Synthesis and anthelmintic potential of a novel series of 2-mercaptobenzimidazolopeptides

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A novel series of 1,2-disubstituted benzimidazole derivatives was synthesized by coupling 2-mercaptobenzimidazol-1-acetic acid with various amino acid methyl ester hydrochlorides/dipeptides/tripeptides using dicyclohexylcarbodiimide as the coupling agent and triethylamine as the base. All newly synthesized compounds were characterized by spectral as well as elemental analysis and evaluated for their anthelmintic potential. Compounds 6, 7 and 10 were found to exhibit potent activity against three earthworm species M. konkanensis, P. corethruses and Eudrilus sp. in comparison to mebendazole at 2 mg/ml dose level. Hydrolyzed benzimidazolopeptide analogs were found to be more potent than corresponding ester derivatives.

Benzimidazoles; peptides; amino acids; coupling; anthelmintic activity