A spirostanic saponin was isolated from the ethanolic extract of the aerial parts of Solanum laxum Steud. The compound, named luciamin, was characterised by NMR spectroscopy, mass spectrometry and chemical methods, as (22R, 25S)-spirost-5-en-3β,15 α-diol 3-O-{β-d-glucopyranosyl (1→2)-β-d-glucopyranosyl-(1→4)-[α-l-rhamnopyranosyl-(1→2)]-β-d-galactopyranoside}. The compound was tested against the aphid Schizaphis graminum by incorporation in artificial diets. It showed a deterrent (toxic) activity against the insect and is the first spirostane glycoside reported to have this activity.
glycosides, Solanaceae, bioassay, Solanum laxum, Schizaphis graminum
NCBI PubMed ID: 11117891Publication DOI: 10.1016/S0031-9422(00)00273-9Journal NLM ID: 0151434Publisher: Elsevier
Correspondence: fferreir@bilbo.edu.uy
Institutions: Departamento de Quı́mica Orgánica, Facultad de Ciencias, Montevideo, Uruguay, Cátedra de Farmacognosia y Productos Naturales, Facultad de Quı́mica, Montevideo, Uruguay, Laboratorio de Fisiologı́a Vegetal, Facultad de Ciencias, Universidad de Chile, Santiago de Chile, Chile
Methods: 13C NMR, 1H NMR, NMR-2D, TLC, ESI-MS, acid hydrolysis, HPLC, extraction, CC, HR-ESI-MS, evaporation, centrifugation
Found