Univ. Bordeaux, ISM (CNRS-UMR 5255), 351 cours de la Libération, 33405, Talence Cedex, France.
Departamento de Química Orgánica I, Universidad del País Vasco, Avda. Tolosa 72, Edificio Korta, 20018, San Sebastián, Spain.
Chemistry. 2019 Sep 2;25(49):11574-11580. doi: 10.1002/chem.201903122. Epub 2019 Aug 13.
The so-called Securinega alkaloids constitute a class of tetracyclic biologically active specialised metabolites isolated principally from subtropical plants belonging to the Phyllanthaceae family. Following a strategy based on alternative hypotheses for their biosynthesis, an easy and time-efficient divergent synthesis enabled access to twelve of those alkaloids featuring (neo)(nor)securinane skeletons. Moreover, this work permitted to reassign the absolute configurations of (+)-virosine B and (-)-episecurinol A.
所谓的 Securinega 生物碱是一类四环生物活性特殊代谢产物，主要从属于藤黄科的亚热带植物中分离得到。根据其生物合成的替代假说策略，一种简单且高效的发散合成方法可以获得具有（新）（nor）securinane 骨架的 12 种生物碱。此外，这项工作还重新确定了 (+)-virosine B 和 (-)-episecurinol A 的绝对构型。
