	quinone	NOUN
eurjchem-400	282	27	ring	ring	NOUN
eurjchem-400	282	28	.	.	PUNCT
eurjchem-400	283	1	acknowledgements	acknowledgement	NOUN
eurjchem-400	283	2	martine	martine	PROPN
eurjchem-400	283	3	fayolle	fayolle	PROPN
eurjchem-400	283	4	is	be	AUX
eurjchem-400	283	5	thanked	thank	VERB
eurjchem-400	283	6	for	for	ADP
eurjchem-400	283	7	the	the	DET
eurjchem-400	283	8	preparation	preparation	NOUN
eurjchem-400	283	9	of	of	ADP
eurjchem-400	283	10	4‐	4‐	PROPN
eurjchem-400	283	11	hydroxy‐2‐methylbenzoxazole	hydroxy‐2‐methylbenzoxazole	PROPN
eurjchem-400	283	12	(	(	PUNCT
eurjchem-400	283	13	20	20	NUM
eurjchem-400	283	14	)	)	PUNCT
eurjchem-400	283	15	and	and	CCONJ
eurjchem-400	283	16	tatiana	tatiana	PROPN
eurjchem-400	283	17	besset	besset	NOUN
eurjchem-400	283	18	is	be	AUX
eurjchem-400	283	19	grateful	grateful	ADJ
eurjchem-400	283	20	to	to	ADP
eurjchem-400	283	21	the	the	DET
eurjchem-400	283	22	'	'	PUNCT
eurjchem-400	283	23	ministère	ministère	X
eurjchem-400	283	24	de	de	X
eurjchem-400	283	25	l’education	l’education	NOUN
eurjchem-400	283	26	nationale	nationale	NOUN
eurjchem-400	283	27	,	,	PUNCT
eurjchem-400	283	28	de	de	X
eurjchem-400	283	29	la	la	X
eurjchem-400	283	30	recherche	recherche	X
eurjchem-400	283	31	et	et	PROPN
eurjchem-400	283	32	de	de	PROPN
eurjchem-400	283	33	la	la	X
eurjchem-400	283	34	technologie	technologie	PROPN
eurjchem-400	283	35	'	'	PUNCT
eurjchem-400	283	36	(	(	PUNCT
eurjchem-400	283	37	menrt	menrt	NOUN
eurjchem-400	283	38	)	)	PUNCT
eurjchem-400	283	39	for	for	ADP
eurjchem-400	283	40	a	a	DET
eurjchem-400	283	41	doctoral	doctoral	ADJ
eurjchem-400	283	42	fellowship	fellowship	NOUN
eurjchem-400	283	43	.	.	PUNCT
eurjchem-400	284	1	mbp‐cdc25b3	mbp‐cdc25b3	PROPN
eurjchem-400	284	2	was	be	AUX
eurjchem-400	284	3	provided	provide	VERB
eurjchem-400	284	4	by	by	ADP
eurjchem-400	284	5	bernard	bernard	PROPN
eurjchem-400	284	6	ducommun	ducommun	PROPN
eurjchem-400	284	7	.	.	PUNCT
eurjchem-400	285	1	references	reference	NOUN
eurjchem-400	285	2	[	[	X
eurjchem-400	285	3	1	1	NUM
eurjchem-400	285	4	]	]	PUNCT
eurjchem-400	285	5	.	.	PUNCT
eurjchem-400	286	1	nilsson	nilsson	PROPN
eurjchem-400	286	2	,	,	PUNCT
eurjchem-400	286	3	i.	i.	PROPN
eurjchem-400	286	4	;	;	PUNCT
eurjchem-400	286	5	hoffman	hoffman	PROPN
eurjchem-400	286	6	,	,	PUNCT
eurjchem-400	286	7	i.	i.	PROPN
eurjchem-400	286	8	prog	prog	PROPN
eurjchem-400	286	9	.	.	PUNCT
eurjchem-400	287	1	cell	cell	NOUN
eurjchem-400	287	2	cycle	cycle	NOUN
eurjchem-400	287	3	res	re	NOUN
eurjchem-400	287	4	.	.	PROPN
eurjchem-400	287	5	2000	2000	NUM
eurjchem-400	287	6	,	,	PUNCT
eurjchem-400	287	7	4	4	NUM
eurjchem-400	287	8	,	,	PUNCT
eurjchem-400	287	9	107‐114	107‐114	NUM
eurjchem-400	287	10	.	.	PUNCT
eurjchem-400	288	1	[	[	X
eurjchem-400	288	2	2	2	NUM
eurjchem-400	288	3	]	]	PUNCT
eurjchem-400	288	4	.	.	PUNCT
eurjchem-400	289	1	iliakis	iliakis	PROPN
eurjchem-400	289	2	,	,	PUNCT
eurjchem-400	289	3	g.	g.	PROPN
eurjchem-400	289	4	;	;	PUNCT
eurjchem-400	289	5	wang	wang	PROPN
eurjchem-400	289	6	,	,	PUNCT
eurjchem-400	289	7	y.	y.	PROPN
eurjchem-400	289	8	;	;	PUNCT
eurjchem-400	289	9	guan	guan	PROPN
eurjchem-400	289	10	,	,	PUNCT
eurjchem-400	289	11	j.	j.	PROPN
eurjchem-400	289	12	;	;	PUNCT
eurjchem-400	289	13	wang	wang	PROPN
eurjchem-400	289	14	,	,	PUNCT
eurjchem-400	289	15	h.	h.	PROPN
