Structural identification of novel glucoside and glucuronide metabolites of (-)-epigallocatechin-3-gallate in mouse urine using liquid chromatography/electrospray ionization tandem mass spectrometry

Rapid Communications in Mass Spectrometry : RCM
Shengmin Sang, Chung S Yang

Abstract

(-)-Epigallocatechin-3-gallate (EGCG), the most abundant and most biologically active polyphenolic compound in tea, has been proposed to have many health beneficial effects. The metabolic fate of EGCG, however, is not well understood. In the present study, we identified a novel EGCG metabolite, 7-O-beta-D-glucopyranosyl-EGCG-4''-O-beta-D-glucupyranoside, in a mouse urine sample using liquid chromatography/electrospray ionization tandem mass spectrometry. The structure of this metabolite was confirmed by analyzing the MSn (n = 1-4) spectra as well as comparing the MS/MS spectra of its product ions with those from EGCG and EGCG-4''-O-beta-D-glucupyranoside standards. To our knowledge, this is the first report of the identification of a glucoside metabolite of EGCG in mammals. Our results indicate that glucosidation represents a novel pathway in the metabolism of EGCG in mice.

References

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Citations

Apr 7, 2011·Journal of Pharmaceutical and Biomedical Analysis·Huihui LiuChenggang Huang
Mar 5, 2011·Pharmacological Research : the Official Journal of the Italian Pharmacological Society·Shengmin SangChung S Yang
Aug 9, 2016·Free Radical Biology & Medicine·Gina BorgesAlan Crozier
Jul 26, 2012·Analytical Chemistry·Justin J J van der HooftJacques Vervoort

Related Concepts

Epigallocatechin gallate
Zyma
Liquid Chromatography
Glucosides
Glucuronides
Spectrometry, Mass, Electrospray Ionization
Tandem Mass Spectrometry
Ions
Metabolism
Laboratory mice

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