Simmons Eric M, Hardin-Narayan Alison R, Guo Xuelei, Sarpong Richmond
Department of Chemistry, University of California, Berkeley, CA 94720, USA.
Tetrahedron. 2010 Jun 26;66(26):4696-4700. doi: 10.1016/j.tet.2010.01.030.
A second-generation synthesis of the pentacyclic core of the cortistatins, a family of rearranged steroidal alkaloids that have recently attracted much attention, is reported. The improved sequence provides access to significant quantities of this key compound, which enabled a formal total synthesis of (±)-cortistatin A by conversion to the key Nicolaou/Hirama dienone. It is anticipated that this new, robust route to the pentacyclic core will facilitate the total synthesis of a range of natural products in the cortistatin family, as well as the construction of key structural analogs to probe the promising biological activity of these important compounds.
据报道，第二代合成了皮质抑素的五环核心结构，皮质抑素是一类重排甾体生物碱，最近备受关注。改进后的合成路线能够大量获得这种关键化合物，通过将其转化为关键的Nicolaou/Hirama双烯酮，实现了(±)-皮质抑素A的形式全合成。预计这条通往五环核心的新的、可靠的路线将有助于皮质抑素家族一系列天然产物的全合成，以及构建关键结构类似物以探究这些重要化合物的潜在生物活性。