eurjchem-400	289	16	oncogene	oncogene	PROPN
eurjchem-400	289	17	2003	2003	NUM
eurjchem-400	289	18	,	,	PUNCT
eurjchem-400	289	19	22	22	NUM
eurjchem-400	289	20	,	,	PUNCT
eurjchem-400	289	21	5834‐5847	5834‐5847	NUM
eurjchem-400	289	22	.	.	PUNCT
eurjchem-400	290	1	[	[	X
eurjchem-400	290	2	3	3	NUM
eurjchem-400	290	3	]	]	PUNCT
eurjchem-400	290	4	.	.	PUNCT
eurjchem-400	291	1	karlsson‐rosenthal	karlsson‐rosenthal	PROPN
eurjchem-400	291	2	,	,	PUNCT
eurjchem-400	291	3	c.	c.	PROPN
eurjchem-400	291	4	;	;	PUNCT
eurjchem-400	291	5	millar	millar	PROPN
eurjchem-400	291	6	,	,	PUNCT
eurjchem-400	291	7	j.	j.	PROPN
eurjchem-400	291	8	b.	b.	PROPN
eurjchem-400	291	9	trends	trends	PROPN
eurjchem-400	291	10	cell	cell	NOUN
eurjchem-400	291	11	biol	biol	NOUN
eurjchem-400	291	12	.	.	PUNCT
eurjchem-400	292	1	2006	2006	NUM
eurjchem-400	292	2	,	,	PUNCT
eurjchem-400	292	3	16	16	NUM
eurjchem-400	292	4	,	,	PUNCT
eurjchem-400	292	5	285‐292	285‐292	NUM
eurjchem-400	292	6	.	.	PUNCT
eurjchem-400	293	1	[	[	X
eurjchem-400	293	2	4	4	NUM
eurjchem-400	293	3	]	]	PUNCT
eurjchem-400	293	4	.	.	PUNCT
eurjchem-400	294	1	kristjansdottir	kristjansdottir	PROPN
eurjchem-400	294	2	,	,	PUNCT
eurjchem-400	294	3	k.	k.	PROPN
eurjchem-400	294	4	;	;	PUNCT
eurjchem-400	294	5	rudolph	rudolph	PROPN
eurjchem-400	294	6	,	,	PUNCT
eurjchem-400	294	7	j.	j.	PROPN
eurjchem-400	294	8	chem	chem	PROPN
eurjchem-400	294	9	.	.	PUNCT
eurjchem-400	295	1	biol	biol	PROPN
eurjchem-400	295	2	.	.	PUNCT
eurjchem-400	296	1	2004	2004	NUM
eurjchem-400	296	2	,	,	PUNCT
eurjchem-400	296	3	11	11	NUM
eurjchem-400	296	4	,	,	PUNCT
eurjchem-400	296	5	1043‐1051	1043‐1051	NUM
eurjchem-400	296	6	.	.	PUNCT
eurjchem-400	297	1	[	[	X
eurjchem-400	297	2	5	5	NUM
eurjchem-400	297	3	]	]	PUNCT
eurjchem-400	297	4	.	.	PUNCT
eurjchem-400	298	1	boutros	boutros	PROPN
eurjchem-400	298	2	,	,	PUNCT
eurjchem-400	298	3	r.	r.	PROPN
eurjchem-400	298	4	;	;	PUNCT
eurjchem-400	298	5	dozier	dozier	PROPN
eurjchem-400	298	6	,	,	PUNCT
eurjchem-400	298	7	c.	c.	PROPN
eurjchem-400	298	8	;	;	PUNCT
eurjchem-400	298	9	ducommun	ducommun	PROPN
eurjchem-400	298	10	b.	b.	PROPN
eurjchem-400	298	11	curr	curr	PROPN
eurjchem-400	298	12	.	.	PUNCT
eurjchem-400	299	1	opin	opin	NOUN
eurjchem-400	299	2	.	.	PUNCT
eurjchem-400	300	1	cell	cell	NOUN
eurjchem-400	300	2	biol	biol	PROPN
eurjchem-400	300	3	.	.	PUNCT
eurjchem-400	301	1	2006	2006	NUM
eurjchem-400	301	2	,	,	PUNCT
eurjchem-400	301	3	18	18	NUM
eurjchem-400	301	4	,	,	PUNCT
eurjchem-400	301	5	185‐191	185‐191	NUM
eurjchem-400	301	6	.	.	PUNCT
eurjchem-400	302	1	[	[	X
eurjchem-400	302	2	6	6	NUM
eurjchem-400	302	3	]	]	PUNCT
eurjchem-400	302	4	.	.	PUNCT
eurjchem-400	303	1	galaktionov	galaktionov	PROPN
eurjchem-400	303	2	,	,	PUNCT
eurjchem-400	303	3	k.	k.	PROPN
eurjchem-400	303	4	;	;	PUNCT
eurjchem-400	303	5	chen	chen	PROPN
eurjchem-400	303	6	,	,	PUNCT
eurjchem-400	303	7	x.	x.	PROPN
eurjchem-400	303	8	;	;	PUNCT
eurjchem-400	303	9	beach	beach	PROPN
eurjchem-400	303	10	,	,	PUNCT
eurjchem-400	303	11	d.	d.	PROPN
eurjchem-400	303	12	nature	nature	PROPN
eurjchem-400	303	13	1996	1996	NUM
eurjchem-400	303	14	,	,	PUNCT
eurjchem-400	303	15	382	382	NUM
eurjchem-400	303	16	,	,	PUNCT
eurjchem-400	303	17	511‐517	511‐517	PROPN
eurjchem-400	303	18	.	.	PUNCT
eurjchem-400	304	1	[	[	X
eurjchem-400	304	2	7	7	NUM
eurjchem-400	304	3	]	]	PUNCT
