Microsoft Word - 273-293 IHSCICONF 2017 Special Issue Ibn Al-Haitham Journal for Pure and Applied science https://doi.org/ 10.30526/2017.IHSCICONF.1800 For more information about the Conference please visit the websites: http://www.ihsciconf.org/conf/   www.ihsciconf.org   Chemistry |273   Synthesis and Antifungal Activity Against of Candida Species for   Some New Heterocyclic Compounds Containing Schiff Base, Oxazepine , Indoline or Imidazolo Units and Their Spectral Characterization Shaima Ibraheem chyad AL-khazraji Dept. of Chemistry / College of Education for Pure Science / University of Kirkuk Bari L. Mohammed Dept. of Biology/ College of science / University of Kirkuk Siham Sh. AL-Salihi Dept. Technical / Medical Lab/ Northern Technical University. Abstract The objective of this study is to test in Vitro the twenty chemical compounds that contains Schiff base or oxazepine, indoline, imidazolo units in concentrations (50, 100, 150) mg / dl as antifungal activity, against three pathogenic Candida species that occur in humans. We tested one isolates of ( Candida albicans , Candida glabrata and Candida krusei). All these species affect human health. The study was carried out in the Laboratory of Public Health, directly of health for the period from May 2016 to April 2017, Candida spp isolates used in this study were collected from patients admitted at some private clinical in Kirkuk city. All isolates were identified using CHROM agar and stored at -70 0C .Preparation of Schiff base ( 1-7 ) from amino pyridine derivatives with aromatic aldehyde by nucleophilic addition reactions preparation of 1,3 – oxazepine 4,7 – dione ( 8-13 ) were carried out by cyclization of appropriate Schiff bases with malic anhydride and phthalic anhydride , preparation of compounds ( 14 – 17) from reaction of a mixture aminopyridine derivative with potassium hydroxide then chloroacetic acid was added , preparation of compounds ( 18 – 20 ) from reaction of amino pyridine derivative and 4- phenyl phenacyl bromide , all these compounds were characterized by melting points and FT.IR spectroscopy. Some of them were characterized by H1- NMR and C13-NMR spectroscopy. Some compounds contain Schiff base group in compounds ( 1-7) showed inhibitory effect Candida albicans and Candida krusei . This study demonstrates that the three Candida species were resistant to a range of compounds (8 -13) containing oxazepine and as antifungal against , while the compound(14 -17) contain Indolin show low inhabition zon for Candida albicans and the compound (18-20) contain imidazo group showed inhibited effect against three Candida species. Keywords: antifungal activity Heterocyclic Compounds, Candida species. IHSCICONF 2017 Special Issue Ibn Al-Haitham Journal for Pure and Applied science https://doi.org/ 10.30526/2017.IHSCICONF.1800 For more information about the Conference please visit the websites: http://www.ihsciconf.org/conf/   www.ihsciconf.org   Chemistry |274   1. Introduction Hetero cyclic compounds are widely distributed in nature essential for life in different forms, most of sugar and their derivatives including vitamins such as vitamin C present as penta compound (furan) or hexa form (pyran) which contain cyclic single atom of oxygen. Most of members of vitamin group ( B6) , pyridoxine is one of pyridine derivatives ,considered essential for dietary metabolism of amino acids in addition to alkaloids , which are nitrogen bases present in plants and many of antibiotics including penicillin containing heterocyclic system. There is a great number of heterocyclic compounds possible to obtain through laboratory