Synthesis of (3S,4R)-bengamide E  

作　　者：Qi Jun Liu Hong Li Shao Peng Chen Guo Chun Zhou 

机构地区：[1]Guangzhou Institutes of Biomedicine and Health, Chinese Academy of Sciences, Guangzhou 5105.30, China [2]Graduate School of Chinese Academy of Sciences, Beijing 100039, China [3]College of Pharmaceutical Sciences, Nanjing University of Technology, Nanjing 210009, China

出　　处：《Chinese Chemical Letters》2011年第5期505-507,共3页中国化学快报（英文版）

基　　金：the financial supports from National Basic Research Program of China(No.2007CB914504);Natural Science Foundation of China(No.30973621)

摘　　要：（3S,4R）-Bengamide E（2） was synthesized starting from D-glucono-δ-lactone（3） and the key deoxygenation step from 13 to 15 was achieved by the application of NaBH_3CN and ZnI_2.Compared with natural bengamide E（1）,the synthetic compound（35,4R）-bengamide E（2） was inactive against the cell growth of HUVEC and cancer cells.These data represent the significance of the stereochemistry at C-3 and C-4 of bengamides for structural recognition and binding with the target（s）.（3S,4R）-Bengamide E（2） was synthesized starting from D-glucono-δ-lactone（3） and the key deoxygenation step from 13 to 15 was achieved by the application of NaBH_3CN and ZnI_2.Compared with natural bengamide E（1）,the synthetic compound（35,4R）-bengamide E（2） was inactive against the cell growth of HUVEC and cancer cells.These data represent the significance of the stereochemistry at C-3 and C-4 of bengamides for structural recognition and binding with the target（s）.

关 键 词：（3S 4R）-Bengamide E Stereocenter DEOXYGENATION 

分 类 号：Q26[生物学—细胞生物学] X32[环境科学与工程—环境工程]