Total synthesis, configuration, and biological evaluation of anguinomycin C

被引:53
作者
Bonazzi, Simone
Guettinger, Stephan
Zemp, Ivo
Kutay, Ulrike [1 ]
Gademann, Karl
机构
[1] Ecole Polytech Fed Lausanne, Swiss Fed Inst Technol, Chem Synthesis Lab, SB ISIC LSYNC, CH-1015 Lausanne, Switzerland
[2] ETH, Swiss Fed Inst Technol, Inst Biochem, CH-8093 Zurich, Switzerland
关键词
antitumor agents; leptomycins; nuclear export; polyketides; total synthesis;
D O I
10.1002/anie.200703134
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
(Chemical Equation Presented) Against nuclear export! Immunofluorescence assays indicate that anguinomycin C is a potent inhibitor of protein export from the nucleus. Key features in the total synthesis of this antitumor natural product include a Cr-catalyzed enantioselective hetero-Diels-Alder reaction, a Negishi reaction with stereoinversion, and application of the DIOZ auxiliary. © 2007 Wiley-VCH Verlag GmbH S. Co. KGaA.
引用
收藏
页码:8707 / 8710
页数:4
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