iejimalide类化合物的绝对立体化学和抗肿瘤活性。

Absolute stereochemistry and antitumor activity of iejimalides.

作者信息

Nozawa Kohei, Tsuda Masashi, Ishiyama Haruaki, Sasaki Takuma, Tsuruo Takashi, Kobayashi Jun'ichi

机构信息

Graduate School of Pharmaceutical Sciences, Hokkaido University, Sapporo, Japan.

出版信息

Bioorg Med Chem. 2006 Feb 15;14(4):1063-7. doi: 10.1016/j.bmc.2005.09.033. Epub 2005 Oct 10.

DOI:10.1016/j.bmc.2005.09.033

PMID:16216511

Abstract

The absolute configurations at five chiral centers, except for C-32(S) reported previously, in iejimalides A, C, and D, potent cytotoxic 24-membered macrolides isolated from a tunicate Eudistoma cf. rigida, were assigned as 4R, 9S, 17S, 22S, and 23S on the basis of detailed analysis of NMR data and chemical means. Furthermore, the structures proposed for iejimalides A, C, and D were revised to their 13Z-isomers. Iejimalides A-D (1-4) exhibited antitumor activity in vivo.

摘要

从一种被囊动物Eudistoma cf. rigida中分离得到的具有强细胞毒性的24元大环内酯类化合物iejimalides A、C和D，除先前报道的C-32(S)外，其余五个手性中心的绝对构型通过对核磁共振数据的详细分析和化学方法确定为4R、9S、17S、22S和23S。此外，iejimalides A、C和D的结构被修订为它们的13Z-异构体。Iejimalides A-D（1-4）在体内表现出抗肿瘤活性。