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Synthesis and Antimicrobial Screening of Some Novel Cinnoline Derivatives


Affiliations
1 Mother Theresa Post Graduate and Research Institute of Health Sciences, Puducherry-605006, India
2 Department of Chemistry, KMCH College of Pharmacy, Coimbatore-641035, Tamilnadu, India
3 Department of Biotechnology, HITS College of Pharmacy, Hyderabad, India
4 KMCH College of Pharmacy, Coimbatore-641035, Tamilnadu, India
     

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Cinnoline is a nitrogenous organic base obtained from certain complex diazo compounds. It is an isosteric, relative to either quinoline or iso quinoline. Cinnoline itself is toxic and shows antibacterial activity against Escherichia coli. None of its derivatives have been found in nature. Its condensed bicyclic aromatic heterocycle contains two nitrogen atoms. Sulphamido group is introduced into cinnoline nucleus to get compounds with enhanced potency. Pyrazolocinnolines are obtained by diazotization of sulphanilamide followed by coupling to form corresponding hydrazones which, on intramolecular cyclisation forms 3-acetyl-6-sulphamido-cinnolin-4-ones [CN-I]. Further, treatment with hydrazine hydrate yields the expected 3'-methyl-6-sulphamido-1'substituted-pyrazolo [4, 3-C] cinnoline derivatives. The compounds were characterized by analytical techniques like TLC, UV, IR, NMR Spectral studies. Screening for antimicrobial activity against bacterial organisms like Escherichia coli, Klebsiella aurogeniosea, Micrococcus luteus, Bacillus cereus and fungal organism like Candida albicans using Disc Diffusion Method were performed.

Keywords

Cinnolines, Sulphonamide, Isoniazid, UV, IR, NMR Spectroscopy and Antimicrobial Screening.
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  • Synthesis and Antimicrobial Screening of Some Novel Cinnoline Derivatives

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Authors

T. V. Yuvaraj
Mother Theresa Post Graduate and Research Institute of Health Sciences, Puducherry-605006, India
S. Hurmath Unnissa
Department of Chemistry, KMCH College of Pharmacy, Coimbatore-641035, Tamilnadu, India
N. S. Surendiran
Department of Biotechnology, HITS College of Pharmacy, Hyderabad, India
M. Azeez Ur Rahman
KMCH College of Pharmacy, Coimbatore-641035, Tamilnadu, India
V. Binumon
KMCH College of Pharmacy, Coimbatore-641035, Tamilnadu, India

Abstract


Cinnoline is a nitrogenous organic base obtained from certain complex diazo compounds. It is an isosteric, relative to either quinoline or iso quinoline. Cinnoline itself is toxic and shows antibacterial activity against Escherichia coli. None of its derivatives have been found in nature. Its condensed bicyclic aromatic heterocycle contains two nitrogen atoms. Sulphamido group is introduced into cinnoline nucleus to get compounds with enhanced potency. Pyrazolocinnolines are obtained by diazotization of sulphanilamide followed by coupling to form corresponding hydrazones which, on intramolecular cyclisation forms 3-acetyl-6-sulphamido-cinnolin-4-ones [CN-I]. Further, treatment with hydrazine hydrate yields the expected 3'-methyl-6-sulphamido-1'substituted-pyrazolo [4, 3-C] cinnoline derivatives. The compounds were characterized by analytical techniques like TLC, UV, IR, NMR Spectral studies. Screening for antimicrobial activity against bacterial organisms like Escherichia coli, Klebsiella aurogeniosea, Micrococcus luteus, Bacillus cereus and fungal organism like Candida albicans using Disc Diffusion Method were performed.

Keywords


Cinnolines, Sulphonamide, Isoniazid, UV, IR, NMR Spectroscopy and Antimicrobial Screening.