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Epigallocatechin-3-gallate
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1. (-)-Epigallocatechin gallate induces apoptosis, via caspase activation, in osteoclasts differentiated from RAW 264.7 cells.
Match Strength: 19.714

BACKGROUND AND OBJECTIVE: Alveolar bone resorption is a characteristic feature of periodontal diseases and involves removal of both the mineral and the organic constituents of the bone matrix, a process mainly carried out by multinucleated osteoclast cells. (-)-Epigallocatechin gallate, the main constituent of green tea polyphenols, has been reported to induce the apoptotic cell death of osteoclasts and to modulate caspase activation in various tumor cells. In the present study, we investigated the inhibitory effect of (-)-epigallocatechin gallate on osteoclast survival and examined if (-) ... Read More »
» Published in J Periodontal Res. 2007 Jun;42(3):212-8.

2. Green tea polyphenol (-)-epigallocatechin-3-gallate prevents N-methyl-4-phenyl-1,2,3,6-tetrahydropyridine-induced dopaminergic neurodegeneration.
Match Strength: 17.730

In the present study we demonstrate neuroprotective property of green tea extract and (-)-epigallocatechin-3-gallate in N-methyl-4-phenyl-1,2,3,6-tetrahydropyridine mice model of Parkinson's disease. N-Methyl-4-phenyl-1,2,3,6-tetrahydropyridine neurotoxin caused dopamine neuron loss in substantia nigra concomitant with a depletion in striatal dopamine and tyrosine hydroxylase protein levels. Pretreatment of mice with either green tea extract (0.5 and 1 mg/kg) or (-)-epigallocatechin-3-gallate (2 and 10 mg/kg) prevented these effects. In addition, the neurotoxin caused an elevation in striatal ... Read More »
» Published in J Neurochem. 2001 Sep;78(5):1073-82.

3. Green tea extract thermogenesis-induced weight loss by epigallocatechin gallate inhibition of catechol-o-methyltransferase.
Match Strength: 17.106

Epidemiological studies have shown that intake of tea catechins is associated with a lower risk of cardiovascular disease. The antioxidative activity of tea-derived catechins has been extensively studied. Reports have shown that green tea extract intake is associated with increased weight loss due to diet-induced thermogenesis, which is generally attributed to the catechin epigallocatechin gallate. That catechin-polyphenols are known to be capable of inhibiting catechol-O-methyltransferase (the enzyme that degrades norepinephrine) is a possible explanation for why the green tea extract is ... Read More »
» Published in J Med Food. 2006 Winter;9(4):451-8.

4. Green tea extract thermogenesis-induced weight loss by epigallocatechin gallate inhibition of catechol-o-methyltransferase.
Match Strength: 17.106

Epidemiological studies have shown that intake of tea catechins is associated with a lower risk of cardiovascular disease. The antioxidative activity of tea-derived catechins has been extensively studied. Reports have shown that green tea extract intake is associated with increased weight loss due to diet-induced thermogenesis, which is generally attributed to the catechin epigallocatechin gallate. That catechin-polyphenols are known to be capable of inhibiting catechol-O-methyltransferase (the enzyme that degrades norepinephrine) is a possible explanation for why the green tea extract is ... Read More »
» Published in J Med Food. 2006 Winter;9(4):451-8.

5. Potentiometric and (1)H NMR studies of complexation of Al(3+) with (-)-epigallocatechin gallate, a major active constituent of green tea.
Match Strength: 16.917

The acid dissociation of (-)-epigallocatechin gallate (abbreviated as egcg) and its complexation with Al(3+) were studied by potentiometric titrations, and were compared with those of (-)-epicatechin (ec) and (-)-epigallocatechin (egc). In Al(3+)-ec and Al(3+)-egc reaction systems, [Al(LH(-2))](+), [Al(LH(-2))(OH)](0), and [Al(LH(-2))(2)](-) are formed, as reported for Al(3+)-catechin (c). Reactions between Al(3+) and egcg at pH <4.1 yield AlLH(-2) and AlLH(-3) species. The 1H NMR studies have shown that two hydroxyl groups of the gallate (D) ring are deprotonated and coordinated to an Al(3 ... Read More »
» Published in J Inorg Biochem. 2002 Jan 1;88(1):7-13.

6. Potentiation of catechin gallate-mediated sensitization of Staphylococcus aureus to oxacillin by nongalloylated catechins.
Match Strength: 16.835

(-)-Epicatechin gallate (ECg) and (-)-epigallocatechin gallate (EGCg) reduce oxacillin resistance in mecA-containing strains of Staphylococcus aureus. Their binding to staphylococcal cells is enhanced by the nongalloyl analogues (-)-epicatechin (EC) and (-)-epigallocatechin (EGC). EC and EGC significantly increased the capacity of ECg and EGCg to reduce levels of staphylococcal oxacillin resistance. Publication Types: Research Support, Non-U.S. Gov ... Read More »
» Published in Antimicrob Agents Chemother. 2006 Feb;50(2):752-5.

