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Synthesis and Α-Glucosidase Inhibitory Activity of Ethyl 3-Coumarincarboxylate-1,2,3-Triazole-N-Phenylacetamide Derivatives Publisher



Alnofli H K D ; Khalil Moghaddam S ; Iraji A ; Jafary H ; Mohammadi Khanaposhtani M ; Eftekharian F ; Mojtabavi S ; Mahdavi M
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Source: ChemistrySelect Published:2026


Abstract

This study employs a molecular hybridization strategy to design a novel series of α-glucosidase inhibitors with ethyl 3-coumarincarboxylate-1,2,3-triazole-N-phenylacetamide scaffold. For this purpose, 14 derivatives (compounds 8a-n) with various substituents in the N-phenylacetamide moiety were synthesized. According to the in vitro α-glucosidase inhibitory assay, all the synthesized compounds, except compounds 8g (3-chloro derivative) and 8l (3-nitro derivative), were more potent than acarbose as a standard inhibitor. The IC50 values for the potent compounds ranged from 30.8 to 393.1 µM, whereas the IC50 value of acarbose was 750.0 µM. The most potent compound was ethyl 2-oxo-7-((1-(2-oxo-2-(phenylamino)ethyl)-1H-1,2,3-triazol-4-yl)methoxy)-2H-chromene-3-carboxylate (8a), which is a competitive α-glucosidase inhibitor. Furthermore, in silico enzyme–ligand interaction assays demonstrated that compound 8a interacted with key residues in the active site of α-glucosidase, forming a stable complex with the enzyme. © 2026 Wiley-VCH GmbH.
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