RESUMO
Quinolizidine alkaloids, found in the leaves of Cytisus monspessulanus L. (Leguminosae), were characterized in the cuticle of larvae of the pyralid moth Uresiphita reversalis (Lepidoptera: Pyralidae) when the latter were fed on this weed. By GC-MS analysis of the methanolic extracts of the cuticle, four quinolizidine alkaloids, N-methylcytisine, cytisine, aphylline and anagyrine, were identified as possible defense substances. In addition, the quinolizidine alkaloid, (+)-2,3-dehydro-10-oxo-alpha-isosparteine was characterized in both the insect and host plant.
Assuntos
Cytisus/química , Dieta , Larva/química , Larva/fisiologia , Mariposas/química , Folhas de Planta/química , Piranos/química , Piranos/isolamento & purificação , Quinolizinas/isolamento & purificação , Estirenos/química , Estirenos/isolamento & purificação , Animais , Cytisus/metabolismo , Ingestão de Alimentos , Cromatografia Gasosa-Espectrometria de Massas , Interações Hospedeiro-Parasita , Estrutura Molecular , Mariposas/fisiologia , Folhas de Planta/metabolismo , Quinolizinas/químicaRESUMO
The unknown stereostructure of 2-amino-3-cyclopropylbutanoic acid 1, a novel plant growth regulator isolated from the mushroom Amanita castanopsidis Hongo, was determined to be (2S,3S)-2 through its racemic and enantioselective syntheses employing the chelate-enolate Claisen rearrangement as a key step.