Tea catechin auto-oxidation dimers are accumulated and retained by Caco-2 human intestinal cells

Nutr Res. 2010 May;30(5):327-40. doi: 10.1016/j.nutres.2010.05.006.

Abstract

Despite the presence of bioactive catechin B-ring auto-oxidation dimers in tea, little is known regarding their absorption in humans. Our hypothesis for this research is that catechin auto-oxidation dimers are present in teas and are absorbable by human intestinal epithelial cells. Dimers (theasinensins [THSNs] and P-2 analogs) were quantified in commercial teas by high-performance liquid chromatography-mass spectrometry. (-)-Epigallocatechin (EGC) and (-)-epigallocatechin gallate (EGCG) homodimers were present at 10 to 43 and 0 to 62 mumol/g leaf, respectively. The EGC-EGCG heterodimers were present at 0 to 79 mumol/g. The potential intestinal absorption of these dimers was assessed using Caco-2 intestinal cells. Catechin monomers and dimers were detected in cells exposed to media containing monomers and preformed dimers. Accumulation of dimers was significantly greater than monomers from test media. Three-hour accumulation of EGC and EGCG was 0.19% to 0.55% and 1.24% to 1.35%, respectively. Comparatively, 3-hour accumulation of the EGC P-2 analog and THSNs C/E was 0.89% +/- 0.28% and 1.53% +/- 0.36%, respectively. Accumulation of P-2 and THSNs A/D was 6.93% +/- 2.1% and 10.1% +/- 3.6%, respectively. The EGCG-EGC heterodimer P-2 analog and THSN B 3-hour accumulation was 4.87% +/- 2.2% and 4.65% +/- 2.8%, respectively. One-hour retention of P-2 and THSNs A/D was 171% +/- 22% and 29.6% +/- 9.3% of accumulated amount, respectively, suggesting intracellular oxidative conversion of THSNs to P-2. These data suggest that catechin dimers present in the gut lumen may be readily absorbed by intestinal epithelium.

Publication types

  • Research Support, N.I.H., Extramural

MeSH terms

  • Benzopyrans / chemistry
  • Benzopyrans / metabolism
  • Caco-2 Cells
  • Camellia sinensis / chemistry*
  • Catechin / analogs & derivatives
  • Catechin / chemistry
  • Catechin / metabolism*
  • Chromatography, Liquid
  • Dimerization
  • Epithelial Cells / metabolism*
  • Humans
  • Intestinal Absorption
  • Intestinal Mucosa / metabolism*
  • Mass Spectrometry
  • Oxidation-Reduction
  • Phenols / chemistry
  • Phenols / metabolism
  • Polymers / chemistry
  • Polymers / metabolism
  • Tea / chemistry*

Substances

  • Benzopyrans
  • Phenols
  • Polymers
  • Tea
  • theasinensin A
  • P-2
  • Catechin