| Epigallocatechin gallate | |
|---|---|
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| IUPAC name |
[(2R,3R)-5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)chroman-3-yl]3,4,5-trihydroxybenzoate
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| Other names | (2R,3R)-5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-3-yl 3,4,5-trihydroxybenzoate |
| Identifiers | |
| CAS number | 989-51-5 |
| PubChem | 65064 |
| MeSH | Epigallocatechin+gallate |
| Properties | |
| Molecular formula | C22H18O11 |
| Molar mass | 458.37 g mol−1 |
| Exact mass | 458.084911 |
| Appearance | |
| Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa) | |
| Infobox references | |
Epigallocatechin gallate (EGCG), also known as Epigallocatechin 3-gallate, is the ester of epigallocatechin and gallic acid and a type of catechin.
EGCG is the most abundant catechin in most notably tea, among other plants, and is also a potent antioxidant[1] that may have therapeutic properties for many disorders including cancer[2][3]. It is found in green tea, but not black tea, as EGCG is converted into thearubigins in black teas.
EGCG can be found in many supplements.
Contents |
EGCG and HIV
There has been research investigating the benefit of EGCG from green tea in the treatment of HIV infection, where EGCG has been shown to reduce plaques related to AIDS related dementia in the laboratory, as well as block gp120.[4][5][6] However, these effects have yet to be confirmed in live human trials, and it does not imply that green tea will cure or block HIV infection, but it may help regulate viral load as long as it is not involved in adverse drug reactions. The concentrations of EGCG used in the studies could not be reached by drinking green tea. More study into EGCG and HIV is currently underway.[7]
Drug Interactions
A recent study using mouse models at the University of Southern California showed that, in contrast to the myriad benefits commonly associated with green tea and green tea extract (GTE), EGCG binds with the anti-cancer drug Velcade, significantly reducing its bioavailability and thereby rendering it therapeutically useless.[8] Dr. Schönthal, who headed the study, suggests that consumption of green tea and GTE products be strongly contraindicated for patients undergoing treatment for multiple myeloma and mantle cell lymphoma.[9]
See also
- Epigallocatechin
- Proteasome inhibitor
- Health benefits of tea
- Theaflavin
- Tannin
- Polyphenol
- Green tea extract
References
- ^ Katiyar S, Elmets CA, Katiyar SK (2007). "Green tea and skin cancer: photoimmunology, angiogenesis and DNA repair". J. Nutr. Biochem. 18 (5): 287–96. doi:. PMID 17049833.
- ^ Pyrko, P. (2007). "The unfolded protein response regulator GRP78/BiP as a novel target for increasing chemosensitivity in malignant gliomas.". Cancer Research 67: 9809–16. doi:. PMID 17942911.
- ^ Aktas O, Waiczies S, Zipp F (March 2007). "Neurodegeneration in autoimmune demyelination: recent mechanistic insights reveal novel therapeutic targets" (PDF). J. Neuroimmunol. 184 (1-2): 17–26. doi:. PMID 17222462. http://home.ix.netcom.com/~jdalton/egcg-neorond-ms.pdf.
- ^ Williamson MP, McCormick TG, Nance CL, Shearer WT (December 2006). "Epigallocatechin gallate, the main polyphenol in green tea, binds to the T-cell receptor, CD4: Potential for HIV-1 therapy". J. Allergy Clin. Immunol. 118 (6): 1369–74. doi:. PMID 17157668.
- ^ Hamza A, Zhan CG (February 2006). "How can (-)-epigallocatechin gallate from green tea prevent HIV-1 infection? Mechanistic insights from computational modeling and the implication for rational design of anti-HIV-1 entry inhibitors". J Phys Chem B 110 (6): 2910–7. doi:. PMID 16471901.
- ^ Yamaguchi K, Honda M, Ikigai H, Hara Y, Shimamura T (January 2002). "Inhibitory effects of (-)-epigallocatechin gallate on the life cycle of human immunodeficiency virus type 1 (HIV-1)". Antiviral Res. 53 (1): 19–34. doi:. PMID 11684313. http://linkinghub.elsevier.com/retrieve/pii/S0166354201001899.
- ^ Nance CL, Shearer WT (November 2003). "Is green tea good for HIV-1 infection?". J. Allergy Clin. Immunol. 112 (5): 851–3. doi:. PMID 14610469.
- ^ Neith, Katie. "Green tea blocks benefits of cancer drug, study finds". http://www.usc.edu/uscnews/stories/16226.html. Retrieved 2009-02-04.
- ^ Neith, Katie. "Green tea blocks benefits of cancer drug, study finds". http://www.usc.edu/uscnews/stories/16226.html. Retrieved 2009-02-04.
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