title: Simple procedures for preparing putative toxic metabolites of pyrrolizidine alkaloids.
abstract: New procedures are described for converting unsaturated pyrrolizidine alkaloids to chemically reactive pyrrolic esters (dehydro-alkaloids), which are probable primary toxic metabolites formed from these alkaloids in vivo. Preparations of dehydro-necines, including dehydroretronecine (DHR) are also described. Dehydrocrotanecine, and four new dehydro-alkaloids, are described for the first time. The methods give superior yields to earlier procedures, do not require a high degree of chemical expertise, and are particularly suitable for making small amounts of compounds for toxicological experiments.
authors.affiliation: M.R.C. Laboratories, Carshalton, Surrey, U.K.
authors.forename: A R
authors.initials: AR
authors.lastname: Mattocks
authors.forename: R
authors.initials: R
authors.lastname: Jukes
authors.forename: J
authors.initials: J
authors.lastname: Brown
mesh_terms: D055598:Chemical Phenomena; D002621:Chemistry; D002855:Chromatography, Thin Layer; D009682:Magnetic Resonance Spectroscopy; D011763:Pyrrolizidine Alkaloids / Q000302:isolation & purification* / Q000378:metabolism / Q000633:toxicity
chemical_list: D011763:Pyrrolizidine Alkaloids