An efficient synthesis of pyrrolo[3鈥?2鈥?4,5]thiopyrano[3,2-b]pyridin-2-one: a new ring system of pharmaceutical interest

详细信息	查看全文 | 推荐本文 |

• 作者：Paola Barraja ; ^{paola.barraja@unipa.it} ; Patrizia Diana ; Virginia Spanò ; Alessandra Montalbano ; Anna Carbone ; Barbara Parrino ; Girolamo Cirrincione
• 关键词：Pyrrolo[3&prime ; 2&prime ; 4 ; 5]thiopyrano[3 ; 2-b]pyridin-2-one ; Angelicin ; Antiproliferative activity ; Enaminoketones
• 刊名：Tetrahedron
• 出版年：2012
• 期刊代码：107_00404020
• 类别：ch
• 出版时间：24 June, 2012
• 卷：68
• 期：25
• 页码：5087-5094
• 文件大小：274 K

摘要

A series of pyrrolo[3鈥?2鈥?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 GI₅₀ values at submicromolar level and on the majority of the remaining ones in the low micromolar concentration.