RT Journal Article
T1 Poecillastrosides, Steroidal Saponins from the Mediterranean Deep-Sea Sponge Poecillastra compressa (Bowerbank, 1866)
A1 Calabro, Kevin
A1 Kalahroodi, Elaheh Lotfi
A1 Rodrigues, Daniel
A1 Diaz, Caridad
A1 de la Cruz, Mercedes
A1 Cautain, Bastien
A1 Laville, Remi
A1 Reyes, Fernando
A1 Perez, Thierry
A1 Soussi, Bassam
A1 Thomas, Olivier P.
K1 sponge
K1 saponins
K1 deep-sea
K1 Poecillastra compressa
K1 Starfish certonardoa-semiregularis
K1 Water marine sponge
K1 Triterpenoid saponins
K1 Side-chain
K1 A-c
K1 Pandaros-acanthifolium
K1 Asteropus-sarasinosum
K1 Erylus-lendenfeldi
K1 Ectyoplasia-ferox
K1 Mycale-laxissima
AB 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.
PB Mdpi ag
SN 1660-3397
YR 2017
FD 2017-07-01
LK https://hdl.handle.net/10668/24598
UL https://hdl.handle.net/10668/24598
LA en
DS RISalud
RD Apr 7, 2025