title: Mbandakamines A and B, unsymmetrically coupled dimeric naphthylisoquinoline alkaloids, from a Congolese Ancistrocladus species.
abstract: Mbandakamines A (1) and B (2), isolated from the leaves of an as yet unidentified Congolese Ancistrocladus species, are the first dimeric naphthylisoquinoline alkaloids with an unsymmetrically coupled central biaryl axis. Their novel 6',1″-coupling type implies a hitherto unprecedented peri-peri coupling in one of the naphthalene parts, leading to the as yet highest steric hindrance at the central axis and a total of seven elements of chirality. Mbandakamine A exhibits good antimalarial activity.
authors.affiliation: Institute of Organic Chemistry, University of Würzburg, Am Hubland, D-97074 Würzburg, Germany. bringman@chemie.uni-wuerzburg.de
authors.forename: Gerhard
authors.initials: G
authors.lastname: Bringmann
authors.forename: Blaise Kimbadi
authors.initials: BK
authors.lastname: Lombe
authors.forename: Claudia
authors.initials: C
authors.lastname: Steinert
authors.forename: Karine Ndjoko
authors.initials: KN
authors.lastname: Ioset
authors.forename: Reto
authors.initials: R
authors.lastname: Brun
authors.forename: Florian
authors.initials: F
authors.lastname: Turini
authors.forename: Günther
authors.initials: G
authors.lastname: Heubl
authors.forename: Virima
authors.initials: V
authors.lastname: Mudogo
mesh_terms: D000470:Alkaloids / Q000737:chemistry* / Q000494:pharmacology; D000962:Antimalarials / Q000737:chemistry* / Q000494:pharmacology; D019281:Dimerization; D007546:Isoquinolines / Q000737:chemistry* / Q000302:isolation & purification / Q000494:pharmacology; D009682:Magnetic Resonance Spectroscopy; D015394:Molecular Structure; D009281:Naphthalenes / Q000737:chemistry* / Q000302:isolation & purification / Q000494:pharmacology; D010936:Plant Extracts / Q000737:chemistry* / Q000302:isolation & purification; D018515:Plant Leaves / Q000737:chemistry*; D010963:Plasmodium falciparum / Q000737:chemistry* / Q000187:drug effects*; D013237:Stereoisomerism
chemical_list: D000470:Alkaloids; D000962:Antimalarials; D007546:Isoquinolines; C584589:Mbandakamine A; C584590:Mbandakamine B; D009281:Naphthalenes; D010936:Plant Extracts