Epicatechin gallate
From Wikipedia, the free encyclopedia
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Names | |
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IUPAC name
[(2R,3R)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3,4-dihydro-2H-chromen-3-yl] 3,4,5-trihydroxybenzoate
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Other names | |
Identifiers | |
1257-08-5 ![]() |
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3D model (Jmol) | Interactive image |
ChEBI | CHEBI:70255 ![]() |
ChEMBL | ChEMBL36327 ![]() |
ChemSpider | 97034 ![]() |
ECHA InfoCard | 100.116.252 |
PubChem | 107905 |
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Properties | |
C22H18O10 | |
Molar mass | 442.37 g/mol |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references | |
Epicatechin gallate (ECG) is a flavan-3-ol, a type of flavonoid, present in green tea.[1] It is also reported in buckwheat[2] and in grape.[3]
The tea component epicatechin gallate is being researched because in vitro experiments showed it can reverse methicillin resistance in bacteria like Staphylococcus aureus.[1] If confirmed, this means the combined intake of a tea extract containing this component might also enhance the effectiveness of methicillin treatment against some resistant bacteria in vivo.[citation needed]
Epicatechin, as well as many other flavonoids, has been found to act as a non-selective antagonist of the opioid receptors, albeit with somewhat low affinity.[4]
References[edit]
- ^ a b Shiota, S; Shimizu, M; Mizushima, T; Ito, H; Hatano, T; Yoshida, T; Tsuchiya, T (1999). "Marked reduction in the minimum inhibitory concentration (MIC) of beta-lactams in methicillin-resistant Staphylococcus aureus produced by epicatechin gallate, an ingredient of green tea (Camellia sinensis)". Biological & Pharmaceutical Bulletin. 22 (12): 1388–90. doi:10.1248/bpb.22.1388. PMID 10746177.
- ^ Danila, Ana-Maria; Kotani, Akira; Hakamata, Hideki; Kusu, Fumiyo (2007). "Determination of Rutin, Catechin, Epicatechin, and Epicatechin Gallate in BuckwheatFagopyrum esculentumMoench by Micro-High-Performance Liquid Chromatography with Electrochemical Detection". Journal of Agricultural and Food Chemistry. 55 (4): 1139–43. doi:10.1021/jf062815i. PMID 17253718.
- ^ Souquet, Jean-Marc; Cheynier, Véronique; Brossaud, Franck; Moutounet, Michel (1996). "Polymeric proanthocyanidins from grape skins". Phytochemistry. 43 (2): 509–512. doi:10.1016/0031-9422(96)00301-9.
- ^ Katavic PL, Lamb K, Navarro H, Prisinzano TE (August 2007). "Flavonoids as opioid receptor ligands: identification and preliminary structure-activity relationships". J. Nat. Prod. 70 (8): 1278–82. doi:10.1021/np070194x. PMC 2265593
. PMID 17685652.
See also[edit]
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