title: Urinary excretion of diols derived from eicosapentaenoic acid during n-3 fatty acid ingestion by man.
abstract: Epoxides and fatty acid diols derived from arachidonate by the action of cytochrome P-450 appear in human urine and have biological activities. Dietary eicosapentaenoic acid gives rise to prostaglandins in vivo, but vascular effects of n-3 supplements do not all correlate with altered types or amounts of in vivo cyclooxygenase products. We investigated whether dietary eicosapentaenoic acid could also be metabolized by cytochrome P-450, by assessing the excretion of its vicinal diols. Utilizing gas chromatography/negative chemical ionization mass spectrometry, we have found that humans ingesting n-3 fatty acids excrete vicinal diols of eicosapentaenoic acid in substantial quantities.
authors.affiliation: Division of Clinical Pharmacology, Vanderbilt University, Nashville, TN 37232-6602.
authors.forename: H R
authors.initials: HR
authors.lastname: Knapp
authors.forename: A J
authors.initials: AJ
authors.lastname: Miller
authors.forename: J A
authors.initials: JA
authors.lastname: Lawson
mesh_terms: D002849:Chromatography, Gas; D002855:Chromatography, Thin Layer; D003577:Cytochrome P-450 Enzyme System / Q000378:metabolism*; D004041:Dietary Fats / Q000494:pharmacology*; D015118:Eicosapentaenoic Acid / Q000031:analogs & derivatives / Q000378:metabolism* / Q000652:urine; D005231:Fatty Acids, Unsaturated / Q000378:metabolism*; D005395:Fish Oils / Q000378:metabolism; D006801:Humans; D008297:Male; D013058:Mass Spectrometry
chemical_list: D004041:Dietary Fats; D005231:Fatty Acids, Unsaturated; D005395:Fish Oils; D003577:Cytochrome P-450 Enzyme System; D015118:Eicosapentaenoic Acid