Next Article in Journal
A Novel Benzoquinone Compound Isolated from Deep-Sea Hydrothermal Vent Triggers Apoptosis of Tumor Cells
Next Article in Special Issue
Nine New Triterpene Glycosides, Magnumosides A1–A4, B1, B2, C1, C2 and C4, from the Vietnamese Sea Cucumber Neothyonidium (=Massinium) magnum: Structures and Activities against Tumor Cells Independently and in Synergy with Radioactive Irradiation
Previous Article in Journal
Maitotoxin Is a Potential Selective Activator of the Endogenous Transient Receptor Potential Canonical Type 1 Channel in Xenopus laevis Oocytes
Article Menu
Issue 7 (July) cover image

Export Article

Open AccessArticle
Mar. Drugs 2017, 15(7), 199; doi:10.3390/md15070199

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

1
School of Chemistry, National University of Ireland Galway, University Road, H91 TK33 Galway, Ireland
2
Cosmo International Ingredients, 855 avenue du Docteur Maurice Donat, 06250 Mougins, France
3
Géoazur, Université Côte d’Azur, CNRS, OCA, IRD, 250 rue Albert Einstein, 06560 Valbonne, France
4
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
5
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
6
Department of Marine Sciences, University of Gothenburg, P.O. Box 460, SE40530 Gothenburg, Sweden
7
Oman Centre for Marine Biotechnology, P.O. Box 236, PC 103 Muscat, Oman
*
Authors to whom correspondence should be addressed.
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)
View Full-Text   |   Download PDF [756 KB, uploaded 28 June 2017]   |  

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 (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
Figures

This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. (CC BY 4.0).

Supplementary material

Scifeed alert for new publications

Never miss any articles matching your research from any publisher
  • Get alerts for new papers matching your research
  • Find out the new papers from selected authors
  • Updated daily for 49'000+ journals and 6000+ publishers
  • Define your Scifeed now

SciFeed Share & Cite This Article

MDPI and ACS Style

Calabro, K.; Kalahroodi, E.L.; Rodrigues, D.; Díaz, C.; Cruz, M.; 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.

Show more citation formats Show less citations formats

Note that from the first issue of 2016, MDPI journals use article numbers instead of page numbers. See further details here.

Related Articles

Article Metrics

Article Access Statistics

1

Comments

[Return to top]
Mar. Drugs EISSN 1660-3397 Published by MDPI AG, Basel, Switzerland RSS E-Mail Table of Contents Alert
Back to Top