title: Regiospecific and enantioselective metabolism of 8,9-epoxyeicosatrienoic acid by cyclooxygenase.
abstract: 8(S),9(R)-epoxyeicosatrienoic acid, a major product of the renal cortex, was found to be a substrate for cyclooxygenase from human platelets and ram seminal vesicles. 11(R)-hydroxy-8(S),9(R)-epoxyeicosatrienoic acid was the sole metabolic product. The 8(R),9(S)-enantiomer formed both C-11 and C-15 hydroxylated metabolites. These novel findings suggest that the cyclooxygenase-dependent renal vasoconstrictor activity of 8(S),9(R)-epoxyeicosatrienoic acid may be due to the 11(R)-hydroxy metabolite.
authors.affiliation: Department of Pharmacology, Vanderbilt University, Nashville, TN 37232.
authors.forename: J Y
authors.initials: JY
authors.lastname: Zhang
authors.forename: C
authors.initials: C
authors.lastname: Prakash
authors.forename: K
authors.initials: K
authors.lastname: Yamashita
authors.forename: I A
authors.initials: IA
authors.lastname: Blair
mesh_terms: D015126:8,11,14-Eicosatrienoic Acid / Q000031:analogs & derivatives* / Q000378:metabolism; D000818:Animals; D001792:Blood Platelets / Q000378:metabolism*; D008401:Gas Chromatography-Mass Spectrometry; D006801:Humans; D007536:Isomerism; D008297:Male; D011451:Prostaglandin-Endoperoxide Synthases / Q000302:isolation & purification / Q000378:metabolism*; D012669:Seminal Vesicles / Q000378:metabolism*; D012756:Sheep / Q000378:metabolism
chemical_list: C050715:8,9-epoxyeicosatrienoic acid; D011451:Prostaglandin-Endoperoxide Synthases; D015126:8,11,14-Eicosatrienoic Acid