id sid tid token lemma pos eurjchem-1565 1 1 untitled untitle VERB eurjchem-1565 1 2 european european PROPN eurjchem-1565 1 3 journal journal PROPN eurjchem-1565 1 4 of of ADP eurjchem-1565 1 5 chemistry chemistry NOUN eurjchem-1565 1 6 8 8 NUM eurjchem-1565 1 7 ( ( PUNCT eurjchem-1565 1 8 2 2 NUM eurjchem-1565 1 9 ) ) PUNCT eurjchem-1565 1 10 ( ( PUNCT eurjchem-1565 1 11 2017 2017 NUM eurjchem-1565 1 12 ) ) PUNCT eurjchem-1565 1 13 183‐187 183‐187 NUM eurjchem-1565 1 14 european european PROPN eurjchem-1565 1 15 journal journal PROPN eurjchem-1565 1 16 of of ADP eurjchem-1565 1 17 chemistry chemistry NOUN eurjchem-1565 1 18 issn issn PROPN eurjchem-1565 1 19 2153‐2249 2153‐2249 PROPN eurjchem-1565 1 20 ( ( PUNCT eurjchem-1565 1 21 print print NOUN eurjchem-1565 1 22 ) ) PUNCT eurjchem-1565 1 23 / / SYM eurjchem-1565 1 24 issn issn PROPN eurjchem-1565 1 25 2153‐2257 2153‐2257 NUM eurjchem-1565 1 26 ( ( PUNCT eurjchem-1565 1 27 online online ADJ eurjchem-1565 1 28 ) ) PUNCT eurjchem-1565 1 29   NOUN eurjchem-1565 1 30 2017 2017 NUM eurjchem-1565 1 31 atlanta atlanta PROPN eurjchem-1565 1 32 publishing publishing PROPN eurjchem-1565 1 33 house house PROPN eurjchem-1565 1 34 llc llc PROPN eurjchem-1565 1 35 ‐ ‐ PUNCT eurjchem-1565 1 36 all all DET eurjchem-1565 1 37 rights right NOUN eurjchem-1565 1 38 reserved reserve VERB eurjchem-1565 1 39 ‐ ‐ NOUN eurjchem-1565 1 40 printed print VERB eurjchem-1565 1 41 in in ADP eurjchem-1565 1 42 the the DET eurjchem-1565 1 43 usa usa PROPN eurjchem-1565 1 44 http://dx.doi.org/10.5155/eurjchem.8.2.183-187.1565 http://dx.doi.org/10.5155/eurjchem.8.2.183-187.1565 PROPN eurjchem-1565 1 45 european european PROPN eurjchem-1565 1 46 journal journal PROPN eurjchem-1565 1 47 of of ADP eurjchem-1565 1 48 chemistry chemistry PROPN eurjchem-1565 1 49 journal journal PROPN eurjchem-1565 1 50 webpage webpage NOUN eurjchem-1565 1 51 : : PUNCT eurjchem-1565 1 52 www.eurjchem.com www.eurjchem.com X eurjchem-1565 2 1 some some DET eurjchem-1565 2 2 new new ADJ eurjchem-1565 2 3 [ [ X eurjchem-1565 2 4 ( ( PUNCT eurjchem-1565 2 5 chromen‐4‐ylamino)‐ethyl]‐azetidin‐2‐ones chromen‐4‐ylamino)‐ethyl]‐azetidin‐2‐one NOUN eurjchem-1565 2 6 and and CCONJ eurjchem-1565 2 7 their their PRON eurjchem-1565 2 8 antibacterial antibacterial ADJ eurjchem-1565 2 9 activity activity NOUN eurjchem-1565 2 10 ramiz ramiz ADJ eurjchem-1565 2 11 hoti hoti PROPN eurjchem-1565 2 12 1 1 NUM eurjchem-1565 2 13 , , PUNCT eurjchem-1565 2 14 naser naser PROPN eurjchem-1565 2 15 troni troni PROPN eurjchem-1565 2 16 1 1 NUM eurjchem-1565 2 17 , , PUNCT eurjchem-1565 2 18 * * PUNCT eurjchem-1565 2 19 , , PUNCT eurjchem-1565 2 20 hamit hamit VERB eurjchem-1565 2 21 ismaili ismaili PROPN eurjchem-1565 2 22 1 1 NUM eurjchem-1565 2 23 , , PUNCT eurjchem-1565 2 24 gjyle gjyle NOUN eurjchem-1565 2 25 mulliqi‐osmani mulliqi‐osmani NOUN eurjchem-1565 2 26 2 2 NUM eurjchem-1565 2 27 and and CCONJ eurjchem-1565 2 28 veprim veprim NOUN eurjchem-1565 2 29 thaçi thaçi NOUN eurjchem-1565 2 30 1 1 NUM eurjchem-1565 2 31 1 1 NUM eurjchem-1565 2 32 department department NOUN eurjchem-1565 2 33 of of ADP eurjchem-1565 2 34 chemistry chemistry NOUN eurjchem-1565 2 35 , , PUNCT eurjchem-1565 2 36 university university PROPN eurjchem-1565 2 37 of of ADP eurjchem-1565 2 38 prishtina prishtina PROPN eurjchem-1565 2 39 , , PUNCT eurjchem-1565 2 40 prishtina prishtina PROPN eurjchem-1565 2 41 , , PUNCT eurjchem-1565 2 42 10000 10000 NUM eurjchem-1565 2 43 , , PUNCT eurjchem-1565 2 44 kosovo kosovo PROPN eurjchem-1565 2 45 2 2 NUM eurjchem-1565 2 46 institute institute PROPN eurjchem-1565 2 47 of of ADP eurjchem-1565 2 48 public public ADJ eurjchem-1565 2 49 health health NOUN eurjchem-1565 2 50 of of ADP eurjchem-1565 2 51 kosovo kosovo PROPN eurjchem-1565 2 52 , , PUNCT eurjchem-1565 2 53 prishtina prishtina PROPN eurjchem-1565 2 54 , , PUNCT eurjchem-1565 2 55 10000 10000 NUM eurjchem-1565 2 56 , , PUNCT eurjchem-1565 2 57 kosovo kosovo PROPN eurjchem-1565 2 58 * * PUNCT eurjchem-1565 2 59 corresponding correspond VERB eurjchem-1565 2 60 author author NOUN eurjchem-1565 2 61 at at ADP eurjchem-1565 2 62 : : PUNCT eurjchem-1565 2 63 department department NOUN eurjchem-1565 2 64 of of ADP eurjchem-1565 2 65 chemistry chemistry NOUN eurjchem-1565 2 66 , , PUNCT eurjchem-1565 2 67 university university PROPN eurjchem-1565 2 68 of of ADP eurjchem-1565 2 69 prishtina prishtina PROPN eurjchem-1565 2 70 , , PUNCT eurjchem-1565 2 71 prishtina prishtina PROPN eurjchem-1565 2 72 , , PUNCT eurjchem-1565 2 73 10000 10000 NUM eurjchem-1565 2 74 , , PUNCT eurjchem-1565 2 75 kosovo kosovo PROPN eurjchem-1565 2 76 . . PUNCT eurjchem-1565 3 1 tel tel PROPN eurjchem-1565 3 2 . . PUNCT eurjchem-1565 3 3 : : PUNCT eurjchem-1565 4 1 +383.38.249873 +383.38.249873 X eurjchem-1565 4 2 . . PUNCT eurjchem-1565 5 1 fax fax NOUN eurjchem-1565 5 2 : : PUNCT eurjchem-1565 5 3 +381.38.244187 +381.38.244187 NOUN eurjchem-1565 5 4 . . PUNCT eurjchem-1565 5 5 e‐mail e‐mail PUNCT eurjchem-1565 6 1 address address NOUN eurjchem-1565 6 2 : : PUNCT eurjchem-1565 6 3 naser_troni@yahoo.com naser_troni@yahoo.com X eurjchem-1565 6 4 ( ( PUNCT eurjchem-1565 6 5 n. n. PROPN eurjchem-1565 6 6 troni troni NOUN eurjchem-1565 6 7 ) ) PUNCT eurjchem-1565 6 8 . . PUNCT eurjchem-1565 7 1 article article NOUN eurjchem-1565 7 2 information information PROPN eurjchem-1565 7 3 abstract abstract ADJ eurjchem-1565 7 4 doi doi PROPN eurjchem-1565 7 5 : : PUNCT eurjchem-1565 7 6     SPACE eurjchem-1565 7 7 10.5155 10.5155 NUM eurjchem-1565 7 8 / / SYM eurjchem-1565 7 9 eurjchem.8.2.183 eurjchem.8.2.183 VERB eurjchem-1565 7 10 - - PUNCT eurjchem-1565 7 11 187.1565 187.1565 PRON eurjchem-1565 7 12 received receive VERB eurjchem-1565 7 13 : : PUNCT eurjchem-1565 7 14 13 13 NUM eurjchem-1565 7 15 march march NOUN eurjchem-1565 7 16 2017 2017 NUM eurjchem-1565 7 17 received receive VERB eurjchem-1565 7 18 in in ADP eurjchem-1565 7 19 revised revise VERB eurjchem-1565 7 20 form form NOUN eurjchem-1565 7 21 : : PUNCT eurjchem-1565 7 22 21 21 NUM eurjchem-1565 7 23 april april PROPN eurjchem-1565 7 24 2017 2017 NUM eurjchem-1565 7 25 accepted accept VERB eurjchem-1565 7 26 : : PUNCT eurjchem-1565 7 27 29 29 NUM eurjchem-1565 7 28 april april PROPN eurjchem-1565 7 29 2017 2017 NUM eurjchem-1565 7 30 published publish VERB eurjchem-1565 7 31 online online ADV eurjchem-1565 7 32 : : PUNCT eurjchem-1565 7 33 30 30 NUM eurjchem-1565 7 34 june june PROPN eurjchem-1565 7 35 2017 2017 NUM eurjchem-1565 7 36 printed print VERB eurjchem-1565 7 37 : : PUNCT eurjchem-1565 7 38 30 30 NUM eurjchem-1565 7 39 june june PROPN eurjchem-1565 7 40 2017 2017 NUM eurjchem-1565 7 41     SPACE eurjchem-1565 7 42 a a DET eurjchem-1565 7 43 series series NOUN eurjchem-1565 7 44 of of ADP eurjchem-1565 7 45 new new ADJ eurjchem-1565 7 46 azetidin‐2‐ones azetidin‐2‐one NOUN eurjchem-1565 7 47 , , PUNCT eurjchem-1565 7 48 on on ADP eurjchem-1565 7 49 the the DET eurjchem-1565 7 50 basis basis NOUN eurjchem-1565 7 51 of of ADP eurjchem-1565 7 52 3‐nitrobenzopyran‐2‐one 3‐nitrobenzopyran‐2‐one NUM eurjchem-1565 7 53 were be AUX eurjchem-1565 7 54 synthesized synthesize VERB eurjchem-1565 7 55 by by ADP eurjchem-1565 7 56 cyclo‐condensation cyclo‐condensation NOUN eurjchem-1565 7 57 of of ADP eurjchem-1565 7 58 various various ADJ eurjchem-1565 7 59 schiff schiff NOUN eurjchem-1565 7 60 bases basis NOUN eurjchem-1565 7 61 of of ADP eurjchem-1565 7 62 coumarin coumarin NOUN eurjchem-1565 7 63 with with ADP eurjchem-1565 7 64 acetyl acetyl NOUN eurjchem-1565 7 65 chloride chloride NOUN eurjchem-1565 7 66 . . PUNCT eurjchem-1565 8 1 4‐(2‐amino‐ 4‐(2‐amino‐ NUM eurjchem-1565 8 2 ethylamino)‐3‐nitro‐chromen‐2‐one ethylamino)‐3‐nitro‐chromen‐2‐one NOUN eurjchem-1565 8 3 ( ( PUNCT eurjchem-1565 8 4 3 3 NUM eurjchem-1565 8 5 ) ) PUNCT eurjchem-1565 8 6 is be AUX eurjchem-1565 8 7 synthesized synthesize VERB eurjchem-1565 8 8 by by ADP eurjchem-1565 8 9 condensation condensation NOUN eurjchem-1565 8 10 of of ADP eurjchem-1565 8 11 4‐chloro‐3‐ 4‐chloro‐3‐ NUM eurjchem-1565 8 12 nitrobenzopyran‐2‐one nitrobenzopyran‐2‐one NOUN eurjchem-1565 8 13 ( ( PUNCT eurjchem-1565 8 14 2 2 NUM eurjchem-1565 8 15 ) ) PUNCT eurjchem-1565 8 16 and and CCONJ eurjchem-1565 8 17 ethane‐1,2‐diamine ethane‐1,2‐diamine PROPN eurjchem-1565 8 18 . . PUNCT eurjchem-1565 9 1 the the DET eurjchem-1565 9 2 catalytic catalytic ADJ eurjchem-1565 9 3 condensation condensation NOUN eurjchem-1565 9 4 of of ADP eurjchem-1565 9 5 compound compound NOUN eurjchem-1565 9 6 3 3 NUM eurjchem-1565 9 7 with with ADP eurjchem-1565 9 8 benzaldehyde benzaldehyde NOUN eurjchem-1565 9 9 , , PUNCT eurjchem-1565 9 10 salicylaldehyde salicylaldehyde NOUN eurjchem-1565 9 11 or or CCONJ eurjchem-1565 9 12 3‐nitrobenzaldehyde 3‐nitrobenzaldehyde NUM eurjchem-1565 9 13 yielded yield VERB eurjchem-1565 9 14 corresponding correspond VERB eurjchem-1565 9 15 4‐[4‐ 4‐[4‐ PROPN eurjchem-1565 9 16 ( ( PUNCT eurjchem-1565 9 17 benzylidene‐amino)‐phenylamino]‐3‐nitrobenzopyran‐2‐ones benzylidene‐amino)‐phenylamino]‐3‐nitrobenzopyran‐2‐ones PROPN eurjchem-1565 9 18 , , PUNCT eurjchem-1565 9 19 4a‐c 4a‐c NOUN eurjchem-1565 9 20 . . PUNCT eurjchem-1565 10 1 the the DET eurjchem-1565 10 2 cyclization cyclization NOUN eurjchem-1565 10 3 reac‐ reac‐ NOUN eurjchem-1565 10 4 tion tion NOUN eurjchem-1565 10 5 of of ADP eurjchem-1565 10 6 compounds compound NOUN eurjchem-1565 10 7 4a‐c 4a‐c ADJ eurjchem-1565 10 8 with with ADP eurjchem-1565 10 9 acetyl acetyl NOUN eurjchem-1565 10 10 chloride chloride NOUN eurjchem-1565 10 11 yielded yield VERB eurjchem-1565 10 12 corresponding correspond VERB eurjchem-1565 10 13 substituted substitute VERB eurjchem-1565 10 14 azetidin‐2‐ azetidin‐2‐ NUM eurjchem-1565 10 15 ones one NOUN eurjchem-1565 10 16 , , PUNCT eurjchem-1565 10 17 5a‐c 5a‐c NOUN eurjchem-1565 10 18 . . PUNCT eurjchem-1565 11 1 the the DET eurjchem-1565 11 2 structures structure NOUN eurjchem-1565 11 3 of of ADP eurjchem-1565 11 4 the the DET eurjchem-1565 11 5 obtained obtain VERB eurjchem-1565 11 6 compounds compound NOUN eurjchem-1565 11 7 were be AUX eurjchem-1565 11 8 established establish VERB eurjchem-1565 11 9 by by ADP eurjchem-1565 11 10 ft‐ir ft‐ir NOUN eurjchem-1565 11 11 and and CCONJ eurjchem-1565 11 12 nmr nmr NOUN eurjchem-1565 11 13 spectrometric spectrometric ADJ eurjchem-1565 11 14 data datum NOUN eurjchem-1565 11 15 and and CCONJ eurjchem-1565 11 16 their their PRON eurjchem-1565 11 17 elemental elemental ADJ eurjchem-1565 11 18 analysis analysis NOUN eurjchem-1565 11 19 . . PUNCT eurjchem-1565 12 1 prepared prepare VERB eurjchem-1565 12 2 compounds compound NOUN eurjchem-1565 12 3 4a‐c 4a‐c NOUN eurjchem-1565 12 4 and and CCONJ eurjchem-1565 12 5 5a‐c 5a‐c NOUN eurjchem-1565 12 6 were be AUX eurjchem-1565 12 7 screened screen VERB eurjchem-1565 12 8 for for ADP eurjchem-1565 12 9 their their PRON eurjchem-1565 12 10 antibacterial antibacterial ADJ eurjchem-1565 12 11 activity activity NOUN eurjchem-1565 12 12 against against ADP eurjchem-1565 12 13 s. s. PROPN eurjchem-1565 12 14 aureus aureus PROPN eurjchem-1565 12 15 , , PUNCT eurjchem-1565 12 16 e. e. PROPN eurjchem-1565 12 17 coli coli PROPN eurjchem-1565 12 18 and and CCONJ eurjchem-1565 12 19 klebsiella klebsiella NOUN eurjchem-1565 12 20 by by ADP eurjchem-1565 12 21 disc disc NOUN eurjchem-1565 12 22 diffusion diffusion NOUN eurjchem-1565 12 23 method method NOUN eurjchem-1565 12 24 . . PUNCT eurjchem-1565 13 1 compounds compound VERB eurjchem-1565 13 2 4a‐c 4a‐c PROPN eurjchem-1565 13 3 exhibited exhibit VERB eurjchem-1565 13 4 moderate moderate ADJ eurjchem-1565 13 5 antibacterial antibacterial ADJ eurjchem-1565 13 6 activity activity NOUN eurjchem-1565 13 7 , , PUNCT eurjchem-1565 13 8 whereas whereas SCONJ eurjchem-1565 13 9 compounds compound NOUN eurjchem-1565 13 10 5a‐c 5a‐c NOUN eurjchem-1565 13 11 displayed display VERB eurjchem-1565 13 12 significant significant ADJ eurjchem-1565 13 13 activity activity NOUN eurjchem-1565 13 14 against against ADP eurjchem-1565 13 15 these these DET eurjchem-1565 13 16 microorganisms microorganism NOUN eurjchem-1565 13 17 . . PUNCT eurjchem-1565 14 1 the the DET eurjchem-1565 14 2 impact impact NOUN eurjchem-1565 14 3 of of ADP eurjchem-1565 14 4 substitutions substitution NOUN eurjchem-1565 14 5 in in ADP eurjchem-1565 14 6 antimicrobial antimicrobial ADJ eurjchem-1565 14 7 activity activity NOUN eurjchem-1565 14 8 was be AUX eurjchem-1565 14 9 also also ADV eurjchem-1565 14 10 explored explore VERB eurjchem-1565 14 11 . . PUNCT eurjchem-1565 15 1 keywords keyword NOUN eurjchem-1565 15 2 coumarin coumarin VERB eurjchem-1565 15 3 schiff schiff NOUN eurjchem-1565 15 4 bases basis NOUN eurjchem-1565 15 5 azetidin‐2‐one azetidin‐2‐one NOUN eurjchem-1565 15 6 benzopyran‐2‐one benzopyran‐2‐one NOUN eurjchem-1565 15 7 antibacterial antibacterial ADJ eurjchem-1565 15 8 activity activity NOUN eurjchem-1565 15 9 catalytic catalytic ADJ eurjchem-1565 15 10 condensation condensation NOUN eurjchem-1565 15 11 cite cite VERB eurjchem-1565 15 12 this this PRON eurjchem-1565 15 13 : : PUNCT eurjchem-1565 15 14 eur eur PROPN eurjchem-1565 15 15 . . PUNCT eurjchem-1565 16 1 j. j. PROPN eurjchem-1565 16 2 chem chem PROPN eurjchem-1565 16 3 . . PUNCT eurjchem-1565 17 1 2017 2017 NUM eurjchem-1565 17 2 , , PUNCT eurjchem-1565 17 3 8(2 8(2 NUM eurjchem-1565 17 4 ) ) PUNCT eurjchem-1565 17 5 , , PUNCT eurjchem-1565 17 6 183‐187 183‐187 NUM eurjchem-1565 17 7 1 1 NUM eurjchem-1565 17 8 . . PUNCT eurjchem-1565 18 1 introduction introduction NOUN eurjchem-1565 18 2 coumarins coumarin NOUN eurjchem-1565 18 3 have have AUX eurjchem-1565 18 4 been be AUX eurjchem-1565 18 5 found find VERB eurjchem-1565 18 6 in in ADP eurjchem-1565 18 7 nature nature NOUN eurjchem-1565 18 8 as as ADP eurjchem-1565 18 9 oxygen oxygen NOUN eurjchem-1565 18 10 hetero‐ hetero‐ NOUN eurjchem-1565 18 11 cycles cycle NOUN eurjchem-1565 18 12 isolated isolate VERB eurjchem-1565 18 13 from from ADP eurjchem-1565 18 14 various various ADJ eurjchem-1565 18 15 plants plant NOUN eurjchem-1565 18 16 . . PUNCT eurjchem-1565 19 1 they they PRON eurjchem-1565 19 2 are be AUX eurjchem-1565 19 3 important important ADJ eurjchem-1565 19 4 class class NOUN eurjchem-1565 19 5 of of ADP eurjchem-1565 19 6 compounds compound NOUN eurjchem-1565 19 7 and and CCONJ eurjchem-1565 19 8 are be AUX eurjchem-1565 19 9 the the DET eurjchem-1565 19 10 well‐known well‐known ADJ eurjchem-1565 19 11 for for ADP eurjchem-1565 19 12 their their PRON eurjchem-1565 19 13 biological biological ADJ eurjchem-1565 19 14 activity activity NOUN eurjchem-1565 19 15 . . PUNCT eurjchem-1565 20 1 coumarin coumarin NOUN eurjchem-1565 20 2 derivatives derivative NOUN eurjchem-1565 20 3 play play VERB eurjchem-1565 20 4 an an DET eurjchem-1565 20 5 important important ADJ eurjchem-1565 20 6 role role NOUN eurjchem-1565 20 7 in in ADP eurjchem-1565 20 8 vari‐ vari‐ PROPN eurjchem-1565 20 9 ous ous ADJ eurjchem-1565 20 10 life life NOUN eurjchem-1565 20 11 processes process NOUN eurjchem-1565 20 12 and and CCONJ eurjchem-1565 20 13 they they PRON eurjchem-1565 20 14 are be AUX eurjchem-1565 20 15 found find VERB eurjchem-1565 20 16 as as ADP eurjchem-1565 20 17 an an DET eurjchem-1565 20 18 ingredient ingredient NOUN eurjchem-1565 20 19 of of ADP eurjchem-1565 20 20 the the DET eurjchem-1565 20 21 plant plant NOUN eurjchem-1565 20 22 world world NOUN eurjchem-1565 20 23 . . PUNCT eurjchem-1565 21 1 many many ADJ eurjchem-1565 21 2 of of ADP eurjchem-1565 21 3 such such ADJ eurjchem-1565 21 4 derivatives derivative NOUN eurjchem-1565 21 5 exhibit exhibit VERB eurjchem-1565 21 6 various various ADJ eurjchem-1565 21 7 biolo‐ biolo‐ ADV eurjchem-1565 21 8 gical gical ADJ eurjchem-1565 21 9 activities activity NOUN eurjchem-1565 21 10 [ [ X eurjchem-1565 21 11 1 1 NUM eurjchem-1565 21 12 ] ] PUNCT eurjchem-1565 21 13 . . PUNCT eurjchem-1565 22 1 novobiocin novobiocin PROPN eurjchem-1565 22 2 coumaromycin coumaromycin NOUN eurjchem-1565 22 3 and and CCONJ eurjchem-1565 22 4 chartesium chartesium NOUN eurjchem-1565 22 5 are be AUX eurjchem-1565 22 6 potent potent ADJ eurjchem-1565 22 7 antibiotics antibiotic NOUN eurjchem-1565 22 8 which which PRON eurjchem-1565 22 9 includes include VERB eurjchem-1565 22 10 coumarin coumarin NOUN eurjchem-1565 22 11 moiety moiety NOUN eurjchem-1565 22 12 . . PUNCT eurjchem-1565 23 1 many many ADJ eurjchem-1565 23 2 of of ADP eurjchem-1565 23 3 coumarins coumarin NOUN eurjchem-1565 23 4 exhibited exhibit VERB eurjchem-1565 23 5 anticoagulant anticoagulant NOUN eurjchem-1565 23 6 [ [ X eurjchem-1565 23 7 2 2 NUM eurjchem-1565 23 8 ] ] PUNCT eurjchem-1565 23 9 , , PUNCT eurjchem-1565 23 10 antimicrobial antimicrobial ADJ eurjchem-1565 23 11 [ [ X eurjchem-1565 23 12 3 3 NUM eurjchem-1565 23 13 ] ] PUNCT eurjchem-1565 23 14 , , PUNCT eurjchem-1565 23 15 antibacterial antibacterial ADJ eurjchem-1565 23 16 [ [ X eurjchem-1565 23 17 4,5 4,5 NUM eurjchem-1565 23 18 ] ] PUNCT eurjchem-1565 23 19 , , PUNCT eurjchem-1565 23 20 antifungal antifungal PROPN eurjchem-1565 24 1 [ [ X eurjchem-1565 24 2 6 6 NUM eurjchem-1565 24 3 ] ] PUNCT eurjchem-1565 24 4 and and CCONJ eurjchem-1565 24 5 antimalarial antimalarial ADJ eurjchem-1565 24 6 [ [ X eurjchem-1565 24 7 7 7 NUM eurjchem-1565 24 8 ] ] PUNCT eurjchem-1565 24 9 activity activity NOUN eurjchem-1565 24 10 . . PUNCT eurjchem-1565 25 1 some some PRON eurjchem-1565 25 2 of of ADP eurjchem-1565 25 3 coumarin coumarin NOUN eurjchem-1565 25 4 analogues analogue NOUN eurjchem-1565 25 5 exhibited exhibit VERB eurjchem-1565 25 6 antioxidant antioxidant ADJ eurjchem-1565 25 7 [ [ X eurjchem-1565 25 8 8,9 8,9 NUM eurjchem-1565 25 9 ] ] X eurjchem-1565 25 10 anti‐ anti‐ X eurjchem-1565 25 11 tubercular tubercular ADJ eurjchem-1565 26 1 [ [ X eurjchem-1565 26 2 10 10 NUM eurjchem-1565 26 3 ] ] PUNCT eurjchem-1565 26 4 and and CCONJ eurjchem-1565 26 5 anticonvulsant anticonvulsant ADJ eurjchem-1565 26 6 [ [ X eurjchem-1565 26 7 11 11 NUM eurjchem-1565 26 8 ] ] PUNCT eurjchem-1565 26 9 activity activity NOUN eurjchem-1565 26 10 as as ADV eurjchem-1565 26 11 well well ADV eurjchem-1565 26 12 . . PUNCT eurjchem-1565 27 1 it it PRON eurjchem-1565 27 2 was be AUX eurjchem-1565 27 3 reported report VERB eurjchem-1565 27 4 that that SCONJ eurjchem-1565 27 5 a a DET eurjchem-1565 27 6 significant significant ADJ eurjchem-1565 27 7 number number NOUN eurjchem-1565 27 8 of of ADP eurjchem-1565 27 9 substituted substitute VERB eurjchem-1565 27 10 coumarin coumarin NOUN eurjchem-1565 27 11 derivatives derivative NOUN eurjchem-1565 27 12 showed show VERB eurjchem-1565 27 13 , , PUNCT eurjchem-1565 27 14 sedative sedative ADJ eurjchem-1565 27 15 [ [ X eurjchem-1565 27 16 12 12 NUM eurjchem-1565 27 17 ] ] PUNCT eurjchem-1565 27 18 , , PUNCT eurjchem-1565 27 19 analgesic analgesic ADJ eurjchem-1565 27 20 and and CCONJ eurjchem-1565 27 21 anti‐inflam‐ anti‐inflam‐ NOUN eurjchem-1565 27 22 matory matory NOUN eurjchem-1565 28 1 [ [ X eurjchem-1565 28 2 13 13 NUM eurjchem-1565 28 3 ] ] PUNCT eurjchem-1565 28 4 , , PUNCT eurjchem-1565 28 5 anti‐hiv anti‐hiv PROPN eurjchem-1565 29 1 [ [ X eurjchem-1565 29 2 14 14 NUM eurjchem-1565 29 3 ] ] PUNCT eurjchem-1565 29 4 and and CCONJ eurjchem-1565 29 5 hepatoprotective hepatoprotective ADJ eurjchem-1565 29 6 [ [ X eurjchem-1565 29 7 15 15 NUM eurjchem-1565 29 8 ] ] PUNCT eurjchem-1565 29 9 activity activity NOUN eurjchem-1565 29 10 . . PUNCT eurjchem-1565 30 1 it it PRON eurjchem-1565 30 2 is be AUX eurjchem-1565 30 3 indicative indicative ADJ eurjchem-1565 30 4 that that SCONJ eurjchem-1565 30 5 many many ADJ eurjchem-1565 30 6 of of ADP eurjchem-1565 30 7 naturally naturally ADV eurjchem-1565 30 8 and and CCONJ eurjchem-1565 30 9 synthetic synthetic ADJ eurjchem-1565 30 10 coumarins coumarin NOUN eurjchem-1565 30 11 have have AUX eurjchem-1565 30 12 found find VERB eurjchem-1565 30 13 widespread widespread ADJ eurjchem-1565 30 14 usage usage NOUN eurjchem-1565 30 15 in in ADP eurjchem-1565 30 16 pharmacies pharmacy NOUN eurjchem-1565 30 17 [ [ X eurjchem-1565 30 18 16 16 NUM eurjchem-1565 30 19 ] ] PUNCT eurjchem-1565 30 20 . . PUNCT eurjchem-1565 31 1 on on ADP eurjchem-1565 31 2 the the DET eurjchem-1565 31 3 other other ADJ eurjchem-1565 31 4 hand hand NOUN eurjchem-1565 31 5 , , PUNCT eurjchem-1565 31 6 azetidin‐2‐ones azetidin‐2‐one NOUN eurjchem-1565 31 7 also also ADV eurjchem-1565 31 8 have have VERB eurjchem-1565 31 9 great great ADJ eurjchem-1565 31 10 importance importance NOUN eurjchem-1565 31 11 because because SCONJ eurjchem-1565 31 12 of of ADP eurjchem-1565 31 13 the the DET eurjchem-1565 31 14 use use NOUN eurjchem-1565 31 15 of of ADP eurjchem-1565 31 16 β‐lactames β‐lactames PUNCT eurjchem-1565 31 17 as as ADP eurjchem-1565 31 18 antibacterial antibacterial ADJ eurjchem-1565 31 19 agents agent NOUN eurjchem-1565 31 20 . . PUNCT eurjchem-1565 32 1 the the DET eurjchem-1565 32 2 most most ADV eurjchem-1565 32 3 widely widely ADV eurjchem-1565 32 4 used use VERB eurjchem-1565 32 5 antibiotics antibiotic NOUN eurjchem-1565 32 6 such such ADJ eurjchem-1565 32 7 as as ADP eurjchem-1565 32 8 penicillin penicillin NOUN eurjchem-1565 32 9 , , PUNCT eurjchem-1565 32 10 cephalosporin cephalosporin NOUN eurjchem-1565 32 11 , , PUNCT eurjchem-1565 32 12 aztreonam aztreonam NOUN eurjchem-1565 32 13 , , PUNCT eurjchem-1565 32 14 nocardicins nocardicin NOUN eurjchem-1565 32 15 and and CCONJ eurjchem-1565 32 16 others other NOUN eurjchem-1565 32 17 , , PUNCT eurjchem-1565 32 18 contain contain VERB eurjchem-1565 32 19 β‐ β‐ ADJ eurjchem-1565 32 20 lactam lactam NOUN eurjchem-1565 32 21 moiety moiety NOUN eurjchem-1565 32 22 . . PUNCT eurjchem-1565 33 1 azetidin‐2‐ones azetidin‐2‐one NOUN eurjchem-1565 33 2 reported report VERB eurjchem-1565 33 3 to to PART eurjchem-1565 33 4 have have VERB eurjchem-1565 33 5 a a DET eurjchem-1565 33 6 wide wide ADJ eurjchem-1565 33 7 range range NOUN eurjchem-1565 33 8 of of ADP eurjchem-1565 33 9 biological biological ADJ eurjchem-1565 33 10 activities activity NOUN eurjchem-1565 33 11 [ [ X eurjchem-1565 33 12 17 17 NUM eurjchem-1565 33 13 ] ] PUNCT eurjchem-1565 33 14 , , PUNCT eurjchem-1565 33 15 including include VERB eurjchem-1565 33 16 those those DET eurjchem-1565 33 17 antimicrobial antimicrobial ADJ eurjchem-1565 33 18 [ [ X eurjchem-1565 33 19 18 18 NUM eurjchem-1565 33 20 ] ] PUNCT eurjchem-1565 33 21 , , PUNCT eurjchem-1565 33 22 anti‐fungal anti‐fungal ADJ eurjchem-1565 33 23 [ [ X eurjchem-1565 33 24 19 19 NUM eurjchem-1565 33 25 ] ] PUNCT eurjchem-1565 33 26 , , PUNCT eurjchem-1565 33 27 anti‐convulsant anti‐convulsant NOUN eurjchem-1565 34 1 [ [ X eurjchem-1565 34 2 20 20 NUM eurjchem-1565 34 3 ] ] PUNCT eurjchem-1565 34 4 and and CCONJ eurjchem-1565 34 5 anti anti ADJ eurjchem-1565 34 6 hiv hiv PROPN eurjchem-1565 35 1 [ [ X eurjchem-1565 35 2 21 21 NUM eurjchem-1565 35 3 ] ] PUNCT eurjchem-1565 35 4 activity activity NOUN eurjchem-1565 35 5 . . PUNCT eurjchem-1565 36 1 the the DET eurjchem-1565 36 2 biological biological ADJ eurjchem-1565 36 3 activity activity NOUN eurjchem-1565 36 4 is be AUX eurjchem-1565 36 5 conditioned condition VERB eurjchem-1565 36 6 by by ADP eurjchem-1565 36 7 their their PRON eurjchem-1565 36 8 structure structure NOUN eurjchem-1565 36 9 , , PUNCT eurjchem-1565 36 10 so so CCONJ eurjchem-1565 36 11 the the DET eurjchem-1565 36 12 presence presence NOUN eurjchem-1565 36 13 of of ADP eurjchem-1565 36 14 different different ADJ eurjchem-1565 36 15 substituents substituent NOUN eurjchem-1565 36 16 on on ADP eurjchem-1565 36 17 the the DET eurjchem-1565 36 18 benzopyrone benzopyrone NOUN eurjchem-1565 36 19 ring ring NOUN eurjchem-1565 36 20 indicates indicate VERB eurjchem-1565 36 21 their their PRON eurjchem-1565 36 22 impact impact NOUN eurjchem-1565 36 23 on on ADP eurjchem-1565 36 24 the the DET eurjchem-1565 36 25 type type NOUN eurjchem-1565 36 26 and and CCONJ eurjchem-1565 36 27 potency potency NOUN eurjchem-1565 36 28 of of ADP eurjchem-1565 36 29 biological biological ADJ eurjchem-1565 36 30 activity activity NOUN eurjchem-1565 36 31 . . PUNCT eurjchem-1565 37 1 despite despite SCONJ eurjchem-1565 37 2 continuous continuous ADJ eurjchem-1565 37 3 efforts effort NOUN eurjchem-1565 37 4 , , PUNCT eurjchem-1565 37 5 the the DET eurjchem-1565 37 6 relationship relationship NOUN eurjchem-1565 37 7 between between ADP eurjchem-1565 37 8 structure structure NOUN eurjchem-1565 37 9 and and CCONJ eurjchem-1565 37 10 biological biological ADJ eurjchem-1565 37 11 activity activity NOUN eurjchem-1565 37 12 of of ADP eurjchem-1565 37 13 these these DET eurjchem-1565 37 14 derivatives derivative NOUN eurjchem-1565 37 15 , , PUNCT eurjchem-1565 37 16 so so ADV eurjchem-1565 37 17 far far ADV eurjchem-1565 37 18 has have AUX eurjchem-1565 37 19 not not PART eurjchem-1565 37 20 yet yet ADV eurjchem-1565 37 21 been be AUX eurjchem-1565 37 22 sufficiently sufficiently ADV eurjchem-1565 37 23 clarified clarify VERB eurjchem-1565 37 24 . . PUNCT eurjchem-1565 38 1 extraordinary extraordinary ADJ eurjchem-1565 38 2 biological biological ADJ eurjchem-1565 38 3 importance importance NOUN eurjchem-1565 38 4 of of ADP eurjchem-1565 38 5 derivatives derivative NOUN eurjchem-1565 38 6 on on ADP eurjchem-1565 38 7 the the DET eurjchem-1565 38 8 basis basis NOUN eurjchem-1565 38 9 of of ADP eurjchem-1565 38 10 thiazolidine‐4‐one thiazolidine‐4‐one NOUN eurjchem-1565 38 11 has have AUX eurjchem-1565 38 12 generated generate VERB eurjchem-1565 38 13 a a DET eurjchem-1565 38 14 constant constant ADJ eurjchem-1565 38 15 interest interest NOUN eurjchem-1565 38 16 in in ADP eurjchem-1565 38 17 their their PRON eurjchem-1565 38 18 synthesis synthesis NOUN eurjchem-1565 38 19 and and CCONJ eurjchem-1565 38 20 research research NOUN eurjchem-1565 38 21 . . PUNCT eurjchem-1565 39 1 in in ADP eurjchem-1565 39 2 view