Citation: Qi Jun Liu, Hong Li, Shao Peng Chen, Guo Chun Zhou. Synthesis of (3S,4R)-bengamide E[J]. Chinese Chemical Letters, ;2011, 22(5): 505-507. doi: 10.1016/j.cclet.2010.11.023 shu

Synthesis of (3S,4R)-bengamide E

Qi Jun Liu ^a,b, ,
Hong Li ^a,b ,
Shao Peng Chen ^a ,
Guo Chun Zhou ^a,b,c

a Guangzhou Institutes of Biomedicine and Health, Chinese Academy of Sciences, Guangzhou 510530, China;
b Graduate School of Chinese Academy of Sciences, Beijing 100039, China;
c College of Pharmaceutical Sciences, Nanjing University of Technology, Nanjing 210009, China

Received Date: 16 September 2010

Fund Project: We are grateful for the financial supports from National Basic Research Program of China (No.2007CB914504) and Natural Science Foundation of China (No.30973621)

(3S,4R)-Bengamide E (2) was synthesized starting from D-glucono-δ-lactone (3) and the key deoxygenation step from13to15was achieved by the application of NaBH₃CN and ZnI₂.Compared with natural bengamide E (1), the synthetic compound (3S,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,
- Stereocenter,
- Deoxygenation
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