7. Uniformly-sized, molecularly imprinted polymers for (-)-epigallocatechin gallate, -epicatechin gallate and -gallocatechin gallate by multi-step swelling and polymerization method.
Match Strength: 16.500

Uniformly-sized, molecularly imprinted polymers (MIPs) for (-)-epigallocatechin gallate (EGCg), -epicatechin gallate (ECg) and -gallocatechin gallate (GCg) were prepared by a multi-step swelling and polymerization method using 2-vinylpyridine as a functional monomer, ethylene glycol dimethacrylate as a cross-linker and cyclohexanol as a porogen. Molecular recognition abilities of the obtained MIPs were evaluated in liquid chromatography using a mixture of ethanol and water, or ethanol as the eluent. Each MIP gave the highest molecular recognition ability for the respective template molecule. ... Read More »
» Published in J Chromatogr A. 2006 Oct 26;

8. Copper complexes of (-)-epicatechin gallate and (-)-epigallocatechin gallate act as inhibitors of Ribonuclease A.
Match Strength: 16.311

Green tea polyphenols, which have the ability to inhibit angiogenesis, form complexes with Cu(II), a known potent stimulator of blood vessel proliferation. Copper complexes of (-)-epicatechin gallate and (-)-epigallocatechin gallate were found to inhibit the enzymatic activity of Ribonuclease A (RNase A) as revealed by an agarose gel based assay and urea denatured gel electrophoresis. The copper complexes were found to be non-competitive inhibitors of RNase A with inhibition constants in the micromolar range. Changes in the secondary structure of the protein are found to occur due to the ... Read More »
» Published in FEBS Lett. 2006 Aug 21;580(19):4703-8. Epub 2006 Jul 25.

9. Inhibition of folic Acid uptake by catechins and tea extracts in caco-2 cells.
Match Strength: 15.709

In this present study it was aimed to determine whether the catechins contained in green tea and the whole extracts of CAMELLIA SINENSIS (Theaceae) inhibit the uptake of folic acid by Caco-2 cell monolayers. Our results indicate that (-)-epigallocatechin 3-gallate (EGCG) and (-)-epicatechin 3-gallate (ECG) inhibit cellular folic acid uptake with IC (50) values of 34.8 mumol/L and 30.8 mumol/L, respectively. Furthermore, green and black tea extracts were also found to inhibit folic acid uptake with IC (50) values of approximately 7.5 and 3.6 mg/mL, respectively. According to these results, ... Read More »
» Published in Planta Med. 2007 Jan;73(1):27-32. Epub 2006 Nov 21.

10. Epigallocatechin gallate inhibits biofilm formation by ocular staphylococcal isolates.
Match Strength: 15.684

Epigallocatechin gallate (EGCg), the main polyphenol component of green tea, has several antibacterial properties. Here we show that sub-MICs of EGCg appear to decrease slime production, therefore inhibiting biofilm formation by ocular staphylococcal isolates previously characterized for the presence of ica genes by the Congo red agar plate assay and for adhesion to microtiter plates. Publication Types: Comparative ... Read More »
» Published in Antimicrob Agents Chemother. 2005 Oct;49(10):4339-43.

11. HPLC analysis of naturally occurring methylated catechins, 3' '- and 4' '-methyl-epigallocatechin gallate, in various fresh tea leaves and commercial teas and their potent inhibitory effects on inducible nitric oxide synthase in macrophages.
Match Strength: 15.468

(-)-Epigallocatechin-3-gallate (EGCG), a major polyphenol of green tea, undergoes substantial biotransformation to species that includes the methylated compounds. Recent studies have demonstrated that the methylated EGCG has many biological activities. In this study, we have investigated the composition of the three O-methylated EGCG derivatives, (-)-epigallocatechin-3-O-(3-O-methyl)gallate (3' '-Me-EGCG), (-)-epigallocatechin-3-O-(4-O-methyl)gallate (4' '-Me-EGCG) and (-)-4'-methyl epigallocatechin-3-O-(4-O-methyl)gallate (4',4' '-di-Me-EGCG) in tea leaves which were picked from various ... Read More »
» Published in J Agric Food Chem. 2005 Sep 7;53(18):7035-42.

12. Effect of tea catechins on cellular lipid peroxidation and cytotoxicity in HepG2 cells.
Match Strength: 15.287

Tea catechins inhibited TBARS accumulation in HepG2 cells, the order of effectiveness being (-)-epigallocatechin gallate (EGCG) > (-)-epigallocatechin (EGC) > or = (-)-epicatechin gallate (ECG) > (-)-epicatechin (EC). EGCG and EGC protected the depletion of alpha-tocopherol in the cells, and the glutathione content was enhanced by all four catechins. Moreover, all four catechins suppressed the formation of glutathione disulfide and the activation of glutathione peroxidase induced by tert-butylated hydroperoxide ... Read More »
» Published in Biosci Biotechnol Biochem. 2002 Jul;66(7):1559-62.

