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Myricetin

Myricetin is a flavonol that exhibits anticancer, anti-metastatic, anti-hyperlipidemic, anti-fibrotic, neuroprotective, antioxidative, anti-diabetic, neuromodulatory, anti-osteoporotic, immunomodulatory, and chemopreventive activities. Myricetin inhibits proliferation and migration and induces cell cycle arrest in oral squamous cell carcinoma cells. In diabetic rats, myricetin decreases levels of total cholesterol, triglycerides, free fatty acids, LDL, and VLDL, increases levels of HDL, and suppresses the development of fibrosis. In cellular models of Alzheimer’s disease, myricetin scavenges radicals and inhibits amyloid-β (Aβ)-induced neurodegeneration. In other cellular models, myricetin enhances natural killer cell cytotoxicity. In vitro, this compound activates Wnt/β-catenin signaling, increasing osteoclast differentiation. This compound also improves insulin signaling and decreases glucose levels of diabetic rats. In vitro, myricetin inhibits catechol-O-methyl transferase (COMT).

References PubMed ID::http://www.ncbi.nlm.nih.gov/pubmed/18946090

Cas No.

529-44-2

Purity

≥98%

Formula

C15H10O8

Formula Wt.

318.23

Chemical Name

3,5,7-Trihydroxy-2-(3,4,5-trihydroxyphenyl)-4H-1- benzopyran-4-one

IUPAC Name

3,5,7-trihydroxy-2-(3,4,5-trihydroxyphenyl)chromen-4-one

Synonym

Cannabiscetin; Delphidenolon 1575; Myricetol; Myricitin

Melting Point

357°C

Solubility

Insoluble in water. Soluble in ethanol.

Appearance

Ochre to Brown-Yellow Powder

Maggioni D, Nicolini G, Rigolio R, et al. Myricetin and Naringenin Inhibit Human Squamous Cell Carcinoma Proliferation and Migration In Vitro. Nutr Cancer. 2014 Sep 25:1-11. PMID: 25256786.

Kandasamy N, Ashokkumar N. Renoprotective effect of myricetin restrains dyslipidemia and renal mesangial cell proliferation by the suppression of sterol regulatory element binding proteins in an experimental model of diabetic nephropathy. Eur J Pharmacol. 2014 Sep 18. [Epub ahead of print]. PMID: 25240712.

Kandasamy N, Ashokkumar N. Protective effect of bioflavonoid myricetin enhances carbohydrate metabolic enzymes and insulin signaling molecules in streptozotocin-cadmium induced diabetic nephrotoxic rats. Toxicol Appl Pharmacol. 2014 Sep 1;279(2):173-85. PMID: 24923654.

Ying X, Chen X, Feng Y, et al. Myricetin enhances osteogenic differentiation through the activation of canonical Wnt/β-catenin signaling in human bone marrow stromal cells. Eur J Pharmacol. 2014 Sep 5;738:22-30. PMID: 24876056.

Choi SM, Kim BC, Cho YH, et al. Effects of Flavonoid Compounds on β-amyloid-peptide-induced Neuronal Death in Cultured Mouse Cortical Neurons. Chonnam Med J. 2014 Aug;50(2):45-51. PMID: 25229015.

Lindqvist C, Bobrowska-Hägerstrand M, Mrówczyńska L, et al. Potentiation of natural killer cell activity with myricetin. Anticancer Res. 2014 Aug;34(8):3975-9. PMID: 25075019.

Sun H, Niisato N, Nishio K, et al. Distinct action of flavonoids, myricetin and quercetin, on epithelial Cl⁻ secretion: useful tools as regulators of Cl⁻ secretion. Biomed Res Int. 2014;2014:902735. PMID: 24818160.

Zhu X, Jia YH. Inhibition of catechol-o-methyltransferase (COMT) by myricetin, dihydromyricetin, and myricitrin. Pharmazie. 2014 Mar;69(3):183-6. PMID: 24716406.

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