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-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.
Chang
Chih-Tsung
CT
Claude Pepper Institute and Department of Chemistry, Florida Institute of Technology, 150 West University Boulevard, Melbourne, FL 32901, USA.
Patel
Pranav
P
Kang
Namin
N
Lawson
John A
JA
Song
Wen-Liang
WL
Powell
William S
WS
FitzGerald
Garret A
GA
Rokach
Joshua
J
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
D028421:Isoprostanes; D016877:Oxidants; D010743:Phospholipids; D004281:Docosahexaenoic Acids; D016718:Arachidonic Acid; D015118:Eicosapentaenoic Acid; D010100:Oxygen