Synthesis and antidiabetic evaluation of benzimidazole‐tethered 1,2,3‐triazoles

Abstract

Abstract Some novel benzimidazole‐tethered 1,2,3‐triazole derivatives ( 4a–r ) were synthesized by a click reaction between 2‐substituted 1‐(prop‐2‐yn‐1‐yl)‐1 H ‐benzo[ d ]imidazole and in situ azide. The structures of the synthesized compounds were confirmed by spectroscopic studies (one‐ and two‐dimensional nuclear magnetic resonance, Fourier transform infrared, and high‐resolution mass spectra). The synthesized compounds were evaluated for their antidiabetic activity. Compounds 4a – r exhibited a good‐to‐moderate α‐amylase and α‐glucosidase inhibitory activity, with IC 50 values ranging from 0.0410 to 0.0916 µmol/ml and 0.0146 to 0.0732 µmol/ml, respectively. Compounds 4e , 4g , and 4n were found to be most active. Furthermore, the binding conformation of the most active compounds was ascertained by docking studies.