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Antiprotozoal steroidal saponins from the marine sponge Pandaros acanthifolium OceanDocs
Regalado, E.L.; Tasdemir, D.; Kaiser, M.; Cachet, N.; Amade, P.; Thomas, O.P..
The chemical composition of the Caribbean sponge Pandaros acanthifolium was reinvestigated and led to the isolation of 12 new steroidal glycosides, namely, pandarosides E-J (1-6) and their methyl esters (7-12). Their structures were determined on the basis of extensive spectroscopic analyses, including two-dimensional NMR and HRESIMS data. Like the previously isolated pandarosides A-D (13-16), the new compounds 1-12 share an unusual oxidized D-ring and a cis C/D ring junction. The absolute configurations of the aglycones were assigned by interpretation of CD spectra, whereas the absolute configurations of the monosaccharide units were determined by chiral GC analyses of the acid methanolysates. The majority of the metabolites showed in Vitro activity...
Tipo: Journal Contribution Palavras-chave: Sponges; Sponges; Http://aims.fao.org/aos/agrovoc/c_7321.
Ano: 2010 URL: http://hdl.handle.net/1834/3863
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Acanthifoliosides, minor steroidal saponins from the Caribbean marine sponge Pandaros acanthifolium OceanDocs
Regalado, E.L.; Jiménez-Romero, C.; Genta-Jouve, G.; Tasdemir, D.; Amade, P.; Nogueiras, C.; Thomas, O.P..
Seven novel steroid glycosides, acanthifoliosides A-F (1-6) and the methyl ester of 6 (7), were isolated from the marine sponge Pandaros acanthifolium as minor components. Acanthifoliosides are characterized by a rare C-15 and C-16 oxidized D ring which was previously found in saponins produced by starfishes. Very uncommon is the presence of additional sugar residues at C-15 or C-16. Their structures were determined on the basis of extensive spectroscopic analyses, including two-dimensional NMR and HRESIMS data. The absolute configurations of the aglycones were assigned by comparison between experimental and TDDFT calculated CD spectra of 1, whereas the absolute configurations of the monosaccharide units were determined by chiral GC analyses of the acid...
Tipo: Journal Contribution Palavras-chave: Sponges; Sponges; Http://aims.fao.org/aos/agrovoc/c_7321.
Ano: 2011 URL: http://hdl.handle.net/1834/3866
Registros recuperados: 2
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