6,7-DIMETHOXY-3',4',5-TRIHYDROXYFLAVONE Chemical Properties

Melting point:

280-281.5℃ (methanol )

Boiling point:

616.1±55.0 °C(Predicted)

Density 

1.483±0.06 g/cm3(Predicted)

storage temp. 

2-8°C

solubility 

Acetone: soluble; Chloroform: soluble; DMSO: soluble

pka

6.31±0.40(Predicted)

form 

powder

color 

white to beige

Safety Information

WGK Germany 

3

RTECS 

DJ3011100

6,7-DIMETHOXY-3',4',5-TRIHYDROXYFLAVONE Usage And Synthesis

Uses

Cirsiliol is a potent and selective 5-lipoxygenase inhibitor and a competitive low affinity benzodiazepine receptor ligand.

Definition

ChEBI: A dimethoxyflavone that is flavone substituted by methoxy groups at positions 6 and 7 and hydroxy groups at positions 5, 3' and 4' respectively.

Biological Activity

Cirsiliol is a flavonoid th at displays anti-inflammatory, anti-oxidant, anti-proliferative, and anti-bacterial activities. Cirsiliol sensitizes non-small cell lung cancer cell lines (NSCLC) to radiation therapy. Cirsiliol inhibits epithelial-mesenchymal transition likely by induction of tumor-suppressive miR-34a, which suppresses Notch-1 expression NSCLC.

in vivo

IC 50

5-Lipoxygenase

References

[1] Mustafa EH, et al. Effects of cirsiliol, a flavone isolated from Achillea fragrantissima, on rat isolated ileum. Gen Pharmacol. 1992 May;23(3):555-60. DOI:10.1016/0306-3623(92)90127-6
[2] Kang J, et al. Rhamnetin and cirsiliol induce radiosensitization and inhibition of epithelial-mesenchymal transition (EMT) by miR-34a-mediated suppression of Notch-1 expression in non-small cell lung cancer cell lines. J Biol Chem. 2013 Sep 20;288(38):27343-57. DOI:10.1074/jbc.M113.490482

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