TangeretinA methoxyflavone with antiproliferative effects

Tangeretin (CAS 481-53-8)

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Application: A methoxyflavone with antiproliferative effects
CAS Number: 481-53-8
Molecular Weight: 372.4
Molecular Formula: C20H20O7
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Tangeretin is a methoxyflavone compound found in citrus fruits that demonstrates antiproliferative and antioxidant effects. Tangeretin is described to block cell cycle progression at G1 in MDA-MB-435, MCF-7, and HT-29 cell lines. In human T47D cells, Tangeretin was demonstrated to inhibit ERK1/2 (extracellular-signal-regulated kinases 1/2) phosphorylation. Antioxidant activity is as reported with Tangeretin, and it was demonstrated to suppress induction of COX-2 mRNA by IL-1β and to block IL-1β-induced production of COX-2 in A549 cells.


References

1. Chaumontet, C., et al. 1997. Cancer Lett. 114: 207-210. PMID: 9103293
2. Kawaii, S., et al. 1999. Biosci. Biotechnol. Biochem. 63: 896-899. PMID: 10380632
3. Van Slambrouck, S., et al. 2005. FEBS Lett. 579: 1665-1669. PMID: 15757658
4. Chen, K.H., et al. 2007. Biochem. Pharmacol. 73: 215-227. PMID: 17067555
5. Morley, K.L., et al. 2007. Cancer Lett. 251: 168-178. PMID: 17197076

Appearance :
Powder
Physical State :
Solid
Derived From :
Citrus fruit
Solubility :
Soluble in methanol (1 mg/ml, Colorless and clear), ethyl acetate, DMSO (8 mg/ml at 25° C), water (<1 mg/ml at 25° C), and ethanol (<1 mg/ml at 25° C).
Storage :
Store at -20° C
Melting Point :
153.0-157.0° C
Boiling Point :
565.33° C at 760 mmHg (Predicted)
Density :
1.24 g/cm3 (Predicted)
Refractive Index :
n20D 1.57 (Predicted)
IC50 :
PMA-stimulated pro MMP9 production: IC50 = 6.8 µM (human); ABCG2: IC50 = 17 µM (human); P-gp expressed in A2780adr cells: IC50 = 19 µM; TNFαexpression: IC50 = 30 µM (human); TNFα-stimulated pro MMP9 production: IC50 = 33.2 µM (human)
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
WGK Germany :
3
RTECS :
DJ3102725
PubChem CID :
68077
MDL Number :
MFCD00017438
EC Number :
207-570-1
Beilstein Registry :
351695
SMILES :
COC1=CC=C(C=C1)C2=CC(=O)C3=C(O2)C(=C(C(=C3OC)OC)OC)OC

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Certificate of Analysis

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