13-hydroperoxy-9-11-octadecadienoic-acid and octanoic-acid

A reaction of 13-hydroperoxide octadecadienoic acid (13-HPODE) with cytochrome c was analysed using ESR, HPLC-ESR and HPLC-ESR-MS by the combined use of the spin-trapping technique. The ESR, HPLC-ESR and HPLC-ESR-MS analyses showed that cytochrome c catalyses formation of pentyl and octanoic acid radicals from 13-HPODE. On the other hand, only the alpha-(4-pyridyl-1-oxide)-N-t-butylnitrone/octanoic acid radical adduct was detected in the elution profile of HPLC-ESR for a mixture of 13-HPODE with haematin, indicating that haematin catalyses the formation of octanoic acid radical. In addition, the reaction of 13-HPODE with cytochrome c was inhibited by chlorogenic acid, caffeic acid and ferulic acid via two possible mechanisms, i.e. reducing cytochrome c (chlorogenic acid and caffeic acid) and scavenging the radical intermediates (chlorogenic acid, caffeic acid and ferulic acid).

Topics: Animals; Caffeic Acids; Caprylates; Chlorogenic Acid; Chromatography, High Pressure Liquid; Coumaric Acids; Cyanides; Cytochrome c Group; Electron Spin Resonance Spectroscopy; Flavonoids; Free Radical Scavengers; Free Radicals; Hemin; In Vitro Techniques; Linoleic Acids; Lipid Peroxides; Mass Spectrometry; Models, Biological; Oxidation-Reduction; Pentanes; Phenols; Polymers; Polyphenols; Spectrophotometry