title: Eicosapentaenoic-acid-derived isoprostanes: synthesis and discovery of two major isoprostanes.
abstract: The stereospecific synthesis of two all-syn-EPA-derived isoprostanes (iPs), 5-epi-8,12-iso-iPF(3alpha)-VI 17 and 8,12-iso-iPF(3alpha)-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.
authors.affiliation: Claude Pepper Institute and Department of Chemistry, Florida Institute of Technology, 150 West University Boulevard, Melbourne, FL 32901, USA.
authors.forename: Chih-Tsung
authors.initials: CT
authors.lastname: Chang
authors.forename: Pranav
authors.initials: P
authors.lastname: Patel
authors.forename: Namin
authors.initials: N
authors.lastname: Kang
authors.forename: John A
authors.initials: JA
authors.lastname: Lawson
authors.forename: Wen-Liang
authors.initials: WL
authors.lastname: Song
authors.forename: William S
authors.initials: WS
authors.lastname: Powell
authors.forename: Garret A
authors.initials: GA
authors.lastname: FitzGerald
authors.forename: Joshua
authors.initials: J
authors.lastname: Rokach
mesh_terms: D016718:Arachidonic Acid / Q000737:chemistry; D002626:Chemistry, Pharmaceutical / Q000379:methods*; D004281:Docosahexaenoic Acids / Q000737:chemistry; D015195:Drug Design; D015118:Eicosapentaenoic Acid / Q000138:chemical synthesis* / Q000494:pharmacology; D006801:Humans; D028421:Isoprostanes / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D008956:Models, Chemical; D016877:Oxidants / Q000737:chemistry; D018384:Oxidative Stress; D010100:Oxygen / Q000737:chemistry; D010743:Phospholipids / Q000737:chemistry; D013237:Stereoisomerism; D016482:Urinalysis / Q000379:methods; D014556:Urine
chemical_list: D028421:Isoprostanes; D016877:Oxidants; D010743:Phospholipids; D004281:Docosahexaenoic Acids; D016718:Arachidonic Acid; D015118:Eicosapentaenoic Acid; D010100:Oxygen