Antioxidant properties of catechins and proanthocyanidins: Effect of polymerisation, galloylation and glycosylation

Geoffrey W. Plumb, Sonia De Pascual-Teresa, Celestino Santos-Buelga, Veronique Cheynier, Gary Williamson

Research output: Contribution to journalArticleResearchpeer-review

264 Citations (Scopus)

Abstract

A range of catechins and oligomeric procyanidins was purified by high performance liquid chromatography (HPLC) from grape seed, apple skin, lentil and almond flesh. Catechins, galloylated epicatechin, glycosylated catechin, procyanidin dimers, galloylated dimers, trimer, and tetramer species were all identified, purified and quantified by HPLC, LC-MS and NMR. The antioxidant properties of these compounds were assessed using two methods: (a) inhibition of ascorbate/iron-induced peroxidation of phosphatidylcholine liposomes; (b) scavenging of the radical cation of 2,2'-azinobis(3-ethyl-benzothiazoline-6-sulphonate) (ABTS) relative to the water-soluble vitamin E analogue Trolox C (expressed as Trolox C equivalent antioxidant capacity, TEAC). Antioxidant activity in the lipid phase decreased with polymerisation in contrast with antioxidant action in the aqueous phase which increased from monomer to trimer and then decreased from trimer to tetramer. Galloylation of catechin and dimeric procyanidins decreased lipid phase and increased aqueous phase antioxidant activity. Glycosylation of catechin demonstrated decreased activity in both phases.

Original languageEnglish
Pages (from-to)351-358
Number of pages8
JournalFree Radical Research
Volume29
Issue number4
DOIs
Publication statusPublished - 1 Dec 1998
Externally publishedYes

Keywords

  • Antioxidant
  • Catechin
  • Flavonoid
  • Lipid peroxidation
  • Procyanidin
  • TEAC

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