Rh(III)-catalyzed late-stage C-H alkenylation and macrolactamization for the synthesis of cyclic peptides with unique Trp(C7)-alkene crosslinks
作者:Shulei Hu、Yu Zhang、Xiong Xie、Luhan Li、Kaixian Chen、Hong Liu、Jiang Wang
DOI:10.1016/j.cclet.2023.109408
日期:2024.8
Heterocycle-braced cyclic peptides have demonstrated enhanced metabolic stability, increased potency and selectivity. Here, we present a rapid synthesis method for constructing Trp(C7)-alkene()-crosslinked cyclic peptides with potent anti-proliferative activities against cancer cells, through C-H alkenylation and macrolactamization. This report addresses critical challenges associated with the installation
杂环支撑的环肽已被证明具有增强的代谢稳定性、增强的效力和选择性。在这里,我们提出了一种快速合成方法,通过 CH 烯基化和大环内酰胺化构建具有有效抗癌细胞增殖活性的 Trp(C7)-alkene()-交联环肽。该报告解决了与导向基团 -Piv 的安装和去除、烯烃的构型选择性以及分子内环化相关的关键挑战。值得注意的是,该方法表现出温和的反应条件、无痕去除导向基团和高构型选择性。