Chemical studies of the antioxidant mechanism of tea catechins: Radical reaction products of epicatechin with peroxyl radicals

Shengmin Sang, Shiying Tian, Hsin Wang, Ruth E. Stark, Robert T. Rosen, Chung S. Yang, Chi Tang Ho

Research output: Contribution to journalArticlepeer-review

64 Scopus citations

Abstract

Tea catechins, an important class of polyphenols, have been shown to have antioxidant activity and are thought to act as antioxidants in biological systems. However, the mechanisms of their antioxidant reactions remain unclear. The objective of this study was to characterize the reaction products of epicatechin with peroxyl radicals generated by thermolysis of the azo initiator azo-bisisobutyrylnitrile (AIBN). Structural elucidation of these products can provide insights into specific mechanisms of antioxidant reactions. Eight reaction products were isolated and identified using high-field 1D and 2D NMR spectral analysis. The observation of these compounds confirmed that the B-ring is the initial site for formation of reaction products in the peroxyl radical oxidant system.

Original languageEnglish (US)
Pages (from-to)3371-3378
Number of pages8
JournalBioorganic and Medicinal Chemistry
Volume11
Issue number16
DOIs
StatePublished - Aug 5 2003

All Science Journal Classification (ASJC) codes

  • Biochemistry
  • Molecular Medicine
  • Molecular Biology
  • Pharmaceutical Science
  • Drug Discovery
  • Clinical Biochemistry
  • Organic Chemistry

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