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

被引:11
|
作者
Padmaja, Pannala [1 ]
Reddy, Pedavenkatagari Narayana [2 ]
Reddy, B. V. Subba [1 ]
Tiwari, Ashok Kumar [3 ]
Ugale, Vinod G. [4 ]
Komati, Anusha [3 ]
Sridhar, B. [5 ]
机构
[1] CSIR Indian Inst Chem Technol, Ctr Semio Chem, Hyderabad 500007, India
[2] Gitam Univ, Sch Sci, Dept Chem, Hyderabad, India
[3] CSIR Indian Inst Chem Technol, Ctr Nat Prod & Tradit Knowledge, Hyderabad 500007, India
[4] RC Patel Inst Pharmaceut Educ & Res, Dept Pharmaceut Chem, Shirpur 425405, Maharashtra, India
[5] CSIR Indian Inst Chem Technol, Ctr Xray Crystallog, Hyderabad 500007, India
关键词
Type 2 diabetes Imidazo[1; 2-a]pyridine; -glucosidase; Antioxidant activity; Molecular docking; Virtual screening; DIABETES-MELLITUS; IN-VITRO; IMIDAZOPYRIDINES; 2-AMINOPYRIDINES; THIAZOLES; ACCESS;
D O I
10.1016/j.molstruc.2022.134238
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
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.
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页数:9
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