Lei Xiaoqiang, Feng Juan, Liu Jingchun, Tang Yefeng
School of Pharmaceutical Sciences, MOE Key Laboratory of Bioorganic Phosphorus Chemistry & Chemical Biology, Tsinghua University, Beijing, 100084, China.
School of Pharmaceutical Sciences, Beijing Area Major Laboratory of Peptide & Small Molecular Drugs, Engineering Research Center of Endogenous Prophylactic of Ministry of Education of China, Beijing Laboratory of Biomedical Materials, Capital Medical University, Beijing, 100069, China.
Chem Asian J. 2019 Jun 3;14(11):1888-1899. doi: 10.1002/asia.201900040. Epub 2019 Apr 16.
Xanthanolide-type sesquiterpenoids are a diverse family of natural products isolated primarily from the genus Xanthium (Compositae). The intriguing molecular architectures and biological profiles of these natural products have rendered them attractive targets for total synthesis. This focus review aims to provide an up-to-date summary of progress in the chemical synthesis of xanthanolide-type sesquiterpenoids. Different synthetic strategies to form 5/7-cis- and 5/7-trans-bicyclic xanthanolides are presented in chronological order, with an emphasis on the key elements used to forge the characteristic 5/7-bicyclic cores of the targets. Recent advances in the total syntheses of structurally more complicated polycyclic and dimeric xanthanolides are also discussed.
黄原醇内酯型倍半萜类化合物是一类多样的天然产物，主要从苍耳属（菊科）植物中分离得到。这些天然产物引人入胜的分子结构和生物学特性使其成为全合成的有吸引力的目标。本重点综述旨在提供黄原醇内酯型倍半萜类化合物化学合成进展的最新总结。按时间顺序介绍了形成5/7-顺式和5/7-反式双环黄原醇内酯的不同合成策略，重点关注用于构建目标化合物特征性5/7-双环核心的关键要素。还讨论了结构更复杂的多环和二聚黄原醇内酯全合成的最新进展。
