Fusapyrone

- Overview
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    Background
    
    Fusapyrone, a broad-spectrum antifungal metabolite, is isolated from several Fusarium species. Structurally, fusapyrone consists of a 4-deoxy-β-xylo-hexopyranosyl C-glycosyl moiety bound to the C-6 of the 2-pyrone ring and a highly functionalized aliphatic chain. Fusapyrone exhibited low zoo-toxicity, as evidenced by a lack of toxicity against Artemia salina. Fusapyrone exerted considerable antifungal activity against several plant mycotoxigenic, pathogenic, and human pathogenic filamentous fungi, including Aspergillus flavus, Aspergillus niger, Aspergillus parasiticus, and Aspergillus fumigatus [1]. Additionally, it had been investigated as a useful candidate for the control of postharvest crop diseases, including blocking the growth of ochratoxin-producing strains of Aspergillus section Nigri in wine grapes. However, fusapyrone was found to be ineffective toward yeasts isolated from fruits and plants and not toxic to Artemia salina (brine shrimp). The mechanism of action of fusapyrone is unknown and the structure of fusapyrone was revised in 2006.In vitro: Up to now, in vitro study of fusapyrone is still in the development stage.In vivo: Up to now, in vivo study of fusapyrone is still in the development stage.
    
    [1]. Favilla, M., Pascale, M., Ricelli, A., Evidente, A., Amalfitano, C., & Altomare, C. Inhibition of Species of the Aspergillus Section Nigri and Ochratoxin a Production in Grapes by Fusapyrone. Applied and Environmental Microbiology.2008; 74(7): 2248-2253.
- Properties
  - Categories
    
    broad-spectrum antifungal metabolite
    
    Alternative Name
    
    3-(4-deoxy-β-xylo-hexopyranosyl)-2-hydroxy-6-[(3E,5E,8Z)-2-hydroxy-7-(hydroxymethyl)-1,1,5,9,11-pentamethyl-3,5,8-heptadecatrien-1-yl]-2H-pyran-2-one
    
    CAS Number
    
    156856-31-4
    
    Molecular Formula
    
    C34H54O9
    
    Molecular Weight
    
    606.8
    
    Appearance
    
    A solid
    
    Purity
    
    98.00%
    
    Solubility
    
    Soluble in DMSO
    
    Storage
    
    Store at -20°C
    
    SMILES
    
    O[[email protected]]1C[[email protected]@H](CO)O[[email protected]@H](C2=C(O)OC(C(C)(C)C(O)/C=C/C(C)=C/C(CO)/C=C(C)\CC(C)CCCCCC)=CC2=O)[[email protected]@H]1O
    
    * For Research Use Only

Documents

COA (Certificate Of Analysis)

MSDS (Material Safety Data Sheet)

Datasheet

Fusapyrone

Background

Documents

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