Trans -4-Hydroxy-2-Hexenal: a Reactive Metabolite from the Macrocyclic Pyrrolizidine Alkaloid Senecionine
- 2 August 1985
- journal article
- other
- Published by American Association for the Advancement of Science (AAAS) in Science
- Vol. 229 (4712) , 472-475
- https://doi.org/10.1126/science.4012327
Abstract
The toxicity of macrocyclic pyrrolizidine alkaloids in the livers of man and animals has been attributed to the formation of reactive pyrroles from dihydropyrrolizines. Now a novel metabolite, trans-4-hydroxy-2-hexenal, has been isolated from the macrocyclic pyrrolizidine alkaloid senecionine, in an in vitro hepatic microsomal system. Other alkenals such as trans-4-hydroxy-2-nonenal have previously been isolated from microsomal systems when treated with halogenated hydrocarbons or subjected to lipid peroxidation. The in vivo pathology caused by trans-4-hydroxy-2-hexenal appears to be identical to that previously attributed to reactive pyrroles. There are similarities between the toxic effects of this alkenal and those of centrilobular hepatotoxins such as CCl4 and other alkenals formed during lipid peroxidation.Keywords
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