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Structure type: monomer ; 512.3221 [M+H]+
C₂₇H₄₅NO₈
Compound class: terpene glycoside
Contained glycoepitopes: IEDB_137485,IEDB_144983,IEDB_152206,IEDB_983930,SB_44,SB_72

• Article ID: 8726
  Zhang S, Zhu J, Liu T, Samra S, Pan H, Bai J, Hua H, Bechthold A "Myrothecoside, a novel glycosylated polyketide from the terrestrial fungus Myrothecium sp. GS-17" - Helvetica Chimica Acta 99(3) (2016) 215-219
  

  Based on the chemical analysis and targeted bioactivity screening, a new polyketide glycoside, myrothecoside, was isolated from a terrestrial halotolerant fungus, Myrothecium sp. GS-17. The structure of myrothecoside was elucidated on the basis of extensive spectroscopic analysis including 1D- and 2D-NMR (1H,1H-COSY, HSQC, HMBC, and NOESY) experiments, combined with mass spectroscopic data and physicochemical properties. This compound exhibited weak cytotoxicity against human leukemia (HL-60) cancer cell with an IG50 value of 63.61 μm, and also antifungal activities against plant pathogenic fungi Rhizoctonia solani and Fusarium oxysporum using standard agar diffusion tests at 20 μg/disk.

  antibacterial activity, fungi, secondary metabolites, Myrothecium, glycosylated polyketides

  Publication DOI: 10.1002/hlca.201500218
  Journal NLM ID: 2985094R
  Publisher: Verlag Helvetica Chimica Acta
  Correspondence: Bechthold A
  Institutions: Institut für pharmazeutische Biologie und Biotechnologie, Albert-Ludwigs Universität, Freiburg, Germany, Department of Natural Products Chemistry, School of Pharmacy, China Medical University, Shenyang, China, Institute of Applied Ecology, Chinese Academy of Sciences, Shenyang, China, Key Laboratory of Structure-Based Drug Design & Discovery, Ministry of Education, Shenyang Pharmaceutical University, Shenyang, China
  Methods: 13C NMR, 1H NMR, FTIR, UV, optical rotation measurement, RP-HPLC, HR-ESI-MS, HMBC, HMQC, COSY, HSQC, HCl hydrolysis, HPLC/ESI-MS
  
   
  
  Myrothecium sp. GS-17
  CSDB ID 42820 (all data & tools)

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Structure type: monomer
Trivial name: myrothecoside
Compound class: glycoside
Contained glycoepitopes: IEDB_137485,IEDB_144983,IEDB_152206,IEDB_983930,SB_44,SB_72

• 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
  
   
  
  Myrothecium
  CSDB ID 51224 (all data & tools)