Design, synthesis, in vitro alpha-glucosidase inhibitory, antioxidant activity and molecular docking studies of novel pyridine linked imidazo[1,2-a]pyridine derivatives

A novel series of 2-(pyridin-2-yl)H-imidazo[1,2-a]pyridine derivatives were designed and synthesised in two steps via Suzuki coupling and condensation reactions with a wide substrate scope in good yields. The structures of the synthesized compounds were characterized using different spectroscopic tech-niques. Further, their inhibitory activity against alpha-glucosidase enzyme was investigated. Among various synthesized 2-(pyridin-2-yl)H-imidazo[1,2-a]pyridines, compound 5 g exhibited the best inhibitory po-tency having IC50 value of 3.7 mu M which was 18 times more potent than acarbose as standard inhibitor (IC50 = 67.4 mu M). The antioxidant activity of these compounds was evaluated by using in vitro 2-azinobis- 3-ethylbenzothiazoline-6-sulfonic acid (ABTS) and 2,2-diphenyl-1-picrylhydrazyl (DPPH) radical bioas-says. Molecular docking was performed to establish the interaction with the target enzyme which also corroborated with the in vitro results. An in silico analysis was performed to set physicochemical param-eters and prediction of pharmacokinetic profiles. (c) 2022 Elsevier B.V. All rights reserved.