Synthesis and antibacterial activity of 2,2'-dithiobis(benzamide) derivatives against Mycobacterium species

Abstract
A series of compounds, which are analogues of 2,2''-dithiobis(benzamide), were synthesized and tested for in vitro antibacterial activity against M. tuberculosis H37Rv including resistant strains against streptomycin, kanamycin, or isonicotinic acid hydrazide. MICs of these compounds against atypical mycobacteria, M. kansasii and M. intracellulare were also examined. Structure-activity relationships were found in a series of (acyloxy)alkyl ester derivatives depending upon the length of alkyl carbon chain. The MIC of the most potent compound, 2,2''-dithiobis[N-[3-decanoyloxy)propyl]benzamide] [56] was superior or at least equivalent to streptomycin, kanamycin, and ethanbutol. All the compounds showed on cross-resistance between the current antitubercular agents.

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