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Epicatechin gallate

$43

  • Brand : BIOFRON

  • Catalogue Number : BF-E1008

  • Specification : 98%

  • CAS number : 1257-08-5

  • Formula : C22H18O10

  • Molecular Weight : 442.38

  • PUBCHEM ID : 107905

  • Volume : 20mg

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Catalogue Number

BF-E1008

Analysis Method

HPLC,NMR,MS

Specification

98%

Storage

2-8°C

Molecular Weight

442.38

Appearance

White crystalline powder

Botanical Source

wood of Acacia catechu (L.F.) Willd.

Structure Type

Flavonoids

Category

Standards;Natural Pytochemical;API

SMILES

C1C(C(OC2=CC(=CC(=C21)O)O)C3=CC(=C(C=C3)O)O)OC(=O)C4=CC(=C(C(=C4)O)O)O

Synonyms

Benzoic acid, 3,4,5- trihydroxy-, 2-(3,4-dihydroxyphenyl)-3,4-dihydro-5,7-dihydroxy-2H-1-benzopyran-3-ylester, (2R-cis)-,/Epicatechol, 3-gallate, (-)- (8CI)/ECG/(-)-cis-3,3',4',5,7-Pentahydroxyflavane 3-gallate/Benzoic acid, 3,4,5-trihydroxy-, (2R,3R)-2-(3,4-dihydroxyphenyl)-3,4-dihydro-5,7-dihydroxy-2H-1-benzopyran-3-yl ester/(−)-Epicatechin gallate,from green tea/(2R,3R)-2-(3,4-Dihydroxyphenyl)-5,7-dihydroxy-3,4-dihydro-2H-chromen-3-yl 3,4,5-trihydroxybenzoate/Epicatechin gallate/(-)-epicatechin-3-gallate/(-)-Epicatechingallate/(-)-epicatechin gallate/(−)-Epicatechin gallate/(-)-cis-2-(3,4-Dihydroxyphenyl)-3,4-dihydro-1(2H)-benzopyran-3,5,7-triol 3-gallate

IUPAC Name

[(2R,3R)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3,4-dihydro-2H-chromen-3-yl] 3,4,5-trihydroxybenzoate

Density

1.8±0.1 g/cm3

Solubility

Flash Point

305.0±27.8 °C

Boiling Point

861.7±65.0 °C at 760 mmHg

Melting Point

257-258ºC

InChl

InChl Key

WGK Germany

RID/ADR

HS Code Reference

2932990000

Personal Projective Equipment

Correct Usage

For Reference Standard and R&D, Not for Human Use Directly.

Meta Tag

provides coniferyl ferulate(CAS#:1257-08-5) MSDS, density, melting point, boiling point, structure, formula, molecular weight etc. Articles of coniferyl ferulate are included as well.>> amp version: coniferyl ferulate

PMID

28071811

Abstract

Use of organic solvents to extract phenolic compounds from plants may result in environmental pollution and cause health problems in persons. Replacing organic extraction solvents by green extracting agents without affecting the extraction yield is one of the most pressing problems to be solved. The aim of this study is to evaluate the capacity of β-cyclodextrin (β-CD) to recover phenolic compounds from tea leaves. The extract obtained using the ethanol/water mixture presented the highest total phenolic content, followed by those obtained using β-CD solution and water. HPLC analysis of the extracts showed that the addition of β-CD to the extracting agent had a selective effect on the extraction of epigallocatechin gallate (EGCG) and epicatechin gallate (ECG). The extraction yield of EGCG and ECG using 15 g/L β-CD were higher than that obtained using water and 50% ethanol. Molecular docking results indicated that the molecules of EGCG and ECG were more inclined to interact with β-CD than epigallocatechin, epicatechin, and gallocatechin. The impact of β-CD concentration, temperature, and time on EGCG and ECG extraction from tea leaves was investigated and the maximum amount of EGCG (118.7 mg/g) and ECG (54.6 mg/g) were achieved when extracted with 25 g/L aqueous β-CD solution at 60 °C for 60 min. The present study indicates that aqueous β-CD can be used as an alternative to organic solvents to recover EGCG and ECG from tea leaves.

