Solid-Phase Total Synthesis of Sandramycin and Its Analogues
Solid-Phase Total Synthesis of Sandramycin and Its Analogues
复制标题
桑德霉素及其类似物的固相全合成
DOI：
10.1021/acs.orglett.2c04327
复制
发表时间：
2023
期刊：
影响因子：
5.2
通讯作者：
Ichikawa Satoshi
中科院分区：
文献类型：
--
作者：
Komatani Yuya;Momosaki Kyoka;Katsuyama Akira;Yamamoto Kazuki;Kaguchi Rintaro;Ichikawa Satoshi
描述了ac2对称环十积肽天然产物sandramycin(1)的固相全合成及其类似物。树脂上酯形成和[5+5]肽偶联使得一系列不对称类似物的制备成为可能。成功地鉴定了一个不妨碍其生物活性的氨基酸残基，并在构效关系研究的基础上制备了探针分子和二聚体类似物。
Solid-phase total synthesis of sandramycin (1), which is aC2-symmetric cyclic decadepsipeptide natural product, and its analogues is described. On-resin ester formation and [5+5] peptide coupling allowed the preparation of a range of desymmetrized analogues. An amino acid residue that would not hamper the biological activity of1was successfully identified, and probe molecules and dimeric analogues were prepared on the basis of the result of the structure–activity relationship study.