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吲哚二萜类化合物的全合成研究进展。

Recent advances in the total syntheses of indole diterpenoids.

机构信息

Graduate School of Agricultural Science, Tohoku University, Aramaki Aza-Aoba, Aoba-ku, Sendai, Japan.

出版信息

Biosci Biotechnol Biochem. 2021 Jan 7;85(1):13-23. doi: 10.1093/bbb/zbaa061.

Abstract

Indole diterpenoids constitute a large family of natural products that are characterized by a hybrid molecular architecture consisting of an indole nucleus and diterpenoid moiety. Their pharmacologically and agriculturally important biological properties as well as intriguing molecular architectures have attracted much attention from many synthetic organic chemists. In 2012, we succeeded in the concise total synthesis of a paspalane-type indole diterpenoid, namely paspalinine, by developing a highly efficient indole ring formation protocol. After the report of this total synthesis, 4 research groups achieved the total syntheses of other paspalane- and nodulisporane-type indole diterpenoids using current state-of-the-art methods. This review summarizes the total syntheses of the paspalane- and nodulisporane-type indole diterpenoids that were described in the last 10 years.

摘要

吲哚二萜类化合物构成了一个庞大的天然产物家族,其特征是具有混合的分子结构,由吲哚核和二萜部分组成。它们具有药理学和农业上重要的生物活性以及引人入胜的分子结构,引起了许多合成有机化学家的关注。2012 年,我们通过开发高效的吲哚环形成方案,成功地完成了帕斯卡烷型吲哚二萜化合物帕斯卡宁的简洁全合成。该全合成报告发表后,4 个研究小组使用当前最先进的方法实现了其他帕斯卡烷型和诺多利松烷型吲哚二萜的全合成。本文综述了过去 10 年中描述的帕斯卡烷型和诺多利松烷型吲哚二萜的全合成。

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