view NOUN eurjchem-1565 39 3 of of ADP eurjchem-1565 39 4 the the DET eurjchem-1565 39 5 considerable considerable ADJ eurjchem-1565 39 6 importance importance NOUN eurjchem-1565 39 7 of of ADP eurjchem-1565 39 8 these these DET eurjchem-1565 39 9 derivatives derivative NOUN eurjchem-1565 39 10 and and CCONJ eurjchem-1565 39 11 in in ADP eurjchem-1565 39 12 continuation continuation NOUN eurjchem-1565 39 13 of of ADP eurjchem-1565 39 14 our our PRON eurjchem-1565 39 15 previous previous ADJ eurjchem-1565 39 16 studies study NOUN eurjchem-1565 39 17 [ [ X eurjchem-1565 39 18 22,23 22,23 NOUN eurjchem-1565 39 19 ] ] X eurjchem-1565 39 20 , , PUNCT eurjchem-1565 39 21 the the DET eurjchem-1565 39 22 present present ADJ eurjchem-1565 39 23 work work NOUN eurjchem-1565 39 24 is be AUX eurjchem-1565 39 25 aimed aim VERB eurjchem-1565 39 26 at at ADP eurjchem-1565 39 27 the the DET eurjchem-1565 39 28 design design NOUN eurjchem-1565 39 29 and and CCONJ eurjchem-1565 39 30 synthesis synthesis NOUN eurjchem-1565 39 31 of of ADP eurjchem-1565 39 32 new new ADJ eurjchem-1565 39 33 amino‐ethylamino)‐3‐nitro‐ amino‐ethylamino)‐3‐nitro‐ PROPN eurjchem-1565 39 34 chromen‐2‐ones chromen‐2‐one NOUN eurjchem-1565 39 35 and and CCONJ eurjchem-1565 39 36 substituted substitute VERB eurjchem-1565 39 37 azetidin‐4‐ones azetidin‐4‐ones PROPN eurjchem-1565 39 38 with with ADP eurjchem-1565 39 39 coumarin coumarin NOUN eurjchem-1565 39 40 moiety moiety NOUN eurjchem-1565 39 41 . . PUNCT eurjchem-1565 40 1 moreover moreover ADV eurjchem-1565 40 2 , , PUNCT eurjchem-1565 40 3 the the DET eurjchem-1565 40 4 study study NOUN eurjchem-1565 40 5 includes include VERB eurjchem-1565 40 6 testing testing NOUN eurjchem-1565 40 7 of of ADP eurjchem-1565 40 8 target target NOUN eurjchem-1565 40 9 compounds compound NOUN eurjchem-1565 40 10 for for ADP eurjchem-1565 40 11 their their PRON eurjchem-1565 40 12 antibacterial antibacterial ADJ eurjchem-1565 40 13 activity activity NOUN eurjchem-1565 40 14 against against ADP eurjchem-1565 40 15 s. s. PROPN eurjchem-1565 40 16 aureus aureus PROPN eurjchem-1565 40 17 , , PUNCT eurjchem-1565 40 18 e. e. PROPN eurjchem-1565 40 19 coli coli PROPN eurjchem-1565 40 20 and and CCONJ eurjchem-1565 40 21 klebsiella klebsiella NOUN eurjchem-1565 40 22 . . PUNCT eurjchem-1565 41 1 2 2 NUM eurjchem-1565 41 2 . . X eurjchem-1565 41 3 experimental experimental ADJ eurjchem-1565 41 4 all all DET eurjchem-1565 41 5 the the DET eurjchem-1565 41 6 chemicals chemical NOUN eurjchem-1565 41 7 used use VERB eurjchem-1565 41 8 in in ADP eurjchem-1565 41 9 the the DET eurjchem-1565 41 10 synthesis synthesis NOUN eurjchem-1565 41 11 were be AUX eurjchem-1565 41 12 of of ADP eurjchem-1565 41 13 analytical analytical ADJ eurjchem-1565 41 14 grade grade NOUN eurjchem-1565 41 15 as as ADP eurjchem-1565 41 16 commercial commercial ADJ eurjchem-1565 41 17 reagents reagent NOUN eurjchem-1565 41 18 of of ADP eurjchem-1565 41 19 aldrich aldrich PROPN eurjchem-1565 41 20 company company NOUN eurjchem-1565 41 21 . . PUNCT eurjchem-1565 42 1 184 184 NUM eurjchem-1565 42 2 hoti hoti NOUN eurjchem-1565 42 3 et et PROPN eurjchem-1565 42 4 al al PROPN eurjchem-1565 42 5 . . PUNCT eurjchem-1565 42 6 / / SYM eurjchem-1565 42 7 european european PROPN eurjchem-1565 42 8 journal journal PROPN eurjchem-1565 42 9 of of ADP eurjchem-1565 42 10 chemistry chemistry NOUN eurjchem-1565 42 11 8 8 NUM eurjchem-1565 42 12 ( ( PUNCT eurjchem-1565 42 13 2 2 NUM eurjchem-1565 42 14 ) ) PUNCT eurjchem-1565 42 15 ( ( PUNCT eurjchem-1565 42 16 2017 2017 NUM eurjchem-1565 42 17 ) ) PUNCT eurjchem-1565 42 18 183‐187 183‐187 NUM eurjchem-1565 42 19 scheme scheme NOUN eurjchem-1565 42 20 1 1 NUM eurjchem-1565 42 21 reactions reaction NOUN eurjchem-1565 42 22 were be AUX eurjchem-1565 42 23 conducted conduct VERB eurjchem-1565 42 24 by by ADP eurjchem-1565 42 25 reflux reflux NOUN eurjchem-1565 42 26 under under ADP eurjchem-1565 42 27 catalytic catalytic ADJ eurjchem-1565 42 28 conditions condition NOUN eurjchem-1565 42 29 . . PUNCT eurjchem-1565 43 1 reactions reaction NOUN eurjchem-1565 43 2 were be AUX eurjchem-1565 43 3 monitored monitor VERB eurjchem-1565 43 4 by by ADP eurjchem-1565 43 5 tlc tlc NOUN eurjchem-1565 43 6 using use VERB eurjchem-1565 43 7 silica silica NOUN eurjchem-1565 43 8 gel gel NOUN eurjchem-1565 43 9 60f254 60f254 PROPN eurjchem-1565 43 10 merck merck PROPN eurjchem-1565 43 11 as as ADP eurjchem-1565 43 12 the the DET eurjchem-1565 43 13 stationary stationary ADJ eurjchem-1565 43 14 phase phase NOUN eurjchem-1565 43 15 and and CCONJ eurjchem-1565 43 16 a a DET eurjchem-1565 43 17 mixture mixture NOUN eurjchem-1565 43 18 of of ADP eurjchem-1565 43 19 benzene benzene NOUN eurjchem-1565 43 20 , , PUNCT eurjchem-1565 43 21 toluene toluene NOUN eurjchem-1565 43 22 , , PUNCT eurjchem-1565 43 23 glacial glacial ADJ eurjchem-1565 43 24 acetic acetic ADJ eurjchem-1565 43 25 acid acid NOUN eurjchem-1565 43 26 ( ( PUNCT eurjchem-1565 43 27 v v NOUN eurjchem-1565 43 28 : : PUNCT eurjchem-1565 43 29 v v NOUN eurjchem-1565 43 30 : : PUNCT eurjchem-1565 43 31 v v NOUN eurjchem-1565 43 32 , , PUNCT eurjchem-1565 43 33 85:10:5 85:10:5 NUM eurjchem-1565 43 34 ) ) PUNCT eurjchem-1565 43 35 as as ADP eurjchem-1565 43 36 the the DET eurjchem-1565 43 37 mobile mobile ADJ eurjchem-1565 43 38 phase phase NOUN eurjchem-1565 43 39 . . PUNCT eurjchem-1565 44 1 the the DET eurjchem-1565 44 2 synthesized synthesize VERB eurjchem-1565 44 3 products product NOUN eurjchem-1565 44 4 were be AUX eurjchem-1565 44 5 purified purify VERB eurjchem-1565 44 6 by by ADP eurjchem-1565 44 7 crystallization crystallization NOUN eurjchem-1565 44 8 from from ADP eurjchem-1565 44 9 methanol methanol NOUN eurjchem-1565 44 10 and and CCONJ eurjchem-1565 44 11 ethanol ethanol NOUN eurjchem-1565 44 12 . . PUNCT eurjchem-1565 45 1 all all DET eurjchem-1565 45 2 melting melt VERB eurjchem-1565 45 3 points point NOUN eurjchem-1565 45 4 were be AUX eurjchem-1565 45 5 determined determine VERB eurjchem-1565 45 6 on on ADP eurjchem-1565 45 7 a a DET eurjchem-1565 45 8 paraffin paraffin NOUN eurjchem-1565 45 9 oil oil NOUN eurjchem-1565 45 10 bath bath NOUN eurjchem-1565 45 11 with with ADP eurjchem-1565 45 12 an an DET eurjchem-1565 45 13 open open ADJ eurjchem-1565 45 14 capillary capillary ADJ eurjchem-1565 45 15 tube tube NOUN eurjchem-1565 45 16 . . PUNCT eurjchem-1565 46 1 screening screen VERB eurjchem-1565 46 2 of of ADP eurjchem-1565 46 3 the the DET eurjchem-1565 46 4 antibacterial antibacterial ADJ eurjchem-1565 46 5 activity activity NOUN eurjchem-1565 46 6 of of ADP eurjchem-1565 46 7 the the DET eurjchem-1565 46 8 synthesized synthesize VERB eurjchem-1565 46 9 compounds compound NOUN eurjchem-1565 46 10 was be AUX eurjchem-1565 46 11 done do VERB eurjchem-1565 46 12 on on ADP eurjchem-1565 46 13 the the DET eurjchem-1565 46 14 basis basis NOUN eurjchem-1565 46 15 of of ADP eurjchem-1565 46 16 standardized standardized ADJ eurjchem-1565 46 17 single single ADJ eurjchem-1565 46 18 disk disk NOUN eurjchem-1565 46 19 method method NOUN eurjchem-1565 46 20 using use VERB eurjchem-1565 46 21 standard standard ADJ eurjchem-1565 46 22 disc disc NOUN eurjchem-1565 46 23 [ [ X eurjchem-1565 46 24 24 24 NUM eurjchem-1565 46 25 ] ] PUNCT eurjchem-1565 46 26 . . PUNCT eurjchem-1565 47 1 the the DET eurjchem-1565 47 2 experiments experiment NOUN eurjchem-1565 47 3 were be AUX eurjchem-1565 47 4 carried carry VERB eurjchem-1565 47 5 out out ADP eurjchem-1565 47 6 at at ADP eurjchem-1565 47 7 three three NUM eurjchem-1565 47 8 different different ADJ eurjchem-1565 47 9 concentrations concentration NOUN eurjchem-1565 47 10 and and CCONJ eurjchem-1565 47 11 standard standard ADJ eurjchem-1565 47 12 discs disc NOUN eurjchem-1565 47 13 were be AUX eurjchem-1565 47 14 previously previously ADV eurjchem-1565 47 15 impregnated impregnate VERB eurjchem-1565 47 16 with with ADP eurjchem-1565 47 17 2 2 NUM eurjchem-1565 47 18 , , PUNCT eurjchem-1565 47 19 4 4 NUM eurjchem-1565 47 20 and and CCONJ eurjchem-1565 47 21 6 6 NUM eurjchem-1565 47 22 mg mg NUM eurjchem-1565 47 23 / / SYM eurjchem-1565 47 24 ml ml NOUN eurjchem-1565 47 25 solutions solution NOUN eurjchem-1565 47 26 of of ADP eurjchem-1565 47 27 compounds compound NOUN eurjchem-1565 47 28 in in ADP eurjchem-1565 47 29 dmf dmf PROPN eurjchem-1565 47 30 . . PROPN eurjchem-1565 47 31 2.1 2.1 NUM eurjchem-1565 47 32 . . PUNCT eurjchem-1565 48 1 instrumentation instrumentation NOUN eurjchem-1565 48 2 ft‐ir ft‐ir NOUN eurjchem-1565 48 3 spectra spectra PROPN eurjchem-1565 48 4 were be AUX eurjchem-1565 48 5 recorded record VERB eurjchem-1565 48 6 in in ADP eurjchem-1565 48 7 kbr kbr PROPN eurjchem-1565 48 8 discs disc NOUN eurjchem-1565 48 9 on on ADP eurjchem-1565 48 10 shimadzu shimadzu ADJ eurjchem-1565 48 11 8400xft‐ir 8400xft‐ir NUM eurjchem-1565 48 12 spectrometer spectrometer NOUN eurjchem-1565 48 13 with with ADP eurjchem-1565 48 14 4 4 NUM eurjchem-1565 48 15 cm‐1 cm‐1 NOUN eurjchem-1565 48 16 resolution resolution NOUN eurjchem-1565 48 17 . . PUNCT eurjchem-1565 49 1 1h 1h NUM eurjchem-1565 49 2 nmr nmr NOUN eurjchem-1565 49 3 and and CCONJ eurjchem-1565 49 4 13c 13c NOUN eurjchem-1565 49 5 nmr nmr NOUN eurjchem-1565 49 6 spectra spectra NOUN eurjchem-1565 49 7 were be AUX eurjchem-1565 49 8 recorded record VERB eurjchem-1565 49 9 in in ADP eurjchem-1565 49 10 dmso dmso NOUN eurjchem-1565 49 11 on on ADP eurjchem-1565 49 12 unityplus‐300 unityplus‐300 ADJ eurjchem-1565 49 13 nmr nmr NOUN eurjchem-1565 49 14 1 1 NUM eurjchem-1565 49 15 spectrometer spectrometer NOUN eurjchem-1565 49 16 at at ADP eurjchem-1565 49 17 300 300 NUM eurjchem-1565 49 18 mhz mhz ADJ eurjchem-1565 49 19 and and CCONJ eurjchem-1565 49 20 chemical chemical ADJ eurjchem-1565 49 21 shifts shift NOUN eurjchem-1565 49 22 were be AUX eurjchem-1565 49 23 reported report VERB eurjchem-1565 49 24 in in ADP eurjchem-1565 49 25 ppm ppm ADJ eurjchem-1565 49 26 downfield downfield NOUN eurjchem-1565 49 27 from from ADP eurjchem-1565 49 28 tms tms PROPN eurjchem-1565 49 29 as as ADP eurjchem-1565 49 30 internal internal ADJ eurjchem-1565 49 31 standard standard NOUN eurjchem-1565 49 32 ( ( PUNCT eurjchem-1565 49 33 δ δ PROPN eurjchem-1565 49 34 , , PUNCT eurjchem-1565 49 35 0.00 0.00 NUM eurjchem-1565 49 36 ) ) PUNCT eurjchem-1565 49 37 . . PUNCT eurjchem-1565 50 1 2.2 2.2 NUM eurjchem-1565 50 2 . . PUNCT eurjchem-1565 50 3 synthesis synthesis NOUN eurjchem-1565 50 4 2.2.1 2.2.1 NUM eurjchem-1565 50 5 . . PUNCT eurjchem-1565 50 6 synthesis synthesis NOUN eurjchem-1565 50 7 of of ADP eurjchem-1565 50 8 4‐(2‐amino‐ethylamino)‐3‐nitro‐ 4‐(2‐amino‐ethylamino)‐3‐nitro‐ PRON eurjchem-1565 50 9 chromen‐2‐one chromen‐2‐one PROPN eurjchem-1565 50 10 ( ( PUNCT eurjchem-1565 50 11 3 3 X eurjchem-1565 50 12 ) ) PUNCT eurjchem-1565 50 13 4‐chloro‐3‐nitrobenzopyran‐2‐one 4‐chloro‐3‐nitrobenzopyran‐2‐one NOUN eurjchem-1565 50 14 ( ( PUNCT eurjchem-1565 50 15 2 2 NUM eurjchem-1565 50 16 g g NOUN eurjchem-1565 50 17 , , PUNCT eurjchem-1565 50 18 9.0 9.0 NUM eurjchem-1565 50 19 mmol mmol NOUN eurjchem-1565 50 20 ) ) PUNCT eurjchem-1565 50 21 was be AUX eurjchem-1565 50 22 dissolved dissolve VERB eurjchem-1565 50 23 in in ADP eurjchem-1565 50 24 6 6 NUM eurjchem-1565 50 25 ml ml NOUN eurjchem-1565 50 26 of of ADP eurjchem-1565 50 27 ethanol ethanol NOUN eurjchem-1565 50 28 , , PUNCT eurjchem-1565 50 29 then then ADV eurjchem-1565 50 30 in in ADP eurjchem-1565 50 31 small small ADJ eurjchem-1565 50 32 portions portion NOUN eurjchem-1565 50 33 was be AUX eurjchem-1565 50 34 added add VERB eurjchem-1565 50 35 the the DET eurjchem-1565 50 36 mixture mixture NOUN eurjchem-1565 50 37 containing contain VERB eurjchem-1565 50 38 ethane‐1,2‐diamine ethane‐1,2‐diamine PROPN eurjchem-1565 50 39 ( ( PUNCT eurjchem-1565 50 40 0.55 0.55 NUM eurjchem-1565 50 41 g g NOUN eurjchem-1565 50 42 , , PUNCT eurjchem-1565 50 43 9.0 9.0 NUM eurjchem-1565 50 44 mmol mmol NOUN eurjchem-1565 50 45 ) ) PUNCT eurjchem-1565 50 46 in in ADP eurjchem-1565 50 47 5 5 NUM eurjchem-1565 50 48 ml ml NOUN eurjchem-1565 50 49 of of ADP eurjchem-1565 50 50 ethanol ethanol NOUN eurjchem-1565 50 51 and and CCONJ eurjchem-1565 50 52 2‐3 2‐3 NUM eurjchem-1565 50 53 drops drop NOUN eurjchem-1565 50 54 of of ADP eurjchem-1565 50 55 triethylamine triethylamine NOUN eurjchem-1565 50 56 . . PUNCT eurjchem-1565 51 1 the the DET eurjchem-1565 51 2 reaction reaction NOUN eurjchem-1565 51 3 mixture mixture NOUN eurjchem-1565 51 4 was be AUX eurjchem-1565 51 5 stirred stir VERB eurjchem-1565 51 6 for for ADP eurjchem-1565 51 7 10 10 NUM eurjchem-1565 51 8 minutes minute NOUN eurjchem-1565 51 9 at at ADP eurjchem-1565 51 10 room room NOUN eurjchem-1565 51 11 temperature temperature NOUN eurjchem-1565 51 12 , , PUNCT eurjchem-1565 51 13 then then ADV eurjchem-1565 51 14 refluxed refluxe VERB eurjchem-1565 51 15 for for ADP eurjchem-1565 51 16 about about ADV eurjchem-1565 51 17 90 90 NUM eurjchem-1565 51 18 minutes minute NOUN eurjchem-1565 51 19 . . PUNCT eurjchem-1565 52 1 after after ADP eurjchem-1565 52 2 cooling cool VERB eurjchem-1565 52 3 , , PUNCT eurjchem-1565 52 4 the the DET eurjchem-1565 52 5 mixture mixture NOUN eurjchem-1565 52 6 was be AUX eurjchem-1565 52 7 concentrated concentrate VERB eurjchem-1565 52 8 in in ADP eurjchem-1565 52 9 the the DET eurjchem-1565 52 10 rotary rotary ADJ eurjchem-1565 52 11 evaporator evaporator NOUN eurjchem-1565 52 12 and and CCONJ eurjchem-1565 52 13 the the DET eurjchem-1565 52 14 product product NOUN eurjchem-1565 52 15 was be AUX eurjchem-1565 52 16 filtered filter VERB eurjchem-1565 52 17 off off ADP eurjchem-1565 52 18 under under ADP eurjchem-1565 52 19 vacuum vacuum NOUN eurjchem-1565 52 20 and and CCONJ eurjchem-1565 52 21 washed wash VERB eurjchem-1565 52 22 with with ADP eurjchem-1565 52 23 2 2 NUM eurjchem-1565 52 24 × × NOUN eurjchem-1565 52 25 1 1 NUM eurjchem-1565 52 26 ml ml NOUN eurjchem-1565 52 27 of of ADP eurjchem-1565 52 28 etha‐ etha‐ VERB eurjchem-1565 52 29 nol nol NOUN eurjchem-1565 52 30 . . PUNCT eurjchem-1565 53 1 the the DET eurjchem-1565 53 2 crystalline crystalline NOUN eurjchem-1565 53 3 product product NOUN eurjchem-1565 53 4 was be AUX eurjchem-1565 53 5 dried dry VERB eurjchem-1565 53 6 and and CCONJ eurjchem-1565 53 7 crystallized crystallize VERB eurjchem-1565 53 8 from from ADP eurjchem-1565 53 9 methanol methanol NOUN eurjchem-1565 53 10 , , PUNCT eurjchem-1565 53 11 giving give VERB eurjchem-1565 53 12 4‐(2‐amino‐ethylamino)‐3‐nitro‐chromen‐2‐ 4‐(2‐amino‐ethylamino)‐3‐nitro‐chromen‐2‐ NUM eurjchem-1565 53 13 one one NUM eurjchem-1565 53 14 ( ( PUNCT eurjchem-1565 53 15 scheme scheme NOUN eurjchem-1565 53 16 1 1 NUM eurjchem-1565 53 17 ) ) PUNCT eurjchem-1565 53 18 . . PUNCT eurjchem-1565 54 1 color color NOUN eurjchem-1565 54 2 : : PUNCT eurjchem-1565 54 3 white white ADJ eurjchem-1565 54 4 . . PUNCT eurjchem-1565 55 1 yield yield NOUN eurjchem-1565 55 2 : : PUNCT eurjchem-1565 55 3 79.68 79.68 NUM eurjchem-1565 55 4 % % NOUN eurjchem-1565 55 5 . . PUNCT eurjchem-1565 56 1 m.p m.p PROPN eurjchem-1565 56 2 . . PROPN eurjchem-1565 56 3 : : PUNCT eurjchem-1565 57 1 240‐242 240‐242 PROPN eurjchem-1565 57 2 ° ° ADP eurjchem-1565 57 3 c c NOUN eurjchem-1565 57 4 . . PUNCT eurjchem-1565 58 1 ft‐ir ft‐ir NOUN eurjchem-1565 58 2 ( ( PUNCT eurjchem-1565 58 3 kbr kbr PROPN eurjchem-1565 58 4 , , PUNCT eurjchem-1565 58 5 ν ν PROPN eurjchem-1565 58 6 , , PUNCT eurjchem-1565 58 7 cm‐1 cm‐1 PROPN eurjchem-1565 58 8 ): ): PUNCT eurjchem-1565 58 9 3485 3485 NUM eurjchem-1565 58 10 , , PUNCT eurjchem-1565 58 11 3427 3427 NUM eurjchem-1565 58 12 , , PUNCT eurjchem-1565 58 13 3365 3365 NUM eurjchem-1565 58 14 , , PUNCT eurjchem-1565 58 15 3235 3235 NUM eurjchem-1565 58 16 , , PUNCT eurjchem-1565 58 17 3051 3051 NUM eurjchem-1565 58 18 , , PUNCT eurjchem-1565 58 19 2868 2868 NUM eurjchem-1565 58 20 , , PUNCT eurjchem-1565 58 21 2591 2591 NUM eurjchem-1565 58 22 , , PUNCT eurjchem-1565 58 23 1710 1710 NUM eurjchem-1565 58 24 , , PUNCT eurjchem-1565 58 25 1620 1620 NUM eurjchem-1565 58 26 , , PUNCT eurjchem-1565 58 27 1512 1512 NUM eurjchem-1565 58 28 , , PUNCT eurjchem-1565 58 29 1331 1331 NUM eurjchem-1565 58 30 , , PUNCT eurjchem-1565 58 31 1224 1224 NUM eurjchem-1565 58 32 , , PUNCT eurjchem-1565 58 33 1132 1132 NUM eurjchem-1565 58 34 , , PUNCT eurjchem-1565 58 35 1074 1074 NUM eurjchem-1565 58 36 , , PUNCT eurjchem-1565 58 37 906 906 NUM eurjchem-1565 58 38 , , PUNCT eurjchem-1565 58 39 755 755 NUM eurjchem-1565 58 40 . . NOUN eurjchem-1565 58 41 2.2.2 2.2.2 NUM eurjchem-1565 58 42 . . PUNCT eurjchem-1565 58 43 synthesis synthesis NOUN eurjchem-1565 58 44 of of ADP eurjchem-1565 58 45 4‐[4‐(benzylidene‐amino)‐ethylamino]‐3‐ 4‐[4‐(benzylidene‐amino)‐ethylamino]‐3‐ NUM eurjchem-1565 58 46 nitrobenzopyran‐2‐ones nitrobenzopyran‐2‐ones PROPN eurjchem-1565 58 47 ( ( PUNCT eurjchem-1565 58 48 4a‐c 4a‐c NOUN eurjchem-1565 58 49 ) ) PUNCT eurjchem-1565 58 50 general general ADJ eurjchem-1565 58 51 procedure procedure NOUN eurjchem-1565 58 52 : : PUNCT eurjchem-1565 58 53 compound compound NOUN eurjchem-1565 58 54 3 3 NUM eurjchem-1565 58 55 ( ( PUNCT eurjchem-1565 58 56 0.24 0.24 NUM eurjchem-1565 58 57 g g NOUN eurjchem-1565 58 58 , , PUNCT eurjchem-1565 58 59 1.0 1.0 NUM eurjchem-1565 58 60 mmol mmol NOUN eurjchem-1565 58 61 ) ) PUNCT eurjchem-1565 58 62 was be AUX eurjchem-1565 58 63 dissolved dissolve VERB eurjchem-1565 58 64 in in ADP eurjchem-1565 58 65 20 20 NUM eurjchem-1565 58 66 ml ml NOUN eurjchem-1565 58 67 of of ADP eurjchem-1565 58 68 absolute absolute ADJ eurjchem-1565 58 69 ethanol ethanol NOUN eurjchem-1565 58 70 and and CCONJ eurjchem-1565 58 71 1.5 1.5 NUM eurjchem-1565 58 72 mmol mmol NOUN eurjchem-1565 58 73 of of ADP eurjchem-1565 58 74 aromatic aromatic ADJ eurjchem-1565 58 75 aldehyde aldehyde NOUN eurjchem-1565 58 76 ( ( PUNCT eurjchem-1565 58 77 benzaldehyde benzaldehyde NOUN eurjchem-1565 58 78 , , PUNCT eurjchem-1565 58 79 salicylaldehyde salicylaldehyde NOUN eurjchem-1565 58 80 or or CCONJ eurjchem-1565 58 81 3‐nitro 3‐nitro NUM eurjchem-1565 58 82 benzaldehyde benzaldehyde NOUN eurjchem-1565 58 83 , , PUNCT eurjchem-1565 58 84 respectively respectively ADV eurjchem-1565 58 85 ) ) PUNCT eurjchem-1565 58 86 dissolved dissolve VERB eurjchem-1565 58 87 in in ADP eurjchem-1565 58 88 10 10 NUM eurjchem-1565 58 89 ml ml NOUN eurjchem-1565 58 90 of of ADP eurjchem-1565 58 91 absolute absolute ADJ eurjchem-1565 58 92 ethanol ethanol NOUN eurjchem-1565 58 93 was be AUX eurjchem-1565 58 94 added add VERB eurjchem-1565 58 95 in in ADP eurjchem-1565 58 96 small small ADJ eurjchem-1565 58 97 portions portion NOUN eurjchem-1565 58 98 to to ADP eurjchem-1565 58 99 this this DET eurjchem-1565 58 100 mixture mixture NOUN eurjchem-1565 58 101 . . PUNCT eurjchem-1565 59 1 then then ADV eurjchem-1565 59 2 , , PUNCT eurjchem-1565 59 3 2 2 NUM eurjchem-1565 59 4 drops drop NOUN eurjchem-1565 59 5 of of ADP eurjchem-1565 59 6 piperidine piperidine NOUN eurjchem-1565 59 7 as as ADP eurjchem-1565 59 8 a a DET eurjchem-1565 59 9 catalyst catalyst NOUN eurjchem-1565 59 10 were be AUX eurjchem-1565 59 11 added add VERB eurjchem-1565 59 12 and and CCONJ eurjchem-1565 59 13 the the DET eurjchem-1565 59 14 mixture mixture NOUN eurjchem-1565 59 15 hoti hoti PROPN eurjchem-1565 59 16 et et PROPN eurjchem-1565 59 17 al al PROPN eurjchem-1565 59 18 . . PUNCT eurjchem-1565 59 19 / / SYM eurjchem-1565 59 20 european european PROPN eurjchem-1565 59 21 journal journal PROPN eurjchem-1565 59 22 of of ADP eurjchem-1565 59 23 chemistry chemistry NOUN eurjchem-1565 59 24 8 8 NUM eurjchem-1565 59 25 ( ( PUNCT eurjchem-1565 59 26 2 2 NUM eurjchem-1565 59 27 ) ) PUNCT eurjchem-1565 59 28 ( ( PUNCT eurjchem-1565 59 29 2017 2017 NUM eurjchem-1565 59 30 ) ) PUNCT eurjchem-1565 59 31 183‐187 183‐187 NUM eurjchem-1565 59 32 185 185 NUM eurjchem-1565 59 33 was be AUX eurjchem-1565 59 34 mixed mix VERB eurjchem-1565 59 35 for for ADP eurjchem-1565 59 36 15 15 NUM eurjchem-1565 59 37 min min NOUN eurjchem-1565 59 38 at at ADP eurjchem-1565 59 39 room room NOUN eurjchem-1565 59 40 temperature temperature NOUN eurjchem-1565 59 41 and and CCONJ eurjchem-1565 59 42 refluxed refluxe VERB eurjchem-1565 59 43 for for ADP eurjchem-1565 59 44 10 10 NUM eurjchem-1565 59 45 to to PART eurjchem-1565 59 46 12 12 NUM eurjchem-1565 59 47 hours hour NOUN eurjchem-1565 59 48 . . PUNCT eurjchem-1565 60 1 after after ADP eurjchem-1565 60 2 cooling cool VERB eurjchem-1565 60 3 , , PUNCT eurjchem-1565 60 4 the the DET eurjchem-1565 60 5 mixture mixture NOUN eurjchem-1565 60 6 was be AUX eurjchem-1565 60 7 concentrated concentrate VERB eurjchem-1565 60 8 and and CCONJ eurjchem-1565 60 9 the the DET eurjchem-1565 60 10 residue residue NOUN eurjchem-1565 60 11 was be AUX eurjchem-1565 60 12 filtered filter VERB eurjchem-1565 60 13 off off ADP eurjchem-1565 60 14 under under ADP eurjchem-1565 60 15 reduced reduced ADJ eurjchem-1565 60 16 pressure pressure NOUN eurjchem-1565 60 17 , , PUNCT eurjchem-1565 60 18 then then ADV eurjchem-1565 60 19 washed wash VERB eurjchem-1565 60 20 with with ADP eurjchem-1565 60 21 2×1 2×1 NUM eurjchem-1565 60 22 ml ml NOUN eurjchem-1565 60 23 of of ADP eurjchem-1565 60 24 ethanol ethanol NOUN eurjchem-1565 60 25 and and CCONJ eurjchem-1565 60 26 dried dry VERB eurjchem-1565 60 27 in in ADP eurjchem-1565 60 28 the the DET eurjchem-1565 60 29 air air NOUN eurjchem-1565 60 30 . . PUNCT eurjchem-1565 61 1 crystallization crystallization NOUN eurjchem-1565 61 2 of of ADP eurjchem-1565 61 3 the the DET eurjchem-1565 61 4 products product NOUN eurjchem-1565 61 5 4a‐c 4a‐c NOUN eurjchem-1565 61 6 was be AUX eurjchem-1565 61 7 conducted conduct VERB eurjchem-1565 61 8 using use VERB eurjchem-1565 61 9 ethanol ethanol NOUN eurjchem-1565 61 10 or or CCONJ eurjchem-1565 61 11 methanol methanol NOUN eurjchem-1565 61 12 ( ( PUNCT eurjchem-1565 61 13 scheme scheme NOUN eurjchem-1565 61 14 1 1 NUM eurjchem-1565 61 15 ) ) PUNCT eurjchem-1565 61 16 . . PUNCT eurjchem-1565 62 1 4‐[4‐(benzylidene‐amino)‐ethylamino]‐3‐nitro‐chromen‐2‐ 4‐[4‐(benzylidene‐amino)‐ethylamino]‐3‐nitro‐chromen‐2‐ NUM eurjchem-1565 62 2 one one NUM eurjchem-1565 62 3 ( ( PUNCT eurjchem-1565 62 4 4a 4a NUM eurjchem-1565 62 5 ): ): PUNCT eurjchem-1565 62 6 color color NOUN eurjchem-1565 62 7 : : PUNCT eurjchem-1565 62 8 white white ADJ eurjchem-1565 62 9 . . PUNCT eurjchem-1565 63 1 yield yield NOUN eurjchem-1565 63 2 : : PUNCT eurjchem-1565 63 3 91.24 91.24 NUM eurjchem-1565 63 4 % % NOUN eurjchem-1565 63 5 . . PUNCT eurjchem-1565 64 1 m.p m.p PROPN eurjchem-1565 64 2 . . PROPN eurjchem-1565 64 3 : : PUNCT eurjchem-1565 65 1 212‐214 212‐214 NUM eurjchem-1565 65 2 ° ° ADP eurjchem-1565 65 3 c c NOUN eurjchem-1565 65 4 . . PUNCT eurjchem-1565 66 1 ft‐ir ft‐ir NOUN eurjchem-1565 66 2 ( ( PUNCT eurjchem-1565 66 3 kbr kbr PROPN eurjchem-1565 66 4 , , PUNCT eurjchem-1565 66 5 ν ν PROPN eurjchem-1565 66 6 , , PUNCT eurjchem-1565 66 7 cm‐1 cm‐1 PROPN eurjchem-1565 66 8 ): ): PUNCT eurjchem-1565 66 9 3475 3475 NUM eurjchem-1565 66 10 , , PUNCT eurjchem-1565 66 11 3294 3294 NUM eurjchem-1565 66 12 , , PUNCT eurjchem-1565 66 13 3073 3073 NUM eurjchem-1565 66 14 , , PUNCT eurjchem-1565 66 15 2953 2953 NUM eurjchem-1565 66 16 , , PUNCT eurjchem-1565 66 17 1691 1691 NUM eurjchem-1565 66 18 , , PUNCT eurjchem-1565 66 19 1640 1640 NUM eurjchem-1565 66 20 , , PUNCT eurjchem-1565 66 21 1605 1605 NUM eurjchem-1565 66 22 , , PUNCT eurjchem-1565 66 23 1554 1554 NUM eurjchem-1565 66 24 , , PUNCT eurjchem-1565 66 25 1513 1513 NUM eurjchem-1565 66 26 , , PUNCT eurjchem-1565 66 27 1426 1426 NUM eurjchem-1565 66 28 , , PUNCT eurjchem-1565 66 29 1329 1329 NUM eurjchem-1565 66 30 , , PUNCT eurjchem-1565 66 31 1219 1219 NUM eurjchem-1565 66 32 , , PUNCT eurjchem-1565 66 33 1053 1053 NUM eurjchem-1565 66 34 , , PUNCT eurjchem-1565 66 35 905 905 NUM eurjchem-1565 66 36 , , PUNCT eurjchem-1565 66 37 754 754 NUM eurjchem-1565 66 38 . . PUNCT eurjchem-1565 67 1 1h 1h NUM eurjchem-1565 67 2 nmr nmr NOUN eurjchem-1565 67 3 ( ( PUNCT eurjchem-1565 67 4 300 300 NUM eurjchem-1565 67 5 mhz mhz NOUN eurjchem-1565 67 6 , , PUNCT eurjchem-1565 67 7 dmso‐d6 dmso‐d6 PROPN eurjchem-1565 67 8 , , PUNCT eurjchem-1565 67 9 δ δ PROPN eurjchem-1565 67 10 , , PUNCT eurjchem-1565 67 11 ppm ppm NUM eurjchem-1565 67 12 ): ): PUNCT eurjchem-1565 67 13 8.35 8.35 NUM eurjchem-1565 67 14 ( ( PUNCT eurjchem-1565 67 15 s s PROPN eurjchem-1565 67 16 , , PUNCT eurjchem-1565 67 17 1h 1h NUM eurjchem-1565 67 18 , , PUNCT eurjchem-1565 67 19 n n CCONJ eurjchem-1565 67 20 = = SYM eurjchem-1565 67 21 c‐h c‐h X eurjchem-1565 67 22 ) ) PUNCT eurjchem-1565 67 23 , , PUNCT eurjchem-1565 67 24 7.4‐7.6 7.4‐7.6 NUM eurjchem-1565 67 25 ( ( PUNCT eurjchem-1565 67 26 m m PROPN eurjchem-1565 67 27 , , PUNCT eurjchem-1565 67 28 4h 4h NUM eurjchem-1565 67 29 , , PUNCT eurjchem-1565 67 30 ar‐h ar‐h PROPN eurjchem-1565 67 31 ) ) PUNCT eurjchem-1565 67 32 , , PUNCT eurjchem-1565 67 33 7.2‐7.4 7.2‐7.4 NUM eurjchem-1565 67 34 ( ( PUNCT eurjchem-1565 67 35 m m PROPN eurjchem-1565 67 36 , , PUNCT eurjchem-1565 67 37 5h 5h NUM eurjchem-1565 67 38 , , PUNCT eurjchem-1565 67 39 ar‐h ar‐h PROPN eurjchem-1565 67 40 ) ) PUNCT eurjchem-1565 67 41 , , PUNCT eurjchem-1565 67 42 3.7 3.7 NUM eurjchem-1565 67 43 ( ( PUNCT eurjchem-1565 67 44 t t PROPN eurjchem-1565 67 45 , , PUNCT eurjchem-1565 67 46 2h 2h NUM eurjchem-1565 67 47 , , PUNCT eurjchem-1565 67 48 j j PROPN eurjchem-1565 67 49 = = SYM eurjchem-1565 67 50 6 6 NUM eurjchem-1565 67 51 hz hz NOUN eurjchem-1565 67 52 , , PUNCT eurjchem-1565 67 53 ch2 ch2 PROPN eurjchem-1565 67 54 ) ) PUNCT eurjchem-1565 67 55 , , PUNCT eurjchem-1565 67 56 3.2 3.2 NUM eurjchem-1565 67 57 ( ( PUNCT eurjchem-1565 67 58 t t PROPN eurjchem-1565 67 59 , , PUNCT eurjchem-1565 67 60 2h 2h NUM eurjchem-1565 67 61 , , PUNCT eurjchem-1565 67 62 j j PROPN eurjchem-1565 67 63 = = SYM eurjchem-1565 67 64 6 6 NUM eurjchem-1565 67 65 hz hz NOUN eurjchem-1565 67 66 , , PUNCT eurjchem-1565 67 67 ch2 ch2 PROPN eurjchem-1565 67 68 ) ) PUNCT eurjchem-1565 67 69 , , PUNCT eurjchem-1565 67 70 2.5 2.5 NUM eurjchem-1565 67 71 ( ( PUNCT eurjchem-1565 67 72 s s PROPN eurjchem-1565 67 73 , , PUNCT eurjchem-1565 67 74 1h 1h NUM eurjchem-1565 67 75 , , PUNCT eurjchem-1565 67 76 nh nh PROPN eurjchem-1565 67 77 ) ) PUNCT eurjchem-1565 67 78 . . PUNCT eurjchem-1565 68 1 13c 13c NOUN eurjchem-1565 68 2 nmr nmr NOUN eurjchem-1565 68 3 ( ( PUNCT eurjchem-1565 68 4 75 75 NUM eurjchem-1565 68 5 mhz mhz NOUN eurjchem-1565 68 6 , , PUNCT eurjchem-1565 68 7 dmso‐d6 dmso‐d6 PROPN eurjchem-1565 68 8 , , PUNCT eurjchem-1565 68 9 δ δ PROPN eurjchem-1565 68 10 , , PUNCT eurjchem-1565 68 11 ppm ppm NOUN eurjchem-1565 68 12 ): ): PUNCT eurjchem-1565 68 13 165.4 165.4 NUM eurjchem-1565 68 14 , , PUNCT eurjchem-1565 68 15 162.3 162.3 NUM eurjchem-1565 68 16 , , PUNCT eurjchem-1565 68 17 160.2 160.2 NUM eurjchem-1565 68 18 , , PUNCT eurjchem-1565 68 19 148.9 148.9 NUM eurjchem-1565 68 20 , , PUNCT eurjchem-1565 68 21 141.5 141.5 NUM eurjchem-1565 68 22 , , PUNCT eurjchem-1565 68 23 131.7 131.7 NUM eurjchem-1565 68 24 , , PUNCT eurjchem-1565 68 25 130.6 130.6 NUM eurjchem-1565 68 26 , , PUNCT eurjchem-1565 68 27 128.3 128.3 NUM eurjchem-1565 68 28 , , PUNCT eurjchem-1565 68 29 127.6 127.6 NUM eurjchem-1565 68 30 , , PUNCT eurjchem-1565 68 31 127.2 127.2 NUM eurjchem-1565 68 32 , , PUNCT eurjchem-1565 68 33 126.8 126.8 NUM eurjchem-1565 68 34 , , PUNCT eurjchem-1565 68 35 126.4 126.4 NUM eurjchem-1565 68 36 , , PUNCT eurjchem-1565 68 37 123.8 123.8 NUM eurjchem-1565 68 38 , , PUNCT eurjchem-1565 68 39 105.2 105.2 NUM eurjchem-1565 68 40 , , PUNCT eurjchem-1565 68 41 48.4 48.4 NUM eurjchem-1565 68 42 , , PUNCT eurjchem-1565 68 43 45.2 45.2 NUM eurjchem-1565 68 44 . . PUNCT eurjchem-1565 69 1 anal anal PROPN eurjchem-1565 69 2 . . PUNCT eurjchem-1565 69 3 calcd calcd NOUN eurjchem-1565 69 4 . . PUNCT eurjchem-1565 70 1 for for ADP eurjchem-1565 70 2 c18h15n3o4 c18h15n3o4 NUM eurjchem-1565 70 3 : : PUNCT eurjchem-1565 70 4 c c X eurjchem-1565 70 5 , , PUNCT eurjchem-1565 70 6 64.02 64.02 NUM eurjchem-1565 70 7 ; ; PUNCT eurjchem-1565 70 8 h h X eurjchem-1565 70 9 , , PUNCT eurjchem-1565 70 10 4.48 4.48 NUM eurjchem-1565 70 11 ; ; PUNCT eurjchem-1565 70 12 n n CCONJ eurjchem-1565 70 13 , , PUNCT eurjchem-1565 70 14 12.45 12.45 NUM eurjchem-1565 70 15 . . PUNCT eurjchem-1565 70 16 found find VERB eurjchem-1565 70 17 : : PUNCT eurjchem-1565 71 1 c c X eurjchem-1565 71 2 , , PUNCT eurjchem-1565 71 3 64.09 64.09 NUM eurjchem-1565 71 4 ; ; PUNCT eurjchem-1565 71 5 h h X eurjchem-1565 71 6 , , PUNCT eurjchem-1565 71 7 4.48 4.48 NUM eurjchem-1565 71 8 ; ; PUNCT eurjchem-1565 71 9 n n CCONJ eurjchem-1565 71 10 , , PUNCT eurjchem-1565 71 11 12.46 12.46 NUM eurjchem-1565 71 12 % % NOUN eurjchem-1565 71 13 . . PUNCT eurjchem-1565 72 1 4‐{4‐[(2‐hydroxy‐benzylidene)‐amino]‐ethylamino}‐3‐nitro‐ 4‐{4‐[(2‐hydroxy‐benzylidene)‐amino]‐ethylamino}‐3‐nitro‐ X eurjchem-1565 72 2 chromen‐2‐one chromen‐2‐one NUM eurjchem-1565 72 3 ( ( PUNCT eurjchem-1565 72 4 4b 4b PROPN eurjchem-1565 72 5 ): ): PUNCT eurjchem-1565 72 6 color color NOUN eurjchem-1565 72 7 : : PUNCT eurjchem-1565 72 8 white white ADJ eurjchem-1565 72 9 . . PUNCT eurjchem-1565 73 1 yield yield NOUN eurjchem-1565 73 2 : : PUNCT eurjchem-1565 73 3 42.65 42.65 NUM eurjchem-1565 73 4 % % NOUN eurjchem-1565 73 5 . . PUNCT eurjchem-1565 74 1 m.p m.p PROPN eurjchem-1565 74 2 . . PROPN eurjchem-1565 74 3 : : PUNCT eurjchem-1565 75 1 202‐ 202‐ NUM eurjchem-1565 75 2 203 203 NUM eurjchem-1565 75 3 ° ° SYM eurjchem-1565 75 4 c c X eurjchem-1565 75 5 . . PUNCT eurjchem-1565 76 1 ft‐ir ft‐ir NOUN eurjchem-1565 76 2 ( ( PUNCT eurjchem-1565 76 3 kbr kbr PROPN eurjchem-1565 76 4 , , PUNCT eurjchem-1565 76 5 ν ν PROPN eurjchem-1565 76 6 , , PUNCT eurjchem-1565 76 7 cm‐1 cm‐1 PROPN eurjchem-1565 76 8 ): ): PUNCT eurjchem-1565 76 9 3476 3476 NUM eurjchem-1565 76 10 , , PUNCT eurjchem-1565 76 11 3303 3303 NUM eurjchem-1565 76 12 , , PUNCT eurjchem-1565 76 13 3045 3045 NUM eurjchem-1565 76 14 , , PUNCT eurjchem-1565 76 15 2945 2945 NUM eurjchem-1565 76 16 , , PUNCT eurjchem-1565 76 17 2894 2894 NUM eurjchem-1565 76 18 , , PUNCT eurjchem-1565 76 19 2375 2375 NUM eurjchem-1565 76 20 , , PUNCT eurjchem-1565 76 21 1679 1679 NUM eurjchem-1565 76 22 , , PUNCT eurjchem-1565 76 23 1609 1609 NUM eurjchem-1565 76 24 , , PUNCT eurjchem-1565 76 25 1546 1546 NUM eurjchem-1565 76 26 , , PUNCT eurjchem-1565 76 27 1512 1512 NUM eurjchem-1565 76 28 , , PUNCT eurjchem-1565 76 29 1436 1436 NUM eurjchem-1565 76 30 , , PUNCT eurjchem-1565 76 31 1325 1325 NUM eurjchem-1565 76 32 , , PUNCT eurjchem-1565 76 33 1283 1283 NUM eurjchem-1565 76 34 , , PUNCT eurjchem-1565 76 35 1209 1209 NUM eurjchem-1565 76 36 , , PUNCT eurjchem-1565 76 37 1194 1194 NUM eurjchem-1565 76 38 , , PUNCT eurjchem-1565 76 39 1052 1052 NUM eurjchem-1565 76 40 , , PUNCT eurjchem-1565 76 41 907 907 NUM eurjchem-1565 76 42 , , PUNCT eurjchem-1565 76 43 766 766 NUM eurjchem-1565 76 44 . . PROPN eurjchem-1565 76 45 1h 1h NUM eurjchem-1565 76 46 nmr nmr NOUN eurjchem-1565 76 47 ( ( PUNCT eurjchem-1565 76 48 300 300 NUM eurjchem-1565 76 49 mhz mhz NOUN eurjchem-1565 76 50 , , PUNCT eurjchem-1565 76 51 dmso‐d6 dmso‐d6 PROPN eurjchem-1565 76 52 , , PUNCT eurjchem-1565 76 53 δ δ PROPN eurjchem-1565 76 54 , , PUNCT eurjchem-1565 76 55 ppm ppm NUM eurjchem-1565 76 56 ): ): PUNCT eurjchem-1565 76 57 8.38 8.38 NUM eurjchem-1565 76 58 ( ( PUNCT eurjchem-1565 76 59 s s PROPN eurjchem-1565 76 60 , , PUNCT eurjchem-1565 76 61 1h 1h NUM eurjchem-1565 76 62 , , PUNCT eurjchem-1565 76 63 n n CCONJ eurjchem-1565 76 64 = = SYM eurjchem-1565 76 65 c‐h c‐h X eurjchem-1565 76 66 ) ) PUNCT eurjchem-1565 76 67 , , PUNCT eurjchem-1565 76 68 7.4‐7.6 7.4‐7.6 NUM eurjchem-1565 76 69 ( ( PUNCT eurjchem-1565 76 70 m m PROPN eurjchem-1565 76 71 , , PUNCT eurjchem-1565 76 72 4h 4h NUM eurjchem-1565 76 73 , , PUNCT eurjchem-1565 76 74 ar‐h ar‐h PROPN eurjchem-1565 76 75 ) ) PUNCT eurjchem-1565 76 76 , , PUNCT eurjchem-1565 76 77 7.2‐7.5 7.2‐7.5 NUM eurjchem-1565 76 78 ( ( PUNCT eurjchem-1565 76 79 m m PROPN eurjchem-1565 76 80 , , PUNCT eurjchem-1565 76 81 4h 4h NUM eurjchem-1565 76 82 , , PUNCT eurjchem-1565 76 83 ar‐h ar‐h PROPN eurjchem-1565 76 84 ) ) PUNCT eurjchem-1565 76 85 , , PUNCT eurjchem-1565 76 86 3.8 3.8 NUM eurjchem-1565 76 87 ( ( PUNCT eurjchem-1565 76 88 t t PROPN eurjchem-1565 76 89 , , PUNCT eurjchem-1565 76 90 2h 2h NUM eurjchem-1565 76 91 , , PUNCT eurjchem-1565 76 92 j j PROPN eurjchem-1565 76 93 = = SYM eurjchem-1565 76 94 6 6 NUM eurjchem-1565 76 95 hz hz NOUN eurjchem-1565 76 96 , , PUNCT eurjchem-1565 76 97 ch2 ch2 PROPN eurjchem-1565 76 98 ) ) PUNCT eurjchem-1565 76 99 , , PUNCT eurjchem-1565 76 100 3.2 3.2 NUM eurjchem-1565 76 101 ( ( PUNCT eurjchem-1565 76 102 t t PROPN eurjchem-1565 76 103 , , PUNCT eurjchem-1565 76 104 2h 2h NUM eurjchem-1565 76 105 , , PUNCT eurjchem-1565 76 106 j j PROPN eurjchem-1565 76 107 = = SYM eurjchem-1565 76 108 6 6 NUM eurjchem-1565 76 109 hz hz NOUN eurjchem-1565 76 110 , , PUNCT eurjchem-1565 76 111 ch2 ch2 PROPN eurjchem-1565 76 112 ) ) PUNCT eurjchem-1565 76 113 , , PUNCT eurjchem-1565 76 114 2.6 2.6 NUM eurjchem-1565 76 115 ( ( PUNCT eurjchem-1565 76 116 s s PROPN eurjchem-1565 76 117 , , PUNCT eurjchem-1565 76 118 1h 1h NUM eurjchem-1565 76 119 , , PUNCT eurjchem-1565 76 120 nh nh PROPN eurjchem-1565 76 121 ) ) PUNCT eurjchem-1565 76 122 . . PUNCT eurjchem-1565 77 1 13c 13c NOUN eurjchem-1565 77 2 nmr nmr NOUN eurjchem-1565 77 3 ( ( PUNCT eurjchem-1565 77 4 75 75 NUM eurjchem-1565 77 5 mhz mhz NOUN eurjchem-1565 77 6 , , PUNCT eurjchem-1565 77 7 dmso‐d6 dmso‐d6 PROPN eurjchem-1565 77 8 , , PUNCT eurjchem-1565 77 9 δ δ PROPN eurjchem-1565 77 10 , , PUNCT eurjchem-1565 77 11 ppm ppm NOUN eurjchem-1565 77 12 ): ): PUNCT eurjchem-1565 77 13 163.8 163.8 NUM eurjchem-1565 77 14 , , PUNCT eurjchem-1565 77 15 161.2 161.2 NUM eurjchem-1565 77 16 , , PUNCT eurjchem-1565 77 17 160.6 160.6 NUM eurjchem-1565 77 18 , , PUNCT eurjchem-1565 77 19 148.3 148.3 NUM eurjchem-1565 77 20 , , PUNCT eurjchem-1565 77 21 141.6 141.6 NUM eurjchem-1565 77 22 , , PUNCT eurjchem-1565 77 23 132.4 132.4 NUM eurjchem-1565 77 24 , , PUNCT eurjchem-1565 77 25 130.2 130.2 NUM eurjchem-1565 77 26 , , PUNCT eurjchem-1565 77 27 128.6 128.6 NUM eurjchem-1565 77 28 , , PUNCT eurjchem-1565 77 29 126.8 126.8 NUM eurjchem-1565 77 30 , , PUNCT eurjchem-1565 77 31 125.2 125.2 NUM eurjchem-1565 77 32 , , PUNCT eurjchem-1565 77 33 124.4 124.4 NUM eurjchem-1565 77 34 , , PUNCT eurjchem-1565 77 35 123.4 123.4 NUM eurjchem-1565 77 36 , , PUNCT eurjchem-1565 77 37 121.2 121.2 NUM eurjchem-1565 77 38 , , PUNCT eurjchem-1565 77 39 115.6 115.6 NUM eurjchem-1565 77 40 , , PUNCT eurjchem-1565 77 41 115.2 115.2 NUM eurjchem-1565 77 42 , , PUNCT eurjchem-1565 77 43 105.8 105.8 NUM eurjchem-1565 77 44 , , PUNCT eurjchem-1565 77 45 49.2 49.2 NUM eurjchem-1565 77 46 , , PUNCT eurjchem-1565 77 47 45.6 45.6 NUM eurjchem-1565 77 48 . . PUNCT eurjchem-1565 78 1 anal anal ADJ eurjchem-1565 78 2 . . PUNCT eurjchem-1565 78 3 calcd calcd NOUN eurjchem-1565 78 4 . . PUNCT eurjchem-1565 79 1 for for ADP eurjchem-1565 79 2 c18h15n3o5 c18h15n3o5 PROPN eurjchem-1565 79 3 : : PUNCT eurjchem-1565 79 4 c c X eurjchem-1565 79 5 , , PUNCT eurjchem-1565 79 6 61.11 61.11 NUM eurjchem-1565 79 7 ; ; PUNCT eurjchem-1565 79 8 h h X eurjchem-1565 79 9 , , PUNCT eurjchem-1565 79 10 4.29 4.29 NUM eurjchem-1565 79 11 ; ; PUNCT eurjchem-1565 79 12 n n CCONJ eurjchem-1565 79 13 , , PUNCT eurjchem-1565 79 14 11.86 11.86 NUM eurjchem-1565 79 15 . . PUNCT eurjchem-1565 79 16 found find VERB eurjchem-1565 79 17 : : PUNCT eurjchem-1565 80 1 c c X eurjchem-1565 80 2 , , PUNCT eurjchem-1565 80 3 61.13 61.13 NUM eurjchem-1565 80 4 ; ; PUNCT eurjchem-1565 80 5 h h NOUN eurjchem-1565 80 6 , , PUNCT eurjchem-1565 80 7 4.28 4.28 NUM eurjchem-1565 80 8 ; ; PUNCT eurjchem-1565 80 9 n n CCONJ eurjchem-1565 80 10 , , PUNCT eurjchem-1565 80 11 11.89 11.89 NUM eurjchem-1565 80 12 % % NOUN eurjchem-1565 80 13 . . PUNCT eurjchem-1565 81 1 3‐nitro‐4‐{4‐[(3‐nitro‐benzylidene)‐amino]‐ethylamino}‐ 3‐nitro‐4‐{4‐[(3‐nitro‐benzylidene)‐amino]‐ethylamino}‐ ADJ eurjchem-1565 81 2 chromen‐2‐one chromen‐2‐one PROPN eurjchem-1565 82 1 ( ( PUNCT eurjchem-1565 82 2 4c 4c NOUN eurjchem-1565 82 3 ): ): PUNCT eurjchem-1565 82 4 color color NOUN eurjchem-1565 82 5 : : PUNCT eurjchem-1565 82 6 white white ADJ eurjchem-1565 82 7 . . PUNCT eurjchem-1565 83 1 yield yield NOUN eurjchem-1565 83 2 : : PUNCT eurjchem-1565 83 3 58.66 58.66 NUM eurjchem-1565 83 4 % % NOUN eurjchem-1565 83 5 . . PUNCT eurjchem-1565 84 1 m.p m.p PROPN eurjchem-1565 84 2 . . PROPN eurjchem-1565 84 3 : : PUNCT eurjchem-1565 85 1 219‐ 219‐ NUM eurjchem-1565 85 2 221 221 NUM eurjchem-1565 86 1 ° ° NOUN eurjchem-1565 86 2 c c X eurjchem-1565 86 3 . . PUNCT eurjchem-1565 87 1 ft‐ir ft‐ir NOUN eurjchem-1565 87 2 ( ( PUNCT eurjchem-1565 87 3 kbr kbr PROPN eurjchem-1565 87 4 , , PUNCT eurjchem-1565 87 5 ν ν PROPN eurjchem-1565 87 6 , , PUNCT eurjchem-1565 87 7 cm‐1 cm‐1 PROPN eurjchem-1565 87 8 ): ): PUNCT eurjchem-1565 87 9 3468 3468 NUM eurjchem-1565 87 10 , , PUNCT eurjchem-1565 87 11 3087 3087 NUM eurjchem-1565 87 12 , , PUNCT eurjchem-1565 87 13 3046 3046 NUM eurjchem-1565 87 14 , , PUNCT eurjchem-1565 87 15 2962 2962 NUM eurjchem-1565 87 16 , , PUNCT eurjchem-1565 87 17 2360 2360 NUM eurjchem-1565 87 18 , , PUNCT eurjchem-1565 87 19 1689 1689 NUM eurjchem-1565 87 20 , , PUNCT eurjchem-1565 87 21 1627 1627 NUM eurjchem-1565 87 22 , , PUNCT eurjchem-1565 87 23 1612 1612 NUM eurjchem-1565 87 24 , , PUNCT eurjchem-1565 87 25 1556 1556 NUM eurjchem-1565 87 26 , , PUNCT eurjchem-1565 87 27 1342 1342 NUM eurjchem-1565 87 28 , , PUNCT eurjchem-1565 87 29 1208 1208 NUM eurjchem-1565 87 30 , , PUNCT eurjchem-1565 87 31 1069 1069 NUM eurjchem-1565 87 32 , , PUNCT eurjchem-1565 87 33 763 763 NUM eurjchem-1565 87 34 . . PUNCT eurjchem-1565 88 1 1h 1h NUM eurjchem-1565 88 2 nmr nmr NOUN eurjchem-1565 88 3 ( ( PUNCT eurjchem-1565 88 4 300 300 NUM eurjchem-1565 88 5 mhz mhz NOUN eurjchem-1565 88 6 , , PUNCT eurjchem-1565 88 7 dmso‐d6 dmso‐d6 PROPN eurjchem-1565 88 8 , , PUNCT eurjchem-1565 88 9 δ δ PROPN eurjchem-1565 88 10 , , PUNCT eurjchem-1565 88 11 ppm ppm NUM eurjchem-1565 88 12 ): ): PUNCT eurjchem-1565 88 13 8.5 8.5 NUM eurjchem-1565 88 14 ( ( PUNCT eurjchem-1565 88 15 s s PROPN eurjchem-1565 88 16 , , PUNCT eurjchem-1565 88 17 1h 1h NUM eurjchem-1565 88 18 , , PUNCT eurjchem-1565 88 19 ar‐h ar‐h NOUN eurjchem-1565 88 20 ) ) PUNCT eurjchem-1565 88 21 , , PUNCT eurjchem-1565 88 22 8.1‐8.3 8.1‐8.3 NUM eurjchem-1565 88 23 ( ( PUNCT eurjchem-1565 88 24 m m PROPN eurjchem-1565 88 25 , , PUNCT eurjchem-1565 88 26 3h 3h NUM eurjchem-1565 88 27 , , PUNCT eurjchem-1565 88 28 ar‐h ar‐h NOUN eurjchem-1565 88 29 ) ) PUNCT eurjchem-1565 88 30 , , PUNCT eurjchem-1565 88 31 7.7‐7.4 7.7‐7.4 NUM eurjchem-1565 88 32 ( ( PUNCT eurjchem-1565 88 33 m m PROPN eurjchem-1565 88 34 , , PUNCT eurjchem-1565 88 35 4h 4h NUM eurjchem-1565 88 36 , , PUNCT eurjchem-1565 88 37 ar‐h ar‐h PROPN eurjchem-1565 88 38 ) ) PUNCT eurjchem-1565 88 39 , , PUNCT eurjchem-1565 88 40 3.9 3.9 NUM eurjchem-1565 88 41 ( ( PUNCT eurjchem-1565 88 42 t t PROPN eurjchem-1565 88 43 , , PUNCT eurjchem-1565 88 44 2h 2h NUM eurjchem-1565 88 45 , , PUNCT eurjchem-1565 88 46 j j PROPN eurjchem-1565 88 47 = = SYM eurjchem-1565 88 48 6 6 NUM eurjchem-1565 88 49 hz hz NOUN eurjchem-1565 88 50 , , PUNCT eurjchem-1565 88 51 ch2 ch2 PROPN eurjchem-1565 88 52 ) ) PUNCT eurjchem-1565 88 53 , , PUNCT eurjchem-1565 88 54 3.1 3.1 NUM eurjchem-1565 88 55 ( ( PUNCT eurjchem-1565 88 56 t t PROPN eurjchem-1565 88 57 , , PUNCT eurjchem-1565 88 58 2h 2h NUM eurjchem-1565 88 59 , , PUNCT eurjchem-1565 88 60 j j PROPN eurjchem-1565 88 61 = = SYM eurjchem-1565 88 62 6 6 NUM eurjchem-1565 88 63 hz hz NOUN eurjchem-1565 88 64 , , PUNCT eurjchem-1565 88 65 ch2 ch2 PROPN eurjchem-1565 88 66 ) ) PUNCT eurjchem-1565 88 67 , , PUNCT eurjchem-1565 88 68 2.7 2.7 NUM eurjchem-1565 88 69 ( ( PUNCT eurjchem-1565 88 70 s s PROPN eurjchem-1565 88 71 , , PUNCT eurjchem-1565 88 72 1h 1h NUM eurjchem-1565 88 73 , , PUNCT eurjchem-1565 88 74 nh nh PROPN eurjchem-1565 88 75 ) ) PUNCT eurjchem-1565 88 76 . . PUNCT eurjchem-1565 89 1 13c 13c NOUN eurjchem-1565 89 2 nmr nmr NOUN eurjchem-1565 89 3 ( ( PUNCT eurjchem-1565 89 4 75 75 NUM eurjchem-1565 89 5 mhz mhz NOUN eurjchem-1565 89 6 , , PUNCT eurjchem-1565 89 7 dmso‐d6 dmso‐d6 PROPN eurjchem-1565 89 8 , , PUNCT eurjchem-1565 89 9 δ δ PROPN eurjchem-1565 89 10 , , PUNCT eurjchem-1565 89 11 ppm ppm NOUN eurjchem-1565 89 12 ): ): PUNCT eurjchem-1565 89 13 163.7 163.7 NUM eurjchem-1565 89 14 , , PUNCT eurjchem-1565 89 15 162.6 162.6 NUM eurjchem-1565 89 16 , , PUNCT eurjchem-1565 89 17 158.8 158.8 NUM eurjchem-1565 89 18 , , PUNCT eurjchem-1565 89 19 148.4 148.4 NUM eurjchem-1565 89 20 , , PUNCT eurjchem-1565 89 21 141.2 141.2 NUM eurjchem-1565 89 22 , , PUNCT eurjchem-1565 89 23 134.6 134.6 NUM eurjchem-1565 89 24 , , PUNCT eurjchem-1565 89 25 131.6 131.6 NUM eurjchem-1565 89 26 , , PUNCT eurjchem-1565 89 27 128.5 128.5 NUM eurjchem-1565 89 28 , , PUNCT eurjchem-1565 89 29 128.1 128.1 NUM eurjchem-1565 89 30 , , PUNCT eurjchem-1565 89 31 127.4 127.4 NUM eurjchem-1565 89 32 , , PUNCT eurjchem-1565 89 33 126.4 126.4 NUM eurjchem-1565 89 34 , , PUNCT eurjchem-1565 89 35 125.2 125.2 NUM eurjchem-1565 89 36 , , PUNCT eurjchem-1565 89 37 124.9 124.9 NUM eurjchem-1565 89 38 , , PUNCT eurjchem-1565 89 39 124.6 124.6 NUM eurjchem-1565 89 40 , , PUNCT eurjchem-1565 89 41 123.2 123.2 NUM eurjchem-1565 89 42 , , PUNCT eurjchem-1565 89 43 103.2 103.2 NUM eurjchem-1565 89 44 , , PUNCT eurjchem-1565 89 45 49.4 49.4 NUM eurjchem-1565 89 46 , , PUNCT eurjchem-1565 89 47 46.1 46.1 NUM eurjchem-1565 89 48 . . PUNCT eurjchem-1565 90 1 anal anal PROPN eurjchem-1565 90 2 . . PUNCT eurjchem-1565 90 3 calcd calcd NOUN eurjchem-1565 90 4 . . PUNCT eurjchem-1565 91 1 for for ADP eurjchem-1565 91 2 c18h14n4o6 c18h14n4o6 NOUN eurjchem-1565 91 3 : : PUNCT eurjchem-1565 91 4 c c NOUN eurjchem-1565 91 5 , , PUNCT eurjchem-1565 91 6 56.46 56.46 NUM eurjchem-1565 91 7 ; ; PUNCT eurjchem-1565 91 8 h h NOUN eurjchem-1565 91 9 , , PUNCT eurjchem-1565 91 10 3.71 3.71 NUM eurjchem-1565 91 11 ; ; PUNCT eurjchem-1565 91 12 n n CCONJ eurjchem-1565 91 13 , , PUNCT eurjchem-1565 91 14 14.62 14.62 NUM eurjchem-1565 91 15 . . PUNCT eurjchem-1565 91 16 found find VERB eurjchem-1565 91 17 : : PUNCT eurjchem-1565 92 1 c c X eurjchem-1565 92 2 , , PUNCT eurjchem-1565 92 3 56.49 56.49 NUM eurjchem-1565 92 4 ; ; PUNCT eurjchem-1565 93 1 h h NOUN eurjchem-1565 93 2 , , PUNCT eurjchem-1565 93 3 3.69 3.69 NUM eurjchem-1565 93 4 ; ; PUNCT eurjchem-1565 93 5 n n CCONJ eurjchem-1565 93 6 , , PUNCT eurjchem-1565 93 7 14.65 14.65 NUM eurjchem-1565 93 8 % % NOUN eurjchem-1565 93 9 . . PUNCT eurjchem-1565 94 1 2.2.3 2.2.3 X eurjchem-1565 94 2 . . X eurjchem-1565 95 1 synthesis synthesis NOUN eurjchem-1565 95 2 of of ADP eurjchem-1565 95 3 3‐[4‐(3‐nitro‐2‐oxo‐2h‐chromen‐4‐yl 3‐[4‐(3‐nitro‐2‐oxo‐2h‐chromen‐4‐yl NUM eurjchem-1565 95 4 amino)‐ethyl]‐4‐phenyl‐azetidin‐2‐ones amino)‐ethyl]‐4‐phenyl‐azetidin‐2‐one NOUN eurjchem-1565 95 5 ( ( PUNCT eurjchem-1565 95 6 5a‐c 5a‐c NOUN eurjchem-1565 95 7 ) ) PUNCT eurjchem-1565 95 8 general general ADJ eurjchem-1565 95 9 procedure procedure NOUN eurjchem-1565 95 10 : : PUNCT eurjchem-1565 95 11 the the DET eurjchem-1565 95 12 corresponding correspond VERB eurjchem-1565 95 13 product product NOUN eurjchem-1565 95 14 4a‐c 4a‐c NOUN eurjchem-1565 95 15 ( ( PUNCT eurjchem-1565 95 16 0.5 0.5 NUM eurjchem-1565 95 17 mmol mmol NOUN eurjchem-1565 95 18 ) ) PUNCT eurjchem-1565 95 19 was be AUX eurjchem-1565 95 20 dissolved dissolve VERB eurjchem-1565 95 21 in in ADP eurjchem-1565 95 22 10 10 NUM eurjchem-1565 95 23 ml ml NOUN eurjchem-1565 95 24 of of ADP eurjchem-1565 95 25 benzene benzene NOUN eurjchem-1565 95 26 , , PUNCT eurjchem-1565 95 27 and and CCONJ eurjchem-1565 95 28 then then ADV eurjchem-1565 95 29 0.12 0.12 NUM eurjchem-1565 95 30 g g NOUN eurjchem-1565 95 31 ( ( PUNCT eurjchem-1565 95 32 1.5 1.5 NUM eurjchem-1565 95 33 mmol mmol NOUN eurjchem-1565 95 34 ) ) PUNCT eurjchem-1565 95 35 of of ADP eurjchem-1565 95 36 thioacetic thioacetic ADJ eurjchem-1565 95 37 acid acid NOUN eurjchem-1565 95 38 was be AUX eurjchem-1565 95 39 added add VERB eurjchem-1565 95 40 . . PUNCT eurjchem-1565 96 1 the the DET eurjchem-1565 96 2 reaction reaction NOUN eurjchem-1565 96 3 mixture mixture NOUN eurjchem-1565 96 4 was be AUX eurjchem-1565 96 5 stirred stir VERB eurjchem-1565 96 6 for for ADP eurjchem-1565 96 7 10 10 NUM eurjchem-1565 96 8 min min NOUN eurjchem-1565 96 9 at at ADP eurjchem-1565 96 10 room room NOUN eurjchem-1565 96 11 temperature temperature NOUN eurjchem-1565 96 12 and and CCONJ eurjchem-1565 96 13 then then ADV eurjchem-1565 96 14 refluxed refluxe VERB eurjchem-1565 96 15 for for ADP eurjchem-1565 96 16 12‐13 12‐13 NUM eurjchem-1565 96 17 hours hour NOUN eurjchem-1565 96 18 . . PUNCT eurjchem-1565 97 1 after after ADP eurjchem-1565 97 2 cooling cool VERB eurjchem-1565 97 3 the the DET eurjchem-1565 97 4 product product NOUN eurjchem-1565 97 5 was be AUX eurjchem-1565 97 6 concentrated concentrate VERB eurjchem-1565 97 7 and and CCONJ eurjchem-1565 97 8 the the DET eurjchem-1565 97 9 remaining remain VERB eurjchem-1565 97 10 solid solid NOUN eurjchem-1565 97 11 was be AUX eurjchem-1565 97 12 dissolved dissolve VERB eurjchem-1565 97 13 in in ADP eurjchem-1565 97 14 5 5 NUM eurjchem-1565 97 15 ml ml NOUN eurjchem-1565 97 16 of of ADP eurjchem-1565 97 17 methanol methanol NOUN eurjchem-1565 97 18 , , PUNCT eurjchem-1565 97 19 then then ADV eurjchem-1565 97 20 heated heat VERB eurjchem-1565 97 21 to to ADP eurjchem-1565 97 22 the the DET eurjchem-1565 97 23 boiling boiling NOUN eurjchem-1565 97 24 point point NOUN eurjchem-1565 97 25 and and CCONJ eurjchem-1565 97 26 the the DET eurjchem-1565 97 27 excess excess NOUN eurjchem-1565 97 28 of of ADP eurjchem-1565 97 29 acetic acetic ADJ eurjchem-1565 97 30 acid acid NOUN eurjchem-1565 97 31 was be AUX eurjchem-1565 97 32 neutralized neutralize VERB eurjchem-1565 97 33 by by ADP eurjchem-1565 97 34 adding add VERB eurjchem-1565 97 35 0.3 0.3 NUM eurjchem-1565 97 36 mmol mmol NOUN eurjchem-1565 97 37 sodium sodium NOUN eurjchem-1565 97 38 bicarbonate bicarbonate NOUN eurjchem-1565 97 39 ( ( PUNCT eurjchem-1565 97 40 cont‐ cont‐ NOUN eurjchem-1565 97 41 rolled roll VERB eurjchem-1565 97 42 paper paper NOUN eurjchem-1565 97 43 litmus litmus NOUN eurjchem-1565 97 44 until until SCONJ eurjchem-1565 97 45 the the DET eurjchem-1565 97 46 solution solution NOUN eurjchem-1565 97 47 takes take VERB eurjchem-1565 97 48 a a DET eurjchem-1565 97 49 blue blue ADJ eurjchem-1565 97 50 colour colour NOUN eurjchem-1565 97 51 ) ) PUNCT eurjchem-1565 97 52 . . PUNCT eurjchem-1565 98 1 the the DET eurjchem-1565 98 2 mixture mixture NOUN eurjchem-1565 98 3 was be AUX eurjchem-1565 98 4 cooled cool VERB eurjchem-1565 98 5 in in ADP eurjchem-1565 98 6 an an DET eurjchem-1565 98 7 ice ice NOUN eurjchem-1565 98 8 bath bath NOUN eurjchem-1565 98 9 and and CCONJ eurjchem-1565 98 10 filtered filter VERB eurjchem-1565 98 11 off off ADP eurjchem-1565 98 12 under under ADP eurjchem-1565 98 13 vacuum vacuum NOUN eurjchem-1565 98 14 , , PUNCT eurjchem-1565 98 15 then then ADV eurjchem-1565 98 16 was be AUX eurjchem-1565 98 17 washed wash VERB eurjchem-1565 98 18 with with ADP eurjchem-1565 98 19 2 2 NUM eurjchem-1565 98 20 × × NOUN eurjchem-1565 98 21 1 1 NUM eurjchem-1565 98 22 ml ml NOUN eurjchem-1565 98 23 of of ADP eurjchem-1565 98 24 ether ether NOUN eurjchem-1565 98 25 and and CCONJ eurjchem-1565 98 26 dried dry VERB eurjchem-1565 98 27 in in ADP eurjchem-1565 98 28 air air NOUN eurjchem-1565 98 29 . . PUNCT eurjchem-1565 99 1 the the DET eurjchem-1565 99 2 products product NOUN eurjchem-1565 99 3 were be AUX eurjchem-1565 99 4 crystallized crystallize VERB eurjchem-1565 99 5 using use VERB eurjchem-1565 99 6 methanol methanol NOUN eurjchem-1565 99 7 ( ( PUNCT eurjchem-1565 99 8 scheme scheme NOUN eurjchem-1565 99 9 1 1 NUM eurjchem-1565 99 10 ) ) PUNCT eurjchem-1565 99 11 . . PUNCT eurjchem-1565 100 1 1‐[4‐(3‐nitro‐2‐oxo‐2h‐chromen‐4‐ylamino)‐ethyl]‐4‐phen 1‐[4‐(3‐nitro‐2‐oxo‐2h‐chromen‐4‐ylamino)‐ethyl]‐4‐phen PROPN eurjchem-1565 100 2 yl‐azetidin‐2‐one yl‐azetidin‐2‐one PROPN eurjchem-1565 100 3 ( ( PUNCT eurjchem-1565 100 4 5a 5a NUM eurjchem-1565 100 5 ): ): PUNCT eurjchem-1565 100 6 color color NOUN eurjchem-1565 100 7 : : PUNCT eurjchem-1565 100 8 white white ADJ eurjchem-1565 100 9 . . PUNCT eurjchem-1565 101 1 yield yield NOUN eurjchem-1565 101 2 : : PUNCT eurjchem-1565 101 3 54.35 54.35 NUM eurjchem-1565 101 4 % % NOUN eurjchem-1565 101 5 . . PUNCT eurjchem-1565 102 1 m.p m.p PROPN eurjchem-1565 102 2 . . PROPN eurjchem-1565 102 3 : : PUNCT eurjchem-1565 103 1 230‐ 230‐ NUM eurjchem-1565 103 2 232 232 NUM eurjchem-1565 103 3 ° ° NOUN eurjchem-1565 103 4 c c NOUN eurjchem-1565 103 5 . . PUNCT eurjchem-1565 104 1 ft‐ir ft‐ir NOUN eurjchem-1565 104 2 ( ( PUNCT eurjchem-1565 104 3 kbr kbr PROPN eurjchem-1565 104 4 , , PUNCT eurjchem-1565 104 5 ν ν PROPN eurjchem-1565 104 6 , , PUNCT eurjchem-1565 104 7 cm‐1 cm‐1 PROPN eurjchem-1565 104 8 ): ): PUNCT eurjchem-1565 104 9 3495 3495 NUM eurjchem-1565 104 10 , , PUNCT eurjchem-1565 104 11 3236 3236 NUM eurjchem-1565 104 12 , , PUNCT eurjchem-1565 104 13 3083 3083 NUM eurjchem-1565 104 14 , , PUNCT eurjchem-1565 104 15 2946 2946 NUM eurjchem-1565 104 16 , , PUNCT eurjchem-1565 104 17 2372 2372 NUM eurjchem-1565 104 18 , , PUNCT eurjchem-1565 104 19 1683 1683 NUM eurjchem-1565 104 20 , , PUNCT eurjchem-1565 104 21 1616 1616 NUM eurjchem-1565 104 22 , , PUNCT eurjchem-1565 104 23 1583 1583 NUM eurjchem-1565 104 24 , , PUNCT eurjchem-1565 104 25 1521 1521 NUM eurjchem-1565 104 26 , , PUNCT eurjchem-1565 104 27 1424 1424 NUM eurjchem-1565 104 28 , , PUNCT eurjchem-1565 104 29 1327 1327 NUM eurjchem-1565 104 30 , , PUNCT eurjchem-1565 104 31 1210 1210 NUM eurjchem-1565 104 32 , , PUNCT eurjchem-1565 104 33 1065 1065 NUM eurjchem-1565 104 34 , , PUNCT eurjchem-1565 104 35 860 860 NUM eurjchem-1565 104 36 , , PUNCT eurjchem-1565 104 37 754 754 NUM eurjchem-1565 104 38 , , PUNCT eurjchem-1565 104 39 586 586 NUM eurjchem-1565 104 40 . . NOUN eurjchem-1565 104 41 1h 1h NUM eurjchem-1565 104 42 nmr nmr NOUN eurjchem-1565 104 43 ( ( PUNCT eurjchem-1565 104 44 300 300 NUM eurjchem-1565 104 45 mhz mhz NOUN eurjchem-1565 104 46 , , PUNCT eurjchem-1565 104 47 dmso‐d6 dmso‐d6 PROPN eurjchem-1565 104 48 , , PUNCT eurjchem-1565 104 49 δ δ PROPN eurjchem-1565 104 50 , , PUNCT eurjchem-1565 104 51 ppm ppm NOUN eurjchem-1565 104 52 ): ): PUNCT eurjchem-1565 104 53 7.0‐7.5 7.0‐7.5 NUM eurjchem-1565 104 54 ( ( PUNCT eurjchem-1565 104 55 m m PROPN eurjchem-1565 104 56 , , PUNCT eurjchem-1565 104 57 9h 9h NUM eurjchem-1565 104 58 , , PUNCT eurjchem-1565 104 59 ar‐ ar‐ PROPN eurjchem-1565 104 60 h h NOUN eurjchem-1565 104 61 ) ) PUNCT eurjchem-1565 104 62 , , PUNCT eurjchem-1565 104 63 5.6 5.6 NUM eurjchem-1565 104 64 ( ( PUNCT eurjchem-1565 104 65 t t PROPN eurjchem-1565 104 66 , , PUNCT eurjchem-1565 104 67 1h 1h NUM eurjchem-1565 104 68 , , PUNCT eurjchem-1565 104 69 j j PROPN eurjchem-1565 104 70 = = SYM eurjchem-1565 104 71 8 8 NUM eurjchem-1565 104 72 hz hz NOUN eurjchem-1565 104 73 , , PUNCT eurjchem-1565 104 74 n n CCONJ eurjchem-1565 104 75 = = SYM eurjchem-1565 104 76 c‐h c‐h X eurjchem-1565 104 77 ) ) PUNCT eurjchem-1565 104 78 , , PUNCT eurjchem-1565 104 79 3.9 3.9 NUM eurjchem-1565 104 80 ( ( PUNCT eurjchem-1565 104 81 t t PROPN eurjchem-1565 104 82 , , PUNCT eurjchem-1565 104 83 2h 2h NUM eurjchem-1565 104 84 , , PUNCT eurjchem-1565 104 85 j j PROPN