Balibalosides, an original family of glucosylated sesterterpenes produced by the Mediterranean sponge Oscarella balibaloi.

Details

Serval ID
serval:BIB_D1D9D6ED2FB6
Type
Article: article from journal or magazin.
Collection
Publications
Title
Balibalosides, an original family of glucosylated sesterterpenes produced by the Mediterranean sponge Oscarella balibaloi.
Journal
Marine Drugs
Author(s)
Audoin C., Bonhomme D., Ivanisevic J., de la Cruz M., Cautain B., Monteiro M.C., Reyes F., Rios L., Perez T., Thomas O.P.
ISSN
1660-3397 (Electronic)
ISSN-L
1660-3397
Publication state
Published
Issued date
2013
Peer-reviewed
Oui
Volume
11
Number
5
Pages
1477-1489
Language
english
Notes
Publication types: Journal Article ; Research Support, Non-U.S. Gov't
Publication Status: epublish
Abstract
The chemical investigation of the recently described Mediterranean Homoscleromorpha sponge Oscarella balibaloi revealed an original family of five closely related glucosylated sesterterpenes 1-4, named balibalosides. Their structure elucidation was mainly inferred from NMR and HRMS data analyses. Balibalosides differ by the pattern of acetyl substitutions on the three sugar residues linked to the same aglycone sesterterpenoid core. From a biosynthetic perspective, these compounds may represent intermediates in the pathways leading to more complex sesterterpenes frequently found in Dictyoceratida, a sponge Order belonging to Demospongiae, a clade which is phylogenetically distinct from the Homoscleromorpha. While steroid and triterpenoid saponins were already well known from marine sponges, balibalosides are the first examples of glycosilated sesterterpenes.
Keywords
Animals, Magnetic Resonance Spectroscopy, Mass Spectrometry, Mediterranean Sea, Porifera/chemistry, Sesterterpenes/chemistry, Sesterterpenes/isolation & purification
Pubmed
Open Access
Yes
Create date
06/06/2016 21:15
Last modification date
20/08/2019 15:52
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