Simple procedures for preparing putative toxic metabolites of pyrrolizidine alkaloids.
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.
Mattocks
A R
AR
M.R.C. Laboratories, Carshalton, Surrey, U.K.
Jukes
R
R
Brown
J
J
D055598:Chemical Phenomena; D002621:Chemistry; D002855:Chromatography, Thin Layer; D009682:Magnetic Resonance Spectroscopy; D011763:Pyrrolizidine Alkaloids / Q000302:isolation & purification* / Q000378:metabolism / Q000633:toxicity
D011763:Pyrrolizidine Alkaloids