Chemistry:Nobiletin

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Nobiletin
Skeletal formula of nobiletin
Ball-and-stick model of nobiletin
Names
IUPAC name
3′,4′,5,6,7,8-Hexamethoxyflavone
Systematic IUPAC name
2-(3,4-Dimethoxyphenyl)-5,6,7,8-tetramethoxy-4H-1-benzopyran-4-one
Other names
Hexamethoxyflavone
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
KEGG
UNII
Properties
C21H22O8
Molar mass 402.399 g·mol−1
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
Tracking categories (test):

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 potentially inhibit cartilage degradation.[2]

Nobiletin was shown to augment AMPA receptor activity and long-term potentiation in cell culture.[3] Synergistic chemopreventive effects of nobiletin and atorvastatin on colon carcinogenesis have been described.[4]

References

  1. "Mechanism of Neurotrophic Action of Nobiletin in PC12D Cells". Biochemistry 44 (42): 13683–13691. 2005. 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. http://www.oarsijournal.com/article/S1063-4584%2810%2900358-4/fulltext#sec3.8. Retrieved 2011-12-27. 
  3. "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. 2008. doi:10.1016/j.ejphar.2007.09.028. PMID 17976577. 
  4. Wu, Xian; Song, Mingyue; Qiu, Peiju; Rakariyatham, Kanyasiri; Li, Fang; Gao, Zili; Cai, Xiaokun; Wang, Minqi et al. (1 April 2017). "Synergistic chemopreventive effects of nobiletin and atorvastatin on colon carcinogenesis" (in en). Carcinogenesis 38 (4): 455–464. doi:10.1093/carcin/bgx018. ISSN 0143-3334. PMID 28207072. 

External links