N-acetylcysteine-conjugated pyrrole identified in rat urine following administration of two pyrrolizidine alkaloids, monocrotaline and senecionine

Toxicology Letters
J E EstepH J Segall

Abstract

This report demonstrates that an Ehrlich-reagent-positive metabolite of monocrotaline and senecionine is excreted in the urine of male rats as an N-acetylcysteine conjugate of (+/-)-6,7-dihydro-7-hydroxy-1-hydroxymethyl-5H-pyrrolizine (NAC-DHP). Isolation of the metabolite employed an initial organic extraction followed by HPLC separation of remaining urinary components using a reverse-phase, polymer-based, PRP-1 column. Fast-atom-bombardment tandem mass spectrometry was used to identify the metabolite. This finding suggests that reactive metabolites of pyrrolizidine alkaloids generated in the liver can survive the aqueous environment of the circulatory system as glutathione conjugates or mercapturic acids.

References

Mar 1, 1977·Australian Veterinary Journal·P T Hooper, W A Scanlan
Nov 19, 1989·Molecular and Cellular Biochemistry·Y C AwasthiE F LaBelle
Nov 14, 1988·Toxicology·T J Monks, S S Lau
Aug 1, 1988·Trends in Pharmacological Sciences·P J van Bladeren
Oct 1, 1988·Biomedical & Environmental Mass Spectrometry·K B TomerL J Deterding
Jan 1, 1985·Toxicon : Official Journal of the International Society on Toxinology·W M LafranconiR J Huxtable
Apr 1, 1986·Toxicology and Applied Pharmacology·I M BruggemanP J van Bladeren
Jan 1, 1969·Journal of the Chemical Society. Perkin Transactions 1·A R Mattocks
Dec 1, 1973·Proceedings of the Society for Experimental Biology and Medicine·I C HsuC F Chesney
Feb 24, 1968·Nature·A R Mattocks
Jan 1, 1967·Progress in Cardiovascular Diseases·S Oram, P Davies
Aug 1, 1984·Biochemical Pharmacology·W M Lafranconi, R J Huxtable
Oct 1, 1983·The Journal of Cell Biology·W J NelsonE Lazarides
Nov 1, 1980·Biochemical Pharmacology·P J van BladerenG R Mohn
Mar 1, 1981·Journal of Natural Products·L W Smith, C C Culvenor
Jan 1, 1954·British Heart Journal·A L WELLS

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Citations

Jan 1, 1991·Comparative Biochemistry and Physiology. C, Comparative Pharmacology and Toxicology·P S Chu, H J Segall
Oct 20, 1998·Journal of Toxicology and Environmental Health. Part B, Critical Reviews·A E Schultze, R A Roth
Aug 12, 2008·BMC Veterinary Research·Rowan E MoorePhillip D Whitfield
Jan 1, 1992·Critical Reviews in Toxicology·D W WilsonD Morin
Jan 22, 2002·Therapeutic Drug Monitoring·M J Stewart, V Steenkamp
Jul 7, 2018·Journal of Food and Drug Analysis·Jiang MaGe Lin
Sep 16, 2017·Journal of Food and Drug Analysis·Xiaobo HePeter P Fu
May 19, 2021·Archives of Toxicology·Yisheng HeGe Lin
Sep 12, 2014·Chemical Research in Toxicology·Yuewei ZhaoPeter P Fu

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