title: Antiplasmodial β-triketones from the flowers of the Australian tree Angophora woodsiana.
abstract: Chemical investigations of the MeOH extract of air dried flowers of the Australian tree Angophora woodsiana (Myrtaceae) yielded two new β-triketones, woodsianones A and B (1, 2) and nine known β-triketones (3-11). Woodsianone A is a β-triketone-sesquiterpene adduct and woodsianone B is a β-triketone epoxide derivative. The structures of the new and known compounds were elucidated from the analysis of 1D/2D NMR and MS data. The relative configurations of the compounds were determined from analysis of1H-1H coupling constants and ROESY correlations. All compounds (1-11) had antiplasmodial activity against the chloroquine sensitive strain 3D7. The known compound rhodomyrtone (5) and new compound woodsianone B (2) showed moderate antiplasmodial activities against the 3D7 strain (1.84µM and 3.00µM, respectively) and chloroquine resistant strain Dd2 (4.00µM and 2.53µM, respectively).
authors.affiliation: Environmental Futures Research Institute, Griffith University, Gold Coast, QLD 4222, Australia; Griffith School of Environment, Griifth University, Gold Coast, QLD 4222, Australia; Department of Natural Products, Medical Research Institute, No 527, Dr. Danister De Silva Mawatha, Colombo 08, Sri Lanka.
authors.forename: Sarath P D
authors.initials: SPD
authors.lastname: Senadeera
authors.affiliation: Griffith Institute for Drug Discovery, Griffith University, Brisbane, QLD 4111, Australia.
authors.forename: Sandra
authors.initials: S
authors.lastname: Duffy
authors.affiliation: Griffith Institute for Drug Discovery, Griffith University, Brisbane, QLD 4111, Australia.
authors.forename: Vicky M
authors.initials: VM
authors.lastname: Avery
authors.affiliation: Environmental Futures Research Institute, Griffith University, Gold Coast, QLD 4222, Australia; Griffith School of Environment, Griifth University, Gold Coast, QLD 4222, Australia; Griffith Institute for Drug Discovery, Griffith University, Brisbane, QLD 4111, Australia. Electronic address: A.Carroll@griffith.edu.au.
authors.forename: Anthony R
authors.initials: AR
authors.lastname: Carroll
mesh_terms: D000962:Antimalarials / Q000737:chemistry* / Q000302:isolation & purification / Q000494:pharmacology; D001315:Australia; D002470:Cell Survival / Q000187:drug effects; D002738:Chloroquine / Q000494:pharmacology; D004351:Drug Resistance / Q000187:drug effects; D035264:Flowers / Q000737:chemistry / Q000378:metabolism; D057809:HEK293 Cells; D006801:Humans; D007659:Ketones / Q000737:chemistry* / Q000302:isolation & purification / Q000494:pharmacology; D009682:Magnetic Resonance Spectroscopy; D008968:Molecular Conformation; D027822:Myrtaceae / Q000737:chemistry* / Q000378:metabolism; D010936:Plant Extracts / Q000737:chemistry*; D010963:Plasmodium falciparum / Q000187:drug effects; D012717:Sesquiterpenes / Q000737:chemistry
chemical_list: D000962:Antimalarials; D007659:Ketones; D010936:Plant Extracts; D012717:Sesquiterpenes; C000621970:woodsianone A; C000621971:woodsianone B; D002738:Chloroquine
keywords: Angophora woodsiana; Antiplasmodial activity; Myrtaceae; β-Triketones