Nobiletin

Nobiletin
Skeletal formula of nobiletin
Ball-and-stick model of nobiletin
Names
IUPAC name
2-(3,4-Dimethoxyphenyl)-5,6,7,8-tetramethoxychromen-4-one
Other names
Hexamethoxyflavone
Identifiers
478-01-3 YesY
3D model (Jmol) Interactive image
ChEBI CHEBI:7602 N
ChemSpider 65283 N
KEGG C10112 N
PubChem 72344
Properties
C21H22O8
Molar mass 402.40 g·mol−1
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

Nobiletin is a flavonoid isolated from citrus peels. It is an O-methylated flavone that has the activity to rescue bulbectomy-induced memory impairment.[1]

Potential pharmacology

Nobiletin was found to have anti-inflammatory and anti-tumor invasion, proliferation, and metastasis in vitro and in animal studies. Nobiletin was also found to potentially inhibit cartilage degradation.[2]

Nobiletin was shown to augment AMPA receptor activity and long-term potentiation in cell culture.[3]

References

  1. Nagase H, Yamakuni T, Matsuzaki K, Maruyama Y, Kasahara J, Hinohara Y, Kondo S, Mimaki Y, Sashida Y, Tank AW, Fukunaga K, Ohizumi Y (2005). "Mechanism of Neurotrophic Action of Nobiletin in PC12D Cells". Biochemistry. American Chemical Society. 44 (42): 13683–13691. doi:10.1021/bi050643x. ISSN 0006-2960. PMID 16229458. Nobiletin is a nonpeptide compound with a low molecular weight from a citrus fruit and has the activity to rescue bulbectomy-induced memory impairment
  2. Henrotin, Y.; C. Lambert; D. Couchourel; C. Ripoll; E. Chiotelli (January 2011). "Nutraceuticals: do they represent a new era in the management of osteoarthritis? – a narrative review from the lessons taken with five products". Osteoarthritis and Cartilage. 19 (1): 1–21. doi:10.1016/j.joca.2010.10.017. PMID 21035558. Retrieved 2011-12-27.
  3. Matsuzaki K, Miyazaki K, Sakai S, Yawo H, Nakata N, Moriguchi S, Fukunaga K, Yokosuka A, Sashida Y, Mimaki Y, Yamakuni T, Ohizumi Y (2008). "Nobiletin, a citrus flavonoid with neurotrophic action, augments protein kinase A-mediated phosphorylation of the AMPA receptor subunit, GluR1, and the postsynaptic receptor response to glutamate in murine hippocampus". Eur J Pharmacol. 578 (2-3): 194–200. doi:10.1016/j.ejphar.2007.09.028. PMID 17976577.


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