Isatin based Schiff bases as inhibitors of α-glucosidase: Synthesis, characterization, in vitro evaluation and molecular docking studies

Isatin base Schiff bases (1-20) were synthesized, characterized by H-1 NMR and EI/MS and evaluated for alpha-glucosidase inhibitory potential. Out of these twenty (20) compounds only six analogs showed potent alpha-glucosidase inhibitory potential with IC50 value ranging in between 2.2 +/- 0.25 and 83.5 +/- 1.0 mu M when compared with the standard acarbose (IC50 = 840 +/- 1.73 mu M). Among the series compound 2 having IC50 value (18.3 +/- 0.56 mu M), 9 (83.5 +/- 1.0 mu M), 11 (3.3 +/- 0.25 mu M), 12 (2.2 +/- 0.25 mu M), 14 (11.8 +/- 0.15 mu M), and 20 (3.0 +/- 0.15 mu M) showed excellent inhibitory potential many fold better than the standard acarbose. The binding interactions of these active analogs were confirmed through molecular docking. (C) 2015 Elsevier Inc. All rights reserved.