13. Simplified catechin-gallate inhibitors of HIV-1 reverse transcriptase.
Match Strength: 15.210

Systematic simplification of the molecular structures of epicatechin gallate and epigallocatechin gallate to determine the minimum structural characteristics necessary for HIV-1 reverse transcriptase inhibition in vitro resulted in several compounds that strongly inhibited the native as well as the A17 double mutant (K103N Y181C) enzyme, which is normally insensitive to most known nonnucleoside inhibitors. Publication Types: Research Support, Non-U.S. Gov ... Read More »
» Published in Bioorg Med Chem Lett. 2001 Oct 22;11(20):2763-7.

14. Concise synthesis of dideoxy-epigallocatechin gallate (DO-EGCG) and evaluation of its anti-influenza virus activity.
Match Strength: 15.090

Dideoxy-epigallocatechin gallate (DO-EGCG) (2), a simplified analog of naturally occurring EGCG (1), was efficiently prepared by directly introducing a ketone group at C3 and successive reduction to the sec-alcohol with 2,3-cis stereochemistry. Compound 2 showed potent anti-influenza virus activity, indicating that the hydroxyl substituents on the A-ring are not crucial for anti-influenza virus activity ... Read More »
» Published in Bioorg Med Chem Lett. 2007 Jun 1;17(11):3095-8. Epub 2007 Mar 16.

15. Inhibitory effect of epigallocatechin gallate on adhesion of murine melanoma cells to laminin.
Match Strength: 15.075

We examined the effects of five kinds of green tea catechin on the adhesion of mouse melanoma B16 cells to laminin. (-)-Epigallocatechin gallate (EGCG) and (-)-epicatechin gallate in the culture medium were found to inhibit the cell adhesion. The adhesion to laminin pre-treated with EGCG was also impaired. Affinity chromatography revealed the binding affinity between laminin and EGCG. These data suggest that the inhibitory effect of EGCG on adhesion of melanoma cells to laminin is included in the mechanism(s) of previously reported metastasis inhibition elicited by EGCG and green tea infusion. ... Read More »
» Published in Cancer Lett. 2001 Nov 8;173(1):15-20.

16. The green tea extract epigallocatechin gallate is able to reduce neutrophil transmigration through monolayers of endothelial cells
Match Strength: 14.906

Green tea is widely used in Asia and has also become popular in Western countries. The influence of green tea extracts on leukocytes is not well understood. Leukocytes play a crucial role in the process of inflammation. They migrate from the intravascular space into the tissue to attack micro-organisms. The aim of the current study was to investigate the influence of epigallocatechin gallate on leukocyte transmigration through endothelial cell monolayers and thereby evaluate its potential role in the inflammatory process. Human umbilical vein endothelial cells were cultured on microporous ... Read More »
» Published in Wien Klin Wochenschr. 1999 Apr 9;111(7):278-82.

17. A novel black tea pigment and two new oxidation products of epigallocatechin-3-O-gallate.
Match Strength: 14.650

During tea fermentation, oxidation-reduction dismutation of a number of quinone metabolites of tea catechins yields numerous minor products, which make it difficult to separate and purify black tea polyphenols. In this study, epigallocatechin-3-O-gallate was enzymatically oxidized and then the unstable quinone metabolites in the oxidation mixture were hydrogenated with 2-mercaptoethanol to reduce production of inseparable minor dismutation products. As a result, three new oxidation products including a new black tea pigment were isolated, and their structures were determined based on chemical ... Read More »
» Published in J Agric Food Chem. 2005 Sep 21;53(19):7571-8.

18. Electrofocusing of methanolic extracts for identification of individual flavonol biomolecules in Camellia species.
Match Strength: 14.596

An effort has been made to isolate individual catechin compounds from green tea leaves in their pure form by electrophoresis. In the present study total polyphenol extraction was carried out initially and estimated through spectrophotometric and HPLC methods. Extracted polyphenol was separated on 0.7% agarose gel and visualized at 360 nm. Fragmented individual compounds were gel eluted with methanol and confirmed as (-)-epigallocatechin (EGC), (-)-epicatechin (EC), (-)-epicatechin gallate (ECG), and (-)-epigallocatechin gallate (EGCG) by HPLC. The method developed describes a suitable method ... Read More »
» Published in J Agric Food Chem. 2006 Apr 19;54(8):2828-31.

19. Prolyl endopeptidase inhibitors from green tea.
Match Strength: 14.528

Three prolyl endopeptidase (PEP) inhibitors were isolated from the methanolic extract of green tea leaves. They were identified as (-)-epigallocatechin gallate, (-)-epicatechin gallate, and (+)-gallocatechin gallate with the IC50 values of 1.42 x 10(-4) mM, 1.02 x 10(-2) mM, and 1.09 x 10(-4) mM, respectively. They were non-competitive with a substrate in Dixon plots and did not show any significant effects against other serine proteases such as elastase, trypsin, and chymotrypsin, suggesting that they were relatively specific inhibitors against PEP. The isolated compounds are expected to be ... Read More »
» Published in Arch Pharm Res. 2001 Aug;24(4):292-6.

