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

Toxicology Letters
M W LaméD W Wilson

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 chromatographic 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.

References

Sep 30, 1986·Toxicology and Applied Pharmacology·L H BrunerR A Roth
Jan 1, 1985·Toxicon : Official Journal of the International Society on Toxinology·W M LafranconiR J Huxtable
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

❮ Previous
Next ❯

Citations

Jan 1, 1991·Toxicon : Official Journal of the International Society on Toxinology·A R MattocksR J Huxtable
Jan 1, 1990·Pharmacology & Therapeutics·R J Huxtable
Jan 1, 1992·Pharmacology & Therapeutics·F P Guengerich
Jan 1, 1991·Comparative Biochemistry and Physiology. C, Comparative Pharmacology and Toxicology·P S Chu, H J Segall
May 1, 1997·Comparative Biochemistry and Physiology. Part B, Biochemistry & Molecular Biology·M J ReidH J Segall
Dec 21, 2010·Journal of Toxicology and Environmental Health. Part B, Critical Reviews·Nan MeiTao Chen
Oct 20, 1998·Journal of Toxicology and Environmental Health. Part B, Critical Reviews·A E Schultze, R A Roth
Jul 3, 1998·American Journal of Respiratory Cell and Molecular Biology·H C ThomasH J Segall
Aug 12, 2008·BMC Veterinary Research·Rowan E MoorePhillip D Whitfield
Nov 1, 1992·Xenobiotica; the Fate of Foreign Compounds in Biological Systems·R L ReedD R Buhler
Jan 14, 2016·Journal of Environmental Science and Health. Part C, Environmental Carcinogenesis & Ecotoxicology Reviews·Xiaobo HePeter P Fu
Jul 21, 2009·Toxicon : Official Journal of the International Society on Toxinology·J P Silva-NetoS L Costa
Aug 26, 1998·Toxicology and Applied Pharmacology·H C ThomasD W Wilson
Aug 17, 2011·Food and Chemical Toxicology : an International Journal Published for the British Industrial Biological Research Association·Yi-Cheng YangS W Annie Bligh
Apr 19, 2017·Journal of Environmental Science and Health. Part C, Environmental Carcinogenesis & Ecotoxicology Reviews·Xiaobo HePeter P Fu
May 23, 2018·Rapid Communications in Mass Spectrometry : RCM·Fashe MulunehRisto O Juvonen
Jul 6, 2000·The Journal of Biological Chemistry·M W LaméH J Segall
Sep 16, 2017·Journal of Food and Drug Analysis·Xiaobo HePeter P Fu
Jun 6, 2020·Journal of Environmental Science and Health. Part C, Toxicology and Carcinogenesis·Xiaobo HePeter P Fu
Oct 27, 2018·Toxicology in Vitro : an International Journal Published in Association with BIBRA·Xiaobo HePeter P Fu
Aug 11, 2010·Chemical Research in Toxicology·Lynn S Nakayama WongDennis W Wilson
Mar 15, 2015·Chemical Research in Toxicology·Qingsu XiaPeter P Fu

❮ Previous
Next ❯

Related Concepts

Trending Feeds

COVID-19

Coronaviruses encompass a large family of viruses that cause the common cold as well as more serious diseases, such as the ongoing outbreak of coronavirus disease 2019 (COVID-19; formally known as 2019-nCoV). Coronaviruses can spread from animals to humans; symptoms include fever, cough, shortness of breath, and breathing difficulties; in more severe cases, infection can lead to death. This feed covers recent research on COVID-19.

Blastomycosis

Blastomycosis fungal infections spread through inhaling Blastomyces dermatitidis spores. Discover the latest research on blastomycosis fungal infections here.

Nuclear Pore Complex in ALS/FTD

Alterations in nucleocytoplasmic transport, controlled by the nuclear pore complex, may be involved in the pathomechanism underlying multiple neurodegenerative diseases including Amyotrophic Lateral Sclerosis and Frontotemporal Dementia. Here is the latest research on the nuclear pore complex in ALS and FTD.

Applications of Molecular Barcoding

The concept of molecular barcoding is that each original DNA or RNA molecule is attached to a unique sequence barcode. Sequence reads having different barcodes represent different original molecules, while sequence reads having the same barcode are results of PCR duplication from one original molecule. Discover the latest research on molecular barcoding here.

Chronic Fatigue Syndrome

Chronic fatigue syndrome is a disease characterized by unexplained disabling fatigue; the pathology of which is incompletely understood. Discover the latest research on chronic fatigue syndrome here.

Evolution of Pluripotency

Pluripotency refers to the ability of a cell to develop into three primary germ cell layers of the embryo. This feed focuses on the mechanisms that underlie the evolution of pluripotency. Here is the latest research.

Position Effect Variegation

Position Effect Variagation occurs when a gene is inactivated due to its positioning near heterochromatic regions within a chromosome. Discover the latest research on Position Effect Variagation here.

STING Receptor Agonists

Stimulator of IFN genes (STING) are a group of transmembrane proteins that are involved in the induction of type I interferon that is important in the innate immune response. The stimulation of STING has been an active area of research in the treatment of cancer and infectious diseases. Here is the latest research on STING receptor agonists.

Microbicide

Microbicides are products that can be applied to vaginal or rectal mucosal surfaces with the goal of preventing, or at least significantly reducing, the transmission of sexually transmitted infections. Here is the latest research on microbicides.