Wikipedia preview

出典(authority):フリー百科事典『ウィキペディア（Wikipedia）』「2016/01/13 19:38:20」(JST)

wiki en

Gallocatechol or gallocatechin (EGC) is a flavan-3-ol, a type of chemical compound including catechin, with the gallate residue being in an isomeric trans position. It is one of the antioxidant chemicals found in food.

This compound possesses two epimers. The most common, (+)-gallocatechin (GC), CAS number 970-73-0, is found notably in green tea. Other sources of (+)-gallocatechin are bananas,^[1] persimmon and pomegranate.^{[citation needed]} The other enantiomer is called (-)-gallocatechin or ent-gallocatechin.

It was first isolated from green tea by Michiyo Tsujimura in 1934.^[2]

This compound had been shown to have moderate affinity to the human cannabinoid receptor,^[3] which may contribute to the health benefits found by consuming green tea.

Epigallocatechin is an other type of catechin, with the gallate residue being in an isomeric cis position. It can be found in St John's wort.^[4]

References

^ Antioxidant compounds from bananas (Musa cavendish). S. Someya, Y. Yoshiki and K. Okubo, Food Chemistry, Volume 79, Issue 3, November 2002, pp. 351-354, doi:10.1016/S0308-8146(02)00186-3
^ "Michiyo Tsujimura (1888–1969)". Ochanomizu University. Retrieved 10 November 2015.
^ Korte, G.; Dreiseitel, A.; Schreier, P.; Oehme, A.; Locher, S.; Geiger, S.; Heilmann, J.; Sand, P. (2010). "Tea catechins' affinity for human cannabinoid receptors". Phytomedicine : international journal of phytotherapy and phytopharmacology 17 (1): 19–22. doi:10.1016/j.phymed.2009.10.001. PMID 19897346.
^ Separation of epigallocatechin and ﬂavonoids from Hypericum perforatum L. by high-speed counter-current chromatography and preparative high-performance liquid chromatography. Yun Wei, Qianqian Xie,Wanting Dong and Yoichiro Ito, Journal of Chromatography A, 1216 (2009), pages 4313–4318, doi:10.1016/j.chroma.2008.12.056

External links

Epigallocatechin on the Sigma-Aldrich website
Gallocatechin on the Sigma-Aldrich website

This article about a phenol is a stub. You can help Wikipedia by expanding it.

English Journal

Redox properties of catechins and enriched green tea extracts effectively preserve l-5-methyltetrahydrofolate: Assessment using cyclic voltammetry analysis.

Rozoy E, Araya-Farias M, Simard S, Kitts D, Lessard J, Bazinet L.SourceInstitute of Nutraceuticals and Functional Foods (INAF) and Department of Food Sciences and Nutrition, Pavilion Paul Comtois, Laval University, Sainte-Foy (QC), Canada G1V 0A6. Electronic address: Elodie.Rozoy.1@ulaval.ca.
Food chemistry.Food Chem.2013 Jun 1;138(2-3):1982-91. doi: 10.1016/j.foodchem.2012.09.135. Epub 2012 Nov 15.
A cyclic voltammetry (CV) study was performed in pH 5.5 Britton-Robinson buffer at room temperature to study the stability of 1mM l-5-methyltetrahydrofolate (l-5-MTHF) in combination with epigallocatechin-gallate-enriched extract (EGCGe) and epigallocatechin-enriched extract (EGCe). The combination
PMID 23411334

Vitexin-2-O-xyloside, raphasatin and (-)-epigallocatechin-3-gallate synergistically affect cell growth and apoptosis of colon cancer cells.

Papi A, Farabegoli F, Iori R, Orlandi M, De Nicola GR, Bagatta M, Angelino D, Gennari L, Ninfali P.SourceDepartment of Experimental Evolutive Biology, University of Bologna, Bologna, Italy.
Food chemistry.Food Chem.2013 Jun 1;138(2-3):1521-30. doi: 10.1016/j.foodchem.2012.11.112. Epub 2012 Dec 5.
Cytotoxic effects of the combination of the food components vitexin-2-O-xyloside (X), raphasatin (4-methylsulphanyl-3-butenyl isothiocyanates; G) and (-)-epigallocatechin-3-gallate (E) were investigated in colon (LoVo and CaCo-2) and breast (MDA-MB-231 and MCF-7) cancer cells. Breast cancer cells we
PMID 23411276

Antioxidant and pro-oxidant activity of (-)-epigallocatechin-3-gallate in food emulsions: Influence of pH and phenolic concentration.

