Habropetaline A, an antimalarial naphthylisoquinoline alkaloid from Triphyophyllum peltatum.
The isolation, structural elucidation, and antiprotozoal activities of habropetaline A, a novel naphthylisoquinoline alkaloid from Triphyophyllum peltatum, are described. This alkaloid had previously only been identified on line, by the LC-MS/MS-NMR-CD triad, in the crude extract of the rare and difficult-to-provide related plant species Habropetalum dawei, whose small quantities available had not permitted to isolate the compound. As predicted by quantitative structure-activity relationship (QSAR) investigations, habropetaline A exhibits strong antimalarial activity against Plasmodium falciparum, while it is inactive against other protozoal pathogens (Trypanosoma brucei rhodesience, T. cruzi, and Leishmania donovani).
Bringmann
Gerhard
G
Institut für Organische Chemie der Universität, Am Hubland, D-97074 Würzburg, Germany. bringman@chemie.uni-wuerzburg.de
Messer
Kim
K
Schwöbel
Babett
B
Brun
Reto
R
Aké Assi
Laurent
L
D000470:Alkaloids / Q000737:chemistry* / Q000494:pharmacology; D000818:Animals; D000962:Antimalarials / Q000737:chemistry* / Q000494:pharmacology; D004912:Erythrocytes / Q000469:parasitology; D006801:Humans; D007546:Isoquinolines / Q000737:chemistry* / Q000494:pharmacology; D008968:Molecular Conformation; D009281:Naphthalenes / Q000737:chemistry* / Q000494:pharmacology; D009284:Naphthols / Q000737:chemistry* / Q000494:pharmacology; D019906:Nuclear Magnetic Resonance, Biomolecular; D010946:Plants, Medicinal / Q000737:chemistry*; D010963:Plasmodium falciparum / Q000187:drug effects
D000470:Alkaloids; D000962:Antimalarials; D007546:Isoquinolines; D009281:Naphthalenes; D009284:Naphthols; C473304:habropetaline A