کد مقاله | کد نشریه | سال انتشار | مقاله انگلیسی | نسخه تمام متن |
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1396400 | 1501187 | 2010 | 8 صفحه PDF | دانلود رایگان |
![عکس صفحه اول مقاله: Synthesis and structure-activity relationship study of 8-hydroxyquinoline-derived Mannich bases as anticancer agents Synthesis and structure-activity relationship study of 8-hydroxyquinoline-derived Mannich bases as anticancer agents](/preview/png/1396400.png)
To continue our early study on the structural modifications of clioquinol, more 8-hydroxyquinoline-derived Mannich bases were synthesized and examined for growth-inhibitory effect. Taken Mannich base 1 as our lead compound, upon replacement of either sulfonyl group with methylene group or piperazine ring with ethylenediamine group resulted in an appreciable increase in potency. On the other hand, as 8-hydroxyquinoline was replaced with phenol, 3-hydroxypyridine and 1-naphthol, a dramatic decrease in activity was observed, indicating that 8-hydroxyquinoline is a crucial scaffold for activity. Further 3D-QSAR analysis on HeLa cells revealed that both steric and electronic effects contributed equally to growth inhibition. Taken together, the structure-activity relationships obtained from both in vitro data and CoMFA model warrant a valuable reference for further study.
Synthesis of clioquinol-derived Mannich bases and SAR study for their anticancer activity are reported.Figure optionsDownload as PowerPoint slide
Journal: European Journal of Medicinal Chemistry - Volume 45, Issue 7, July 2010, Pages 2860–2867