20. Separation of catechin constituents from five tea cultivars using high-speed counter-current chromatography.
Match Strength: 14.461

Catechins were extracted from five different tea (Camellia sinensis L.) cultivars. High-speed counter-current chromatography was found to be an efficient method for the separation of seven catechins from the catechin extracts. High-performance liquid chromatography was used to assess the purity of the catechins isolated. Epigallocatechin gallate (EGCG), epicatechin gallate (ECG) and epigallocatechin (EGC) of high purity (91-99%) were isolated in high yield after a single high-speed counter-current chromatography run. The two-phase solvent mixtures used for the separation of the catechin ... Read More »
» Published in J Chromatogr A. 2005 Aug 12;1083(1-2):223-8.

21. Inhibition of radical reaction of apolipoprotein B-100 and alpha-tocopherol in human plasma by green tea catechins.
Match Strength: 14.240

(-)-epicatechin (EC), (-)-epigallocatechin (EGC), (-)-epicatechin gallate (ECg), (-)-epigallocatechin gallate (EGCg), and Trolox inhibited the decreases of apolipoprotein B-100 (apoB) and alpha-tocopherol in a radical reaction of human plasma initiated by Cu(2+). The concentrations of EC, EGC, ECg, EGCg, and Trolox for 50% inhibition (IC50) of apoB fragmentation were 39.1, 42.2, 14.6, 21.3, and 36.2 microM, respectively. Similar IC50 values were observed for alpha-tocopherol consumption, indicating the close relationship between apoB fragmentation and alpha-tocopherol consumption. These ... Read More »
» Published in J Agric Food Chem. 2000 Dec;48(12):6380-3.

22. A difference between epigallocatechin-3-gallate and epicatechin-3-gallate on anti-allergic effect is dependent on their distinct distribution to lipid rafts.
Match Strength: 14.201

The high-affinity IgE receptor FcepsilonRI expresses on the cell surface of mast cells and basophils, which is the key molecule in allergic reactions. We previously found that the major green tea catechin, (-)-epigallocatechin-3-O-gallate (EGCG), has the suppressive effect of the FcepsilonRI expression in the human basophilic KU812 cells, whereas (-)-epicatechin-3-O-gallate (ECG) has not. For understanding the mechanism of catechins, interactions of catechins with cellular membranes were investigated. Both catechins were shown to bind the cell surface of KU812 cells by surface plasmon ... Read More »
» Published in Biofactors. 2004;21(1-4):133-5.

23. Pharmacokinetics of (-)-Epigallocatechin-3-gallate in Conscious and Freely Moving Rats and Its Brain Regional Distribution.
Match Strength: 14.058

A liquid chromatography technique coupled with tandem mass spectrometry (LC-MS/MS) electrospray ionization was used to measure (-)-epigallocatechin-3-gallate (EGCG) in rat plasma. This method was applied to investigate the pharmacokinetics of EGCG in a conscious and freely moving rat by an automated blood sampling device. Multiple reaction monitoring (MRM) was used to monitor the transition of the deprotonated molecule m/z of 457 [M - H]- to the product ion 169 for EGCG and the m/z of 187 to 164 for the internal standard. The limit of quantification (LOQ) of EGCG in rat plasma was determined ... Read More »
» Published in J Agric Food Chem. 2007 Jan 27;

24. Determination of the predominant catechins in Acacia catechu by liquid chromatography/electrospray ionization-mass spectrometry.
Match Strength: 13.953

A high-performance liquid chromatography coupled with electrospray ionization mass spectrometry (LC/ESI-MS) method under selected ion monitoring mode (SIM) was developed to quantitate the predominant catechins, catechin, epicatechin, epicatechin-3-O-gallate, and epigallocatechin-3-O-gallate, in the medicinal plant catechu (Acacia catechu). Other major secondary products including caffeine, flavanol dimers, and flavonol glycosides were also identified by their molecular ion peaks and fragmentation peaks using LC/MS and LC/MS/MS. For the investigated ion concentration ranges of catechin, ... Read More »
» Published in J Agric Food Chem. 2006 May 3;54(9):3219-24.

25. Attomole catechins determination by capillary liquid chromatography with electrochemical detection.
Match Strength: 13.952

Attomole quantities of catechins were determined by a capillary liquid chromatography system with electrochemical detection (CLC-ECD) and the system is applied to the determination of catechins in human plasma. The eight catechins: catechin (C), epicatechin (EC), gallocatechin (GC), epigallocatechin (EGC), catechin gallate (Cg), epicatechin gallate (ECg), gallocatechin gallate (GCg), and epigallocatechin gallate (EGCg), were separated within 10 min using a capillary column (0.2 mm i.d.) and a mobile phase of phosphoric acid (85%)-methanol-water (0.5:27.5:72.5, v/v/v), and were detected at +0 ... Read More »
» Published in Anal Sci. 2007 Feb;23(2):157-63.