preparation . They are beneficial as therapeutic and pharmaceutical chemical compounds. The heterocyclic compounds especially nitrogenous are present combined in different natural compounds in nature of plant origin called alkaloid , which are generally toxic and have medical properties [1 ].ex : Caffeine The derivative of imidazo pyridine compounds inhibit gastric internal and external secretions and possible to use for prevention or treatment the inflammatory diseases which affect the stomach and intestine [ 2 ] . The structure of 1,3-oxazepine-4,7-dione consists of a seven-membered ring along with two carbonyl groups. The cycloaddition reaction type [2+5 →7] is used in synthesis of 1,3-oxazepine[3,4] and 1,3-oxazepane[5,6] rings. Imidazole is present in anti-cancer medication like mercaptopurine that combats leukemia by interfering with DNA activities. Imidazole also exists in anti-fungal, anti-protozoal and anti-hypertensive medication. Imidazole is a part of the theophylline molecules, found in tea leaves and coffee beans, which stimulates the central nervous system [ 7]. Candidiasis an infection created by Candida is named candidiasis or candidosis. [8], Candida species can be co-aggregated with bacteria in biofilm and that may be an essential factor for demonstrations of candidiasis and for colonization of cavities of caries and periodontal pockets [9] . A large amount of healthy adult community holds yeast Candida species in the oral cavity [10] and, gastrointestinal tract and vagina [11]. Many Candida species are commensal and colonize the skin and mucosal surfaces of humans. Desperately ill or otherwise immunocompromised patients are wider prone to evolve both superficial and life-threatening Candida infections [12]. Candida albicans is the highest common infectious factor. This dimorphic yeast is a commensal that colonizes skin, the gastrointestinal and the reproductive tracts. Non-C. albicans species are emerging pathogens and can also colonize human mucocutaneous surfaces [13]. Currently, an increase in the number of yeasts that are resistant to antifungal drugs is recognized worldwide; therefore, the use of in vitro laboratory tests may aid the doctor in choosing an appropriate therapy [14]. Many effective antifungal agents were accessible for the administration of candidiasis. But isolates may exhibit intrinsic resistance to the drug all along therapy. So the use of several chemical compound as alternative agents for the control of fungal diseases is considered as an interesting alternative to synthetic fungicides [15]. Five, six and seven membered heterocyclic compounds have been of great interest due to their variety of applications particularly in the field of chemotherapeutic, anti-microbial, pesticidal, agriculture and fungicidal. Therefore, this work was directed towards the synthesis of these heterocyclic derivatives and investigation of their anti-bacterial activity. IHSCICONF 2017 Special Issue Ibn Al-Haitham Journal for Pure and Applied science https://doi.org/ 10.30526/2017.IHSCICONF.1800 For more information about the Conference please visit the websites: http://www.ihsciconf.org/conf/   www.ihsciconf.org   Chemistry |275   2. Experimental Chemicals The chemicals used in this work are listed in table: Chemicals and their manufacture chemicals Supplied from Absolute ethanol BDH 2-aminopyridine BDH Malic anhydride BDH Phthalic anhydrideMerck Carbon disulfide Merck Chloroacetic acid BDH Chloroacetamide Merck Ethyl acetoacetate BDH 2-amino-6-methyl pyridine BDH 4-chlorobenzaldehyde Merck Hydrazine hydrate BDH 2-hydroxy benzaldehyde BDH Isatin Merck