Synthesis, molecular docking and α-glucosidase inhibition of 2-((5, 6-diphenyl-1, 2, 4-triazin-3-yl)thio)-N-arylacetamides. Issue 5 (1st March 2017)

• Record Type: Journal Article
• Authors: Wang, Guangcheng; Li, Xin; Wang, Jing; Xie, Zhenzhen; Li, Luyao; Chen, Ming; Chen, Shan; Peng, Yaping
• Is Part Of: Bioorganic & medicinal chemistry letters. Volume 27:Issue 5(2017)
• Page Start: 1115
• Page End: 1118
• Publication Date: 2017-03-01
• Subjects: 1, 2, 4-Triazine -- α-Glucosidase inhibitor -- Molecular docking; Bioorganic chemistry -- Periodicals; Pharmaceutical chemistry -- Periodicals; 572
• DOI: 10.1016/j.bmcl.2017.01.094
• Languages: English
• ISSNs: 0960-894X

Abstract

Graphical abstract: Highlights: A novel series of 2-((5, 6-diphenyl-1, 2, 4-triazin-3-yl)thio)-N-arylacetamides have been synthesized. All the synthesized compounds shown potent α-glucosidase inhibitory activity. Compound5j was found to be the most active compound. Molecular docking study was carried out to understand the ligand-enzyme interactions. Abstract: A novel series of 2-((5, 6-diphenyl-1, 2, 4-triazin-3-yl)thio)-N-arylacetamides5a –5q have been synthesized and evaluated for their α-glucosidase inhibitory activity. All newly synthesized compounds exhibited potent α-glucosidase inhibitory activity in the range of IC50 = 12.46 ± 0.13–72.68 ± 0.20 μM, when compared to the standard drug acarbose (IC50 = 817.38 ± 6.27 μM). Among the series, compound5j (12.46 ± 0.13 μM) with strong electron-withdrawing nitro group on the arylacetamide moiety was identified as the most potent inhibitor of α-glucosidase. Molecular docking study was carried out to explore the binding interactions of these compounds with α-glucosidase. Our study identifies a novel series of potent α-glucosidase inhibitors for further investigation.