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Cat. Number
E6234
Chemical Name
E6234 EPIGALLOCATECHIN GALLATE 989-51-5
CAS Number
989-51-5
Mol. Formula
C22H18O11
Mol. Weight
458.37
Qty 1
25mg
Qty 2
100mg
Appearance
White Crystal Powder
Application Notes
≥98%
Synonym
(-)-Epigallocatechin gallate, EGCG, 3-O-gallate
Melting Pt.
218°C
Solubility
Soluble in methanol, ethanol (92 mg/mL) or DMSO (92 mg/mL). Slightly soluble in water.
Storage condition
4°C
References

Epigallocatechin gallate (EGCG) is a flavonoid (flavanol) found in Camilla (green tea); it is one of several green tea catechins. EGCG exhibits neuroprotective, antioxidative, anti-inflammatory, anti-diabetic, antifungal, anti-metastatic, and anticancer chemotherapeutic activities. EGCG directly inhibits STAT3 and the aryl hydrocarbon receptor. EGCG inhibits α-synuclein oligomerization in models of Parkinson’s disease and limits amyloid-β (Aβ) aggregation in models of Alzheimer’s disease. In animal models of autoimmune sialadenitis, EGCG inhibits ROS-mediated DNA damage and oxidative stress and increases levels of heme oxygenase 1 (HO-1) and Bcl-2. Additionally, EGCG decreases levels of toll-like receptor 4 (TLR4), IKKβ, activated NF-κB, TNF-α, CD68, and IL-6, suppresses macrophage infiltration, increases levels of PI3K and GLUT4, inhibits α-amylase and α-glucosidase, and improves insulin signaling in animal models of diabetes. In hepatocarcinoma cells, this compound induces S-phase cell cycle arrest and apoptosis and decreases levels of PI3K, Akt, and NF-κB. In other cellular models, EGCG inhibits the epithelial-to-mesenchymal transition (EMT) and limits cell motility; it also indirectly inhibits EGFR. In animal models of bladder cancer, EGCG decreases tumor growth. This compound also induces apoptosis in Candida. EGCG directly inhibits HSP90 in animal models of prostate cancer, decreasing tumor size and progression.


References

Moses MA, Henry EC, Ricke WA, et al. The heat shock protein 90 inhibitor, (-)-epigallocatechin gallate, has anticancer activity in a novel human prostate cancer progression model. Cancer Prev Res (Phila). 2015 Mar;8(3):249-57. PMID: 25604133.

Lorenzen N, Nielsen SB, Yoshimura Y, et al. How epigallocatechin gallate can inhibit α-synuclein oligomer toxicity in vitro. J Biol Chem. 2014 Aug 1;289(31):21299-310. PMID: 24907278.

Bao S, Cao Y, Fan C, et al. Epigallocatechin gallate improves insulin signaling by decreasing toll-like receptor 4 (TLR4) activity in adipose tissues of high-fat diet rats. Mol Nutr Food Res. 2014 Apr;58(4):677-86. PMID: 24259392

Shen X, Zhang Y, Feng Y, et al. Epigallocatechin-3-gallate inhibits cell growth, induces apoptosis and causes S phase arrest in hepatocellular carcinoma by suppressing the AKT pathway. Int J Oncol. 2014 Mar;44(3):791-6. PMID: 24402647.

da Silva CR, de Andrade Neto JB, de Sousa Campos R, et al. Synergistic effect of the flavonoid catechin, quercetin, or epigallocatechin gallate with fluconazole induces apoptosis in Candida tropicalis resistant to fluconazole. Antimicrob Agents Chemother. 2014;58(3):1468-78. PMID: 24366745.

Ma YC, Li C, Gao F, et al. Epigallocatechin gallate inhibits the growth of human lung cancer by directly targeting the EGFR signaling pathway. Oncol Rep. 2014 Mar;31(3):1343-9. PMID: 24366444.

Saito K, Mori S, Date F, et al. Epigallocatechin gallate inhibits oxidative stress-induced DNA damage and apoptosis in MRL-Fas(lpr) mice with autoimmune sialadenitis via upregulation of heme oxygenase-1 and Bcl-2. Autoimmunity. 2014 Feb;47(1):13-22. PMID: 24392721.

Takahashi A, Watanabe T, Mondal A, et al. Mechanism-based inhibition of cancer metastasis with (-)-epigallocatechin gallate. Biochem Biophys Res Commun. 2014 Jan 3;443(1):1-6. PMID: 24269590.

Jankun J, Keck RW, Selman SH. Epigallocatechin-3-gallate prevents tumor cell implantation/growth in an experimental rat bladder tumor model. Int J Oncol. 2014 Jan;44(1):147-52. PMID: 24220494.

Wang Y, Ren X, Deng C, et al. Mechanism of the inhibition of the STAT3 signaling pathway by EGCG. Oncol Rep. 2013 Dec;30(6):2691-6. PMID: 24065300.

Bleiholder C, Do TD, Wu C, et al. Ion mobility spectrometry reveals the mechanism of amyloid formation of Aβ(25-35) and its modulation by inhibitors at the molecular level: epigallocatechin gallate and scyllo-inositol. J Am Chem Soc. 2013 Nov 13;135(45):16926-37. PMID: 24131107.

Gao J, Xu P, Wang Y, et al. Combined effects of green tea extracts, green tea polyphenols or epigallocatechin gallate with acarbose on inhibition against α-amylase and α-glucosidase in vitro. Molecules. 2013 Sep 18;18(9):11614-23. PMID: 24051476.

Yu J, Jia Y, Guo Y, et al. Epigallocatechin-3-gallate protects motor neurons and regulates glutamate level. FEBS Lett. 2010 Jul 2;584(13):2921-2925. PMID: 20488180.


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