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

作者:Senadeera Sarath P D; Duffy Sandra; Avery Vicky M; Carroll Anthony R*
来源:Bioorganic & Medicinal Chemistry Letters, 2017, 27(11): 2602-2607.
DOI:10.1016/j.bmcl.2017.03.065

摘要

Chemical investigations of the MeOH extract of air dried flowers of the Australian tree Angophora woodsiana (Myrtaceae) yielded two new beta-triketones, woodsianones A and B (1, 2) and nine known beta-triketones (3-11). Woodsianone A is a beta-triketone-sesquiterpene adduct and woodsianone B is a beta-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 H-1-H-1 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 mu M and 3.00 mu M, respectively) and chloroquine resistant strain Dd2 (4.00 mu M and 2.53 mu M, respectively).

  • 出版日期2017-6-1