Pinocembrin

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Pinocembrin
Pinocembrin structure.svg
Names
IUPAC name
5,7-Dihydroxy-2-phenyl-2,3-dihydro-4H-chromen-4-one
Other names
Dihydrochrysin
Galangin flavanone
5,7-Dihydroxyflavanone
5,7-Dihydroxy-2-phenyl-2,3-dihydro-4H-chromen-4-one
4H-1-Benzopyran-4-one, 2,3-dihydro-5,7-dihydroxy-2-phenyl-
5,7-Dihydroxy-2-phenyl-chroman-4-one
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
Properties
C15H12O4
Molar mass 256.26 g·mol−1
Density 1.386 g/mL
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

Pinocembrin is a flavanone, a type of flavonoid. It is an antioxidant found in damiana,[1] honey, fingerroot,[2] and propolis.[3]

Pinocembrin can be converted biosynthetically to pinobanksin by hydroxylation adjacent to the ketone. Studies have shown that pinocembrin has potential as a drug to treat cerebral ischemia, intracerebral hemorrhage, neurodegenerative diseases, cardiovascular diseases and atherosclerosis as well as other diseases.[4][5]

See also[edit]

References[edit]

  1. ^ Zhao, J; Dasmahapatra AK; Khan SI; Khan IA (Dec 2008). "Anti-aromatase activity of the constituents from damiana (Turnera diffusa)". J Ethnopharmacol. 120 (3): 387–393. doi:10.1016/j.jep.2008.09.016. PMID 18948180. 
  2. ^ Punvittayagul, C; Wongpoomchai R; Taya S; Pompimon W. (January 2011). "Effect of pinocembrin isolated from Boesenbergia pandurata on xenobiotic-metabolizing enzymes in rat liver". Drug Metabolism Letters. 5 (1): 1–5. doi:10.2174/187231211794455226. PMID 20942797. 
  3. ^ Bosio K; Avanzini C; D’Avolio A; Ozino O; Savoia D (2000). "In vitro activity of propolis against Streptococcus pyogenes". Letters in Applied Microbiology. 31 (2): 174–177. doi:10.1046/j.1365-2672.2000.00785.x. PMID 10972723. 
  4. ^ Lan X, Wang W, Li Q, Wang J (April 2016). "The natural flavonoid pinocembrin: molecular targets and potential therapeutic applications". Mol Neurobiol. 53 (3): 1794–801. doi:10.1007/s12035-015-9125-2. PMC 4561606Freely accessible. PMID 25744566. 
  5. ^ Lan X, Han X, Li Q, Li Q, Gao Y, Cheng T, Wan J, Zhu W, Wang J, Lan X, Wang W, Li Q, Wang J (March 2017). "Pinocembrin protects hemorrhagic brain primarily by inhibiting toll-like receptor 4 and reducing M1 phenotype microglia". Brain Behav Immun. 61: 326–339. doi:10.1016/j.bbi.2016.12.012. PMID 28007523.