Chemical Ecogenomics-Guided Discovery of Phytotoxic α-Pyrones from the Fungal Wheat Pathogen Parastagonospora nodorum

被引：37

作者：

Li, Hang ^{[1
]}

Hu, Jinyu ^{[1
]}

Wei, Haochen ^{[3
]}

Solomon, Peter S. ^{[3
]}

Vuong, Daniel ^{[2
]}

Lacey, Ernest ^{[2
]}

Stubbs, Keith A. ^{[1
]}

Piggott, Andrew M. ^{[4
]}

Chooi, Yit-Heng ^{[1
]}

机构：

[1] Univ Western Australia, Sch Mol Sci, Perth, WA 6009, Australia

[2] Microbial Screening Technol Pty Ltd, Smithfield, NSW 2164, Australia

[3] Australian Natl Univ, Res Sch Biol, Canberra, ACT 2601, Australia

[4] Macquarie Univ, Dept Mol Sci, Sydney, NSW 2109, Australia

来源：

ORGANIC LETTERS | 2018年 / 20卷 / 19期

基金：

澳大利亚研究理事会;

关键词：

MULTIFUNCTIONAL CYTOCHROME-P450; ATP SYNTHASE; BIOSYNTHESIS; PATHWAY; CARCINOMA;

D O I：

10.1021/acs.orglett.8b02617

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A biosynthetic gene cluster that is significantly upregulated in the fungal wheat pathogen Parastagonospora nodorum during plant infection was reconstructed heterologously in Aspergillus nidulans. This led to the discovery of five new alpha-pyrone polyketides, alternapyrones B-F (2-6). Compounds 5 and 6, which contain a highly substituted dihydrofuran, exhibited phytotoxicity on wheat seed germination. It is demonstrated that only three enzymes, one highly reducing polyketide synthase and two multifunctional P450 oxygenases, are needed to synthesize the structurally complex products.

引用

页码：6148 / 6152

页数：5

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