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  • Cytotoxic Guanidine Alkaloids from a French Polynesian Monanchora n. sp. Sponge

    Author(s)
    El-Demerdash, Amr
    Moriou, Celine
    Martin, Marie-Therese
    Rodrigues-Stien, Alice de Souza
    Petek, Sylvain
    Demoy-Schneider, Marina
    Hall, Kathryn
    Hooper, John NA
    Debitus, Cecile
    Al-Mourabit, Ali
    Griffith University Author(s)
    Hooper, John N.
    Year published
    2016
    Metadata
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    Abstract
    Four bicyclic and three pentacyclic guanidine alkaloids (1–7) were isolated from a French Polynesian Monanchora n. sp. sponge, along with the known alkaloids monalidine A (8), enantiomers 9–11 of known natural product crambescins, and the known crambescidins 12–15. Structures were assigned by spectroscopic data interpretation. The relative and absolute configurations of the alkaloids were established by analysis of 1H NMR and NOESY spectra and by circular dichroism analysis. The new norcrambescidic acid (7) corresponds to interesting biosynthetic variation within the pentacyclic core. All compounds exhibited antiproliferative ...
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    Four bicyclic and three pentacyclic guanidine alkaloids (1–7) were isolated from a French Polynesian Monanchora n. sp. sponge, along with the known alkaloids monalidine A (8), enantiomers 9–11 of known natural product crambescins, and the known crambescidins 12–15. Structures were assigned by spectroscopic data interpretation. The relative and absolute configurations of the alkaloids were established by analysis of 1H NMR and NOESY spectra and by circular dichroism analysis. The new norcrambescidic acid (7) corresponds to interesting biosynthetic variation within the pentacyclic core. All compounds exhibited antiproliferative and cytotoxic efficacy against KB, HCT116, HL60, MRC5, and B16F10 cancer cells, with IC50 values ranging from 4 nM to 10 μM.
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    Journal Title
    Journal of Natural Products
    Volume
    79
    Issue
    8
    DOI
    https://doi.org/10.1021/acs.jnatprod.6b00168
    Subject
    Chemical sciences
    Biological sciences
    Other biological sciences not elsewhere classified
    Biomedical and clinical sciences
    Publication URI
    http://hdl.handle.net/10072/100260
    Collection
    • Journal articles

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