GLPBio

(-)-epigallocatechin

Catalog No.: GC17242Purity:>98.00%Synonyms: (-)EGC, epi-Gallocatechin, NSC 674039
COASDSData Sheet
(-)-epigallocatechin is a major polyphenolic compound in green tea with antioxidant properties.

Products are for research use only. Not for human use. We do not sell to patients.

(-)-epigallocatechin
Cas No.: 970-74-1
10mM (in 1mL DMSO)In Stock
$55.00
1
1mgIn Stock
$15.00
1
5mgIn Stock
$31.00
1
10mgIn Stock
$50.00
1
25mgIn Stock
$99.00
1
50mgIn Stock
$162.00
1
100mgIn Stock
$252.00
1
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Description

(-)-epigallocatechin is a major polyphenolic compound in green tea with antioxidant properties [1]. (-)-epigallocatechin binds to bovine β-lactoglobulin (βLG) through van der Waals forces and hydrogen bonds, leading to a change in the native conformation of βLG and improving the functionality of dairy products [2]. (-)-epigallocatechin has been widely used to inhibit the growth of different cancer cells[3].

In vitro, (-)-epigallocatechin treatment for 3 days significantly inhibited the proliferation of HCT 116 cells and Hep G2 cells, with IC50 values of 11.2 and 52.3µM, respectively[4]. Treatment of UMR-106 cells with 20μM (-)-epigallocatechin for 6 days increased alkaline phosphatase (ALP) activity and significantly increased matrix mineralization[5]. Treatment of H1299 cells with 40μM (-)-epigallocatechin for 24h induced apoptosis and down-regulated the mRNA level of hTERT[6].

In vivo, Oral administration of (-)-epigallocatechin (1g/kg/day) for 10 days significantly inhibited platelet aggregation and prolonged activated partial prothrombin time in ICR mice[7].

References:
[1] Hu J, Zhou D, Chen Y. Preparation and antioxidant activity of green tea extract enriched in epigallocatechin (EGC) and epigallocatechin gallate (EGCG)[J]. Journal of Agricultural and Food Chemistry, 2009, 57(4): 1349-1353.
[2] Wu X, Wu H, Liu M, et al. Analysis of binding interaction between (−)-epigallocatechin (EGC) and β-lactoglobulin by multi-spectroscopic method[J]. Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy, 2011, 82(1): 164-168.
[3] Du G J, Zhang Z, Wen X D, et al. Epigallocatechin Gallate (EGCG) is the most effective cancer chemopreventive polyphenol in green tea[J]. Nutrients, 2012, 4(11): 1679-1691.
[4] Uesato S, Kitagawa Y, Kamishimoto M, et al. Inhibition of green tea catechins against the growth of cancerous human colon and hepatic epithelial cells[J]. Cancer Letters, 2001, 170(1): 41-44.
[5] Ko C H, Lau K M, Choy W Y, et al. Effects of tea catechins, epigallocatechin, gallocatechin, and gallocatechin gallate, on bone metabolism[J]. Journal of Agricultural and Food Chemistry, 2009, 57(16): 7293-7297.
[6] Lin S C, Li W C, Shih J W, et al. The tea polyphenols EGCG and EGC repress mRNA expression of human telomerase reverse transcriptase (hTERT) in carcinoma cells[J]. Cancer letters, 2006, 236(1): 80-88.
[7] Chen X Q, Wang X B, Guan R F, et al. Blood anticoagulation and antiplatelet activity of green tea (−)-epigallocatechin (EGC) in mice[J]. Food & function, 2013, 4(10): 1521-1525.

Protocol

Cell experiment [1]:

Cell lines

HCT 116 cells

Preparation Method

HCT 116 cells were cultured in McCoy's 5A medium [12.0g/H2O (1000ml) and NaHCO3 (2.2g)], supplemented with 10% fetal bovine serum, and incubated at 37℃ in a humidified environment with 5% CO2. The cells were seeded in 96-well flat plate with a concentration of 2.5×104 cells/ml, and cultured at 37℃ for 1 day to stabilize the cells. Then, different concentrations of (-)-epigallocatechin (1, 10, 100, and 1000µM) were added to each well, and cell viability analysis was performed after 3 days of incubation at 37°C.

Reaction Conditions

1, 10, 100, and 1000µM; 72h

Applications

(-)-epigallocatechin treatment decreased the cell viability of HCT 116 cells in a dose-dependent manner.
Animal experiment [2]:

Animal models

ICR mice

Preparation Method

ICR mice weighing 18-22 grams were housed in an SPF-level barrier animal room. The temperature was maintained at 23±2°C, the light/dark cycle was 12 hours, the humidity was 50-70%, and mice had free access to food and filtered water. The mice were divided into two groups: the experimental group was fed 1.0g/kg/day of (-)-epigallocatechin for 10 days; the control group was fed normal saline every day. The eyeballs were taken from the mice. One drop of blood (except the first drop) was collected and dropped onto a glass slide with a diameter of approximately 5mm. The blood clotting time and bleeding time were analyzed.

Dosage form

1.0g/kg/day for 10 days; p.o.

Applications

(-)-epigallocatechin treatment enhanced the blood clotting time and bleeding time in mice.

References:
[1] Uesato S, Kitagawa Y, Kamishimoto M, et al. Inhibition of green tea catechins against the growth of cancerous human colon and hepatic epithelial cells[J]. Cancer Letters, 2001, 170(1): 41-44.
[2] Chen X Q, Wang X B, Guan R F, et al. Blood anticoagulation and antiplatelet activity of green tea (−)-epigallocatechin (EGC) in mice[J]. Food & function, 2013, 4(10): 1521-1525.

Product Documents

Purity:>98.00%Appearance:A solid
COASDSData Sheet

Chemical Properties

CAS No.
970-74-1
Synonyms
(-)EGC, epi-Gallocatechin, NSC 674039
Chemical Name
(2R,3R)-2-(3,4,5-trihydroxyphenyl)chroman-3,5,7-triol
SMILES
O[C@@H]1CC2=C(C=C(O)C=C2O)O[C@@H]1C3=CC(O)=C(O)C(O)=C3
Molecular Formula
C15H14O7
Molecular Weight
306.27
Solubility
DMF: 25 mg/ml,DMSO: 15 mg/ml,Ethanol: 5 mg/ml,PBS (pH 7.2): 1 mg/ml
Storage
Store at -20°C,protect from light
General tips
Select a suitable solvent according to the product solubility data. Once prepared, aliquot the stock solution to avoid repeated freeze-thaw cycles.
Use stock solutions within 6 months when stored at -80°C or within 1 month when stored at -20°C.
To improve solubility, warm the tube to 37°C and sonicate it for an appropriate period.
Shipping Condition
Evaluation samples are shipped with blue ice. Other available sizes are shipped at room temperature or with blue ice upon request.

CalculatorsMolarity / Dilution / Molecular Weight / Unit Conversion / In Vivo Formulation / Solubility

g/mol

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