Malonic acid Merck 2-amino - 5 -methylpyridine Merck 3-bromo benzaldehyde BDH p-Phenyl phenacyl bromide BDH 2-amino 3,5-dichloro pyridine Merck 3-aminopyridine BDH 2-bromo benzaldehyde BDH 3. Techniques: Melting Point: Melting points were recorded on a hot stage Gallen Kamp melting point apparatus and were uncorrected. Infra-Red Spectrophotometer: FT-IR spectra were recorded using Fourier Transform infrared Shimadzu FTIR-8400 infrared spectrophotometer, Japan, KBr disc or thin film was performed by central organization of standardization and quality control center 1H-NMR: 1H-NMR spectra were recorded on a Fourier transform Bruker spectrometer operating at 400MHz with tetramethylsilane as internal standard in DMSO-d6. University of Vienna, Austria. IHSCICONF 2017 Special Issue Ibn Al-Haitham Journal for Pure and Applied science https://doi.org/ 10.30526/2017.IHSCICONF.1800 For more information about the Conference please visit the websites: http://www.ihsciconf.org/conf/   www.ihsciconf.org   Chemistry |276   13C-NMR: 13C-NMR spectra were recorded on a Fourier transform Bruker spectrometer operating at 75.47 MHz in DMSO-d6. University of Vienna, Austria. Preparation of compounds ( 1-7 ) In a 100( mL) round bottom flask , a mixture of 0.01 mol of 2- aminopyridine in 5 mL absolute ethanol and 0.01 mol of aromatic aldehyde in 5mL absolute ethanol was placed ,the reaction mixture was refluxed for 16 hrs , then it was filtered the resulting product was dried and recrystallized from ethanol yield 95% , m.p ( 112- 114 ) 0C for preparation of compound (1) , the derivatives ( 2,3,4,5,6,7) were obtained following the Different amino pyridine derivative with different aromatic aldehyde . Preparation of compounds ( 8-10 ) A mixture of equimolar amounts ( 0.0025 mol) of Schiff bases derivatives ( 8 , 9 , 10 ) and ( 0.0025 mol , 0.37 gm) of phthalic anhydride in 20 mL of dry benzene ,was refluxed with stirring for ( 14-16 ) hrs at 60 0C , the physical data are listed in Table ( 2 ). Preparation of compounds ( 11-13 ) A mixture of equimolar amounts ( 0.0025 mol) of Schiff bases derivatives (11,12,13) and ( 0.0025 mol , 0.24 gm) of malic anhydride in 20 mL of dry benzene ,was refluxed with stirring for ( 10-12 ) hrs at 60 0C ,the physical data are listed in table (3). IHSCICONF 2017 Special Issue Ibn Al-Haitham Journal for Pure and Applied science https://doi.org/ 10.30526/2017.IHSCICONF.1800 For more information about the Conference please visit the websites: http://www.ihsciconf.org/conf/   www.ihsciconf.org   Chemistry |277   Table (1): Physical properties of compounds ( 1-7 ) Color Yield M.P Structure and name of products Comp .No. brown 90 112-114 1 Green 84 82-84 2 yellow 82 127- 130 3 yellow 84 107- 105 4 yellow 87 108- 110 5 Green 72 74-76 6 brown 85 100- 102 7 IHSCICONF 2017 Special Issue Ibn Al-Haitham Journal for Pure and Applied science https://doi.org/ 10.30526/2017.IHSCICONF.1800 For more information about the Conference please visit the websites: http://www.ihsciconf.org/conf/   www.ihsciconf.org   Chemistry |278   Table (2 ): Physical properties of compounds ( 8-10 ) Color Yield M.P Structure and Name of products Comp .No. brown 37 108-182 8 4-(1,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazol-4-yl)-3-(thiophen-2-yl)-3,4- dihydrobenzo[e][1,3]oxazepine-1,5-dione yellow 80 145-147 9 4-(1,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazol-4-yl)-3-(3,4,5-trimethoxyphenyl)- 3,4-dihydrobenzo[e][1,3]oxazepine-1,5-dione yellow 45 178- 180 10 3-(4-chlorophenyl)-4-(1,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazol-4-yl)-3,4- dihydrobenzo[e][1,3]oxazepine-1,5-dione