(-)-Epigallocatechin Gallate An inhibitor of Bcl-2 and NOS2

(−)-Epigallocatechin Gallate (CAS 989-51-5)

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Sinónimo: EGCG; Teavigo
Solicitud: An inhibitor of Bcl-2 and NOS2
Número de CAS: 989-51-5
Pureza: ≥98%
Peso Molecular: 458.37
Fórmula Molecular: C22H18O11
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(-)-Epigallocatechin Gallate (EGCG) is a strong polyphenol catechin antioxidant found in green tea, reported to have broad efficacy against many conditions generated from oxidative damage. Extensive oxidation of low density lipoproteins (LDLs) is correlated to cardiovascular diseases, and EGCG is reported to strongly inhibit Cu(2+)-mediated oxidative modification of LDLs. The antiapoptotic proteins Bcl-2 and Bcl-x(L) are observed to suppress apoptosis and convey survival to heavily damaged and mutated cells in vitro, and EGCG (along with the other catechins) is shown to directly inhibit these proteins, reestablishing the normal apoptotic pathway in the cell. EGCG also inhibits NOS2 (iNOS).


References

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3. Lu, L H., et al., 1998. Epigallocatechin suppression of proliferation of vascular smooth muscle cells: correlation with c-jun and JNK. British journal of pharmacology. 124(6): 1227-37. PMID: 9720795
4. Paschka, A G., et al., 1998. Induction of apoptosis in prostate cancer cell lines by the green tea component, (-)-epigallocatechin-3-gallate. Cancer letters. 130(1-2): 1-7. PMID: 9751250
5. Nakagawa, Hiroshi., et al., 2002. Fenton reaction is primarily involved in a mechanism of (-)-epigallocatechin-3-gallate to induce osteoclastic cell death. Biochemical and biophysical research communications. 292(1): 94-101. PMID: 11890677
6. Nakagawa, Takako., et al., 2002. Protective activity of green tea against free radical- and glucose-mediated protein damage. Journal of agricultural and food chemistry. 50(8): 2418-22. PMID: 11929306
7. Nakagawa, T., et al., 2002. Direct scavenging of nitric oxide and superoxide by green tea. Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association. 40(12): 1745-50. PMID: 12419687
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Estado de Materia :
Solid
Solubilidad :
Soluble in ethanol (~20 mg/ml), dimethyl formamide (~20 mg/ml), DMSO (~20 mg/ml), water (>5 mg/ml), DMF, PBS pH 7.2, and Methanol.
ALMACENAMIENTO :
Store at -20° C
Punto de Fusión :
315.59° C (Predicted)
Punto de ebullición :
~909.11° C at 760 mmHg (Predicted)
Densidad :
~1.90 g/cm3 (Predicted)
Indice de Refracción :
n20D 1.86
Actividad Óptica :
α20/D -175.5°, c = 1 in ethanol
IC50 :
6-phosphogluconate dehydrogenase: IC50 = 720 nM (human); Human herpesvirus 1: IC50 = 18300 nM; Fatty acid synthase: IC50 = 0.03 µg/ml (Plasmodium falciparum); 3-oxoacyl-acyl-carrier protein reductase: IC50 = 0.32 µg/ml (Plasmodium falciparum); Human immunodeficiency virus 1: IC50 = 19910 nM
Valores de pK :
pKa: 7.75
Para Uso Exclusivo en Investigación. No está diseñado para uso en diagnosis o terapia.
WGK Alemania :
2
RTECS :
KB5200000
PubChem CID :
65064
Indice de Merck :
14: 3526
Número MDL :
MFCD00075940
Número EC :
479-560-7
Registro Beilstein :
3658838
SMILES :
C1[C@H]([C@H](OC2=CC(=CC(=C21)O)O)C3=CC(=C(C(=C3)O)O)O)OC(=O)C4=CC(=C(C(=C4)O)O)O

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(-)-Epigallocatechin Gallate  Menciones del Producto

Ver como otros han utilizado (-)-Epigallocatechin Gallate. Haga click en la entrada de PubMed .

Citaciones 1 a 6 de un total de 6

PMID: # 29122665  Ferreira, A. et al. 2017. Food Chem. Toxicol. 111: 84-93.

PMID: # 27356022  Wang, T. et al. 2016. Biochemistry. 55: 4036-46.

PMID: # 25534770  Cook, I. et al. 2015. Drug metabolism and disposition: the biological fate of chemicals. 43: 418-23.

PMID: # 23448667  Bruchmann, A. et al. 2013. BMC Cancer. 13: 96.

PMID: # 18687687  Shim, JH. et al. 2008. J. Biol. Chem. 283: 28370-28379.

PMID: # 14559356  Koh, SH. et al. 2003. Brain Res. Mol. Brain Res. 118: 72-81.

Citaciones 1 a 6 de un total de 6
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