Synthesis and structure revision of tyroscherin, a growth inhibitor of IGF-1-dependent tumor cells
作者:Ryo Katsuta、Chié Shibata、Ken Ishigami、Hidenori Watanabe、Takeshi Kitahara
DOI:10.1016/j.tetlet.2008.09.141
日期:2008.12
Synthesis of the proposed structure of tyroscherin, a growth inhibitor of IGF-1-dependent cancer cells, was succeeded by one-pot Julia coupling. However, spectral data of the synthetic compound were not identical with those of natural tyroscherin. The stereochemistry of tyroscherin was revised to be 2S,3R,8R,10R by syntheses of stereoisomers.
一锅Julia偶联成功合成了拟议的酪氨酸蛋白结构,酪氨酸蛋白蛋白是IGF-1依赖性癌细胞的生长抑制剂。但是,合成化合物的光谱数据与天然酪氨酸的光谱数据不同。通过合成立体异构体,酪氨酸的立体化学被修改为2 S,3 R,8 R,10 R。