Frontiers in Chemistry (Jun 2022)

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

  • Chun-Mei Hu,
  • Yong-Xin Luo,
  • Wen-Jing Wang,
  • Jian-Ping Li,
  • Meng-Yue Li,
  • Yu-Fei Zhang,
  • Di Xiao,
  • Li Lu,
  • Zhuang Xiong,
  • Na Feng,
  • Chen Li

DOI
https://doi.org/10.3389/fchem.2022.926543
Journal volume & issue
Vol. 10

Abstract

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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 (IC50: 24.09 ± 2.36 to 125.26 ± 1.18 μM) presented better α-glucosidase inhibitory activity than the parent compounds 3-acetylcoumarin (IC50: 1.5 × 105 μM) and the positive control acarbose (IC50: 259.90 ± 1.06 μM). Among them, compound 3t displayed the highest α-glucosidase inhibitory activity (IC50: 24.09 ± 2.36 μM), which was approximately 10 times stronger than that of acarbose. The kinetic assay of 3t (KI = 18.82 μM, KIS = 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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