title: 8-O-methyldioncophyllinol B and revised structures of other 7,6'-coupled naphthylisoquinoline alkaloids from Triphyophyllum peltatum (Dioncophyllaceae).
abstract: The isolation and structural elucidation of a new naphthylisoquinoline alkaloid, 8-O-methyldioncophyllinol B, from Triphyophyllum peltatum (Hutch. et Dalz.) Airy Shaw (Dioncophyllaceae) is described, together with the revised structures of other 'B-type' compounds previously misidentified as dioncophylline D, dioncophyllinol D, and 8-O-methyldioncophylline D. All of the presently described structures are 7,6'-coupled and thus have to be addressed as 'B-type' naphthylisoquinoline alkaloids. This is in contrast to the initially defined 'D-type' structures, which are 7,8'-coupled as confirmed by a total synthesis of dioncophylline D. Some of these natural and synthetic naphthylisoquinolines were found to display good in vitro antiplasmodial activities.
authors.affiliation: Institut für Organische Chemie, Universität Würzburg, Germany. bringman@chemie.uni-wuerzburg.de
authors.forename: G
authors.initials: G
authors.lastname: Bringmann
authors.forename: C
authors.initials: C
authors.lastname: Günther
authors.forename: W
authors.initials: W
authors.lastname: Saeb
authors.forename: J
authors.initials: J
authors.lastname: Mies
authors.forename: R
authors.initials: R
authors.lastname: Brun
authors.forename: L A
authors.initials: LA
authors.lastname: Assi
mesh_terms: D000470:Alkaloids / Q000737:chemistry* / Q000302:isolation & purification; D008401:Gas Chromatography-Mass Spectrometry; D007546:Isoquinolines / Q000737:chemistry* / Q000302:isolation & purification; D008958:Models, Molecular; D008968:Molecular Conformation; D009284:Naphthols / Q000737:chemistry* / Q000302:isolation & purification; D018515:Plant Leaves / Q000737:chemistry; D010946:Plants, Medicinal / Q000737:chemistry*
chemical_list: C414548:8-O-methyldioncophyllinol B; D000470:Alkaloids; D007546:Isoquinolines; D009284:Naphthols