کد مقاله | کد نشریه | سال انتشار | مقاله انگلیسی | نسخه تمام متن |
---|---|---|---|---|
1356701 | 981149 | 2008 | 10 صفحه PDF | دانلود رایگان |
![عکس صفحه اول مقاله: Naphthylphenstatins as tubulin ligands: Synthesis and biological evaluation Naphthylphenstatins as tubulin ligands: Synthesis and biological evaluation](/preview/png/1356701.png)
A new family of naphthalenic analogues of phenstatins with modifications on the ketone-bridge has been synthesised. The synthesised compounds have been assayed for tubulin polymerisation inhibitory activity as well as for cytotoxic activity against cancer cell lines. The naphthalene has been confirmed as a good surrogate for the isovanillin moiety (3-hydroxy-4-methoxyphenyl) of phenstatin, when combined with the 3,4,5-trimethoxyphenyl ring, but not when combines with the 2,3,4-trimethoxyphenyl ring. Binding models for the synthesised compounds have been generated and analysed in terms of a pharmacophore proposed for colchicine site ligands. The ketone is the optimal bridge substitution but E-acetyloximes or acetylhydrazones are also tolerated. Significant differences with indole substituted phenstatins are observed and discussed.
The synthesis and biological evaluation of naphthylphenstatins, modified on the bridge, are described.Figure optionsDownload as PowerPoint slide
Journal: Bioorganic & Medicinal Chemistry - Volume 16, Issue 19, 1 October 2008, Pages 8999–9008