1,3-oxazepine compounds derived from azomethine: Synthesis, characterization and antibacterial evaluation
Two azomethines, namely 2-methoxy-4-phenyliminomethyl-phenol (1) and 4-[(2,4-dinitro-phenyl)-hydrazonomethyl]-2-methoxy-phenol (2) were prepared between the reaction of vanillin with aniline and 2,4-dinitrophenylhydrazine, respectively. Subsequently, these two azomethines were reacted via direct cyc...
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my.um.eprints.212472019-05-15T08:52:18Z http://eprints.um.edu.my/21247/ 1,3-oxazepine compounds derived from azomethine: Synthesis, characterization and antibacterial evaluation Mohammed, Issam Ahmed Ahmed, Mahmood Ikram, Rabia Qadir, Muhammad Abdul Hussain, Riaz Q Science (General) QD Chemistry Two azomethines, namely 2-methoxy-4-phenyliminomethyl-phenol (1) and 4-[(2,4-dinitro-phenyl)-hydrazonomethyl]-2-methoxy-phenol (2) were prepared between the reaction of vanillin with aniline and 2,4-dinitrophenylhydrazine, respectively. Subsequently, these two azomethines were reacted via direct cyclic addition with maleic anhydride, phthalic anhydride and succinic anhydride, respectively, yielded a series of new 1,3-oxazepines (3-8). All the synthesized compounds were characterized on the basis of FT-IR, NMR, MS and elemental analysis (CHN). Disk diffusion and 96-well plate assay methods were employed for zone of inhibition and minimum inhibitory concentration determination respectively to investigate the antibacterial activities. Our studies showed that compound 5 showed promising antibacterial activities with zone of inhibition 24.7 mm against S. aureus, AI value 77.2 % compare to standard ciprofloxacin and MIC was 31.25 μg/mL. Colegio de Farmaceuticos de la Provincia de Buenos Aires 2018 Article PeerReviewed Mohammed, Issam Ahmed and Ahmed, Mahmood and Ikram, Rabia and Qadir, Muhammad Abdul and Hussain, Riaz (2018) 1,3-oxazepine compounds derived from azomethine: Synthesis, characterization and antibacterial evaluation. Latin American Journal of Pharmacy, 37 (3). pp. 540-546. ISSN 0326-2383 http://www.latamjpharm.org/resumenes/37/3/LAJOP_37_3_1_24.pdf |
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Two azomethines, namely 2-methoxy-4-phenyliminomethyl-phenol (1) and 4-[(2,4-dinitro-phenyl)-hydrazonomethyl]-2-methoxy-phenol (2) were prepared between the reaction of vanillin with aniline and 2,4-dinitrophenylhydrazine, respectively. Subsequently, these two azomethines were reacted via direct cyclic addition with maleic anhydride, phthalic anhydride and succinic anhydride, respectively, yielded a series of new 1,3-oxazepines (3-8). All the synthesized compounds were characterized on the basis of FT-IR, NMR, MS and elemental analysis (CHN). Disk diffusion and 96-well plate assay methods were employed for zone of inhibition and minimum inhibitory concentration determination respectively to investigate the antibacterial activities. Our studies showed that compound 5 showed promising antibacterial activities with zone of inhibition 24.7 mm against S. aureus, AI value 77.2 % compare to standard ciprofloxacin and MIC was 31.25 μg/mL. |
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Article |
author |
Mohammed, Issam Ahmed Ahmed, Mahmood Ikram, Rabia Qadir, Muhammad Abdul Hussain, Riaz |
author_facet |
Mohammed, Issam Ahmed Ahmed, Mahmood Ikram, Rabia Qadir, Muhammad Abdul Hussain, Riaz |
author_sort |
Mohammed, Issam Ahmed |
title |
1,3-oxazepine compounds derived from azomethine: Synthesis, characterization and antibacterial evaluation |
title_short |
1,3-oxazepine compounds derived from azomethine: Synthesis, characterization and antibacterial evaluation |
title_full |
1,3-oxazepine compounds derived from azomethine: Synthesis, characterization and antibacterial evaluation |
title_fullStr |
1,3-oxazepine compounds derived from azomethine: Synthesis, characterization and antibacterial evaluation |
title_full_unstemmed |
1,3-oxazepine compounds derived from azomethine: Synthesis, characterization and antibacterial evaluation |
title_sort |
1,3-oxazepine compounds derived from azomethine: synthesis, characterization and antibacterial evaluation |
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Colegio de Farmaceuticos de la Provincia de Buenos Aires |
publishDate |
2018 |
url |
http://eprints.um.edu.my/21247/ http://www.latamjpharm.org/resumenes/37/3/LAJOP_37_3_1_24.pdf |
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1643691509174763520 |
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13.18916 |