Piceatannol

From Wikipedia, the free encyclopedia

Piceatannol[1]
IUPAC name 5-[(E)-2-(3,4-dihydroxyphenyl)vinyl]benzene-1,3-diol
Other names 3,4,3',5'-tetrahydroxy-trans-stilbene
Identifiers
CAS number [10083-24-6]
PubChem 667639
SMILES C1=CC(=C(C=C1C=CC2=CC(=CC(=C2)O)O)O)O
Properties
Molecular formula C14H12O4
Molar mass 244.24
Appearance Light tan to yellow powder
Except where noted otherwise, data are given for
materials in their standard state
(at 25 °C, 100 kPa)
Infobox disclaimer and references

Piceatannol (3,4,3',5'-tetrahydroxy-trans-stilbene) is a phenolic stilbenoid. It is a metabolite of resveratrol found in red wine. LMP2A, a viral protein-tyrosine kinase implicated in leukemia, non-Hodgkin's lymphoma and other diseases associated with Epstein-Barr virus, were found to be blocked by picetannol in vitro.[2] Therefore there is research interest in piceatannol as an anti-cancer and anti-EBV drug.[3]

[edit] See also

[edit] References

  1. ^ Piceatannol at Sigma-Aldrich
  2. ^ Geahlen RL, McLaughlin JL (1989). "Piceatannol (3,4,3',5'-tetrahydroxy-trans-stilbene) is a naturally occurring protein-tyrosine kinase inhibitor". Biochem. Biophys. Res. Commun. 165 (1): 241–5. PMID 2590224. 
  3. ^ Swanson-Mungerson M, Ikeda M, Lev L, Longnecker R, Portis T (2003). "Identification of latent membrane protein 2A (LMP2A) specific targets for treatment and eradication of Epstein-Barr virus (EBV)-associated diseases". J. Antimicrob. Chemother. 52 (2): 152–4. doi:10.1093/jac/dkg306. PMID 12837743. 
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Stilbenoids
Stilbenoids
Resveratrol • Pterostilbene • Piceatannol • Pinosylvin
v • d • e
Types of Phenylpropanoids
Phenylpropanoids