两种萨尔马海松烷的仿生合成：萨尔马海松醇A和马海绵素A。

Biomimetic synthesis of two salmahyrtisanes: salmahyrtisol A and hippospongide A.

作者信息

Martín María, Urosa Aitor, Marcos Isidro S, Díez David, Padrón José M, Basabe Pilar

机构信息

†Departamento de Química Orgánica, Facultad de Ciencias Químicas, Universidad de Salamanca, Plaza de los Caidos 1-5, 37008 Salamanca, Spain.

‡BioLab, Instituto Universitario de Bio-Orgánica "Antonio González " (IUBO-AG), Centro de Investigaciones Biomédicas de Canarias (CIBICAN), Universidad de La Laguna, C/Astrofísico Francisco Sánchez 2, 38206 La Laguna, Spain.

出版信息

J Org Chem. 2015 May 1;80(9):4566-72. doi: 10.1021/acs.joc.5b00420. Epub 2015 Apr 16.

DOI:10.1021/acs.joc.5b00420

PMID:25853618

Abstract

Sesterterpenes with a salmahyrtisane skeleton have been synthesized for the first time. (-)-Sclareol has been selected as a precursor for the synthesis of two novel natural products: salmahyrtisol A (1) and hippospongide A (2). Our results represent a biomimetic approach to obtaining salmahyrtisanes from hyrtiosanes. Salmahyrtisol A has shown an activity comparable to that of the standard anticancer drugs in the cell lines A549, HBL-100, HeLa, and SW1573.

摘要

首次合成了具有萨尔马海松烷骨架的倍半萜。（-）-香紫苏醇被选为合成两种新型天然产物的前体：萨尔马海松醇A（1）和海绵硬骨苷A（2）。我们的研究结果代表了一种从海松烷类化合物仿生合成萨尔马海松烷类化合物的方法。萨尔马海松醇A在A549、HBL-100、HeLa和SW1573细胞系中显示出与标准抗癌药物相当的活性。