26. NMR Studies on the interaction between (-)-epigallocatechin gallate and cyclodextrins, free and bonded to silica gels.
Match Strength: 13.931

The interaction between (-)-epigallocatechin-3-gallate (EGCG) and beta- or gamma-cyclodextrin (CD), in free solution and bonded to silica beads, has been studied by (1)H HR-MAS NMR spectroscopy. The chromatographic retardation of EGCG on columns packed with CD-silica beads was shown to be due to the interaction of EGCG with the CD ligands because no nonspecific interaction with the silica gel could be observed. EGCG forms a tighter complex with beta-CD than with gamma-CD and NMR data obtained from hydroxy protons together with mm2 calculations suggest that for beta-CD intermolecular hydrogen ... Read More »
» Published in Carbohydr Res. 2007 Jan 15;

27. Epigallocatechin gallate, the main ingredient of green tea induces apoptosis in breast cancer cells.
Match Strength: 13.657

Green tea has been suggested for prevention of cancers. In this study, the effect of the main constituent of green tea, epigallocatechin gallate (EGCG), on apoptosis of breast cancer cells was examined. EGCG induced apoptosis in T-47D cells through caspase cascade and the cells were detained at the G1 phase. The rate of apoptosis and activity of caspase-3 induced by EGCG was time and dose dependent. These findings suggest that EGCG might be useful in treatment and/or prevention of breast cancer by inducing apoptosis ... Read More »
» Published in Front Biosci. 2006 Sep 1;11:2428-33.

28. Antimalarial properties of green tea.
Match Strength: 13.635

We show here that a crude extract of green tea as well as two of its main constituents, epigallocatechin-3-gallate (EGCG) and epicatechin gallate (ECG), strongly inhibit Plasmodium falciparum growth in vitro. Both these catechins are found to potentiate the antimalarial effects of artemisinin without interfering with the folate pathway. The importance of these findings and their mechanistic implications are discussed in view of future therapeutic strategies ... Read More »
» Published in Biochem Biophys Res Commun. 2007 Feb 2;353(1):177-81. Epub 2006 Dec 11.

29. Theaflavins in black tea and catechins in green tea are equally effective antioxidants.
Match Strength: 13.600

Green tea catechins, including (-)-epicatechin (EC), (-)-epicatechin gallate (ECG), (-)-epigallocatechin (EGC) and (-)-epigallocatechin gallate (EGCG), are oxidized and dimerized during the manufacture of black tea and oolong tea to form orange-red pigments, theaflavins (TF), a mixture of theaflavin (TF1), theaflavin-3-gallate (TF2A), theaflavin-3'-gallate (TF2B) and theaflavin-3,3'-digallate (TF3). The present study was designed to compare the antioxidant activities of individual TF with that of each catechin using human LDL oxidation as a model. All catechins and TF tested inhibited Cu(+2) ... Read More »
» Published in J Nutr. 2001 Sep;131(9):2248-51. Comment in: J Nutr. 2002 Apr;132(4):785; author reply 786.

30. Inhibition of hepatic glucose 6-phosphatase system by the green tea flavanol epigallocatechin gallate.
Match Strength: 13.477

Effect of 5-100 microM epigallocatechin gallate (EGCG) on hepatic glucose 6-phosphatase (G6Pase) system was investigated. EGCG inhibited G6Pase in intact but not in permeabilized rat liver microsomes, suggesting the interference with the transport. However, EGCG did not hinder microsomal glucose 6-phosphate (G6P) uptake. Instead, it increased the accumulation of radioactivity after the addition of [(14)C]G6P, presumably due to a slower release of [(14)C]glucose, the product of luminal hydrolysis. Indeed, EGCG was found to inhibit microsomal glucose efflux. Since G6Pase activity is depressed by ... Read More »
» Published in FEBS Lett. 2007 Apr 17;581(8):1693-8. Epub 2007 Mar 30.

31. Kinetic study of the quenching reaction of singlet oxygen by tea catechins in ethanol solution.
Match Strength: 13.433

A kinetic study of the quenching reaction of singlet oxygen ((1)O(2)) with catechins (catechin (CA), epicatechin (EC), epigallocatechin (EGC), epicatechin gallate (ECG), epigallocatechin gallate (EGCG)) and related compounds (5-methoxyresorcinol (MR), 4-methylcatechol (MC), and n-propyl gallate (PG)) was performed in ethanol at 35 degrees C. MR, MC, and PG are considered to be a model of resorcinol (A)-, catechol (B)-, and gallate (G)-rings in catechins, respectively. The overall rate constants, k(Q) (= k(q) + k(r), physical quenching + chemical reaction), for the reaction of catechins with (1 ... Read More »
» Published in Free Radic Biol Med. 2005 Sep 15;39(6):752-61.

32. Structural Analysis of Catechin Derivatives as Mammalian Dna Polymerase Inhibitors
Match Strength: 13.401

The inhibitory activities against DNA polymerases (pols) of catechin derivatives (i.e., flavan-3-ols) such as (+)-catechin, (-)-epicatechin, (-)-gallocatechin, (-)-epigallocatechin, (+)-catechin gallate, (-)-epicatechin gallate, (-)-gallocatechin gallate, and (-)-epigallocatechin gallate (EGCg) were investigated. Among the eight catechins, some catechins inhibited mammalian pols, with EGCg being the strongest inhibitor of pol alpha and lambda with IC(50) values of 5.1 and 3.8 microM, respectively. EGCg did not influence the activities of plant (cauliflower) pol alpha and beta or prokaryotic ... Read More »
» Published in Biochem Biophys Res Commun. 2005 Jul 22;333(1):101-9.

