B178
Sigma

Butein

solid

Synonym

1-(2,4-Dihydroxyphenyl)-3-(3,4-dihydroxyphenyl)-2-propen-1-one

2′,3,4,4′-Tetrahydroxychalcone

Molecular Formula

C₁₅H₁₂O₅

Molecular Weight

272.25

CAS Number

487-52-5

MDL number

MFCD00017300

PubChem Substance ID

24891611

EG/EC Number

207-659-5

Expand/Collapse All

Descriptions

Biochem/physiol Actions

Inhibits EGFR and Src tyrosine kinase activities; inhibits cAMP-dependent PDE-IV. Induces apoptosis in B16 melanoma cells and HL-60 human leukemia cells.

Caution

Photosensitive

Properties

form

solid

color

yellow

solubility

DMSO: >50 mg/mL

H₂O: insoluble

References

Reference

Yang, E., et al., Butein a specific protein tyrosine kinase inhibitor. Biochem. Biophys. Res. Commun. 245, 435-438, (1998) abstract

Iwashita, K., et al., Flavonoids inhibit cell growth and induce apoptosis in B16 melanoma 4A5 cells. Biosci. Biotechnol. Biochem. 64, 1813-1820, (2000) abstract

Yu, S.M., et al., Endothelium-dependent relaxation of rat aorta by butein, a novel cyclic AMP-specific phosphodiesterase inhibitor. Eur. J. Pharmacol. 280, 69, (1995) abstract

Aizu, E., et al., Inhibition of 12-O-tetradecanoylphorbol-13-acetate-mediated epidermal ornithine decarboxylase induction and skin tumor promotion by new lipoxygenase inhibitors lacking protein kinase C inhibitory effects. Carcinogenesis 7, 1809-1812, (1986) abstract

Kim, N.Y., et al., Butein, a plant polyphenol, induces apoptosis concomitant with increased caspase-3 activity, decreased Bcl-2 expression and increased Bax expression in HL-60 cells. Pharmacol. Toxicol. 88, 261-266, (2001) abstract

Safety

Safety Statements

22-24/25

WGK Germany