%0 Journal Article
%A Calabro, Kevin
%A Kalahroodi, Elaheh Lotfi
%A Rodrigues, Daniel
%A Diaz, Caridad
%A de la Cruz, Mercedes
%A Cautain, Bastien
%A Laville, Remi
%A Reyes, Fernando
%A Perez, Thierry
%A Soussi, Bassam
%A Thomas, Olivier P.
%T Poecillastrosides, Steroidal Saponins from the Mediterranean Deep-Sea Sponge Poecillastra compressa (Bowerbank, 1866)
%D 2017
%@ 1660-3397
%U https://hdl.handle.net/10668/24598
%X 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.
%K sponge
%K saponins
%K deep-sea
%K Poecillastra compressa
%K Starfish certonardoa-semiregularis
%K Water marine sponge
%K Triterpenoid saponins
%K Side-chain
%K A-c
%K Pandaros-acanthifolium
%K Asteropus-sarasinosum
%K Erylus-lendenfeldi
%K Ectyoplasia-ferox
%K Mycale-laxissima
%~