4.3 Article

The heterocyclic ring fission and dehydroxylation of catechins and related compounds by Eubacterium sp strain SDG-2, a human intestinal bacterium

Journal

CHEMICAL & PHARMACEUTICAL BULLETIN
Volume 49, Issue 12, Pages 1640-1643

Publisher

PHARMACEUTICAL SOC JAPAN
DOI: 10.1248/cpb.49.1640

Keywords

biotransformation; heterocyclic ring fission; dehydroxylation; flavan-3-ol; Eubacterium sp strain SDG-2; human intestinal bacterium

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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.

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