Oxidative damage shifts from lipid peroxidation to thiol arylation by catechol-containing antioxidants

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Abstract

Oxidative damage shifts from lipid peroxidation to thiol arylation by catechol-containing antioxidants.

Boots AW, Haenen GR, den Hartog GJ, Bast A.

Department of Pharmacology and Toxicology, Faculty of Medicine, Maastricht University, P.O. Box 616, 6200 MD Maastricht, The Netherlands. A.Boots@farmaco.unimaas.nl

Catechol-containing antioxidants are able to protect against lipid peroxidation by nonenzymatic scavenging of free radicals with their catechol moiety. During their antioxidant activity, catechol oxidation products such as semiquinone radicals and quinones are formed. These oxidation products of 4-methylcatechol inactivate the GSH-dependent protection against lipid peroxidation and the calcium sequestration in liver microsomes. This effect is probably due to arylation by oxidation products of 4-methylcatechol of free thiol groups of the enzymes responsible for the GSH-dependent protection and calcium sequestration, i.e. the free radical reductase and calcium ATPase. It is concluded that a catechol-containing antioxidant might shift radical damage from lipid peroxidation to sulfhydryl arylation
Original languageEnglish
Pages (from-to)279-284
Number of pages6
JournalBiochimica et Biophysica Acta-Molecular and Cell Biology of Lipids
Volume1583
Issue number3
DOIs
Publication statusPublished - 1 Jan 2002

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