Synthesis and preliminary biological evaluation of truncated zoanthenol analogues
Synthesis and preliminary biological evaluation of truncated zoanthenol analogues
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DOI：
10.1016/s0960-894x(04)00284-7
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发表时间：
2004-05-17
影响因子：
2.7
通讯作者：
Hirama, M
中科院分区：
文献类型：
--
作者：
Hirai, G;Oguri, H;Hirama, M
斑蝥素是一类具有复杂七环结构的海洋生物碱，据报道是白介素-6调节剂。虽然zoanthamine的结构，特别是abc环部分与类固醇相似，但cdefg环部分是一个独特的结构元素，由氨基缩醛和内酯核心组成。在本文中，我们设计并合成了abc -环6和cdefg -环7，它们分别是虫蒽酚5的南北半球的截断类似物，并包含了每个半球的所有功能。初步的SAR研究表明，cefg环部分的盐酸盐是抑制白细胞介素-6依赖性MH60细胞生长的活性药效团。(C) 2004 Elsevier Ltd.版权所有。
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.