Nice Institute of Chemistry UMR 7272 CNRS-PCRE, University of Nice-Sophia Antipolis, Parc Valrose, 06108 Nice, France.
Mar Drugs. 2013 May 6;11(5):1477-89. doi: 10.3390/md11051477.
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.
最近描述的地中海同骨海绵 Oscarella balibaloi 的化学研究揭示了一个由五个密切相关的糖基化甾体二萜组成的新型家族 1-4，命名为 balibalosides。它们的结构阐明主要是根据 NMR 和 HRMS 数据分析推断出来的。Balibalosides 的区别在于连接到相同糖苷甾体核心的三个糖残基上乙酰取代的模式。从生物合成的角度来看，这些化合物可能代表了通往更复杂甾体二萜的途径中的中间产物，这些甾体二萜经常在属于海绵动物门的 Dictyoceratida 中发现，海绵动物门是与 Homoscleromorpha 在系统发育上明显不同的一个分支。虽然甾体和三萜皂苷已经从海洋海绵中被广泛研究，但 balibalosides 是糖基化甾体二萜的第一个例子。
