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  • Antiplasmodial ß-triketones from the flowers of the Australian tree Angophora woodsiana

    Author(s)
    Senadeera, Sarath PD
    Duffy, Sandra
    Avery, Vicky M
    Carroll, Anthony R
    Griffith University Author(s)
    Carroll, Anthony R.
    Duffy, Sandra
    Avery, Vicky M.
    Year published
    2017
    Metadata
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    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 ...
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    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 (1.84 µM and 3.00 µM, respectively) and chloroquine resistant strain Dd2 (4.00 µM and 2.53 µM, respectively).
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    Journal Title
    Bioorganic and Medicinal Chemistry Letters
    Volume
    27
    Issue
    11
    DOI
    https://doi.org/10.1016/j.bmcl.2017.03.065
    Subject
    Medicinal and biomolecular chemistry
    Organic chemistry
    Biochemistry and cell biology not elsewhere classified
    Pharmacology and pharmaceutical sciences
    Publication URI
    http://hdl.handle.net/10072/341226
    Collection
    • Journal articles

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