Synthesis and Biological Evaluation of Some Novel Triazole Derivatives

A series of eighteen novel 2-[(4-amino-5pyridin-3-yl-4H-1,2,4-triazol-3-yl)thio]-N-(substituted phenyl) propanamides 3(a-i) and 2-[(4-amino-5-phenyl-4H-1,2,4-triazol-3-yl) thio]-N-(substituted phenyl) propanamides 5(a-i) were synthesized by reacting 4-amino-5-pyridin-3-yl-4H-1,2,4-triazole-3-thiol (2) and 4-amino-5-phenyl-4H1,2,4-triazole-3-thiol (4) with the respective 2-chloro-N-(substituted phenyl) propanamides 1(a-i) in acetonitrile and triethylamine. The formation of the compounds was established considering the output obtained from spectral analysis. All the synthesized compounds were evaluated for their antimicrobial activities as well as antioxidant property. Most of the compounds have shown comparable antifungal activity against Candida spp with respect to the standard antifungal agent fluconazole, whereas almost all the compounds were found to be weakly active against pathogenic bacteria taken for the study. In addition to its prominent antifungal potency, most of the compounds exhibited significant free radical scavenging activity as well. Docking studies with chimeric enzyme of Candida P450DM modeled from the structure of Mycobacterium P450DM (PDB entry code 1EA1) was also performed for the highest active compound 3c in order to investigate the binding pattern of the same.