Show legend Show as text

Structure type: monomer ; 778.5812 [M+Na]+
C₄₃H₈₁NO₉
Trivial name: allantoside
Compound class: glycosphingolipid, cerebroside
Contained glycoepitopes: IEDB_142488,IEDB_146664,IEDB_983931,SB_192

• Article ID: 7736
  McCloskey S, Noppawan S, Mongkolthanaruk W, Suwannasai N, Senawong T, Prawat U "A new cerebroside and the cytotoxic constituents isolated from Xylaria allantoidea SWUF76" - Natural Product Research 31(12) (2017) 1422-1430
  

  A new cerebroside, namely allantoside (1), and 10 known compounds (2-11) were isolated from Xylaria allantoidea SWUF76. The structure of compound 1 was determined by comprehensive spectroscopic analysis including 1D and 2D nuclear magnetic resonance (NMR) as well as high-resolution electron ionisation mass spectrometry (HREIMS) and electrospray ionisation mass spectrometry (ESIMS). Compounds 1, 4, 5, 6, 7, 8 and 11 were evaluated for cytotoxic activities against cancer cell lines (Hela, HT29, HCT116 and MCF-7) and normal Vero cell lines by MTT assay. Compounds 6 and 7 exhibited anticancer activity after 24 h of treatment. Compound 7 showed significant cytotoxicity against Hela (IC50 = 2.24 μg/mL), HT29 (IC50 = 2.51 μg/mL), HCT116 (IC50 = 3.50 μg/mL) and MCF-7 (IC50 = 3.77 μg/mL) and Vero (IC50:3.65 μg/mL) cells. Compound 6 showed slight cytotoxicity against all tested cancer cell lines.

  cytotoxicity, secondary metabolite, Xylaria allantoidea, Xylariaceae

  NCBI PubMed ID: 27868429
  Publication DOI: 10.1080/14786419.2016.1258559
  Journal NLM ID: 101167924
  Publisher: Milton Park, UK : Taylor & Francis Health Sciences
  Correspondence: McCloskey S
  Institutions: Natural Products Research Unit, Faculty of Science, Department of Chemistry, Khon Kaen University, Centre of Excellence for Innovation in Chemistry (PERCH-CIC), Khon Kaen, Thailand, Faculty of Science, Department of Microbiology, Khon Kaen University, Khon Kaen, Thailand, Faculty of Science, Department of Biology, Srinakharinwirot University, Bangkok, Thailand, Faculty of Science, Department of Biochemistry, Khon Kaen University, Khon Kaen, Thailand, Faculty of Science and Technology, Department of Chemistry, Phuket Rajabhat University, Phuket, Thailand
  Methods: 13C NMR, 1H NMR, HR-ESI-MS, HMBC, HMQC, DEPT, COSY, NOESY, FT-IR
  
   
  
  Xylaria allantoidea SWUF76
  CSDB ID 44562 (all data & tools)

Show legend Show as text

Structure type: monomer
Trivial name: asperiamide C
Compound class: glycoside
Contained glycoepitopes: IEDB_142488,IEDB_146664,IEDB_983931,SB_192

• 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
  
   
  
  Aspergillus niger
  CSDB ID 51481 (all data & tools)