Alisiaquinones and Alisiaquinol, dual inhibitors of Plasmodium falciparum enzyme targets from a new caledonian deep water sponge

Denis Desoubzdanne, Laurence Marcourt, Roselyne Raux, Séverine Chevalley, Dominique Dorin, Christian Doerig, Alexis Valentin, Frédéric Ausseil, Cécile Debitus

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Abstract

Four new meroterpenes, alisiaquinones A-C (1-3) and alisiaquinol (4), were isolated from a New Caledonian deep water sponge. Their structures and relative stereochemistry were elucidated by spectroscopic data analysis. They are related to xestoquinone, but showed unusual substitution on a tetrahydrofuran junction. They displayed micromolar range activity on two enzymatic targets of importance for the control of malaria, the plasmodial kinase Pfnek-1 and a protein farnesyl transferase, as well as on different chloroquine-sensitive and -resistant strains of Plasmodium falciparum. Alisiaquinone C displayed a submicromolar activity on P.falcipanan and a competitive selectivity index on the different plasmodial strains.

Original languageEnglish
Pages (from-to)1189-1192
Number of pages4
JournalJournal of Natural Products
Volume71
Issue number7
DOIs
Publication statusPublished - 1 Jul 2008
Externally publishedYes

Cite this

Desoubzdanne, D., Marcourt, L., Raux, R., Chevalley, S., Dorin, D., Doerig, C., Valentin, A., Ausseil, F., & Debitus, C. (2008). Alisiaquinones and Alisiaquinol, dual inhibitors of Plasmodium falciparum enzyme targets from a new caledonian deep water sponge. Journal of Natural Products, 71(7), 1189-1192. https://doi.org/10.1021/np8000909