New bioactive halenaquinone derivatives from South Pacific marine sponges of the genus Xestospongia

Bioorganic & Medicinal Chemistry
Arlette LongeonMarie-Lise Bourguet-Kondracki

Abstract

Bioassay-directed fractionation of South Pacific marine sponges of the genus Xestospongia has led to the isolation of a number of halenaquinone-type polyketides, including two new derivatives named xestosaprol C methylacetal 7 and orhalquinone 8. Chemical characterization of these two new compounds was achieved by extensive 1D and 2D NMR spectroscopic studies. Evaluation of anti-phospholipase A(2), anti-farnesyltransferase and antiplasmodial activities of this series is presented and structure/activity relationships are discussed. Orhalquinone 8 displayed a significant inhibition of both human and yeast farnesyltransferase enzymes, with IC(50) value of 0.40 microM and was a moderate growth inhibitor of Plasmodium falciparum.

References

Jan 1, 1987·Toxicon : Official Journal of the International Society on Toxinology·A Lôbo de Araújo, F Radvanyi

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Citations

Feb 26, 2011·Journal of Natural Products·Rhys FinlaysonBrent R Copp
Jul 9, 2013·Journal of Natural Products·Xuan Cuong NguyenMarie-Lise Bourguet-Kondracki
Apr 5, 2012·Organic & Biomolecular Chemistry·Liming CaoPeter Wipf
May 1, 2015·Marine Drugs·Fei HeMarie-Lise Bourguet-Kondracki
Oct 20, 2010·Current Opinion in Biotechnology·Katharine R WattsPhillip Crews
Jan 1, 2011·ISRN Pharmaceutics·Agus TriantoJunichi Tanaka
Nov 2, 2016·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Tekleab TekaKaleab Asres
Jun 20, 2018·Angewandte Chemie·Subir GoswamiRich G Carter
Oct 4, 2017·Mini Reviews in Medicinal Chemistry·Tingting LiJianrong Li
Dec 24, 2011·Natural Product Reports·John W BluntMichèle R Prinsep
Sep 15, 2012·Natural Product Reports·Klaus-Dieter FeussnerChris M Ireland
Dec 7, 2019·Malaria Journal·Nasir Tajuddeen, Fanie R Van Heerden
Mar 13, 2018·European Journal of Organic Chemistry·Gregg M Schwarzwalder, Christopher D Vanderwal

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