33. Structure and intramolecular flexibility of beta-cyclodextrin complex with (-)-epigallocatechin gallate in aqueous solvent.
Match Strength: 13.317

The probable structure of the inclusion complex of beta-cyclodextrin (beta-CD) and (-)-epigallocatechin gallate (EGCg) in D2O was investigated using several NMR techniques. EGCg formed a 1:1 complex with beta-CD, in which the A ring and a portion of the C ring of EGCg were included at the head of the phenolic hydroxyl group attached to C7 of EGCg in the beta-CD cavity from the wide secondary hydroxyl group side. In the 1:1 complex with beta-CD, EGCg maintained the conformation in which the B and B' rings of EGCg took pseudoequatorial and pseudoaxial positions with respect to the C ring, ... Read More »
» Published in Magn Reson Chem. 2006 Aug;44(8):776-83.

34. Oxidative coupling of the pyrogallol B-ring with a galloyl group during enzymatic oxidation of epigallocatechin 3-O-gallate.
Match Strength: 13.288

In order to clarify the mechanism for formation of catechin oligomers during the fermentation stage of black tea manufacture, epigallocatechin-3-O-gallate, the most abundant tea flavanol in fresh tea leaves, was enzymatically oxidized and the resulting unstable quinone metabolites were converted to phenazine derivatives by treatment with o-phenylenediamine. In addition to formation of monomeric and dimeric derivatives, four trimeric derivatives were isolated whose structures were determined by application of spectroscopic methods. The derivatives differed from each other in the location of the ... Read More »
» Published in Phytochemistry. 2007 Feb 21;

35. THE GREEN TEA POLYPHENOL EPIGALLOCATECHIN-3-GALLATE IMPROVES SYSTEMIC HEMODYNAMICS AND SURVIVAL IN RODENT MODELS OF POLYMICROBIAL SEPSIS.
Match Strength: 13.270

Epigallocatechin-3-gallate (EGCG) is the main polyphenolic flavonoid found in green tea. Recent in vitro studies have suggested that EGCG inhibits activation of the nuclear factor-kappaB (NF-kappaB) pathway. The NF-kappaB is a transcriptional factor required for gene expression of many inflammatory mediators, including the inducible isoform of nitric oxide synthase (NOS2). Excessive NO production by NOS2 is directly linked to the vasoplegia, shock, and mortality associated with sepsis. Accordingly, we hypothesized that EGCG administration would inhibit NOS2 gene expression and thereby improve ... Read More »
» Published in Shock. 2007 May 31;

36. Epigallocatechin gallate synergy with ampicillin/sulbactam against 28 clinical isolates of methicillin-resistant Staphylococcus aureus.
Match Strength: 13.263

Compared with ampicillin, oxacillin, cefmetazole and imipenem, the combination of ampicillin and sulbactam at a constant ratio of 2:1 showed the greatest effect against 28 clinical isolates of methicillin-resistant Staphylococcus aureus (MRSA), but MICs of ampicillin/sulbactam were still above the resistance breakpoint. When ampicillin/sulbactam was further combined with epigallocatechin gallate (EGCg, a main constituent of tea catechins), the MIC90 of ampicillin/ sulbactam was reduced to 4 mg/L, the susceptibility breakpoint. The fractional inhibitory concentration indices were between 0.19 ... Read More »
» Published in J Antimicrob Chemother. 2001 Sep;48(3):361-4.

37. Tea catechin, epigallocatechin-3-gallate suppresses myosin II regulatory light chain phosphorylation.
Match Strength: 13.261

Phosphorylation of myosin II regulatory light chain (MRLC) is critical event for many cellular processes including muscle contraction, mytosis, migration, and exocytosis. Epigallocatechin-3-O-gallate (EGCG) is a major polyphenolic compound of green tea and has various physiological functions. We found that EGCG disrupted stress fibers and suppressed the MRLC phosphorylation in HeLa cells. To elucidate the mechanism for the suppressive effect on the phosphorylation, we examined the effect of various inhibitors for kinases that modulate MRLC phosphorylation. None of the inhibitors mimic the ... Read More »
» Published in Biofactors. 2004;21(1-4):387-9.

38. Tea polyphenol epigallocatechin-3-gallate associates with plasma membrane lipid rafts: lipid rafts mediate anti-allergic action of the catechin.
Match Strength: 13.245

High-affinity IgE receptor FcepsilonRI is key molecule in the IgE-mediated allergic reactions. Epigallocatechin-3-gallate (EGCG) has a suppressive effect of the expression of the FcepsilonRI. We show here that EGCG highly associates with plasma membrane microdomains, lipid rafts. The disruption of these lipid rafts caused a reduction of the amount of raft-associated EGCG and the FcepsilonRI -suppressive effect of EGCG. These results suggest that the interaction between EGCG and the lipid rafts is important for EGCG's ability to downregulate FcepsilonRI expression. Publication Types: Research ... Read More »
» Published in Biofactors. 2004;21(1-4):383-5.

