Synthesis of a series of guanidine substituted derivatives of aminoglycosides  

一类氨基糖苷胍取代衍生物的合成(英文)

作　　者：彭勃[1,2] 陈桂辉[1,2] 潘攀 孟祥豹[1,2] 黄河清[1,2] 李树春[1,2] 李中军[1,2] 

机构地区：[1]北京大学医学部天然药物及仿生药物国家重点实验室 [2]北京大学医学部药学院化学生物学系,北京100191

出　　处：《Journal of Chinese Pharmaceutical Sciences》2011年第2X期133-138,共6页中国药学（英文版）

基　　金：National Basic Research Program(973 Program, Grant No.2004CB518904);the State New Drug Innovation (Grant No.2009ZX09301-010,2009ZX09103 -044).

摘　　要：A novel method to prepare guanidine substituted aminoglycoside derivatives was developed.Free guanidine reacted with Cbz-protected aminoglycosides to produce guanidinylcarbonyl substituted derivatives.A methoxycarbonyl-protected intermediate was isolated,and the mechanism of guanidinylcarbonyl modification was proposed.With this method,six per- or part-guanidylcarbonyl substituted aminoglycosides were successfully obtained in good yields.Their in vitro antibacterial activities were essayed.本文发展了一种制备胍基取代氨基糖苷衍生物的新方法。用游离胍与苄氧羰酰基保护的氨基糖苷反应,可以高收率地得到胍羰基取代产物。反应中分离得到了甲氧羰酰基取代的中间体,并对反应机理进行了推测。应用这种方法,成功制备了六个氨基全部和部分衍生的胍甲酰基氨基糖苷类衍生物。

关 键 词：AMINOGLYCOSIDE Cbz SUBSTITUTED GUANIDINE Antibacterial activities 

分 类 号：O621.3[理学—有机化学]