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

Research output: Contribution to journalArticle

51 Citations (Scopus)

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

Fingerprint

Monocrotaline
Pyrrolizidine Alkaloids
Pyrroles
Metabolites
Glutathione
Bile
Rats
Bile Pigments
Fast Atom Bombardment Mass Spectrometry
Cholestyramine Resin
Tandem Mass Spectrometry
Bile Acids and Salts
Phase separation
Purification
Anions
Mass spectrometry
Sprague Dawley Rats
Labels
Ion exchange
High Pressure Liquid Chromatography

Keywords

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

ASJC Scopus subject areas

  • Toxicology

Cite this

Isolation and identification of a pyrrolic glutathione conjugate metabolite of the pyrrolizidine alkaloid monocrotaline. / Lamé, Michael W.; Morin, Dexter; Jones, A. Daniel; Segall, H. J.; Wilson, Dennis W.

In: Toxicology Letters, Vol. 51, No. 3, 1990, p. 321-329.

Research output: Contribution to journalArticle

Lamé, Michael W. ; Morin, Dexter ; Jones, A. Daniel ; Segall, H. J. ; Wilson, Dennis W. / Isolation and identification of a pyrrolic glutathione conjugate metabolite of the pyrrolizidine alkaloid monocrotaline. In: Toxicology Letters. 1990 ; Vol. 51, No. 3. pp. 321-329.
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