纳诺菌素 Ax 的全合成
Total Synthesis of Nannocystin Ax.
机构信息
Institute for Organic Chemistry and Centre of Biomolecular Drug Research (BMWZ) Leibniz Universität Hannover , Schneiderberg 1B, D-30167 Hannover, Germany.
Helmholtz Centre for Infection Research (HZI) , Inhoffenstrasse 7, D-38124 Braunschweig, Germany.
出版信息
Org Lett. 2017 Sep 1;19(17):4536-4539. doi: 10.1021/acs.orglett.7b02112. Epub 2017 Aug 15.
The total synthesis of nannocystin Ax in an overall yield of 11% with 14 steps as the longest linear sequence is reported. Nannocystin Ax is a cytotoxic 21-membered depsipeptide and was isolated from the myxobacterial genus Nannocystis sp. The synthesis uses a vinylogous Horner-Wadsworth-Emmons reaction (HWE) and a vinylogous Mukaiyama aldol reaction (VMAR) as the key steps for the construction of the polyketide fragment. The macrocycle was closed via a macrolactamization reaction using COMU.
报道了纳米囊菌素 Ax 的全合成，总收率为 11%，最长线性序列为 14 步。纳米囊菌素 Ax 是一种细胞毒性的 21 元环内脂肽，从粘细菌属的纳米囊菌中分离得到。该合成采用了 vinylogous Horner-Wadsworth-Emmons 反应（HWE）和 vinylogous Mukaiyama 醛醇缩合反应（VMAR）作为构建聚酮片段的关键步骤。大环通过使用 COMU 的大环内酯化反应进行闭环。
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