β,β-Dimethylacrylshikonin |
| カタログ番号GC37982 |
β,β-Dimethylacrylshikonin (Isoarnebin I) is a naphthoquinone derivative isolated from Arnebia nobilis, promotes angiogenesis by inducing eNOS, VEGF and HIF-1α expression through the PI3K-dependent pathway.β,β-Dimethylacrylshikonin has anti-tumorアクティビティ。
Products are for research use only. Not for human use. We do not sell to patients.
Cas No.: 24502-79-2
Sample solution is provided at 25 µL, 10mM.
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β,β-Dimethylacrylshikonin is a naphthoquinone derivative extracted from Lithospermum officinale[1]. β,β-Dimethylacrylshikonin exerts anti-inflammatory, anti-tumor and antioxidant effects by inhibiting the nuclear factor κB (NF-κB) and mitogen-activated protein kinase (MAPK) signaling pathways[2, 3].
In vitro, treatment of A549 cells with β,β-Dimethylacrylshikonin (15μM) for 24h induced the loss of mitochondrial membrane potential and the release of cytochrome c in the cells, and the membrane potential decreased from 81.9% to 33.2%[4]. Treatment of human gastric cancer SGC-7901 cells with β,β-Dimethylacrylshikonin (0-15μg/mL) for 24h and 48h inhibited cell viability and induced apoptosis in a dose- and time-dependent manner, downregulated the expression of XIAP, cIAP-2 and Bcl-2, upregulated the expression of Bak and Bax, and led to loss of mitochondrial membrane potential and release of cytochrome c[5]. Treatment of human colorectal cancer HCT-116 cells with β,β-Dimethylacrylshikonin (2.5, 5, 10μg/mL) for 12-48h inhibited cell growth in a dose- and time-dependent manner, induced apoptosis and cell cycle arrest[6].
In vivo, intravenous injection of β,β-Dimethylacrylshikonin (0.3, 0.6, 1.2mg/kg) in HCT-116 xenograft mice significantly inhibited tumor growth, downregulated the expression of Bcl-2, and upregulated the expression of Bax in tumor tissues[6].
References:
[1] Han J, Weng X, Bi K. Antioxidants from a Chinese medicinal herb–Lithospermum erythrorhizon[J]. Food chemistry, 2008, 106(1): 2-10.
[2] Guo C, He J, Song X, et al. Pharmacological properties and derivatives of shikonin—A review in recent years[J]. Pharmacological research, 2019, 149: 104463.
[3] Boulos J C, Rahama M, Hegazy M E F, et al. Shikonin derivatives for cancer prevention and therapy[J]. Cancer letters, 2019, 459: 248-267.
[4] Wang H, Ma X. β, β-Dimethylacrylshikonin induces mitochondria-dependent apoptosis of human lung adenocarcinoma cells in vitro via p38 pathway activation[J]. Acta Pharmacologica Sinica, 2015, 36(1): 131-138.
[5] Shen X J, Wang H B, Ma X Q, et al. β, β-Dimethylacrylshikonin induces mitochondria dependent apoptosis through ERK pathway in human gastric cancer SGC-7901 cells[J]. 2012.
[6] Fan Y, Jin S, He J, et al. Effect of β, β-dimethylacrylshikonin on inhibition of human colorectal cancer cell growth in vitro and in vivo[J]. International Journal of Molecular Sciences, 2012, 13(7): 9184-9193.
| Cell experiment [1]: | |
Cell lines | A549 cells |
Preparation Method | Cells (5×103 cells/well) were treated with or without β,β-Dimethylacrylshikonin (15μM) for 24h and subsequently stained with JC-1 for 15min at 37°C. The mitochondrial membrane potential was detected using flow cytometry. |
Reaction Conditions | 15μM; 24h |
Applications | The membrane potential decreased from 81.9% to 33.2% after treatment with β,β-Dimethylacrylshikonin. |
| Animal experiment [2]: | |
Animal models | Male nude mice |
Preparation Method | HCT-116 cells (1×107 cells/mL, 0.2mL/mouse) were injected subcutaneously into the upper left flank region of mice. The mice were randomly divided into four groups. Mice in each group were treated daily with β,β-Dimethylacrylshikonin (0.3, 0.6, 1.2mg/kg) or the same volume of saline as a negative control group by intraperitoneal administration every alternate day from day one. All the mice were sacrificed on day 13 after inoculation with HCT-116 cells. The tumor was measured for largest and smallest diameters, and the tumor volume was calculated. |
Dosage form | 0.3, 0.6, 1.2mg/kg; i.p. |
Applications | β,β-Dimethylacrylshikonin treatment significantly inhibited tumor growth in mice, downregulated the expression of Bcl-2 in tumor tissues, and upregulated the expression of Bax. |
References: | |
| Cas No. | 24502-79-2 | SDF | |
| Canonical SMILES | O=C1C2=C(O)C=CC(O)=C2C(C=C1[C@@H](C/C=C(C)/C)OC(/C=C(C)/C)=O)=O | ||
| Formula | C21H22O6 | M.Wt | 370.4 |
| 溶解度 | DMSO: 25 mg/mL (67.49 mM) | Storage | 4°C, protect from light |
| General tips | Please select the appropriate solvent to prepare the stock solution according to the
solubility of the product in different solvents; once the solution is prepared, please store it in
separate packages to avoid product failure caused by repeated freezing and thawing.Storage method
and period of the stock solution: When stored at -80°C, please use it within 6 months; when stored
at -20°C, please use it within 1 month. To increase solubility, heat the tube to 37°C and then oscillate in an ultrasonic bath for some time. |
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| Shipping Condition | Evaluation sample solution: shipped with blue ice. All other sizes available: with RT, or with Blue Ice upon request. | ||
| Prepare stock solution | |||
|
1 mg | 5 mg | 10 mg |
| 1 mM | 2.6998 mL | 13.4989 mL | 26.9978 mL |
| 5 mM | 0.54 mL | 2.6998 mL | 5.3996 mL |
| 10 mM | 0.27 mL | 1.3499 mL | 2.6998 mL |
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Method for preparing DMSO master liquid: mg drug pre-dissolved in μL DMSO ( Master liquid concentration mg/mL, Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug. )
Method for preparing in vivo formulation: Take μL DMSO master liquid, next addμL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O, mix and clarify.
Method for preparing in vivo formulation: Take μL DMSO master liquid, next add μL Corn oil, mix and clarify.
Note: 1. Please make sure the liquid is clear before adding the next solvent.
2. Be sure to add the solvent(s) in order. You must ensure that the solution obtained, in the previous addition, is a clear solution before proceeding to add the next solvent. Physical methods such as vortex, ultrasound or hot water bath can be used to aid dissolving.
3. All of the above co-solvents are available for purchase on the GlpBio website.
Quality Control & SDS
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- Purity: >98.00%
- COA (Certificate Of Analysis)
- SDS (Safety Data Sheet)
- Datasheet
Average Rating: 5 (Based on Reviews and 33 reference(s) in Google Scholar.)
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