4-Mercaptoimidazoles derived from the naturally occurring antioxidant ovothiols 1. Antioxidant properties.
Détails
ID Serval
serval:BIB_EB89FD309B39
Type
Article: article d'un périodique ou d'un magazine.
Collection
Publications
Institution
Titre
4-Mercaptoimidazoles derived from the naturally occurring antioxidant ovothiols 1. Antioxidant properties.
Périodique
Free radical research
ISSN
1071-5762 (Print)
ISSN-L
1029-2470
Statut éditorial
Publié
Date de publication
06/2000
Peer-reviewed
Oui
Volume
32
Numéro
6
Pages
515-524
Langue
anglais
Notes
Publication types: Journal Article
Publication Status: ppublish
Publication Status: ppublish
Résumé
4-Mercaptoimidazoles derived from the naturally occurring family of antioxidants, the ovothiols, were assayed for their antioxidant properties. These compounds are powerful HOCl scavengers, more potent than the aliphatic thiol N-acetylcysteine. They react slowly with hydrogen peroxide with second order rate constants of 0.13-0.89 M(-1)s(-1). Scavenging of hydroxyl radical occurs at a diffusion-controlled rate (k=2.0-5.0 x 10(10)M(-1)s(-1)) for the most active compounds, which are also able to inhibit copper-induced LDL peroxidation. The combination of radical scavenging and copper chelating properties may explain the inhibitory effects on LDL peroxidation. Two molecules of mercaptoimidazole can chelate a copper ion and form a square planar complex detected by EPR. Compounds bearing an electron-withdrawing group on position 2 of the imidazole ring are the most potent antioxidant molecules in this series.
Mots-clé
Antioxidants/pharmacology, Chelating Agents, Copper/chemistry, Copper/pharmacology, Free Radical Scavengers, Hydrogen Peroxide/chemistry, Hydroxyl Radical/chemistry, Hypochlorous Acid/chemistry, Imidazoles/chemistry, Imidazoles/pharmacology, Lipid Peroxidation, Lipoproteins, LDL/chemistry, Methylhistidines/chemistry, Oxidation-Reduction, Sulfhydryl Compounds/chemistry
Pubmed
Web of science
Création de la notice
22/01/2019 11:27
Dernière modification de la notice
21/08/2019 6:37