Table (3 ): Physical properties of compounds (11-13) Color Yield M.P Structure and name of products Comp .No. brown 52 74-76 11 3-(1,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazol-4-yl)-2-(thiophen-2-yl)-2,3-dihydro-1,3-oxazepine- 4,7-dione yellow 61 248-250 12 3-(1,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazol-4-yl)-2-(3-hydroxyphenyl)-2,3-dihydro-1,3-oxazepine- 4,7-dione yellow 45 159- 161 13 3-(1,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazol-4-yl)-2-(3,4,5-trimethoxyphenyl)-2,3-dihydro-1,3- oxazepine-4,7-dione IHSCICONF 2017 Special Issue Ibn Al-Haitham Journal for Pure and Applied science https://doi.org/ 10.30526/2017.IHSCICONF.1800 For more information about the Conference please visit the websites: http://www.ihsciconf.org/conf/   www.ihsciconf.org   Chemistry |279   Preparation of compounds (14 -17) A mixture of KOH ( 0.013 mol , 0.56 gm ), 2- amino-6-methyl pyridine and ( 0.013 mol , 3gm ) was dissolved in 25 mL absolute ethanol ,then chloroacetic acid (0.013 mol , 1.22 gm) was added and the reaction mixture was refluxed for 7hours ,yield 78% , m.p = 166- 168 0C for preparation of compound 14 . This experimental was reputed using the same amount of reactance in order to obtain other derivatives ( 15 – 17) the physical data are listed in Table (4). Table (4 ):Physical properties of compounds ( 14-17) Color Yield M.P Structure and Name of products Comp .No. orange 78 166-168 14 (E)-2-(3-((6-methylpyridin-2-yl)imino)-2-oxoindolin-1-yl)acetic acid red 71 176-178 15 (E)-2-(3-((3,5-dichloropyridin-2-yl)imino)-2-oxoindolin-1-yl)acetic acid orange 51 186-189 16 (Z)-2-(2-oxo-3-(pyridin-3-ylimino)indolin-1-yl)acetic acid red 52 165-167 17 (Z)-2-(2-oxo-3-(pyridin-4-ylimino)indolin-1-yl)acetic acid Preparation of compounds ( 18- 20 ) [ 16 ] A mixture of 2- amino pyridine ( 0.02 mol , 2 gm ) and compound 4-phenyl phenacyl bromide ( 0.02 mol , 5.5gm ) was dissolved in 25 mL absolute ethanol, the reaction mixture was refluxed for 25hours , the mixture was allowed to cool at room temperature and recrystallized from ethanol to give the final product yield 78% , m.p = 218- 220 0C for Preparation of compound 18 . This experimental was reputed using the same amount of reactance in order to obtain other derivatives ( 19 – 20 ) the physical data are listed in table (5). IHSCICONF 2017 Special Issue Ibn Al-Haitham Journal for Pure and Applied science https://doi.org/ 10.30526/2017.IHSCICONF.1800 For more information about the Conference please visit the websites: http://www.ihsciconf.org/conf/   www.ihsciconf.org   Chemistry |280   Table (5): Physical properties of compounds (18-20) Color Yield M.P Structure and Name of products Comp .No. brown 75 218-220 18 "3-biphenyl -4-ylimidazol[1,2-a] pyridine brown 43 176-178 19 3-([1,1'-biphenyl]-4-yl)-5-methylimidazo[1,2-a]pyridine Burly wood 56 275 ( dec.) 20 3-([1,1'-biphenyl]-4-yl)-6-methylimidazo[1,2-a]pyridine Candida spp isolates investigated Candida spp isolates used in this study were collected from patients admitted at the some privet clinical in Kirkuk city and were analysed for microscopy and culture ,from May 2016 to April 2017. All isolates were identified using CHROMagar and stored at −70 °C. clinical isolates of Candida albicans ,Candida glabrata and Candida krusei were used. Antifungal susceptibility tests: In vitro antifungal-susceptibility tests were conducted on some the Candida species ( Candida albicans ,Candida glabrata and Candida krusei ) using a test medium prepared with Sabouraud dextrose agar (SDA) . Twenty mL of media were poured into 9 cm diameter Petri dishes. For each treatment, 