KEYWORDS

epicatechin gallate; epigallocatechin gallate; extraction; tea leaves; β-cyclodextrin.

Title

Extraction of Epigallocatechin Gallate and Epicatechin Gallate From Tea Leaves Using β-Cyclodextrin

Author

Lu Cui 1 , Yuxuan Liu 1 , Ting Liu 1 , Yahong Yuan 1 , Tianli Yue 1 , Rui Cai 1 , Zhouli Wang 1

Publish date

2017 Feb

PMID

29191128

Abstract

Inhibition of excessive fructose intake in the small intestine could alleviate fructose-induced diseases such as hypertension and non-alcoholic fatty liver disease. We examined the effect of phytochemicals on fructose uptake using human intestinal epithelial-like Caco-2 cells which express the fructose transporter, GLUT5. Among 35 phytochemicals tested, five, including nobiletin and epicatechin gallate (ECg), markedly inhibited fructose uptake. Nobiletin and ECg also inhibited the uptake of glucose but not of L-leucine or Gly-Sar, suggesting an inhibitory effect specific to monosaccharide transporters. Kinetic analysis further suggested that this reduction in fructose uptake was associated with a decrease in the apparent number of cell-surface GLUT5 molecules, and not with a change in the affinity of GLUT5 for fructose. Lastly, nobiletin and ECg suppressed the permeation of fructose across Caco-2 cell monolayers. These findings suggest that nobiletin and ECg are good candidates for preventing diseases caused by excessive fructose intake.

KEYWORDS

C, catechin; Cg, catechin gallate; EC, epicatechin; ECg, epicatechin gallate; EDTA, ethylenediaminetetraacetic acid; EGC, epigallocatechin; EGCg, epigallocatechin gallate; ELE, eucalyptus leaf extract; GC, gallocatechin; GCg, gallocatechin gallate; GLUT5, glucose transporter 5; Gly-Sar, glycylsarcosine; HFCS, high-fructose corn syrup; MeCN, acetonitrile; NAFLD, non-alcoholic fatty liver disease; PBS, phosphate-buffered saline; PepT1, peptide transporter 1; TMF, trimethoxyflavone; Transporter; epicatechin gallate; fructose; intestinal epithelial cell; nobiletin.

Title

Suppressive Effect of Nobiletin and Epicatechin Gallate on Fructose Uptake in Human Intestinal Epithelial Caco-2 Cells

Author

Hideo Satsu 1 2 , Sohei Awara 2 , Tomonori Unno 3 , Makoto Shimizu 2 4

Publish date

2018 Apr

PMID

30962864

Abstract

Green tea is one of the most beverages with antioxidants and nutrients. As one of the major components of green tea, (-)-epicatechin gallate (ECG) was evaluated for its antioxidative properties in the present study. Cell proliferation assay, tube formation, cell migration, apoptosis, and autophagy were performed in human brain microvascular endothelial cells (HBMVECs) after oxygen-glucose deprivation/reoxygenation (OGD/R) to investigate potential anti-ischemia/reperfusion injury properties of ECG in vitro. Markers of oxidative stress as ROS, LDH, MDA, and SOD were further assayed in our study. Data indicated that ECG could affect neovascularization and promote cell proliferation, tube formation, and cell migration while inhibiting apoptosis and autophagy through affecting VEGF, Bcl-2, BAX, LC3B, caspase 3, mTOR, and Beclin-1 expression. All the data suggested that ECG may be protective for the brain against ischemia/reperfusion injury by promoting neovascularization, alleviating apoptosis and autophagy, and promoting cell proliferation in HBMVECs of OGD/R.

Title

Epicatechin Gallate Protects HBMVECs From Ischemia/Reperfusion Injury Through Ameliorating Apoptosis and Autophagy and Promoting Neovascularization

Author

Bing Fu 1 , Qinghong Zeng 1 , Zhaoting Zhang 1 , Mingyue Qian 1 , Jiechun Chen 1 , Wanli Dong 2 , Min Li 1

Publish date

2019 Mar 6


Description :

Epicatechin gallate inhibits cyclooxygenase-1 (COX-1) with an IC50 of 7.5 μM.