Planta Med 2016; 82(S 01): S1-S381
DOI: 10.1055/s-0036-1596644
Abstracts
Georg Thieme Verlag KG Stuttgart · New York

Chemical constituents of the soft coral Sinularia gravis from the coast of Madagascar

M Pascaline Rahelivao
1   Technische Universität Dresden, Department Chemie, Bergstrasse 66, 01069 Dresden, Germany
,
M Gruner
1   Technische Universität Dresden, Department Chemie, Bergstrasse 66, 01069 Dresden, Germany
,
HJ Knölker
1   Technische Universität Dresden, Department Chemie, Bergstrasse 66, 01069 Dresden, Germany
› Author Affiliations
Further Information

Publication History

Publication Date:
14 December 2016 (online)

 
 

    Secondary metabolites obtained from marine organisms including animals, plants, and microorganisms are a rich source for new pharmacologically active compounds [1]. The sea waters of Madagascar, the fourth largest island in the world with nearly 5000 km of coastline, accommodates a wealth of marine organisms in its coastal region. To date, only few representatives of Madagascan soft corals have been investigated for their chemical constituents [2 – 4]. The present study aims at the investigation of the chemical constituents of the soft coral Sinularia gravis collected at the coast of Madagascar. Four new compounds, the spatane-type diterpenoid gravilin (1), the monoalkylmonoacylglycerol 2, the dihomoditerpenoid ketone 3, and isodecaryiol (4), along with the three known compounds (+)-(S)-geranyllinalool, (-)-(R)-nephthenol, and 11,12-epoxysarcophytol A have been isolated from S. gravis [5]. The isolated compounds were characterized using 1H NMR and 13C NMR spectroscopy. In combination with COSY, NOESY, HMBC, and HSQC measurements, a complete structural elucidation was achieved. The structure of compound 4 including its absolute stereochemistry was confirmed by single crystal X-ray diffraction.

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    Acknowledgements: Marie Pascaline Rahelivao is grateful to the European Commission (Erasmus Mundus Programme), the Gesellschaft von Freunden und Förderern der TU Dresden (GFF TU Dresden), and the TUD Graduate Academy for their support by providing scholarships.

    Keywords: Soft corals, Cembranoid, Spatane diterpenes, NMR spectroscopy, X-ray diffraction.

    References:

    [1] Jha RK, Zi-rong X. Biomedical compounds from marine organisms. Mar Drugs 2004; 2: 123 – 146

    [2] Poza JJ, Fernández R, Reyes F, Rodríguez J, Jiménez C. Isolation, biological significance, synthesis, and cytotoxic evaluation of new natural parathiosteroids A-C and analogues from the soft coral Paragorgia sp. J Org Chem 2008; 73: 7978 – 7984

    [3] Longeon A, Bourguet-Kondracki M-L, Guyot M. Two new cembrane diterpenes from a Madagascan soft coral of the genus Sarcophyton. Tetrahedron Lett 2002; 43: 5937 – 5939

    [4] Hou Y, Harinantenaina L. New and bioactive natural products isolated from Madagascar plants and marine organisms. Curr Med Chem 2010; 17: 1191 – 1219

    [5] Rahelivao MP, Gruner M, Lübken T, Islamov D, Kataeva O, Andriamanantoanina H, Bauer I, Knölker H-J. Chemical constituents of the soft corals Sinularia vanderlandi and Sinularia gravis from the coast of Madagascar. Org Biomol Chem 2016; 14: 989 – 1001


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

     
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