39. Epigallocatechin-3-gallate and epicatechin-3-gallate from green tea decrease plasma non-transferrin bound iron and erythrocyte oxidative stress.
Match Strength: 13.190

Beta-thalassemia patients suffer from secondary iron overload caused by increased iron absorption and multiple blood transfusions. Excessive iron catalyzes free-radical formation, causing oxidative tissue damage. Non-transferrin bound iron (NTBI) detected in thalassemic plasma is highly toxic and chelatable. Desferrioxamine and deferiprone are used to treat the iron overload, but many side effects are found. Epigallocatechin gallate (EGCG) and epicatechin gallate (ECG) in green tea (GT) show strong antioxidant properties. We separated the EGCG and ECG from GT extract using an HPLC, and ... Read More »
» Published in Med Chem. 2007 May;3(3):289-96.

40. Inhibitory activities of (-)-epigallocatechin-3-O-gallate against topoisomerases I and II.
Match Strength: 13.169

The substitution of gallic acid at the 3 position of (-)-epigallocatechin-3-O-gallate (EGCG) increased the inhibition against topoisomerase I from calf thymus gland and topoisomerase II from human placenta, and the substitution of a hydroxyl group at the 3' position increased the inhibition against the topoisomerase I. These results suggested that the 3 and 3' positions of the EGCG molecule play important roles in the process of inhibition of topoisomerases I and II. EGCG showed strong inhibition against topoisomerases I from wheat germ, calf thymus gland and Vero cells, and showed weak or no ... Read More »
» Published in Biol Pharm Bull. 2001 Sep;24(9):1088-90.

41. Epigallocatechin-3-Gallate Protects Toluene Diisocyanate-Induced Airway Inflammation in a Murine Model of Asthma
Match Strength: 13.074

Epigallocatechin-3-gallate (EGCG), a major form of tea catechin, has anti-allergic properties. To elucidate the anti-allergic mechanisms of EGCG, we investigated its regulation of matrix metalloproteinase (MMP-9) expression in toluene diisocyanate (TDI)-inhalation lung tissues as well as TNF-alpha and Th2 cytokine (IL-5) production in BAL fluid. Compared with untreated asthmatic mice those administrated with EGCG had significantly reduced asthmatic reaction. Also, increased reactive oxygen species (ROS) generation by TDI inhalation was diminished by administration of EGCG in BAL fluid. These ... Read More »
» Published in FEBS Lett. 2006 Mar 20;580(7):1883-90. Epub 2006 Feb 28.

42. Antioxidant effects of green tea polyphenols on free radical initiated peroxidation of rat liver microsomes.
Match Strength: 12.971

Antioxidative effects of the principal polyphenolic components extracted from green tea leaves, i.e. (-)-epicatechin (EC), (-)-epicatechin gallate (ECG), (-)-epigallocatechin gallate (EGCG), (-)-epigallocatechin (EGC), and gallic acid (GA), against free radical initiated peroxidation of rat liver microsomes were studied. The peroxidation was initiated by a water-soluble azo compound 2,2'-azobis(2-amidinopropane hydrochloride (AAPH). The reaction kinetics was monitored by oxygen uptake and formation of malondialdehyde (MDA). Kinetic analysis of the antioxidation process demonstrates that these ... Read More »
» Published in Chem Phys Lipids. 2002 Dec;120(1-2):109-17.

43. Electrochemical studies of (-)-epigallocatechin gallate and its interaction with DNA.
Match Strength: 12.930

In this paper, an electrochemical investigation of (-)-epigallocatechin gallate (EGCG) and its interaction with DNA is presented. Via an electrochemical approach assisted by ultraviolet-visible (UV-Vis) spectroscopy, we propose that EGCG can intercalate into DNA strands forming a nonelectroactive complex, which results in the decrease of the anodic peak current of EGCG. Meanwhile, an electrochemical study with the DNA-Cu(II)-EGCG system shows that damage to DNA can be recognized electrochemically via the increase in the anodic peak current resulting from the oxidation of guanine and adenine ... Read More »
» Published in Anal Bioanal Chem. 2006 Nov;386(6):1913-9. Epub 2006 Sep 22.

44. The apoptotic effect of green tea (-)-epigallocatechin gallate on 3T3-L1 preadipocytes depends on the Cdk2 pathway.
Match Strength: 12.882

This study was designed to investigate the effect of green tea catechins, especially (-)-epigallocatechin gallate (EGCG), on the apoptosis of 3T3-L1 preadipocytes. Preadipocyte apoptosis as indicated by formation of DNA fragments was induced by EGCG in dose-dependent manners. While EGCG was demonstrated to decrease Cdk2 expression and activity and increase caspase-3 activity, overexpression of Cdk2 and treatment with the caspase-3 inhibitor respectively prevented preadipocytes from induction of DNA fragmentation and caspase-3 activity by doses of 100-400 muM of EGCG. This suggests the Cdk2- ... Read More »
» Published in J Agric Food Chem. 2005 Jul 13;53(14):5695-701.

