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Synthesis of some 1,2,5-trisubstituted benzimidazole analogs as possible anthelmintic and antimicrobial agents
Abstract
A novel series of 1,2,5-trisubstituted benzimidazole derivatives was synthesized by coupling 2-mercapto-5-methoxybenzimidazol-1-acetic acid with several amino acid methyl ester hydrochlorides/dipeptides/tripeptides using dicyclohexylcarbodiimide (DCC) as the coupling agent and triethylamine (TEA) as the base. All newly synthesized compounds were characterized by spectral as well as elemental analysis and evaluated for their biological potential. Compounds 5, 8 and 12 were found to exhibit potent anthelmintic activity against M. konkanensis, P. corethruses and Eudrilus sp. in comparison to standard drug - mebendazole. Moreover, compounds 7, 9 and 13 possessed potent antifungal activity against C. albicans and compounds 4 and 10 displayed good activity against pathogenic bacteria P. aeruginosa. Gram negative bacteria were found to be more sensitive in comparison to gram positive bacteria towards the newly synthesized benzimidazolopeptide analogs.
Keywords: Benzimidazolopeptides, Amino acids, Coupling, Pharmacological activities, Dermatophytes
International Journal of Biological and Chemical Sciences Vol. 2 (1) 2008 pp. 1-13
