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-β-D-glucopyranosyl-EGCG-4″-O-β-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-β-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.
| Original language | English (US) |
|---|---|
| Pages (from-to) | 3693-3699 |
| Number of pages | 7 |
| Journal | Rapid Communications in Mass Spectrometry |
| Volume | 22 |
| Issue number | 22 |
| DOIs | |
| State | Published - Nov 30 2008 |
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All Science Journal Classification (ASJC) codes
- Analytical Chemistry
- Spectroscopy
- Organic Chemistry
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Structural identification of novel glucoside and glucuronide metabolites of (-)-epigallocatechin-3-gallate in mouse urine using liquid chromatography/ electrospray ionization tandem mass spectrometry. / Sang, Shengmin; Yang, Chung.
In: Rapid Communications in Mass Spectrometry, Vol. 22, No. 22, 30.11.2008, p. 3693-3699.Research output: Contribution to journal › Article
TY - JOUR
T1 - Structural identification of novel glucoside and glucuronide metabolites of (-)-epigallocatechin-3-gallate in mouse urine using liquid chromatography/ electrospray ionization tandem mass spectrometry
AU - Sang, Shengmin
AU - Yang, Chung
PY - 2008/11/30
Y1 - 2008/11/30
N2 - (-)-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-β-D-glucopyranosyl-EGCG-4″-O-β-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-β-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.
AB - (-)-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-β-D-glucopyranosyl-EGCG-4″-O-β-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-β-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.
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UR - http://www.scopus.com/inward/citedby.url?scp=58149354529&partnerID=8YFLogxK
U2 - https://doi.org/10.1002/rcm.3786
DO - https://doi.org/10.1002/rcm.3786
M3 - Article
C2 - 18951414
VL - 22
SP - 3693
EP - 3699
JO - Rapid Communications in Mass Spectrometry
JF - Rapid Communications in Mass Spectrometry
SN - 0951-4198
IS - 22
ER -