3 plates (replicates) were used . Yeast suspensions were prepared in 0.85 % NaCl. The turbidity of each suspension was adjusted to a 0.5 McFarland standard (1 x 10 5 x 106 cells per ml.). Using cotton-tipped swabs, each yeast suspension was inoculated onto agar plates. and added 0.5mL. of the chemical compounds the concentration of (50mg. ,100mg. and 150mg) in pour on teste media. After inoculation, plates were incubated at 35 0C incubator and observed for the presence or absence of growth after 48 hrs . The susceptibility end point was defined as the lowest concentration of antifungal which resulted in 80% inhibition of growth compared with that of the drug-free control. 4. Results and discussion Identification of compounds (1-7) The FT-IR spectra of compounds ( 1-7 ) showed disappearance of the sharp bands were at ( 3164-3469 ) cm-1 were due to asymmetric and symmetric stretching vibrations of amino IHSCICONF 2017 Special Issue Ibn Al-Haitham Journal for Pure and Applied science https://doi.org/ 10.30526/2017.IHSCICONF.1800 For more information about the Conference please visit the websites: http://www.ihsciconf.org/conf/   www.ihsciconf.org   Chemistry |281   groups(-NH2 ) in 2-amino pyridine derivatives , and appearing ( 1591- 1660 ) cm-1were due to the stretching vibration of (N= CH ) group were listed in Table (6), Figures (1),( 2), (3)and (4) show the FT-IR spectra for compounds 2,3 . 1-compounds in cm) 7-ata of the synthesized derivatives of (1d-IR :Table (6) Comp. No. 1-FT.IR (bands) , cm 1. 3089.8 υ C-H( aromatic) , 1594.9 υ (N=CH) , 601 υ (C-Br) 2. 3051.3 υ C-H( aromatic), 1660.7 υ (N=CH) , 815.8 υ (C-C l ) 3. 3093.8 , 2950 υ C-H( aromatic& alphatic) , 1622υ (N=CH) , 1523 (υas C-NO2) 1352 (υs C-NO2 ) 4 3450.9 υ ( OH) , 3001.2 C-H( aromatic& alphatic) , 1610 υ (N=CH ) 2917.9 5 3022.4 υ C-H( aromatic& alphatic) , 1608υ (N=CH ) , 575 υ (C-Br) 2920.2 6 υ 1615. 7 ( N=CH ) , 1525.7 υ( C=C ) , 1525 (υas C-NO2) 1350(υs C-NO2) 7 1591.2υ (N=CH ) , 1588 υ (C=C ) , 584υ (C-Br) IHSCICONF 2017 Special Issue Ibn Al-Haitham Journal for Pure and Applied science https://doi.org/ 10.30526/2017.IHSCICONF.1800 For more information about the Conference please visit the websites: http://www.ihsciconf.org/conf/   www.ihsciconf.org   Chemistry |282   Figure(1): IR spectrum of 2-amino 3,5- dichloropyridine Figure (2): IR spectrum of compound (2) 4000.0 3600 3200 2800 2400 2000 1800 1600 1400 1200 1000 800 600 450.0 19.5 25 30 35 40 45 50 55 60 64.4 cm-1 %T 3469.8 3294.4 3223.8 3153.5 1792.9 1688.6 1633.6 1577.7 1394.7 1323.1 1279.6 1239.6 1127.0 1099.7 1076.9 1042.6 910.4 888.8 742.8 659.4 628.9 550.9 517.4 IHSCICONF 2017 Special Issue Ibn Al-Haitham Journal for Pure and Applied science https://doi.org/ 10.30526/2017.IHSCICONF.1800 For more information about the Conference please visit the websites: http://www.ihsciconf.org/conf/   www.ihsciconf.org   Chemistry |283   Figure (3):IR spectrum of compound (3) Figure (4):IR spectrum of compound 2-amino-5-methyl pyridine Identification of compounds (8-10) The FT.IR spectra of compounds ( 8-10 ) showed disappearance of absorption bands at ( 1585- 1620 ) cm -1 was due to the ( C= N ) of imine group and appearance of strong absorption band at ( 1720 -1725 ) cm -1 was due to the stretching vibration of the ( C= O ) lactone group [ 17 ] , the appearance of the strong absorption band at ( 1650- 1692) cm -1 was due to the stretching vibration of the ( C= O ) lactam group [18] , the other data of functional 5001000150020002500300035004000 1/c -0 20 40 60 80 100 %T 3 0 9 3 .8 2 1 6 2 2 .1 3 1 5 8 9 .3 4 1 5 7 5 .8 4 1 5 2 3 .7 6 1 4 6 5 .9 0 1 4 