Document Detail


N-acetylcysteine-conjugated pyrrole identified in rat urine following administration of two pyrrolizidine alkaloids, monocrotaline and senecionine.
MedLine Citation:
PMID:  2123045     Owner:  NLM     Status:  MEDLINE    
Abstract/OtherAbstract:
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.
Authors:
J E Estep; M W Lamé; A D Jones; H J Segall
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Publication Detail:
Type:  Journal Article; Research Support, U.S. Gov't, Non-P.H.S.; Research Support, U.S. Gov't, P.H.S.    
Journal Detail:
Title:  Toxicology letters     Volume:  54     ISSN:  0378-4274     ISO Abbreviation:  Toxicol. Lett.     Publication Date:  1990 Nov 
Date Detail:
Created Date:  1990-12-31     Completed Date:  1990-12-31     Revised Date:  2007-11-14    
Medline Journal Info:
Nlm Unique ID:  7709027     Medline TA:  Toxicol Lett     Country:  NETHERLANDS    
Other Details:
Languages:  eng     Pagination:  61-9     Citation Subset:  IM    
Affiliation:
Department of Veterinary Pharmacology and Toxicology, University of California, Davis 95616.
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MeSH Terms
Descriptor/Qualifier:
Acetylcysteine / analogs & derivatives*,  urine
Animals
Antineoplastic Agents, Phytogenic / isolation & purification,  pharmacokinetics*,  urine
Chromatography, High Pressure Liquid
Liver / metabolism
Male
Monocrotaline
Pyrrolizidine Alkaloids / isolation & purification,  pharmacokinetics*,  urine*
Rats
Rats, Inbred Strains
Grant Support
ID/Acronym/Agency:
ES-03343/ES/NIEHS NIH HHS; ES-04699/ES/NIEHS NIH HHS; RR-01460/RR/NCRR NIH HHS
Chemical
Reg. No./Substance:
0/Antineoplastic Agents, Phytogenic; 0/Pyrrolizidine Alkaloids; 130-01-8/senecionine; 131711-46-1/N-acetylcysteine-6,7-dihydro-7-hydroxy-1-hydroxymethyl-5H-pyrrolizine; 315-22-0/Monocrotaline; 616-91-1/Acetylcysteine

From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine


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