Title :

4-Mercaptoimidazoles derived from the naturally occurring antioxidant ovothiols 1. Antioxidant properties

Author(s) :

Zoete, Vincent [Auteur]
Ecole Nationale Supérieure de Chimie de Lille [ENSCL]
Bailly, Fabrice [Auteur]
Institut Pasteur de Lille
Vezin, Herve [Auteur]
Ecole Nationale Supérieure de Chimie de Lille [ENSCL]
Teissier, Elisabeth [Auteur]
Institut Pasteur de Lille
Duriez, Patrick [Auteur]
Ecole Nationale Supérieure de Chimie de Lille [ENSCL]
Fruchart, Jean-Charles [Auteur]
Institut Pasteur de Lille
Catteau, Jean-Pierre [Auteur]
Ecole Nationale Supérieure de Chimie de Lille [ENSCL]
Bernier, Jean-Luc [Auteur]
Institut Pasteur de Lille

Journal title :

Free Radical Research

Volume number :

32

Pages :

515-524

Publisher :

Informa UK Limited

Publication date :

2000-01

ISSN :

1029-2470

English keyword(s) :

4-Mercaptoimidazoles
hypochlorous acid
hydrogen peroxide
hydroxyl radical
lipid peroxidation

HAL domain(s) :

Chimie/Chimie théorique et/ou physique

English abstract : [en]

4-Mercaptoimidazoles derived from the naturally occurring family of antioxidants, the ovothiols, were assayed for their antioxidant properties. These compounds are powerful HOCI scavengers, more potent than the aliphatic ...
Show more >4-Mercaptoimidazoles derived from the naturally occurring family of antioxidants, the ovothiols, were assayed for their antioxidant properties. These compounds are powerful HOCI 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 × 1010 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.Show less >

Language :

Anglais

Peer reviewed article :

Oui

Audience :

Internationale

Popular science :

Non

Collections :

• Autres travaux scientifiques

Submission date :

2021-11-03T12:52:35Z
2021-11-09T09:48:55Z
2022-11-08T10:50:17Z