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

Chem Pharm Bull (Tokyo). 2001 Dec;49(12):1640-3. doi: 10.1248/cpb.49.1640.

Abstract

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.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Biotransformation
  • Catechin / analogs & derivatives*
  • Catechin / metabolism*
  • Eubacterium / metabolism*
  • Heterocyclic Compounds / metabolism*
  • Humans
  • Hydroxylation
  • Intestines / microbiology
  • Magnetic Resonance Spectroscopy
  • Stereoisomerism

Substances

  • Heterocyclic Compounds
  • Catechin