eurjchem-1565 104 86 = = SYM eurjchem-1565 104 87 6 6 NUM eurjchem-1565 104 88 hz hz NOUN eurjchem-1565 104 89 , , PUNCT eurjchem-1565 104 90 ch2 ch2 PROPN eurjchem-1565 104 91 ) ) PUNCT eurjchem-1565 104 92 , , PUNCT eurjchem-1565 104 93 3.5 3.5 NUM eurjchem-1565 104 94 ( ( PUNCT eurjchem-1565 104 95 d d PROPN eurjchem-1565 104 96 , , PUNCT eurjchem-1565 104 97 2h 2h NUM eurjchem-1565 104 98 , , PUNCT eurjchem-1565 104 99 j j PROPN eurjchem-1565 104 100 = = SYM eurjchem-1565 104 101 8 8 NUM eurjchem-1565 104 102 hz hz NOUN eurjchem-1565 104 103 , , PUNCT eurjchem-1565 104 104 ch2 ch2 PROPN eurjchem-1565 104 105 ) ) PUNCT eurjchem-1565 104 106 , , PUNCT eurjchem-1565 104 107 3.1 3.1 NUM eurjchem-1565 104 108 ( ( PUNCT eurjchem-1565 104 109 t t PROPN eurjchem-1565 104 110 , , PUNCT eurjchem-1565 104 111 2h 2h NUM eurjchem-1565 104 112 , , PUNCT eurjchem-1565 104 113 j j PROPN eurjchem-1565 104 114 = = SYM eurjchem-1565 104 115 6 6 NUM eurjchem-1565 104 116 hz hz NOUN eurjchem-1565 104 117 , , PUNCT eurjchem-1565 104 118 ch2 ch2 PROPN eurjchem-1565 104 119 ) ) PUNCT eurjchem-1565 104 120 , , PUNCT eurjchem-1565 104 121 2.8 2.8 NUM eurjchem-1565 104 122 ( ( PUNCT eurjchem-1565 104 123 s s PROPN eurjchem-1565 104 124 , , PUNCT eurjchem-1565 104 125 1h 1h NUM eurjchem-1565 104 126 , , PUNCT eurjchem-1565 104 127 nh nh PROPN eurjchem-1565 104 128 ) ) PUNCT eurjchem-1565 104 129 . . PUNCT eurjchem-1565 105 1 13c 13c NOUN eurjchem-1565 105 2 nmr nmr NOUN eurjchem-1565 105 3 ( ( PUNCT eurjchem-1565 105 4 75 75 NUM eurjchem-1565 105 5 mhz mhz NOUN eurjchem-1565 105 6 , , PUNCT eurjchem-1565 105 7 dmso‐d6 dmso‐d6 PROPN eurjchem-1565 105 8 , , PUNCT eurjchem-1565 105 9 δ δ PROPN eurjchem-1565 105 10 , , PUNCT eurjchem-1565 105 11 ppm ppm NOUN eurjchem-1565 105 12 ): ): PUNCT eurjchem-1565 105 13 172.5 172.5 NUM eurjchem-1565 105 14 , , PUNCT eurjchem-1565 105 15 162.6 162.6 NUM eurjchem-1565 105 16 , , PUNCT eurjchem-1565 105 17 161.8 161.8 NUM eurjchem-1565 105 18 , , PUNCT eurjchem-1565 105 19 149.4 149.4 NUM eurjchem-1565 105 20 , , PUNCT eurjchem-1565 105 21 137.4 137.4 NUM eurjchem-1565 105 22 , , PUNCT eurjchem-1565 105 23 130.2 130.2 NUM eurjchem-1565 105 24 , , PUNCT eurjchem-1565 105 25 129.7 129.7 NUM eurjchem-1565 105 26 , , PUNCT eurjchem-1565 105 27 128.1 128.1 NUM eurjchem-1565 105 28 , , PUNCT eurjchem-1565 105 29 127.3 127.3 NUM eurjchem-1565 105 30 , , PUNCT eurjchem-1565 105 31 127.0 127.0 NUM eurjchem-1565 105 32 , , PUNCT eurjchem-1565 105 33 126.7 126.7 NUM eurjchem-1565 105 34 , , PUNCT eurjchem-1565 105 35 125.8 125.8 NUM eurjchem-1565 105 36 , , PUNCT eurjchem-1565 105 37 124.6 124.6 NUM eurjchem-1565 105 38 , , PUNCT eurjchem-1565 105 39 105.3 105.3 NUM eurjchem-1565 105 40 , , PUNCT eurjchem-1565 105 41 55.4 55.4 NUM eurjchem-1565 105 42 , , PUNCT eurjchem-1565 105 43 49.6 49.6 NUM eurjchem-1565 105 44 , , PUNCT eurjchem-1565 105 45 45.2 45.2 NUM eurjchem-1565 105 46 , , PUNCT eurjchem-1565 105 47 36.4 36.4 NUM eurjchem-1565 105 48 . . PUNCT eurjchem-1565 106 1 anal anal ADJ eurjchem-1565 106 2 . . PUNCT eurjchem-1565 106 3 calcd calcd NOUN eurjchem-1565 106 4 . . PUNCT eurjchem-1565 107 1 for for ADP eurjchem-1565 107 2 c20h17n3o5 c20h17n3o5 PROPN eurjchem-1565 107 3 : : PUNCT eurjchem-1565 107 4 c c X eurjchem-1565 107 5 , , PUNCT eurjchem-1565 107 6 63.25 63.25 NUM eurjchem-1565 107 7 ; ; PUNCT eurjchem-1565 107 8 h h NOUN eurjchem-1565 107 9 , , PUNCT eurjchem-1565 107 10 4.49 4.49 NUM eurjchem-1565 107 11 ; ; PUNCT eurjchem-1565 107 12 n n CCONJ eurjchem-1565 107 13 , , PUNCT eurjchem-1565 107 14 11.10 11.10 NUM eurjchem-1565 107 15 . . PUNCT eurjchem-1565 107 16 found find VERB eurjchem-1565 107 17 : : PUNCT eurjchem-1565 108 1 c c X eurjchem-1565 108 2 , , PUNCT eurjchem-1565 108 3 63.26 63.26 NUM eurjchem-1565 108 4 ; ; PUNCT eurjchem-1565 109 1 h h X eurjchem-1565 109 2 , , PUNCT eurjchem-1565 109 3 4.52 4.52 NUM eurjchem-1565 109 4 ; ; PUNCT eurjchem-1565 109 5 n n CCONJ eurjchem-1565 109 6 , , PUNCT eurjchem-1565 109 7 11.07 11.07 NUM eurjchem-1565 109 8 % % NOUN eurjchem-1565 109 9 . . PUNCT eurjchem-1565 110 1 4‐(2‐hydroxy‐phenyl)‐1‐[4‐(3‐nitro‐2‐oxo‐2h‐chromen‐ 4‐(2‐hydroxy‐phenyl)‐1‐[4‐(3‐nitro‐2‐oxo‐2h‐chromen‐ NOUN eurjchem-1565 110 2 4‐ylamino)‐ethyl]‐azetidin‐2‐one 4‐ylamino)‐ethyl]‐azetidin‐2‐one NUM eurjchem-1565 110 3 ( ( PUNCT eurjchem-1565 110 4 5b 5b NUM eurjchem-1565 110 5 ): ): PUNCT eurjchem-1565 110 6 color color NOUN eurjchem-1565 110 7 : : PUNCT eurjchem-1565 110 8 white white ADJ eurjchem-1565 110 9 . . PUNCT eurjchem-1565 111 1 yield yield NOUN eurjchem-1565 111 2 : : PUNCT eurjchem-1565 111 3 69.76 69.76 NUM eurjchem-1565 111 4 % % NOUN eurjchem-1565 111 5 . . PUNCT eurjchem-1565 112 1 m.p m.p PROPN eurjchem-1565 112 2 . . PROPN eurjchem-1565 112 3 : : PUNCT eurjchem-1565 113 1 233‐234 233‐234 NUM eurjchem-1565 113 2 ° ° PROPN eurjchem-1565 113 3 c c X eurjchem-1565 113 4 . . PUNCT eurjchem-1565 114 1 ft‐ir ft‐ir NOUN eurjchem-1565 114 2 ( ( PUNCT eurjchem-1565 114 3 kbr kbr PROPN eurjchem-1565 114 4 , , PUNCT eurjchem-1565 114 5 ν ν PROPN eurjchem-1565 114 6 , , PUNCT eurjchem-1565 114 7 cm‐1 cm‐1 PROPN eurjchem-1565 114 8 ): ): PUNCT eurjchem-1565 114 9 3550‐3300 3550‐3300 NUM eurjchem-1565 114 10 , , PUNCT eurjchem-1565 114 11 3105 3105 NUM eurjchem-1565 114 12 , , PUNCT eurjchem-1565 114 13 2937 2937 NUM eurjchem-1565 114 14 , , PUNCT eurjchem-1565 114 15 2554 2554 NUM eurjchem-1565 114 16 , , PUNCT eurjchem-1565 114 17 2381 2381 NUM eurjchem-1565 114 18 , , PUNCT eurjchem-1565 114 19 1922 1922 NUM eurjchem-1565 114 20 , , PUNCT eurjchem-1565 114 21 1720 1720 NUM eurjchem-1565 114 22 , , PUNCT eurjchem-1565 114 23 1673 1673 NUM eurjchem-1565 114 24 , , PUNCT eurjchem-1565 114 25 1612 1612 NUM eurjchem-1565 114 26 , , PUNCT eurjchem-1565 114 27 1540 1540 NUM eurjchem-1565 114 28 , , PUNCT eurjchem-1565 114 29 1414 1414 NUM eurjchem-1565 114 30 , , PUNCT eurjchem-1565 114 31 1348 1348 NUM eurjchem-1565 114 32 , , PUNCT eurjchem-1565 114 33 1340 1340 NUM eurjchem-1565 114 34 , , PUNCT eurjchem-1565 114 35 1176 1176 NUM eurjchem-1565 114 36 , , PUNCT eurjchem-1565 114 37 1057 1057 NUM eurjchem-1565 114 38 , , PUNCT eurjchem-1565 114 39 1006 1006 NUM eurjchem-1565 114 40 , , PUNCT eurjchem-1565 114 41 882 882 NUM eurjchem-1565 114 42 , , PUNCT eurjchem-1565 114 43 708 708 NUM eurjchem-1565 114 44 , , PUNCT eurjchem-1565 114 45 657 657 NUM eurjchem-1565 114 46 . . PUNCT eurjchem-1565 115 1 1h 1h NUM eurjchem-1565 115 2 nmr nmr NOUN eurjchem-1565 115 3 ( ( PUNCT eurjchem-1565 115 4 300 300 NUM eurjchem-1565 115 5 mhz mhz NOUN eurjchem-1565 115 6 , , PUNCT eurjchem-1565 115 7 dmso‐d6 dmso‐d6 PROPN eurjchem-1565 115 8 , , PUNCT eurjchem-1565 115 9 δ δ PROPN eurjchem-1565 115 10 , , PUNCT eurjchem-1565 115 11 ppm ppm NUM eurjchem-1565 115 12 ): ): PUNCT eurjchem-1565 115 13 7.1‐7.4 7.1‐7.4 NUM eurjchem-1565 115 14 ( ( PUNCT eurjchem-1565 115 15 m m PROPN eurjchem-1565 115 16 , , PUNCT eurjchem-1565 115 17 6h 6h NUM eurjchem-1565 115 18 , , PUNCT eurjchem-1565 115 19 ar‐h ar‐h PROPN eurjchem-1565 115 20 ) ) PUNCT eurjchem-1565 115 21 , , PUNCT eurjchem-1565 115 22 6.8 6.8 NUM eurjchem-1565 115 23 ( ( PUNCT eurjchem-1565 115 24 d d PROPN eurjchem-1565 115 25 , , PUNCT eurjchem-1565 115 26 1h 1h NUM eurjchem-1565 115 27 , , PUNCT eurjchem-1565 115 28 ar‐ ar‐ PROPN eurjchem-1565 115 29 h h NOUN eurjchem-1565 115 30 ) ) PUNCT eurjchem-1565 115 31 , , PUNCT eurjchem-1565 115 32 6.6 6.6 NUM eurjchem-1565 115 33 ( ( PUNCT eurjchem-1565 115 34 d d PROPN eurjchem-1565 115 35 , , PUNCT eurjchem-1565 115 36 1h 1h NUM eurjchem-1565 115 37 , , PUNCT eurjchem-1565 115 38 ar‐h ar‐h NOUN eurjchem-1565 115 39 ) ) PUNCT eurjchem-1565 115 40 , , PUNCT eurjchem-1565 115 41 5.7 5.7 NUM eurjchem-1565 115 42 ( ( PUNCT eurjchem-1565 115 43 t t PROPN eurjchem-1565 115 44 , , PUNCT eurjchem-1565 115 45 1h 1h NUM eurjchem-1565 115 46 , , PUNCT eurjchem-1565 115 47 j j PROPN eurjchem-1565 115 48 = = SYM eurjchem-1565 115 49 8 8 NUM eurjchem-1565 115 50 hz hz NOUN eurjchem-1565 115 51 , , PUNCT eurjchem-1565 115 52 n‐ch n‐ch NOUN eurjchem-1565 115 53 ) ) PUNCT eurjchem-1565 115 54 , , PUNCT eurjchem-1565 115 55 3.6 3.6 NUM eurjchem-1565 115 56 ( ( PUNCT eurjchem-1565 115 57 d d PROPN eurjchem-1565 115 58 , , PUNCT eurjchem-1565 115 59 2h 2h NUM eurjchem-1565 115 60 , , PUNCT eurjchem-1565 115 61 j j PROPN eurjchem-1565 115 62 = = SYM eurjchem-1565 115 63 8 8 NUM eurjchem-1565 115 64 hz hz NOUN eurjchem-1565 115 65 , , PUNCT eurjchem-1565 115 66 ch2 ch2 PROPN eurjchem-1565 115 67 ) ) PUNCT eurjchem-1565 115 68 , , PUNCT eurjchem-1565 115 69 3.7 3.7 NUM eurjchem-1565 115 70 ( ( PUNCT eurjchem-1565 115 71 t t PROPN eurjchem-1565 115 72 , , PUNCT eurjchem-1565 115 73 2h 2h NUM eurjchem-1565 115 74 , , PUNCT eurjchem-1565 115 75 j j PROPN eurjchem-1565 115 76 = = SYM eurjchem-1565 115 77 6 6 NUM eurjchem-1565 115 78 hz hz NOUN eurjchem-1565 115 79 , , PUNCT eurjchem-1565 115 80 ch2 ch2 PROPN eurjchem-1565 115 81 ) ) PUNCT eurjchem-1565 115 82 , , PUNCT eurjchem-1565 115 83 3.3 3.3 NUM eurjchem-1565 115 84 ( ( PUNCT eurjchem-1565 115 85 t t PROPN eurjchem-1565 115 86 , , PUNCT eurjchem-1565 115 87 2h 2h NUM eurjchem-1565 115 88 , , PUNCT eurjchem-1565 115 89 j j PROPN eurjchem-1565 115 90 = = SYM eurjchem-1565 115 91 6 6 NUM eurjchem-1565 115 92 hz hz NOUN eurjchem-1565 115 93 , , PUNCT eurjchem-1565 115 94 ch2 ch2 PROPN eurjchem-1565 115 95 ) ) PUNCT eurjchem-1565 115 96 , , PUNCT eurjchem-1565 115 97 2.4 2.4 NUM eurjchem-1565 115 98 ( ( PUNCT eurjchem-1565 115 99 s s PROPN eurjchem-1565 115 100 , , PUNCT eurjchem-1565 115 101 1h 1h NUM eurjchem-1565 115 102 , , PUNCT eurjchem-1565 115 103 nh nh PROPN eurjchem-1565 115 104 ) ) PUNCT eurjchem-1565 115 105 . . PUNCT eurjchem-1565 116 1 13c 13c NOUN eurjchem-1565 116 2 nmr nmr NOUN eurjchem-1565 116 3 ( ( PUNCT eurjchem-1565 116 4 75 75 NUM eurjchem-1565 116 5 mhz mhz NOUN eurjchem-1565 116 6 , , PUNCT eurjchem-1565 116 7 dmso‐d6 dmso‐d6 PROPN eurjchem-1565 116 8 , , PUNCT eurjchem-1565 116 9 δ δ PROPN eurjchem-1565 116 10 , , PUNCT eurjchem-1565 116 11 ppm ppm NOUN eurjchem-1565 116 12 ): ): PUNCT eurjchem-1565 116 13 170.5 170.5 NUM eurjchem-1565 116 14 , , PUNCT eurjchem-1565 116 15 162.8 162.8 NUM eurjchem-1565 116 16 , , PUNCT eurjchem-1565 116 17 161.8 161.8 NUM eurjchem-1565 116 18 , , PUNCT eurjchem-1565 116 19 160.2 160.2 NUM eurjchem-1565 116 20 , , PUNCT eurjchem-1565 116 21 156.4 156.4 NUM eurjchem-1565 116 22 , , PUNCT eurjchem-1565 116 23 149.6 149.6 NUM eurjchem-1565 116 24 , , PUNCT eurjchem-1565 116 25 130.2 130.2 NUM eurjchem-1565 116 26 , , PUNCT eurjchem-1565 116 27 128.1 128.1 NUM eurjchem-1565 116 28 , , PUNCT eurjchem-1565 116 29 126.9 126.9 NUM eurjchem-1565 116 30 , , PUNCT eurjchem-1565 116 31 126.2 126.2 NUM eurjchem-1565 116 32 , , PUNCT eurjchem-1565 116 33 125.7 125.7 NUM eurjchem-1565 116 34 , , PUNCT eurjchem-1565 116 35 124.9 124.9 NUM eurjchem-1565 116 36 , , PUNCT eurjchem-1565 116 37 124.1 124.1 NUM eurjchem-1565 116 38 , , PUNCT eurjchem-1565 116 39 122.2 122.2 NUM eurjchem-1565 116 40 , , PUNCT eurjchem-1565 116 41 120.3 120.3 NUM eurjchem-1565 116 42 , , PUNCT eurjchem-1565 116 43 105.4 105.4 NUM eurjchem-1565 116 44 , , PUNCT eurjchem-1565 116 45 56.5 56.5 NUM eurjchem-1565 116 46 , , PUNCT eurjchem-1565 116 47 49.2 49.2 NUM eurjchem-1565 116 48 , , PUNCT eurjchem-1565 116 49 46.4 46.4 NUM eurjchem-1565 116 50 , , PUNCT eurjchem-1565 116 51 37.2 37.2 NUM eurjchem-1565 116 52 . . PUNCT eurjchem-1565 117 1 anal anal ADJ eurjchem-1565 117 2 . . PUNCT eurjchem-1565 117 3 calcd calcd NOUN eurjchem-1565 117 4 . . PUNCT eurjchem-1565 118 1 for for SCONJ eurjchem-1565 118 2 c20h17n3o6 c20h17n3o6 ADJ eurjchem-1565 118 3 : : PUNCT eurjchem-1565 118 4 c c X eurjchem-1565 118 5 , , PUNCT eurjchem-1565 118 6 60.67 60.67 NUM eurjchem-1565 118 7 ; ; PUNCT eurjchem-1565 118 8 h h NOUN eurjchem-1565 118 9 , , PUNCT eurjchem-1565 118 10 4.31 4.31 NUM eurjchem-1565 118 11 ; ; PUNCT eurjchem-1565 118 12 n n CCONJ eurjchem-1565 118 13 , , PUNCT eurjchem-1565 118 14 10.59 10.59 NUM eurjchem-1565 118 15 . . PUNCT eurjchem-1565 118 16 found find VERB eurjchem-1565 118 17 : : PUNCT eurjchem-1565 119 1 c c X eurjchem-1565 119 2 , , PUNCT eurjchem-1565 119 3 60.70 60.70 NUM eurjchem-1565 119 4 ; ; PUNCT eurjchem-1565 119 5 h h NOUN eurjchem-1565 119 6 , , PUNCT eurjchem-1565 119 7 4.33 4.33 NUM eurjchem-1565 119 8 ; ; PUNCT eurjchem-1565 119 9 n n CCONJ eurjchem-1565 119 10 , , PUNCT eurjchem-1565 119 11 10.62 10.62 NUM eurjchem-1565 119 12 % % NOUN eurjchem-1565 119 13 . . PUNCT eurjchem-1565 120 1 1‐[4‐(3‐nitro‐2‐oxo‐2h‐chromen‐4‐ylamino)‐ethyl]‐4‐(3‐ 1‐[4‐(3‐nitro‐2‐oxo‐2h‐chromen‐4‐ylamino)‐ethyl]‐4‐(3‐ X eurjchem-1565 120 2 nitro‐phenyl)‐azetidin‐2‐one nitro‐phenyl)‐azetidin‐2‐one NUM eurjchem-1565 120 3 ( ( PUNCT eurjchem-1565 120 4 5c 5c NUM eurjchem-1565 120 5 ): ): PUNCT eurjchem-1565 120 6 color color NOUN eurjchem-1565 120 7 : : PUNCT eurjchem-1565 120 8 white white ADJ eurjchem-1565 120 9 . . PUNCT eurjchem-1565 121 1 yield yield NOUN eurjchem-1565 121 2 : : PUNCT eurjchem-1565 121 3 44.73 44.73 NUM eurjchem-1565 121 4 % % NOUN eurjchem-1565 121 5 . . PUNCT eurjchem-1565 122 1 m.p m.p PROPN eurjchem-1565 122 2 . . PROPN eurjchem-1565 122 3 : : PUNCT eurjchem-1565 123 1 221‐223 221‐223 NUM eurjchem-1565 123 2 ° ° ADP eurjchem-1565 123 3 c c NOUN eurjchem-1565 123 4 . . PUNCT eurjchem-1565 124 1 ft‐ir ft‐ir NOUN eurjchem-1565 124 2 ( ( PUNCT eurjchem-1565 124 3 kbr kbr PROPN eurjchem-1565 124 4 , , PUNCT eurjchem-1565 124 5 ν ν PROPN eurjchem-1565 124 6 , , PUNCT eurjchem-1565 124 7 cm‐1 cm‐1 PROPN eurjchem-1565 124 8 ): ): PUNCT eurjchem-1565 124 9 3465 3465 NUM eurjchem-1565 124 10 , , PUNCT eurjchem-1565 124 11 3235 3235 NUM eurjchem-1565 124 12 , , PUNCT eurjchem-1565 124 13 3067 3067 NUM eurjchem-1565 124 14 , , PUNCT eurjchem-1565 124 15 2922 2922 NUM eurjchem-1565 124 16 , , PUNCT eurjchem-1565 124 17 2548 2548 NUM eurjchem-1565 124 18 , , PUNCT eurjchem-1565 124 19 2382 2382 NUM eurjchem-1565 124 20 , , PUNCT eurjchem-1565 124 21 1918 1918 NUM eurjchem-1565 124 22 , , PUNCT eurjchem-1565 124 23 1678 1678 NUM eurjchem-1565 124 24 , , PUNCT eurjchem-1565 124 25 1624 1624 NUM eurjchem-1565 124 26 , , PUNCT eurjchem-1565 124 27 1617 1617 NUM eurjchem-1565 124 28 , , PUNCT eurjchem-1565 124 29 1566 1566 NUM eurjchem-1565 124 30 , , PUNCT eurjchem-1565 124 31 1509 1509 NUM eurjchem-1565 124 32 , , PUNCT eurjchem-1565 124 33 1334 1334 NUM eurjchem-1565 124 34 , , PUNCT eurjchem-1565 124 35 1213 1213 NUM eurjchem-1565 124 36 , , PUNCT eurjchem-1565 124 37 1050 1050 NUM eurjchem-1565 124 38 , , PUNCT eurjchem-1565 124 39 837 837 NUM eurjchem-1565 124 40 , , PUNCT eurjchem-1565 124 41 709 709 NUM eurjchem-1565 124 42 , , PUNCT eurjchem-1565 124 43 584 584 NUM eurjchem-1565 124 44 . . NOUN eurjchem-1565 124 45 1h 1h NUM eurjchem-1565 124 46 nmr nmr NOUN eurjchem-1565 124 47 ( ( PUNCT eurjchem-1565 124 48 300 300 NUM eurjchem-1565 124 49 mhz mhz NOUN eurjchem-1565 124 50 , , PUNCT eurjchem-1565 124 51 dmso‐d6 dmso‐d6 PROPN eurjchem-1565 124 52 , , PUNCT eurjchem-1565 124 53 δ δ PROPN eurjchem-1565 124 54 , , PUNCT eurjchem-1565 124 55 ppm ppm NUM eurjchem-1565 124 56 ): ): PUNCT eurjchem-1565 124 57 8.1 8.1 NUM eurjchem-1565 124 58 ( ( PUNCT eurjchem-1565 124 59 s s PROPN eurjchem-1565 124 60 , , PUNCT eurjchem-1565 124 61 1h 1h NUM eurjchem-1565 124 62 , , PUNCT eurjchem-1565 124 63 ar‐h ar‐h NOUN eurjchem-1565 124 64 ) ) PUNCT eurjchem-1565 124 65 , , PUNCT eurjchem-1565 124 66 7.1‐7.7 7.1‐7.7 NUM eurjchem-1565 124 67 ( ( PUNCT eurjchem-1565 124 68 m m PROPN eurjchem-1565 124 69 , , PUNCT eurjchem-1565 124 70 7h 7h PROPN eurjchem-1565 124 71 , , PUNCT eurjchem-1565 124 72 ar‐h ar‐h PROPN eurjchem-1565 124 73 ) ) PUNCT eurjchem-1565 124 74 , , PUNCT eurjchem-1565 124 75 5.8 5.8 NUM eurjchem-1565 124 76 ( ( PUNCT eurjchem-1565 124 77 t t PROPN eurjchem-1565 124 78 , , PUNCT eurjchem-1565 124 79 1h 1h NUM eurjchem-1565 124 80 , , PUNCT eurjchem-1565 124 81 n‐ch n‐ch NOUN eurjchem-1565 124 82 ) ) PUNCT eurjchem-1565 124 83 , , PUNCT eurjchem-1565 124 84 3.9 3.9 NUM eurjchem-1565 124 85 ( ( PUNCT eurjchem-1565 124 86 t t PROPN eurjchem-1565 124 87 , , PUNCT eurjchem-1565 124 88 2h 2h NUM eurjchem-1565 124 89 j j X eurjchem-1565 125 1 = = SYM eurjchem-1565 125 2 6 6 NUM eurjchem-1565 125 3 hz hz NOUN eurjchem-1565 125 4 , , PUNCT eurjchem-1565 125 5 ch2 ch2 PROPN eurjchem-1565 125 6 ) ) PUNCT eurjchem-1565 125 7 3.7 3.7 NUM eurjchem-1565 125 8 ( ( PUNCT eurjchem-1565 125 9 d d NOUN eurjchem-1565 125 10 , , PUNCT eurjchem-1565 125 11 2h 2h NUM eurjchem-1565 125 12 , , PUNCT eurjchem-1565 125 13 ch2 ch2 PROPN eurjchem-1565 125 14 ) ) PUNCT eurjchem-1565 125 15 , , PUNCT eurjchem-1565 125 16 3.0 3.0 NUM eurjchem-1565 125 17 ( ( PUNCT eurjchem-1565 125 18 t t PROPN eurjchem-1565 125 19 , , PUNCT eurjchem-1565 125 20 2h 2h NUM eurjchem-1565 125 21 , , PUNCT eurjchem-1565 125 22 j j PROPN eurjchem-1565 125 23 = = SYM eurjchem-1565 125 24 6 6 NUM eurjchem-1565 125 25 hz hz NOUN eurjchem-1565 125 26 , , PUNCT eurjchem-1565 125 27 ch2 ch2 PROPN eurjchem-1565 125 28 ) ) PUNCT eurjchem-1565 125 29 , , PUNCT eurjchem-1565 125 30 2.8 2.8 NUM eurjchem-1565 125 31 ( ( PUNCT eurjchem-1565 125 32 1h 1h NUM eurjchem-1565 125 33 , , PUNCT eurjchem-1565 125 34 nh nh PROPN eurjchem-1565 125 35 ) ) PUNCT eurjchem-1565 125 36 . . PUNCT eurjchem-1565 126 1 13c 13c NOUN eurjchem-1565 126 2 nmr nmr NOUN eurjchem-1565 126 3 ( ( PUNCT eurjchem-1565 126 4 75 75 NUM eurjchem-1565 126 5 mhz mhz NOUN eurjchem-1565 126 6 , , PUNCT eurjchem-1565 126 7 dmso‐d6 dmso‐d6 PROPN eurjchem-1565 126 8 , , PUNCT eurjchem-1565 126 9 δ δ PROPN eurjchem-1565 126 10 , , PUNCT eurjchem-1565 126 11 ppm ppm NOUN eurjchem-1565 126 12 ): ): PUNCT eurjchem-1565 126 13 171.6 171.6 NUM eurjchem-1565 126 14 , , PUNCT eurjchem-1565 126 15 162.8 162.8 NUM eurjchem-1565 126 16 , , PUNCT eurjchem-1565 126 17 160.6 160.6 NUM eurjchem-1565 126 18 , , PUNCT eurjchem-1565 126 19 156.9 156.9 NUM eurjchem-1565 126 20 , , PUNCT eurjchem-1565 126 21 152.4 152.4 NUM eurjchem-1565 126 22 , , PUNCT eurjchem-1565 126 23 148.4 148.4 NUM eurjchem-1565 126 24 , , PUNCT eurjchem-1565 126 25 137.4 137.4 NUM eurjchem-1565 126 26 , , PUNCT eurjchem-1565 126 27 131.6 131.6 NUM eurjchem-1565 126 28 , , PUNCT eurjchem-1565 126 29 129.2 129.2 NUM eurjchem-1565 126 30 , , PUNCT eurjchem-1565 126 31 128.6 128.6 NUM eurjchem-1565 126 32 , , PUNCT eurjchem-1565 126 33 127.1 127.1 NUM eurjchem-1565 126 34 , , PUNCT eurjchem-1565 126 35 126.2 126.2 NUM eurjchem-1565 126 36 , , PUNCT eurjchem-1565 126 37 125.3 125.3 NUM eurjchem-1565 126 38 , , PUNCT eurjchem-1565 126 39 123.8 123.8 NUM eurjchem-1565 126 40 , , PUNCT eurjchem-1565 126 41 121.2 121.2 NUM eurjchem-1565 126 42 , , PUNCT eurjchem-1565 126 43 105.4 105.4 NUM eurjchem-1565 126 44 , , PUNCT eurjchem-1565 126 45 54.6 54.6 NUM eurjchem-1565 126 46 , , PUNCT eurjchem-1565 126 47 48.8 48.8 NUM eurjchem-1565 126 48 , , PUNCT eurjchem-1565 126 49 45.4 45.4 NUM eurjchem-1565 126 50 , , PUNCT eurjchem-1565 126 51 38.6 38.6 NUM eurjchem-1565 126 52 . . PUNCT eurjchem-1565 127 1 anal anal PROPN eurjchem-1565 127 2 . . PUNCT eurjchem-1565 127 3 calcd calcd NOUN eurjchem-1565 127 4 . . PUNCT eurjchem-1565 128 1 for for ADP eurjchem-1565 128 2 c20h16n4o7 c20h16n4o7 NOUN eurjchem-1565 128 3 : : PUNCT eurjchem-1565 128 4 c c X eurjchem-1565 128 5 , , PUNCT eurjchem-1565 128 6 56.57 56.57 NUM eurjchem-1565 128 7 ; ; PUNCT eurjchem-1565 128 8 h h NOUN eurjchem-1565 128 9 , , PUNCT eurjchem-1565 128 10 3.77 3.77 NUM eurjchem-1565 128 11 ; ; PUNCT eurjchem-1565 128 12 n n CCONJ eurjchem-1565 128 13 , , PUNCT eurjchem-1565 128 14 13.21 13.21 NUM eurjchem-1565 128 15 . . PUNCT eurjchem-1565 128 16 found find VERB eurjchem-1565 128 17 : : PUNCT eurjchem-1565 129 1 c c X eurjchem-1565 129 2 , , PUNCT eurjchem-1565 129 3 56.55 56.55 NUM eurjchem-1565 129 4 ; ; PUNCT eurjchem-1565 129 5 h h NOUN eurjchem-1565 129 6 , , PUNCT eurjchem-1565 129 7 3.80 3.80 NUM eurjchem-1565 129 8 ; ; PUNCT eurjchem-1565 129 9 n n CCONJ eurjchem-1565 129 10 , , PUNCT eurjchem-1565 129 11 13.19 13.19 NUM eurjchem-1565 129 12 % % NOUN eurjchem-1565 129 13 . . PUNCT eurjchem-1565 130 1 3 3 X eurjchem-1565 130 2 . . NOUN eurjchem-1565 130 3 results result NOUN eurjchem-1565 130 4 and and CCONJ eurjchem-1565 130 5 discussion discussion NOUN eurjchem-1565 130 6 3.1 3.1 NUM eurjchem-1565 130 7 . . PUNCT eurjchem-1565 131 1 synthesis synthesis NOUN eurjchem-1565 131 2 by by ADP eurjchem-1565 131 3 condensation condensation NOUN eurjchem-1565 131 4 reaction reaction NOUN eurjchem-1565 131 5 of of ADP eurjchem-1565 131 6 4‐chloro‐3‐nitrobenzopyran‐ 4‐chloro‐3‐nitrobenzopyran‐ NUM eurjchem-1565 131 7 2‐one 2‐one NUM eurjchem-1565 131 8 ( ( PUNCT eurjchem-1565 131 9 2 2 NUM eurjchem-1565 131 10 ) ) PUNCT eurjchem-1565 131 11 with with ADP eurjchem-1565 131 12 ethane‐1,2‐diamine ethane‐1,2‐diamine PROPN eurjchem-1565 131 13 , , PUNCT eurjchem-1565 131 14 4‐(4‐amino‐ethylamino)‐3‐ 4‐(4‐amino‐ethylamino)‐3‐ NUM eurjchem-1565 131 15 nitro‐chromen‐2‐one nitro‐chromen‐2‐one NOUN eurjchem-1565 131 16 ( ( PUNCT eurjchem-1565 131 17 3 3 NUM eurjchem-1565 131 18 ) ) PUNCT eurjchem-1565 131 19 was be AUX eurjchem-1565 131 20 synthesized synthesize VERB eurjchem-1565 131 21 in in ADP eurjchem-1565 131 22 good good ADJ eurjchem-1565 131 23 yield yield NOUN eurjchem-1565 131 24 . . PUNCT eurjchem-1565 132 1 corresponding correspond VERB eurjchem-1565 132 2 schiff schiff NOUN eurjchem-1565 132 3 bases basis NOUN eurjchem-1565 132 4 are be AUX eurjchem-1565 132 5 synthesized synthesize VERB eurjchem-1565 132 6 by by ADP eurjchem-1565 132 7 condensation condensation NOUN eurjchem-1565 132 8 reaction reaction NOUN eurjchem-1565 132 9 of of ADP eurjchem-1565 132 10 compound compound NOUN eurjchem-1565 132 11 3 3 NUM eurjchem-1565 132 12 with with ADP eurjchem-1565 132 13 benzaldehyde benzaldehyde NOUN eurjchem-1565 132 14 , , PUNCT eurjchem-1565 132 15 salicylaldehyde salicylaldehyde PROPN eurjchem-1565 132 16 and/or and/or CCONJ eurjchem-1565 132 17 3‐nitrobenzaldehyde 3‐nitrobenzaldehyde NUM eurjchem-1565 132 18 . . PUNCT eurjchem-1565 133 1 novel novel ADJ eurjchem-1565 133 2 4‐[4‐(benzylidene‐amino)‐ 4‐[4‐(benzylidene‐amino)‐ PROPN eurjchem-1565 133 3 ethylamino]‐3‐nitrobenzopyran‐2‐one ethylamino]‐3‐nitrobenzopyran‐2‐one NOUN eurjchem-1565 133 4 derivatives derivative NOUN eurjchem-1565 133 5 ( ( PUNCT eurjchem-1565 133 6 4a‐c 4a‐c NOUN eurjchem-1565 133 7 ) ) PUNCT eurjchem-1565 133 8 as as SCONJ eurjchem-1565 133 9 condensation condensation NOUN eurjchem-1565 133 10 products product NOUN eurjchem-1565 133 11 are be AUX eurjchem-1565 133 12 synthesized synthesize VERB eurjchem-1565 133 13 in in ADP eurjchem-1565 133 14 good good ADJ eurjchem-1565 133 15 yield yield NOUN eurjchem-1565 133 16 . . PUNCT eurjchem-1565 134 1 in in ADP eurjchem-1565 134 2 the the DET eurjchem-1565 134 3 last last ADJ eurjchem-1565 134 4 step step NOUN eurjchem-1565 134 5 , , PUNCT eurjchem-1565 134 6 by by ADP eurjchem-1565 134 7 cyclization cyclization NOUN eurjchem-1565 134 8 of of ADP eurjchem-1565 134 9 compounds compound NOUN eurjchem-1565 134 10 4a‐c 4a‐c ADJ eurjchem-1565 134 11 with with ADP eurjchem-1565 134 12 acetyl acetyl NOUN eurjchem-1565 134 13 chloride chloride NOUN eurjchem-1565 134 14 , , PUNCT eurjchem-1565 134 15 corresponding correspond VERB eurjchem-1565 134 16 1‐[4‐(3‐nitro‐2‐oxo‐2h‐chromen‐4‐ 1‐[4‐(3‐nitro‐2‐oxo‐2h‐chromen‐4‐ NUM eurjchem-1565 134 17 ylamino)‐ethyl]‐azetidin‐2‐ones ylamino)‐ethyl]‐azetidin‐2‐one NOUN eurjchem-1565 134 18 ( ( PUNCT eurjchem-1565 134 19 5a‐c 5a‐c NOUN eurjchem-1565 134 20 ) ) PUNCT eurjchem-1565 134 21 are be AUX eurjchem-1565 134 22 synthesized synthesize VERB eurjchem-1565 134 23 . . PUNCT eurjchem-1565 135 1 synt‐ synt‐ PROPN eurjchem-1565 135 2 hesis hesis PROPN eurjchem-1565 135 3 of of ADP eurjchem-1565 135 4 schiff schiff NOUN eurjchem-1565 135 5 bases basis NOUN eurjchem-1565 135 6 and and CCONJ eurjchem-1565 135 7 related relate VERB eurjchem-1565 135 8 azetidine‐2‐ones azetidine‐2‐ones PROPN eurjchem-1565 135 9 are be AUX eurjchem-1565 135 10 summarized summarize VERB eurjchem-1565 135 11 in in ADP eurjchem-1565 135 12 scheme scheme NOUN eurjchem-1565 135 13 1 1 NUM eurjchem-1565 135 14 . . PUNCT eurjchem-1565 135 15 structural structural ADJ eurjchem-1565 135 16 characterization characterization NOUN eurjchem-1565 135 17 of of ADP eurjchem-1565 135 18 the the DET eurjchem-1565 135 19 synthesized synthesize VERB eurjchem-1565 135 20 products product NOUN eurjchem-1565 135 21 is be AUX eurjchem-1565 135 22 based base VERB eurjchem-1565 135 23 on on ADP eurjchem-1565 135 24 spectrometric spectrometric ADJ eurjchem-1565 135 25 ft‐ir ft‐ir NOUN eurjchem-1565 135 26 and and CCONJ eurjchem-1565 135 27 nmr nmr NOUN eurjchem-1565 135 28 data datum NOUN eurjchem-1565 135 29 . . PUNCT eurjchem-1565 136 1 the the DET eurjchem-1565 136 2 ir ir PROPN eurjchem-1565 136 3 spectrum spectrum NOUN eurjchem-1565 136 4 of of ADP eurjchem-1565 136 5 compound compound NOUN eurjchem-1565 136 6 3 3 NUM eurjchem-1565 136 7 showed show VERB eurjchem-1565 136 8 absorption absorption NOUN eurjchem-1565 136 9 bands band NOUN eurjchem-1565 136 10 at at ADP eurjchem-1565 136 11 3485 3485 NUM eurjchem-1565 136 12 and and CCONJ eurjchem-1565 136 13 3427 3427 NUM eurjchem-1565 136 14 cm‐1 cm‐1 NOUN eurjchem-1565 136 15 confirming confirm VERB eurjchem-1565 136 16 the the DET eurjchem-1565 136 17 presence presence NOUN eurjchem-1565 136 18 of of ADP eurjchem-1565 136 19 nh2 nh2 PROPN eurjchem-1565 136 20 group group NOUN eurjchem-1565 136 21 . . PUNCT eurjchem-1565 137 1 the the DET eurjchem-1565 137 2 absorption absorption NOUN eurjchem-1565 137 3 signal signal NOUN eurjchem-1565 137 4 at at ADP eurjchem-1565 137 5 3051 3051 NUM eurjchem-1565 137 6 cm‐1 cm‐1 NOUN eurjchem-1565 137 