eurjchem-400	304	4	.	.	PUNCT
eurjchem-400	305	1	contour‐galcera	contour‐galcera	PROPN
eurjchem-400	305	2	,	,	PUNCT
eurjchem-400	305	3	m.	m.	NOUN
eurjchem-400	305	4	o.	o.	PROPN
eurjchem-400	305	5	;	;	PUNCT
eurjchem-400	305	6	sidhu	sidhu	PROPN
eurjchem-400	305	7	,	,	PUNCT
eurjchem-400	305	8	a.	a.	NOUN
eurjchem-400	305	9	;	;	PUNCT
eurjchem-400	305	10	prévost	prévost	ADV
eurjchem-400	305	11	,	,	PUNCT
eurjchem-400	305	12	g.	g.	NOUN
eurjchem-400	305	13	;	;	PUNCT
eurjchem-400	305	14	bigg	bigg	NOUN
eurjchem-400	305	15	,	,	PUNCT
eurjchem-400	305	16	d.	d.	PROPN
eurjchem-400	305	17	;	;	PUNCT
eurjchem-400	305	18	ducommun	ducommun	PROPN
eurjchem-400	305	19	,	,	PUNCT
eurjchem-400	305	20	b.	b.	PROPN
eurjchem-400	305	21	pharmacol	pharmacol	PROPN
eurjchem-400	305	22	.	.	PUNCT
eurjchem-400	306	1	ther	ther	PROPN
eurjchem-400	306	2	.	.	PUNCT
eurjchem-400	307	1	2007	2007	NUM
eurjchem-400	307	2	,	,	PUNCT
eurjchem-400	307	3	115	115	NUM
eurjchem-400	307	4	,	,	PUNCT
eurjchem-400	307	5	1‐12	1‐12	NUM
eurjchem-400	307	6	.	.	PUNCT
eurjchem-400	308	1	[	[	X
eurjchem-400	308	2	8	8	NUM
eurjchem-400	308	3	]	]	PUNCT
eurjchem-400	308	4	.	.	PUNCT
eurjchem-400	309	1	nishikawa	nishikawa	PROPN
eurjchem-400	309	2	,	,	PUNCT
eurjchem-400	309	3	y.	y.	PROPN
eurjchem-400	309	4	;	;	PUNCT
eurjchem-400	309	5	carr	carr	PROPN
eurjchem-400	309	6	,	,	PUNCT
eurjchem-400	309	7	b.	b.	PROPN
eurjchem-400	309	8	i.	i.	PROPN
eurjchem-400	309	9	;	;	PUNCT
eurjchem-400	309	10	wang	wang	PROPN
eurjchem-400	309	11	,	,	PUNCT
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eurjchem-400	309	13	;	;	PUNCT
eurjchem-400	309	14	kar	kar	PROPN
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eurjchem-400	309	16	s.	s.	PROPN
eurjchem-400	309	17	;	;	PUNCT
eurjchem-400	309	18	finn	finn	PROPN
eurjchem-400	309	19	,	,	PUNCT
eurjchem-400	309	20	f.	f.	PROPN
eurjchem-400	309	21	;	;	PUNCT
eurjchem-400	309	22	dowd	dowd	PROPN
eurjchem-400	309	23	,	,	PUNCT
eurjchem-400	309	24	p.	p.	PROPN
eurjchem-400	309	25	;	;	PUNCT
eurjchem-400	309	26	zheng	zheng	PROPN
eurjchem-400	309	27	,	,	PUNCT
eurjchem-400	309	28	z.	z.	PROPN
eurjchem-400	309	29	b.	b.	PROPN
eurjchem-400	309	30	;	;	PUNCT
eurjchem-400	309	31	kerns	kerns	PROPN
eurjchem-400	309	32	,	,	PUNCT
eurjchem-400	309	33	j.	j.	PROPN
eurjchem-400	309	34	;	;	PUNCT
eurjchem-400	309	35	naganathan	naganathan	PROPN
eurjchem-400	309	36	,	,	PUNCT
eurjchem-400	309	37	s.	s.	PROPN
eurjchem-400	309	38	j.	j.	PROPN
eurjchem-400	309	39	biol	biol	PROPN
eurjchem-400	309	40	.	.	PUNCT
eurjchem-400	310	1	chem	chem	PROPN
eurjchem-400	310	2	.	.	PUNCT
eurjchem-400	311	1	1995	1995	NUM
eurjchem-400	311	2	,	,	PUNCT
eurjchem-400	311	3	270	270	NUM
eurjchem-400	311	4	,	,	PUNCT
eurjchem-400	311	5	28304‐28310	28304‐28310	NUM
eurjchem-400	311	6	.	.	PUNCT
eurjchem-400	312	1	[	[	X
eurjchem-400	312	2	9	9	NUM
eurjchem-400	312	3	]	]	SYM
eurjchem-400	312	4	.	.	PUNCT
eurjchem-400	313	1	tamura	tamura	PROPN
eurjchem-400	313	2	,	,	PUNCT
eurjchem-400	313	3	k.	k.	PROPN
eurjchem-400	313	4	;	;	PUNCT
eurjchem-400	313	5	southwick	southwick	PROPN
eurjchem-400	313	6	,	,	PUNCT
eurjchem-400	313	7	e.	e.	PROPN
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eurjchem-400	313	9	;	;	PUNCT
eurjchem-400	313	10	kerns	kerns	PROPN
eurjchem-400	313	11	,	,	PUNCT
eurjchem-400	313	12	j.	j.	PROPN
