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Synthesis of 4-Alkylaminoimidazo[1,2-A]Pyridines Linked to Carbamate Moiety As Potent Α-Glucosidase Inhibitors Publisher Pubmed



Saeedi M1, 2 ; Raeisinafchi M3 ; Sobhani S3 ; Mirfazli SS4 ; Zardkanlou M5 ; Mojtabavi S5 ; Faramarzi MA5 ; Akbarzadeh T2, 3
Authors

Source: Molecular Diversity Published:2021


Abstract

Abstract: In this work, various imidazo[1,2-a]pyridines linked to carbamate moiety were designed, synthesized, and evaluated for their α-glucosidase inhibitory activity. Among synthesized compounds, 4-(3-(tert-Butylamino)imidazo[1,2-a]pyridin-2-yl)phenyl p-tolylcarbamate (6d) was the most potent compound (IC50 = 75.6 µM) compared with acarbose as the reference drug (IC50 = 750.0 µM). Kinetic study of compound 6d indicated a competitive inhibition. Also, the molecular docking study suggested desired interactions with the active site residues. In particular, hydrogen bonds and electrostatic interactions constructed by compound 6d afforded well-oriented conformation in the 3A4A active site. Graphic abstract: [Figure not available: see fulltext.]. © 2020, Springer Nature Switzerland AG.
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