Antiproliferative and Antiplasmodial Dimeric Phloroglucinols from Mallotus oppositifolius from the Madagascar Dry Forest

Bioassay-guided fractionation of an ethanol extract of the leaves and inflorescence of Mallotus oppositifolius collected in Madagascar led to the isolation of the two new bioactive dimeric phloroglucinols mallotojaponins B (1) and C (2), together with the known mallotophenone (3). The structures of...

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Veröffentlicht in:Journal of natural products (Washington, D.C.) D.C.), 2013-03, Vol.76 (3), p.388-393
Hauptverfasser: Harinantenaina, Liva, Bowman, Jessica D, Brodie, Peggy J, Slebodnick, Carla, Callmander, Martin W, Rakotobe, Etienne, Randrianaivo, Richard, Rasamison, Vincent E, Gorka, Alexander, Roepe, Paul D, Cassera, Maria B, Kingston, David G. I
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Sprache:eng
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Zusammenfassung:Bioassay-guided fractionation of an ethanol extract of the leaves and inflorescence of Mallotus oppositifolius collected in Madagascar led to the isolation of the two new bioactive dimeric phloroglucinols mallotojaponins B (1) and C (2), together with the known mallotophenone (3). The structures of the new compounds were determined on the basis of spectroscopic evidence, including their 1D- and 2D-NMR spectra, mass spectrometry, and an X-ray crystal structure. Compounds 1 and 2 showed potent antimalarial activity against chloroquine-resistant Plasmodium falciparum, with IC50 values of 0.75 ± 0.30 and 0.14 ± 0.04 μM, while 3 was inactive in this assay. Compounds 1–3 also displayed strong antiproliferative activity against the A2780 human ovarian cancer cell line (IC50 1.10 ± 0.05, 1.3 ± 0.1 and 6.3 ± 0.4 μM, respectively).
ISSN:0163-3864
1520-6025
DOI:10.1021/np300750q