In vitro antioxidant activity of 2,5,7,8-tetramethyl-2-(2'-carboxyethyl)-6-hydroxychroman (alpha-CEHC), a vitamin E metabolite

Free Radic Res. 2002 Aug;36(8):915-21. doi: 10.1080/1071576021000005357.

Abstract

2,5,7,8-tetramethyl-2-(2'-carboxyethyl)-6-hydroxychroman (alpha-CEHC) has been identified as a major water-soluble metabolite of vitamin E, which circulates in the blood and is excreted with the urine. The aim of this study was to assess the antioxidant activity of alpha-CEHC using several methods with different prooxidant challenges. In the Oxygen Radical Absorbance Capacity assay, a fluorescent protein acts as a marker for oxidative damage induced by peroxyl radicals. In the Trolox Equivalent Antioxidant Capacity (TEAC) assay, a stable free radical, 2,2'-azino-bis(3-ethylbenzthiazoline-6-sulfonic acid (ABTS.+) is reduced directly by antioxidants. Scavenging properties vs. reactive nitrogen species were studied measuring the effects on tyrosine nitration after reaction with peroxynitrite. Trolox, alpha-tocopherol, ascorbic acid, and (-)-epicatechin were simultaneously tested in order to compare their antioxidant activities. In all mentioned systems, alpha-CEHC exhibited antioxidant properties similar to those of Trolox. We conclude that alpha-CEHC is a molecule with good antioxidant activity, having the advantage over Trolox of being a naturally occurring compound. These properties might be useful for research or industrial purposes.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Antioxidants / pharmacology*
  • Ascorbic Acid / metabolism
  • Chromans / pharmacology*
  • Dose-Response Relationship, Drug
  • Humans
  • In Vitro Techniques
  • Models, Chemical
  • Nitrogen / metabolism
  • Oxygen / metabolism
  • Peroxynitrous Acid / metabolism
  • Propionates / pharmacology*
  • Spectrometry, Fluorescence
  • Time Factors
  • Tyrosine / metabolism
  • Vitamin E / metabolism*

Substances

  • Antioxidants
  • Chromans
  • Propionates
  • Vitamin E
  • Peroxynitrous Acid
  • 2,5,7,8-tetramethyl-2-(2'-carboxyethyl)-6-hydroxychroman
  • Tyrosine
  • Nitrogen
  • Ascorbic Acid
  • 6-hydroxy-2,5,7,8-tetramethylchroman-2-carboxylic acid
  • Oxygen