Total synthesis of azumamide A and azumamide E, evaluation as histone deacetylase inhibitors, and design of a more potent analogue

被引:52
|
作者
Wen, Shijun [1 ]
Carey, Krystle L.
Nakao, Yoichi
Fusetani, Nobuhiro
Packham, Graham
Ganesan, A.
机构
[1] Univ Southampton, Sch Chem, Southampton SO17 1BJ, Hants, England
[2] Univ Southampton, Sch Med, Canc Sci Div, Southampton SO16 6YD, Hants, England
[3] Univ Tokyo, Grad Sch Agr & Life Sci, Bunkyo Ku, Tokyo 1138657, Japan
关键词
D O I
10.1021/ol070046y
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The unprecedented diastereoselective Mannich reaction of a Z-allylsulfoximine was a key step in the total synthesis of the marine natural products azumamide A and E, and an unnatural analogue. Their relative potency as histone deacetylase inhibitors was evaluated and found to correlate with predicted zinc-binding affinity.
引用
收藏
页码:1105 / 1108
页数:4
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