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Structure type: monomer ; 697.2 [M+H]+
Trivial name: stromemycin
Compound class: C-glycoside

• Article ID: 7035
  Bringmann G, Lang G, Steffens S, Günther E, Schaumann K "Novel marine natural products. Part 5 - Evariquinone, isoemericellin, and stromemycin from a sponge derived strain of the fungus Emericella variecolor" - Phytochemistry 63(4) (2003) 437-443
  

  From a strain of the fungus Emericella variecolor derived from the marine sponge Haliclona valliculata, two new natural products, evariquinone and isoemericellin, were isolated after HPLC-UV, -MS, and -NMR studies of the extract and their structures were elucidated by mass spectrometry and NMR experiments. Evariquinone showed antiproliferative activity towards KB and NCI-H460 cells at a concentration of 3.16 mug/ml. Furthermore, the fungus was found to produce the known metabolites stromemycin, shamixanthone, and 7-hydroxyemodin. Chemical degradation, NMR decoupling experiments, and spin-system simulation provided evidence for the double bonds in stromemycin to be all E-configured. ROESY experiments established the monosaccharide moiety to be glucose. (C) 2003 Elsevier Science Ltd. All rights reserved.

  structural elucidation, Emericella variecolor, Haliclona valliculata, sponge derived fungus, evariquinone, isoemericellin, stromemycin, shamixanthone, 7-hydroxyemodin, HPLC–NMR coupling

  NCBI PubMed ID: 12770594
  Publication DOI: 10.1016/S0031-9422(03)00189-4
  Journal NLM ID: 0151434
  Publisher: Elsevier
  Correspondence: bringman@chemie.uni-wuerzburg.de
  Institutions: Institut für Organische Chemie der Universität, Am Hubland, D-97074 Würzburg, Germany, Alfred-Wegener-Institut für Polar- und Meeresforschung, Bremerhaven, Germany, Zentaris AG, Weismüllerstr. 45, D-60314 Frankfurt am Main, Germany
  Methods: 13C NMR, 1H NMR, methylation, IR, FAB-MS, TLC, ESI-MS, chemical methods, methanolysis, HPLC, UV, extraction, CD, cytotoxicity assay
  
   
  
  Emericella variecolor
  CSDB ID 41374 (all data & tools)

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Structure type: monomer
Trivial name: (+)-varitriol
Compound class: glycoside

• Article ID: 6181
  Hussain H, Mamadalieva NZ, Ali I, Elizbit, Green IR, Wang D, Zou L, Simal-Gandara J, Cao H, Xiao J "Fungal glycosides: Structure and biological function" - Trends in Food Science and Technology 110 (2021) 611-651
  

  Background: Natural products acquire vast and intriguing structural diversity and have been recognized as a tremendously diverse source of new lead compounds. Numerous bioactive secondary metabolites are present in the form of glycosylated molecules in which the sugar parts are normally associated with the interaction along with molecular recognition of the cellular target. Scope and approach: The presence of sugar entities are crucial as well as in some cases necessary, for therapeutic effects. Establishing novel and potent glycosylated secondary metabolites has formed a main goal in the natural product field from fungi and bacteria. These compounds possess a diverse range of sugar units. Key findings and conclusions: Fungi is considered one of the important sources for approved drugs with a diverse range of mode of action. The sugar part in numerous pharmacologically active natural products enhances bioavailability, biological potential, reduce toxicity, and improve stability. The vast majority of glyocosides showed antimicrobial effects, cytotoxic, antiviral and antiinflammatory effects. Notably, numerous fungal glycosides presented in this review illustrate significant antimicrobial effects towards various microorganisms especially against plant pathogens. The antimicrobial effects of these fungal glycosides indicate that these metabolites could be employed as natural preservatives in food in order to abolish or control the growth of pathogenic and spoilage microorganisms.

  glycoside, antimicrobial, fungi, food preservative, secondary metabolites

  Publication DOI: 10.1016/j.tifs.2021.02.029
  Journal NLM ID: 9426004
  Publisher: Cambridge, UK: Elsevier Trends Journals
  Correspondence: Hussain H ; Hussain H ; Xiao J ; Xiao J
  Institutions: Department of Bioorganic Chemistry, Leibniz Institute of Plant Biochemistry, Halle (Saale), Germany, Institute of the Chemistry of Plant Substances of the Academy Sciences of Uzbekistan, Tashkent, Uzbekistan, School of Pharmaceutical Sciences and Key Laboratory for Applied Technology of Sophisticated Analytical Instruments of Shandong Province, Shandong Analysis and Test Center, Qilu University of Technology (Shandong Academy of Sciences), Jinan, China, Department Materials Engineering, National University of Sciences and Technology (NUST) H12, Islamabad, Pakistan, Department of Chemistry and Polymer Science, University of Stellenbosch, Matieland, South Africa, Key Laboratory of Coarse Cereal Processing, Ministry of Agriculture and Rural Affairs, Chengdu University, Chengdu, China, Nutrition and Bromatology Group, Department of Analytical Chemistry and Food Science, Faculty of Food Science and Technology, University of Vigo - Ourense Campus, Ourense, Spain
  
   
  
  Emericella variecolor
  CSDB ID 51546 (all data & tools)