7 appears appear VERB eurjchem-1565 137 8 due due ADJ eurjchem-1565 137 9 to to ADP eurjchem-1565 137 10 aromatic aromatic ADJ eurjchem-1565 137 11 ν(ch ν(ch NOUN eurjchem-1565 137 12 ) ) PUNCT eurjchem-1565 137 13 stretching stretch VERB eurjchem-1565 137 14 vibrations vibration NOUN eurjchem-1565 137 15 . . PUNCT eurjchem-1565 138 1 the the DET eurjchem-1565 138 2 sharp sharp ADJ eurjchem-1565 138 3 peak peak NOUN eurjchem-1565 138 4 at at ADP eurjchem-1565 138 5 1710 1710 NUM eurjchem-1565 138 6 cm‐1 cm‐1 NOUN eurjchem-1565 138 7 is be AUX eurjchem-1565 138 8 responsible responsible ADJ eurjchem-1565 138 9 for for ADP eurjchem-1565 138 10 ν(c ν(c NOUN eurjchem-1565 138 11 = = SYM eurjchem-1565 138 12 o o NOUN eurjchem-1565 138 13 ) ) PUNCT eurjchem-1565 138 14 stretching stretch VERB eurjchem-1565 138 15 vibrations vibration NOUN eurjchem-1565 138 16 , , PUNCT eurjchem-1565 138 17 whereas whereas SCONJ eurjchem-1565 138 18 the the DET eurjchem-1565 138 19 absorption absorption NOUN eurjchem-1565 138 20 peak peak NOUN eurjchem-1565 138 21 at at ADP eurjchem-1565 138 22 1620 1620 NUM eurjchem-1565 138 23 cm‐1 cm‐1 NOUN eurjchem-1565 138 24 coming come VERB eurjchem-1565 138 25 from from ADP eurjchem-1565 138 26 aromatic aromatic ADJ eurjchem-1565 138 27 ν(c ν(c NOUN eurjchem-1565 138 28 = = SYM eurjchem-1565 138 29 c c NOUN eurjchem-1565 138 30 ) ) PUNCT eurjchem-1565 138 31 stretching stretch VERB eurjchem-1565 138 32 vibrations vibration NOUN eurjchem-1565 138 33 . . PUNCT eurjchem-1565 139 1 the the DET eurjchem-1565 139 2 peak peak NOUN eurjchem-1565 139 3 at at ADP eurjchem-1565 139 4 1512 1512 NUM eurjchem-1565 139 5 cm‐1 cm‐1 NOUN eurjchem-1565 139 6 results result NOUN eurjchem-1565 139 7 from from ADP eurjchem-1565 139 8 the the DET eurjchem-1565 139 9 absorptions absorption NOUN eurjchem-1565 139 10 of of ADP eurjchem-1565 139 11 asymmetric asymmetric ADJ eurjchem-1565 139 12 ν(no2 ν(no2 PROPN eurjchem-1565 139 13 ) ) PUNCT eurjchem-1565 139 14 , , PUNCT eurjchem-1565 139 15 while while SCONJ eurjchem-1565 139 16 the the DET eurjchem-1565 139 17 peak peak NOUN eurjchem-1565 139 18 at at ADP eurjchem-1565 139 19 1331 1331 NUM eurjchem-1565 139 20 cm‐1 cm‐1 NOUN eurjchem-1565 139 21 coming come VERB eurjchem-1565 139 22 from from ADP eurjchem-1565 139 23 symmetric symmetric ADJ eurjchem-1565 139 24 ν(no2 ν(no2 PROPN eurjchem-1565 139 25 ) ) PUNCT eurjchem-1565 139 26 stretching stretch VERB eurjchem-1565 139 27 vibrations vibration NOUN eurjchem-1565 139 28 . . PUNCT eurjchem-1565 140 1 on on ADP eurjchem-1565 140 2 the the DET eurjchem-1565 140 3 other other ADJ eurjchem-1565 140 4 hand hand NOUN eurjchem-1565 140 5 , , PUNCT eurjchem-1565 140 6 the the DET eurjchem-1565 140 7 absorption absorption NOUN eurjchem-1565 140 8 peak peak NOUN eurjchem-1565 140 9 at at ADP eurjchem-1565 140 10 1224 1224 NUM eurjchem-1565 140 11 cm‐1 cm‐1 NOUN eurjchem-1565 140 12 is be AUX eurjchem-1565 140 13 characteristic characteristic ADJ eurjchem-1565 140 14 for for ADP eurjchem-1565 140 15 lactonic lactonic ADJ eurjchem-1565 140 16 system system NOUN eurjchem-1565 140 17 ( ( PUNCT eurjchem-1565 140 18 c‐o‐c c‐o‐c NOUN eurjchem-1565 140 19 ) ) PUNCT eurjchem-1565 140 20 , , PUNCT eurjchem-1565 140 21 while while SCONJ eurjchem-1565 140 22 the the DET eurjchem-1565 140 23 sharp sharp ADJ eurjchem-1565 140 24 peak peak NOUN eurjchem-1565 140 25 at at ADP eurjchem-1565 140 26 755 755 NUM eurjchem-1565 140 27 cm‐1 cm‐1 NOUN eurjchem-1565 140 28 coming come VERB eurjchem-1565 140 29 from from ADP eurjchem-1565 140 30 characteristic characteristic ADJ eurjchem-1565 140 31 aromatic aromatic ADJ eurjchem-1565 140 32 δ(c‐h δ(c‐h NUM eurjchem-1565 140 33 ) ) PUNCT eurjchem-1565 140 34 oop oop NOUN eurjchem-1565 140 35 bending bend VERB eurjchem-1565 140 36 vibrations vibration NOUN eurjchem-1565 140 37 . . PUNCT eurjchem-1565 141 1 for for ADP eurjchem-1565 141 2 compound compound NOUN eurjchem-1565 141 3 4a 4a NOUN eurjchem-1565 141 4 , , PUNCT eurjchem-1565 141 5 the the DET eurjchem-1565 141 6 ir ir PROPN eurjchem-1565 141 7 spectrum spectrum NOUN eurjchem-1565 141 8 showed show VERB eurjchem-1565 141 9 an an DET eurjchem-1565 141 10 absorption absorption NOUN eurjchem-1565 141 11 signal signal NOUN eurjchem-1565 141 12 at at ADP eurjchem-1565 141 13 3475 3475 NUM eurjchem-1565 141 14 cm‐1 cm‐1 NOUN eurjchem-1565 141 15 which which PRON eurjchem-1565 141 16 is be AUX eurjchem-1565 141 17 responsible responsible ADJ eurjchem-1565 141 18 for for ADP eurjchem-1565 141 19 ν(nh ν(nh NOUN eurjchem-1565 141 20 ) ) PUNCT eurjchem-1565 141 21 stretching stretch VERB eurjchem-1565 141 22 vibrations vibration NOUN eurjchem-1565 141 23 , , PUNCT eurjchem-1565 141 24 while while SCONJ eurjchem-1565 141 25 signal signal ADJ eurjchem-1565 141 26 at at ADP eurjchem-1565 141 27 3073 3073 NUM eurjchem-1565 141 28 and and CCONJ eurjchem-1565 141 29 2953 2953 NUM eurjchem-1565 141 30 cm‐1 cm‐1 NOUN eurjchem-1565 141 31 corresponds correspond VERB eurjchem-1565 141 32 to to ADP eurjchem-1565 141 33 aromatic aromatic ADJ eurjchem-1565 141 34 and and CCONJ eurjchem-1565 141 35 ethylene ethylene NOUN eurjchem-1565 141 36 ν(ch ν(ch NOUN eurjchem-1565 141 37 ) ) PUNCT eurjchem-1565 141 38 vibrations vibration NOUN eurjchem-1565 141 39 . . PUNCT eurjchem-1565 142 1 at at ADP eurjchem-1565 142 2 1691 1691 NUM eurjchem-1565 142 3 cm‐1 cm‐1 NOUN eurjchem-1565 142 4 appears appear VERB eurjchem-1565 142 5 the the DET eurjchem-1565 142 6 absorption absorption NOUN eurjchem-1565 142 7 signal signal NOUN eurjchem-1565 142 8 which which PRON eurjchem-1565 142 9 responds respond VERB eurjchem-1565 142 10 to to ADP eurjchem-1565 142 11 ν(c ν(c NOUN eurjchem-1565 142 12 = = SYM eurjchem-1565 142 13 o o NOUN eurjchem-1565 142 14 ) ) PUNCT eurjchem-1565 142 15 stretching stretch VERB eurjchem-1565 142 16 vibrations vibration NOUN eurjchem-1565 142 17 , , PUNCT eurjchem-1565 142 18 whereas whereas SCONJ eurjchem-1565 142 19 the the DET eurjchem-1565 142 20 sharp sharp ADJ eurjchem-1565 142 21 peak peak NOUN eurjchem-1565 142 22 at at ADP eurjchem-1565 142 23 1640 1640 NUM eurjchem-1565 142 24 cm‐1 cm‐1 NOUN eurjchem-1565 142 25 and and CCONJ eurjchem-1565 142 26 a a DET eurjchem-1565 142 27 signal signal NOUN eurjchem-1565 142 28 at at ADP eurjchem-1565 142 29 1605 1605 NUM eurjchem-1565 142 30 cm‐1 cm‐1 NOUN eurjchem-1565 142 31 correspond correspond VERB eurjchem-1565 142 32 due due ADJ eurjchem-1565 142 33 to to ADP eurjchem-1565 142 34 aromatic aromatic ADJ eurjchem-1565 142 35 ν(c ν(c NOUN eurjchem-1565 142 36 = = SYM eurjchem-1565 142 37 n n CCONJ eurjchem-1565 142 38 ) ) PUNCT eurjchem-1565 142 39 and and CCONJ eurjchem-1565 142 40 ν(c ν(c PROPN eurjchem-1565 142 41 = = SYM eurjchem-1565 142 42 c c NOUN eurjchem-1565 142 43 ) ) PUNCT eurjchem-1565 142 44 stretching stretch VERB eurjchem-1565 142 45 vibrations vibration NOUN eurjchem-1565 142 46 . . PUNCT eurjchem-1565 143 1 the the DET eurjchem-1565 143 2 characteristic characteristic ADJ eurjchem-1565 143 3 peak peak NOUN eurjchem-1565 143 4 at at ADP eurjchem-1565 143 5 1554 1554 NUM eurjchem-1565 143 6 cm‐1 cm‐1 NOUN eurjchem-1565 143 7 results result NOUN eurjchem-1565 143 8 from from ADP eurjchem-1565 143 9 asymmetric asymmetric ADJ eurjchem-1565 143 10 ν(no2 ν(no2 PROPN eurjchem-1565 143 11 ) ) PUNCT eurjchem-1565 143 12 , , PUNCT eurjchem-1565 143 13 while while SCONJ eurjchem-1565 143 14 at at ADP eurjchem-1565 143 15 1329 1329 NUM eurjchem-1565 143 16 cm‐1 cm‐1 NOUN eurjchem-1565 143 17 due due ADP eurjchem-1565 143 18 to to ADP eurjchem-1565 143 19 symmetric symmetric ADJ eurjchem-1565 143 20 ν(no2 ν(no2 PROPN eurjchem-1565 143 21 ) ) PUNCT eurjchem-1565 143 22 stretching stretch VERB eurjchem-1565 143 23 vibrations vibration NOUN eurjchem-1565 143 24 . . PUNCT eurjchem-1565 144 1 a a DET eurjchem-1565 144 2 signal signal NOUN eurjchem-1565 144 3 at at ADP eurjchem-1565 144 4 1219 1219 NUM eurjchem-1565 144 5 cm‐1 cm‐1 NOUN eurjchem-1565 144 6 is be AUX eurjchem-1565 144 7 also also ADV eurjchem-1565 144 8 characteristic characteristic ADJ eurjchem-1565 144 9 for for ADP eurjchem-1565 144 10 lactonic lactonic NOUN eurjchem-1565 144 11 stretching stretching NOUN eurjchem-1565 144 12 ( ( PUNCT eurjchem-1565 144 13 c‐o‐c c‐o‐c NOUN eurjchem-1565 144 14 ) ) PUNCT eurjchem-1565 144 15 vibrations vibration NOUN eurjchem-1565 144 16 , , PUNCT eurjchem-1565 144 17 whereas whereas SCONJ eurjchem-1565 144 18 the the DET eurjchem-1565 144 19 sharp sharp ADJ eurjchem-1565 144 20 peak peak NOUN eurjchem-1565 144 21 at at ADP eurjchem-1565 144 22 754 754 NUM eurjchem-1565 144 23 cm‐1 cm‐1 NOUN eurjchem-1565 144 24 is be AUX eurjchem-1565 144 25 charac‐teristic charac‐teristic ADJ eurjchem-1565 144 26 for for ADP eurjchem-1565 144 27 aromatic aromatic ADJ eurjchem-1565 144 28 bending bending NOUN eurjchem-1565 144 29 δ(c‐h δ(c‐h NOUN eurjchem-1565 144 30 ) ) PUNCT eurjchem-1565 144 31 oop oop NOUN eurjchem-1565 144 32 vibrations vibration NOUN eurjchem-1565 144 33 . . PUNCT eurjchem-1565 145 1 on on ADP eurjchem-1565 145 2 the the DET eurjchem-1565 145 3 other other ADJ eurjchem-1565 145 4 hand hand NOUN eurjchem-1565 145 5 , , PUNCT eurjchem-1565 145 6 the the DET eurjchem-1565 145 7 1h 1h NUM eurjchem-1565 145 8 nmr nmr NOUN eurjchem-1565 145 9 spectrum spectrum NOUN eurjchem-1565 145 10 correspond correspond ADV eurjchem-1565 145 11 to to ADP eurjchem-1565 145 12 the the DET eurjchem-1565 145 13 absorp‐tion absorp‐tion NOUN eurjchem-1565 145 14 of of ADP eurjchem-1565 145 15 respective respective ADJ eurjchem-1565 145 16 protons proton NOUN eurjchem-1565 145 17 , , PUNCT eurjchem-1565 145 18 at at ADP eurjchem-1565 145 19 δ δ PROPN eurjchem-1565 145 20 8.35 8.35 NUM eurjchem-1565 145 21 ppm ppm NOUN eurjchem-1565 145 22 a a DET eurjchem-1565 145 23 proton proton NOUN eurjchem-1565 145 24 singlet singlet NOUN eurjchem-1565 145 25 resulting result VERB eurjchem-1565 145 26 from from ADP eurjchem-1565 145 27 n n CCONJ eurjchem-1565 145 28 = = SYM eurjchem-1565 145 29 c‐h c‐h X eurjchem-1565 145 30 is be AUX eurjchem-1565 145 31 displayed display VERB eurjchem-1565 145 32 . . PUNCT eurjchem-1565 146 1 186 186 NUM eurjchem-1565 146 2 hoti hoti NOUN eurjchem-1565 146 3 et et PROPN eurjchem-1565 146 4 al al PROPN eurjchem-1565 146 5 . . PUNCT eurjchem-1565 146 6 / / SYM eurjchem-1565 146 7 european european PROPN eurjchem-1565 146 8 journal journal PROPN eurjchem-1565 146 9 of of ADP eurjchem-1565 146 10 chemistry chemistry NOUN eurjchem-1565 146 11 8 8 NUM eurjchem-1565 146 12 ( ( PUNCT eurjchem-1565 146 13 2 2 NUM eurjchem-1565 146 14 ) ) PUNCT eurjchem-1565 146 15 ( ( PUNCT eurjchem-1565 146 16 2017 2017 NUM eurjchem-1565 146 17 ) ) PUNCT eurjchem-1565 146 18 183‐187 183‐187 NUM eurjchem-1565 146 19 table table NOUN eurjchem-1565 146 20 1 1 NUM eurjchem-1565 146 21 . . PUNCT eurjchem-1565 146 22 zone zone NOUN eurjchem-1565 146 23 of of ADP eurjchem-1565 146 24 inhibition inhibition NOUN eurjchem-1565 146 25 ( ( PUNCT eurjchem-1565 146 26 mm mm NOUN eurjchem-1565 146 27 ) ) PUNCT eurjchem-1565 146 28 of of ADP eurjchem-1565 146 29 the the DET eurjchem-1565 146 30 discs disc NOUN eurjchem-1565 146 31 impregnated impregnate VERB eurjchem-1565 146 32 with with ADP eurjchem-1565 146 33 various various ADJ eurjchem-1565 146 34 concentration concentration NOUN eurjchem-1565 146 35 of of ADP eurjchem-1565 146 36 synthesized synthesize VERB eurjchem-1565 146 37 compounds compound NOUN eurjchem-1565 146 38 . . PUNCT eurjchem-1565 147 1 compound compound PROPN eurjchem-1565 147 2 s. s. PROPN eurjchem-1565 147 3 aureus aureus PROPN eurjchem-1565 147 4 e. e. PROPN eurjchem-1565 147 5 coli coli PROPN eurjchem-1565 147 6 klebsiella klebsiella NOUN eurjchem-1565 147 7 2 2 NUM eurjchem-1565 147 8 mg mg NUM eurjchem-1565 147 9 / / SYM eurjchem-1565 147 10 ml ml NOUN eurjchem-1565 147 11 4 4 NUM eurjchem-1565 147 12 mg mg NOUN eurjchem-1565 147 13 / / SYM eurjchem-1565 147 14 ml ml NOUN eurjchem-1565 147 15 6 6 NUM eurjchem-1565 147 16 mg mg NOUN eurjchem-1565 147 17 / / SYM eurjchem-1565 147 18 ml ml NOUN eurjchem-1565 147 19 2 2 NUM eurjchem-1565 147 20 mg mg NUM eurjchem-1565 147 21 / / SYM eurjchem-1565 147 22 ml ml NOUN eurjchem-1565 147 23 4 4 NUM eurjchem-1565 147 24 mg mg NOUN eurjchem-1565 147 25 / / SYM eurjchem-1565 147 26 ml ml NOUN eurjchem-1565 147 27 6 6 NUM eurjchem-1565 147 28 mg mg NOUN eurjchem-1565 147 29 / / SYM eurjchem-1565 147 30 ml ml NOUN eurjchem-1565 147 31 2 2 NUM eurjchem-1565 147 32 mg mg NUM eurjchem-1565 147 33 / / SYM eurjchem-1565 147 34 ml ml NOUN eurjchem-1565 147 35 4 4 NUM eurjchem-1565 147 36 mg mg NOUN eurjchem-1565 147 37 / / SYM eurjchem-1565 147 38 ml ml NOUN eurjchem-1565 147 39 6 6 NUM eurjchem-1565 147 40 mg mg NOUN eurjchem-1565 147 41 / / SYM eurjchem-1565 147 42 ml ml NOUN eurjchem-1565 147 43 4a 4a X eurjchem-1565 147 44 6.0 6.0 NUM eurjchem-1565 147 45 7.0 7.0 NUM eurjchem-1565 147 46 8.0 8.0 NUM eurjchem-1565 147 47 6.5 6.5 NUM eurjchem-1565 147 48 6.5 6.5 NUM eurjchem-1565 147 49 8.0 8.0 NUM eurjchem-1565 147 50 6.0 6.0 NUM eurjchem-1565 147 51 6.5 6.5 NUM eurjchem-1565 147 52 6.5 6.5 NUM eurjchem-1565 147 53 4b 4b NOUN eurjchem-1565 147 54 6.5 6.5 NUM eurjchem-1565 147 55 7.0 7.0 NUM eurjchem-1565 147 56 7.5 7.5 NUM eurjchem-1565 147 57 6.5 6.5 NUM eurjchem-1565 147 58 7.0 7.0 NUM eurjchem-1565 147 59 7.5 7.5 NUM eurjchem-1565 147 60 7.5 7.5 NUM eurjchem-1565 147 61 8.0 8.0 NUM eurjchem-1565 147 62 8.0 8.0 NUM eurjchem-1565 147 63 4c 4c NOUN eurjchem-1565 147 64 7.0 7.0 NUM eurjchem-1565 147 65 7.0 7.0 NUM eurjchem-1565 147 66 8.5 8.5 NUM eurjchem-1565 147 67 7.0 7.0 NUM eurjchem-1565 147 68 8.5 8.5 NUM eurjchem-1565 147 69 9.0 9.0 NUM eurjchem-1565 147 70 6.5 6.5 NUM eurjchem-1565 147 71 7.5 7.5 NUM eurjchem-1565 147 72 8.0 8.0 NUM eurjchem-1565 147 73 5a 5a NUM eurjchem-1565 147 74 7.5 7.5 NUM eurjchem-1565 147 75 8.8 8.8 NUM eurjchem-1565 147 76 9.5 9.5 NUM eurjchem-1565 147 77 9.0 9.0 NUM eurjchem-1565 147 78 10.5 10.5 NUM eurjchem-1565 147 79 11.0 11.0 NUM eurjchem-1565 147 80 10.5 10.5 NUM eurjchem-1565 147 81 11.5 11.5 NUM eurjchem-1565 147 82 13.0 13.0 NUM eurjchem-1565 147 83 5b 5b NUM eurjchem-1565 147 84 12.5 12.5 NUM eurjchem-1565 147 85 13.5 13.5 NUM eurjchem-1565 147 86 15.0 15.0 NUM eurjchem-1565 147 87 9.5 9.5 NUM eurjchem-1565 147 88 11.0 11.0 NUM eurjchem-1565 147 89 12.0 12.0 NUM eurjchem-1565 147 90 9.5 9.5 NUM eurjchem-1565 147 91 10.0 10.0 NUM eurjchem-1565 147 92 11.0 11.0 NUM eurjchem-1565 147 93 5c 5c NUM eurjchem-1565 147 94 9.0 9.0 NUM eurjchem-1565 147 95 11.0 11.0 NUM eurjchem-1565 147 96 13.5 13.5 NUM eurjchem-1565 147 97 9.0 9.0 NUM eurjchem-1565 147 98 8.5 8.5 NUM eurjchem-1565 147 99 9.5 9.5 NUM eurjchem-1565 147 100 7.5 7.5 NUM eurjchem-1565 147 101 8.5 8.5 NUM eurjchem-1565 147 102 9.0 9.0 NUM eurjchem-1565 147 103 furthermore furthermore ADV eurjchem-1565 147 104 two two NUM eurjchem-1565 147 105 triplets triplet NOUN eurjchem-1565 147 106 at at ADP eurjchem-1565 147 107 δ δ PROPN eurjchem-1565 147 108 3.7 3.7 NUM eurjchem-1565 147 109 and and CCONJ eurjchem-1565 147 110 3.2 3.2 NUM eurjchem-1565 147 111 ppm ppm NOUN eurjchem-1565 147 112 appear appear VERB eurjchem-1565 147 113 due due ADJ eurjchem-1565 147 114 to to ADP eurjchem-1565 147 115 ethylene ethylene NOUN eurjchem-1565 147 116 protons proton NOUN eurjchem-1565 147 117 . . PUNCT eurjchem-1565 148 1 also also ADV eurjchem-1565 148 2 , , PUNCT eurjchem-1565 148 3 in in ADP eurjchem-1565 148 4 the the DET eurjchem-1565 148 5 13c 13c NOUN eurjchem-1565 148 6 nmr nmr NOUN eurjchem-1565 148 7 spectrum spectrum VERB eurjchem-1565 148 8 the the DET eurjchem-1565 148 9 signal signal NOUN eurjchem-1565 148 10 at at ADP eurjchem-1565 148 11 δ δ PROPN eurjchem-1565 148 12 165.4 165.4 NUM eurjchem-1565 148 13 ppm ppm NUM eurjchem-1565 148 14 which which PRON eurjchem-1565 148 15 corresponds correspond VERB eurjchem-1565 148 16 to to ADP eurjchem-1565 148 17 the the DET eurjchem-1565 148 18 c c NOUN eurjchem-1565 148 19 = = NOUN eurjchem-1565 148 20 n n PRON eurjchem-1565 148 21 carbon carbon NOUN eurjchem-1565 148 22 is be AUX eurjchem-1565 148 23 displayed display VERB eurjchem-1565 148 24 . . PUNCT eurjchem-1565 149 1 the the DET eurjchem-1565 149 2 ir ir PROPN eurjchem-1565 149 3 spectrum spectrum NOUN eurjchem-1565 149 4 of of ADP eurjchem-1565 149 5 compound compound NOUN eurjchem-1565 149 6 4b 4b PROPN eurjchem-1565 149 7 show show VERB eurjchem-1565 149 8 a a DET eurjchem-1565 149 9 signal signal NOUN eurjchem-1565 149 10 at at ADP eurjchem-1565 149 11 3476 3476 NUM eurjchem-1565 149 12 cm‐1 cm‐1 NOUN eurjchem-1565 149 13 responsible responsible ADJ eurjchem-1565 149 14 for for ADP eurjchem-1565 149 15 ν(nh ν(nh NOUN eurjchem-1565 149 16 ) ) PUNCT eurjchem-1565 149 17 stretching stretch VERB eurjchem-1565 149 18 vibrations vibration NOUN eurjchem-1565 149 19 and and CCONJ eurjchem-1565 149 20 a a DET eurjchem-1565 149 21 broad broad ADJ eurjchem-1565 149 22 band band NOUN eurjchem-1565 149 23 at at ADP eurjchem-1565 149 24 3303 3303 NUM eurjchem-1565 149 25 cm‐1 cm‐1 NOUN eurjchem-1565 149 26 due due ADP eurjchem-1565 149 27 to to ADP eurjchem-1565 149 28 stretching stretch VERB eurjchem-1565 149 29 ν(oh ν(oh NOUN eurjchem-1565 149 30 ) ) PUNCT eurjchem-1565 149 31 absorption absorption NOUN eurjchem-1565 149 32 . . PUNCT eurjchem-1565 150 1 absorp‐ absorp‐ VERB eurjchem-1565 150 2 tion tion NOUN eurjchem-1565 150 3 signals signal NOUN eurjchem-1565 150 4 appeared appear VERB eurjchem-1565 150 5 at at ADP eurjchem-1565 150 6 3045 3045 NUM eurjchem-1565 150 7 and and CCONJ eurjchem-1565 150 8 2945 2945 NUM eurjchem-1565 150 9 cm‐1 cm‐1 PROPN eurjchem-1565 150 10 results result VERB eurjchem-1565 150 11 from from ADP eurjchem-1565 150 12 aromatic aromatic ADJ eurjchem-1565 150 13 and and CCONJ eurjchem-1565 150 14 ethylene ethylene NOUN eurjchem-1565 150 15 ν(ch ν(ch NOUN eurjchem-1565 150 16 ) ) PUNCT eurjchem-1565 150 17 stretching stretch VERB eurjchem-1565 150 18 vibrations vibration NOUN eurjchem-1565 150 19 . . PUNCT eurjchem-1565 151 1 the the DET eurjchem-1565 151 2 sharp sharp ADJ eurjchem-1565 151 3 peak peak NOUN eurjchem-1565 151 4 at at ADP eurjchem-1565 151 5 1679 1679 NUM eurjchem-1565 151 6 cm‐1 cm‐1 NOUN eurjchem-1565 151 7 results result NOUN eurjchem-1565 151 8 from from ADP eurjchem-1565 151 9 ν(c ν(c NOUN eurjchem-1565 151 10 = = SYM eurjchem-1565 151 11 o o NOUN eurjchem-1565 151 12 ) ) PUNCT eurjchem-1565 151 13 stretching stretch VERB eurjchem-1565 151 14 vibrations vibration NOUN eurjchem-1565 151 15 , , PUNCT eurjchem-1565 151 16 whereas whereas SCONJ eurjchem-1565 151 17 signals signal NOUN eurjchem-1565 151 18 at at ADP eurjchem-1565 151 19 1609 1609 NUM eurjchem-1565 151 20 and and CCONJ eurjchem-1565 151 21 1546 1546 NUM eurjchem-1565 151 22 cm‐1 cm‐1 NOUN eurjchem-1565 151 23 results result VERB eurjchem-1565 151 24 from from ADP eurjchem-1565 151 25 ν(c ν(c PROPN eurjchem-1565 151 26 = = SYM eurjchem-1565 151 27 n n CCONJ eurjchem-1565 151 28 ) ) PUNCT eurjchem-1565 151 29 and and CCONJ eurjchem-1565 151 30 ν(c ν(c PROPN eurjchem-1565 151 31 = = SYM eurjchem-1565 151 32 c c NOUN eurjchem-1565 151 33 ) ) PUNCT eurjchem-1565 151 34 stretching stretch VERB eurjchem-1565 151 35 vibrations vibration NOUN eurjchem-1565 151 36 . . PUNCT eurjchem-1565 152 1 the the DET eurjchem-1565 152 2 peak peak NOUN eurjchem-1565 152 3 at at ADP eurjchem-1565 152 4 1512 1512 NUM eurjchem-1565 152 5 cm‐1 cm‐1 NOUN eurjchem-1565 152 6 corresponds correspond VERB eurjchem-1565 152 7 to to ADP eurjchem-1565 152 8 absorptions absorption NOUN eurjchem-1565 152 9 of of ADP eurjchem-1565 152 10 ν(no2 ν(no2 NOUN eurjchem-1565 152 11 ) ) PUNCT eurjchem-1565 152 12 stretching stretch VERB eurjchem-1565 152 13 asymmetric asymmetric NOUN eurjchem-1565 152 14 , , PUNCT eurjchem-1565 152 15 while while SCONJ eurjchem-1565 152 16 the the DET eurjchem-1565 152 17 one one NUM eurjchem-1565 152 18 at at ADP eurjchem-1565 152 19 1325 1325 NUM eurjchem-1565 152 20 cm‐1 cm‐1 NOUN eurjchem-1565 152 21 to to ADP eurjchem-1565 152 22 ν(no2 ν(no2 PROPN eurjchem-1565 152 23 ) ) PUNCT eurjchem-1565 152 24 stretching stretch VERB eurjchem-1565 152 25 symmetric symmetric ADJ eurjchem-1565 152 26 vibrations vibration NOUN eurjchem-1565 152 27 . . PUNCT eurjchem-1565 153 1 a a DET eurjchem-1565 153 2 signal signal NOUN eurjchem-1565 153 3 at at ADP eurjchem-1565 153 4 1209 1209 NUM eurjchem-1565 153 5 cm‐1 cm‐1 NOUN eurjchem-1565 153 6 is be AUX eurjchem-1565 153 7 characteristic characteristic ADJ eurjchem-1565 153 8 for for ADP eurjchem-1565 153 9 stretching stretch VERB eurjchem-1565 153 10 vibrations vibration NOUN eurjchem-1565 153 11 of of ADP eurjchem-1565 153 12 lactonic lactonic NOUN eurjchem-1565 153 13 ( ( PUNCT eurjchem-1565 153 14 c‐o‐c c‐o‐c NOUN eurjchem-1565 153 15 ) ) PUNCT eurjchem-1565 153 16 system system NOUN eurjchem-1565 153 17 and and CCONJ eurjchem-1565 153 18 the the DET eurjchem-1565 153 19 sharp sharp ADJ eurjchem-1565 153 20 peak peak NOUN eurjchem-1565 153 21 at at ADP eurjchem-1565 153 22 766 766 NUM eurjchem-1565 153 23 cm‐1 cm‐1 NOUN eurjchem-1565 153 24 results result NOUN eurjchem-1565 153 25 from from ADP eurjchem-1565 153 26 aromatic aromatic ADJ eurjchem-1565 153 27 δ(c‐h δ(c‐h NUM eurjchem-1565 153 28 ) ) PUNCT eurjchem-1565 153 29 bending bend VERB eurjchem-1565 153 30 oop oop NOUN eurjchem-1565 153 31 vibrations vibration NOUN eurjchem-1565 153 32 . . PUNCT eurjchem-1565 154 1 in in ADP eurjchem-1565 154 2 the the DET eurjchem-1565 154 3 1h 1h NUM eurjchem-1565 154 4 nmr nmr NOUN eurjchem-1565 154 5 spectrum spectrum NOUN eurjchem-1565 154 6 , , PUNCT eurjchem-1565 154 7 besides besides SCONJ eurjchem-1565 154 8 multiplets multiplet NOUN eurjchem-1565 154 9 of of ADP eurjchem-1565 154 10 aromatic aromatic ADJ eurjchem-1565 154 11 protons proton NOUN eurjchem-1565 154 12 , , PUNCT eurjchem-1565 154 13 a a DET eurjchem-1565 154 14 proton proton NOUN eurjchem-1565 154 15 singlet singlet NOUN eurjchem-1565 154 16 resulting result VERB eurjchem-1565 154 17 from from ADP eurjchem-1565 154 18 n n CCONJ eurjchem-1565 154 19 = = SYM eurjchem-1565 154 20 c‐h c‐h X eurjchem-1565 154 21 is be AUX eurjchem-1565 154 22 appears appear VERB eurjchem-1565 154 23 at at ADP eurjchem-1565 154 24 δ δ PROPN eurjchem-1565 154 25 8.38 8.38 NUM eurjchem-1565 154 26 ppm ppm NOUN eurjchem-1565 154 27 and and CCONJ eurjchem-1565 154 28 triplets triplet NOUN eurjchem-1565 154 29 at at ADP eurjchem-1565 154 30 δ δ PROPN eurjchem-1565 154 31 3.8 3.8 NUM eurjchem-1565 154 32 and and CCONJ eurjchem-1565 154 33 3.2 3.2 NUM eurjchem-1565 154 34 ppm ppm NOUN eurjchem-1565 154 35 correspond correspond NOUN eurjchem-1565 154 36 to to ADP eurjchem-1565 154 37 ethylene ethylene NOUN eurjchem-1565 154 38 protons proton NOUN eurjchem-1565 154 39 . . PUNCT eurjchem-1565 155 1 in in ADP eurjchem-1565 155 2 the the DET eurjchem-1565 155 3 13c 13c NOUN eurjchem-1565 155 4 nmr nmr NOUN eurjchem-1565 155 5 spectrum spectrum VERB eurjchem-1565 155 6 a a DET eurjchem-1565 155 7 signal signal NOUN eurjchem-1565 155 8 at at ADP eurjchem-1565 155 9 δ δ PROPN eurjchem-1565 155 10 163.8 163.8 NUM eurjchem-1565 155 11 ppm ppm NOUN eurjchem-1565 155 12 for for ADP eurjchem-1565 155 13 c c NOUN eurjchem-1565 155 14 = = NOUN eurjchem-1565 155 15 n n NOUN eurjchem-1565 155 16 carbon carbon NOUN eurjchem-1565 155 17 and and CCONJ eurjchem-1565 155 18 signals signal NOUN eurjchem-1565 155 19 at at ADP eurjchem-1565 155 20 δ δ PROPN eurjchem-1565 155 21 49.2 49.2 NUM eurjchem-1565 155 22 and and CCONJ eurjchem-1565 155 23 45.6 45.6 NUM eurjchem-1565 155 24 ppm ppm NOUN eurjchem-1565 155 25 due due ADP eurjchem-1565 155 26 to to ADP eurjchem-1565 155 27 ethylene ethylene NOUN eurjchem-1565 155 28 group group NOUN eurjchem-1565 155 29 are be AUX eurjchem-1565 155 30 displayed display VERB eurjchem-1565 155 31 as as ADV eurjchem-1565 155 32 well well ADV eurjchem-1565 155 33 . . PUNCT eurjchem-1565 156 1 the the DET eurjchem-1565 156 2 ir ir PROPN eurjchem-1565 156 3 spectra spectra NOUN eurjchem-1565 156 4 of of ADP eurjchem-1565 156 5 compound compound NOUN eurjchem-1565 156 6 4c 4c NOUN eurjchem-1565 156 7 show show VERB eurjchem-1565 156 8 an an DET eurjchem-1565 156 9 absorption absorption NOUN eurjchem-1565 156 10 peak peak NOUN eurjchem-1565 156 11 at at ADP eurjchem-1565 156 12 3468 3468 NUM eurjchem-1565 156 13 cm‐1 cm‐1 NOUN eurjchem-1565 156 14 which which PRON eurjchem-1565 156 15 is be AUX eurjchem-1565 156 16 responsible responsible ADJ eurjchem-1565 156 17 for for ADP eurjchem-1565 156 18 ν(nh ν(nh NOUN eurjchem-1565 156 19 ) ) PUNCT eurjchem-1565 156 20 stretching stretch VERB eurjchem-1565 156 21 vibrations vibration NOUN eurjchem-1565 156 22 , , PUNCT eurjchem-1565 156 23 while while SCONJ eurjchem-1565 156 24 the the DET eurjchem-1565 156 25 signals signal NOUN eurjchem-1565 156 26 at at ADP eurjchem-1565 156 27 3087 3087 NUM eurjchem-1565 156 28 and and CCONJ eurjchem-1565 156 29 2962 2962 NUM eurjchem-1565 156 30 cm‐1 cm‐1 NOUN eurjchem-1565 156 31 appear appear VERB eurjchem-1565 156 32 due due ADJ eurjchem-1565 156 33 to to ADP eurjchem-1565 156 34 aromatic aromatic ADJ eurjchem-1565 156 35 and and CCONJ eurjchem-1565 156 36 ethylene ethylene NOUN eurjchem-1565 156 37 ν(ch ν(ch NOUN eurjchem-1565 156 38 ) ) PUNCT eurjchem-1565 156 39 stretching stretch VERB eurjchem-1565 156 40 vibrations vibration NOUN eurjchem-1565 156 41 . . PUNCT eurjchem-1565 157 1 the the DET eurjchem-1565 157 2 peak peak NOUN eurjchem-1565 157 3 at at ADP eurjchem-1565 157 4 1689 1689 NUM eurjchem-1565 157 5 cm‐1 cm‐1 NOUN eurjchem-1565 157 6 is be AUX eurjchem-1565 157 7 responsible responsible ADJ eurjchem-1565 157 8 for for ADP eurjchem-1565 157 9 absorbing absorb VERB eurjchem-1565 157 10 the the DET eurjchem-1565 157 11 ν(c ν(c PROPN eurjchem-1565 157 12 = = SYM eurjchem-1565 