Determination of the metabolites of gestrinone in human urine by high performance liquid chromatography, liquid chromatography/mass spectrometry and gas chromatography/mass spectrometry

Rapid Commun Mass Spectrom. 2000;14(18):1717-26. doi: 10.1002/1097-0231(20000930)14:18<1717::AID-RCM65>3.0.CO;2-2.

Abstract

Gestrinone was studied by high performance liquid chromatography (HPLC) for screening and by gas chromatography/mass spectrometry (GC/MS) for confirmation. When the chromatograms of blank, spiked urine and dosed urine were compared by HPLC, two unknown metabolites were found and these were excreted as the conjugated forms. Metabolites 1 and 2 were tested by LC/MS and LC/MS/MS and both had parent ions at m/z 325. The fragment ion of metabolite 1 was at m/z 263 and ions for metabolite 2 were m/z 307 [MH - H(2)O](+), 289, 279 and 241. LC/MS/MS of m/z 263 as the parent ion of metabolite 1 gave fragment ions at m/z 245 and 217, which were assumed to be [263 - H(2)O](+) and [235 - H(2)O](+), respectively. The trimethylsilyl (TMS)-enol-TMS ether derivative of gestrinone displayed three peaks in its GC/MS chromatogram, formed by tautomerism.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Adult
  • Anabolic Agents / pharmacokinetics
  • Anabolic Agents / urine*
  • Biotransformation
  • Chromatography, High Pressure Liquid
  • Contraceptives, Oral, Synthetic / pharmacokinetics
  • Contraceptives, Oral, Synthetic / urine*
  • Gas Chromatography-Mass Spectrometry
  • Gestrinone / pharmacokinetics
  • Gestrinone / urine*
  • Humans
  • Indicators and Reagents
  • Male
  • Mass Spectrometry

Substances

  • Anabolic Agents
  • Contraceptives, Oral, Synthetic
  • Indicators and Reagents
  • Gestrinone