(-)-Epigallocatechin gallate (EGCG)
(-)-Epigallocatechin gallate (EGCG), the major catechin accounting for 59% of the total catechins in green tea, is a powerful antioxidant as well as an antiangiogenic and antitumor agent. EGCG has been studied for its role in the chemoprevention of a wild range of cancers, including liver, stomach, skin, lung, mammary gland and colon cancers. Study results show that EGCG is able to induce apoptosis, promote cell growth arrest and block carcinogenesis by affecting signal transduction pathways. Moreover, EGCG exhibits inhibition against a variety of viruses, including HCV, HIV-1, HBV, HSV-1, HSV-2, EBV, adenovirus, influenza virus and enterovirus, as well as several enzymes, including DNMTs, proteases and DHFR.
Reference
Singh BN, Shankar S, Srivastava RK. Green tea catechin, epigallocatechin-3-gallate (EGCG): mechanisms, perspectives and clinical applications. Biochem Pharmacol. 2011; 82(12):1807-1821.
Steinmann J, Buer J, Pietschmann T, Steinmann E. Anti-infective properties of epigallocatechin-3-gallate (EGCG), a component of green tea. Br J Pharmacol. 2013; 168(5):1059-1073
| Physical Appearance | A solid |
| Storage | Store at -20°C |
| M.Wt | 458.37 |
| Cas No. | 989-51-5 |
| Formula | C22H18O11 |
| Synonyms | EGCG |
| Solubility | ≥22.9mg/mL in DMSO |
| Chemical Name | [(2R,3R)-5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)-3,4-dihydro-2H-chromen-3-yl] 3,4,5-trihydroxybenzoate |
| SDF | Download SDF |
| Canonical SMILES | C1C(C(OC2=CC(=CC(=C21)O)O)C3=CC(=C(C(=C3)O)O)O)OC(=O)C4=CC(=C(C(=C4)O)O)O |
| Shipping Condition | Evaluation sample solution : ship with blue ice.All other available size: ship with RT , or blue ice upon request |
| General tips | For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months. |
| Cell experiment [1]: | |
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Cell lines |
Human and rat neural progenitor cells (NPCs) |
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Preparation method |
The solubility of this compound in DMSO is >10 mM. General tips for obtaining a higher concentration: Please warm the tube at 37℃ for 10 minutes and/or shake it in the ultrasonic bath for a while. Stock solution can be stored below -20℃ for several months. |
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Reaction Conditions |
0, 1, 2, 5 and 10 μM; 24 or 48 hrs |
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Applications |
(-)-Epigallocatechin Gallate (EGCG) altered human and rat NPC development in vitro. EGCG affected migration distance, migration pattern and nuclear density of NPCs growing as neurospheres. EGCG exerted these functional impairments by binding to the extracellular matrix (ECM) glycoprotein laminin, preventing its binding to β1-integrin subunits, thereby prohibiting cell adhesion and resulting in altered glia alignment and decreased number of migrating young neurons. |
| Animal experiment [2]: | |
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Animal models |
A rat model of partial bladder outlet obstruction (pBOO)-induced bladder injury |
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Dosage form |
4.5 mg/kg/day; i.p.; 2 days or 30 days |
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Applications |
EGCG attenuated bladder inflammation caused by pBOO at the 48th hr. At the 30th day, EGCG attenuated endoplasmic reticulum (ER) stress-related apoptosis. In addition, EGCG improved bladder compliance, contractile frequency and inflammation at the 30th day. |
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Other notes |
Please test the solubility of all compounds indoor, and the actual solubility may slightly differ with the theoretical value. This is caused by an experimental system error and it is normal. |
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References: [1]. Barenys M, Gassmann K, Baksmeier C, Heinz S, Reverte I, Schmuck M, Temme T, Bendt F, Zschauer TC, Rockel TD, Unfried K, W?tjen W, Sundaram SM, Heuer H, Colomina MT, Fritsche E. Epigallocatechin gallate (EGCG) inhibits adhesion and migration of neural progenitor cells in vitro. Arch Toxicol. 2016 Apr 26. [2]. Hsieh JT, Kuo KL, Liu SH, Shi CS, Chang HC, Lin WC, Chou CT, Hsu CH, Liao SM, Wang ZH, Li CC, Huang KH. Epigallocatechin Gallate Attenuates Partial Bladder Outlet Obstruction-induced Bladder Injury via Suppression of Endoplasmic Reticulum Stress-related Apoptosis-In Vivo Study. Urology. 2016 May;91:242.e1-9. | |
| Description | (-)-Epigallocatechin Gallate is the main catechin extraction of green tea. | |||||
| Targets | PKC | |||||
| IC50 | ||||||
Quality Control & MSDS
- View current batch:
Chemical structure
Abstract
EGCG prevents cardiac mitochondrial metabolism and apoptosis in CS-exposed rats and exhibits enduring cardio protection at mitochondrial level, where it shelters the activities of TCA cycle enzymes and antioxidant enzymes from CS exposure with concomitant decrease in lipid peroxidation and increase in GSH level, inhibits apoptosis through a series of cellular events, including inhibition of the release of cytochrome c into cytosol, activation of pro-caspase-3, down-regulation of Bax and up-regulation of Bcl-2, and reverses the ultra structural apoptotic alternations of mitochondria and nucleus.
Abstract
EGCG, which causes positive results in in vitro mammalian genotoxicity assays via oxidative stress and negative results in in vivo MN studies, was used to assess the effect of cell differentiation status on MN induction and significantly induced the expression of genotoxic response related genes in NHEKs after 12h. The Oxidative stress probably caused by EGCG can be eliminated by EpiDermTM under in vitro experimental conditions.
Abstract
EGCG, a strong antioxidant with possible anti-obesity and anti-diabetic effects, was administered intraperitoneally to alloxan-induced diabetic mice at doses of 50mg/kg body weight for a period of 7 days resulting in a significant increase of body weight and haematological/immunological blood parameters, 100% survival, a significant decrease of lipid peroxidation in liver, kidney and brain tissue, and remarkably reduced DNA damage in peripheral lymphocytes. Due to the demonstrated beneficial effects against diabetes and the associated consequences of free-radical formation in kidney, liver, spleen and brain tissues, EGCG could be used as a dietary supplement potentially contributing to nutritional strategies for the prevention and treatment of diabetes mellitus.
Abstract
EGCG is involved in UVB irradiation-induced autophagy in RPE cells, where the treatment of EGCG significantly reduced the formation of LC3-II and autohagosomes and remarkably relieved UVB irradiation-induced toxicity to RPE cells in an autophagy-dependent manner, and is a potential therapeutic reagent that could be incorporated into the treatment of pathological conditions associated with abnormal autophagy.
Abstract
EGCG, which is hepatotoxic to humans and animals, barely affected oxidative phosphorylation at 7.5-100 μΜ in normal mitochondria of rats liver but remarkably inhibited RCCs in mitochondria undergoing Ca(2+) overload-induced MPT only if IM integrity was compromised. EGCG promotes Ca(2+) overload-induced MPT after moderate MPT has already commenced and worsens pre-existing mitochondria abnormalities triggering hepatotoxicity since it only targets hepatic RCCs in swelling mitochondrial other than normal mitochondrial.