157 13 o o NOUN eurjchem-1565 157 14 ) ) PUNCT eurjchem-1565 157 15 stretching stretch VERB eurjchem-1565 157 16 vibrations vibration NOUN eurjchem-1565 157 17 while while SCONJ eurjchem-1565 157 18 signals signal NOUN eurjchem-1565 157 19 at at ADP eurjchem-1565 157 20 1627 1627 NUM eurjchem-1565 157 21 and and CCONJ eurjchem-1565 157 22 1612 1612 NUM eurjchem-1565 157 23 cm‐1 cm‐1 NOUN eurjchem-1565 157 24 result result NOUN eurjchem-1565 157 25 from from ADP eurjchem-1565 157 26 aromatic aromatic ADJ eurjchem-1565 157 27 ν(c ν(c NOUN eurjchem-1565 157 28 = = SYM eurjchem-1565 157 29 n n CCONJ eurjchem-1565 157 30 ) ) PUNCT eurjchem-1565 157 31 and and CCONJ eurjchem-1565 157 32 ν(c ν(c PROPN eurjchem-1565 157 33 = = SYM eurjchem-1565 157 34 c c NOUN eurjchem-1565 157 35 ) ) PUNCT eurjchem-1565 157 36 stretching stretch VERB eurjchem-1565 157 37 vibrations vibration NOUN eurjchem-1565 157 38 . . PUNCT eurjchem-1565 158 1 the the DET eurjchem-1565 158 2 sharp sharp ADJ eurjchem-1565 158 3 peak peak NOUN eurjchem-1565 158 4 at at ADP eurjchem-1565 158 5 1556 1556 NUM eurjchem-1565 158 6 cm‐1 cm‐1 NOUN eurjchem-1565 158 7 results result NOUN eurjchem-1565 158 8 from from ADP eurjchem-1565 158 9 ν(no2 ν(no2 PROPN eurjchem-1565 158 10 ) ) PUNCT eurjchem-1565 158 11 asymmetric asymmetric ADJ eurjchem-1565 158 12 stretching stretch VERB eurjchem-1565 158 13 vibrations vibration NOUN eurjchem-1565 158 14 , , PUNCT eurjchem-1565 158 15 while while SCONJ eurjchem-1565 158 16 absorption absorption NOUN eurjchem-1565 158 17 signal signal NOUN eurjchem-1565 158 18 at at ADP eurjchem-1565 158 19 1342 1342 NUM eurjchem-1565 158 20 cm‐1 cm‐1 NOUN eurjchem-1565 158 21 reflects reflect VERB eurjchem-1565 158 22 ν(no2 ν(no2 PROPN eurjchem-1565 158 23 ) ) PUNCT eurjchem-1565 158 24 symmetric symmetric ADJ eurjchem-1565 158 25 stretching stretching NOUN eurjchem-1565 158 26 vibrations vibration NOUN eurjchem-1565 158 27 . . PUNCT eurjchem-1565 159 1 a a DET eurjchem-1565 159 2 signal signal NOUN eurjchem-1565 159 3 at at ADP eurjchem-1565 159 4 1208 1208 NUM eurjchem-1565 159 5 cm‐1 cm‐1 NOUN eurjchem-1565 159 6 is be AUX eurjchem-1565 159 7 characteristic characteristic ADJ eurjchem-1565 159 8 for for ADP eurjchem-1565 159 9 lactonic lactonic ADJ eurjchem-1565 159 10 ( ( PUNCT eurjchem-1565 159 11 c‐o‐c c‐o‐c NOUN eurjchem-1565 159 12 ) ) PUNCT eurjchem-1565 159 13 stretching stretch VERB eurjchem-1565 159 14 vibrations vibration NOUN eurjchem-1565 159 15 , , PUNCT eurjchem-1565 159 16 while while SCONJ eurjchem-1565 159 17 the the DET eurjchem-1565 159 18 sharp sharp ADJ eurjchem-1565 159 19 peak peak NOUN eurjchem-1565 159 20 at at ADP eurjchem-1565 159 21 763 763 NUM eurjchem-1565 159 22 cm‐1 cm‐1 NOUN eurjchem-1565 159 23 appears appear VERB eurjchem-1565 159 24 from from ADP eurjchem-1565 159 25 aromatic aromatic ADJ eurjchem-1565 159 26 δ(c‐ δ(c‐ PROPN eurjchem-1565 159 27 h h NOUN eurjchem-1565 159 28 ) ) PUNCT eurjchem-1565 159 29 bending bend VERB eurjchem-1565 159 30 oop oop ADJ eurjchem-1565 159 31 vibrations vibration NOUN eurjchem-1565 159 32 . . PUNCT eurjchem-1565 160 1 the the DET eurjchem-1565 160 2 1h 1h NUM eurjchem-1565 160 3 nmr nmr NOUN eurjchem-1565 160 4 spectra spectra NOUN eurjchem-1565 160 5 show show VERB eurjchem-1565 160 6 the the DET eurjchem-1565 160 7 multiplet multiplet NOUN eurjchem-1565 160 8 signals signal NOUN eurjchem-1565 160 9 of of ADP eurjchem-1565 160 10 aromatic aromatic ADJ eurjchem-1565 160 11 protons proton NOUN eurjchem-1565 160 12 at at ADP eurjchem-1565 160 13 δ δ PROPN eurjchem-1565 160 14 8.1‐8.3 8.1‐8.3 NUM eurjchem-1565 160 15 and and CCONJ eurjchem-1565 160 16 7.7‐7.4 7.7‐7.4 NUM eurjchem-1565 160 17 ppm ppm NOUN eurjchem-1565 160 18 . . PUNCT eurjchem-1565 161 1 a a DET eurjchem-1565 161 2 proton proton NOUN eurjchem-1565 161 3 singlet singlet NOUN eurjchem-1565 161 4 resulting result VERB eurjchem-1565 161 5 from from ADP eurjchem-1565 161 6 n n CCONJ eurjchem-1565 161 7 = = NOUN eurjchem-1565 161 8 c‐h c‐h PROPN eurjchem-1565 161 9 at at ADP eurjchem-1565 161 10 δ δ PROPN eurjchem-1565 161 11 8.5 8.5 NUM eurjchem-1565 161 12 ppm ppm NOUN eurjchem-1565 161 13 appears appear VERB eurjchem-1565 161 14 as as ADV eurjchem-1565 161 15 well well ADV eurjchem-1565 161 16 . . PUNCT eurjchem-1565 162 1 in in ADP eurjchem-1565 162 2 the the DET eurjchem-1565 162 3 13c 13c NOUN eurjchem-1565 162 4 nmr nmr NOUN eurjchem-1565 162 5 spectra spectra NOUN eurjchem-1565 162 6 a a DET eurjchem-1565 162 7 signal signal NOUN eurjchem-1565 162 8 at at ADP eurjchem-1565 162 9 δ δ PROPN eurjchem-1565 162 10 163.7 163.7 NUM eurjchem-1565 162 11 ppm ppm NOUN eurjchem-1565 162 12 , , PUNCT eurjchem-1565 162 13 that that PRON eurjchem-1565 162 14 correspond correspond VERB eurjchem-1565 162 15 to to ADP eurjchem-1565 162 16 c c NOUN eurjchem-1565 162 17 = = NOUN eurjchem-1565 162 18 n n NUM eurjchem-1565 162 19 and and CCONJ eurjchem-1565 162 20 signals signal NOUN eurjchem-1565 162 21 at at ADP eurjchem-1565 162 22 δ δ PROPN eurjchem-1565 162 23 162.6 162.6 NUM eurjchem-1565 162 24 , , PUNCT eurjchem-1565 162 25 49.4 49.4 NUM eurjchem-1565 162 26 and and CCONJ eurjchem-1565 162 27 46.1 46.1 NUM eurjchem-1565 162 28 ppm ppm NOUN eurjchem-1565 162 29 resulting result VERB eurjchem-1565 162 30 from from ADP eurjchem-1565 162 31 c c NOUN eurjchem-1565 162 32 = = NOUN eurjchem-1565 162 33 o o NOUN eurjchem-1565 162 34 and and CCONJ eurjchem-1565 162 35 respective respective ADJ eurjchem-1565 162 36 ch2 ch2 PROPN eurjchem-1565 162 37 carbons carbon NOUN eurjchem-1565 162 38 are be AUX eurjchem-1565 162 39 displayed display VERB eurjchem-1565 162 40 . . PUNCT eurjchem-1565 163 1 in in ADP eurjchem-1565 163 2 the the DET eurjchem-1565 163 3 ir ir PROPN eurjchem-1565 163 4 spectra spectra NOUN eurjchem-1565 163 5 of of ADP eurjchem-1565 163 6 the the DET eurjchem-1565 163 7 compound compound NOUN eurjchem-1565 163 8 5a 5a NUM eurjchem-1565 163 9 a a DET eurjchem-1565 163 10 sharp sharp ADJ eurjchem-1565 163 11 absorption absorption NOUN eurjchem-1565 163 12 signal signal NOUN eurjchem-1565 163 13 appears appear VERB eurjchem-1565 163 14 at at ADP eurjchem-1565 163 15 3495 3495 NUM eurjchem-1565 163 16 cm‐1 cm‐1 NOUN eurjchem-1565 163 17 which which PRON eurjchem-1565 163 18 is be AUX eurjchem-1565 163 19 responsible responsible ADJ eurjchem-1565 163 20 for for ADP eurjchem-1565 163 21 ν(nh ν(nh NOUN eurjchem-1565 163 22 ) ) PUNCT eurjchem-1565 163 23 stretching stretch VERB eurjchem-1565 163 24 vibrations vibration NOUN eurjchem-1565 163 25 whereas whereas SCONJ eurjchem-1565 163 26 the the DET eurjchem-1565 163 27 absorption absorption NOUN eurjchem-1565 163 28 peak peak NOUN eurjchem-1565 163 29 at at ADP eurjchem-1565 163 30 3083 3083 NUM eurjchem-1565 163 31 cm‐ cm‐ NOUN eurjchem-1565 163 32 1 1 NUM eurjchem-1565 163 33 results result NOUN eurjchem-1565 163 34 from from ADP eurjchem-1565 163 35 aromatic aromatic ADJ eurjchem-1565 163 36 ν(ch ν(ch NOUN eurjchem-1565 163 37 ) ) PUNCT eurjchem-1565 163 38 vibrations vibration NOUN eurjchem-1565 163 39 . . PUNCT eurjchem-1565 164 1 a a DET eurjchem-1565 164 2 medium medium ADJ eurjchem-1565 164 3 band band NOUN eurjchem-1565 164 4 at at ADP eurjchem-1565 164 5 2946 2946 NUM eurjchem-1565 164 6 cm‐1 cm‐1 NOUN eurjchem-1565 164 7 resulted result VERB eurjchem-1565 164 8 from from ADP eurjchem-1565 164 9 the the DET eurjchem-1565 164 10 absorptions absorption NOUN eurjchem-1565 164 11 of of ADP eurjchem-1565 164 12 ν(ch ν(ch NOUN eurjchem-1565 164 13 ) ) PUNCT eurjchem-1565 164 14 stretching stretch VERB eurjchem-1565 164 15 vibrations vibration NOUN eurjchem-1565 164 16 of of ADP eurjchem-1565 164 17 aliphatic aliphatic ADJ eurjchem-1565 164 18 protons proton NOUN eurjchem-1565 164 19 , , PUNCT eurjchem-1565 164 20 whereas whereas SCONJ eurjchem-1565 164 21 a a DET eurjchem-1565 164 22 sharp sharp ADJ eurjchem-1565 164 23 peak peak NOUN eurjchem-1565 164 24 at at ADP eurjchem-1565 164 25 1683 1683 NUM eurjchem-1565 164 26 cm‐1 cm‐1 NOUN eurjchem-1565 164 27 results result NOUN eurjchem-1565 164 28 from from ADP eurjchem-1565 164 29 ν(c ν(c NOUN eurjchem-1565 164 30 = = SYM eurjchem-1565 164 31 o o NOUN eurjchem-1565 164 32 ) ) PUNCT eurjchem-1565 164 33 stretching stretch VERB eurjchem-1565 164 34 vibrations vibration NOUN eurjchem-1565 164 35 . . PUNCT eurjchem-1565 165 1 the the DET eurjchem-1565 165 2 absorption absorption NOUN eurjchem-1565 165 3 signal signal NOUN eurjchem-1565 165 4 at at ADP eurjchem-1565 165 5 1616 1616 NUM eurjchem-1565 165 6 cm‐1 cm‐1 NOUN eurjchem-1565 165 7 resulted result VERB eurjchem-1565 165 8 from from ADP eurjchem-1565 165 9 ν(c ν(c PROPN eurjchem-1565 165 10 = = SYM eurjchem-1565 165 11 c c NOUN eurjchem-1565 165 12 ) ) PUNCT eurjchem-1565 165 13 stretching stretch VERB eurjchem-1565 165 14 aromatic aromatic ADJ eurjchem-1565 165 15 vibrations vibration NOUN eurjchem-1565 165 16 . . PUNCT eurjchem-1565 166 1 the the DET eurjchem-1565 166 2 characteristic characteristic ADJ eurjchem-1565 166 3 signals signal NOUN eurjchem-1565 166 4 due due ADP eurjchem-1565 166 5 to to ADP eurjchem-1565 166 6 ν(no2 ν(no2 PROPN eurjchem-1565 166 7 ) ) PUNCT eurjchem-1565 166 8 stretching stretch VERB eurjchem-1565 166 9 vibrations vibration NOUN eurjchem-1565 166 10 appeared appear VERB eurjchem-1565 166 11 at at ADP eurjchem-1565 166 12 1521 1521 NUM eurjchem-1565 166 13 and and CCONJ eurjchem-1565 166 14 1327 1327 NUM eurjchem-1565 166 15 cm‐1 cm‐1 NOUN eurjchem-1565 166 16 . . PUNCT eurjchem-1565 167 1 the the DET eurjchem-1565 167 2 absorption absorption NOUN eurjchem-1565 167 3 peak peak NOUN eurjchem-1565 167 4 at at ADP eurjchem-1565 167 5 1210 1210 NUM eurjchem-1565 167 6 cm‐1 cm‐1 NOUN eurjchem-1565 167 7 results result NOUN eurjchem-1565 167 8 from from ADP eurjchem-1565 167 9 lactonic lactonic ADJ eurjchem-1565 167 10 ν(c‐o‐c ν(c‐o‐c PROPN eurjchem-1565 167 11 ) ) PUNCT eurjchem-1565 167 12 stretching stretching NOUN eurjchem-1565 167 13 vibrations vibration NOUN eurjchem-1565 167 14 , , PUNCT eurjchem-1565 167 15 whereas whereas SCONJ eurjchem-1565 167 16 at at ADP eurjchem-1565 167 17 754 754 NUM eurjchem-1565 167 18 cm‐1 cm‐1 NOUN eurjchem-1565 167 19 from from ADP eurjchem-1565 167 20 aromatic aromatic ADJ eurjchem-1565 167 21 δ(ch δ(ch NOUN eurjchem-1565 167 22 ) ) PUNCT eurjchem-1565 167 23 oop oop NOUN eurjchem-1565 167 24 vibrations vibration NOUN eurjchem-1565 167 25 . . PUNCT eurjchem-1565 168 1 the the DET eurjchem-1565 168 2 1h 1h NUM eurjchem-1565 168 3 nmr nmr PROPN eurjchem-1565 168 4 spectra spectra NOUN eurjchem-1565 168 5 , , PUNCT eurjchem-1565 168 6 a a DET eurjchem-1565 168 7 proton proton NOUN eurjchem-1565 168 8 triplet triplet NOUN eurjchem-1565 168 9 at at ADP eurjchem-1565 168 10 δ δ PROPN eurjchem-1565 168 11 5.6 5.6 NUM eurjchem-1565 168 12 ppm ppm NOUN eurjchem-1565 168 13 results result NOUN eurjchem-1565 168 14 from from ADP eurjchem-1565 168 15 n‐c‐h n‐c‐h ADJ eurjchem-1565 168 16 , , PUNCT eurjchem-1565 168 17 while while SCONJ eurjchem-1565 168 18 two two NUM eurjchem-1565 168 19 triplets triplet NOUN eurjchem-1565 168 20 at at ADP eurjchem-1565 168 21 δ δ PROPN eurjchem-1565 168 22 3.9 3.9 NUM eurjchem-1565 168 23 and and CCONJ eurjchem-1565 168 24 3.1 3.1 NUM eurjchem-1565 168 25 ppm ppm NOUN eurjchem-1565 168 26 appear appear VERB eurjchem-1565 168 27 due due ADJ eurjchem-1565 168 28 to to ADP eurjchem-1565 168 29 ethylene ethylene NOUN eurjchem-1565 168 30 protons proton NOUN eurjchem-1565 168 31 . . PUNCT eurjchem-1565 169 1 moreover moreover ADV eurjchem-1565 169 2 a a DET eurjchem-1565 169 3 multiplet multiplet NOUN eurjchem-1565 169 4 at at ADP eurjchem-1565 169 5 δ δ PROPN eurjchem-1565 169 6 7.5‐ 7.5‐ NUM eurjchem-1565 169 7 7.0 7.0 NUM eurjchem-1565 169 8 ppm ppm NOUN eurjchem-1565 169 9 corresponds correspond NOUN eurjchem-1565 169 10 to to ADP eurjchem-1565 169 11 aromatic aromatic ADJ eurjchem-1565 169 12 protons proton NOUN eurjchem-1565 169 13 , , PUNCT eurjchem-1565 169 14 while while SCONJ eurjchem-1565 169 15 a a DET eurjchem-1565 169 16 doublet doublet NOUN eurjchem-1565 169 17 at at ADP eurjchem-1565 169 18 δ δ PROPN eurjchem-1565 169 19 3.5 3.5 NUM eurjchem-1565 169 20 ppm ppm NOUN eurjchem-1565 169 21 results result NOUN eurjchem-1565 169 22 from from ADP eurjchem-1565 169 23 aliphatic aliphatic ADJ eurjchem-1565 169 24 azetidinone azetidinone NOUN eurjchem-1565 169 25 ch2 ch2 PROPN eurjchem-1565 169 26 protons proton NOUN eurjchem-1565 169 27 . . PUNCT eurjchem-1565 170 1 the the DET eurjchem-1565 170 2 13c 13c NUM eurjchem-1565 170 3 nmr nmr NOUN eurjchem-1565 170 4 spectra spectra NOUN eurjchem-1565 170 5 exhibit exhibit VERB eurjchem-1565 170 6 three three NUM eurjchem-1565 170 7 peaks peak NOUN eurjchem-1565 170 8 at at ADP eurjchem-1565 170 9 δ δ PROPN eurjchem-1565 170 10 172.5 172.5 NUM eurjchem-1565 170 11 , , PUNCT eurjchem-1565 170 12 162.6 162.6 NUM eurjchem-1565 170 13 and and CCONJ eurjchem-1565 170 14 161.8 161.8 NUM eurjchem-1565 170 15 which which PRON eurjchem-1565 170 16 results result VERB eurjchem-1565 170 17 from from ADP eurjchem-1565 170 18 c c NOUN eurjchem-1565 170 19 = = NOUN eurjchem-1565 170 20 o o NOUN eurjchem-1565 170 21 and and CCONJ eurjchem-1565 170 22 c‐n c‐n NOUN eurjchem-1565 170 23 carbons carbon NOUN eurjchem-1565 170 24 , , PUNCT eurjchem-1565 170 25 whereas whereas SCONJ eurjchem-1565 170 26 a a DET eurjchem-1565 170 27 signal signal NOUN eurjchem-1565 170 28 at at ADP eurjchem-1565 170 29 δ δ PROPN eurjchem-1565 170 30 55.4 55.4 NUM eurjchem-1565 170 31 ppm ppm NOUN eurjchem-1565 170 32 results result NOUN eurjchem-1565 170 33 due due ADP eurjchem-1565 170 34 to to ADP eurjchem-1565 170 35 ch‐n ch‐n PROPN eurjchem-1565 170 36 of of ADP eurjchem-1565 170 37 azetididinone azetididinone PROPN eurjchem-1565 170 38 ring ring NOUN eurjchem-1565 170 39 . . PUNCT eurjchem-1565 171 1 an an DET eurjchem-1565 171 2 absorption absorption NOUN eurjchem-1565 171 3 signal signal NOUN eurjchem-1565 171 4 at at ADP eurjchem-1565 171 5 δ δ PROPN eurjchem-1565 171 6 36.4 36.4 NUM eurjchem-1565 171 7 ppm ppm NOUN eurjchem-1565 171 8 appears appear VERB eurjchem-1565 171 9 due due ADJ eurjchem-1565 171 10 to to ADP eurjchem-1565 171 11 methylene methylene ADJ eurjchem-1565 171 12 carbon carbon NOUN eurjchem-1565 171 13 and and CCONJ eurjchem-1565 171 14 signals signal NOUN eurjchem-1565 171 15 at at ADP eurjchem-1565 171 16 δ δ PROPN eurjchem-1565 171 17 49.6 49.6 NUM eurjchem-1565 171 18 and and CCONJ eurjchem-1565 171 19 45.2 45.2 NUM eurjchem-1565 171 20 results result NOUN eurjchem-1565 171 21 from from ADP eurjchem-1565 171 22 ethylene ethylene NOUN eurjchem-1565 171 23 carbons carbon NOUN eurjchem-1565 171 24 . . PUNCT eurjchem-1565 172 1 in in ADP eurjchem-1565 172 2 the the DET eurjchem-1565 172 3 ir ir PROPN eurjchem-1565 172 4 spectra spectra NOUN eurjchem-1565 172 5 of of ADP eurjchem-1565 172 6 compound compound NOUN eurjchem-1565 172 7 5b 5b NUM eurjchem-1565 172 8 , , PUNCT eurjchem-1565 172 9 a a DET eurjchem-1565 172 10 broad broad ADJ eurjchem-1565 172 11 absorption absorption NOUN eurjchem-1565 172 12 signal signal NOUN eurjchem-1565 172 13 appears appear VERB eurjchem-1565 172 14 at at ADP eurjchem-1565 172 15 3550‐3300 3550‐3300 NUM eurjchem-1565 172 16 cm‐1 cm‐1 NOUN eurjchem-1565 172 17 which which PRON eurjchem-1565 172 18 is be AUX eurjchem-1565 172 19 responsible responsible ADJ eurjchem-1565 172 20 for for ADP eurjchem-1565 172 21 ν(oh ν(oh NOUN eurjchem-1565 172 22 ) ) PUNCT eurjchem-1565 172 23 stretching stretch VERB eurjchem-1565 172 24 vibrations vibration NOUN eurjchem-1565 172 25 and and CCONJ eurjchem-1565 172 26 the the DET eurjchem-1565 172 27 absorption absorption NOUN eurjchem-1565 172 28 signal signal NOUN eurjchem-1565 172 29 at at ADP eurjchem-1565 172 30 3105 3105 NUM eurjchem-1565 172 31 cm‐1 cm‐1 NOUN eurjchem-1565 172 32 for for ADP eurjchem-1565 172 33 aromatic aromatic ADJ eurjchem-1565 172 34 ν(ch ν(ch NOUN eurjchem-1565 172 35 ) ) PUNCT eurjchem-1565 172 36 stretching stretch VERB eurjchem-1565 172 37 vibrations vibration NOUN eurjchem-1565 172 38 . . PUNCT eurjchem-1565 173 1 the the DET eurjchem-1565 173 2 peak peak NOUN eurjchem-1565 173 3 at at ADP eurjchem-1565 173 4 2937 2937 NUM eurjchem-1565 173 5 cm‐1 cm‐1 PROPN eurjchem-1565 173 6 results result NOUN eurjchem-1565 173 7 from from ADP eurjchem-1565 173 8 methylene methylene ADJ eurjchem-1565 173 9 ν(ch ν(ch NOUN eurjchem-1565 173 10 ) ) PUNCT eurjchem-1565 173 11 stretching stretch VERB eurjchem-1565 173 12 vibrations vibration NOUN eurjchem-1565 173 13 , , PUNCT eurjchem-1565 173 14 while while SCONJ eurjchem-1565 173 15 at at ADP eurjchem-1565 173 16 the the DET eurjchem-1565 173 17 peak peak NOUN eurjchem-1565 173 18 of of ADP eurjchem-1565 173 19 1720 1720 NUM eurjchem-1565 173 20 cm‐1 cm‐1 NOUN eurjchem-1565 173 21 correspond correspond ADV eurjchem-1565 173 22 to to ADP eurjchem-1565 173 23 ν(c ν(c PROPN eurjchem-1565 173 24 = = SYM eurjchem-1565 173 25 o o NOUN eurjchem-1565 173 26 ) ) PUNCT eurjchem-1565 173 27 stretching stretch VERB eurjchem-1565 173 28 vibrations vibration NOUN eurjchem-1565 173 29 . . PUNCT eurjchem-1565 174 1 the the DET eurjchem-1565 174 2 characteristic characteristic ADJ eurjchem-1565 174 3 peak peak NOUN eurjchem-1565 174 4 at at ADP eurjchem-1565 174 5 1673 1673 NUM eurjchem-1565 174 6 cm‐1 cm‐1 PROPN eurjchem-1565 174 7 results result NOUN eurjchem-1565 174 8 from from ADP eurjchem-1565 174 9 ν(c ν(c NOUN eurjchem-1565 174 10 = = SYM eurjchem-1565 174 11 c c NOUN eurjchem-1565 174 12 ) ) PUNCT eurjchem-1565 174 13 stretching stretch VERB eurjchem-1565 174 14 vibrations vibration NOUN eurjchem-1565 174 15 of of ADP eurjchem-1565 174 16 aromatic aromatic ADJ eurjchem-1565 174 17 moiety moiety NOUN eurjchem-1565 174 18 . . PUNCT eurjchem-1565 175 1 signals signal NOUN eurjchem-1565 175 2 at at ADP eurjchem-1565 175 3 1540 1540 NUM eurjchem-1565 175 4 and and CCONJ eurjchem-1565 175 5 1340 1340 NUM eurjchem-1565 175 6 cm‐1 cm‐1 NOUN eurjchem-1565 175 7 appear appear VERB eurjchem-1565 175 8 due due ADJ eurjchem-1565 175 9 to to ADP eurjchem-1565 175 10 ν(no2 ν(no2 PROPN eurjchem-1565 175 11 ) ) PUNCT eurjchem-1565 175 12 asymmetric asymmetric ADJ eurjchem-1565 175 13 and and CCONJ eurjchem-1565 175 14 symmetric symmetric ADJ eurjchem-1565 175 15 stretching stretching NOUN eurjchem-1565 175 16 vibrations vibration NOUN eurjchem-1565 175 17 , , PUNCT eurjchem-1565 175 18 whereas whereas SCONJ eurjchem-1565 175 19 the the DET eurjchem-1565 175 20 characteristic characteristic ADJ eurjchem-1565 175 21 signal signal NOUN eurjchem-1565 175 22 at at ADP eurjchem-1565 175 23 1176 1176 NUM eurjchem-1565 175 24 cm‐1 cm‐1 NOUN eurjchem-1565 175 25 is be AUX eurjchem-1565 175 26 responsible responsible ADJ eurjchem-1565 175 27 for for ADP eurjchem-1565 175 28 lactonic lactonic ADJ eurjchem-1565 175 29 ν(c‐o‐c ν(c‐o‐c PROPN eurjchem-1565 175 30 ) ) PUNCT eurjchem-1565 175 31 vibrations vibration NOUN eurjchem-1565 175 32 . . PUNCT eurjchem-1565 176 1 in in ADP eurjchem-1565 176 2 the the DET eurjchem-1565 176 3 1h 1h NUM eurjchem-1565 176 4 nmr nmr NOUN eurjchem-1565 176 5 spectra spectra NOUN eurjchem-1565 176 6 are be AUX eurjchem-1565 176 7 shown show VERB eurjchem-1565 176 8 characteristic characteristic ADJ eurjchem-1565 176 9 triplets triplet NOUN eurjchem-1565 176 10 at at ADP eurjchem-1565 176 11 δ δ PROPN eurjchem-1565 176 12 3.7 3.7 NUM eurjchem-1565 176 13 and and CCONJ eurjchem-1565 176 14 3.3 3.3 NUM eurjchem-1565 176 15 ppm ppm NOUN eurjchem-1565 176 16 due due ADP eurjchem-1565 176 17 to to ADP eurjchem-1565 176 18 ethylene ethylene NOUN eurjchem-1565 176 19 protons proton NOUN eurjchem-1565 176 20 . . PUNCT eurjchem-1565 177 1 a a DET eurjchem-1565 177 2 doublet doublet NOUN eurjchem-1565 177 3 at at ADP eurjchem-1565 177 4 δ δ PROPN eurjchem-1565 177 5 3.6 3.6 NUM eurjchem-1565 177 6 ppm ppm NOUN eurjchem-1565 177 7 for for ADP eurjchem-1565 177 8 azetidine azetidine PROPN eurjchem-1565 177 9 ch2 ch2 PROPN eurjchem-1565 177 10 and and CCONJ eurjchem-1565 177 11 a a DET eurjchem-1565 177 12 triplet triplet NOUN eurjchem-1565 177 13 at at ADP eurjchem-1565 177 14 δ δ PROPN eurjchem-1565 177 15 5.7 5.7 NUM eurjchem-1565 177 16 ppm ppm NOUN eurjchem-1565 177 17 for for SCONJ eurjchem-1565 177 18 n‐c‐h n‐c‐h PRON eurjchem-1565 177 19 appear appear VERB eurjchem-1565 177 20 as as ADV eurjchem-1565 177 21 well well ADV eurjchem-1565 177 22 . . PUNCT eurjchem-1565 178 1 the the DET eurjchem-1565 178 2 13c 13c NUM eurjchem-1565 178 3 nmr nmr NOUN eurjchem-1565 178 4 spectrum spectrum NOUN eurjchem-1565 178 5 also also ADV eurjchem-1565 178 6 shows show VERB eurjchem-1565 178 7 a a DET eurjchem-1565 178 8 signal signal NOUN eurjchem-1565 178 9 at at ADP eurjchem-1565 178 10 δ δ PROPN eurjchem-1565 178 11 162.8 162.8 NUM eurjchem-1565 178 12 ( ( PUNCT eurjchem-1565 178 13 c c NOUN eurjchem-1565 178 14 = = SYM eurjchem-1565 178 15 n n NUM eurjchem-1565 178 16 ) ) PUNCT eurjchem-1565 178 17 and and CCONJ eurjchem-1565 178 18 absorptions absorption NOUN eurjchem-1565 178 19 at at ADP eurjchem-1565 178 20 δ δ PROPN eurjchem-1565 178 21 56.5 56.5 NUM eurjchem-1565 178 22 ppm ppm NOUN eurjchem-1565 178 23 ( ( PUNCT eurjchem-1565 178 24 ch‐n ch‐n PROPN eurjchem-1565 178 25 ) ) PUNCT eurjchem-1565 178 26 and and CCONJ eurjchem-1565 178 27 37.2 37.2 NUM eurjchem-1565 178 28 ppm ppm NOUN eurjchem-1565 178 29 ( ( PUNCT eurjchem-1565 178 30 ch2 ch2 NOUN eurjchem-1565 178 31 ) ) PUNCT eurjchem-1565 178 32 . . PUNCT eurjchem-1565 179 1 characteristic characteristic ADJ eurjchem-1565 179 2 signals signal NOUN eurjchem-1565 179 3 at at ADP eurjchem-1565 179 4 δ δ PROPN eurjchem-1565 179 5 49.2 49.2 NUM eurjchem-1565 179 6 and and CCONJ eurjchem-1565 179 7 46.4 46.4 NUM eurjchem-1565 179 8 ppm ppm NOUN eurjchem-1565 179 9 correspond correspond NOUN eurjchem-1565 179 10 to to ADP eurjchem-1565 179 11 ethylene ethylene NOUN eurjchem-1565 179 12 carbons carbon NOUN eurjchem-1565 179 13 . . PUNCT eurjchem-1565 180 1 ir ir PROPN eurjchem-1565 180 2 spectrum spectrum NOUN eurjchem-1565 180 3 of of ADP eurjchem-1565 180 4 compound compound NOUN eurjchem-1565 180 5 5c 5c NOUN eurjchem-1565 180 6 exhibit exhibit VERB eurjchem-1565 180 7 the the DET eurjchem-1565 180 8 absorption absorption NOUN eurjchem-1565 180 9 signal signal NOUN eurjchem-1565 180 10 at at ADP eurjchem-1565 180 11 3465 3465 NUM eurjchem-1565 180 12 cm‐1 cm‐1 NOUN eurjchem-1565 180 13 responsible responsible ADJ eurjchem-1565 180 14 for for ADP eurjchem-1565 180 15 ν(nh ν(nh NOUN eurjchem-1565 180 16 ) ) PUNCT eurjchem-1565 180 17 stretching stretch VERB eurjchem-1565 180 18 vibrations vibration NOUN eurjchem-1565 180 19 and and CCONJ eurjchem-1565 180 20 a a DET eurjchem-1565 180 21 signal signal NOUN eurjchem-1565 180 22 at at ADP eurjchem-1565 180 23 3067 3067 NUM eurjchem-1565 180 24 cm‐1 cm‐1 NOUN eurjchem-1565 180 25 which which PRON eurjchem-1565 180 26 resulted result VERB eurjchem-1565 180 27 from from ADP eurjchem-1565 180 28 aromatic aromatic ADJ eurjchem-1565 180 29 ν(ch ν(ch NOUN eurjchem-1565 180 30 ) ) PUNCT eurjchem-1565 180 31 stretching stretch VERB eurjchem-1565 180 32 vibrations vibration NOUN eurjchem-1565 180 33 . . PUNCT eurjchem-1565 181 1 the the DET eurjchem-1565 181 2 peak peak NOUN eurjchem-1565 181 3 at at ADP eurjchem-1565 181 4 2922 2922 NUM eurjchem-1565 181 5 cm‐1 cm‐1 NOUN eurjchem-1565 181 6 results result NOUN eurjchem-1565 181 7 from from ADP eurjchem-1565 181 8 the the DET eurjchem-1565 181 9 absorptions absorption NOUN eurjchem-1565 181 10 of of ADP eurjchem-1565 181 11 methylene methylene NOUN eurjchem-1565 181 12 stretching stretching NOUN eurjchem-1565 181 13 vibrations vibration NOUN eurjchem-1565 181 14 , , PUNCT eurjchem-1565 181 15 while while SCONJ eurjchem-1565 181 16 the the DET eurjchem-1565 181 17 signal signal NOUN eurjchem-1565 181 18 at at ADP eurjchem-1565 181 19 1678 1678 NUM eurjchem-1565 181 20 cm‐1 cm‐1 NOUN eurjchem-1565 181 21 reflects reflect VERB eurjchem-1565 181 22 the the DET eurjchem-1565 181 23 ν(c ν(c PROPN eurjchem-1565 181 24 = = SYM eurjchem-1565 181 25 o o NOUN eurjchem-1565 181 26 ) ) PUNCT eurjchem-1565 181 27 stretching stretch VERB eurjchem-1565 181 28 vibrations vibration NOUN eurjchem-1565 181 29 . . PUNCT eurjchem-1565 182 1 the the DET eurjchem-1565 182 2 peak peak NOUN eurjchem-1565 182 3 at at ADP eurjchem-1565 182 4 1624 1624 NUM eurjchem-1565 182 5 cm‐1 cm‐1 NOUN eurjchem-1565 182 6 results result NOUN eurjchem-1565 182 7 from from ADP eurjchem-1565 182 8 ν(c ν(c NOUN eurjchem-1565 182 9 = = SYM eurjchem-1565 182 10 c c NOUN eurjchem-1565 182 11 ) ) PUNCT eurjchem-1565 182 12 stretching stretch VERB eurjchem-1565 182 13 mode mode NOUN eurjchem-1565 182 14 . . PUNCT eurjchem-1565 183 1 the the DET eurjchem-1565 183 2 absorption absorption NOUN eurjchem-1565 183 3 peak peak NOUN eurjchem-1565 183 4 at at ADP eurjchem-1565 183 5 1509 1509 NUM eurjchem-1565 183 6 cm‐1 cm‐1 PROPN eurjchem-1565 183 7 results result NOUN eurjchem-1565 183 8 from from ADP eurjchem-1565 183 9 ν(no2 ν(no2 PROPN eurjchem-1565 183 10 ) ) PUNCT eurjchem-1565 183 11 asym‐ asym‐ X eurjchem-1565 183 12 metric metric PROPN eurjchem-1565 183 13 , , PUNCT eurjchem-1565 183 14 while while SCONJ eurjchem-1565 183 15 symmetric symmetric ADJ eurjchem-1565 183 16 ν(no2 ν(no2 PROPN eurjchem-1565 183 17 ) ) PUNCT eurjchem-1565 183 18 stretching stretch VERB eurjchem-1565 183 19 vibrations vibration NOUN eurjchem-1565 183 20 result result NOUN eurjchem-1565 183 21 in in ADP eurjchem-1565 183 22 absorption absorption NOUN eurjchem-1565 183 23 peak peak NOUN eurjchem-1565 183 24 at at ADP eurjchem-1565 183 25 1334 1334 NUM eurjchem-1565 183 26 cm‐1 cm‐1 NOUN eurjchem-1565 183 27 . . PUNCT eurjchem-1565 184 1 a a DET eurjchem-1565 184 2 signal signal NOUN eurjchem-1565 184 3 at at ADP