Facile method for preparation of 2,3-dinor-6-keto PGF1 alpha, the major urinary metabolite of prostacyclin.
We report a convenient and efficient method for the preparation of prostaglandin 2,3-dinor-6-keto-F1 alpha by incubating prostaglandin 6-keto-F1 alpha (6-keto-PGF1 alpha) with dispersed rat hepatocytes. Chromatographic separation revealed a single product from the hepatocyte metabolism of 6-keto-PGF1 alpha whose structure was positively confirmed by mass spectrometry as 2,3 dinor-6-keto-PGF1 alpha. This method allowed for the preparation of high specific activity radioactive 2,3-dinor-6-keto-PGF1 alpha which can be utilized to determine the recovery of urinary dinor-6-keto-PGF1 alpha during extraction and separation of the compound for radioimmunoassay measurements, as well as deuterated 2,3-dinor-6-keto-PGF1 alpha which can be used as an internal standard in the gas chromatography-mass spectrometric assay of this compound.
Balazy
M
M
University of Colorado HSC, Division of Clinical Pharmacology, Denver 80262.
Brass
E P
EP
Gerber
J G
JG
Nies
A S
AS
D015121:6-Ketoprostaglandin F1 alpha / Q000031:analogs & derivatives* / Q000096:biosynthesis; D000818:Animals; D011464:Epoprostenol / Q000378:metabolism*; D008401:Gas Chromatography-Mass Spectrometry; D008099:Liver / Q000166:cytology; D011863:Radioimmunoassay / Q000592:standards; D051381:Rats; D012015:Reference Standards
D015121:6-Ketoprostaglandin F1 alpha; C028290:2,3-dinor-6-ketoprostaglandin F1alpha; D011464:Epoprostenol