Click Chemistry Approach for Bis-Chromenyl Triazole Hybrids and Their Antitubercular Activity

Pai, Sreedhara Ranganath K and Nayak, Pawan G (2012) Click Chemistry Approach for Bis-Chromenyl Triazole Hybrids and Their Antitubercular Activity. Chemical Biology & Drug Design , 80. pp. 516-523.

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Abstract

1,4-Disubstituted bis-chromenyl triazole hybrids 5a–m have been synthesized in a three-step reaction sequence from 4-(bromomethyl)-2H-chromen- 2-ones 3a–m. The intermediate azides 4a–m underwent a regioselective 1,3-dipolar cycloaddition with a 2H-chromen-2-one linked acetylenic dipolarophile in the presence of Cu (II)/ascorbate/ water/n-butanol reaction medium. Three compounds 5h–j exhibited 6.25 lg/mL MIC against M. tuberculosis. Among the compounds screened for antifungal activity, lowest MIC of 6.25 lg/mL was observed for 5c against A. niger that also exhibited DNA cleavage observed by agarose gel electrophoresis. All the compounds were moderately active against both Gram-positive and Gramnegative bacterial strains. The cytotoxic effect of potent compounds on normal cells (V79 and HBL100) was assessed by MTT assay.

Item Type: Article
Uncontrolled Keywords: 1,2,3-triazole; 2H-chromen-2-one; antibacterial; antifungal; antitubercular; click reaction; cytotoxic.
Subjects: Pharmacy > MCOPS Manipal > Pharmacology
Depositing User: KMC Manipal
Date Deposited: 11 Oct 2012 09:24
Last Modified: 11 Oct 2012 09:24
URI: http://eprints.manipal.edu/id/eprint/77416

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