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(+)-Catechin

Catechin is a flavanol originally found in Camilla and other plant sources; it exhibits antioxidative, anti-aging, anti-atherosclerotic, anti-ulcerative, neuroprotective, neuromodulatory, anticancer chemotherapeutic, and chemopreventive activities. Catechin increases life span in Caenorhabditis elegans and inhibits monoamine oxidase B (MAO-B) in vitro. Catechin decreases atherosclerotic lesion area, suppresses leukocyte adhesion, and inhibits LDL oxidation and uptake in animal models of atherosclerosis. In animal models of brain hemorrhage, catechin increasers activity of Nrf2 and phase II detoxifying enzymes, inhibiting oxidative stress, neurological deficits, and lesion formation. In other animal models, catechin inhibits histidine decarboxylase, decreasing gastric lesion formation. Additionally, catechin increases muscle fatigue resistance and exercise capacity in vivo. This compound also decreases tumor number and formation and suppresses phosphorylation of FAK in animal models of colorectal cancer.

References PubMed ID::http://www.ncbi.nlm.nih.gov/pubmed/18829162

Cas No.

154-23-4

Purity

≥99%

Formula

C15H14O6

Formula Wt.

290.27

Chemical Name

(2R-trans)-2-(3,4-Dihydroxyphenyl)-3,4-dihydro-2H- 1-benzopyran-3,5,7-triol

IUPAC Name

(2R,3S)-2-(3,4-dihydroxyphenyl)-3,4-dihydro-2H-chromene-3,5,7-triol

Synonym

Catechol; Catechinic acid; Dexcyanidanol; Cyanidol; Catergen

Melting Point

93-96°C

Solubility

Soluble in hot water, alcohol acetone, and glacial acetic acid.

Appearance

Faintly brown powder


product targets : Adenylate Cyclase inhibitors

Chang CF, Cho S, Wang J. (-)-Epicatechin protects hemorrhagic brain via synergistic Nrf2 pathways. Ann Clin Transl Neurol. 2014 Apr 1;1(4):258-271. PMID: 24741667.

Nogueira L, Ramirez-Sanchez I, Perkins GA, et al. (-)-Epicatechin enhances fatigue resistance and oxidative capacity in mouse muscle. J Physiol. 2011 Sep 15;589(Pt 18):4615-31. PMID: 21788351.

Saul N, Pietsch K, Menzel R, et al. Catechin induced longevity in C. elegans: from key regulator genes to disposable soma. Mech Ageing Dev. 2009 Aug;130(8):477-86. PMID: 19501612.

Auclair S, Milenkovic D, Besson C, et al. Catechin reduces atherosclerotic lesion development in apo E-deficient mice: a transcriptomic study. Atherosclerosis. 2009 Jun;204(2):e21-7. PMID: 19152914.

Hou WC, Lin RD, Chen CT, et al. Monoamine oxidase B (MAO-B) inhibition by active principles from Uncaria rhynchophylla. J Ethnopharmacol. 2005 Aug 22;100(1-2):216-20. PMID: 15890481.

Weyant MJ, Carothers AM, Dannenberg AJ, et al. (+)-Catechin inhibits intestinal tumor formation and suppresses focal adhesion kinase activation in the min/+ mouse. Cancer Res. 2001 Jan 1;61(1):118-25. PMID: 11196148.

Mangiapane H, Thomson J, Salter A, et al. The inhibition of the oxidation of low density lipoprotein by (+)-catechin, a naturally occurring flavonoid. Biochem Pharmacol. 1992 Feb 4;43(3):445-50. PMID: 1540202.

Reimann HJ, Lorenz W, Fischer M, et al. Histamine and acute haemorrhagic lesions in rat gastric mucosa: prevention of stress ulcer formation by (+)-catechin, an inhibitor of specific histidine decarboxylase in vitro. Agents Actions. 1977 Mar;7(1):69-73. PMID: 871094.

PKC412