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Paper | Regular issue | Vol 65, No. 2, 2005, pp.303-310
Published online, 17th December, 2004
DOI: 10.3987/COM-04-10259
The Structural Variation in the Incubation Products of (-)-Epigallocatechin Gallate in Neutral Solution Suggests Its Breakdown Pathways

Tsutomu Hatano,* Takayo Ohyabu, and Takashi Yoshida

*Faculty of Pharmaceutical Sciences, Okayama University, 1-1-1 Tsushima-Naka, Okayama 700-8530, Japan

Abstract

Three new compounds, in addition to previously reported compounds, were isolated from a product mixture obtained on incubating (-)-epigallocatechin gallate (EGCG) in neutral solution. The products were two monomeric (EGCG-MOx-M3 and EGCG-MOx-M4) and one dimeric (EGCG-MOx-D4) structure involving the flavan skeleton. Possible oxidation-reduction pathways producing drastic changes in the structure of EGCG were presented based on the structures of the breakdown products.