Configuration of necine pyrroles — Toxic metabolites of pyrrolizidine alkaloids
1985; Elsevier BV; Volume: 25; Issue: 2 Linguagem: Inglês
10.1016/0378-4274(85)90070-0
ISSN1879-3169
AutoresBogdan Kedzierski, Donald R. Buhler,
Tópico(s)Botanical Research and Chemistry
ResumoThe commonly accepted belief regarding the configuration of the major pyrrole metabolite of pyrrolizidine alkaloids has been revised. This paper provides evidence that a racemic mixture of (±) 6,7-dihydro-7-hydroxy-1-hydroxymethyl-5H-pyrrolizine is the product of the microsomal transformation of esters of heliotridine and retronecine instead of pure (+) or (−) enantiomers, commonly referred to as dehydroheliotridine and dehydroretronecine. The toxicological significance of these results is under investigation.
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