Regiodivergent NC and NN Aryl Coupling Reactions of Indoloterpenes and Cycloether Formation Mediated by a Single Bacterial Flavoenzyme

被引：71

作者：

Baunach, Martin ^{[1
]}

Ding, Ling ^{[1
]}

Bruhn, Torsten ^{[2
]}

Bringmann, Gerhard ^{[2
]}

Hertweck, Christian ^{[1
,3
]}

机构：

[1] HKI, Leibniz Inst Nat Prod Res & Infect Biol, Dept Biomol Chem, D-07745 Jena, Germany

[2] Univ Wurzburg, Inst Organ Chem, Wurzburg, Germany

[3] Univ Jena, Chair Nat Prod Chem, D-07745 Jena, Germany

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2013年 / 52卷 / 34期

关键词：

alkaloids; aryl coupling; flavoproteins; indolosesquiterpenes; radicals; ALKALOIDS; INDOLOSESQUITERPENE; XIAMYCIN;

D O I：

10.1002/anie.201303733

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Radical diversification: Through the discovery of diverse indolosesquiterpene dimers in a strain heterologously expressing the xiamycin biosynthesis genes, the analysis of mutants, and biotransformation studies, it has been inferred that a single flavoprotein mediates N-C and N-N aryl coupling reactions, as well as the formation of a cyclic ether (oxiamycin). Synthetic emulation of this unusual transformation provides evidence for a radical-based mechanism. Copyright © 2013 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

引用

页码：9040 / 9043

页数：4

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