The heterocyclic ring fission and dehydroxylation of catechins and related compounds by Eubacterium sp. strain SDG-2, a human intestinal bacterium.
A human intestinal bacterium, Eubacterium (E.) sp. strain SDG-2, was tested for its ability to metabolize various (3R)- and (3S)-flavan-3-ols and their 3-O-gallates. This bacterium cleaved the C-ring of (3R)- and (3S)-flavan-3-ols to give 1,3-diphenylpropan-2-ol derivatives, but not their 3-O-gallates. Furthermore, E. sp. strain SDG-2 had the ability of p-dehydroxylation in the B-ring of (3R)-flavan-3-ols, such as (-)-catechin, (-)-epicatechin, (-)-gallocatechin and (-)-epigallocatechin, but not of (3S)-flavan-3-ols, such as (+)-catechin and (+)-epicatechin.
Wang
L Q
LQ
Institute of Natural Medicine, Toyama Medical and Pharmaceutical University, Sugitani, Japan.
Meselhy
M R
MR
Li
Y
Y
Nakamura
N
N
Min
B S
BS
Qin
G W
GW
Hattori
M
M
D001711:Biotransformation; D002392:Catechin / Q000031:analogs & derivatives* / Q000378:metabolism*; D005051:Eubacterium / Q000378:metabolism*; D006571:Heterocyclic Compounds / Q000378:metabolism*; D006801:Humans; D006900:Hydroxylation; D007422:Intestines / Q000382:microbiology; D009682:Magnetic Resonance Spectroscopy; D013237:Stereoisomerism
D006571:Heterocyclic Compounds; D002392:Catechin