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Synthesis and preliminary biological evaluation of truncated zoanthenol analogues.

Abstract：

: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.

journal_name

Bioorg Med Chem Lett

journal_title

Bioorganic & medicinal chemistry letters

authors

Hirai G,Oguri H,Hayashi M,Koyama K,Koizumi Y,Moharram SM,Hirama M

doi

10.1016/j.bmcl.2004.02.064

subject

Has Abstract

pub_date

2004-05-17 00:00:00

pages

2647-51

issue

10

eissn

0960-894X

issn

1464-3405

pii

S0960894X04002847

journal_volume

14

pub_type

杂志文章

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