Zhou L, Elias RJ.SourceDepartment of Food Science, College of Agricultural Sciences, The Pennsylvania State University, University Park, PA 16802, USA.
Food chemistry.Food Chem.2013 Jun 1;138(2-3):1503-9. doi: 10.1016/j.foodchem.2012.09.132. Epub 2012 Nov 15.
Polyphenols have been observed to exert both antioxidant and pro-oxidant activity in lipid foods, and factors that influence that net effect include both polyphenol concentration and matrix pH. In this study, the effects of concentration (1-500μM) of a model polyphenol, (-)-epigallocatechin-3-galla
PMID 23411273

Japanese Journal

給茶機RICH+(リッチプラス)を用いた茶葉中各種健康機能性成分の抽出条件の検討

山本(前田) 万里,奥田祐,大菅武 [他]
日本食品科学工学会誌 = Journal of the Japanese Society for Food Science and Technology 61(12), 586-591, 2014-12
NAID 40020295039

Biochemical characterization of Aspergillus oryzae native tannase and the recombinant enzyme expressed in Pichia pastoris(ENZYMOLOGY, PROTEIN ENGINEERING, AND ENZYME TECHNOLOGY)

Mizuno Toshiyuki,Shiono Yoshihito,Koseki Takuya
Journal of bioscience and bioengineering 118(4), 392-395, 2014-10
… Catalytic efficiencies of both purified enzymes were greater with natural substrates, such as (-)-catechin, (-)-epicatechin, and (-)-epigallocatechin gallates, than those with synthetic substrates, such as methyl, ethyl, and propyl gallates. …
NAID 110009865420

Effect of Dietary Supplementation of (-)-Epigallocatechin Gallate on Gut Microbiota and Biomarkers of Colonic Fermentation in Rats

UNNO Tomonori,SAKUMA Mina,MITSUHASHI Shiho
Journal of nutritional science and vitaminology 60(3), 213-219, 2014-06
NAID 40020105029

Related Pictures

★リンクテーブル★

拡張検索	「epigallocatechin gallate」

「epigallocatechin gallate」

Gallocatechol
Names
	Other names (+)-gallocatechin
Identifiers
CAS Number	1617-55-6
ChEBI	CHEBI:68330
ChEMBL	ChEMBL47386
ChemSpider	58594
Jmol interactive 3D	Image
MeSH	Gallocatechol
PubChem	65084
	InChI InChI=1S/C15H14O7/c16-7-3-9(17)8-5-12(20)15(22-13(8)4-7)6-1-10(18)14(21)11(19)2-6/h1-4,12,15-21H,5H2/t12-,15+/m0/s1 Key: XMOCLSLCDHWDHP-SWLSCSKDSA-N ; InChI=1/C15H14O7/c16-7-3-9(17)8-5-12(20)15(22-13(8)4-7)6-1-10(18)14(21)11(19)2-6/h1-4,12,15-21H,5H2/t12-,15+/m0/s1 Key: XMOCLSLCDHWDHP-SWLSCSKDBQ ;
	SMILES C1[C@@H]([C@H](OC2=CC(=CC(=C21)O)O)C3=CC(=C(C(=C3)O)O)O)O ;
Properties
Chemical formula	C15H14O7
Molar mass	306.267 g/mol
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
	verify (what is ?)
	Infobox references

　　[★]

没食子酸エピガロカテキン

関: EGCG

[1] Antioxidant compounds from bananas (Musa cavendish). S. Someya, Y. Yoshiki and K. Okubo, Food Chemistry, Volume 79, Issue 3, November 2002, pp. 351-354, doi:10.1016/S0308-8146(02)00186-3

[2] "Michiyo Tsujimura (1888–1969)". Ochanomizu University. Retrieved 10 November 2015.

[3] Korte, G.; Dreiseitel, A.; Schreier, P.; Oehme, A.; Locher, S.; Geiger, S.; Heilmann, J.; Sand, P. (2010). "Tea catechins' affinity for human cannabinoid receptors". Phytomedicine : international journal of phytotherapy and phytopharmacology 17 (1): 19–22. doi:10.1016/j.phymed.2009.10.001. PMID 19897346.

[4] Separation of epigallocatechin and ﬂavonoids from Hypericum perforatum L. by high-speed counter-current chromatography and preparative high-performance liquid chromatography. Yun Wei, Qianqian Xie,Wanting Dong and Yoichiro Ito, Journal of Chromatography A, 1216 (2009), pages 4313–4318, doi:10.1016/j.chroma.2008.12.056

匿名

検索

案内

案内

epigallocatechin