Screening and structural characterization of α-glucosidase inhibitors from hawthorn leaf flavonoids extract by ultrafiltration LC-DAD-MSn and SORI-CID FTICR MS | Zendy

Huilin Li | Zendy; Fengrui Song | Zendy; Junpeng Xing | Zendy; Rong Tsao | Zendy; Zhiqiang Liu | Zendy; Shuying Liu | Zendy

Open Access

Screening and structural characterization of α-glucosidase inhibitors from hawthorn leaf flavonoids extract by ultrafiltration LC-DAD-MSⁿ and SORI-CID FTICR MS

Author(s) -

Huilin Li,

Fengrui Song,

Junpeng Xing,

Rong Tsao,

Zhiqiang Liu,

Shuying Liu

Publication year - 2009

Publication title -

journal of the american society for mass spectrometry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.961

H-Index - 127

eISSN - 1879-1123

pISSN - 1044-0305

DOI - 10.1016/j.jasms.2009.04.003

Subject(s) - vitexin , chemistry , orientin , isovitexin , tandem mass spectrometry , chromatography , luteolin , flavones , mass spectrometry , electrospray ionization , fourier transform ion cyclotron resonance , quercetin , flavonoid , biochemistry , antioxidant

In vitro alpha-glucosidase inhibition assays and ultrafiltration liquid chromatography with photodiode array detection coupled to electrospray ionization tandem mass spectrometry (ultrafiltration LC-DAD-ESI-MS(n)) were combined to screen alpha-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.

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