アリザリン
Based on 1 publication(s) in Google Scholar
Alizarin is a natural dye. Alizarin can be extracted from the roots of madder plant. Alizarin activates AMPK and VEGFR2/eNOS pathway. Alizarin regulates PI3K/Akt and inhibits NF-κB pathway. Alizarin enhances CYP1A1 enzyme activity. Alizarin has protective effects on hypertension and vascular endothelial dysfunction. Alizarin has anti-tumor activity against multiple cancers including pancreatic cancer, breast cancer, osteosarcoma and liver cancer. Alizarin has been widely used as a pigment in textile fabrics and paintings.
商品は「研究用試薬」です。人や動物の医療用・臨床診断用・食品用の製品ではありません。
研究用途以外に使用した場合、当社は一切の責任を負いかねます。
- 純度: 99.48%
- CAS 番号: 72-48-0
- 分子式: C14H8O4
- 分子量:240.21
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保管条件:Powder -20°C, 3 years , 4°C, 2 years ; In solvent -80°C, 6 months , -20°C, 1 month
MedChemExpress(MCE)の使用を引用している文献 Alizarin
MoreAMPK アイソフォーム固有の製品をすべて表示
MoreVEGFR アイソフォーム固有の製品をすべて表示
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生物活性
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Cell Line
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Type | Value | Description | References |
|---|---|---|---|---|
| A549 | IC50 |
>50 μM
Compound: Alizarin
|
Cytotoxicity against human A549 cells after 48 hrs by MTT assay
Cytotoxicity against human A549 cells after 48 hrs by MTT assay
|
[PMID: 24953029] |
| CNE | IC50 |
>100 μM
Compound: Alizarin
|
Cytotoxicity against human CNE cells after 48 hrs by MTT assay
Cytotoxicity against human CNE cells after 48 hrs by MTT assay
|
[PMID: 24953029] |
| HCT-116 | IC50 |
>50 μM
Compound: Alizarin
|
Cytotoxicity against human HCT116 cells after 48 hrs by MTT assay
Cytotoxicity against human HCT116 cells after 48 hrs by MTT assay
|
[PMID: 24953029] |
| HeLa | IC50 |
>100 μM
Compound: Alizarin
|
Cytotoxicity against human HeLa cells after 48 hrs by MTT assay
Cytotoxicity against human HeLa cells after 48 hrs by MTT assay
|
[PMID: 24953029] |
| HepG2 | IC50 |
>50 μM
Compound: Alizarin
|
Cytotoxicity against human HepG2 cells after 48 hrs by MTT assay
Cytotoxicity against human HepG2 cells after 48 hrs by MTT assay
|
[PMID: 24953029] |
| HUVEC | IC50 |
>50 μM
Compound: Alizarin
|
Cytotoxicity against HUVEC after 48 hrs by MTT assay
Cytotoxicity against HUVEC after 48 hrs by MTT assay
|
[PMID: 24953029] |
| KB | IC50 |
15.65 μM
Compound: Alizarin
|
Cytotoxicity against human KB cells after 48 hrs by MTT assay
Cytotoxicity against human KB cells after 48 hrs by MTT assay
|
[PMID: 24953029] |
| KG-1a | EC50 |
60.2 μM
Compound: 2
|
Antiproliferative activity against human KG-1a cells assessed as decrease in cell viability incubated for 72 hrs by trypan blue exclusion assay
Antiproliferative activity against human KG-1a cells assessed as decrease in cell viability incubated for 72 hrs by trypan blue exclusion assay
|
[PMID: 36215859] |
| MGC-803 | IC50 |
39.35 μM
Compound: Alizarin
|
Cytotoxicity against human MGC803 cells after 48 hrs by MTT assay
Cytotoxicity against human MGC803 cells after 48 hrs by MTT assay
|
[PMID: 24953029] |
| NCI-H460 | IC50 |
>50 μM
Compound: Alizarin
|
Cytotoxicity against human NCI-H460 cells after 48 hrs by MTT assay
Cytotoxicity against human NCI-H460 cells after 48 hrs by MTT assay
|
[PMID: 24953029] |
Alizarin (5-80 μM, 24-72 h) inhibits the growth of pancreatic cancer cells by abrogating NF-κB activation[1].
Alizarin (0.01-200 μM, 48 h) enhances CYP1A1 enzyme activity and induces transcriptional changes in hepatoma cells HepG2[2].
Alizarin (5-50 µg/mL, 24-144 h) strongly inhibits the osteosarcoma (IC50 for Saos-2, MG-63, and U-2OS cells, 27.5, 29.0, and 69.9 µg/ml, respectively) and breast carcinoma (IC50 for MDA-MB-231 cells, 62.1 µg/mL) cell proliferation[3].
MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.
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Cell Line:Saos-2, MG-63, and U-2 OS
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Concentration:5, 10, 25, 50 µg/mL
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Incubation Time:24, 48, 72, and 144 h
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Result:Induced a dose-dependent inhibition of cell growth over time in osteosarcoma and breast cancer cell lines.
Showed lower effect in respect with the two osteosarcoma cell lines MG-63 and Saos-2 at the higher concentration.
Alizarin (100 mg/kg/d, p.o., 6 weeks) shows antihypertensive effect in SHR by activating VEGFR2/eNOS pathway, attenuating oxidative stress-induced mitochondrial damage and premature senescence[5].
Alizarin (10 mg/kg, p.o., 4 weeks) shows protective effect on vascular endothelial dysfunction in rats via inhibiting the type 2 diabetes-induced synthesis of THBS1 and activating the AMPK signaling pathway[6].
MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.
