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Structure type: monomer ; 484.1966 [M＋H]＋
C₂₆H₃₀NO₈
Trivial name: malfilamentoside A (aromatic furanone glycoside)
Contained glycoepitopes: IEDB_137340,IEDB_141807,IEDB_151531

• Article ID: 9581
  Xu H, Wang L, Zhang L, Liu W, Zhang Q, Zhang H, Zhang C, Zhang W "Configurational Assignment of Malfilamentoside A and a New Furanone Glycoside Malfilamentoside D" - Chinese Journal of Organic Chemistry 42(4) (2022) 1229-1234
  

  High performance liquid chromatography-diode array detection (HPLC-DAD)-based chemical analysis of the extract fraction library of the plateau soil-derived fungus Auxarthron umbrinum SCSIO 40432 led to the identification of eight compounds, including a known aromatic furanone glycoside malfilamentoside A (1) whose stereochemistry remained unsolved, and a new malfilamentoside D (2), together with six known compounds (3~8). The planar structures of malfilamentaosides A (1) and D (2) were elucidated by HRESIMS, 1D and 2D NMR spectroscopic analysis. The absolute configuration of malfilamentoside A (1) was unambiguously resolved for the first time by a single crystal X-ray diffraction analysis and the stereochemistry of malfilamentoside D (2) was determined by comparing electronic circular dichroism (ECD) spectra of 1 and 2. Malfilamentoside A (1) exhibited inhibitory activity to xanthine oxidase at the concentration of 20 μmol/L

  aromatic furanone glycoside, Auxarthron umbrinum SCSIO 40432, configurational assignment, malfilamentoside

  Publication DOI: 10.6023/cjoc202110038
  Publisher: Beijing: Science China Press
  Correspondence: W. Zhang
  Institutions: Key Laboratory of Tropical Marine Bio-resources and Ecology, Guangdong Key Laboratory of Marine Materia Medica, South China Sea Institute of Oceanology, Chinese Academy of Sciences, Guangzhou 510301, University of Chinese Academy of Sciences, Beijing 100049, Sanya Institute of Oceanology, South China Sea Institute of Oceanology, Chinese Academy of Sciences, Sanya, Hainan, 572000
  Methods: 13C NMR, 1H NMR, NMR-2D, inhibition studies, TLC, FTIR, HPLC, UV, extraction, optical rotation measurement, CC, fermentation, HR-ESI-MS, antibacterial assay
  
   
  
  Auxarthron umbrinum SCSIO 40432
  CSDB ID 51683 (all data & tools)

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Structure type: monomer ; 470.1809 [M＋H]＋
C₂₅H₂₈NO₈
Trivial name: malfilamentoside D (aromatic furanone glycoside)
Contained glycoepitopes: IEDB_137340,IEDB_141807,IEDB_151531

• Article ID: 9581
  Xu H, Wang L, Zhang L, Liu W, Zhang Q, Zhang H, Zhang C, Zhang W "Configurational Assignment of Malfilamentoside A and a New Furanone Glycoside Malfilamentoside D" - Chinese Journal of Organic Chemistry 42(4) (2022) 1229-1234
  

  High performance liquid chromatography-diode array detection (HPLC-DAD)-based chemical analysis of the extract fraction library of the plateau soil-derived fungus Auxarthron umbrinum SCSIO 40432 led to the identification of eight compounds, including a known aromatic furanone glycoside malfilamentoside A (1) whose stereochemistry remained unsolved, and a new malfilamentoside D (2), together with six known compounds (3~8). The planar structures of malfilamentaosides A (1) and D (2) were elucidated by HRESIMS, 1D and 2D NMR spectroscopic analysis. The absolute configuration of malfilamentoside A (1) was unambiguously resolved for the first time by a single crystal X-ray diffraction analysis and the stereochemistry of malfilamentoside D (2) was determined by comparing electronic circular dichroism (ECD) spectra of 1 and 2. Malfilamentoside A (1) exhibited inhibitory activity to xanthine oxidase at the concentration of 20 μmol/L

  aromatic furanone glycoside, Auxarthron umbrinum SCSIO 40432, configurational assignment, malfilamentoside

  Publication DOI: 10.6023/cjoc202110038
  Publisher: Beijing: Science China Press
  Correspondence: W. Zhang
  Institutions: Key Laboratory of Tropical Marine Bio-resources and Ecology, Guangdong Key Laboratory of Marine Materia Medica, South China Sea Institute of Oceanology, Chinese Academy of Sciences, Guangzhou 510301, University of Chinese Academy of Sciences, Beijing 100049, Sanya Institute of Oceanology, South China Sea Institute of Oceanology, Chinese Academy of Sciences, Sanya, Hainan, 572000
  Methods: 13C NMR, 1H NMR, NMR-2D, inhibition studies, TLC, FTIR, HPLC, UV, extraction, optical rotation measurement, CC, fermentation, HR-ESI-MS, antibacterial assay
  
   
  
  Auxarthron umbrinum SCSIO 40432
  CSDB ID 51868 (all data & tools)