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Vol. 29, Issue 6, 789-793, June 2001

SHORT COMMUNICATION
Formation and Identification of 4'-O-Methyl-(-)-Epigallocatechin in Humans

Xiaofeng Meng, Mao-Jung Lee, Chuan Li, Shuqun Sheng, Nanqun Zhu, Shengmin Sang, Chi-Tang Ho, and Chung S. Yang

Laboratory for Cancer Research
(X.M., M.-J.L., C.L., C.S.Y.),
Department of Chemistry (S.Sh.),
and Department of Food Science
(N.Z., S.Sa., C.-T.H.), Rutgers,
The State University of New Jersey,
Piscataway, New Jersey

The possible beneficial effects of tea consumption have attracted a great deal of attention. Many of the biological effects have been attributed to tea catechins, but the metabolic fate of these compounds is not clear. In the present study, a major metabolite observed in human blood and urine samples after green tea administration was identified as a O-methylated derivative of (-)-epigallocatechin (EGC) by comparison with products from chemical and enzymatic O-methylation of EGC. The structure of this metabolite was elucidated as 4'-O-methyl-(-)-epigallocatechin (4'-O-MeEGC) by 1H and 13C NMR and heteronuclear multiple bond connectivity experiment. The human plasma level of 4'-O-MeEGC reached its peak value within the first 2 h following tea ingestion. Its maximum concentration was 4 to 6 times higher than that of EGC. The half-lives of EGC and 4'-O-MeEGC in the blood were 1.02 ± 0.07 and 4.39 ± 1.14 h, respectively. The amount of 4'-O-MeEGC excreted in urine was about 3 times higher than that of EGC, and 88% of 4'-O-MeEGC was excreted in urine within 8 h. The present structural information and concentration-time profile of this metabolite provide the basis for understanding the biotransformation of EGC and for future elucidation of its biological activities.


Copyright © 2001 by The American Society for Pharmacology and Experimental Therapeutics



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Copyright © 2001 by the American Society for Pharmacology and Experimental Therapeutics.