Asymmetric Chemoenzymatic Synthesis of (-)-Podophyllotoxin and Related Aryltetralin Lignans

被引：67

作者：

Li, Jian ^{[1
]}

Zhang, Xiao ^{[1
]}

Renata, Hans ^{[1
]}

机构：

[1] Scripps Res Inst, Dept Chem, 130 Scripps Way, Jupiter, FL 33458 USA

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2019年 / 58卷 / 34期

基金：

美国国家卫生研究院;

关键词：

biocatalysis; enzymes; natural products; oxidation; total synthesis; PODOPHYLLOTOXIN; ETOPOSIDE; PHARMACOLOGY; CHEMISTRY;

D O I：

10.1002/anie.201904102

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

(-)-Podophyllotoxin is one of the most potent microtubule depolymerizing agents and has served as an important lead compound in antineoplastic drug discovery. Reported here is a short chemoenzymatic total synthesis of (-)-podophyllotoxin and related aryltetralin lignans. Vital to this approach is the use of an enzymatic oxidative C-C coupling reaction to construct the tetracyclic core of the natural product in a diastereoselective fashion. This strategy allows gram-scale access to (-)-deoxypodophyllotoxin and is readily adaptable to the preparation of related aryltetralin lignans.

引用

页码：11657 / 11660

页数：4

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