Planta Med 2014; 80 - PD86
DOI: 10.1055/s-0034-1382507

Antiproliferative and antimalarial sesquiterpene lactones from Piptocoma antillana

Y Liu 1, L Harinantenaina 1, PJ Brodie 1, JD Bowman 2, MB Cassera 2, M Goetz 3, DGI Kingston 1
  • 1Department of Chemistry and the Virginia Tech Center for Drug Discovery, Virginia Tech Blacksburg, Virginia 24061
  • 2Department of Biochemistry and the Virginia Tech Center for Drug Discovery, M/C 0308, Virginia Tech, Blacksburg, Virginia 24061
  • 3Natural Products Discovery Institute, 3805 Old Easton Road, Doylestown, PA 18902

Bioassay-directed fractionation of an ethanol extract of the leaves and twigs of the antiproliferative plant Piptocoma antillana (Asparagaceae) afforded two new goyazensolide-type sesquiterpene lactones named piptoantilnolide A (1) and piptoantilnolide B (2), together with the known compounds 1-oxo-3,10-epoxy-8-metacriloxy-15-acetoxygermacra-2,4,11(13)-trien-6(12)-olide (3) and 5-epiisogoyazensolide (4). The structure elucidation of all compounds was carried out based on NMR and mass spectroscopic data analyses. The absolute configurations of all sesquiterpene lactones isolated were determined from their CD and NOESY NMR spectra. Compounds 1 – 4 showed potent A2780 activities, with IC50 values of 1.47± 0.5, 0.57± 0.3, 1.62± 0.05, and 1.56± 0.04 µM, respectively. They also displayed moderate antimalarial activity against Plasmodium falciparum with IC50 values of 6.17 ± 0.53, 2.19± 0.48, 8± 0.42 µM, and 9± 0.58 µM, respectively.

Fig. 1