Centaureidin
Centaureidin is an orally active IFN-promoter that can be isolated from Bidens pilosa with an EC50 of 0.9 μg/mL. Centaureidin activates the Rho signal pathway, leading to actin and tubulin disassembly, and resulting in dendrite retraction and stress fiber formation in melanocytes. Centaureidin shows high tumor cell growth inhibitory activities. Centaureidin significantly inhibits paw edema in mice[1][2][3][4][5].
For research use only. We do not sell to patients.
- CAS No.: 17313-52-9
- Formula: C18H16O8
- Molecular Weight:360.31
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Storage:
Please store the product under the recommended conditions in the Certificate of Analysis.
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Biological Activity
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Chemical Information
- Purity & Documentation
- References
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Help & FAQs
Biological Activity
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Cell Line
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Type | Value | Description | References |
|---|---|---|---|---|
| CA46 | IC50 |
0.2 μM
Compound: 1 centaureidin
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Tested for the cytotoxicity concentration in CA46 burkitt lymphoma cells
Tested for the cytotoxicity concentration in CA46 burkitt lymphoma cells
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10.1016/S0960-894X(01)81233-6 |
| CA46 | IC50 |
2 μM
Compound: 93
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Cytotoxicity against human CA46 cells assessed as inhibition of tubulin polymerization after 36 hrs
Cytotoxicity against human CA46 cells assessed as inhibition of tubulin polymerization after 36 hrs
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[PMID: 30953881] |
| KB | ED50 |
0.4 μg/mL
Compound: NSC-106969
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Cytotoxicity against human KB cells
Cytotoxicity against human KB cells
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[PMID: 469554] |
| KB | IC50 |
0.04 μg/mL
Compound: Centaureidin
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Cytotoxicity against human KB cells
Cytotoxicity against human KB cells
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[PMID: 8759170] |
| KB | IC50 |
0.27 μg/mL
Compound: 9
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Cytotoxicity against human KB cells
Cytotoxicity against human KB cells
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[PMID: 7964782] |
| MCF7 | IC50 |
0.24 μM
Compound: Centaureidin
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Antiproliferative activity against human MCF7 cells assessed as reduction in cell viability incubated for 72 hrs by MTT assay
Antiproliferative activity against human MCF7 cells assessed as reduction in cell viability incubated for 72 hrs by MTT assay
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[PMID: 38870715] |
Centaureidin (2 μg/mL, 24-72 h) can stimulate IFN-γ transcription in a T cell line and Jurkat cells[1].
Centaureidin (0.5 μM, 6 days) inhibits melanosome transfer and induces cell morphological change in NHEM cells[2].
Centaureidin (0.5 μM, 24-72 h) reduces dendricity and stress fiber formation of NHEM cells [2].
Centaureidin (0.5 μM, 30-240 min) activates the Rho signal pathway, but not Rac or CDC42 in NHEM cells [2].Centaureidin (72 h) shows high cell growth inhibitory activities with IC50s of 0.0819 μM (HeLa cells), 0.1250 μM (MCF-7 cells), 0.3540 μM (A-431 cells)[3].
Centaureidin (10-100 μM) completely relaxes, in a concentration-dependent fashion, the contractions induced by Norepinephrine (NA) (HY-13715) (IC50 = 16.7 μM) or by a high K concentration (IC50 = 16.1 μM ) in intact rat aortic rings[4].
MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.
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Cell Line:NHEM cells
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Concentration:0.5 μM
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Incubation Time:30, 60, 240 min
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Result:Increased GTP-bound Rho content nearly 200% at 30 min, whereas GTP-Rac content showed only a slight increase.
Elevated GTP-Rho at 4 h.
Decreased the level of GTP CDC42.
MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.
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Animal Model:Female Swiss mice (15-25 g) injected with 0.05 mL 3% Carrageenan (Type IV) in saline[5]
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Dosage:25 mg/kg
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Administration:
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Result:Inhibited paw edema by 55.5% at 5 h post-carrageenan injection.
Chemical Information
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CAS No. 17313-52-9
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Molecular Weight 360.31
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Formula C18H16O8
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SMILES
O=C1C(OC)=C(C2=CC(O)=C(OC)C=C2)OC3=CC(O)=C(C(O)=C13)OC
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Structure Classification
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Initial Source
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Shipping
Room temperature in continental US; may vary elsewhere.
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Storage
Please store the product under the recommended conditions in the Certificate of Analysis.
Purity & Documentation
References
[1]. Chang SL, et al. Flavonoids, centaurein and centaureidin, from Bidens pilosa, stimulate IFN-gamma expression. J Ethnopharmacol. 2007 Jun 13;112(2):232-6. [Content Brief]
[2]. Ito Y, et al. Centaureidin promotes dendrite retraction of melanocytes by activating Rho. Biochim Biophys Acta. 2006 Mar;1760(3):487-94. [Content Brief]
[3]. Csupor-Löffler B, et al. Antiproliferative effect of flavonoids and sesquiterpenoids from Achillea millefolium s.l. on cultured human tumour cell lines. Phytother Res. 2009 May;23(5):672-6. [Content Brief]
[4]. Orallo F, et al. Preliminary study of the potential vasodilator effects on rat aorta of centaurein and centaureidin, two flavonoids from Centaurea corcubionensis. Planta Med. 1998 Mar;64(2):116-9. [Content Brief]
[5]. Abad M.J.，et al. Anti-inflammatory activity of two flavonoids from Tanacetum microphyllum. J Nat Prod. 1993 Jul;56(7):1164-7. [Content Brief]
Calculators
Concentration (start) × Volume (start) = Concentration (final) × Volume (final)
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