title: Balibalosides, an original family of glucosylated sesterterpenes produced by the Mediterranean sponge Oscarella balibaloi.
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.
authors: Nice Institute of Chemistry UMR 7272 CNRS-PCRE, University of Nice-Sophia Antipolis, Parc Valrose, 06108 Nice, France. coralie.audoin@unice.fr
authors: Coralie
authors: C
authors: Audoin
authors: Dominique
authors: D
authors: Bonhomme
authors: Julijana
authors: J
authors: Ivanisevic
authors: Mercedes
authors: M
authors: de la Cruz
authors: Bastien
authors: B
authors: Cautain
authors: Maria Cândida
authors: MC
authors: Monteiro
authors: Fernando
authors: F
authors: Reyes
authors: Laurent
authors: L
authors: Rios
authors: Thierry
authors: T
authors: Perez
authors: Olivier P
authors: OP
authors: Thomas
mesh_terms: D000818:Animals; D009682:Magnetic Resonance Spectroscopy; D013058:Mass Spectrometry; D008522:Mediterranean Sea; D011161:Porifera / Q000737:chemistry*; D054830:Sesterterpenes / Q000737:chemistry* / Q000302:isolation & purification
chemical_list: D054830:Sesterterpenes
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