Design, synthesis, and evaluation of the antimycobacterial activity of 3-mercapto-1,2,4-triazole--pyrrole hybrids

Authors: GHEORGHE ROMAN, ANDRA-CRISTINA BOSTANARU, VALENTIN NASTASA, MIHAI MARES

Abstract: A series of 3-mercapto-1,2,4-triazole--pyrrole hybrids was designed as antimycobacterial agents by employing 5-(4-(1$H$-pyrrol-1-yl)phenyl)-4$H$-1,2,4-triazole-3-thiol as the scaffold onto which several types of moieties were introduced in the triazole ring at N-4 and N-2 and as substituents of the mercapto function. The aforementioned moieties are an allyl or a phenyl moiety at N-4; an aminomethyl group at N-2; or methyl, substituted benzyl, ethoxycarbonylmethyl, or substituted phenacyl at sulfur. Investigation of the compounds in the resulting library as growth inhibitors of Mycobacterium smegmatis showed that their minimum inhibitory concentration was higher than 64 mg/L.

Keywords: 1,2,4-Triazole, pyrrole, S-alkylation, aminomethylation, antimycobacterial

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