The first total synthesis of the antiinflammatory marine sponge metabolite (+)-cacospongionolide B has been accomplished in 12 linear steps. The pivotal transformations include a three-step sequence coupling the two main regions of the natural product as well as generating the side chain dihydropyran ring. The activity of the synthetic analogues against bee venom phospholipase A(2) suggests that cacospongionolide B has an enantiospecific interaction with the enzyme that is independent of the gamma-hydroxybutenolide moiety.

中文翻译：

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（+）-和（-）-cacospongionolide B的总合成：对磷脂酶A（2）抑制的结构要求的新见解。

抗炎海洋海绵代谢物（+）-二十碳五烯内酯B的第一个完整合成已通过12个线性步骤完成。关键的转化包括三步序列，其偶联天然产物的两个主要区域以及产生侧链二氢吡喃环。合成类似物对蜂毒磷脂酶A（2）的活性表明，椰油二十碳二烯内酯B与该酶具有对映体特异性相互作用，而该酶独立于伽玛-羟基丁烯内酯部分。