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Animal Model:Male spontaneously hypertensive rat (SHR) (200-300 g)[5]
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Dosage:100 mg/kg
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Administration:Oral gavage (p.o.), 6 weeks
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Result:Reduced blood pressure in SHR, attenuated thoracic aortic injury, and increased endothelial dependent relaxation (EDR) in aortic rings.
Elevated activity and phosphorylation level of VEGFR2 and eNOS.
Attenuated endothelial dysfunction caused by hypertension through suppressing oxidative stress.
Ameliorated oxidative stress-induced mitochondrial damage.
| NCT Number | Sponsor | Condition | Start Date |
Phase
|
|---|---|---|---|---|
| NCT01329991 | Plexxikon| | 2011-05 | PHASE1 |
化学情報
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CAS 番号 72-48-0
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性状 Solid
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分子量 240.21
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分子式 C14H8O4
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Color Orange to reddish brown
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SMILES
O=C1C2=C(C=CC=C2)C(C3=CC=C(O)C(O)=C13)=O
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別名
Alizarin
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Structure Classification
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Initial Source
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輸送条件
Room temperature in continental US; may vary elsewhere.
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保管条件
Powder -20°C 3 years 4°C 2 years In solvent -80°C 6 months -20°C 1 month
Publications (1)
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Journal Impact Factor
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Most Recent
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Molecules
Alizarin, an Agonist of AHR Receptor, Enhances CYP1A1 Enzyme Activity and Induces Transcriptional Changes in Hepatoma Cells. [Abstract]2023 Oct 31;28(21):7373. PMID: 37959792
溶剤 & 溶解度
DMSO : 25 mg/mL (104.08 mM; Need ultrasonic; Hygroscopic DMSO has a significant impact on the solubility of product, please use newly opened DMSO)
H2O : < 0.1 mg/mL (insoluble)
Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month. When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.
Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month. When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.
濃度 (開始) × 体積 (開始) = 濃度 (終了) × 体積 (終了)
純度とドキュメンテーション
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データシート (281 KB)
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SDS (758 KB)
- English - EN (758 KB)
- Français - FR (758 KB)
- Deutsch - DE (758 KB)
- Norwegian - NO (758 KB)
- Español - ES (758 KB)
- Swedish - SV (758 KB)
- Italian - IT (758 KB)
- Korean - KR (758 KB)
- Portuguese - PT (758 KB)
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取扱説明書 (2659 KB)
参考文献
[1]. Xu Z, et al. Alizarin, a nature compound, inhibits the growth of pancreatic cancer cells by abrogating NF-κB activation. Int J Biol Sci. 2022 Mar 28;18(7):2759-2774. [Content Brief]
[2]. Liang S, et al. Alizarin, an Agonist of AHR Receptor, Enhances CYP1A1 Enzyme Activity and Induces Transcriptional Changes in Hepatoma Cells. Molecules. 2023 Oct 31;28(21):7373. [Content Brief]
[3]. Fotia C, et al. The natural compound Alizarin as an osteotropic drug for the treatment of bone tumors. J Orthop Res. 2012 Sep;30(9):1486-92. [Content Brief]
[4]. Xu L, et al. Alizarin increase glucose uptake through PI3K/Akt signaling and improve alloxan-induced diabetic mice. Future Med Chem. 2019 Mar;11(5):395-406. [Content Brief]
[5]. Qian YW, et al. The antihypertensive effect of Alizarin is achieved by activating VEGFR2/eNOS pathway, attenuating oxidative stress-induced mitochondrial damage and premature senescence. Life Sci. 2024 Aug 15;351:122862. [Content Brief]
[6]. Zhu ML, et al. Protective effect of alizarin on vascular endothelial dysfunction via inhibiting the type 2 diabetes-induced synthesis of THBS1 and activating the AMPK signaling pathway. Phytomedicine. 2024 Jun;128:155557. [Content Brief]
[7]. Jen M, et al. Ultrafast Intramolecular Proton Transfer of Alizarin Investigated by Femtosecond Stimulated Raman Spectroscopy. J Phys Chem B. 2017 Apr 27;121(16):4129-4136. [Content Brief]
Complete Stock Solution Preparation Table
Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month. When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.
| Optional Solvent | Concentration Solvent Mass | 1 mg | 5 mg | 10 mg | 25 mg |
|---|---|---|---|---|---|
| DMSO | 1 mM | 4.1630 mL | 20.8151 mL | 41.6302 mL | 104.0756 mL |
| 5 mM | 0.8326 mL | 4.1630 mL | 8.3260 mL | 20.8151 mL | |
| 10 mM | 0.4163 mL | 2.0815 mL | 4.1630 mL | 10.4076 mL | |
| 15 mM | 0.2775 mL | 1.3877 mL | 2.7753 mL | 6.9384 mL | |
| 20 mM | 0.2082 mL | 1.0408 mL | 2.0815 mL | 5.2038 mL | |
| 25 mM | 0.1665 mL | 0.8326 mL | 1.6652 mL | 4.1630 mL | |
| 30 mM | 0.1388 mL | 0.6938 mL | 1.3877 mL | 3.4692 mL | |
| 40 mM | 0.1041 mL | 0.5204 mL | 1.0408 mL | 2.6019 mL | |
| 50 mM | 0.0833 mL | 0.4163 mL | 0.8326 mL | 2.0815 mL | |
| 60 mM | 0.0694 mL | 0.3469 mL | 0.6938 mL | 1.7346 mL | |
| 80 mM | 0.0520 mL | 0.2602 mL | 0.5204 mL | 1.3009 mL | |
| 100 mM | 0.0416 mL | 0.2082 mL | 0.4163 mL | 1.0408 mL |