Planta Med 2016; 82(S 01): S1-S381
DOI: 10.1055/s-0036-1596641
Abstracts
Georg Thieme Verlag KG Stuttgart · New York

Isolation and identification of new secondary metabolites from the marine sponge Monanchora unguiculata

PE Campos
1   Laboratoire de Chimie des Substances Naturelles et des Sciences des Aliments, Université de la Réunion, 15 Avenue René Cassin, CS 92003, 97744 Saint Denis CEDEX 9, France
,
E Ferreira Queiroz
2   School of pharmaceutical sciences, University of Geneva, University of Lausanne, 30 Quai Ernest-Ansermet, 1211 Geneva 4, Switzerland
,
L Marcourt
2   School of pharmaceutical sciences, University of Geneva, University of Lausanne, 30 Quai Ernest-Ansermet, 1211 Geneva 4, Switzerland
,
JL Wolfender
2   School of pharmaceutical sciences, University of Geneva, University of Lausanne, 30 Quai Ernest-Ansermet, 1211 Geneva 4, Switzerland
,
AS Sanchez
1   Laboratoire de Chimie des Substances Naturelles et des Sciences des Aliments, Université de la Réunion, 15 Avenue René Cassin, CS 92003, 97744 Saint Denis CEDEX 9, France
,
B Illien
1   Laboratoire de Chimie des Substances Naturelles et des Sciences des Aliments, Université de la Réunion, 15 Avenue René Cassin, CS 92003, 97744 Saint Denis CEDEX 9, France
,
A Al Mourabit
3   Centre de Recherche de Gif-sur-Yvette, Institut de Chimie des Substances Naturelles, UPR 2301, CNRS, Avenue de la Terrasse, 91198 Gif-sur-Yvette, France
,
A Gauvin-Bialecki
1   Laboratoire de Chimie des Substances Naturelles et des Sciences des Aliments, Université de la Réunion, 15 Avenue René Cassin, CS 92003, 97744 Saint Denis CEDEX 9, France
› Author Affiliations
Further Information

Publication History

Publication Date:
14 December 2016 (online)

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    Marine sponges naturally produce toxic molecules that prevent other organisms from exploiting them. Some of these substances are also known for their therapeutic properties such as Ara-A and Ara-C, two analogues with relevant antiviral activity or more recently bryostatin 1 or dehydrodidemnin B [1].

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    In our continuous search for bioactive metabolites from marine invertebrates, the Madagascar sponge Monanchora unguiculata has been investigated. Its crude extract was found to be cytotoxic on KB cells (99% at 10 mg/mL) and active against the malaria parasite Plasmodium falciparum (IC50 < 5 mg/mL at 2.26 mg/mL). The chemical investigation of the crude extract led to the isolation of eight compounds (1 – 8) including four new guanidine alkaloids (5 – 8). The four known compounds are crambescidin 800 (1), crambescidin 359 (2), crambescidic acid (3) and fromiamycalin (4) previously isolated from Crambe crambe, Monanchora unguiculata, Monanchora unguifera and Fromia monilis respectively. Crambescidin 800 is already known for having some biological activities such as anti-HIV-1 or antimalarial activities [2,3]. The four new compounds (5 – 8) were characterized by HRMS and NMR. However, for compounds 7 and 8 more chemical investigations are in progress in order to confirm their structural elucidation. Bioassays will be conducted in order to evaluate the cytotoxicity on KB cells and the antimalarial activity of the isolated compounds.

    Keywords: Marine natural products, Monanchora, Crambescidins, Alkaloids.

    References:

    [1] Kijjoa A, Sawangwong P.Drugs and Cosmetics from the Sea. Mar Drugs 2004; 2: 73 – 82

    [2] Hua HM, Peng J, Dunbar DC, Schinazi RF, Andrews AGDC, Cuevas C, Garcia-Fernandez LF, Kelly M, Hamann MT. Batzelladine Alkaloids from the Caribbean Sponge Monanchora unguifera and the Significant Activities against HIV-1 and AIDS Opportunistic Infectious Pathogens, Tetrahedron 2007; 45: 11179 – 11188

    [3] Chang N, Whittaker F, Bewley CA. Crambescidin 826 and Dehydrocrambine A: New Polycyclic Guanidine Alkaloids from the Marine Sponge Monanchora Sp. That Inhibit HIV-1 Fusion, J Nat Prod 2003; 11: 1490 – 1494


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    No conflict of interest has been declared by the author(s).

     
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