Effects of hydroxylation at C3 ' on the B ring and diglycosylation at C3 on the C ring on flavonols inhibition of alpha-glucosidase activity
文献类型： 外文期刊
作者： Qin, Yajuan 1 ; Chen, Xiaoai 1 ; Xu, Fei 1 ; Gu, Chunhe 1 ; Zhu, Kexue 1 ; Zhang, Yanjun 1 ; Wu, Gang 1 ; Wang, Ping 2 ; Tan, Lehe 1 ;
作者机构： 1.Chinese Acad Trop Agr Sci, Spice & Beverage Res Inst, Wanning 571533, Hainan, Peoples R China
2.Northeast Forestry Univ, Sch Forest, Haerbin 150040, Heilongjiang, Peoples R China
3.Natl Ctr Important Trop Crops Engn & Technol Res, Hainan 571533, Peoples R China
4.Key Lab Proc Suitabil & Qual Control Special Trop, Wanning 571533, Hainan, Peoples R China
5.Chinese Acad Trop Agr Sci, Spice & Beverage Res Inst, CATAS, Wanning 571533, Hainan, Peoples R China
关键词： Flavonols; ?-Glucosidase; Structure-activity relationship; Inhibition mechanisms; Multispectral study; Molecular docking
期刊名称：FOOD CHEMISTRY （ 影响因子：8.8； 五年影响因子：8.6 ）
ISSN： 0308-8146
年卷期： 2023 年 406 卷
页码：
收录情况： SCI
摘要： The structure-activity relationship and inhibitory mechanism of flavonols on alpha-glucosidase were studied by inhibition kinetics, multispectral study, and molecular docking. The flavonols of rutin, quercetin and kaempferol effectively inhibit the activity of alpha-glucosidase, among which quercetin and rutin showed the strongest and weakest inhibitory abilities, respectively. The inhibitory ability of flavonols was enhanced by hydroxylation at C3 ' of B ring, while it was weakened by diglycosylation at C3 of C ring. Remarkably, the quenching affinity and inhibitory ability of flavonols were inconsistent, which was different from the conclusions reported by some previous studies. This may be ascribed to the hydroxyl groups of C3 ' of B ring and C3 of C ring. Furthermore, three flavonols were spontaneously bound to alpha-glucosidase through hydrophobic interactions and hydrogen bonding, which caused the structure and hydrophobic microenvironment of alpha-glucosidase to change, resulting in significant inhibition of alpha-glucosidase by flavonols.
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