eurjchem-400	313	13	;	;	PUNCT
eurjchem-400	313	14	rosi	rosi	PROPN
eurjchem-400	313	15	,	,	PUNCT
eurjchem-400	313	16	k.	k.	PROPN
eurjchem-400	313	17	;	;	PUNCT
eurjchem-400	313	18	carr	carr	PROPN
eurjchem-400	313	19	,	,	PUNCT
eurjchem-400	313	20	b.	b.	PROPN
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eurjchem-400	313	22	;	;	PUNCT
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eurjchem-400	313	24	,	,	PUNCT
eurjchem-400	313	25	c.	c.	PROPN
eurjchem-400	313	26	;	;	PUNCT
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eurjchem-400	313	29	j.	j.	PROPN
eurjchem-400	313	30	s.	s.	PROPN
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eurjchem-400	313	35	,	,	PUNCT
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eurjchem-400	313	39	.	.	PUNCT
eurjchem-400	314	1	[	[	X
eurjchem-400	314	2	10	10	NUM
eurjchem-400	314	3	]	]	PUNCT
eurjchem-400	314	4	.	.	PUNCT
eurjchem-400	315	1	garuti	garuti	PROPN
eurjchem-400	315	2	,	,	PUNCT
eurjchem-400	315	3	l.	l.	PROPN
eurjchem-400	315	4	;	;	PUNCT
eurjchem-400	315	5	roberti	roberti	PROPN
eurjchem-400	315	6	,	,	PUNCT
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eurjchem-400	315	8	;	;	PUNCT
eurjchem-400	315	9	pizzirani	pizzirani	PROPN
eurjchem-400	315	10	,	,	PUNCT
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eurjchem-400	315	13	.	.	PUNCT
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eurjchem-400	316	4	.	.	PUNCT
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eurjchem-400	317	2	,	,	PUNCT
eurjchem-400	317	3	15	15	NUM
eurjchem-400	317	4	,	,	PUNCT
eurjchem-400	317	5	573‐	573‐	NUM
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eurjchem-400	317	7	.	.	PUNCT
eurjchem-400	318	1	[	[	X
eurjchem-400	318	2	11	11	NUM
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eurjchem-400	318	4	.	.	PUNCT
eurjchem-400	319	1	lazo	lazo	PROPN
eurjchem-400	319	2	,	,	PUNCT
eurjchem-400	319	3	j.	j.	PROPN
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eurjchem-400	319	5	;	;	PUNCT
eurjchem-400	319	6	aslan	aslan	PROPN
eurjchem-400	319	7	,	,	PUNCT
eurjchem-400	319	8	d.	d.	PROPN
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eurjchem-400	319	10	;	;	PUNCT
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eurjchem-400	319	12	,	,	PUNCT
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eurjchem-400	319	15	;	;	PUNCT
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eurjchem-400	319	17	,	,	PUNCT
eurjchem-400	319	18	k.	k.	PROPN
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eurjchem-400	319	20	;	;	PUNCT
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eurjchem-400	319	22	,	,	PUNCT
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eurjchem-400	319	29	;	;	PUNCT
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eurjchem-400	319	36	j.	j.	PROPN
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eurjchem-400	319	40	.	.	PUNCT
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eurjchem-400	320	2	,	,	PUNCT
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eurjchem-400	320	4	,	,	PUNCT
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eurjchem-400	321	3	]	]	PUNCT
eurjchem-400	321	4	.	.	PUNCT
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eurjchem-400	322	2	,	,	PUNCT
eurjchem-400	322	3	j.	j.	PROPN
eurjchem-400	322	4	s.	s.	PROPN
