Selective protection of ribostamycin by cyclic carbamates  

核糖霉素的选择性环氨基甲酸酯保护(英文)

作　　者：潘攀[1] 陈桂辉[1] 陈颖[1] 孟祥豹[1] 李中军[1] 崔景荣[1] 

机构地区：[1]北京大学药学院化学生物学系,天然药物及仿生药物国家重点实验室,北京100083

出　　处：《Journal of Chinese Pharmaceutical Sciences》2007年第4期272-276,共5页中国药学（英文版）

基　　金：The National Basic Research Program(973Program,Grant No.2004CB518904).

摘　　要：Aim To develop a novel selective protection strategy for the synthesis of ribostamycin cyclic carbamate derivatives. Methods Ribostamycin protected by carbobenzoxy group was treated with Nail, to give different protected intermediates under respective controllable cyclization reaction conditions. New ribostamycin derivative was obtained after the cleavage of carbobenzoxy groups. Result The novel selective protection of ribostamycin was achieved by the synthesis of protected intermediates. New ribostamycin derivative was obtained, but showed no expected antibacterial activity. Conclusion Several ribostamycin cyclic carbamate derivatives were obtained by novel selective protection strategy, which shows the practicability and convenience of the protection strategy. But these new ribostamycin derivatives containing cyclic carbamates structure may not be an ideal leading compound for antibiotic activity.目的发展一种新的选择性环氨基甲酸酯保护策略,用以合成具有环氨基甲酸酯结构的新型核糖霉素衍生物。方法全苄氨羰基保护的核糖霉素在氢化钠作用下环合,通过控制反应条件选择性在不同位点引入环状氨基甲酸酯保护基。将苄氧羰基催化氢化脱除可得含有环氨基甲酸酯结构的核糖霉素衍生物。结果通过反应条件的控制成功地实现了核糖霉素的选择性环氨基甲酸酯保护。脱保护得到了的核糖霉素衍生物,但并没有预期的抗菌活性。结论含有环氨基甲酸酯的核糖霉素衍生物的合成表明选择性环氨基甲酸酯保护策略是方便可行的。具有环氨基甲酸酯结构的核糖霉素衍生物可能并不具有抗菌活性。

关 键 词：AMINOGLYCOSIDE Ribostamycin Cyclic carbamate SELECTIVITY DERIVATIVES 

分 类 号：R96[医药卫生—药理学]