Resorcylic acid lactones from the ginseng pathogen Ilyonectria mors-panacis |
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| Affiliation: | 1. London Research and Development Center, Agriculture and Agri-Food Canada, London, ON N5V 4T3, Canada;2. Department of Chemistry, University of Western Ontario, London, ON N6A 5B7, Canada;3. Department of Chemistry, Carleton University, Ottawa, ON, K1S 5B6, Canada;4. Department of Biochemistry, University of Western Ontario, London, ON N6A 5B7, Canada;1. School of Chemistry, Sun Yat-Sen University, Guangzhou 510275, PR China;2. State Key Laboratory of Oncology in South China, Collaborative Innovation Center for Cancer Medicine, Sun Yat-Sen University Cancer Center, Guangzhou 510060, PR China;1. State Key Laboratory of Agricultural Microbiology and Key Laboratory of Plant Pathology of Hubei Province, Huazhong Agricultural University, Wuhan 430070, China;2. Institute of Plant Protection, Sichuan Academy of Agricultural Sciences, Chengdu 610066, China;3. United States Department of Agriculture, Agricultural Research Service, Washington State University, Pullman, WA, USA;1. School of Life Science and Engineering, Lanzhou University of Technology, Lanzhou, 730050, China;2. Hainan Provincial Key Laboratory for Functional Components Research and Utilization of Marine Bio-resources, Institute of Tropical Bioscience and Biotechnology, Chinese Academy of Tropical Agricultural Sciences, Haikou, 571101, China;1. Núcleo de Pesquisas em Ciências Exatas e Tecnológicas da Universidade de Franca, Av. Dr. Armando de Salles Oliveira, 201, 14404-600, Franca, SP, Brazil;2. Departamento de Química da Faculdade de Filosofia, Ciências e Letras da Universidade de São Paulo, Av. Bandeirantes, 3900, 14040-901, Ribeirão Preto, SP, Brazil;3. Department of Chemistry, University of Nairobi, P.O. Box 30197, 00100, Nairobi, Kenya;1. Laboratorio de Biotecnología de Aromas (LaBiotA), Departamento de Química Orgánica, Facultad de Química, Universidad de la República (UdelaR), Av. General Flores 2124, CP: 11800, Montevideo, Uruguay;2. Espacio de Ciencia y Tecnología Química. Centro Universitario Regional Noreste, Sede Tacuarembó. Universidad de la República (UdelaR). Ruta No. 5, km 386, CP: 45000, Tacuarembó, Uruguay;3. Departamento de Botánica. Museo Nacional de Historia Natural (MNHN), Ministerio de Educación y Cultura, 25 de mayo 582, CP: 11000, Montevideo, Uruguay;4. Instituto de Química Orgánica, Facultad de Bioquímica, Química y Farmacia, Universidad Nacional de Tucumán, Ayacucho 471, CP: T4000INI, San Miguel de Tucumán, Argentina;1. College of Medicine, Henan Polytechnic University, Jiaozuo, 454000, PR China;2. Beijing Bencaoyuan Pharmaceutical Co., Ltd, Beijing, 102629, PR China |
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| Abstract: | Ilyonectria mors-panacis, previously Cylindrocarpon destructans, is the main plant pathogen responsible for the fungal disease ginseng root rot. This economically important disease, also called disappearing root rot, reduces crop yields by an average of 30% at harvest. While the disease is well studied from ecological and genomic perspectives, the role of I. mors-panacis secondary metabolites in the disease process is not well understood. Our previous metabolomics study showed Ilyonectria strains that cause ginseng root rot produce mixtures of putative resorcylic acid lactones, whereas avirulent strains did not, and collectively synthesize fewer metabolites. To confirm these metabolomics findings, we isolated and characterized the secondary metabolites from I. mors-panacis DAOMC 251601, a strain that causes ginseng root rot. From its EtOAc soluble culture filtrate extract, eight resorcylic acid lactones (1-8), including chlorinated and non-chlorinated congeners, were characterized by HRMS and spectroscopic approaches (NMR, OR, UV). The structure of one new metabolite, named radicicol E (1), was elucidated and additional spectroscopic data for the known compound nordinonediol (2) are reported. Further, radicicol (9) production was confirmed by comparison to a standard. The roles that resorcylic acid lactones and the siderophore N,N′,N” triacetylfusarine C have in promoting Ilyonectria ginseng root rot are also discussed. |
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| Keywords: | Ilyonectria Ginseng Natural products Resorcylic acid lactones Radicicol |
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