Quebecol

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Quebecol
Quebecol.svg
Names
IUPAC name
2,3,3-Tri-(3-methoxy-4-hydroxyphenyl)-1-propanol
Identifiers
3D model (JSmol)
ChemSpider
Properties
C24H26O7
Molar mass 426.47 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

Quebecol is a polyphenolic chemical compound that has been isolated from Canadian maple syrup.[1] It has the chemical formula C24H26O7 and the systematic name 2,3,3-tri-(3-methoxy-4-hydroxyphenyl)-1-propanol. Analysis of maple sap before it is converted into syrup suggests that this compound is not naturally present in the sap but, instead, is formed during extraction or processing.[2] A total synthesis of the compound was reported in 2013.[3] Isoquebecol (2,3,3-tri-(3-hydroxy-4-methoxyphenyl)-1-propanol) has an improved anti-inflammatory activity (ability to inhibit IL-6 secretion) over that of its natural isomer quebecol.[4]

The chemical compound has been named in honour of the Canadian province of Quebec which is the world’s largest producer of maple syrup.

References[edit]

  1. ^ Li, Liya; Seeram, Navindra P. (2011). "Quebecol, a novel phenolic compound isolated from Canadian maple syrup". Journal of Functional Foods. doi:10.1016/j.jff.2011.02.004. 
  2. ^ Quebecol: A fancy name for healthful compound found in Canadian syrup
  3. ^ Cardinal, Sébastien; Voyer, Normand. "Total synthesis of quebecol". Tetrahedron Letters. 54 (38): 5178–5180. doi:10.1016/j.tetlet.2013.07.048. 
  4. ^ Sébastien Cardinal et al., & Normand Voyer (2017). Synthesis and anti-inflammatory activity of isoquebecol. Bioorganic & Medicinal Chemistry