Isolation and identification of a pyrrolic glutathione conjugate metabolite of the pyrrolizidine alkaloid monocrotaline

Michael W. Lamé, Dexter Morin, A. Daniel Jones, H. J. Segall, Dennis W Wilson

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Abstract

This report describes the isolation and identification of a monocrotaline-derived, glutathione-conjugated pyrrole obtained from the bile of male Sprague-Dawley rats. Bile obtained from rats given an intravenous bolus of 14C-monocrotaline was fractionated using a series of Chromatographie separations. Initial purification with cholestyramine resin removed bile acid and pigment contaminants. Subsequent anion exchange and reversed-phase HPLC separations yielded several fractions that contained the 14C label and tested positive for pyrroles using Ehrlich's reagent. These fractions were analyzed using fast-atom-bombardment tandem mass spectrometry (FAB MS/MS). In addition to glutathione-conjugated dehydroretronecine, at least one other pyrrole present had similar ionic properties. The latter was not present in amounts sufficient for positive identification.

Original languageEnglish (US)
Pages (from-to)321-329
Number of pages9
JournalToxicology Letters
Volume51
Issue number3
DOIs
StatePublished - 1990

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Keywords

  • Biliary metabolites
  • Glutathione conjugation
  • HPLC
  • Monocrotaline
  • Pyrrolizidine alkaloids
  • Tandem mass spectrometry

ASJC Scopus subject areas

  • Toxicology

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