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eurjchem-400	323	2	.	.	PUNCT
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eurjchem-400	324	2	,	,	PUNCT
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eurjchem-400	327	2	.	.	PUNCT
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eurjchem-400	328	2	,	,	PUNCT
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eurjchem-400	329	3	]	]	SYM
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eurjchem-400	330	2	,	,	PUNCT
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eurjchem-400	342	38	.	.	PUNCT
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eurjchem-400	343	2	,	,	PUNCT
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eurjchem-400	347	2	.	.	PUNCT
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eurjchem-400	348	2	,	,	PUNCT
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eurjchem-400	349	10	valette	valette	NOUN
eurjchem-400	349	11	,	,	PUNCT
eurjchem-400	349	12	a.	a.	NOUN
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eurjchem-400	349	14	quaranta	quaranta	NOUN
eurjchem-400	349	15	,	,	PUNCT
eurjchem-400	349	16	m.	m.	NOUN
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eurjchem-400	349	23	jullien	jullien	PROPN
eurjchem-400	349	24	,	,	PUNCT
eurjchem-400	349	25	d.	d.	PROPN
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eurjchem-400	349	27	lavergne	lavergne	PROPN
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eurjchem-400	349	38	;	;	PUNCT
eurjchem-400	349	39	kasprzyk	kasprzyk	NOUN
eurjchem-400	349	40	,	,	PUNCT
eurjchem-400	349	41	p.	p.	PROPN
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eurjchem-400	349	43	;	;	PUNCT
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eurjchem-400	349	45	,	,	PUNCT
eurjchem-400	349	46	g.	g.	PROPN
eurjchem-400	349	47	p.	p.	PROPN
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eurjchem-400	349	49	ducommun	ducommun	PROPN
eurjchem-400	349	50	,	,	PUNCT
eurjchem-400	349	51	b.	b.	PROPN
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eurjchem-400	349	53	.	.	PUNCT
eurjchem-400	350	1	j.	j.	PROPN
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eurjchem-400	350	4	,	,	PUNCT
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eurjchem-400	350	6	,	,	PUNCT
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eurjchem-400	350	8	.	.	PUNCT
eurjchem-400	351	1	[	[	X
eurjchem-400	351	2	21	21	NUM
eurjchem-400	351	3	]	]	PUNCT
eurjchem-400	351	4	.	.	PUNCT
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eurjchem-400	351	6	,	,	PUNCT
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eurjchem-400	351	9	;	;	PUNCT
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eurjchem-400	351	13	;	;	PUNCT
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eurjchem-400	351	15	,	,	PUNCT
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eurjchem-400	351	17	;	;	PUNCT
eurjchem-400	351	18	mondésert	mondésert	PROPN
eurjchem-400	351	19	,	,	PUNCT
eurjchem-400	351	20	o.	o.	PROPN
eurjchem-400	351	21	;	;	PUNCT
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eurjchem-400	351	32	m.	m.	NOUN
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eurjchem-400	351	36	n.	n.	PROPN
eurjchem-400	351	37	;	;	PUNCT
eurjchem-400	351	38	ducommun	ducommun	PROPN
eurjchem-400	351	39	,	,	PUNCT
eurjchem-400	351	40	b.	b.	PROPN
