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Tricetin

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Tricetin
Names
IUPAC name 3′,4′,5,5′,7-Pentahydroxyflavone
Systematic IUPAC name 5,7-Dihydroxy-2-(3,4,5-trihydroxyphenyl)-4H-1-benzopyran-4-one
Identifiers
CAS Number
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.237.320 Edit this at Wikidata
PubChem CID
UNII
CompTox Dashboard (EPA)
InChI
  • InChI=1S/C15H10O7/c16-7-3-8(17)14-9(18)5-12(22-13(14)4-7)6-1-10(19)15(21)11(20)2-6/h1-5,16-17,19-21HKey: ARSRJFRKVXALTF-UHFFFAOYSA-N
SMILES
  • C1=C(C=C(C(=C1O)O)O)C2=CC(=O)C3=C(C=C(C=C3O2)O)O
Properties
Chemical formula C15H10O7
Molar mass 302.23 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). Infobox references
Chemical compound

Tricetin is a flavone, a type of flavonoid. It is a rare aglycone found in the pollen of members of the Myrtaceae, subfamily Leptospermoideae, such as Eucalyptus globulus. This compound shows anticancer effects on human breast adenocarcinoma MCF-7 cells. Moreover. a potent anti-inflammatory effect of tricetin has also been demonstrated in a model of acute pancreatitis. This observation was explained by the compound's radical scavenging effects, its inhibitory effect on the DNA damage sensor enzyme poly (ADP-ribose) polymerase-1 (PARP1) and PARP1-mediated cell death and suppression of inflammatory gene expression.

See also

References

  1. Campos, Maria G.; Webby, Rosemary F.; Markham, Kenneth R. (2002). "The unique occurrence of the flavone aglycone tricetin in Myrtaceae pollen". Zeitschrift für Naturforschung C. 57 (9–10): 944–946. doi:10.1515/znc-2002-9-1031. PMID 12440738. S2CID 29128828.
  2. Hsu, Ya-Ling; Uen, Yih-Huei; Chen, Yi; Liang, Hsin-Lin; Kuo, Po-Lin (2009). "Tricetin, a dietary flavonoid, inhibits proliferation of human breast adenocarcinoma MCF-7 cells by blocking cell cycle progression and inducing apoptosis". Journal of Agricultural and Food Chemistry. 57 (18): 8688–8695. doi:10.1021/jf901053x. PMID 19705844. S2CID 19856762.
  3. Nagy-Pénzes, Máté; Hajnády, Zoltán; Regdon, Zsolt; Demény, Máté Á; Kovács, Katalin; El-Hamoly, Tarek; Maléth, József; Hegyi, Péter; Hegedűs, Csaba; Virág, László (June 2022). "Tricetin Reduces Inflammation and Acinar Cell Injury in Cerulein-Induced Acute Pancreatitis: The Role of Oxidative Stress-Induced DNA Damage Signaling". Biomedicines. 10 (6): 1371. doi:10.3390/biomedicines10061371. ISSN 2227-9059. PMC 9219693. PMID 35740393.
Flavones and their conjugates
Aglycones
Monohydroxyflavone
Dihydroxyflavones
Trihydroxyflavones
Tetrahydroxyflavones
Pentahydroxyflavones
O-methylated flavones
Glycosides
of apigenin
of baicalein
of hypolaetin
of luteolin
Acetylated
  • Artocarpetin A
  • Artoindonesianin P
    • Sulfated glycosidesTheograndin I and II
    Polymers
    Drugs


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