title: An aphid repellent glycoside from Solanum laxum.
abstract: 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-3 beta, 15 alpha-diol 3-O-[beta-D-glucopyranosyl (1 --> 2)-beta-D-glucopyranosyl-( 1 --> 4)-[alpha-L-rhamnopyranosyl-( 1 --> 2)]-beta-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.
authors.affiliation: Departamento de Química, Facultad de Ciencias, Montevideo, Uruguay.
authors.forename: S
authors.initials: S
authors.lastname: Soulé
authors.forename: C
authors.initials: C
authors.lastname: Güntner
authors.forename: A
authors.initials: A
authors.lastname: Väzquez
authors.forename: V
authors.initials: V
authors.lastname: Argandoña
authors.forename: P
authors.initials: P
authors.lastname: Moyna
authors.forename: F
authors.initials: F
authors.lastname: Ferreira
mesh_terms: D000818:Animals; D001042:Aphids / Q000187:drug effects*; D002240:Carbohydrate Sequence; D005960:Glucosides / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D006027:Glycosides / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology; D007302:Insect Repellents / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D008969:Molecular Sequence Data; D009844:Oligosaccharides / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D019657:Solanaceae / Q000737:chemistry*
chemical_list: D005960:Glucosides; D006027:Glycosides; D007302:Insect Repellents; D009844:Oligosaccharides; C419330:luciamin