An efficient synthesis of pyrrolo[3′,2′:4,5]thiopyrano[3,2-b]pyridin-2-one: a new ring system of pharmaceutical interest
An efficient synthesis of pyrrolo[3′,2′:4,5]thiopyrano[3,2-b]pyridin-2-one: a new ring system of pharmaceutical interest
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DOI：
10.1016/j.tet.2012.04.041
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发表时间：
2012-06-24
期刊：
影响因子：
2.1
通讯作者：
Cirrincione, Girolamo
中科院分区：
文献类型：
--
作者：
Barraja, Paola;Diana, Patrizia;Cirrincione, Girolamo
通过烯胺酮与氰基亚甲基活性化合物（如苯磺酰乙腈、苯甲酰乙腈和丙二腈）反应，以良好的收率制备了一系列吡咯并[3',2':4,5]硫代吡喃并[3,2-b]吡啶-2-酮4。美国贝塞斯达国家癌症研究所对标题环系统的衍生物进行了针对约 60 种人类肿瘤细胞系的测试，其中一种对所有癌细胞系显示出抑制活性，其中 48% 在亚微摩尔浓度下达到 GI(50) 值，在低微摩尔浓度下对其余大多数癌细胞系均显示出抑制活性。 (C) 2012 Elsevier Ltd. 保留所有权利。
A series of pyrrolo[3',2':4,5]thiopyrano[3,2-b]pyridin-2-ones 4 was prepared in good yields by reacting enaminoketones with cyanomethylene active compounds such as phenylsulfonylacetonitrile, benzoylacetonitrile, and malononitrile. Derivatives of the title ring system were tested by the National Cancer Institute of Bethesda against a panel of about 60 human tumor cell lines, and one of them showed inhibitory activity against all cancer cell lines reaching on 48% of them GI(50) values at submicromolar level and on the majority of the remaining ones in the low micromolar concentration. (C) 2012 Elsevier Ltd. All rights reserved.