New diplosporin and agistatine derivatives produced by the fungal endophyte Xylaria sp. isolated from Vitis labrusca |
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| Institution: | 1. Department of Chemistry and Chemical Biology, McMaster University, Hamilton, Ontario, Canada L8S 4M1;2. Southern Crop Protection and Food Research Centre, Agriculture and Agri-Food Canada, London, Ontario, Canada N5V 4T3;1. College of Pharmacy, Dalian Medical University, Dalian 116044, China;2. Department of Oncology, No. 3 People''s Hospital, Affiliated with Shanghai Jiao-Tong University School of Medicine, Shanghai, China;3. Chinese People''s Liberation Army 210 Hospital, Dalian 116021, China;1. Department of Chemistry, Faculty of Chemistry and Chemical Engineering, Babeş-Bolyai University, Cluj-Napoca, Romania;2. Department of Chemistry, University of Georgia, Athens, Georgia 30602, United States;1. Key Laboratory of Tobacco Chemistry of Yunnan Province, Yunnan Academy of Tobacco Science, Kunming 650106, PR China;2. State Key Laboratory of Phytochemistry and Plant Resources in West China, Kunming Institute of Botany, Chinese Academy of Sciences, Kunming 650204, PR China |
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| Abstract: | A Xylaria sp. was isolated as an endophyte from a surface-sterilized Concord grape leaf (Vitis labrusca). Dereplication and LC–MS analysis of the filtrate extracts identified two new structures, compound 1, 13-O-methyl-(5R) diplosporin, and 2 a new agistatine. Additionally, five known compounds 3–7 including an agistatine, coriloxin, (5R)-diplosporin, and two mellein derivatives were also isolated. This is the first report of these structurally-related metabolites isolated from the same fungus, suggesting they share a related biosynthesis. Metabolites were isolated using liquid chromatography-solid phase extraction (LC-SPE) and semi-preparative HPLC. Structures were elucidated on the basis of 1D and 2D NMR analysis, HRMS measurements and X-ray structural analysis for compound 1. |
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| Keywords: | Endophytes Fungi Diplosporin Agistatine |
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