3 8 .9 0 1 3 8 2 .9 6 1 3 5 2 .1 0 1 3 1 9 .3 1 1 2 6 1 .4 5 1 2 2 0 .9 4 1 1 9 0 .0 8 1 0 2 4 .2 0 9 8 1 .7 7 8 3 9 .0 3 8 1 5 .8 9 7 3 2 .9 5 6 7 1 .2 3 5 5 5 .5 0 19 4000.0 3600 3200 2800 2400 2000 1800 1600 1400 1200 1000 800 600 450.0 3.2 20 40 60 80 100 120 140 160 180 200 220 240 261.1 cm-1 %T 34 53.8 33 06.8 31 63.2 30 10.9 29 84.2 29 18.9 28 61.3 26 97.9 19 21.3 18 80.2 17 44.1 16 38.1 16 07.0 15 63.6 15 01.4 14 43.0 13 91.8 13 77.2 13 15.6 12 64.5 12 20.9 11 94.2 11 42.3 10 70.1 10 20.8 96 0.5 92 3.5 85 6.2 82 6.1 75 1.6 72 5.3 66 7.2 65 2.0 62 5.9 51 8.8 48 9.9 47 0.5 IHSCICONF 2017 Special Issue Ibn Al-Haitham Journal for Pure and Applied science https://doi.org/ 10.30526/2017.IHSCICONF.1800 For more information about the Conference please visit the websites: http://www.ihsciconf.org/conf/   www.ihsciconf.org   Chemistry |284   groups were shown in the following Table (7) . Figures (5),( 6 ), (7) and(8) show the FT-IR spectra for compounds 8,9. Table (7): IR-data of the synthesized derivatives of (8-10) compounds in cm-1 Comp. No. ) , KBr1-(cm υ I R (C- H ) υ Aromatic Aliphatic Cyclic C= O) (υ Lactone Lactam )(C=C υ aromatic. Other 8 3060 2925 1626 1725 1692 1585 9 3062 2935 1627 1724 1689 1583 )1232.53CH-( Oυ 10 3060 2924 1626 1720 1650 1585 (C-Cl) 885.2υ Figure (5): IR spectrum of Schiff base compound (8). IHSCICONF 2017 Special Issue Ibn Al-Haitham Journal for Pure and Applied science https://doi.org/ 10.30526/2017.IHSCICONF.1800 For more information about the Conference please visit the websites: http://www.ihsciconf.org/conf/   www.ihsciconf.org   Chemistry |285   .Figure (6): IR spectrum of ( 8) Figure (7): IR spectrum of Schiff base compound ( 9) 4000. 360 320 280 240 200 180 160 140 120 100 80 60 450. 57. 6 6 6 6 6 7 7 7 7 7 79. cm‐ 1 %T  2925. 2854. 1626. 1585. 1384. 1362. 1248. 1069. 885. 721. 1725. IHSCICONF 2017 Special Issue Ibn Al-Haitham Journal for Pure and Applied science https://doi.org/ 10.30526/2017.IHSCICONF.1800 For more information about the Conference please visit the websites: http://www.ihsciconf.org/conf/   www.ihsciconf.org   Chemistry |286   Figure (8): IR spectrum of Schiff base compound ( 9) Identification of compounds (11-13) The FT.IR spectra of compounds (11-13) showed disappearance of absorption bands at (1585- 1620) cm -1 was due to the ( C= N ) of imine group and appearance of strong absorption band at ( 1710 -1723 ) cm -1 was due to the stretching vibration of the (C= O) lactone group, the appearance of the strong absorption band at ( 1640- 1655) cm -1 was due to the stretching vibration of the (C= O) lactam group, the other data of functional groups were shown in the following table (8) . IHSCICONF 2017 Special Issue Ibn Al-Haitham Journal for Pure and Applied science https://doi.org/ 10.30526/2017.IHSCICONF.1800 For more information about the Conference please visit the websites: http://www.ihsciconf.org/conf/   www.ihsciconf.org   Chemistry |287   Table (8):IR-data of the synthesized derivatives of (11-13) compounds in cm-1 Comp. No. ) , KBr1-(cm υ I R (C- H ) υ Aromatic Aliphatic Cyclic C= O) (υ Lactone Lactam )(C=C υ Aromatic. Others 11 3042 2995 1634 1717 1655 1588 12 3139 2926 1557 1723 1640 1488 ( OH) 3290.9υ 13 3090 2933 1618 1710 1649 1502 υ3.) 