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    Poecillastrosides, steroidal saponins from the mediterranean deep-sea sponge poecillastra compressa (bowerbank, 1866)

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    Date
    2017-06-26
    Author
    Calabro, Kevin
    Kalahroodi, Elaheh Lotfi
    Rodrigues, Daniel
    Díaz, Caridad
    Cruz, Mercedes de la
    Cautain, Bastien
    Laville, Rémi
    Reyes, Fernando
    Pérez, Thierry
    Soussi, Bassam
    Thomas, Olivier P.
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    Cited 4 times in Scopus (view citations)
    
    Recommended Citation
    Calabro, Kevin; Kalahroodi, Elaheh Lotfi; Rodrigues, Daniel; Díaz, Caridad; Cruz, Mercedes de la; Cautain, Bastien; Laville, Rémi; Reyes, Fernando; Pérez, Thierry; Soussi, Bassam; Thomas, Olivier P. (2017). Poecillastrosides, steroidal saponins from the mediterranean deep-sea sponge poecillastra compressa (bowerbank, 1866). Marine Drugs 15 (7),
    Published Version
    http://www.mdpi.com/1660-3397/15/7/199/pdf
    Abstract
    The first chemical investigation of the Mediterranean deep-sea sponge Poecillastra compressa (Bowerbank, 1866) led to the identification of seven new steroidal saponins named poecillastrosides A-G (1-7). All saponins feature an oxidized methyl at C-18 into a primary alcohol or a carboxylic acid. While poecillastrosides A-D (1-4) all contain an exo double bond at C-24 of the side-chain and two osidic residues connected at O-2', poecillastrosides E-G (5-7) are characterized by a cyclopropane on the side-chain and a connection at O-3' between both sugar units. The chemical structures were elucidated through extensive spectroscopic analysis (High-Resolution Mass Spectrometry (HRESIMS), 1D and 2D NMR) and the absolute configurations of the sugar residues were assigned after acidic hydrolysis and cysteine derivatization followed by LC-HRMS analyses. Poecillastrosides D and E, bearing a carboxylic acid at C-18, were shown to exhibit antifungal activity against Aspergillus fumigatus.
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    http://hdl.handle.net/10379/10649
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