新型修饰嘌呤碱基和核苷：合成新方法及生物活性

Novel modified purine bases and nucleosides: new methodologies of synthesis and biological activity.

作者信息

Hocek Michal

机构信息

Centre for New Antivirals and Antineoplastics, Institute of Organic Chemistry and Biochemistry, Academy of Sciences of the Czech Republic, CZ-16610 Prague 6, Czech Republic.

出版信息

Nucleic Acids Symp Ser (Oxf). 2005(49):29-30. doi: 10.1093/nass/49.1.29.

DOI:10.1093/nass/49.1.29

PMID:17150617

Abstract

Novel modified purine derivatives (bases or nucleosides) bearing C-substituents in position(s) 6, 2 and/or 8 were prepared by Pd- or Fe-catalyzed cross-coupling reactions of halopurines with organometallics. Reactions of di- and trihalopurines are regioselective and applicable to the synthesis of di- or trisubstituted purines bearing different substituents. Cross-coupling reactions of protected functionalized organometallics were used for the preparation of purines bearing functionalized C-substituents. Some of the title modified purine bases and nucleosides display cytostatic activity.

摘要

通过卤代嘌呤与有机金属化合物的钯催化或铁催化交叉偶联反应，制备了在6、2和/或8位带有C-取代基的新型修饰嘌呤衍生物（碱基或核苷）。二卤代嘌呤和三卤代嘌呤的反应具有区域选择性，适用于合成带有不同取代基的二取代或三取代嘌呤。受保护的官能化有机金属化合物的交叉偶联反应被用于制备带有官能化C-取代基的嘌呤。一些标题修饰嘌呤碱基和核苷显示出细胞生长抑制活性。