12923CH-( O Identification of compounds (14-17) The FT.IR spectra of compounds ( 14-17) showed appearance of absorption bands at ( 3440 – 3650 ) cm -1 and ( 1730 – 1739 ) cm -1 which attributed to υ(OH) and υ (C= O) Of carboxylic acid is good evidence for this reaction , showed appearance of the sharp bands at ( 2968) ) cm -1 attributed to asymmetric stretching vibrations of ( - CH2 - ) , showed bands at ( 3070 – 3085 ) cm -1 which were assignable to ( C-H ) aromatic ,H1-NMR spectrum of compound (14) , Figure (10) shows the signal at δ = 2.5 ppm was due to the methyl group ( C- CH3 ) ,the signal at δ =3.3 ppm was due to the methyl group ( ) , (C-H) aromatic appear at δ = 7.3- 8.3 ppm peaks as multiplate peaks ,the signal at δ = 12.09 was due to the proton of ( ) group , Figures ( 9 ) and ( 10 ) shows the FT-IR spectra for compounds 16 , 14 & H1-NMR . IHSCICONF 2017 Special Issue Ibn Al-Haitham Journal for Pure and Applied science https://doi.org/ 10.30526/2017.IHSCICONF.1800 For more information about the Conference please visit the websites: http://www.ihsciconf.org/conf/   www.ihsciconf.org   Chemistry |288   N N O CH2COOH N Figure (9): IR spectrum of (16) N N N O CH2COOH H3C Figure (10):H1-NMR spectrum of (14) IHSCICONF 2017 Special Issue Ibn Al-Haitham Journal for Pure and Applied science https://doi.org/ 10.30526/2017.IHSCICONF.1800 For more information about the Conference please visit the websites: http://www.ihsciconf.org/conf/   www.ihsciconf.org   Chemistry |289   Identification of compounds (18-20) The disappearance of bands at the general range (3313 –3453) cm-1,( 3306 – 3164) attributed to ( NH2) amino pyridine derivatives stretching frequency together with appearances of band at general range ( 3053 – 3084) cm-1assignable to (C-H) aromatic stretching ,the bands at range ( 1664 – 1682) cm-1 attributable to the υ(C=N) [19] of imidazole ring , provide disappearing at 1700 cm-1 which assigned to υ (C= O) Of 4- phenylphenacyl bromide, CI3-NMR spectrum of compound (20). A signal at δ = 18.39 is for carbon of methyl group ( ) A signal at δ = 118.2 is for of ( ) A signal a 119,91 is for ( )A signal at δ=122.3 is for( )A signal at δ=124.7 is for A signal at δ=127.2 is for A signal at δ=127,6s for A signal at δ= 127.9 is for A signal at δ=128.4 is for A signal at δ=129,2 is for A signal at δ=131,3 is for A signal at δ=131,9 is for A signal at δ=137.1 is for A signal at δ=140.3 is for A signal at δ=145.1 is for . Figures ( 11 ) and ( 12 ) show the FT-IR spectra & C13- NMR spectrum forcompounds 20. Figure (11): IR spectrum of (20) IHSCICONF 2017 Special Issue Ibn Al-Haitham Journal for Pure and Applied science https://doi.org/ 10.30526/2017.IHSCICONF.1800 For more information about the Conference please visit the websites: http://www.ihsciconf.org/conf/   www.ihsciconf.org   Chemistry |290   Figure ( 12): C13-NMR spectrum of ( 20) Antifungal activity against Candida spp This study showed that the Candida krusei inhabited the compounds containing Schiff base, this compound "Schiff base" had more effect compared to the other chemical compounds, and increased the inhibition zone of Candida krusei by increasing the concentration, where it completely inhabited the yeast at 150 mg / dl concentration for the compounds (2,5,7), also Imidazolo compounds [19, 20] showed the inhibition of the yeast, while Indolin and Oxazepine didn't show any results of inhabiting the yeast. On the other hand, the yeast Candida glabrata was inhabited by the chemical compound containing Schiff base, as for Imidazo group compounds only compound number "20" affected the inhibition of the Candida glabrata, but, wasn't inhabited by the chemical compounds containing Indolin and Oxapine . And Candida albicans was inhabited by Schiff base (1-7) and Imidazo group compounds(18-20) , as for Indolin compounds, only compound number "17" inhabited the yeast. But, Oxazepine chemical compounds didn't show any affection results against Candida albicans. These findings are in agreement