Isorhamnetin
Isorhamnetin is a flavonol found in Tagetes that exhibits anti-obesity, anti-inflammatory, antioxidative, anticancer chemotherapeutic, and chemopreventive activities. Isorhamnetin decreases levels of PPARγ, CEBPα, LXRα, and lipoprotein lipase in adipocytes. In animal models of edema, isorhamnetin decreases expression of COX-2 and production of ROS and increases expression of Nrf2 and heme oxygenase 1 (HO-1). In colon cancer cells, isorhamnetin inhibits cell proliferation, induces G2/M phase cell cycle arrest, increases expression of cyclin B1, and inhibits signaling of the PI3K/Akt/mTOR pathway. Additionally, this compound decreases tumor development induced by DSS and azoxymethane in vivo by inhibiting activity of Src and β-catenin.
References PubMed ID::http://www.ncbi.nlm.nih.gov/pubmed/18933
Cas No. |
480-19-3 |
---|---|
Purity |
≥98% |
Formula |
C16H12O7 |
Formula Wt. |
316.26 |
Chemical Name |
3,5,7-Trihydroxy-2-(4-hydroxy-3-methoxyphenyl)-4-benzopyrone |
IUPAC Name |
3,5,7-trihydroxy-2-(4-hydroxy-3-methoxyphenyl)chromen-4-one |
Synonym |
3-Methylquercetin; Quercetin- 3-methyl ether |
Melting Point |
305°C (dec.) |
Solubility |
Soluble in acetone, methanol, ethylacetate, DMSO or water. |
Appearance |
White Powder |
Seo K, Yang JH, Kim SC, et al. The antioxidant effects of isorhamnetin contribute to inhibit COX-2 expression in response to inflammation: a potential role of HO-1. Inflammation. 2014 Jun;37(3):712-22. PMID: 24337631.
Li C, Yang X, Chen C, et al. Isorhamnetin suppresses colon cancer cell growth through the PI3K Akt mTOR pathway. Mol Med Rep. 2014 Mar;9(3):935-40. PMID: 24398569.
Saud SM, Young MR, Jones-Hall YL, et al. Chemopreventive activity of plant flavonoid isorhamnetin in colorectal cancer is mediated by oncogenic Src and β-catenin. Cancer Res. 2013 Sep 1;73(17):5473-84. PMID: 23824743.
Kim JE, Lee DE, Lee KW, et al. Isorhamnetin suppresses skin cancer through direct inhibition of MEK1 and PI3-K. Cancer Prev Res (Phila). 2011 Apr;4(4):582-91. PMID: 21330379.
Lee J, Jung E, Lee J, et al. Isorhamnetin represses adipogenesis in 3T3-L1 cells. Obesity (Silver Spring). 2009 Feb;17(2):226-32. PMID: 18948972.