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Secondary metabolites of the lichen-associated fungus Apiospora montagnei
Affiliation:1. State Key Laboratory of Mycology, Institute of Microbiology, Chinese Academy of Sciences, No.1 Beichen West Road, Chaoyang District, Beijing 100101, PR China;2. School of Life Sciences, University of Science and Technology of China, No. 96 Jinzhai-Road, Hefei 230026, PR China;3. Department of Pharmacognosy, Logistics College of Chinese People''s Armed Police Forces, Tianjin 300162, PR China;4. CAS Key Laboratory of Pathogenic Microbiology and Immunology, Institute of Microbiology, Chinese Academy of Sciences, No.1 Beichen West Road, Chaoyang District, Beijing 100101, PR China;1. Institute of Traditional Chinese Medicine and Natural Products, College of Pharmacy, Jinan University, Guangzhou 510632, PR China;2. Shenzhen Key Laboratory of Microbial Genetic Engineering, College of Life Sciences, Shenzhen University, Shenzhen 518060, PR China;3. Department of Pharmaceutical Engineering, South China Agricultural University, Guangzhou 510642, PR China;4. State Key Laboratory of Mycology, Institute of Microbiology, Chinese Academy of Sciences, Beijing 100190, PR China;5. National Center for Drug Screening, and State Key Laboratory of Drug Research, Shanghai Institute of Materia Medica, Shanghai 201203, PR China
Abstract:The endolichenic fungus Apiospora montagnei isolated from the lichen Cladonia sp. was cultured on solid rice medium, yielding the new diterpenoid libertellenone L (1), the new pyridine alkaloid, 23-O-acetyl-N-hydroxyapiosporamide (2) and the new xanthone derivative 8-hydroxy-3-hydroxymethyl-9-oxo-9H-xanthene-1-carboxylic acid methyl ether (3) together with 19 known compounds (422). The structures of the new compounds were elucidated by 1D and 2D NMR spectra as well as by HRESIMS data. The absolute configuration of the new 6,7-seco-libertellenone derivative 1 was determined by single-crystal X-ray diffraction. Four additional known compounds 2326 were isolated when NaCl or NH4Cl were added to solid rice medium. Compounds 79, 18 and 26 exhibited significant cytotoxicity against the L5178 murine lymphoma cell line with IC50 values of 2.6, 0.2, 2.1, 2.7 and 1.7 μM, respectively.
Keywords:Cytotoxicity  X-ray diffraction
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