2. Academic Validation
  3. Antiplasmodial β-triketones from the flowers of the Australian tree Angophora woodsiana

Antiplasmodial β-triketones from the flowers of the Australian tree Angophora woodsiana

  • Bioorg Med Chem Lett. 2017 Jun 1;27(11):2602-2607. doi: 10.1016/j.bmcl.2017.03.065.
Sarath P D Senadeera 1,  Sandra Duffy 2,  Vicky M Avery 2,  Anthony R Carroll 3
Affiliations

Affiliations

  • 1 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.
  • 2 Griffith Institute for Drug Discovery, Griffith University, Brisbane, QLD 4111, Australia.
  • 3 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.
PMID: 28400231 DOI: 10.1016/j.bmcl.2017.03.065
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 of 1H-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).

Keywords

Angophora woodsiana; Antiplasmodial activity; Myrtaceae; β-Triketones.

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