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Structure type: monomer ; 405.2249 [M+Na]+
C₂₁H₃₄O₆
Trivial name: stemphol D
Compound class: C-glycoside

• Article ID: 7537
  Lee C, Kim S, Li W, Bang S, Lee H, Lee HJ, Noh EY, Park JE, Bang WY, Shim S "Bioactive secondary metabolites produced by an endophytic fungus Gaeumannomyces sp. JS0464 from a maritime halophyte Phragmites communis" - The Journal of Antibiotics 70(6) (2017) 737-742
  

  Endophytes, important plant-associated mycobionts, have attracted a great deal of attention because of their bioactive secondary metabolites. Even though halophytes have been reported to overcome salt stress via associations with their endophytes, few studies have investigated the metabolites produced by the endophytes from halophytes. In this study, a dark septate endophytic fungal strain (JS0464), identified as Gaeumannomyces sp. by ITS sequencing, was isolated from the rhizome of a halophyte, Phragmites communis, in Suncheon bay, South Korea. This strain was cultured on a large scale and extracted with ethyl acetate. Chemical investigations of extracts of JS0464 led to the isolation of two glycosylated dialkylresorcinol derivatives (1-2), an anthraquinone derivative (3) and eight known compounds (4-11), which were identified by spectroscopic analyses incorporating one-dimensional/2D NMR and MS. Nine compounds showed significant nitric oxide reduction activity in lipopolysaccharide-stimulated microglia BV-2 cells, seven of which did not impair cell viability. The results suggest that endophytes from the halophytes could be potential resources for bioactive natural products.

  NCBI PubMed ID: 28352106
  Publication DOI: 10.1038/ja.2017.39
  Journal NLM ID: 0151115
  Publisher: London: Nature Publishing Group
  Correspondence: sangheeshim@duksung.ac.kr
  Institutions: KM Application Center, Korea Institute of Oriental Medicine, Daegu, South Korea, College of Pharmacy and Innovative Drug Center, Duksung Women’s University, Seoul, South Korea, Biological Resources Assessment Division, National Institute of Biological Resources, Incheon, Korea, National Development Institute of Korean Medicine, Gyeongsan, Korea
  Methods: 13C NMR, 1H NMR, HPLC, HMBC, COSY, HRESIMS
  
   
  
  Gaeumannomyces sp. JS0464
  CSDB ID 43281 (all data & tools)

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Structure type: oligomer
C₄₀H₅₄NO₁₆S
Trivial name: violanthin
Compound class: glycoside
Contained glycoepitopes: IEDB_613414

• Article ID: 11137
  Carnat AP, Carnat A, Fraisse D, Lamaison JL, Heitz A, Wylde R, Teulade JC "Violarvensin, a new flavone di-C-glycoside from Viola arvensis" - Journal of Natural Products 61(2) (1998) 272-274
  

  A new flavonoid di-C-glycoside, violarvensin (1), was isolated from the aerial parts of Viola arvensis, together with the known derivative violanthin (2). The structure of 1 was established as apigenin-6-C-beta-D-glucopyranosyl-8-C-beta-D-6-deoxygulopyranoside by spectral analysis.

  flavonoids, C-glycoside, violarvensin, Viola arvensis

  NCBI PubMed ID: 9548860
  Publication DOI: 10.1021/np9701485
  Journal NLM ID: 7906882
  Publisher: American Society of Pharmacognosy
  Institutions: Laboratoire de Pharmacognosie et Phytothérapie, Faculté de Pharmacie, Université d’Auvergne, Clermont-Ferrand, France, CBS, CNRS INSERM, Faculté de Pharmacie, Université de Montpellier I, Montpellier, France, URA 1845, Faculté de Pharmacie, Université de Montpellier I, Montpellier, France, Laboratoire de Chimie Organique, Faculté de Pharmacie, Université d’Auvergne, Clermont-Ferrand, France
  Methods: 13C NMR, 1H NMR, FAB-MS, TLC, UV, extraction, acetylation, column chromatography, HMBC, HMQC, COSY, HR-FAB-MS, optical rotatin measurement, COYS, TOFCSY
  
   
  
  Viola arvensis
  CSDB ID 61762 (all data & tools)