Synthesis and antimicrobial evaluation of new thiazolyl-1,2,3-triazolyl-alcohol derivatives

摘要

A new series of 1-(4-methyl-2-aryl-1,3-thiazol-5-yl)-2-(4-aryl-1,2,3-triazol-1-yl)ethanol (6a-t) have been synthesized by a click reaction of 2-azido-1-(4-methyl-2-phenylthiazol-5-yl)ethanone (3a-e) with substituted ethynylbenzene (4a-c) followed by reduction with sodiumboro hydride. The newly synthesized 1-(4-methyl-2-aryl-1,3-thiazol-5-yl)-2-(4-aryl-1,2,3-triazol-1-yl)ethanol derivatives were screened for in vitro antibacterial activityagainst a Gram negative strains, Escherichia coli (National Collection of Industrial Microorganisms, NCIM 2574), a Gram positive strain Staphylococcus albus (NCIM 2178) and in vitro antifungal activity against Candida albicans (NCIM 3100), Aspergillus niger (American Type Culture Collection, ATCC 504), Rhodotorula glutinis (NCIM 3168), and Penicillium chrysogenum (NCIM 737). Eight thiazolyl-1,2,3-triazolyl-alcohol derivatives 6a, 6i, 6j, 6k, 6m, 6n, 6o, and 6p, reported promissing antifungal activity against A. niger with minimum inhibitory concentration (MIC) 31.25-62.5 mu g/mL. Compounds 6d, 6m, and 6p showed good antibacterial activity against S. albus. It was revealed that, 4-chlorophenyl and 4-fluorophenyl group at position-2 of thiazole ring reported good activity against A. niger. The substantial antimicrobial activity of 1-(4-methyl-2-aryl-1,3-thiazol-5-yl)-2-(4-aryl-1,2,3-triazol-1-yl)ethanol derivatives suggested that, these compounds could assist in the development of lead compounds as a treatment against microbial infection.