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Poecillastrosides, Steroidal Saponins from the Mediterranean Deep-Sea Sponge Poecillastra compressa (Bowerbank, 1866)

School of Chemistry, National University of Ireland Galway, University Road, H91 TK33 Galway, Ireland
Cosmo International Ingredients, 855 avenue du Docteur Maurice Donat, 06250 Mougins, France
Géoazur, Université Côte d’Azur, CNRS, OCA, IRD, 250 rue Albert Einstein, 06560 Valbonne, France
Institut Méditerranéen de Biodiversité et d’Ecologie marine et continentale, CNRS—Aix-Marseille University, IRD—University Avignon, Station Marine d’Endoume, rue de la batterie des lions, 13007 Marseille, France
Fundación MEDINA, Centro de Excelencia en Investigación de Medicamentos Innovadores en Andalucía, Avda. del Conocimiento 34, Parque Tecnológico de Ciencias de la Salud, E-18016 Armilla, Granada, Spain
Department of Marine Sciences, University of Gothenburg, P.O. Box 460, SE40530 Gothenburg, Sweden
Oman Centre for Marine Biotechnology, P.O. Box 236, PC 103 Muscat, Oman
Authors to whom correspondence should be addressed.
Mar. Drugs 2017, 15(7), 199;
Received: 17 May 2017 / Revised: 15 June 2017 / Accepted: 21 June 2017 / Published: 26 June 2017
(This article belongs to the Special Issue Marine Glycosides)
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 (17). All saponins feature an oxidized methyl at C-18 into a primary alcohol or a carboxylic acid. While poecillastrosides A–D (14) all contain an exo double bond at C-24 of the side-chain and two osidic residues connected at O-2′, poecillastrosides E–G (57) 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. View Full-Text
Keywords: sponge; saponins; deep-sea; Poecillastra compressa sponge; saponins; deep-sea; Poecillastra compressa
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MDPI and ACS Style

Calabro, K.; Kalahroodi, E.L.; Rodrigues, D.; Díaz, C.; Cruz, M.d.l.; Cautain, B.; Laville, R.; Reyes, F.; Pérez, T.; Soussi, B.; Thomas, O.P. Poecillastrosides, Steroidal Saponins from the Mediterranean Deep-Sea Sponge Poecillastra compressa (Bowerbank, 1866). Mar. Drugs 2017, 15, 199.

AMA Style

Calabro K, Kalahroodi EL, Rodrigues D, Díaz C, Cruz Mdl, Cautain B, Laville R, Reyes F, Pérez T, Soussi B, Thomas OP. Poecillastrosides, Steroidal Saponins from the Mediterranean Deep-Sea Sponge Poecillastra compressa (Bowerbank, 1866). Marine Drugs. 2017; 15(7):199.

Chicago/Turabian Style

Calabro, Kevin, Elaheh Lotfi Kalahroodi, Daniel Rodrigues, Caridad Díaz, Mercedes de la Cruz, Bastien Cautain, Rémi Laville, Fernando Reyes, Thierry Pérez, Bassam Soussi, and Olivier P. Thomas 2017. "Poecillastrosides, Steroidal Saponins from the Mediterranean Deep-Sea Sponge Poecillastra compressa (Bowerbank, 1866)" Marine Drugs 15, no. 7: 199.

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