Netamines O–S,Five New Tricyclic Guanidine Alkaloids from the Madagascar Sponge Biemna laboutei,and Their Antimalarial Activities |
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| Authors: | Emmanuelle Gros Marie‐Thérèse Martin Jonathan Sorres Céline Moriou Jean Vacelet Michel Frederich Maurice Aknin Yoel Kashman Anne Gauvin‐Bialecki Ali Al‐Mourabit |
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| Institution: | 1. Laboratoire de Chimie des Substances Naturelles et des Sciences des Aliments, Faculté des Sciences et Technologies, Université de La Réunion, 15 Avenue René Cassin, CS 92003, FR‐97744 Saint‐Denis Cedex 9, La Réunion, (phone: +262‐262‐938197;2. fax: +262‐262‐938183);3. Centre de Recherche de Gif‐sur‐Yvette, Institut de Chimie des Substances Naturelles, UPR 2301, CNRS, Avenue de la Terrasse, FR‐91198 Gif‐sur‐Yvette;4. Aix Marseille Université, CNRS, IRD, Avignon Université, IMBE UMR 7263, Station marine d'Endoume, FR‐13397 Marseille;5. Laboratory of Pharmacognosy, Department of Pharmacy, CIRM, University of Liège B36, BE‐4000 Liège;6. School of Chemistry, Sackler Faculty of Exact Sciences, Tel Aviv University, Tel Aviv 69978, Israel |
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| Abstract: | In our continuing program to isolate new compounds from the Madagascar sponge Biemna laboutei, five new tricyclic guanidine alkaloids, netamines O – S ( 1 – 5 , resp.), have been identified together with the known compounds netamine E ( 6 ) and mirabilin J ( 7 ). The structures of all new netamines were assigned on the basis of spectroscopic analyses. Their relative configurations were established by analysis of ROESY data and comparison with literature data. Netamines O, P, and Q, which were isolated in sufficient quantities, were tested for their cytotoxic activities against KB cells and their activities against the malaria parasite Plasmodium falciparum. Netamines O and Q were found to be moderately cytotoxic. Netamines O, P, and Q exhibited antiplasmodial activities with IC50 values of 16.99±4.12, 32.62±3.44, and 8.37±1.35 μM , respectively. |
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| Keywords: | Antiplasmodial activity Biemna laboutei Cytotoxic activity Guanidine alkaloids Netamines O – S |
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