Synthesis and Evaluation of Coumarin-Chalcone Derivatives as α-Glucosidase Inhibitors

Coumarin and chalcone, two important kinds of natural product skeletons, both exhibit α-glucosidase inhibitory activity. In this work, coumarin-chalcone derivatives 3 ( a∼v ) were synthesized, and their α-glucosidase inhibitory activity was screened. The results showed that all synthetic derivatives...

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Published inFrontiers in chemistry Vol. 10; p. 926543
Main Authors Hu, Chun-Mei, Luo, Yong-Xin, Wang, Wen-Jing, Li, Jian-Ping, Li, Meng-Yue, Zhang, Yu-Fei, Xiao, Di, Lu, Li, Xiong, Zhuang, Feng, Na, Li, Chen
Format Journal Article
LanguageEnglish
Published Frontiers Media S.A 27.06.2022
Subjects
chalcone
Chemistry
coumarin
docking
enzyme inhibitor
α-glucosidase
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Summary:Coumarin and chalcone, two important kinds of natural product skeletons, both exhibit α-glucosidase inhibitory activity. In this work, coumarin-chalcone derivatives 3 ( a∼v ) were synthesized, and their α-glucosidase inhibitory activity was screened. The results showed that all synthetic derivatives (IC 50 : 24.09 ± 2.36 to 125.26 ± 1.18 μM) presented better α -glucosidase inhibitory activity than the parent compounds 3-acetylcoumarin (IC 50 : 1.5 × 10 5  μM) and the positive control acarbose (IC 50 : 259.90 ± 1.06 μM). Among them, compound 3t displayed the highest α -glucosidase inhibitory activity (IC 50 : 24.09 ± 2.36 μM), which was approximately 10 times stronger than that of acarbose. The kinetic assay of 3t ( K I = 18.82 μM, K IS = 59.99 μM) revealed that these compounds inhibited α-glucosidase in a mixed-type manner. Molecular docking was used to simulate the interaction between α-glucosidase and compound 3t .
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Edited by: Xi Zheng, Rutgers, The State University of New Jersey, United States
Ren Qinggang, Guangdong University of Petrochemical Technology, China
Yushui Bi, Shandong First Medical University, China
These authors have contributed equally to this work
This article was submitted to Organic Chemistry, a section of the journal Frontiers in Chemistry
Reviewed by: Chaoqun Li, Shaanxi Normal University, China
ISSN:2296-2646
2296-2646
DOI:10.3389/fchem.2022.926543