Alizarin 2-methyl ether
Alizarin 2-methyl ether is a DNA topoisomerase inhibitor. Alizarin 2-methyl ether inhibits the relaxation of supercoiled DNA via DNA topoisomerase I and II. Alizarin 2-methyl ether promotes adipocyte differentiation by increasing lipid accumulation. Alizarin 2-methyl ether possesses antidiabetic and insulin-sensitizing properties. Alizarin 2-methyl ether can be used in research related to human colon cancer, P-388 lymphocytic leukemia and diabetes.
For research use only. We do not sell to patients.
- CAS No.: 6003-11-8
- Formula: C15H10O4
- Molecular Weight:254.24
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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
All Topoisomerase Isoforms
More
Biological Activity
Description
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Topoisomerase I |
Topoisomerase II |
Cellular Effect
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Cell Line
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Type | Value | Description | References |
|---|---|---|---|---|
| HT-29 | IC50 |
51.6 μM
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Cytotoxicity against human colon carcinoma HT-29 cells measured via tetrazolium-based MTT colorimetric assay.
Cytotoxicity against human colon carcinoma HT-29 cells measured via tetrazolium-based MTT colorimetric assay.
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18239313 |
| AGS | IC50 |
100 μM
Compound: 3B
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Cytotoxicity against human AGS cells assessed as cell viability after 72 hrs by MTT assay
Cytotoxicity against human AGS cells assessed as cell viability after 72 hrs by MTT assay
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[PMID: 23454511] |
| MCF7 | IC50 |
>100 μM
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Cytotoxicity against human breast carcinoma MCF-7 cells measured via tetrazolium-based MTT colorimetric assay.
Cytotoxicity against human breast carcinoma MCF-7 cells measured via tetrazolium-based MTT colorimetric assay.
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18239313 |
| HL-60 | IC50 |
100 μM
Compound: 3B
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Cytotoxicity against human HL60 cells assessed as cell viability after 72 hrs by MTT assay
Cytotoxicity against human HL60 cells assessed as cell viability after 72 hrs by MTT assay
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[PMID: 23454511] |
| HepG2 | IC50 |
>100 μM
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Cytotoxicity against human liver carcinoma HepG2 cells measured via tetrazolium-based MTT colorimetric assay.
Cytotoxicity against human liver carcinoma HepG2 cells measured via tetrazolium-based MTT colorimetric assay.
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18239313 |
| J82 | IC50 |
100 μM
Compound: 3B
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Cytotoxicity against human J82 cells assessed as cell viability after 72 hrs by MTT assay
Cytotoxicity against human J82 cells assessed as cell viability after 72 hrs by MTT assay
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[PMID: 23454511] |
| MRC5 | IC50 |
100 μM
Compound: 3B
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Cytotoxicity against human MRC5 cells assessed as cell viability after 72 hrs by MTT assay
Cytotoxicity against human MRC5 cells assessed as cell viability after 72 hrs by MTT assay
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[PMID: 23454511] |
| SK-MES-1 | IC50 |
100 μM
Compound: 3B
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Cytotoxicity against human SKMES1 cells assessed as cell viability after 72 hrs by MTT assay
Cytotoxicity against human SKMES1 cells assessed as cell viability after 72 hrs by MTT assay
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[PMID: 23454511] |
In Vitro
Alizarin 2-methyl ether (compound 8) (20-100 μM; 30 min) inhibits calf thymus DNA topoisomerase I with 75% inhibition at 100 μM and 17% inhibition at 20 μM[1].
Alizarin 2-methyl ether (20-100 μM; 30 min) inhibits human DNA topoisomerase II with 49% inhibition at 100 μM and no inhibition at 20 μM[1].
Alizarin 2-methyl ether has no significant cytotoxicity to human breast carcinoma MCF-7 cells, with an IC50 greater than 100 μM[1].
Alizarin 2-methyl ether has no significant cytotoxicity to human liver carcinoma HepG2 cells, with an IC50 greater than 100 μM[1].
Alizarin 2-methyl ether is cytotoxic to human colon carcinoma HT-29 cells with an IC50 of 51.6 μM[1].
Alizarin 2-methyl ether (compound 2) (100 μM; 8 days) enhances adipocyte differentiation in 3T3-L1 mouse preadipocytes, increasing relative fat accumulation to 131% of insulin-treated control cells[3].
MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.
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Cell Line:3T3-L1 mouse preadipocytes
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Concentration:100 μM
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Incubation Time:8 days
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Result:Enhanced adipocyte differentiation, resulting in a relative fat accumulation level of 131% compared to insulin-treated control cells.
Reached statistically significant effect relative to the insulin-treated control.
In Vivo
MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.
Chemical Information
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CAS No. 6003-11-8
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Molecular Weight 254.24
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Formula C15H10O4
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SMILES
O=C1C2=C(C(C3=C(C(OC)=CC=C13)O)=O)C=CC=C2
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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]. Son JK, et al. Anticancer constituents from the roots of Rubia cordifolia L. Chemical & pharmaceutical bulletin. 2008 Feb;56(2):213-6. [Content Brief]
[2]. Chang P, et al. Antitumor agents 50. 1 Morindaparvin-A, a new antileukemic anthraquinone, and alizarin-1-methyl ether from Morinda parvifolia, and the antileukemic activity of the related derivatives. J Nat Prod. 1982 Mar-Apr;45(2):206-10. [Content Brief]
[3]. Liu Q, et al. Anthraquinones from Morinda officinalis roots enhance adipocyte differentiation in 3T3-L1 cells. Nat Prod Res. 2012;26(18):1750-4. [Content Brief]
Calculators
Concentration (start) × Volume (start) = Concentration (final) × Volume (final)
Alizarin 2-methyl ether Related Classifications
HY-187153 Related Classifications
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