Communesin类天然产物合成研究进展

Synthetic progress towards natural products communesins

Communesin类化合物是主要来源于海洋青霉属真菌的生物碱类化合物。该类生物碱含有罕见的、密集官能团化的笼状七环骨架,包括至少5个手性中心,其中含有2个相邻的季碳中心,这使得该类化合物的合成具有极大的挑战性。另外,该类化合物显示有杀虫、抑制细胞增殖及显著的细胞毒性等多种生物活性。目前共有8个课题组完成了该类化合物的全合成工作,其骨架合成的报道也层出不穷。本文对communesin类化合物的分子骨架合成及全合成研究按时间顺序进行归纳综述,为进一步研究该类天然产物提供参考。

Communesins are a class of alkaloids mainly from the marine-derived fungi belonging to the genus Penicillium.The communesins contain a unique,densely functional caged seven-ring system skeleton,with five stereogenic centers at least,of which two are the vicinal quaternary carbon centers.These structural features make the synthesis of these compounds extremely challenging.In addition,communesins have been known to have a variety of biological activities such as the insecticidal,cell proliferation inhibito ry and significant cytotoxic activities.At present,eight research groups have completed the total synthesis of several communesins,and reports on the skeleton synthesis have been published.This paper summarizes the chemical skeleton synthesis and total synthesis of communesins in a chronological order,so as to provide a reference for further studies on this class of natural compounds.