Synthesis of alpha amylase inhibitors based on privileged indole scaffold

Twenty five derivatives of indole carbohydrazide (1-25) had been synthesized. These compounds were characterized using H-1 NMR and EI-MS, and further evaluated for their a-amylase inhibitory potential. The analogs (1-25) showed varying degree of alpha-amylase inhibitory potential. ranging between 9.28 and 599.0 mu M when compared with standard acarbose having IC50 value 8.78 +/- 0.16 mu M. Six analogs, 25 (IC50 = 9.28 +/- 0.153 mu M), 22 (IC50 = 9.79 +/- 0.43 mu M), 4 (IC50 = 11.08 +/- 0.357 mu M), 1 (IC50 = 12.65 +/- 0.169 mu M), 8 (IC50 = 21.37 +/- 0.07 mu M) and 14 (IC50 = 43.21 +/- 0.14 mu M) showed potent alpha-amylase inhibition as compared to the standard acarbose (IC50 = 8.78 +/- 0.16 mu M). All other analogs displayed good to moderate inhibitory potential. Structure-activity relationship was established through the interaction of the active compounds with enzyme active site with the help of docking studies. (C) 2017 Elsevier Inc. All rights reserved.