A comparison of the in vitro biotransformation of (-)-epicatechin and procyanidin B2 by human faecal microbiota

作者:Stoupi Stavroula; Williamson Gary*; Drynan J Warren; Barron Denis; Clifford Michael N
来源:Molecular Nutrition & Food Research, 2010, 54(6): 747-759.
DOI:10.1002/mnfr.200900123

摘要

The catabolism by human faecal microbiota of (-)-epicatechin (1) (2, 3-cis stereochemistry) and its dimer pure procyanidin B2 (2), has been compared using a static in vitro culture model. The catabolites were characterised by LC-MS",. UV absorption and relative retention time, and quantified relative to standards. No more than similar to 10% of procyanidin B2 (2) was converted to epicatechin (1) by scission of the interflavan bond. Five phenolic acid catabolites (M(r) < 290) were unique to 2, and ten phenolic acid catabolites (M(r) < 290) were common to both substrates. The dominant catabolites (>= 24 h incubation) were 5-(3'-hydroxy phenyl) valeric acid (9), 3-(3'-hydroxyphenyl) propionic acid (10) and phenyl acetic acid (12) (maximum yields 27.4 +/- 4.2, 38.2 +/- 4.2, 22.7 +/- 2.9%, respectively, from 1 and 9.4 +/- 1.2, 52.8 +/- 2.1, 28.8 +/- 1.6%, respectively, from 2). Substrate 2 was degraded twice as rapidly as 1. Evidence is presented for the production of previously unreported catabolites of 2 that retain the flavanol A-ring and the C4 -> C8 interflavan bond. It was confirmed that catabolism favoured removal of the 4'-hydroxyl rather than the 3'-hydroxyl group and that both beta-oxidation and alpha-oxidation occurred.

  • 出版日期2010-6