Synthesis and antimicrobial activity of 2-chloro-6-methylquinoline hydrazone derivatives

Purpose : A series of 2-chloro-6-methylquinoline hydrazones (3a-o) were synthesized by the condensation of substituted acyl hydrazines, semicarbazide, thiosemicarbazide, and INH with 2-chloro-3-formyl-6-methylquinoline in absolute alcohol and were tested for antimicrobial activity. Materials and Met...

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Main Authors: Sandhya Bawa, Suresh Kumar, Sushma Drabu, Rajiv Kumar
Format: Article
Language:English
Published: Wolters Kluwer Medknow Publications 2009-01-01
Series:Journal of Pharmacy and Bioallied Sciences
Subjects:
Online Access:http://www.jpbsonline.org/article.asp?issn=0975-7406;year=2009;volume=1;issue=1;spage=27;epage=31;aulast=Bawa
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author Sandhya Bawa
Suresh Kumar
Sushma Drabu
Rajiv Kumar
author_facet Sandhya Bawa
Suresh Kumar
Sushma Drabu
Rajiv Kumar
author_sort Sandhya Bawa
collection DOAJ
description Purpose : A series of 2-chloro-6-methylquinoline hydrazones (3a-o) were synthesized by the condensation of substituted acyl hydrazines, semicarbazide, thiosemicarbazide, and INH with 2-chloro-3-formyl-6-methylquinoline in absolute alcohol and were tested for antimicrobial activity. Materials and Methods : The structures of compounds were established using modern analytical technique FT-IR, 1 H and 13 C-NMR, mass spectral data and elemental analysis. All the compounds were evaluated for their antibacterial activity against Escherichia coli (NCTC 10418), Staphylococcus aureus (NCTC 65710), and Pseudomonas aeruginosa (NCTC 10662). The compounds were also tested for antifungal activity aganist Aspergillus niger (MTCC 281), Aspergillus flavus (MTCC 277), Monascus purpureus (MTCC 369) and Penicillium citrinum (NCIM 768) by the cup-plate method. Results : It was observed that maximum antibacterial activity was shown by compounds having the 4-fluoro, 4-chloro, 4-nitro, and 2, 4-dicloro group in the benzoyl ring. Compounds were weakly active against fungal strains. Conclusion : Quinolinyl hydrazone of INH 3o was found to be most active toward the bacterial strains compared to their corresponding benzoyl derivatives.
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spelling doaj.art-e9349f792aaa47a59ff1c55b38acc1c82022-12-22T03:54:56ZengWolters Kluwer Medknow PublicationsJournal of Pharmacy and Bioallied Sciences0975-74060976-48792009-01-0111273110.4103/0975-7406.62683Synthesis and antimicrobial activity of 2-chloro-6-methylquinoline hydrazone derivativesSandhya BawaSuresh KumarSushma DrabuRajiv KumarPurpose : A series of 2-chloro-6-methylquinoline hydrazones (3a-o) were synthesized by the condensation of substituted acyl hydrazines, semicarbazide, thiosemicarbazide, and INH with 2-chloro-3-formyl-6-methylquinoline in absolute alcohol and were tested for antimicrobial activity. Materials and Methods : The structures of compounds were established using modern analytical technique FT-IR, 1 H and 13 C-NMR, mass spectral data and elemental analysis. All the compounds were evaluated for their antibacterial activity against Escherichia coli (NCTC 10418), Staphylococcus aureus (NCTC 65710), and Pseudomonas aeruginosa (NCTC 10662). The compounds were also tested for antifungal activity aganist Aspergillus niger (MTCC 281), Aspergillus flavus (MTCC 277), Monascus purpureus (MTCC 369) and Penicillium citrinum (NCIM 768) by the cup-plate method. Results : It was observed that maximum antibacterial activity was shown by compounds having the 4-fluoro, 4-chloro, 4-nitro, and 2, 4-dicloro group in the benzoyl ring. Compounds were weakly active against fungal strains. Conclusion : Quinolinyl hydrazone of INH 3o was found to be most active toward the bacterial strains compared to their corresponding benzoyl derivatives.http://www.jpbsonline.org/article.asp?issn=0975-7406;year=2009;volume=1;issue=1;spage=27;epage=31;aulast=BawaAntibacterialantifungal activity2-chloro-3-formyl-6-methylquinolinehydrazones
spellingShingle Sandhya Bawa
Suresh Kumar
Sushma Drabu
Rajiv Kumar
Synthesis and antimicrobial activity of 2-chloro-6-methylquinoline hydrazone derivatives
Journal of Pharmacy and Bioallied Sciences
Antibacterial
antifungal activity
2-chloro-3-formyl-6-methylquinoline
hydrazones
title Synthesis and antimicrobial activity of 2-chloro-6-methylquinoline hydrazone derivatives
title_full Synthesis and antimicrobial activity of 2-chloro-6-methylquinoline hydrazone derivatives
title_fullStr Synthesis and antimicrobial activity of 2-chloro-6-methylquinoline hydrazone derivatives
title_full_unstemmed Synthesis and antimicrobial activity of 2-chloro-6-methylquinoline hydrazone derivatives
title_short Synthesis and antimicrobial activity of 2-chloro-6-methylquinoline hydrazone derivatives
title_sort synthesis and antimicrobial activity of 2 chloro 6 methylquinoline hydrazone derivatives
topic Antibacterial
antifungal activity
2-chloro-3-formyl-6-methylquinoline
hydrazones
url http://www.jpbsonline.org/article.asp?issn=0975-7406;year=2009;volume=1;issue=1;spage=27;epage=31;aulast=Bawa
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AT sureshkumar synthesisandantimicrobialactivityof2chloro6methylquinolinehydrazonederivatives
AT sushmadrabu synthesisandantimicrobialactivityof2chloro6methylquinolinehydrazonederivatives
AT rajivkumar synthesisandantimicrobialactivityof2chloro6methylquinolinehydrazonederivatives