eurjchem-1565 184 4 1213 1213 NUM eurjchem-1565 184 5 cm‐1 cm‐1 NOUN eurjchem-1565 184 6 is be AUX eurjchem-1565 184 7 characteristic characteristic ADJ eurjchem-1565 184 8 for for ADP eurjchem-1565 184 9 lactonic lactonic ADJ eurjchem-1565 184 10 ( ( PUNCT eurjchem-1565 184 11 c‐o‐c c‐o‐c NOUN eurjchem-1565 184 12 ) ) PUNCT eurjchem-1565 184 13 stretching stretch VERB eurjchem-1565 184 14 vibrations vibration NOUN eurjchem-1565 184 15 , , PUNCT eurjchem-1565 184 16 while while SCONJ eurjchem-1565 184 17 the the DET eurjchem-1565 184 18 sharp sharp ADJ eurjchem-1565 184 19 peak peak NOUN eurjchem-1565 184 20 at at ADP eurjchem-1565 184 21 709 709 NUM eurjchem-1565 184 22 cm‐1 cm‐1 NOUN eurjchem-1565 184 23 is be AUX eurjchem-1565 184 24 characteristic characteristic ADJ eurjchem-1565 184 25 for for ADP eurjchem-1565 184 26 aromatic aromatic ADJ eurjchem-1565 184 27 δ(c‐ δ(c‐ PROPN eurjchem-1565 184 28 h h NOUN eurjchem-1565 184 29 ) ) PUNCT eurjchem-1565 184 30 oop oop NOUN eurjchem-1565 184 31 bending bend VERB eurjchem-1565 184 32 vibrations vibration NOUN eurjchem-1565 184 33 . . PUNCT eurjchem-1565 185 1 on on ADP eurjchem-1565 185 2 the the DET eurjchem-1565 185 3 other other ADJ eurjchem-1565 185 4 hand hand NOUN eurjchem-1565 185 5 , , PUNCT eurjchem-1565 185 6 characteristic characteristic ADJ eurjchem-1565 185 7 signals signal NOUN eurjchem-1565 185 8 of of ADP eurjchem-1565 185 9 1h 1h NUM eurjchem-1565 185 10 nmr nmr NOUN eurjchem-1565 185 11 spectra spectra NOUN eurjchem-1565 185 12 , , PUNCT eurjchem-1565 185 13 a a DET eurjchem-1565 185 14 triplet triplet NOUN eurjchem-1565 185 15 at at ADP eurjchem-1565 185 16 δ δ PROPN eurjchem-1565 185 17 5.8 5.8 NUM eurjchem-1565 185 18 ppm ppm NOUN eurjchem-1565 185 19 and and CCONJ eurjchem-1565 185 20 a a DET eurjchem-1565 185 21 doublet doublet NOUN eurjchem-1565 185 22 at at ADP eurjchem-1565 185 23 δ δ PROPN eurjchem-1565 185 24 3.7 3.7 NUM eurjchem-1565 185 25 pm pm NOUN eurjchem-1565 185 26 correspond correspond ADV eurjchem-1565 185 27 to to PART eurjchem-1565 185 28 proton proton NOUN eurjchem-1565 185 29 absorptions absorption NOUN eurjchem-1565 185 30 of of ADP eurjchem-1565 185 31 n‐c‐h n‐c‐h ADJ eurjchem-1565 185 32 and and CCONJ eurjchem-1565 185 33 ch2 ch2 PROPN eurjchem-1565 185 34 of of ADP eurjchem-1565 185 35 azetidinone azetidinone NOUN eurjchem-1565 185 36 ring ring NOUN eurjchem-1565 185 37 . . PUNCT eurjchem-1565 186 1 also also ADV eurjchem-1565 186 2 , , PUNCT eurjchem-1565 186 3 in in ADP eurjchem-1565 186 4 the the DET eurjchem-1565 186 5 1h 1h NUM eurjchem-1565 186 6 nmr nmr NOUN eurjchem-1565 186 7 spectrum spectrum VERB eurjchem-1565 186 8 the the DET eurjchem-1565 186 9 ethylene ethylene NOUN eurjchem-1565 186 10 carbon carbon NOUN eurjchem-1565 186 11 signals signal NOUN eurjchem-1565 186 12 are be AUX eurjchem-1565 186 13 appears appear VERB eurjchem-1565 186 14 as as ADP eurjchem-1565 186 15 triplets triplet NOUN eurjchem-1565 186 16 at at ADP eurjchem-1565 186 17 δ δ PROPN eurjchem-1565 186 18 3.9 3.9 NUM eurjchem-1565 186 19 and and CCONJ eurjchem-1565 186 20 3.0 3.0 NUM eurjchem-1565 186 21 ppm ppm NOUN eurjchem-1565 186 22 . . PUNCT eurjchem-1565 187 1 in in ADP eurjchem-1565 187 2 the the DET eurjchem-1565 187 3 13c 13c NOUN eurjchem-1565 187 4 nmr nmr NOUN eurjchem-1565 187 5 spectrum spectrum NOUN eurjchem-1565 187 6 were be AUX eurjchem-1565 187 7 appear appear VERB eurjchem-1565 187 8 signals signal NOUN eurjchem-1565 187 9 at at ADP eurjchem-1565 187 10 δ δ PROPN eurjchem-1565 187 11 171.6 171.6 NUM eurjchem-1565 187 12 , , PUNCT eurjchem-1565 187 13 162.8 162.8 NUM eurjchem-1565 187 14 and and CCONJ eurjchem-1565 187 15 160.6 160.6 NUM eurjchem-1565 187 16 due due ADP eurjchem-1565 187 17 to to ADP eurjchem-1565 187 18 ( ( PUNCT eurjchem-1565 187 19 c c NOUN eurjchem-1565 187 20 = = NOUN eurjchem-1565 187 21 o o NOUN eurjchem-1565 187 22 ) ) PUNCT eurjchem-1565 187 23 and and CCONJ eurjchem-1565 187 24 ( ( PUNCT eurjchem-1565 187 25 c c NOUN eurjchem-1565 187 26 = = SYM eurjchem-1565 187 27 n n CCONJ eurjchem-1565 187 28 ) ) PUNCT eurjchem-1565 187 29 carbons carbon NOUN eurjchem-1565 187 30 , , PUNCT eurjchem-1565 187 31 while while SCONJ eurjchem-1565 187 32 absorption absorption NOUN eurjchem-1565 187 33 modes mode NOUN eurjchem-1565 187 34 at at ADP eurjchem-1565 187 35 δ δ PROPN eurjchem-1565 187 36 54.6 54.6 NUM eurjchem-1565 187 37 and and CCONJ eurjchem-1565 187 38 38.6 38.6 NUM eurjchem-1565 187 39 ppm ppm NOUN eurjchem-1565 187 40 resulted result VERB eurjchem-1565 187 41 from from ADP eurjchem-1565 187 42 ( ( PUNCT eurjchem-1565 187 43 ch‐ ch‐ NOUN eurjchem-1565 187 44 n n CCONJ eurjchem-1565 187 45 ) ) PUNCT eurjchem-1565 187 46 and and CCONJ eurjchem-1565 187 47 ( ( PUNCT eurjchem-1565 187 48 ch2 ch2 PROPN eurjchem-1565 187 49 ) ) PUNCT eurjchem-1565 187 50 of of ADP eurjchem-1565 187 51 azetidinone azetidinone PROPN eurjchem-1565 187 52 moiety moiety NOUN eurjchem-1565 187 53 . . PUNCT eurjchem-1565 188 1 ethylene ethylene NOUN eurjchem-1565 188 2 carbons carbon NOUN eurjchem-1565 188 3 were be AUX eurjchem-1565 188 4 exhibit exhibit NOUN eurjchem-1565 188 5 signals signal NOUN eurjchem-1565 188 6 at at ADP eurjchem-1565 188 7 δ δ PROPN eurjchem-1565 188 8 48.8 48.8 NUM eurjchem-1565 188 9 and and CCONJ eurjchem-1565 188 10 38.6 38.6 NUM eurjchem-1565 188 11 ppm ppm NOUN eurjchem-1565 188 12 . . PUNCT eurjchem-1565 189 1 3.2 3.2 NUM eurjchem-1565 189 2 . . PUNCT eurjchem-1565 189 3 antibacterial antibacterial ADJ eurjchem-1565 189 4 activity activity NOUN eurjchem-1565 189 5 of of ADP eurjchem-1565 189 6 the the DET eurjchem-1565 189 7 products product NOUN eurjchem-1565 189 8 4a‐c 4a‐c NOUN eurjchem-1565 189 9 and and CCONJ eurjchem-1565 189 10 5a‐c 5a‐c NOUN eurjchem-1565 189 11 following follow VERB eurjchem-1565 189 12 this this DET eurjchem-1565 189 13 study study NOUN eurjchem-1565 189 14 , , PUNCT eurjchem-1565 189 15 products product NOUN eurjchem-1565 189 16 4a‐c 4a‐c NOUN eurjchem-1565 189 17 and and CCONJ eurjchem-1565 189 18 5a‐c 5a‐c NOUN eurjchem-1565 189 19 are be AUX eurjchem-1565 189 20 investigated investigate VERB eurjchem-1565 189 21 for for ADP eurjchem-1565 189 22 their their PRON eurjchem-1565 189 23 antibacterial antibacterial ADJ eurjchem-1565 189 24 activity activity NOUN eurjchem-1565 189 25 . . PUNCT eurjchem-1565 190 1 our our PRON eurjchem-1565 190 2 research research NOUN eurjchem-1565 190 3 is be AUX eurjchem-1565 190 4 oriented orient VERB eurjchem-1565 190 5 to to PART eurjchem-1565 190 6 test test VERB eurjchem-1565 190 7 the the DET eurjchem-1565 190 8 activity activity NOUN eurjchem-1565 190 9 against against ADP eurjchem-1565 190 10 bacteria bacteria NOUN eurjchem-1565 190 11 s. s. PROPN eurjchem-1565 190 12 aureus aureus PROPN eurjchem-1565 190 13 , , PUNCT eurjchem-1565 190 14 e. e. PROPN eurjchem-1565 190 15 coli coli PROPN eurjchem-1565 190 16 and and CCONJ eurjchem-1565 190 17 klebsiella klebsiella PROPN eurjchem-1565 190 18 , , PUNCT eurjchem-1565 190 19 on on ADP eurjchem-1565 190 20 the the DET eurjchem-1565 190 21 basis basis NOUN eurjchem-1565 190 22 of of ADP eurjchem-1565 190 23 standardized standardized ADJ eurjchem-1565 190 24 single single ADJ eurjchem-1565 190 25 disk disk NOUN eurjchem-1565 190 26 method method NOUN eurjchem-1565 190 27 [ [ X eurjchem-1565 190 28 24 24 NUM eurjchem-1565 190 29 ] ] PUNCT eurjchem-1565 190 30 . . PUNCT eurjchem-1565 191 1 the the DET eurjchem-1565 191 2 discs disc NOUN eurjchem-1565 191 3 have have AUX eurjchem-1565 191 4 previously previously ADV eurjchem-1565 191 5 been be AUX eurjchem-1565 191 6 impregnated impregnate VERB eurjchem-1565 191 7 with with ADP eurjchem-1565 191 8 solutions solution NOUN eurjchem-1565 191 9 of of ADP eurjchem-1565 191 10 the the DET eurjchem-1565 191 11 compounds compound NOUN eurjchem-1565 191 12 in in ADP eurjchem-1565 191 13 dmf dmf PROPN eurjchem-1565 191 14 with with ADP eurjchem-1565 191 15 concentrations concentration NOUN eurjchem-1565 191 16 of of ADP eurjchem-1565 191 17 2 2 NUM eurjchem-1565 191 18 , , PUNCT eurjchem-1565 191 19 4 4 NUM eurjchem-1565 191 20 and and CCONJ eurjchem-1565 191 21 6 6 NUM eurjchem-1565 191 22 mg mg NUM eurjchem-1565 191 23 / / SYM eurjchem-1565 191 24 ml ml NOUN eurjchem-1565 191 25 . . PUNCT eurjchem-1565 192 1 results result NOUN eurjchem-1565 192 2 are be AUX eurjchem-1565 192 3 expressed express VERB eurjchem-1565 192 4 in in ADP eurjchem-1565 192 5 mm mm PROPN eurjchem-1565 192 6 and and CCONJ eurjchem-1565 192 7 were be AUX eurjchem-1565 192 8 summarized summarize VERB eurjchem-1565 192 9 in in ADP eurjchem-1565 192 10 table table NOUN eurjchem-1565 192 11 1 1 NUM eurjchem-1565 192 12 . . PUNCT eurjchem-1565 192 13 compounds compound NOUN eurjchem-1565 192 14 of of ADP eurjchem-1565 192 15 series series NOUN eurjchem-1565 192 16 4 4 NUM eurjchem-1565 192 17 show show VERB eurjchem-1565 192 18 moderate moderate ADJ eurjchem-1565 192 19 antimicrobial antimicrobial ADJ eurjchem-1565 192 20 activity activity NOUN eurjchem-1565 192 21 against against ADP eurjchem-1565 192 22 these these DET eurjchem-1565 192 23 microorganisms microorganism NOUN eurjchem-1565 192 24 , , PUNCT eurjchem-1565 192 25 whereas whereas SCONJ eurjchem-1565 192 26 compounds compound NOUN eurjchem-1565 192 27 of of ADP eurjchem-1565 192 28 series series NOUN eurjchem-1565 192 29 5 5 NUM eurjchem-1565 192 30 exhibit exhibit VERB eurjchem-1565 192 31 significant significant ADJ eurjchem-1565 192 32 activity activity NOUN eurjchem-1565 192 33 . . PUNCT eurjchem-1565 193 1 compounds compound VERB eurjchem-1565 193 2 5b 5b NOUN eurjchem-1565 193 3 and and CCONJ eurjchem-1565 193 4 5c 5c NUM eurjchem-1565 193 5 were be AUX eurjchem-1565 193 6 most most ADV eurjchem-1565 193 7 active active ADJ eurjchem-1565 193 8 against against ADP eurjchem-1565 193 9 s. s. PROPN eurjchem-1565 193 10 aureus aureus PROPN eurjchem-1565 193 11 , , PUNCT eurjchem-1565 193 12 compounds compound VERB eurjchem-1565 193 13 5b 5b NOUN eurjchem-1565 193 14 and and CCONJ eurjchem-1565 193 15 5a 5a NUM eurjchem-1565 193 16 hoti hoti NOUN eurjchem-1565 193 17 et et PROPN eurjchem-1565 193 18 al al PROPN eurjchem-1565 193 19 . . PUNCT eurjchem-1565 193 20 / / SYM eurjchem-1565 193 21 european european PROPN eurjchem-1565 193 22 journal journal PROPN eurjchem-1565 193 23 of of ADP eurjchem-1565 193 24 chemistry chemistry NOUN eurjchem-1565 193 25 8 8 NUM eurjchem-1565 193 26 ( ( PUNCT eurjchem-1565 193 27 2 2 NUM eurjchem-1565 193 28 ) ) PUNCT eurjchem-1565 193 29 ( ( PUNCT eurjchem-1565 193 30 2017 2017 NUM eurjchem-1565 193 31 ) ) PUNCT eurjchem-1565 194 1 183‐187 183‐187 NUM eurjchem-1565 194 2 187 187 NUM eurjchem-1565 194 3 show show VERB eurjchem-1565 194 4 the the DET eurjchem-1565 194 5 most most ADJ eurjchem-1565 194 6 activity activity NOUN eurjchem-1565 194 7 against against ADP eurjchem-1565 194 8 e. e. PROPN eurjchem-1565 194 9 coli coli NOUN eurjchem-1565 194 10 whereas whereas SCONJ eurjchem-1565 194 11 compounds compound VERB eurjchem-1565 194 12 5a 5a NUM eurjchem-1565 194 13 and and CCONJ eurjchem-1565 194 14 5b 5b NUM eurjchem-1565 194 15 were be AUX eurjchem-1565 194 16 more more ADV eurjchem-1565 194 17 active active ADJ eurjchem-1565 194 18 against against ADP eurjchem-1565 194 19 klebsiella klebsiella NOUN eurjchem-1565 194 20 . . PUNCT eurjchem-1565 195 1 antibacterial antibacterial ADJ eurjchem-1565 195 2 activity activity NOUN eurjchem-1565 195 3 against against ADP eurjchem-1565 195 4 e. e. PROPN eurjchem-1565 195 5 coli coli PROPN eurjchem-1565 195 6 and and CCONJ eurjchem-1565 195 7 klebsiella klebsiella NOUN eurjchem-1565 195 8 shown show VERB eurjchem-1565 195 9 as as SCONJ eurjchem-1565 195 10 bactericide bactericide NOUN eurjchem-1565 195 11 activity activity NOUN eurjchem-1565 195 12 is be AUX eurjchem-1565 195 13 displayed display VERB eurjchem-1565 195 14 in in ADP eurjchem-1565 195 15 large‐scale large‐scale PROPN eurjchem-1565 195 16 . . PUNCT eurjchem-1565 196 1 furthermore furthermore ADV eurjchem-1565 196 2 , , PUNCT eurjchem-1565 196 3 these these DET eurjchem-1565 196 4 compounds compound NOUN eurjchem-1565 196 5 express express VERB eurjchem-1565 196 6 both both CCONJ eurjchem-1565 196 7 bacteriostatic bacteriostatic ADJ eurjchem-1565 196 8 and and CCONJ eurjchem-1565 196 9 bactericide bactericide ADJ eurjchem-1565 196 10 activity activity NOUN eurjchem-1565 196 11 against against ADP eurjchem-1565 196 12 s. s. PROPN eurjchem-1565 196 13 aureus aureus PROPN eurjchem-1565 196 14 . . PUNCT eurjchem-1565 197 1 bacteriostatic bacteriostatic ADJ eurjchem-1565 197 2 activity activity NOUN eurjchem-1565 197 3 is be AUX eurjchem-1565 197 4 exhibited exhibit VERB eurjchem-1565 197 5 in in ADP eurjchem-1565 197 6 large large ADJ eurjchem-1565 197 7 range range NOUN eurjchem-1565 197 8 ( ( PUNCT eurjchem-1565 197 9 +2.0 +2.0 NOUN eurjchem-1565 197 10 mm mm PROPN eurjchem-1565 197 11 ) ) PUNCT eurjchem-1565 197 12 , , PUNCT eurjchem-1565 197 13 whereas whereas SCONJ eurjchem-1565 197 14 bactericide bactericide NOUN eurjchem-1565 197 15 activity activity NOUN eurjchem-1565 197 16 shows show VERB eurjchem-1565 197 17 smaller small ADJ eurjchem-1565 197 18 zone zone NOUN eurjchem-1565 197 19 of of ADP eurjchem-1565 197 20 inhibition inhibition NOUN eurjchem-1565 197 21 . . PUNCT eurjchem-1565 198 1 azetidin‐2‐one azetidin‐2‐one NOUN eurjchem-1565 198 2 moiety moiety NOUN eurjchem-1565 198 3 shows show VERB eurjchem-1565 198 4 significant significant ADJ eurjchem-1565 198 5 impact impact NOUN eurjchem-1565 198 6 on on ADP eurjchem-1565 198 7 antimicrobial antimicrobial ADJ eurjchem-1565 198 8 activity activity NOUN eurjchem-1565 198 9 . . PUNCT eurjchem-1565 199 1 likewise likewise ADV eurjchem-1565 199 2 , , PUNCT eurjchem-1565 199 3 the the DET eurjchem-1565 199 4 impact impact NOUN eurjchem-1565 199 5 of of ADP eurjchem-1565 199 6 polar polar ADJ eurjchem-1565 199 7 groups group NOUN eurjchem-1565 199 8 is be AUX eurjchem-1565 199 9 distinctive distinctive ADJ eurjchem-1565 199 10 . . PUNCT eurjchem-1565 200 1 the the DET eurjchem-1565 200 2 impact impact NOUN eurjchem-1565 200 3 of of ADP eurjchem-1565 200 4 the the DET eurjchem-1565 200 5 hydroxy hydroxy PROPN eurjchem-1565 200 6 group group NOUN eurjchem-1565 200 7 of of ADP eurjchem-1565 200 8 compound compound NOUN eurjchem-1565 200 9 5b 5b NOUN eurjchem-1565 200 10 , , PUNCT eurjchem-1565 200 11 which which PRON eurjchem-1565 200 12 has have AUX eurjchem-1565 200 13 affected affect VERB eurjchem-1565 200 14 the the DET eurjchem-1565 200 15 increase increase NOUN eurjchem-1565 200 16 of of ADP eurjchem-1565 200 17 antibacterial antibacterial ADJ eurjchem-1565 200 18 activity activity NOUN eurjchem-1565 200 19 , , PUNCT eurjchem-1565 200 20 has have AUX eurjchem-1565 200 21 been be AUX eurjchem-1565 200 22 particularly particularly ADV eurjchem-1565 200 23 noted note VERB eurjchem-1565 200 24 . . PUNCT eurjchem-1565 201 1 moreover moreover ADV eurjchem-1565 201 2 , , PUNCT eurjchem-1565 201 3 nitro nitro NOUN eurjchem-1565 201 4 group group NOUN eurjchem-1565 201 5 of of ADP eurjchem-1565 201 6 compound compound NOUN eurjchem-1565 201 7 5b 5b NOUN eurjchem-1565 201 8 has have AUX eurjchem-1565 201 9 shown show VERB eurjchem-1565 201 10 significant significant ADJ eurjchem-1565 201 11 impact impact NOUN eurjchem-1565 201 12 on on ADP eurjchem-1565 201 13 the the DET eurjchem-1565 201 14 range range NOUN eurjchem-1565 201 15 of of ADP eurjchem-1565 201 16 inhibition inhibition NOUN eurjchem-1565 201 17 of of ADP eurjchem-1565 201 18 e. e. PROPN eurjchem-1565 201 19 coli coli PROPN eurjchem-1565 201 20 . . PUNCT eurjchem-1565 202 1 it it PRON eurjchem-1565 202 2 has have AUX eurjchem-1565 202 3 been be AUX eurjchem-1565 202 4 assumed assume VERB eurjchem-1565 202 5 that that SCONJ eurjchem-1565 202 6 antibacterial antibacterial ADJ eurjchem-1565 202 7 activity activity NOUN eurjchem-1565 202 8 may may AUX eurjchem-1565 202 9 result result VERB eurjchem-1565 202 10 as as ADP eurjchem-1565 202 11 a a DET eurjchem-1565 202 12 consequence consequence NOUN eurjchem-1565 202 13 of of ADP eurjchem-1565 202 14 the the DET eurjchem-1565 202 15 involvement involvement NOUN eurjchem-1565 202 16 of of ADP eurjchem-1565 202 17 these these DET eurjchem-1565 202 18 compounds compound NOUN eurjchem-1565 202 19 in in ADP eurjchem-1565 202 20 enzymatic enzymatic ADJ eurjchem-1565 202 21 reactions reaction NOUN eurjchem-1565 202 22 . . PUNCT eurjchem-1565 203 1 they they PRON eurjchem-1565 203 2 may may AUX eurjchem-1565 203 3 cause cause VERB eurjchem-1565 203 4 enzymatic enzymatic ADJ eurjchem-1565 203 5 inhibition inhibition NOUN eurjchem-1565 203 6 cell cell NOUN eurjchem-1565 203 7 wall wall NOUN eurjchem-1565 203 8 construction construction NOUN eurjchem-1565 203 9 of of ADP eurjchem-1565 203 10 the the DET eurjchem-1565 203 11 microorganisms microorganism NOUN eurjchem-1565 203 12 . . PUNCT eurjchem-1565 204 1 however however ADV eurjchem-1565 204 2 , , PUNCT eurjchem-1565 204 3 the the DET eurjchem-1565 204 4 mechanism mechanism NOUN eurjchem-1565 204 5 of of ADP eurjchem-1565 204 6 enzymatic enzymatic ADJ eurjchem-1565 204 7 inhibition inhibition NOUN eurjchem-1565 204 8 has have AUX eurjchem-1565 204 9 not not PART eurjchem-1565 204 10 been be AUX eurjchem-1565 204 11 fully fully ADV eurjchem-1565 204 12 studied study VERB eurjchem-1565 204 13 yet yet ADV eurjchem-1565 204 14 . . PUNCT eurjchem-1565 205 1 in in ADP eurjchem-1565 205 2 general general ADJ eurjchem-1565 205 3 , , PUNCT eurjchem-1565 205 4 by by ADP eurjchem-1565 205 5 increasing increase VERB eurjchem-1565 205 6 the the DET eurjchem-1565 205 7 concentration concentration NOUN eurjchem-1565 205 8 of of ADP eurjchem-1565 205 9 solvents solvent NOUN eurjchem-1565 205 10 , , PUNCT eurjchem-1565 205 11 their their PRON eurjchem-1565 205 12 antimicrobial antimicrobial ADJ eurjchem-1565 205 13 activity activity NOUN eurjchem-1565 205 14 increases increase NOUN eurjchem-1565 205 15 . . PUNCT eurjchem-1565 206 1 4 4 X eurjchem-1565 206 2 . . X eurjchem-1565 206 3 conclusion conclusion VERB eurjchem-1565 206 4 new new ADJ eurjchem-1565 206 5 derivatives derivative NOUN eurjchem-1565 206 6 of of ADP eurjchem-1565 206 7 4‐[4‐(benzylidene‐amino)‐ethylamino]‐ 4‐[4‐(benzylidene‐amino)‐ethylamino]‐ NUM eurjchem-1565 206 8 3‐nitrobenzopyran‐2‐ones 3‐nitrobenzopyran‐2‐one NOUN eurjchem-1565 206 9 , , PUNCT eurjchem-1565 206 10 4a‐c 4a‐c NOUN eurjchem-1565 206 11 and and CCONJ eurjchem-1565 206 12 respective respective ADJ eurjchem-1565 206 13 azetidin‐2‐ azetidin‐2‐ NUM eurjchem-1565 206 14 ones one NOUN eurjchem-1565 206 15 5a‐c 5a‐c NOUN eurjchem-1565 206 16 are be AUX eurjchem-1565 206 17 synthesized synthesize VERB eurjchem-1565 206 18 in in ADP eurjchem-1565 206 19 the the DET eurjchem-1565 206 20 high high ADJ eurjchem-1565 206 21 to to AUX eurjchem-1565 206 22 moderate moderate ADJ eurjchem-1565 206 23 yield yield NOUN eurjchem-1565 206 24 . . PUNCT eurjchem-1565 207 1 it it PRON eurjchem-1565 207 2 has have AUX eurjchem-1565 207 3 been be AUX eurjchem-1565 207 4 concluded conclude VERB eurjchem-1565 207 5 that that SCONJ eurjchem-1565 207 6 compounds compound VERB eurjchem-1565 207 7 5b 5b NOUN eurjchem-1565 207 8 and and CCONJ eurjchem-1565 207 9 5c 5c NUM eurjchem-1565 207 10 show show VERB eurjchem-1565 207 11 significant significant ADJ eurjchem-1565 207 12 activity activity NOUN eurjchem-1565 207 13 against against ADP eurjchem-1565 207 14 s. s. PROPN eurjchem-1565 207 15 aureus aureus PROPN eurjchem-1565 207 16 , , PUNCT eurjchem-1565 207 17 compounds compound VERB eurjchem-1565 207 18 5b 5b NOUN eurjchem-1565 207 19 and and CCONJ eurjchem-1565 207 20 5a 5a NUM eurjchem-1565 207 21 display display VERB eurjchem-1565 207 22 more more ADJ eurjchem-1565 207 23 activity activity NOUN eurjchem-1565 207 24 against against ADP eurjchem-1565 207 25 e. e. PROPN eurjchem-1565 207 26 coli coli PROPN eurjchem-1565 207 27 , , PUNCT eurjchem-1565 207 28 whereas whereas SCONJ eurjchem-1565 207 29 compounds compound VERB eurjchem-1565 207 30 5a 5a NUM eurjchem-1565 207 31 and and CCONJ eurjchem-1565 207 32 5b 5b NUM eurjchem-1565 207 33 were be AUX eurjchem-1565 207 34 more more ADV eurjchem-1565 207 35 active active ADJ eurjchem-1565 207 36 against against ADP eurjchem-1565 207 37 klebsiella klebsiella PROPN eurjchem-1565 207 38 bacteria bacteria NOUN eurjchem-1565 207 39 . . PUNCT eurjchem-1565 208 1 the the DET eurjchem-1565 208 2 impact impact NOUN eurjchem-1565 208 3 of of ADP eurjchem-1565 208 4 polar polar ADJ eurjchem-1565 208 5 groups group NOUN eurjchem-1565 208 6 in in ADP eurjchem-1565 208 7 antibacterial antibacterial ADJ eurjchem-1565 208 8 activity activity NOUN eurjchem-1565 208 9 was be AUX eurjchem-1565 208 10 significant significant ADJ eurjchem-1565 208 11 . . PUNCT eurjchem-1565 209 1 antibacterial antibacterial ADJ eurjchem-1565 209 2 activity activity NOUN eurjchem-1565 209 3 is be AUX eurjchem-1565 209 4 shown show VERB eurjchem-1565 209 5 to to PART eurjchem-1565 209 6 be be AUX eurjchem-1565 209 7 proportional proportional ADJ eurjchem-1565 209 8 to to ADP eurjchem-1565 209 9 the the DET eurjchem-1565 209 10 concentration concentration NOUN eurjchem-1565 209 11 of of ADP eurjchem-1565 209 12 these these DET eurjchem-1565 209 13 compounds compound NOUN eurjchem-1565 209 14 . . PUNCT eurjchem-1565 210 1 acknowledgements acknowledgement NOUN eurjchem-1565 210 2 we we PRON eurjchem-1565 210 3 are be AUX eurjchem-1565 210 4 grateful grateful ADJ eurjchem-1565 210 5 to to PART eurjchem-1565 210 6 biserka biserka PROPN eurjchem-1565 210 7 zinic zinic ADJ eurjchem-1565 210 8 , , PUNCT eurjchem-1565 210 9 division division NOUN eurjchem-1565 210 10 of of ADP eurjchem-1565 210 11 organic organic ADJ eurjchem-1565 210 12 chemistry chemistry NOUN eurjchem-1565 210 13 and and CCONJ eurjchem-1565 210 14 biochemistry biochemistry PROPN eurjchem-1565 210 15 institute institute PROPN eurjchem-1565 210 16 “ " PUNCT eurjchem-1565 210 17 rudjer rudjer NOUN eurjchem-1565 210 18 boskovic boskovic ADJ eurjchem-1565 210 19 ” " PUNCT eurjchem-1565 210 20 , , PUNCT eurjchem-1565 210 21 zagreb zagreb PROPN eurjchem-1565 210 22 , , PUNCT eurjchem-1565 210 23 croatia croatia PROPN eurjchem-1565 210 24 , , PUNCT eurjchem-1565 210 25 for for ADP eurjchem-1565 210 26 their their PRON eurjchem-1565 210 27 support support NOUN eurjchem-1565 210 28 and and CCONJ eurjchem-1565 210 29 facilities facility NOUN eurjchem-1565 210 30 . . PUNCT eurjchem-1565 211 1 references reference NOUN eurjchem-1565 211 2 [ [ X eurjchem-1565 211 3 1 1 NUM eurjchem-1565 211 4 ] ] PUNCT eurjchem-1565 211 5 . . PUNCT eurjchem-1565 212 1 christos christos PROPN eurjchem-1565 212 2 , , PUNCT eurjchem-1565 212 3 a. a. NOUN eurjchem-1565 212 4 ; ; PUNCT eurjchem-1565 212 5 kontogiorgis kontogiorgis PROPN eurjchem-1565 212 6 , , PUNCT eurjchem-1565 212 7 d. d. PROPN eurjchem-1565 212 8 ; ; PUNCT eurjchem-1565 212 9 hadjipavlou‐litina hadjipavlou‐litina PROPN eurjchem-1565 212 10 , , PUNCT eurjchem-1565 212 11 j. j. PROPN eurjchem-1565 212 12 bioorg bioorg PROPN eurjchem-1565 212 13 . . PUNCT eurjchem-1565 213 1 med med PROPN eurjchem-1565 213 2 . . PROPN eurjchem-1565 213 3 chem chem PROPN eurjchem-1565 213 4 . . PUNCT eurjchem-1565 214 1 lett lett PROPN eurjchem-1565 214 2 . . PUNCT eurjchem-1565 215 1 2004 2004 NUM eurjchem-1565 215 2 , , PUNCT eurjchem-1565 215 3 14(3 14(3 NUM eurjchem-1565 215 4 ) ) PUNCT eurjchem-1565 215 5 , , PUNCT eurjchem-1565 215 6 611‐614 611‐614 NUM eurjchem-1565 215 7 . . PUNCT eurjchem-1565 216 1 [ [ X eurjchem-1565 216 2 2 2 NUM eurjchem-1565 216 3 ] ] PUNCT eurjchem-1565 216 4 . . PUNCT eurjchem-1565 217 1 stockley stockley PROPN eurjchem-1565 217 2 , , PUNCT eurjchem-1565 217 3 i. i. PROPN eurjchem-1565 217 4 br br PROPN eurjchem-1565 217 5 . . PUNCT eurjchem-1565 217 6 med med PROPN eurjchem-1565 217 7 . . PUNCT eurjchem-1565 218 1 j. j. PROPN eurjchem-1565 218 2 ( ( PUNCT eurjchem-1565 218 3 clin clin PROPN eurjchem-1565 218 4 . . PUNCT eurjchem-1565 219 1 res re NOUN eurjchem-1565 219 2 . . PUNCT eurjchem-1565 220 1 ed ed NOUN eurjchem-1565 220 2 ) ) PUNCT eurjchem-1565 220 3 . . PUNCT eurjchem-1565 221 1 1982 1982 NUM eurjchem-1565 221 2 , , PUNCT eurjchem-1565 221 3 285(6350 285(6350 NUM eurjchem-1565 221 4 ) ) PUNCT eurjchem-1565 221 5 , , PUNCT eurjchem-1565 221 6 1278‐1278 1278‐1278 NUM eurjchem-1565 221 7 . . PUNCT eurjchem-1565 222 1 [ [ X eurjchem-1565 222 2 3 3 NUM eurjchem-1565 222 3 ] ] PUNCT eurjchem-1565 222 4 . . PUNCT eurjchem-1565 223 1 mohamed mohamed PROPN eurjchem-1565 223 2 , , PUNCT eurjchem-1565 223 3 h. h. PROPN eurjchem-1565 223 4 m. m. PROPN eurjchem-1565 223 5 ; ; PUNCT eurjchem-1565 223 6 abd abd PROPN eurjchem-1565 223 7 el‐wahab el‐wahab PROPN eurjchem-1565 223 8 , , PUNCT eurjchem-1565 223 9 a. a. PROPN eurjchem-1565 223 10 h. h. PROPN eurjchem-1565 223 11 f. f. PROPN eurjchem-1565 223 12 ; ; PUNCT eurjchem-1565 223 13 ahmed ahmed PROPN eurjchem-1565 223 14 , , PUNCT eurjchem-1565 223 15 k. k. PROPN eurjchem-1565 223 16 a. a. PROPN eurjchem-1565 223 17 ; ; PUNCT eurjchem-1565 223 18 el‐agrody el‐agrody NOUN eurjchem-1565 223 19 , , PUNCT eurjchem-1565 223 20 a. a. NOUN eurjchem-1565 223 21 m. m. NOUN eurjchem-1565 223 22 ; ; PUNCT eurjchem-1565 223 23 bedair bedair PROPN eurjchem-1565 223 24 , , PUNCT eurjchem-1565 223 25 a. a. PROPN eurjchem-1565 223 26 h. h. PROPN eurjchem-1565 223 27 ; ; PUNCT eurjchem-1565 223 28 eid eid PROPN eurjchem-1565 223 29 , , PUNCT eurjchem-1565 223 30 f. f. PROPN eurjchem-1565 223 31 a. a. PROPN eurjchem-1565 223 32 ; ; PUNCT eurjchem-1565 223 33 khafagy khafagy PROPN eurjchem-1565 223 34 , , PUNCT eurjchem-1565 223 35 m. m. NOUN eurjchem-1565 223 36 m. m. NOUN eurjchem-1565 223 37 molecules molecule NOUN eurjchem-1565 223 38 2012 2012 NUM eurjchem-1565 223 39 , , PUNCT