Tannin-protein complexes as radical scavengers and radical sinks

J Agric Food Chem. 2001 Oct;49(10):4917-23. doi: 10.1021/jf010683h.

Abstract

The 2,2'-azinobis(3-ethylbenzothiazoline 6-sulfonic acid) radical cation (ABTS(*)(+)) decolorization assay has been used to determine the antioxidant activity of the polyphenol epicatechin(16) (4 --> 8) catechin (procyanidin, PC) alone or in complex with the model proteins bovine serum albumin (BSA) or gelatin. PC had a molar antioxidant capacity of approximately 54, 92, or 108 radicals at pH values of 3.0, 4.9, or 7.4, respectively. Radical scavenging occurred via a rapid step followed by a slow step. Interaction with gelatin reduced the rate of rapid scavenging by 50% (PC-BSA mixtures reduced by 15%). Inhibition paralleled formation of precipitable PC-protein complexes over a range of protein/PC ratios. However, inhibition was virtually overcome in 10 min. Reaction with ABTS(*)(+) converted the PC-protein complexes from a dissociable form to a form resistant to dissociation by strong denaturants such as SDS. This study demonstrates that PC is a potent ABTS(*)(+) scavenger even when bound to protein and that the complexes may act as a radical sink within the gastrointestinal tract.

Publication types

  • Research Support, U.S. Gov't, P.H.S.

MeSH terms

  • Antioxidants / chemistry
  • Benzothiazoles
  • Biflavonoids*
  • Catechin / chemistry
  • Cations
  • Free Radical Scavengers*
  • Free Radicals
  • Gelatin / chemistry
  • Hydrogen-Ion Concentration
  • Hydrolyzable Tannins / chemistry*
  • Proanthocyanidins*
  • Proteins / chemistry*
  • Serum Albumin, Bovine / chemistry
  • Sulfonic Acids / chemistry

Substances

  • Antioxidants
  • Benzothiazoles
  • Biflavonoids
  • Cations
  • Free Radical Scavengers
  • Free Radicals
  • Hydrolyzable Tannins
  • Proanthocyanidins
  • Proteins
  • Sulfonic Acids
  • Serum Albumin, Bovine
  • 2,2'-azino-di-(3-ethylbenzothiazoline)-6-sulfonic acid
  • procyanidin
  • Catechin
  • Gelatin