(-)-Catechin

Catechins have wide biological functionality, including antioxidant, anti-inflammatory, antiviral and anticancer activities. Catechins also play a key role in regulating carbohydrate and lipid metabolism. (-)-Catechin is comparatively less bioavailable than the stereoisomer (+)-catechin for intestinal absorption. It shows antioxidant (free radical scavenging) and antidiabetic activities. (-)-Catechin has been shown to be a stereoselective PPARgamma agonist. It activates PPARgamma in a dose-dependent fashion, promotes adipocyte differentiation and increases sensitivity to insulin. It markedly suppresses the expression of Kruppel-like factor 7 (KLF7) protein, which has recently been reported to inhibit the expression of adiponectin and other adipogenesis related genes, including leptin, PPARgamma, C/EBPalpha, and aP2 in adipocytes. It also has shown to have anti-reverse transcriptase activity and maltase inhibitory activity. (-)-Catechin can also been used as a reference compound in high-performance liquid chromatography for quantification of polyphenols from plant extracts (HPLC). Product References: (1) O. Inanami, et al., Free Rad. Res. 29, 359 (1998) , , (2) S.-Y. Jeon, et al., Bioorg. Med. Chem. Lett. 13, 3905 (2003) , (3) J.L. Donovan, et al., Free Rad. Res. 40, 1029 (2006) , (4) S.Y. Cho, et al., Endocrinol. Metabol. 292, e1166 (2007) , (5) T. Matsui, et al., J. Agric. Food Chem. 55, 1 (2007) , (6) M.J. Jung, et al., Food Chem. 108, 482 (2008) , (7) D.W. Shin, et al., Biochem. Pharmacol. 77, 125 (2009) , (8) C. Ritter, et al., Anal. Bioanalyt. Chem. 397, 723 (2010) Appearance: White to off-white powder. Solubility: Soluble in DMSO (15mg/ml), ethanol (5mg/ml) or water (1 mg/ml). Identity: Determined by 1H-NMR. InChi Key: PFTAWBLQPZVEMU-HIFRSBDPSA-N Smiles: OC1=C2C(O[C@@H](C3=CC=C(O)C(O)=C3)[C@H](O)C2)=CC(O)=C1