with [20] led to a gradual increment in the anticandidal activity of MF and AF preparates. C. albicans, clinical resistance to antifungal as a result of reduced intracellular accumulation was reported for other pathogenic Candida species including C. krusei C. glabrata, C. dubliniensis and C. tropicalis. The azoles resistant isolates of Candida species mainly overexpress genes encoding multidrug efflux transporter proteins belonging to two super families, the ABC transporters and MFS[21] .The tested Candida krusei strain were found to be more sensitive to higher concentrations for the compounds containing Schiff base. Through the recent study, it showed that the three species of yeast (Candida krusei, Candida glabrata and Candida albicans) was most affected by the chemical compounds of Schiff base because these chemical compounds contain the active group (N= CH), as for Imidazol group compounds, they were the second most effective compounds because they contain methyl group carbon of ( ). While the other two compounds (Indolin(except for the compound number "20") and Oxazepine) didn't affect the inhibition of the three species (Candida krusei, Candida glabrata and Candida albicans) at all. We suspect that the three species had resistance IHSCICONF 2017 Special Issue Ibn Al-Haitham Journal for Pure and Applied science https://doi.org/ 10.30526/2017.IHSCICONF.1800 For more information about the Conference please visit the websites: http://www.ihsciconf.org/conf/   www.ihsciconf.org   Chemistry |291   against Indolin and Oxazepine compounds. These results suggested that Schiff base and Imidazo could be a therapeutic alternative with Candida species that show some degree of in vitro resistance to antifungal drugs such as ketoconazole . These results are shown in Tables(9,10,11) . Table (9): shows the affected chemical compound as antifungal against Candida krusei antifungal candida spp Comp. No. 50 mg / dl 100 mg / dl 150 mg / dl Candida krusei 1 0 0 0 2 21 mm 37 mm 40 mm 3 0 0 0 4 0 0 0 5 18 mm 20 mm 25 mm 6 0 0 0 7 22 mm 33 mm 41 mm 8 0 0 0 9 0 0 0 10 0 0 0 11 0 0 0 12 0 0 0 13 0 0 0 14 0 0 0 15 0 0 0 16 0 0 0 17 0 0 0 18 0 0 0 19 25 mm 27 mm 30 mm 20 20 mm 26 mm 29 mm IHSCICONF 2017 Special Issue Ibn Al-Haitham Journal for Pure and Applied science https://doi.org/ 10.30526/2017.IHSCICONF.1800 For more information about the Conference please visit the websites: http://www.ihsciconf.org/conf/   www.ihsciconf.org   Chemistry |292   Table (10): shows the affected chemical compound as antifungal against Candida glabrata antifungal candida spp Comp. No. 50 mg / dl 100 mg / dl 150 mg / dl Candida glabrata 1 0 0 0 2 17 mm 21 mm 25 mm 3 0 0 0 4 0 0 0 5 25 mm 28 mm 33 mm 6 0 0 0 7 21 mm 24 mm 28 mm 8 0 0 0 9 0 0 0 10 0 0 0 11 0 0 0 12 0 0 0 13 0 0 0 14 0 0 0 15 0 0 0 16 0 0 0 17 0 0 0 18 0 0 0 19 0 0 0 20 18 mm 23 mm 25 mm Table (11): shows the affected chemical compound as antifungal against Candida albicans. antifungal candida spp Comp. No. 50 mg / dl 100 mg / dl 150 mg / dl Candida albicans 1 0 0 0 2 0 0 0 3 7 mm 10 mm 20 mm 4 0 0 0 5 28 mm 29 mm 30 mm 6 5 mm 8 mm 15 mm 7 25 mm 27 mm 29 mm 8 0 0 0 9 0 0 0 10 0 0 0 11 0 0 0 12 0 0 0 13 0 0 0 14 0 0 0 15 0 0 0 16 0 0 0 17 3 mm 5 mm 10 mm 18 0 0 0 19 3 mm 4 mm 15 mm 20 27 mm 28 mm 28 mm IHSCICONF 2017 Special Issue Ibn Al-Haitham Journal for Pure and Applied science https://doi.org/ 10.30526/2017.IHSCICONF.1800 For more information about the Conference please visit the websites: http://www.ihsciconf.org/conf/   www.ihsciconf.org   Chemistry |293   References [1] H.H . Alnima ; R.T. 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