Synthesis of triazinoindole bearing sulfonamide derivatives, in vitro α-amylase activity and their molecular docking study

Abstract

• Synthesis of triazinoindole bearing sulfonamide analogues. • In vitro alpha-amylase activity. • Identification of a new class of alpha-amylase activity. • Limited structure activity relationship established. • Molecular docking study. Diabetes mellitus is one of the most chronic metabolic diseases. Since past few years, our research group had synthesized and evaluated libraries of heterocyclic analogues against α -amylase enzyme and found encouraging results. The current study comprises of evaluation of triazinoindole bearing sulfonamide as antidiabetic agents. A library of twenty three analogues ( 1–23 ) were synthesized, characterized through 1 HNMR, 13 C NMR and HREI-MS and evaluated for α -amylase inhibitory potential. Off twenty three, nine analogues 1, 2, 3, 6, 7, 8, 12, 13 and 14 displayed excellent inhibitory potential against α -amylase enzyme with IC 50 values 0.60 ± 0.05, 1.10 ± 0.05, 1.20 ± 0.05, 1.60 ± 0.10, 1.40 ± 0.10, 1.40 ± 0.10, 0.80 ± 0.05, 0.30 ± 0.05 and 1.50 ± 0.10 µ M, respectively. These analogues may potentially serve as lead for the development of new therapeutic representatives. Moreover, in silico docking study were carried out to investigate active binding mode of selected analogues with the target enzyme.