(-)Epicatechin

Catalog No.S4723 Synonyms: L-Epicatechin, (-)-Epicatechol

For research use only.

(−)Epicatechin (L-Epicatechin, (-)-Epicatechol) is a flavonoid present in cocoa, green tea and red wine. It is a strong antioxidant, has insulin mimic action and improves heart health.

(-)Epicatechin Chemical Structure

CAS No. 490-46-0

Selleck's (-)Epicatechin has been cited by 2 Publications

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Biological Activity

Description (−)Epicatechin (L-Epicatechin, (-)-Epicatechol) is a flavonoid present in cocoa, green tea and red wine. It is a strong antioxidant, has insulin mimic action and improves heart health.
In vitro

(-)-Epicatechin stimulates mitochondrial respiration and oxygen consumption in Panc-1 cells. Human normal fibroblasts are not affected. (-)-Epicatechin sensitizes Panc-1, U87, and MIA PaCa-2 cells with an average radiation enhancement factor (REF) of 1.7, 1.5, and 1.2, respectively. (-)-Epicatechin does not sensitize normal fibroblast cells to ionizing radiation with a REF of 0.9, suggesting cancer cell selectivity. (-)-Epicatechin enhances Chk2 phosphorylation and p21 induction when combined with radiation in cancer, but not normal cells[2].

In vivo Aging has deleterious effects on modulators of muscle growth/differentiation, the consumption of modest amounts of the flavanol (−)-epicatechin can partially reverse these changes. In mice, myostatin and senescence-associated β-galactosidase levels increase with aging, while those of follistatin and Myf5 decrease. (−)-Epicatechin decreases myostatin and β-galactosidase and increases levels of markers of muscle growth. In humans, myostatin and β-galactosidase increase with aging while follistatin, MyoD and myogenin decrease. Treatment for 7 days with (−)-epicatechin increases hand grip strength and the ratio of plasma follistatin/myostatin[1]. Low-dose (−)-epicatechin treatment resulted in significant increases in skeletal muscle capillarity, mitochondrial biogenesis, and oxidative enzyme activity, which corresponded to lower muscle fatigue and higher endurance capacity when compared to the placebo group. (−)-epicatechin may potentially regulate the protein expression between angiogenic and antiangiogenic factors, such as VEGF-A and TSP-1, respectively[3].

Protocol (from reference)

Cell Research:[2]
  • Cell lines: Panc-1 cells
  • Concentrations: 0-200 μM
  • Incubation Time: 1 h
  • Method: Panc-1 cells are seeded into T-150 flasks and on the next day, cells are treated with different concentrations of (-)-epicatechin for 1 h, then harvested and solubilized in 10 mM HEPES (pH 7.4), 40 mM KCl, 1%Tween-20, 1 µM oligomycin, 1 mM PMSF,10 mM KF, 2 mM EGTA, and 1 mM Na3VO4. COX activity is measured in the presence of 20 mM ascorbate and 200 µM substrate cytochrome c from cow heart.
Animal Research:[1]
  • Animal Models: C57BL/6 male mice
  • Dosages: 1 mg/kg BID
  • Administration: by gavage

Solubility (25°C)

In vitro

Chemical Information

Molecular Weight 290.27
Formula

C15H14O6

CAS No. 490-46-0
Storage 3 years -20°C powder
2 years -80°C in solvent
Smiles C1C(C(OC2=CC(=CC(=C21)O)O)C3=CC(=C(C=C3)O)O)O

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