Department of Biotechnology and Life Science, Faculty of Technology, Tokyo University of Agriculture and Technology, Koganei, Tokyo 184-8588, Japan.
Chem Commun (Camb). 2013 Jul 25;49(58):6519-21. doi: 10.1039/c3cc42463d. Epub 2013 Jun 14.
A total synthesis of ammosamide B (2), a member of the pyrroloquinoline alkaloid family isolated from marine Streptomyces, is described. The characteristic core tricyclic structure of 2 was constructed using a novel, tandem Friedel-Crafts reaction sequence to transform the symmetric tetra-amino substituted benzene derivative 7 into the tricyclic pyrroloquinoline product 8, which serves as an important intermediate in the route to the synthesis of the target natural product.
本文描述了从海洋链霉菌中分离得到的吡咯并喹啉生物碱家族成员ammosamide B（2）的全合成。该化合物的特征三环核心结构是通过新颖的串联 Friedel-Crafts 反应序列构建的，该序列将对称的四氨基取代苯衍生物 7 转化为三环吡咯并喹啉产物 8，这是合成目标天然产物的重要中间体。
