Pinocembrin

Pinocembrin
Names
IUPAC name
(2S)-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
480-39-7 N
3D model (Jmol) Interactive image
ChEBI CHEBI:28157 N
ChEMBL ChEMBL399910 N
ChemSpider 208593 YesY
PubChem 238782
Properties
C15H12O4
Molar mass 256.25 g/mol
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).
N verify (what is YesYN ?)
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, neurodegenerative diseases, cardiovascular diseases and atherosclerosis as well as other clinical conditions.[4]

See also

References

  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.


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