Facile method for preparation of 2,3-dinor-6-keto PGF1 alpha, the major urinary metabolite of prostacyclin

Prostaglandins. 1988 Oct;36(4):421-30. doi: 10.1016/0090-6980(88)90040-8.

Abstract

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.

Publication types

  • Research Support, Non-U.S. Gov't
  • Research Support, U.S. Gov't, P.H.S.

MeSH terms

  • 6-Ketoprostaglandin F1 alpha / analogs & derivatives*
  • 6-Ketoprostaglandin F1 alpha / biosynthesis
  • Animals
  • Epoprostenol / metabolism*
  • Gas Chromatography-Mass Spectrometry
  • Liver / cytology
  • Radioimmunoassay / standards
  • Rats
  • Reference Standards

Substances

  • 6-Ketoprostaglandin F1 alpha
  • 2,3-dinor-6-ketoprostaglandin F1alpha
  • Epoprostenol