Netamines O-S, Five New Tricyclic Guanidine Alkaloids from the Madagascar Sponge Biemna laboutei, and Their Antimalarial Activities

Emmanuelle Gros, Marie Thérèse Martin, Jonathan Sorres, Céline Moriou, Jean Vacelet, Michel Frederich, Maurice Aknin, Yoel Kashman, Anne Gauvin-Bialecki, Ali Al-Mourabit

Research output: Contribution to journalArticlepeer-review

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.

Original languageEnglish
Pages (from-to)1725-1733
Number of pages9
JournalChemistry and Biodiversity
Volume12
Issue number11
DOIs
StatePublished - 1 Nov 2015

Keywords

  • Antiplasmodial activity
  • Biemna laboutei
  • Cytotoxic activity
  • Guanidine alkaloids
  • Netamines O - S

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