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Design, synthesis, and anticancer evaluation of novel imidazo[1,2-c]thieno[3,2-e]pyrimidin derivatives
Tetrahedron ( IF 2.1 ) Pub Date : 2023-08-05 , DOI: 10.1016/j.tet.2023.133594
Farzaneh Alizadeh-Bami , Hossein Mehrabi , Fatemeh Safari

Derivatives of a novel heterocyclic system ethyl 2-(2-(aryl)-9-(aryl)imidazo [1,2-c]thieno [3,2-e]pyrimidin-3-yl)acetate have been obtained by successive reactions in four stages; Knoevenagel condensation between acetophenone derivatives with malononitrile to give 2-(1-arylethylidene)malononitrile, closing the thiophene ring in the latter to form 3-amino-2-5-arylthieno [2,3-d]pyrimidin-4-amines by using formamid, and one-pot three-component reaction of the 3-amino-2-5-arylthieno [2,3-d]pyrimidin-4-amine ring, Meldrum's acid, and various aryl glyoxal. The structure of the new compounds was confirmed based on elemental analysis and spectral data. The anticancer activity of some selected synthesized compounds was also examined. Although the compounds 10a-j are not considerable effective against the three cell lines tested, in comparison to etoposide, compound 10c is somewhat potential.



中文翻译:

新型咪唑并[1,2-c]噻吩并[3,2-e]嘧啶衍生物的设计、合成和抗癌评价

通过连续反应得到了新型杂环体系2-(2-(芳基)-9-(芳基)咪唑[1,2- c ]噻吩并[3,2- e ]嘧啶-3-基)乙酸乙酯的衍生物分四个阶段;苯乙酮衍生物与丙二腈进行Knoevenagel缩合,得到2-(1-芳基亚乙基)丙二腈,后者封闭噻吩环,形成3-氨基-2-5-芳基噻吩并[2,3-d]嘧啶-4-胺甲酰胺,以及3-氨基-2-5-芳基噻吩[2,3- d]嘧啶-4-胺环、Meldrum酸和各种芳基乙二醛。新化合物的结构根据元素分析和光谱数据得到确认。还检查了一些选定的合成化合物的抗癌活性。虽然化合物10a-j对于所测试的三种细胞系并不是相当有效,但与依托泊苷相比,化合物10c还是有一定潜力的。

更新日期:2023-08-08
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