Screening and Structural Characterization of α-Glucosidase Inhibitors from Hawthorn Leaf Flavonoids Extract by Ultrafiltration LC-DAD-MSn and SORI-CID FTICR MS

被引：289

作者：

Li, Huilin ^{[1
,3
]}

Song, Fengrui ^{[1
]}

Xing, Junpeng ^{[1
]}

Tsao, Rong ^{[2
]}

Liu, Zhiqiang ^{[1
]}

Liu, Shuying ^{[1
]}

机构：

[1] Chinese Acad Sci, Changchun Inst Appl Chem, Changchun Ctr Mass Spectrometry, Changchun 130022, Peoples R China

[2] Agr & Agri Food Canada, Food Res Ctr, Guelph, ON, Canada

[3] Chinese Acad Sci, Grad Sch, Beijing, Peoples R China

来源：

JOURNAL OF THE AMERICAN SOCIETY FOR MASS SPECTROMETRY | 2009年 / 20卷 / 08期

基金：

中国国家自然科学基金;

关键词：

TANDEM MASS-SPECTROMETRY; COMBINATORIAL LIBRARIES; DIABETES-MELLITUS; AFFINITY; CONSTITUENTS; LIGANDS;

D O I：

10.1016/j.jasms.2009.04.003

中图分类号：

Q5 [生物化学];

学科分类号：

070307 [化学生物学];

摘要：

In vitro a-glucosidase inhibition assays and ultrafiltration liquid chromatography with photodiode array detection coupled to electrospray ionization tandem mass spectrometry (ultrafiltration LC-DAD-ESI-MSn) were combined to screen a-glucosidase inhibitors from hawthorn leaf flavonoids extract (HLFE). As a result, four compounds were identified as alpha-glucosidase inhibitors in the HLFE, and their structures were confirmed to be quercetin-3-O-rha-(1-4)-glc-rha and C-glycosylflavones (vitexin-2 ''-O-glucoside, vitexin-2 ''-O-rhamnoside and vitexin) by high-resolution sustained off resonance irradiation collision-induced dissociation (SORI-CID) data obtained by Fourier transform ion cyclotron resonance mass spectrometry (FTICR MS). Several other C-glycosylflavones (vitexin, isovitexin, orientin, isooriention) and their aglycones apigenin and luteolin were evaluated by in vitro assays, and were found to possess strong alpha-glucosidase inhibitory activities as well. Moreover, the substituent groups on the flavones had a great impact on the enzyme inhibition activity. C-3'-OH of the B-ring of flavones in particular increased the alpha-glucosidase inhibition activity, whereas C-glycosylations at C-6 or C-8 of the A ring weakened the inhibition activity. (J Am Soc Mass Spectrom 2009, 20, 1496-1503) (C) 2009 American Society for Mass Spectrometry

引用

页码：1496 / 1503

页数：8

共 34 条

[1]

Structural characterization of flavonol 3,7-di-O-glycosides and determination of the glycosylation position by using negative ion electrospray ionization tandem mass spectrometry [J].