Biotransformation of (-)-epicatechin 3-O-gallate by human intestinal bacteria.
The biotransformation of (-)-epicatechin 3-O-gallate (1) and related compounds was undertaken using a human fecal suspension. Of fifteen metabolites isolated, four compounds were new, namely, two epimers of 1-(3'-hydroxyphenyl)-3-(2",4".6"-trihydroxyphenyl)propan-2-ols (6, 19); 2",3"-dihydroxyphenoxyl 3-(3',4'-dihydroxyphenyl)propionate (14) and 1-(3',4'-dihydroxyphenyl)-3-(2",4",6"-trihydroxyphenyl)propan-2-ol (18). (-)-Epicatechin (2), (-)-epigallocatechin (16) and their 3-O-gallates (1, 17) were extensively metabolized by a human fecal suspension after incubation for 24 h, whereas the gallates (1, 17) resisted any degradation by a rat fecal suspension, even after a prolonged incubation time (48 h), suggesting a difference in metabolic ability between two intestinal bacterial mixtures from different species.
Meselhy
M R
MR
Research Institute for Wakan-Yaku, Toyama Medical and Pharmaceutical University, Japan.
Nakamura
N
N
Hattori
M
M
D000818:Animals; D001419:Bacteria / Q000378:metabolism*; D001421:Bacteria, Anaerobic / Q000378:metabolism; D001711:Biotransformation; D002392:Catechin / Q000031:analogs & derivatives* / Q000378:metabolism; D004791:Enzyme Inhibitors / Q000378:metabolism*; D005243:Feces / Q000382:microbiology; D006801:Humans; D007422:Intestines / Q000382:microbiology*; D009682:Magnetic Resonance Spectroscopy; D008297:Male; D051381:Rats; D017208:Rats, Wistar
D004791:Enzyme Inhibitors; D002392:Catechin; C062669:epicatechin gallate