Structure and Absolute Stereochemistry of the Anticancer Agent EBC-23 from the Australian Rainforest
Structure and Absolute Stereochemistry of the Anticancer Agent EBC-23 from the Australian Rainforest
复制标题
DOI：
10.1021/ja807133p
复制
发表时间：
2008-11-19
影响因子：
15
通讯作者：
Williams, Craig M.
中科院分区：
文献类型：
--
作者：
Dong, Lin;Gordon, Victoria A.;Williams, Craig M.
EBC-23 (2) 是一种前列腺抗癌剂，是从澳大利亚热带雨林的 Cinnamomum laubatii（樟科科）的果实中分离出来的。广泛的 NOE 实验使得所提出的 EBC-23 (2) 结构的相对立体化学得以确定。两种对映体的全合成经过九个线性步骤，包括具有挑战性的 RCM 和螺缩醛环化，证实了总体结构以及相对和绝对立体化学。
EBC-23 (2), a prostate anticancer agent, was isolated from the fruit of Cinnamomum laubatii (family Louraceae) in the Australian tropical rainforest. Extensive NOE experiments enabled the relative stereochemistry of the proposed EBC-23 (2) structure to be determined. Total synthesis of both enantiopodes over nine linear steps, involving challenging RCM and spiroacetal cyclizations, confirmed the gross structure and relative and absolute stereochemistry.