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Synthesis of (3S,4R)-bengamide E |
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| Authors: | Qi Jun Liu Hong Li a Guangzhou Institutes of Biomedicine Health Chinese Academy of Sciences Guangzhou China b Graduate School of Chinese Academy of Sciences Beijing China c College of Pharmaceutical Sciences Nanjing University of Technology Nanjing China |
| Affiliation: | 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 |
| Abstract: | (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 NaBH3CN and ZnI2.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）. |
| Keywords: | (3S 4R)-Bengamide E Stereocenter Deoxygenation |
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