Antiproliferative and antimalarial anthraquinones of Scutia myrtina from the Madagascar forest

Yanpeng Hou, Shugeng Cao, Peggy J. Brodie, Martin W. Callmander, Fidisoa Ratovoson, Etienne A. Rakotobe, Vincent E. Rasamison, Michel Ratsimbason, John N. Alumasa, Paul D. Roepe, David G.I. Kingston

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Abstract

Bioassay-guided fractionation of an ethanol extract of a Madagascar collection of the bark of Scutia myrtina led to the isolation of three new anthrone-anthraquinones, scutianthraquinones A, B and C (1-3), one new bisanthrone-anthraquinone, scutianthraquinone D (4), and the known anthraquinone, aloesaponarin I (5). The structures of all compounds were determined using a combination of 1D and 2D NMR experiments, including COSY, TOCSY, HSQC, HMBC, and ROESY sequences, and mass spectrometry. All the isolated compounds were tested against the A2780 human ovarian cancer cell line for antiproliferative activities, and against the chloroquine-resistant Plasmodium falciparum strains Dd2 and FCM29 for antiplasmodial activities. Compounds 1, 2 and 4 showed weak antiproliferative activities against the A2780 ovarian cancer cell line, while compounds 1-4 exhibited moderate antiplasmodial activities against P. falciparum Dd2 and compounds 1, 2, and 4 exhibited moderate antiplasmodial activities against P. falciparum FCM29.

Original languageEnglish (US)
Pages (from-to)2871-2876
Number of pages6
JournalBioorganic and Medicinal Chemistry
Volume17
Issue number7
DOIs
StatePublished - Apr 1 2009

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All Science Journal Classification (ASJC) codes

  • Biochemistry
  • Molecular Medicine
  • Molecular Biology
  • Pharmaceutical Science
  • Drug Discovery
  • Clinical Biochemistry
  • Organic Chemistry

Cite this

Hou, Y., Cao, S., Brodie, P. J., Callmander, M. W., Ratovoson, F., Rakotobe, E. A., Rasamison, V. E., Ratsimbason, M., Alumasa, J. N., Roepe, P. D., & Kingston, D. G. I. (2009). Antiproliferative and antimalarial anthraquinones of Scutia myrtina from the Madagascar forest. Bioorganic and Medicinal Chemistry, 17(7), 2871-2876. https://doi.org/10.1016/j.bmc.2009.02.022