Characterization of the oxidation products of (-)-epigallocatechin gallate, a bioactive tea polyphenol, on incubation in neutral solution

Tsutomu Hatano, Mami Hori, Miwako Kusuda, Takayo Ohyabu, Hideyuki Ito, Takashi Yoshida

Research output: Contribution to journalArticlepeer-review

22 Citations (Scopus)

Abstract

(-)-Epigallocatechin gallate (EGCG) (1) changes rapidly into various products in neutral solution containing trace amounts of metal ions as catalysts. In addition to theasinensins A (2) and D (3), (-)-gallocatechin gallate (4), and gallic acid, five products were isolated from a reaction mixture resulting from the incubation of 1. MS and NMR spectroscopic analyses of the products revealed two monomeric [EGCG-MOx-M1 (5) and M2 (6)], and three dimeric [EGCG-MOx-D1 (7), D2 (8) and D3 (9)] structures.

Original languageEnglish
Pages (from-to)1547-1554
Number of pages8
JournalHeterocycles
Volume63
Issue number7
DOIs
Publication statusPublished - Jul 1 2004

ASJC Scopus subject areas

  • Analytical Chemistry
  • Pharmacology
  • Organic Chemistry

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