4-Mercaptoimidazoles derived from the naturally occurring antioxidant ovothiols 1. Antioxidant properties - Université de Lille
Article Dans Une Revue Free Radical Research Année : 2000

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

Résumé

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.
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Dates et versions

hal-03843616 , version 1 (08-11-2022)

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Vincent Zoete, Fabrice Bailly, Herve Vezin, Elisabeth Teissier, Patrick Duriez, et al.. 4-Mercaptoimidazoles derived from the naturally occurring antioxidant ovothiols 1. Antioxidant properties. Free Radical Research, 2000, Free Radical Research, 32 (6), pp.515-524. ⟨10.1080/10715760000300521⟩. ⟨hal-03843616⟩

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