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rdf:type |
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lifeskim:mentions |
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pubmed:issue |
6
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pubmed:dateCreated |
2000-6-29
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pubmed:abstractText |
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.
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pubmed:language |
eng
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pubmed:journal |
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pubmed:citationSubset |
IM
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pubmed:chemical |
http://linkedlifedata.com/resource/pubmed/chemical/Antioxidants,
http://linkedlifedata.com/resource/pubmed/chemical/Chelating Agents,
http://linkedlifedata.com/resource/pubmed/chemical/Copper,
http://linkedlifedata.com/resource/pubmed/chemical/Free Radical Scavengers,
http://linkedlifedata.com/resource/pubmed/chemical/Hydrogen Peroxide,
http://linkedlifedata.com/resource/pubmed/chemical/Hydroxyl Radical,
http://linkedlifedata.com/resource/pubmed/chemical/Hypochlorous Acid,
http://linkedlifedata.com/resource/pubmed/chemical/Imidazoles,
http://linkedlifedata.com/resource/pubmed/chemical/Lipoproteins, LDL,
http://linkedlifedata.com/resource/pubmed/chemical/Methylhistidines,
http://linkedlifedata.com/resource/pubmed/chemical/Sulfhydryl Compounds,
http://linkedlifedata.com/resource/pubmed/chemical/ovothiol A
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pubmed:status |
MEDLINE
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pubmed:month |
Jun
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pubmed:issn |
1071-5762
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pubmed:author |
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pubmed:issnType |
Print
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pubmed:volume |
32
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pubmed:owner |
NLM
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pubmed:authorsComplete |
Y
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pubmed:pagination |
515-24
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pubmed:dateRevised |
2000-12-18
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pubmed:meshHeading |
pubmed-meshheading:10798717-Antioxidants,
pubmed-meshheading:10798717-Chelating Agents,
pubmed-meshheading:10798717-Copper,
pubmed-meshheading:10798717-Free Radical Scavengers,
pubmed-meshheading:10798717-Hydrogen Peroxide,
pubmed-meshheading:10798717-Hydroxyl Radical,
pubmed-meshheading:10798717-Hypochlorous Acid,
pubmed-meshheading:10798717-Imidazoles,
pubmed-meshheading:10798717-Lipid Peroxidation,
pubmed-meshheading:10798717-Lipoproteins, LDL,
pubmed-meshheading:10798717-Methylhistidines,
pubmed-meshheading:10798717-Oxidation-Reduction,
pubmed-meshheading:10798717-Sulfhydryl Compounds
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pubmed:year |
2000
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pubmed:articleTitle |
4-Mercaptoimidazoles derived from the naturally occurring antioxidant ovothiols 1. Antioxidant properties.
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pubmed:affiliation |
Laboratoire de Chimie Organique Physique associée à l'Ecole Nationale Supérieure de Chimie de Lille, ESA CNRS 8009, Villeneuve d'Ascq, France.
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pubmed:publicationType |
Journal Article
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