Biotransformation of rutabaga phytoalexins by the fungus Alternaria brassicicola: Unveiling the first hybrid metabolite derived from a phytoalexin and a fungal polyketide
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- 作者：M. Soledade C. Pedras ; s.pedras@usask.ca ; Abbas Abdoli
- 关键词：Alternaria brassicicola ; Antifungal ; Brassicaceae ; Biotransformation ; Brassicanate A ; Crucifer ; Detoxification ; Phytoalexin ; Rapalexin A ; Rutalexin ; Rutapyrone
- 刊名：Bioorganic & Medicinal Chemistry
- 出版年：2017
- 出版时间：15 January 2017
- 年：2017
- 卷：25
- 期：2
- 页码：557-567
- 全文大小：1572 K
- 卷排序：25
文摘
The biotransformations of the rutabaga phytoalexins rutalexin, brassicanate A, isalexin and rapalexin A by the plant pathogenic fungus Alternaria brassicicola are reported. While the biotransformations of rutalexin, brassicanate A, and isalexin are fast, rapalexin A is resistant to fungal transformation. Unexpectedly, biotransformation of rutalexin yields a hybrid metabolite named rutapyrone, derived from rutalexin metabolism and phomapyrone G, a fungal metabolite produced by A. brassicicola. These fungal transformations are detoxification reactions likely carried out by different enzymes. The discovery of rapalexin A resistance to detoxification suggests that this phytoalexin in combination with additional phytoalexins could protect crucifers against this pathogen. Phytoalexins resistant to degradation by A. brassicicola are expected to provide the producing plants with higher disease resistance levels.