eurjchem-400	351	41	;	;	PUNCT
eurjchem-400	351	42	garbay	garbay	PROPN
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eurjchem-400	351	44	c.	c.	PROPN
eurjchem-400	351	45	bioorg	bioorg	PROPN
eurjchem-400	351	46	.	.	PUNCT
eurjchem-400	352	1	med	med	PROPN
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eurjchem-400	352	4	.	.	PUNCT
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eurjchem-400	353	2	,	,	PUNCT
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eurjchem-400	353	4	,	,	PUNCT
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eurjchem-400	353	6	.	.	PUNCT
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eurjchem-400	354	2	besset	besset	NOUN
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eurjchem-400	354	12	(	(	PUNCT
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eurjchem-400	354	15	(	(	PUNCT
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eurjchem-400	354	17	)	)	PUNCT
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eurjchem-400	355	1	[	[	X
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eurjchem-400	355	3	]	]	PUNCT
eurjchem-400	355	4	.	.	PUNCT
eurjchem-400	355	5	brezak	brezak	PROPN
eurjchem-400	355	6	,	,	PUNCT
eurjchem-400	355	7	m.	m.	PROPN
eurjchem-400	355	8	c.	c.	PROPN
eurjchem-400	355	9	;	;	PUNCT
eurjchem-400	355	10	quaranta	quaranta	NOUN
eurjchem-400	355	11	,	,	PUNCT
eurjchem-400	355	12	m.	m.	NOUN
eurjchem-400	355	13	;	;	PUNCT
eurjchem-400	355	14	mondésert	mondésert	NOUN
eurjchem-400	355	15	,	,	PUNCT
eurjchem-400	355	16	o.	o.	INTJ
eurjchem-400	355	17	;	;	PUNCT
eurjchem-400	355	18	galcera	galcera	NOUN
eurjchem-400	355	19	,	,	PUNCT
eurjchem-400	355	20	m.	m.	NOUN
eurjchem-400	355	21	o.	o.	PROPN
eurjchem-400	355	22	;	;	PUNCT
eurjchem-400	355	23	lavergne	lavergne	PROPN
eurjchem-400	355	24	,	,	PUNCT
eurjchem-400	355	25	o.	o.	PROPN
eurjchem-400	355	26	;	;	PUNCT
eurjchem-400	355	27	alby	alby	PROPN
eurjchem-400	355	28	,	,	PUNCT
eurjchem-400	355	29	f.	f.	PROPN
eurjchem-400	355	30	;	;	PUNCT
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eurjchem-400	355	41	c.	c.	PROPN
eurjchem-400	355	42	;	;	PUNCT
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eurjchem-400	355	44	,	,	PUNCT
eurjchem-400	355	45	j.	j.	PROPN
eurjchem-400	355	46	;	;	PUNCT
eurjchem-400	355	47	lanco	lanco	PROPN
eurjchem-400	355	48	,	,	PUNCT
eurjchem-400	355	49	c.	c.	PROPN
eurjchem-400	355	50	;	;	PUNCT
eurjchem-400	355	51	kasprzyk	kasprzyk	NOUN
eurjchem-400	355	52	,	,	PUNCT
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eurjchem-400	355	55	;	;	PUNCT
eurjchem-400	355	56	prévost	prévost	ADV
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eurjchem-400	355	66	.	.	PUNCT
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eurjchem-400	356	2	,	,	PUNCT
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eurjchem-400	356	4	,	,	PUNCT
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eurjchem-400	356	6	.	.	PUNCT
eurjchem-400	357	1	[	[	X
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eurjchem-400	357	3	]	]	PUNCT
eurjchem-400	357	4	.	.	PUNCT
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eurjchem-400	358	2	,	,	PUNCT
eurjchem-400	358	3	s.	s.	PROPN
eurjchem-400	358	4	;	;	PUNCT
eurjchem-400	358	5	katz	katz	PROPN
eurjchem-400	358	6	,	,	PUNCT
eurjchem-400	358	7	t.	t.	PROPN
