Zou Bin, Long Kai, Ma Dawei
State Key Laboratory of Bioorganic and Natural Products Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 354 Fenglin Lu, Shanghai 200032, China.
Org Lett. 2005 Sep 15;7(19):4237-40. doi: 10.1021/ol051685g.
[structure: see text] Total synthesis of a cyclic depsipeptide with proposed structure of palau'amide is achieved, which features a stereoselective elaboration of its 5,7-dihydroxy-2,6-dimethyldodec-2-en-11-ynoic acid unit. The synthetic compound has potent cytotoxicity against three tumor cell lines but different rotation and NMR data compared to those reported for palau'amide, which implies that its conformation is close to that of palau'amide but that some stereochemistry in palau'amide was misassigned.
实现了具有帕劳酰胺推测结构的环缩肽的全合成,其特征在于对其5,7 - 二羟基 - 2,6 - 二甲基十二碳 - 2 - 烯 - 11 - 炔酸单元进行立体选择性修饰。合成化合物对三种肿瘤细胞系具有强大的细胞毒性,但与报道的帕劳酰胺相比,其旋光性和核磁共振数据不同,这意味着其构象与帕劳酰胺接近,但帕劳酰胺中的一些立体化学被错误指定。