eurjchem-1565 223 40 17 17 NUM eurjchem-1565 223 41 , , PUNCT eurjchem-1565 223 42 971‐ 971‐ NUM eurjchem-1565 223 43 988 988 NUM eurjchem-1565 223 44 . . PUNCT eurjchem-1565 224 1 [ [ X eurjchem-1565 224 2 4 4 NUM eurjchem-1565 224 3 ] ] PUNCT eurjchem-1565 224 4 . . PUNCT eurjchem-1565 225 1 de de PROPN eurjchem-1565 225 2 souza souza PROPN eurjchem-1565 225 3 , , PUNCT eurjchem-1565 225 4 s. s. PROPN eurjchem-1565 225 5 m. m. PROPN eurjchem-1565 225 6 ; ; PUNCT eurjchem-1565 225 7 delle delle PROPN eurjchem-1565 225 8 monache monache PROPN eurjchem-1565 225 9 , , PUNCT eurjchem-1565 225 10 f. f. PROPN eurjchem-1565 225 11 ; ; PUNCT eurjchem-1565 225 12 smania smania PROPN eurjchem-1565 225 13 , , PUNCT eurjchem-1565 225 14 a. a. PROPN eurjchem-1565 225 15 jr jr PROPN eurjchem-1565 225 16 . . PUNCT eurjchem-1565 225 17 z. z. PROPN eurjchem-1565 225 18 naturforsch naturforsch PROPN eurjchem-1565 225 19 . . PUNCT eurjchem-1565 226 1 c c NOUN eurjchem-1565 226 2 2005 2005 NUM eurjchem-1565 226 3 , , PUNCT eurjchem-1565 226 4 60(9‐10 60(9‐10 NUM eurjchem-1565 226 5 ) ) PUNCT eurjchem-1565 226 6 , , PUNCT eurjchem-1565 226 7 693‐700 693‐700 NUM eurjchem-1565 226 8 . . PUNCT eurjchem-1565 227 1 [ [ X eurjchem-1565 227 2 5 5 NUM eurjchem-1565 227 3 ] ] PUNCT eurjchem-1565 227 4 . . PUNCT eurjchem-1565 227 5 rajasekaran rajasekaran PROPN eurjchem-1565 227 6 , , PUNCT eurjchem-1565 227 7 s. s. PROPN eurjchem-1565 227 8 ; ; PUNCT eurjchem-1565 227 9 rao rao PROPN eurjchem-1565 227 10 , , PUNCT eurjchem-1565 227 11 g. g. PROPN eurjchem-1565 227 12 k. k. PROPN eurjchem-1565 227 13 ; ; PUNCT eurjchem-1565 227 14 pai pai PROPN eurjchem-1565 227 15 , , PUNCT eurjchem-1565 227 16 s. s. PROPN eurjchem-1565 227 17 ; ; PUNCT eurjchem-1565 227 18 rajan rajan PROPN eurjchem-1565 227 19 , , PUNCT eurjchem-1565 227 20 a. a. PROPN eurjchem-1565 227 21 inter inter PROPN eurjchem-1565 227 22 . . PUNCT eurjchem-1565 228 1 j. j. PROPN eurjchem-1565 228 2 chem chem PROPN eurjchem-1565 228 3 . . PUNCT eurjchem-1565 229 1 tech tech NOUN eurjchem-1565 229 2 . . PUNCT eurjchem-1565 230 1 res re NOUN eurjchem-1565 230 2 . . PROPN eurjchem-1565 231 1 2011 2011 NUM eurjchem-1565 231 2 , , PUNCT eurjchem-1565 231 3 3(2 3(2 NUM eurjchem-1565 231 4 ) ) PUNCT eurjchem-1565 231 5 , , PUNCT eurjchem-1565 231 6 555‐559 555‐559 NUM eurjchem-1565 231 7 . . PUNCT eurjchem-1565 232 1 [ [ X eurjchem-1565 232 2 6 6 NUM eurjchem-1565 232 3 ] ] PUNCT eurjchem-1565 232 4 . . PUNCT eurjchem-1565 232 5 montagner montagner NOUN eurjchem-1565 232 6 , , PUNCT eurjchem-1565 232 7 c. c. NOUN eurjchem-1565 232 8 ; ; PUNCT eurjchem-1565 232 9 de de PROPN eurjchem-1565 232 10 souza souza PROPN eurjchem-1565 232 11 , , PUNCT eurjchem-1565 232 12 s. s. PROPN eurjchem-1565 232 13 m. m. PROPN eurjchem-1565 232 14 ; ; PUNCT eurjchem-1565 232 15 groposoa groposoa PROPN eurjchem-1565 232 16 , , PUNCT eurjchem-1565 232 17 c. c. PROPN eurjchem-1565 232 18 ; ; PUNCT eurjchem-1565 232 19 delle delle PROPN eurjchem-1565 232 20 monache monache PROPN eurjchem-1565 232 21 , , PUNCT eurjchem-1565 232 22 f. f. PROPN eurjchem-1565 232 23 ; ; PUNCT eurjchem-1565 232 24 smania smania PROPN eurjchem-1565 232 25 , , PUNCT eurjchem-1565 232 26 e. e. PROPN eurjchem-1565 232 27 f. f. PROPN eurjchem-1565 232 28 ; ; PUNCT eurjchem-1565 232 29 smania smania PROPN eurjchem-1565 232 30 , , PUNCT eurjchem-1565 232 31 a. a. PROPN eurjchem-1565 232 32 jr jr PROPN eurjchem-1565 232 33 . . PUNCT eurjchem-1565 233 1 z. z. PROPN eurjchem-1565 233 2 naturforsch naturforsch PROPN eurjchem-1565 233 3 . . PUNCT eurjchem-1565 234 1 c c PROPN eurjchem-1565 234 2 2008 2008 NUM eurjchem-1565 234 3 , , PUNCT eurjchem-1565 234 4 63(1‐2 63(1‐2 NUM eurjchem-1565 234 5 ) ) PUNCT eurjchem-1565 234 6 , , PUNCT eurjchem-1565 234 7 21‐28 21‐28 NUM eurjchem-1565 234 8 . . PUNCT eurjchem-1565 235 1 [ [ X eurjchem-1565 235 2 7 7 NUM eurjchem-1565 235 3 ] ] PUNCT eurjchem-1565 235 4 . . PUNCT eurjchem-1565 236 1 pingaew pingaew PROPN eurjchem-1565 236 2 , , PUNCT eurjchem-1565 236 3 r. r. PROPN eurjchem-1565 236 4 ; ; PUNCT eurjchem-1565 236 5 saekee saekee PROPN eurjchem-1565 236 6 , , PUNCT eurjchem-1565 236 7 a. a. NOUN eurjchem-1565 236 8 ; ; PUNCT eurjchem-1565 236 9 mandi mandi PROPN eurjchem-1565 236 10 , , PUNCT eurjchem-1565 236 11 p. p. PROPN eurjchem-1565 236 12 ; ; PUNCT eurjchem-1565 236 13 nantasenamat nantasenamat ADJ eurjchem-1565 236 14 , , PUNCT eurjchem-1565 236 15 c. c. NOUN eurjchem-1565 236 16 ; ; PUNCT eurjchem-1565 236 17 prachayasittikul prachayasittikul PROPN eurjchem-1565 236 18 , , PUNCT eurjchem-1565 236 19 s. s. PROPN eurjchem-1565 236 20 ; ; PUNCT eurjchem-1565 236 21 ruchirawat ruchirawat PROPN eurjchem-1565 236 22 , , PUNCT eurjchem-1565 236 23 s. s. PROPN eurjchem-1565 236 24 ; ; PUNCT eurjchem-1565 236 25 prachayasittikul prachayasittikul PROPN eurjchem-1565 236 26 , , PUNCT eurjchem-1565 236 27 v. v. CCONJ eurjchem-1565 236 28 eur eur PROPN eurjchem-1565 236 29 . . PUNCT eurjchem-1565 237 1 j. j. PROPN eurjchem-1565 237 2 med med PROPN eurjchem-1565 237 3 . . PROPN eurjchem-1565 237 4 chem chem PROPN eurjchem-1565 237 5 . . PUNCT eurjchem-1565 238 1 2014 2014 NUM eurjchem-1565 238 2 , , PUNCT eurjchem-1565 238 3 6(85 6(85 NUM eurjchem-1565 238 4 ) ) PUNCT eurjchem-1565 238 5 , , PUNCT eurjchem-1565 238 6 65‐76 65‐76 NOUN eurjchem-1565 238 7 . . PUNCT eurjchem-1565 239 1 [ [ X eurjchem-1565 239 2 8 8 NUM eurjchem-1565 239 3 ] ] SYM eurjchem-1565 239 4 . . PUNCT eurjchem-1565 239 5 bubols bubols PROPN eurjchem-1565 239 6 , , PUNCT eurjchem-1565 239 7 g. g. PROPN eurjchem-1565 239 8 b. b. PROPN eurjchem-1565 239 9 ; ; PUNCT eurjchem-1565 239 10 vianna vianna PROPN eurjchem-1565 239 11 , , PUNCT eurjchem-1565 239 12 d. d. PROPN eurjchem-1565 239 13 r. r. PROPN eurjchem-1565 239 14 ; ; PUNCT eurjchem-1565 239 15 medina‐remon medina‐remon PROPN eurjchem-1565 239 16 , , PUNCT eurjchem-1565 239 17 a. a. NOUN eurjchem-1565 239 18 ; ; PUNCT eurjchem-1565 239 19 von von PROPN eurjchem-1565 239 20 poser poser NOUN eurjchem-1565 239 21 , , PUNCT eurjchem-1565 239 22 g. g. PROPN eurjchem-1565 239 23 ; ; PUNCT eurjchem-1565 239 24 lamuela‐raventos lamuela‐raventos PROPN eurjchem-1565 239 25 , , PUNCT eurjchem-1565 239 26 r. r. PROPN eurjchem-1565 239 27 m. m. PROPN eurjchem-1565 239 28 ; ; PUNCT eurjchem-1565 239 29 eifler‐lima eifler‐lima PROPN eurjchem-1565 239 30 , , PUNCT eurjchem-1565 239 31 v. v. PROPN eurjchem-1565 239 32 l. l. PROPN eurjchem-1565 239 33 ; ; PUNCT eurjchem-1565 239 34 garcia garcia PROPN eurjchem-1565 239 35 , , PUNCT eurjchem-1565 239 36 s. s. PROPN eurjchem-1565 239 37 c. c. PROPN eurjchem-1565 239 38 mini mini PROPN eurjchem-1565 239 39 rev rev PROPN eurjchem-1565 239 40 . . PROPN eurjchem-1565 239 41 med med PROPN eurjchem-1565 239 42 . . PROPN eurjchem-1565 239 43 chem chem PROPN eurjchem-1565 239 44 . . PUNCT eurjchem-1565 240 1 2013 2013 NUM eurjchem-1565 240 2 , , PUNCT eurjchem-1565 240 3 13(3 13(3 NUM eurjchem-1565 240 4 ) ) PUNCT eurjchem-1565 240 5 , , PUNCT eurjchem-1565 240 6 318‐334 318‐334 NUM eurjchem-1565 240 7 . . PUNCT eurjchem-1565 241 1 [ [ X eurjchem-1565 241 2 9 9 NUM eurjchem-1565 241 3 ] ] PUNCT eurjchem-1565 241 4 . . PUNCT eurjchem-1565 242 1 rodriguez rodriguez NOUN eurjchem-1565 242 2 , , PUNCT eurjchem-1565 242 3 s. s. PROPN eurjchem-1565 242 4 v. v. PROPN eurjchem-1565 242 5 ; ; PUNCT eurjchem-1565 242 6 guinez guinez PROPN eurjchem-1565 242 7 , , PUNCT eurjchem-1565 242 8 r. r. PROPN eurjchem-1565 242 9 f. f. PROPN eurjchem-1565 242 10 ; ; PUNCT eurjchem-1565 242 11 matos matos PROPN eurjchem-1565 242 12 , , PUNCT eurjchem-1565 242 13 m. m. NOUN eurjchem-1565 242 14 j. j. PROPN eurjchem-1565 242 15 ; ; PUNCT eurjchem-1565 242 16 santana santana PROPN eurjchem-1565 242 17 , , PUNCT eurjchem-1565 242 18 l. l. PROPN eurjchem-1565 242 19 ; ; PUNCT eurjchem-1565 242 20 uriarte uriarte PROPN eurjchem-1565 242 21 , , PUNCT eurjchem-1565 242 22 e. e. PROPN eurjchem-1565 242 23 ; ; PUNCT eurjchem-1565 242 24 lapier lapier NOUN eurjchem-1565 242 25 , , PUNCT eurjchem-1565 242 26 m. m. NOUN eurjchem-1565 242 27 ; ; PUNCT eurjchem-1565 242 28 maya maya PROPN eurjchem-1565 242 29 , , PUNCT eurjchem-1565 242 30 j. j. PROPN eurjchem-1565 242 31 d. d. PROPN eurjchem-1565 242 32 ; ; PUNCT eurjchem-1565 242 33 azar azar PROPN eurjchem-1565 242 34 , , PUNCT eurjchem-1565 242 35 c. c. PROPN eurjchem-1565 242 36 o. o. PROPN eurjchem-1565 242 37 med med PROPN eurjchem-1565 242 38 . . PUNCT eurjchem-1565 242 39 chem chem PROPN eurjchem-1565 242 40 . . PUNCT eurjchem-1565 243 1 commun commun PROPN eurjchem-1565 243 2 . . PUNCT eurjchem-1565 244 1 2013 2013 NUM eurjchem-1565 244 2 , , PUNCT eurjchem-1565 244 3 4 4 NUM eurjchem-1565 244 4 , , PUNCT eurjchem-1565 244 5 993‐ 993‐ NUM eurjchem-1565 244 6 1000 1000 NUM eurjchem-1565 244 7 . . PUNCT eurjchem-1565 245 1 [ [ X eurjchem-1565 245 2 10 10 NUM eurjchem-1565 245 3 ] ] PUNCT eurjchem-1565 245 4 . . PUNCT eurjchem-1565 246 1 keri keri PROPN eurjchem-1565 246 2 , , PUNCT eurjchem-1565 246 3 r. r. PROPN eurjchem-1565 246 4 s. s. PROPN eurjchem-1565 246 5 ; ; PUNCT eurjchem-1565 246 6 sasidhar sasidhar PROPN eurjchem-1565 246 7 , , PUNCT eurjchem-1565 246 8 b. b. PROPN eurjchem-1565 246 9 s. s. PROPN eurjchem-1565 246 10 ; ; PUNCT eurjchem-1565 246 11 nagaraja nagaraja PROPN eurjchem-1565 246 12 , , PUNCT eurjchem-1565 246 13 b. b. PROPN eurjchem-1565 246 14 m. m. PROPN eurjchem-1565 246 15 ; ; PUNCT eurjchem-1565 246 16 santos santos PROPN eurjchem-1565 246 17 , , PUNCT eurjchem-1565 246 18 m. m. NOUN eurjchem-1565 246 19 a. a. PROPN eurjchem-1565 246 20 eur eur PROPN eurjchem-1565 246 21 . . PUNCT eurjchem-1565 247 1 j. j. PROPN eurjchem-1565 247 2 med med PROPN eurjchem-1565 247 3 . . PROPN eurjchem-1565 247 4 chem chem PROPN eurjchem-1565 247 5 . . PUNCT eurjchem-1565 248 1 2015 2015 NUM eurjchem-1565 248 2 , , PUNCT eurjchem-1565 248 3 100 100 NUM eurjchem-1565 248 4 , , PUNCT eurjchem-1565 248 5 257‐269 257‐269 NUM eurjchem-1565 248 6 . . PUNCT eurjchem-1565 249 1 [ [ X eurjchem-1565 249 2 11 11 NUM eurjchem-1565 249 3 ] ] PUNCT eurjchem-1565 249 4 . . PUNCT eurjchem-1565 250 1 kamelia kamelia PROPN eurjchem-1565 250 2 , , PUNCT eurjchem-1565 250 3 m. m. NOUN eurjchem-1565 250 4 ; ; PUNCT eurjchem-1565 250 5 amin amin PROPN eurjchem-1565 250 6 , , PUNCT eurjchem-1565 250 7 d. d. PROPN eurjchem-1565 250 8 e. e. PROPN eurjchem-1565 250 9 ; ; PUNCT eurjchem-1565 250 10 abdel abdel PROPN eurjchem-1565 250 11 , , PUNCT eurjchem-1565 250 12 r. r. PROPN eurjchem-1565 250 13 ; ; PUNCT eurjchem-1565 250 14 yasmin yasmin PROPN eurjchem-1565 250 15 , , PUNCT eurjchem-1565 250 16 a. a. NOUN eurjchem-1565 250 17 bioorg bioorg PROPN eurjchem-1565 250 18 . . PUNCT eurjchem-1565 251 1 med med PROPN eurjchem-1565 251 2 . . PROPN eurjchem-1565 251 3 chem chem PROPN eurjchem-1565 251 4 . . PUNCT eurjchem-1565 252 1 2008 2008 NUM eurjchem-1565 252 2 , , PUNCT eurjchem-1565 252 3 16(10 16(10 NOUN eurjchem-1565 252 4 ) ) PUNCT eurjchem-1565 252 5 , , PUNCT eurjchem-1565 252 6 5377‐5388 5377‐5388 NUM eurjchem-1565 252 7 . . PUNCT eurjchem-1565 253 1 [ [ X eurjchem-1565 253 2 12 12 NUM eurjchem-1565 253 3 ] ] PUNCT eurjchem-1565 253 4 . . PUNCT eurjchem-1565 254 1 naveed naveed PROPN eurjchem-1565 254 2 , , PUNCT eurjchem-1565 254 3 m. m. NOUN eurjchem-1565 254 4 ; ; PUNCT eurjchem-1565 254 5 mohammad mohammad PROPN eurjchem-1565 254 6 , , PUNCT eurjchem-1565 254 7 s. s. PROPN eurjchem-1565 254 8 ; ; PUNCT eurjchem-1565 254 9 haroon haroon PROPN eurjchem-1565 254 10 , , PUNCT eurjchem-1565 254 11 k. k. PROPN eurjchem-1565 254 12 ; ; PUNCT eurjchem-1565 254 13 achyut achyut NOUN eurjchem-1565 254 14 , , PUNCT eurjchem-1565 254 15 a. a. NOUN eurjchem-1565 254 16 ; ; PUNCT eurjchem-1565 254 17 khalid khalid PROPN eurjchem-1565 254 18 , , PUNCT eurjchem-1565 254 19 m. m. PROPN eurjchem-1565 254 20 k. k. PROPN eurjchem-1565 254 21 j. j. PROPN eurjchem-1565 254 22 chem chem PROPN eurjchem-1565 254 23 . . PUNCT eurjchem-1565 255 1 2013 2013 NUM eurjchem-1565 255 2 , , PUNCT eurjchem-1565 255 3 article article NOUN eurjchem-1565 255 4 i i PROPN eurjchem-1565 255 5 d d PROPN eurjchem-1565 255 6 326263 326263 NUM eurjchem-1565 255 7 , , PUNCT eurjchem-1565 255 8 6 6 NUM eurjchem-1565 255 9 pages page NOUN eurjchem-1565 255 10 . . PUNCT eurjchem-1565 256 1 [ [ X eurjchem-1565 256 2 13 13 NUM eurjchem-1565 256 3 ] ] PUNCT eurjchem-1565 256 4 . . PUNCT eurjchem-1565 256 5 ghate ghate NOUN eurjchem-1565 256 6 , , PUNCT eurjchem-1565 256 7 m. m. NOUN eurjchem-1565 256 8 ; ; PUNCT eurjchem-1565 256 9 kusanur kusanur PROPN eurjchem-1565 256 10 , , PUNCT eurjchem-1565 256 11 r. r. PROPN eurjchem-1565 256 12 a. a. PROPN eurjchem-1565 256 13 ; ; PUNCT eurjchem-1565 256 14 kulkarni kulkarni PROPN eurjchem-1565 256 15 , , PUNCT eurjchem-1565 256 16 m. m. NOUN eurjchem-1565 256 17 v. v. ADP eurjchem-1565 256 18 eur eur PROPN eurjchem-1565 256 19 . . PUNCT eurjchem-1565 257 1 j. j. PROPN eurjchem-1565 257 2 med med PROPN eurjchem-1565 257 3 . . PROPN eurjchem-1565 257 4 chem chem PROPN eurjchem-1565 257 5 . . PUNCT eurjchem-1565 258 1 2005 2005 NUM eurjchem-1565 258 2 , , PUNCT eurjchem-1565 258 3 40(9 40(9 NUM eurjchem-1565 258 4 ) ) PUNCT eurjchem-1565 258 5 , , PUNCT eurjchem-1565 258 6 882‐887 882‐887 NUM eurjchem-1565 258 7 . . PUNCT eurjchem-1565 259 1 [ [ X eurjchem-1565 259 2 14 14 NUM eurjchem-1565 259 3 ] ] PUNCT eurjchem-1565 259 4 . . PUNCT eurjchem-1565 260 1 kostova kostova PROPN eurjchem-1565 260 2 , , PUNCT eurjchem-1565 260 3 i. i. PROPN eurjchem-1565 260 4 curr curr PROPN eurjchem-1565 260 5 . . PUNCT eurjchem-1565 261 1 hiv hiv PROPN eurjchem-1565 261 2 . . PUNCT eurjchem-1565 262 1 res re NOUN eurjchem-1565 262 2 . . PUNCT eurjchem-1565 263 1 2006 2006 NUM eurjchem-1565 263 2 , , PUNCT eurjchem-1565 263 3 4(3 4(3 NUM eurjchem-1565 263 4 ) ) PUNCT eurjchem-1565 263 5 , , PUNCT eurjchem-1565 263 6 347‐363 347‐363 NUM eurjchem-1565 263 7 . . PUNCT eurjchem-1565 264 1 [ [ X eurjchem-1565 264 2 15 15 NUM eurjchem-1565 264 3 ] ] PUNCT eurjchem-1565 264 4 . . PUNCT eurjchem-1565 264 5 atmaca atmaca PROPN eurjchem-1565 264 6 , , PUNCT eurjchem-1565 264 7 m. m. NOUN eurjchem-1565 264 8 ; ; PUNCT eurjchem-1565 264 9 bilgin bilgin NOUN eurjchem-1565 264 10 , , PUNCT eurjchem-1565 264 11 h. h. PROPN eurjchem-1565 264 12 m. m. NOUN eurjchem-1565 264 13 ; ; PUNCT eurjchem-1565 264 14 obay obay PROPN eurjchem-1565 264 15 , , PUNCT eurjchem-1565 264 16 b. b. PROPN eurjchem-1565 264 17 d. d. PROPN eurjchem-1565 264 18 ; ; PUNCT eurjchem-1565 264 19 diken diken PROPN eurjchem-1565 264 20 , , PUNCT eurjchem-1565 264 21 h. h. PROPN eurjchem-1565 264 22 ; ; PUNCT eurjchem-1565 264 23 kelle kelle PROPN eurjchem-1565 264 24 , , PUNCT eurjchem-1565 264 25 m. m. NOUN eurjchem-1565 264 26 ; ; PUNCT eurjchem-1565 264 27 kale kale PROPN eurjchem-1565 264 28 , , PUNCT eurjchem-1565 264 29 e. e. PROPN eurjchem-1565 264 30 j. j. PROPN eurjchem-1565 264 31 physiol physiol PROPN eurjchem-1565 264 32 . . PUNCT eurjchem-1565 265 1 biochem biochem PROPN eurjchem-1565 265 2 . . PUNCT eurjchem-1565 266 1 2011 2011 NUM eurjchem-1565 266 2 , , PUNCT eurjchem-1565 266 3 67(4 67(4 NUM eurjchem-1565 266 4 ) ) PUNCT eurjchem-1565 266 5 , , PUNCT eurjchem-1565 266 6 569‐576 569‐576 PROPN eurjchem-1565 266 7 . . PUNCT eurjchem-1565 267 1 [ [ X eurjchem-1565 267 2 16 16 NUM eurjchem-1565 267 3 ] ] PUNCT eurjchem-1565 267 4 . . PUNCT eurjchem-1565 268 1 kuppers kupper NOUN eurjchem-1565 268 2 , , PUNCT eurjchem-1565 268 3 j. j. PROPN eurjchem-1565 268 4 ; ; PUNCT eurjchem-1565 268 5 schulz‐fincke schulz‐fincke PROPN eurjchem-1565 268 6 , , PUNCT eurjchem-1565 268 7 a. a. PROPN eurjchem-1565 268 8 c. c. PROPN eurjchem-1565 268 9 ; ; PUNCT eurjchem-1565 268 10 palus palus PROPN eurjchem-1565 268 11 , , PUNCT eurjchem-1565 268 12 j. j. PROPN eurjchem-1565 268 13 ; ; PUNCT eurjchem-1565 268 14 giurg giurg PROPN eurjchem-1565 268 15 , , PUNCT eurjchem-1565 268 16 m. m. NOUN eurjchem-1565 268 17 ; ; PUNCT eurjchem-1565 268 18 skarżewski skarżewski PROPN eurjchem-1565 268 19 , , PUNCT eurjchem-1565 268 20 j. j. PROPN eurjchem-1565 268 21 ; ; PUNCT eurjchem-1565 268 22 gütschow gütschow NOUN eurjchem-1565 268 23 , , PUNCT eurjchem-1565 268 24 m. m. NOUN eurjchem-1565 268 25 pharmaceuticals pharmaceutical NOUN eurjchem-1565 268 26 2016 2016 NUM eurjchem-1565 268 27 , , PUNCT eurjchem-1565 268 28 9(3 9(3 NUM eurjchem-1565 268 29 ) ) PUNCT eurjchem-1565 268 30 , , PUNCT eurjchem-1565 268 31 43 43 NUM eurjchem-1565 268 32 , , PUNCT eurjchem-1565 268 33 1‐11 1‐11 NUM eurjchem-1565 268 34 . . PUNCT eurjchem-1565 269 1 [ [ X eurjchem-1565 269 2 17 17 NUM eurjchem-1565 269 3 ] ] PUNCT eurjchem-1565 269 4 . . PUNCT eurjchem-1565 269 5 rajasekaran rajasekaran PROPN eurjchem-1565 269 6 , , PUNCT eurjchem-1565 269 7 a. a. NOUN eurjchem-1565 269 8 ; ; PUNCT eurjchem-1565 269 9 periasamy periasamy ADJ eurjchem-1565 269 10 , , PUNCT eurjchem-1565 269 11 m. m. NOUN eurjchem-1565 269 12 ; ; PUNCT eurjchem-1565 269 13 venkatesan venkatesan PROPN eurjchem-1565 269 14 , , PUNCT eurjchem-1565 269 15 s. s. PROPN eurjchem-1565 269 16 j. j. PROPN eurjchem-1565 269 17 develop develop PROPN eurjchem-1565 269 18 . . PUNCT eurjchem-1565 270 1 bio bio INTJ eurjchem-1565 270 2 . . PROPN eurjchem-1565 270 3 tiss tiss PROPN eurjchem-1565 270 4 . . PUNCT eurjchem-1565 271 1 eng eng PROPN eurjchem-1565 271 2 . . PROPN eurjchem-1565 271 3 2010 2010 NUM eurjchem-1565 271 4 , , PUNCT eurjchem-1565 271 5 2(1 2(1 NUM eurjchem-1565 271 6 ) ) PUNCT eurjchem-1565 271 7 , , PUNCT eurjchem-1565 271 8 5‐6 5‐6 NUM eurjchem-1565 271 9 . . PUNCT eurjchem-1565 272 1 [ [ X eurjchem-1565 272 2 18 18 NUM eurjchem-1565 272 3 ] ] PUNCT eurjchem-1565 272 4 . . PUNCT eurjchem-1565 273 1 desai desai PROPN eurjchem-1565 273 2 , , PUNCT eurjchem-1565 273 3 s. s. PROPN eurjchem-1565 273 4 r. r. PROPN eurjchem-1565 273 5 ; ; PUNCT eurjchem-1565 273 6 laddi laddi NOUN eurjchem-1565 273 7 , , PUNCT eurjchem-1565 273 8 u. u. PROPN eurjchem-1565 273 9 v. v. PROPN eurjchem-1565 273 10 ; ; PUNCT eurjchem-1565 273 11 bennur bennur PROPN eurjchem-1565 273 12 , , PUNCT eurjchem-1565 273 13 r. r. PROPN eurjchem-1565 273 14 s s PROPN eurjchem-1565 273 15 ; ; PUNCT eurjchem-1565 273 16 bennur bennur PROPN eurjchem-1565 273 17 , , PUNCT eurjchem-1565 273 18 s. s. PROPN eurjchem-1565 273 19 c. c. PROPN eurjchem-1565 273 20 indian indian PROPN eurjchem-1565 273 21 j. j. PROPN eurjchem-1565 273 22 pharm pharm PROPN eurjchem-1565 273 23 . . PUNCT eurjchem-1565 274 1 sci sci PROPN eurjchem-1565 274 2 . . PROPN eurjchem-1565 274 3 2011 2011 NUM eurjchem-1565 274 4 , , PUNCT eurjchem-1565 274 5 73(4 73(4 NOUN eurjchem-1565 274 6 ) ) PUNCT eurjchem-1565 274 7 , , PUNCT eurjchem-1565 274 8 478‐482 478‐482 PROPN eurjchem-1565 274 9 . . PUNCT eurjchem-1565 275 1 [ [ X eurjchem-1565 275 2 19 19 NUM eurjchem-1565 275 3 ] ] PUNCT eurjchem-1565 275 4 . . PUNCT eurjchem-1565 276 1 gupta gupta PROPN eurjchem-1565 276 2 , , PUNCT eurjchem-1565 276 3 a. a. NOUN eurjchem-1565 276 4 ; ; PUNCT eurjchem-1565 276 5 halve halve NOUN eurjchem-1565 276 6 , , PUNCT eurjchem-1565 276 7 a. a. PROPN eurjchem-1565 276 8 k. k. PROPN eurjchem-1565 276 9 open open PROPN eurjchem-1565 276 10 chem chem PROPN eurjchem-1565 276 11 . . PUNCT eurjchem-1565 277 1 j. j. PROPN eurjchem-1565 277 2 2015 2015 NUM eurjchem-1565 277 3 , , PUNCT eurjchem-1565 277 4 2 2 NUM eurjchem-1565 277 5 , , PUNCT eurjchem-1565 277 6 1‐6 1‐6 NUM eurjchem-1565 277 7 . . PUNCT eurjchem-1565 278 1 [ [ X eurjchem-1565 278 2 20 20 NUM eurjchem-1565 278 3 ] ] PUNCT eurjchem-1565 278 4 . . PUNCT eurjchem-1565 279 1 gilani gilani PROPN eurjchem-1565 279 2 , , PUNCT eurjchem-1565 279 3 s. s. PROPN eurjchem-1565 279 4 j. j. PROPN eurjchem-1565 279 5 ; ; PUNCT eurjchem-1565 279 6 alam alam PROPN eurjchem-1565 279 7 , , PUNCT eurjchem-1565 279 8 o. o. PROPN eurjchem-1565 279 9 ; ; PUNCT eurjchem-1565 279 10 khan khan PROPN eurjchem-1565 279 11 , , PUNCT eurjchem-1565 279 12 s. s. PROPN eurjchem-1565 279 13 a. a. PROPN eurjchem-1565 279 14 ; ; PUNCT eurjchem-1565 279 15 siddiqui siddiqui NOUN eurjchem-1565 279 16 , , PUNCT eurjchem-1565 279 17 n. n. PROPN eurjchem-1565 279 18 ; ; PUNCT eurjchem-1565 279 19 kumar kumar PROPN eurjchem-1565 279 20 , , PUNCT eurjchem-1565 279 21 h. h. PROPN eurjchem-1565 279 22 der der PROPN eurjchem-1565 279 23 pharm pharm PROPN eurjchem-1565 279 24 . . PUNCT eurjchem-1565 280 1 lett lett PROPN eurjchem-1565 280 2 . . PUNCT eurjchem-1565 280 3 2009 2009 NUM eurjchem-1565 280 4 , , PUNCT eurjchem-1565 280 5 1(2 1(2 NUM eurjchem-1565 280 6 ) ) PUNCT eurjchem-1565 280 7 , , PUNCT eurjchem-1565 280 8 1‐8 1‐8 NOUN eurjchem-1565 280 9 . . PUNCT eurjchem-1565 281 1 [ [ X eurjchem-1565 281 2 21 21 NUM eurjchem-1565 281 3 ] ] PUNCT eurjchem-1565 281 4 . . PUNCT eurjchem-1565 282 1 rao rao PROPN eurjchem-1565 282 2 , , PUNCT eurjchem-1565 282 3 a. a. NOUN eurjchem-1565 282 4 ; ; PUNCT eurjchem-1565 282 5 carbone carbone NOUN eurjchem-1565 282 6 , , PUNCT eurjchem-1565 282 7 a. a. NOUN eurjchem-1565 282 8 ; ; PUNCT eurjchem-1565 282 9 chimirri chimirri PROPN eurjchem-1565 282 10 , , PUNCT eurjchem-1565 282 11 a. a. NOUN eurjchem-1565 282 12 ; ; PUNCT eurjchem-1565 282 13 de de X eurjchem-1565 282 14 clercq clercq PROPN eurjchem-1565 282 15 , , PUNCT eurjchem-1565 282 16 e. e. PROPN eurjchem-1565 282 17 ; ; PUNCT eurjchem-1565 282 18 monforte monforte PROPN eurjchem-1565 282 19 , , PUNCT eurjchem-1565 282 20 a. a. NOUN eurjchem-1565 282 21 m. m. NOUN eurjchem-1565 282 22 ; ; PUNCT eurjchem-1565 282 23 monforte monforte NOUN eurjchem-1565 282 24 , , PUNCT eurjchem-1565 282 25 p. p. NOUN eurjchem-1565 282 26 ; ; PUNCT eurjchem-1565 282 27 pannecouque pannecouque NOUN eurjchem-1565 282 28 , , PUNCT eurjchem-1565 282 29 c. c. PROPN eurjchem-1565 282 30 ; ; PUNCT eurjchem-1565 282 31 zappala zappala PROPN eurjchem-1565 282 32 , , PUNCT eurjchem-1565 282 33 m. m. NOUN eurjchem-1565 282 34 farmaco farmaco PROPN eurjchem-1565 282 35 2002 2002 NUM eurjchem-1565 282 36 , , PUNCT eurjchem-1565 282 37 57(9 57(9 NOUN eurjchem-1565 282 38 ) ) PUNCT eurjchem-1565 282 39 , , PUNCT eurjchem-1565 282 40 747‐751 747‐751 NUM eurjchem-1565 282 41 . . PUNCT eurjchem-1565 283 1 [ [ X eurjchem-1565 283 2 22 22 NUM eurjchem-1565 283 3 ] ] PUNCT eurjchem-1565 283 4 . . PUNCT eurjchem-1565 284 1 hoti hoti PROPN eurjchem-1565 284 2 , , PUNCT eurjchem-1565 284 3 r. r. PROPN eurjchem-1565 284 4 ; ; PUNCT eurjchem-1565 284 5 nura‐lama nura‐lama PROPN eurjchem-1565 284 6 , , PUNCT eurjchem-1565 284 7 a. a. NOUN eurjchem-1565 284 8 ; ; PUNCT eurjchem-1565 284 9 mulliqi‐osmani mulliqi‐osmani PROPN eurjchem-1565 284 10 , , PUNCT eurjchem-1565 284 11 gj gj PROPN eurjchem-1565 284 12 . . PUNCT eurjchem-1565 284 13 ; ; PUNCT eurjchem-1565 285 1 troni troni ADJ eurjchem-1565 285 2 , , PUNCT eurjchem-1565 285 3 n. n. NOUN eurjchem-1565 285 4 ; ; PUNCT eurjchem-1565 285 5 gashi gashi PROPN eurjchem-1565 285 6 , , PUNCT eurjchem-1565 285 7 f. f. PROPN eurjchem-1565 285 8 ; ; PUNCT eurjchem-1565 285 9 ismaili ismaili PROPN eurjchem-1565 285 10 , , PUNCT eurjchem-1565 285 11 h. h. PROPN eurjchem-1565 285 12 ; ; PUNCT eurjchem-1565 285 13 thaçi thaçi NOUN eurjchem-1565 285 14 , , PUNCT eurjchem-1565 285 15 v. v. CCONJ eurjchem-1565 285 16 orbital orbital NOUN eurjchem-1565 285 17 : : PUNCT eurjchem-1565 285 18 the the DET eurjchem-1565 285 19 elect elect PROPN eurjchem-1565 285 20 . . PUNCT eurjchem-1565 286 1 j. j. PROPN eurjchem-1565 286 2 chem chem PROPN eurjchem-1565 286 3 . . PUNCT eurjchem-1565 287 1 2014 2014 NUM eurjchem-1565 287 2 , , PUNCT eurjchem-1565 287 3 6(3 6(3 NUM eurjchem-1565 287 4 ) ) PUNCT eurjchem-1565 287 5 , , PUNCT eurjchem-1565 287 6 184‐190 184‐190 NUM eurjchem-1565 287 7 . . PUNCT eurjchem-1565 288 1 [ [ X eurjchem-1565 288 2 23 23 NUM eurjchem-1565 288 3 ] ] PUNCT eurjchem-1565 288 4 . . PUNCT eurjchem-1565 289 1 hoti hoti PROPN eurjchem-1565 289 2 , , PUNCT eurjchem-1565 289 3 r. r. PROPN eurjchem-1565 289 4 ; ; PUNCT eurjchem-1565 289 5 kalaj kalaj NOUN eurjchem-1565 289 6 , , PUNCT eurjchem-1565 289 7 v. v. ADV eurjchem-1565 289 8 ; ; PUNCT eurjchem-1565 289 9 vehapi vehapi NOUN eurjchem-1565 289 10 , , PUNCT eurjchem-1565 289 11 i. i. PROPN eurjchem-1565 289 12 ; ; PUNCT eurjchem-1565 289 13 ismaili ismaili PROPN eurjchem-1565 289 14 , , PUNCT eurjchem-1565 289 15 h. h. PROPN eurjchem-1565 289 16 ; ; PUNCT eurjchem-1565 289 17 thaçi thaçi NOUN eurjchem-1565 289 18 , , PUNCT eurjchem-1565 289 19 v. v. ADV eurjchem-1565 289 20 ; ; PUNCT eurjchem-1565 289 21 bicaj bicaj NOUN eurjchem-1565 289 22 , , PUNCT eurjchem-1565 289 23 m. m. NOUN eurjchem-1565 289 24 the the DET eurjchem-1565 289 25 faseb faseb PROPN eurjchem-1565 289 26 j. j. PROPN eurjchem-1565 289 27 exp exp PROPN eurjchem-1565 289 28 . . PROPN eurjchem-1565 289 29 bio bio PROPN eurjchem-1565 289 30 . . PROPN eurjchem-1565 289 31 2010 2010 NUM eurjchem-1565 289 32 , , PUNCT eurjchem-1565 289 33 lb487 lb487 PROPN eurjchem-1565 289 34 , , PUNCT eurjchem-1565 289 35 anaheim anaheim PROPN eurjchem-1565 289 36 ca ca PROPN eurjchem-1565 289 37 . . PUNCT eurjchem-1565 290 1 apr apr PROPN eurjchem-1565 290 2 . . PROPN eurjchem-1565 291 1 2010 2010 NUM eurjchem-1565 291 2 , , PUNCT eurjchem-1565 292 1 [ [ X eurjchem-1565 292 2 24 24 NUM eurjchem-1565 292 3 ] ] PUNCT eurjchem-1565 292 4 . . PUNCT eurjchem-1565 293 1 bauer bauer PROPN eurjchem-1565 293 2 , , PUNCT eurjchem-1565 293 3 a. a. PROPN eurjchem-1565 293 4 w. w. PROPN eurjchem-1565 293 5 am am PROPN eurjchem-1565 293 6 . . PUNCT eurjchem-1565 294 1 j. j. PROPN eurjchem-1565 294 2 clin clin PROPN eurjchem-1565 294 3 . . PUNCT eurjchem-1565 295 1 pathol pathol PROPN eurjchem-1565 295 2 . . PUNCT eurjchem-1565 296 1 1966 1966 NUM eurjchem-1565 296 2 , , PUNCT eurjchem-1565 296 3 44 44 NUM eurjchem-1565 296 4 , , PUNCT eurjchem-1565 296 5 493‐496 493‐496 NOUN eurjchem-1565 296 6 . . PUNCT