title: Schizanthines N, O, and P, tropane alkaloids from the aerial parts of Schizanthus tricolor.
abstract: Three tropane alkaloids, named schizanthines N, O, and P (1-3), have been isolated from the crude alkaloid extract of the endemic Chilean plant Schizanthus tricolor. On the basis of extensive NMR studies and MS fragmentation analysis, their structures were determined to be 3α-(E)-4-hydroxysenecioyloxy-6β-angeloyloxytropane (1), 3α-(E)-4-hydroxysenecioyloxy-6β-senecioyloxytropane (2), and 3α-mesaconyloxy-6β-senecioyloxytropane (3). Compounds 1 and 2 are the first isomeric alkaloids in the tropane series possessing a hydroxysenecioyl substituent as an esterifying moiety.
authors.affiliation: School of Pharmaceutical Sciences, University of Geneva, University of Lausanne, Quai Ernest-Ansermet 30, CH-1211 Geneva 4, Switzerland.
authors.forename: Munir
authors.initials: M
authors.lastname: Humam
authors.forename: Thomas
authors.initials: T
authors.lastname: Kehrli
authors.forename: Damien
authors.initials: D
authors.lastname: Jeannerat
authors.forename: Orlando
authors.initials: O
authors.lastname: Muñoz
authors.forename: Kurt
authors.initials: K
authors.lastname: Hostettmann
authors.forename: Philippe
authors.initials: P
authors.lastname: Christen
mesh_terms: D000470:Alkaloids / Q000737:chemistry / Q000302:isolation & purification*; D002677:Chile; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular; D019657:Solanaceae / Q000737:chemistry*; D013237:Stereoisomerism; D014326:Tropanes / Q000737:chemistry / Q000302:isolation & purification*
chemical_list: D000470:Alkaloids; D014326:Tropanes; C557958:schizanthine N; C557959:schizanthine P