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In the process of a search for new compounds to reduce hyperglycemia by α-amylase and α-glucosidase enzyme inhibition, a series of imidazole appended phenoxyquinoline derivatives were synthesized. Initially, 2-cholo-3-formyl quinoline  3  was treated with various substituted phenol in the presence of K 2 CO 3  in DMF to get 2-phenoxyquinoline-3-carbaldehyde which in turn was treated with  o -phenylenediamine to afford the corresponding 3-(1 H -benzo[ d ]imidazol-2-yl)-2-phenoxyquinolines ( 7a–j ). All the synthesized compounds were evaluated for their  in vitro  and  in silico  α-amylase and α-glucosidase inhibitory activity using acarbose as a standard. Among the tested compounds, compound  7a  was found to exhibit a potent binding affinity; and inhibitory activity (80.90% and 76.26%) with corresponding IC 50  values of 104.30 ± 3.31 μmol/mL and 135.67 ± 2.80 μmol/mL toward α-amylase and α-glucosidase, respectively.

Imidazole Appended Novel Phenoxyquinolines as New Inhibitors of α-Amylase and α-Glucosidase Evidenced with Molecular Docking Studies