Compounds > 13-hydroperoxy-9-11-octadecadienoic-acid

13-hydroperoxy-9-11-octadecadienoic-acid and 4-oxo-2-nonenal

13-hydroperoxy-9-11-octadecadienoic-acid has been researched along with 4-oxo-2-nonenal* in 1 studies

Other Studies

1 other study(ies) available for 13-hydroperoxy-9-11-octadecadienoic-acid and 4-oxo-2-nonenal

Article	Year
Vitamin C-induced decomposition of lipid hydroperoxides to endogenous genotoxins. Science (New York, N.Y.), 2001, Jun-15, Volume: 292, Issue:5524 Epidemiological data suggest that dietary antioxidants play a protective role against cancer. This has led to the proposal that dietary supplementation with antioxidants such as vitamin C (vit C) may be useful in disease prevention. However, vit C has proved to be ineffective in cancer chemoprevention studies. In addition, concerns have been raised over potentially deleterious transition metal ion-mediated pro-oxidant effects. We have now determined that vit C induces lipid hydroperoxide decomposition to the DNA-reactive bifunctional electrophiles 4-oxo-2-nonenal, 4,5-epoxy-2(E)-decenal, and 4-hydroxy-2-nonenal. The compound 4,5-Epoxy-2(E)-decenal is a precursor of etheno-2'-deoxyadenosine, a highly mutagenic lesion found in human DNA. Vitamin C-mediated formation of genotoxins from lipid hydroperoxides in the absence of transition metal ions could help explain its lack of efficacy as a cancer chemoprevention agent. Topics: Aldehydes; Antioxidants; Ascorbic Acid; Buffers; Copper; Cyclooxygenase 1; Cyclooxygenase 2; DNA Adducts; DNA Damage; Epoxy Compounds; Ferrous Compounds; Humans; Isoenzymes; Linoleic Acids; Lipid Peroxides; Membrane Proteins; Metals; Mutagens; Oxidants; Oxidation-Reduction; Prostaglandin-Endoperoxide Synthases	2001

Article

Year

Vitamin C-induced decomposition of lipid hydroperoxides to endogenous genotoxins.

Science (New York, N.Y.), 2001, Jun-15, Volume: 292, Issue:5524

Epidemiological data suggest that dietary antioxidants play a protective role against cancer. This has led to the proposal that dietary supplementation with antioxidants such as vitamin C (vit C) may be useful in disease prevention. However, vit C has proved to be ineffective in cancer chemoprevention studies. In addition, concerns have been raised over potentially deleterious transition metal ion-mediated pro-oxidant effects. We have now determined that vit C induces lipid hydroperoxide decomposition to the DNA-reactive bifunctional electrophiles 4-oxo-2-nonenal, 4,5-epoxy-2(E)-decenal, and 4-hydroxy-2-nonenal. The compound 4,5-Epoxy-2(E)-decenal is a precursor of etheno-2'-deoxyadenosine, a highly mutagenic lesion found in human DNA. Vitamin C-mediated formation of genotoxins from lipid hydroperoxides in the absence of transition metal ions could help explain its lack of efficacy as a cancer chemoprevention agent.

Topics: Aldehydes; Antioxidants; Ascorbic Acid; Buffers; Copper; Cyclooxygenase 1; Cyclooxygenase 2; DNA Adducts; DNA Damage; Epoxy Compounds; Ferrous Compounds; Humans; Isoenzymes; Linoleic Acids; Lipid Peroxides; Membrane Proteins; Metals; Mutagens; Oxidants; Oxidation-Reduction; Prostaglandin-Endoperoxide Synthases

2001