octadecadienoic-acid and linoleic-acid-hydroperoxide

The effects of cigarette smoke extract on radical formation were examined in reaction mixtures containing 13-hydroperoxide octadecadienoic acid (13-HPODE), FeCl3, cigarette smoke extract, ethylenediaminetetraacetic acid (EDTA), alpha-(4-pyridyl-1-oxide)-N-tert-butylnitrone (4-POBN), and phosphate buffer (pH 7.4). Cigarette smoke extract enhanced the formation of both 7-carboxyheptyl and pentyl radicals in the reaction. Ferric ions were reduced in the reaction mixture, suggesting that cigarette smoke extract enhances the formation of 7-carboxyheptyl and pentyl radicals by reducing ferric irons. Although there is a large body of evidence supporting the involvement of radicals such as the semiquinone radical, hydroxyl radical, superoxide radical, nitric oxide radicals in smoking-related diseases, the enhancement by cigarette smoke of lipid-derived radical formation, which we first report here, may be one of the other causes of smoking-related diseases.

Topics: Chromatography, High Pressure Liquid; Electron Spin Resonance Spectroscopy; Fatty Acids, Unsaturated; Ferric Compounds; Ferrous Compounds; Free Radicals; Linoleic Acids; Lipid Peroxidation; Lipid Peroxides; Mass Spectrometry; Models, Chemical; Nicotiana; Smoke; Superoxide Dismutase