Total Synthesis and Absolute Configuration of the Guaiane Sesquiterpene Englerin A

被引:110
作者
Willot, Matthieu [1 ]
Radtke, Lea [1 ]
Koenning, Daniel [1 ]
Froehlich, Roland [2 ]
Gessner, Viktoria H. [1 ]
Strohmann, Carsten [1 ]
Christmann, Mathias [1 ]
机构
[1] TU Dortmund Univ, D-44227 Dortmund, Germany
[2] Univ Munster, Inst Organ Chem, D-48149 Munster, Germany
关键词
antitumor agents; natural products; rearrangements; terpenes; total synthesis; RING-CLOSING-METATHESIS; NATURAL-PRODUCTS; OXIDATION;
D O I
10.1002/anie.200905032
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Catnip craze: Nepetalactone, the psychoactive ingredient of catmint, was selected as starting material for the first enantioselective synthesis of englerin A. This cytotoxic guaiane sesquiterpene is a highly selective inhibitor (1-87 nM) of several renal cancer cell lines. The absolute configuration of this natural product was determined by total synthesis. © 2009 Wiley-VCH Verlag GmbH & Co. KGaA.
引用
收藏
页码:9105 / 9108
页数:4
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