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新型 5,6,7-三芳基吡啶并[2,3-d]嘧啶-4(3H)-酮衍生物的底物控制的选择性合成及强细胞毒性活性。

Substrate-controlled chemoselective synthesis and potent cytotoxic activity of novel 5,6,7-triarylpyrido[2,3-d]pyrimidin-4-one derivatives.

机构信息

College of Chemistry, Chemical Engineering and Materials Science, Soochow University, Suzhou, PR China.

出版信息

Bioorg Med Chem Lett. 2011 Mar 1;21(5):1554-8. doi: 10.1016/j.bmcl.2010.09.114. Epub 2010 Sep 29.

DOI:10.1016/j.bmcl.2010.09.114
PMID:21296573
Abstract

The substrate-controlled chemoselective synthesis of novel 5,6,7-triarylpyrido[2,3-d]pyrimidin-4-one derivatives has been successfully achieved via microwave-assisted three-component reactions of 2,6-diaminopyrimidin-4(3H)-one, aromatic aldehydes and 1,2-diphenylethanone. This approach has the prominent features of chemoselectivity, diasteroselectivity, atom economy, short reaction time, high yield as well as operational simplicity. Moreover, these novel compounds were subject to the test of in vitro cytotoxicity to carcinoma SW1116 and SGC7901 cells. Most of the tested compounds showed significant cytotoxicity to SW1116 cells and compound 4b exhibited more potent and efficacious cytotoxicity to SGC7901 cells than doxorubicin hydrochloride as positive control.

摘要

通过微波辅助的 2,6-二氨基嘧啶-4(3H)-酮、芳香醛和 1,2-二苯乙酮的三组分反应，成功实现了新型 5,6,7-三芳基吡啶并[2,3-d]嘧啶-4-酮衍生物的底物控制的选择性合成。这种方法具有化学选择性、非对映选择性、原子经济性、短反应时间、高产率以及操作简单等突出特点。此外，这些新型化合物还经过了对癌细胞 SW1116 和 SGC7901 的体外细胞毒性测试。大多数测试化合物对 SW1116 细胞表现出显著的细胞毒性，并且化合物 4b 对 SGC7901 细胞的细胞毒性比阳性对照盐酸多柔比星更有效。

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