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Diosmetin

Diosmetin is an O-methylated flavone found in vetch and various citrus fruits; it exhibits antioxidative, anti-inflammatory, anticancer, and anti-osteoporotic activities. In animal models of AAPH-induced oxidative stress, diosmetin decreases generation of ROS and increases levels of superoxide dismutase, catalase, and glutathione peroxidase. Diosmetin also decreases amylase, lipase, TNF-α, IL-1β, IL-6, and iNOS in animal models of pancreatitis. In breast cancer cells, diosmetin induces G1 phase cell cycle arrest and inhibits cellular proliferation. Additionally, this compound increases activation of PKC, ERK1/2, and p38 MAPK, inducing osteoblastic differentiation in vitro.

References PubMed ID::http://www.ncbi.nlm.nih.gov/pubmed/18880795

Cas No.

520-34-3

Purity

≥98%

Formula

C16H12O6

Formula Wt.

300.26

Chemical Name

benzopyran-4-one

IUPAC Name

5,7-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)chromen-4-one

Synonym

Cyanidenon-4-methyl ether 1479; Luteolin-4-methyl ether

Melting Point

257-259°C

Solubility

Sparingly soluble in water (<1 mg/ml). Soluble in acetonitrile, DMSO (60 mg/ml), and ethanol (17 mg/ml).

Appearance

Yellow Crystal Powder

Liao W, Ning Z, Chen L, et al. Intracellular Antioxidant Detoxifying Effects of Diosmetin on 2,2-Azobis(2-amidinopropane) Dihydrochloride (AAPH)-Induced Oxidative Stress through Inhibition of Reactive Oxygen Species Generation. J Agric Food Chem. 2014 Aug 27;62(34):8648-54. PMID: 25075433.

Yu G, Wan R, Yin G, et al. Diosmetin ameliorates the severity of cerulein-induced acute pancreatitis in mice by inhibiting the activation of the nuclear factor-κB. Int J Clin Exp Pathol. 2014 Apr 15;7(5):2133-42. PMID: 24966921.

Androutsopoulos VP, Mahale S, Arroo RR, et al. Anticancer effects of the flavonoid diosmetin on cell cycle progression and proliferation of MDA-MB 468 breast cancer cells due to CYP1 activation. Oncol Rep. 2009 Jun;21(6):1525-8. PMID: 19424633.

Hsu YL, Kuo PL. Diosmetin induces human osteoblastic differentiation through the protein kinase C/p38 and extracellular signal-regulated kinase 1/2 pathway. J Bone Miner Res. 2008 Jun;23(6):949-60. PMID: 18269307.

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