DESIGN AND SYNTHESIS OF BENZODIAZEPINES BEARING BENZIMIDAZOLE/BENZOTHIAZOLE AND INDOLE MOIETIES AS A POTENT ANTIMICROBIAL AND ANTIOXIDANT AGENTS

Basavaraj Shivabasappa Naraboli; Biradar Js

doi:10.22159/ajpcr.2018.v11i1.21947

Basavaraj Shivabasappa Naraboli Department of Postgraduate Studies and Research in Chemistry, Gulbarga University, Kalaburagi, Karnataka, India.
Biradar Js Department of Postgraduate Studies and Research in Chemistry, Gulbarga University, Kalaburagi, Karnataka, India.

DOI https://doi.org/10.22159/ajpcr.2018.v11i1.21947

Abstract

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Â Objective: The present work deals with the synthesis and characterization of biologically active new indole derivatives, namely, 2-((1H-benzo[d] imidazol-2-yl) thio)-N-(4-(4-(1H-indol-3-yl)-8-methyl-1H-benzo[b][1,4]diazepin-2-yl) phenyl) acetamide 3a-d, N-(4-(4-(1H-indol-3-yl)-8-methyl- 1H-benzo[b][1,4]diazepin-2-yl) phenyl)-2-((5-methoxy-1H-benzo[d]imidazol-2-yl) thio) acetamide 4a-d and N-(4-(4-(1H-indol-3-yl)-8-methyl-1H-benzo[b][1,4]diazepin-2-yl) phenyl)-2-(benzo[d]thiazol-2-ylthio) acetamide 5a-d.

Methods: All these newly synthesized compounds were screened for their in vitro antimicrobial activity by an agar plate diffusion method, antioxidant activities such as 1,1-diphenyl-2-picrylhydrazyl (DPPH), radical scavenging activity (RSA), ferric ions (Fe3+) reducing antioxidant power (FRAP), and ferrous (Fe2+) metal ion chelating activity.

Result: The structures of all the newly synthesized compounds were characterized by their infrared,1H nuclear magnetic resonance, mass spectral studies, and elemental analysis. Compounds 7a and 7b exhibited good RSA at a concentration 100 Î¼g/ml, compounds 6d, 7a-d and 8a-c displayed good FRAP at a concentration 100 Î¼g/ml, compounds 7b-d and 8b-d showed good Fe2+ ion metal chelating activity. Compounds 6b, 6d, 7a-d, and 8a-d exhibited good activity against all the screened bacteria and fungi.

Conclusion: Some of the compounds have shown potent antimicrobial activity against all the screened bacteria and fungi, and some have exhibited very good antioxidant activity.

Keywords: Benzodiazepine, Indole, Benzimidazole/Benzothiazole, Antimicrobial, Antioxidant.

Author Biographies

Basavaraj Shivabasappa Naraboli, Department of Postgraduate Studies and Research in Chemistry, Gulbarga University, Kalaburagi, Karnataka, India.

Professor

Department of chemistry

Gulbarga University, Gulbarga.

Biradar Js, Department of Postgraduate Studies and Research in Chemistry, Gulbarga University, Kalaburagi, Karnataka, India.

Reseaech Scholar

Department of chemistry

Gulbarga University, Gulbarga.

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