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Malvidin-3-O-galactoside chloride

Names

[ CAS No. ]:
30113-37-2

[ Name ]:
Malvidin-3-O-galactoside chloride

[Synonym ]:
PRIMULINE FOR MICROSCOPY
PRIMULIN
5,7-Dihydroxy-2-(4-hydroxy-3,5-dimethoxyphenyl)-3-chromeniumyl D-galactopyranoside chloride
PRIMULIN CHLORIDE
EINECS 250-055-1
D-Galactopyranoside, 5,7-dihydroxy-2-(4-hydroxy-3,5-dimethoxyphenyl)-1-benzopyrylium-3-yl, chloride (1:1)
MALVIDIN-3-O-GALACTOSIDE CHLORIDE
malvidin 3-galactoside

Biological Activity

[Description]:

Malvidin-3-galactoside chloride, an anthocyanin monomer, induces hepatocellular carcinoma (HCC) cells cycle arrest and apoptosis. Malvidin-3-galactoside chloride inhibits the production and accumulation of ROS. Malvidin-3-galactoside chloride has anti-tumor function[1].

[Related Catalog]:

Signaling Pathways >> Apoptosis >> Apoptosis
Research Areas >> Cancer
Signaling Pathways >> Protein Tyrosine Kinase/RTK >> ROS

[In Vitro]

Malvidin-3-galactoside chloride (50, 100, 200 μg/mL; for 24, 48, 72 h) displays obvious cytotoxicity on Huh-7 cells and has no significant effect with 50 and 100 μg/mL for 48 h. Malvidin-3-galactoside chloride has a notable cytotoxic effect against Huh-7 cells at 72 h[1]. Malvidin-3-galactoside chloride (50-200 μg/mL) arrests the cells in the S phase, accompanied by the cells in the G1 phase decreased, and the cells in the S phase increased[1]. Malvidin-3-galactoside chloride (50-200 μg/mL; for 72 h) induces cell apoptosis in Huh-7 cells[1]. Malvidin-3-galactoside chloride (50-200 μg/mL; for 72 h) markedly increased the levels of caspase-3, cleaved-caspase-3 and cleaved-PARP in a dose-dependent manner[1]. Malvidin-3-galactoside chloride (50-200 μg/mL; for 12 h) inhibits the production and accumulation of ROS[1]. Malvidin-3-galactoside chloride (50-200 μg/mL; for 12 h) dramatically reduces the level of phosphorylation ERK (p-ERK) in a dose-dependent manner. Malvidin-3-galactoside chloride with 200 μg/mL markedly increases the phosphorylation level of p38 and JNK (p-p38 and p-JNK)[1]. Malvidin-3-galactoside chloride (50-200 μg/mL; for 12 h) inhibits the migration and invasion in Huh-7 cells[1].

[References]

[1]. Jie Lin, et al. Malvidin-3-galactoside from blueberry suppresses the growth and metastasis potential of hepatocellular carcinoma cell Huh-7 by regulating apoptosis and metastases pathways. Food Science and Human Wellness, Volume 9, Issue 2, June 2020, Pages 136-145.

Chemical & Physical Properties

[ Molecular Formula ]:
C23H25ClO12

[ Molecular Weight ]:
528.890

[ Exact Mass ]:
528.103455

[ PSA ]:
191.67000

[ Storage condition ]:
2-8°C

Safety Information

[ Personal Protective Equipment ]:
Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter

[ RIDADR ]:
NONH for all modes of transport

[ WGK Germany ]:
3

Articles

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Crit. Rev. Food Sci. Nutr 53(3) , 296-306, (2013)

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Direct effects of Vaccinium myrtillus L. fruit extracts on rat heart mitochondrial functions.

Phytother Res. 27(4) , 499-506, (2013)

In this study, the direct influence of bilberry (Vaccinium myrtillus) fruit extracts (aqueous and ethanolic) rich in anthocyanins on the oxidative phosphorylation of isolated rat heart mitochondria wa...


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Related Compounds