Synthesis of conformationally locked carbocyclic 1,3-diazepinone nucleosides as inhibitors of cytidine deaminase.
Synthesis of conformationally locked carbocyclic 1,3-diazepinone nucleosides as inhibitors of cytidine deaminase.
复制标题
作为胞苷脱氨酶抑制剂的构象锁定碳环 1,3-二氮杂酮核苷的合成。
DOI：
10.1093/nass/nrn333
复制
发表时间：
2008
期刊：
影响因子：
--
通讯作者：
Marquez,VictorE
中科院分区：
文献类型：
--
作者：
Ludek,OlafR;Schroeder,GottfriedK;Wolfenden,Richard;Marquez,VictorE
We synthesized a series of carbocyclic nucleoside inhibitors of cytidine deaminase (CDA) based on a seven-membered 1,3-diazepin-2-one moiety. In the key step, the seven-membered ring was formed by a ringclosing- metathesis reaction. Therefore, the bis-allylurea moiety had to be protected by benzoylation in order to obtain an orientation suitable for ring closure. To our surprise, the analogue built on a flexible sugar template (4) showed a 100-fold stronger inhibition of CDA than the derivative with the preferred southconformation.
