Eicosapentaenoic-acid-derived isoprostanes: Synthesis and discovery of two major isoprostanes

The stereospecific synthesis of two all-syn-EPA-derived isoprostanes (iPs), 5-epi-8,12-iso-iPF3α-VI 17 and 8,12-iso-iPF3α-VI 18, has been accomplished. These two synthetic probes have been used to discover and identify their presence in human urine. The eventual quantitative measurement of these two iPs may be a valuable index of oxidative stress in people with eicosapentaenoic acid- (EPA) and docosahexaenoic acid- (DHA) enriched phospholipids.

5-epi-8,12-iso-iPF3α-VI 17 and 8,12-iso-iPF3α-VI 18 were prepared by stereospecific synthesis and used to discover the corresponding novel iPs in human urine.Figure optionsDownload as PowerPoint slide