2. Academic Validation
  3. 2β-Acetoxyferruginol derivatives as α-glucosidase inhibitors: Synthesis and biological evaluation

2β-Acetoxyferruginol derivatives as α-glucosidase inhibitors: Synthesis and biological evaluation

  • Bioorg Chem. 2024 Nov:152:107770. doi: 10.1016/j.bioorg.2024.107770.
Yujia Zhou 1,  Hengtong Qu 1,  Xia Qiao 1,  Shao-Hua Wang 2
Affiliations

Affiliations

  • 1 School of Pharmacy & State Key Laboratory of Applied Organic Chemistry & Collaborative Innovation Center for Northwestern Chinese Medicine, Lanzhou University, Lanzhou 730000, China.
  • 2 School of Pharmacy & State Key Laboratory of Applied Organic Chemistry & Collaborative Innovation Center for Northwestern Chinese Medicine, Lanzhou University, Lanzhou 730000, China. Electronic address: wangshh@lzu.edu.cn.
PMID: 39222555 DOI: 10.1016/j.bioorg.2024.107770
Abstract

To find potential α-glucosidase inhibitors, a series of 2β-acetoxyferuginol derivatives containing cinnamic acid (WXC-1 ∼ 25) were synthesized and investigated their biological activity. All derivatives (WXC-1 ∼ 25) displayed better inhibitory activity (IC50 values: 7.56 ± 1.35 ∼ 25.63 ± 1.72 μM) compared to acarbose (IC50 vaule: 564.28 ± 48.68 μM). In particularly, WXC-25 with 4-hydroxycinnamic acid section showed the best inhibitory activity (IC50 vaule: 2.02 ± 0.14 μM), ∼75-fold stronger than acarbose. Kinetics results suggested WXC-25 being one reversible non-competition inhibitors. Fluorescence quenching results indicated that WXC-25 quenched the fluorescence of α-glucosidase in a static manner. 3D fluorescence spectra results indicated that WXC-25 treatment could cause the conformation changes of α-glucosidase. Moreover, molecular docking simulated the detailed interaction of WXC25 with α-glucosidase.

Keywords

2β-Acetoxyferuginol; Cinnamic acid; Inhibitor; α-Glucosidase.

Figures
Products
  • Cat. No.
    Product Name
    Description
    Target
    Research Area
  • HY-168058
    α-glucosidase Inhibitor