Department of Chemistry and Biochemistry, 5500 Campanile Drive, San Diego State University, San Diego, California 92182-1030, USA.
Org Lett. 2013 Jul 19;15(14):3574-7. doi: 10.1021/ol401412v. Epub 2013 Jul 2.
Herein we report the first total synthesis of the natural product Urkuthaplestatin A (Ustat A) utilizing a convergent synthetic strategy. The characterization and biological activity match those of the previously published natural product. Interestingly, several intermediates, including the linear and serine cyclized precursors, show a 100-fold decrease in cytotoxicity, with IC50's in the low micromolar range. These data indicate that the rigidity and the consecutive aromatic heterocyclic system are responsible for the biological activity.
在这里，我们报告了天然产物 Urkuthaplestatin A（Ustat A）的首次全合成，采用了收敛的合成策略。其特征和生物活性与之前发表的天然产物一致。有趣的是，包括线性和丝氨酸环化前体在内的几种中间体的细胞毒性降低了 100 倍，IC50 值在低微摩尔范围内。这些数据表明，刚性和连续的芳杂环系统是产生生物活性的原因。
