Total synthesis of proposed structure of coibamide A, a highly N- and O-methylated cytotoxic marine cyclodepsipeptide
Total synthesis of proposed structure of coibamide A, a highly N- and O-methylated cytotoxic marine cyclodepsipeptide
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DOI：
10.1016/j.tetlet.2014.09.047
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发表时间：
2014-10-29
影响因子：
1.8
通讯作者：
Yao, Zhu-Jun
中科院分区：
文献类型：
--
作者：
He, Wei;Qiu, Hai-Bo;Yao, Zhu-Jun
利用[（4+1）+3+3]-肽片段偶联策略和对多个密集的N-甲基化酰胺键形成的仔细检查和优化，完成了Coibamide A（一种高度N-和O-甲基化的细胞毒性海洋环缩酚酸肽）的最初提出结构的全合成。所提出的coibamide A的合成样品在H-1和C-13 NMR谱中不能与天然产物相匹配，但发现对三种测试的癌细胞的增殖表现出低的微摩尔细胞毒性。(C)2014爱思唯尔有限公司版权所有。
Total synthesis of the originally proposed structure of coibamide A, a highly N- and O-methylated cytotoxic marine cyclodepsipeptide, has been accomplished by using a [(4+1)+3+3]-peptide fragment-coupling strategy and careful examination and optimization of the multiple dense N-methylated amide-bond formations. The synthetic sample of the proposed coibamide A could not match the natural product in both H-1 and C-13 NMR spectra, but was found to exhibit low micromolar cytotoxicity against the proliferation of three tested cancer cells. (C) 2014 Elsevier Ltd. All rights reserved.