45. Structure-activity relationship of the tocopherol-regeneration reaction by catechins.
Match Strength: 12.853

The reaction rates (k(r)) of 5,7-diisopropyl-tocopheroxyl radical (Toc) with catechins (epicatechin (EC), epicatechin gallate (ECG), epigallocatechin (EGC), epigallocatechin gallate (EGCG)) and related compounds (methyl gallate (MG), 4-methylcatechol (MC), and 5-methoxyresorcinol (MR)) have been measured by stopped-flow spectrophotometer. The k(r) values increased in the order of MR < < MG < EC < MC approximately ECG < EGC < EGCG in ethanol and 2-propanol/H(2)O (5/1, v/v) solutions, indicating that the reactivity of the OH groups in catechins increased in the order of ... Read More »
» Published in Free Radic Biol Med. 2005 May 1;38(9):1243-56.

46. Epigallocatechin-3-gallate protects toluene diisocyanate-induced airway inflammation in a murine model of asthma.
Match Strength: 12.789

Epigallocatechin-3-gallate (EGCG), a major form of tea catechin, has anti-allergic properties. To elucidate the anti-allergic mechanisms of EGCG, we investigated its regulation of matrix metalloproteinase (MMP-9) expression in toluene diisocyanate (TDI)-inhalation lung tissues as well as TNF-alpha and Th2 cytokine (IL-5) production in BAL fluid. Compared with untreated asthmatic mice those administrated with EGCG had significantly reduced asthmatic reaction. Also, increased reactive oxygen species (ROS) generation by TDI inhalation was diminished by administration of EGCG in BAL fluid. These ... Read More »
» Published in FEBS Lett. 2006 Mar 20;580(7):1883-90. Epub 2006 Feb 28.

47. (-)Epigallocatechin-3-gallate inhibits leukocyte elastase: potential of the phyto-factor in hindering inflammation, emphysema, and invasion
Match Strength: 12.786

Flavanol (-)epigallocatechin-3-gallate is shown to be a potent natural inhibitor of leukocyte elastase that may be used to reduce elastase-mediated progression to emphysema and tumor invasion. This phyto-factor, abundant in green tea, exerts a dose-dependent, noncompetitive inhibition of leukocyte elastase at a noncytotoxic concentration and is effective in neutrophil culture. This inhibition shows an IC(50) of 0.4 microM, 30 times higher than the alpha1-protease inhibitor but lower than other known natural and synthetic elastase inhibitors. The flavanol inhibits leukocyte elastase at ... Read More »
» Published in J Leukoc Biol. 2002 Jan;71(1):73-9.

48. Tea catechins with a galloyl moiety suppress postprandial hypertriacylglycerolemia by delaying lymphatic transport of dietary fat in rats.
Match Strength: 12.698

Tea catechins, (-)-epicatechin (EC), (-)-epigallocatechin (EGC), (-)-epicatechin gallate (ECG), and (-)-epigallocatechin gallate (EGCG), have been shown to be epimerized to (-)-catechin (C), (-)-gallocatechin (GC), (-)-catechin gallate (CG), and (-)-gallocatechin gallate (GCG), respectively, during heat treatment. In this study, we examined the effect of tea catechins rich in ECG and EGCG and heat-treated tea catechins rich in CG and GCG on postprandial hypertriacylglycerolemia in rats. Both tea catechins and heat-treated tea catechins suppressed postprandial hypertriacylglycerolemia. ... Read More »
» Published in J Nutr. 2005 Feb;135(2):155-9.

49. Design, Semisynthesis, and Evaluation of O-Acyl Derivatives of (-)-Epigallocatechin-3-gallate as Antitumor Agents.
Match Strength: 12.691

The partially purified catechin fraction isolated from green tea extract was treated with a variety of acylating agents (acyl anhydrides/chloride) to obtain (-)-epigallocatechin-3-gallate (EGCG) O-acyl derivatives in 20-25.4% yields. The (-)-EGCG O-acyl derivatives were characterized by physical data and spectral studies. These compounds were evaluated for their antitumor activity by use of a two-stage carcinogenesis model in 7,12-dimethylbenz[a]anthracene (DMBA)/12-O-tetradecanoylphorbol 13-acetate (TPA)--induced cancer in Swiss albino mice. The study showed that there was a significant ... Read More »
» Published in J Agric Food Chem. 2007 Jul 3;

50. Antimitogenic effect of green tea (-)-epigallocatechin gallate on 3T3-L1 preadipocytes depends on the ERK and Cdk2 pathways.
Match Strength: 12.606

Green tea catechins, especially (-)-epigallocatechin gallate (EGCG), have been proposed as a chemopreventative for obesity, diabetes, cancer, and cardiovascular diseases. However, relatively little is known about the mechanism of the action of EGCG on fat cell function. This study was designed to investigate the pathways of EGCG's modulation of the mitogenesis of 3T3-L1 preadipocytes. Preadipocyte proliferation as indicated by an increased number of cells and greater incorporation of bromodeoxyuridine (BrdU) was inhibited by EGCG in dose-, time-, and growth phase-dependent manners. Also, EGCG ... Read More »
» Published in Am J Physiol Cell Physiol. 2005 May;288(5):C1094-108. Epub 2005 Jan 12.

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