The free radical oxidation of polyunsaturated lecithins

作者：Ned A. Porter, R. A. Wolf, Hugo Weenen · 发表于：Lipids · 年份：1980 · DOI：10.1007/bf02540963 · 被引用次数：72 · 研究领域：Free Radicals and Antioxidants、Eicosanoids and Hypertension Pharmacology、Analytical Chemistry and Chromatography

Abstract Two unsymmetric polyunsaturated lecithins were allowed to air oxidize and the primary products of autoxidation were isolated and characterized. 1‐Palmitic‐2‐linoleic‐phosphatidylcholine undergoes significant oxidation after 16 hr at room temperature under air. A new phospholipid product may be isolated by reverse phase high pressure liquid chromatography (HPLC) and this HPLC fraction is shown to be made up of lipid hydroperoxides formed by free radical oxidation of the homoconjugated diene of the linoleate component of the lecithin. 1‐Stearic‐2‐arachidonic‐phosphatidylcholine undergoes a similar oxidation with the arachidonate polyunsaturated functionality being oxidized. The structure of the oxidation products was established by reduction of hydroperoxide with triphenylphosphine, snake venom hydrolysis of the C‐2 ester, and HPLC analysis of the resulting hydroxy fatty acids or their methyl esters.