Synthesis and preliminary biological evaluation of truncated zoanthenol analogues

被引:24
作者
Hirai, G
Oguri, H [1 ]
Hayashi, M
Koyama, K
Koizumi, Y
Moharram, SM
Hirama, M
机构
[1] Tohoku Univ, Grad Sch Sci, Dept Chem, Sendai, Miyagi 9808578, Japan
[2] Kitasato Inst Life Sci, Tokyo 1088641, Japan
关键词
D O I
10.1016/j.bmcl.2004.02.064
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
Zoanthamines are a family of marine alkaloids that have complex heptacyclic structures and are reported to be interleukin-6 modulators. While the structure of zoanthamines, especially the ABC-ring portion, is similar to that of steroids, the CDEFG-ring portion, composed of aminoacetal and lactone core, is a unique structural element. In this report, we designed and synthesized ABC-ring 6 and CDEFG-ring 7, which are truncated analogues of the northern and southern hemispheres of zoanthenol 5, respectively, and which incorporate all of the functionality of each hemisphere. A preliminary SAR study suggested that the hydrochloride of the CEFG-ring portion is an active pharmacophore for suppressing the growth of interleukin-6-dependent MH60 cells. (C) 2004 Elsevier Ltd. All rights reserved.
引用
收藏
页码:2647 / 2651
页数:5
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