eurjchem-400	358	8	j.	j.	PROPN
eurjchem-400	358	9	;	;	PUNCT
eurjchem-400	358	10	yang	yang	PROPN
eurjchem-400	358	11	,	,	PUNCT
eurjchem-400	358	12	b.	b.	PROPN
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eurjchem-400	358	14	;	;	PUNCT
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eurjchem-400	358	16	,	,	PUNCT
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eurjchem-400	358	20	.	.	PUNCT
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eurjchem-400	358	22	.	.	PUNCT
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eurjchem-400	359	2	,	,	PUNCT
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eurjchem-400	359	4	,	,	PUNCT
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eurjchem-400	359	6	.	.	PUNCT
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eurjchem-400	360	3	]	]	PUNCT
eurjchem-400	360	4	.	.	PUNCT
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eurjchem-400	361	2	,	,	PUNCT
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eurjchem-400	361	5	;	;	PUNCT
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eurjchem-400	361	7	,	,	PUNCT
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eurjchem-400	362	2	,	,	PUNCT
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eurjchem-400	362	7	.	.	PUNCT
eurjchem-400	363	1	[	[	X
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eurjchem-400	363	3	]	]	PUNCT
eurjchem-400	363	4	.	.	PUNCT
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eurjchem-400	364	4	;	;	PUNCT
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eurjchem-400	364	6	,	,	PUNCT
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eurjchem-400	364	8	;	;	PUNCT
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eurjchem-400	365	2	.	.	PUNCT
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eurjchem-400	367	4	.	.	PUNCT
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eurjchem-400	368	2	,	,	PUNCT
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eurjchem-400	368	4	;	;	PUNCT
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eurjchem-400	368	8	;	;	PUNCT
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eurjchem-400	369	2	,	,	PUNCT
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eurjchem-400	369	4	,	,	PUNCT
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eurjchem-400	369	6	.	.	PUNCT
eurjchem-400	370	1	[	[	X
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eurjchem-400	370	4	.	.	PUNCT
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eurjchem-400	371	5	;	;	PUNCT
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eurjchem-400	372	2	.	.	PUNCT
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eurjchem-400	373	2	,	,	PUNCT
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eurjchem-400	374	1	[	[	X
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eurjchem-400	374	4	.	.	PUNCT
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eurjchem-400	377	5	;	;	PUNCT
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eurjchem-400	379	2	.	.	PUNCT
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eurjchem-400	380	2	,	,	PUNCT
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eurjchem-400	381	4	.	.	PUNCT
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eurjchem-400	381	9	;	;	PUNCT
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