Juglone (Synonyms: 5-Hydroxy-1,4-naphthoquinone, NSC 34266, NSC 153189, NSC 622948) |
Catalog No.GC43933
One-Click Copy Product Info
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Juglone, a phenolic compound found in walnuts, inhibits cystathionine γ-synthase (HpCGS), malonyl-CoA:acylcarrier protein transacylase (HpFabD), and β-hydroxyacylACP dehydratase (HpFabZ) with IC50 values of 7.0±0.7, 20±1, and 30±4µM, respectively.
Products are for research use only. Not for human use. We do not sell to patients.
Cas No.: 481-39-0
Sample solution is provided at 25 µL, 10mM.
Juglone, a phenolic compound found in walnuts, inhibits cystathionine γ-synthase (HpCGS), malonyl-CoA:acylcarrier protein transacylase (HpFabD), and β-hydroxyacylACP dehydratase (HpFabZ) with IC50 values of 7.0±0.7, 20±1, and 30±4µM, respectively[1]. Juglone contains an intramolecular hydrogen bond between hydroxyl and keto groups and is active in donating the hydrogen-atom, which combats oxidative stress[2]. Juglone, a potent urease inactivator, produces irreversible inhibition by covalent modification of protein thiol, which is widely used in antibacterial and antifungal research[3].
In vitro, Juglone treatment for 24h inhibited cell viability of BxPC-3 cells and PANC-1 cells with IC50 values of 21.05 and 21.25μM, respectively[4]. Juglone treatment for 24 hours inhibited the viability of A549 cells with an IC50 value of 9.47μM, arrested the cell cycle and induced apoptosis[5]. Treatment of human fibroblasts with 5μM Juglone for 30min rapidly induced DNA damage, which triggered a stress response leading to H2AX phosphorylation[6].
In vivo, Intraperitoneal injection of Juglone (4mg/kg) to mice every other day for 20 days significantly inhibited the growth of transplanted tumors, resulting in partial degeneration and necrosis of tumor cells [7]. Intraperitoneal injection of Juglone (1mg/kg) every 3 days for 40 days delayed the growth of glioma in mice and prolonged the survival time of glioma-bearing mice [8].
References:
[1] Kong YunHua K Y H, Zhang Liang Z L, Yang ZhengYi Y Z Y, et al. Natural product juglone targets three key enzymes from Helicobacter pylori: inhibition assay with crystal structure characterization[J]. 2008.
[2] Ahmad T, Suzuki Y J. Juglone in oxidative stress and cell signaling[J]. Antioxidants, 2019, 8(4): 91.
[3] Islam A K M M, Widhalm J R. Agricultural uses of juglone: Opportunities and challenges[J]. Agronomy, 2020, 10(10): 1500.
[4] Avcı E, Arıkoğlu H, Kaya D E. Investigation of juglone effects on metastasis and angiogenesis in pancreatic cancer cells[J]. Gene, 2016, 588(1): 74-78.
[5] Zhong J, Hua Y, Zou S, et al. Juglone triggers apoptosis of non-small cell lung cancer through the reactive oxygen species-mediated PI3K/Akt pathway[J]. Plos one, 2024, 19(5): e0299921.
[6] Paulsen M T, Ljungman M. The natural toxin juglone causes degradation of p53 and induces rapid H2AX phosphorylation and cell death in human fibroblasts[J]. Toxicology and applied pharmacology, 2005, 209(1): 1-9.
[7] Wang P, Zhang S D, Jiao J, et al. ROS-mediated p53 activation by juglone enhances apoptosis and autophagy in vivo and in vitro[J]. Toxicology and Applied Pharmacology, 2019, 379: 114647.
[8] Wu J, Zhang H, Xu Y, et al. Juglone induces apoptosis of tumor stem-like cells through ROS-p38 pathway in glioblastoma[J]. BMC neurology, 2017, 17(1): 70.
| Cell experiment [1]: | |
Cell lines | A549 cells |
Preparation Method | A549 cells were cultured in high-glucose DMEM medium supplemented with 10% fetal bovine serum (FBS), 100U/ml penicillin and 100μg/ml streptomycin, and cultured at 37℃ in a humidified environment with 5% CO2. The solution was changed once a day and digested with 0.25% trypsin every 3 days. A549 cells were seeded in 96-well plates (5×103 cells/well) overnight. After adherence, cells were treated with different concentrations of Juglone (1, 2, 4, 8, 16, and 32μM) for 24 hours. Then, 50μL MTT solution was added to each well and incubated for 4 hours. The supernatant was discarded and 100μL DMSO was added to dissolve formazan crystals and the absorbance at 490nm was measured. |
Reaction Conditions | 1, 2, 4, 8, 16, and 32μM; 24h |
Applications | Juglone inhibited cell viability in a concentration-dependent manner within A549 cells. |
| Animal experiment [2]: | |
Animal models | BALB/c nude mice |
Preparation Method | Four-week-old female BALB/c nude mice were cultured and acclimated to the standard environment for one week, and 1 × 107 HepG2 cells were suspended in 100μl cold PBS and injected into the right forelimb socket. When the tumor reached 50mm3 in size, the mice were randomly divided into two groups: the control group and Juglone group (five mice per group). The control group was intraperitoneally injected with 10% DMSO+90% normal saline, and the Juglone group was intraperitoneally injected with 4mg/kg Juglone every other day for 20 days. Mouse body weight and tumor size were measured every 3 days for 4 weeks, and tumor volume was calculated using the following formula: length × width2/2. After treatment, mice were sacrificed, and tumors were removed, weighed, and fixed for immunohistochemical experiments. |
Dosage form | 4mg/kg every other day for 20 days; i.p. |
Applications | Juglone treatment resulted in the reduction of tumor volume in mice, partial degeneration and necrosis of tumor cells, and high expression of cleaved caspase-3. |
References: | |
| Cas No. | 481-39-0 | SDF | |
| Synonyms | 5-Hydroxy-1,4-naphthoquinone, NSC 34266, NSC 153189, NSC 622948 | ||
| Canonical SMILES | O=C1C=CC(C2=CC=CC(O)=C21)=O | ||
| Formula | C10H6O3 | M.Wt | 174.2 |
| Solubility | Ethanol: 10 mg/ml（DMSO can inactivate Juglone's activity）（The solution is unstable, it is recommended to prepare it before use） | Storage | 4°C, protect from light ,unstable in solution, ready to use. |
| 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 | |||
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1 mg | 5 mg | 10 mg |
| 1 mM | 5.7405 mL | 28.7026 mL | 57.4053 mL |
| 5 mM | 1.1481 mL | 5.7405 mL | 11.4811 mL |
| 10 mM | 574.1 μL | 2.8703 mL | 5.7405 mL |
Step 1: Enter information below (Recommended: An additional animal making an allowance for loss during the experiment)
g
μL
Step 2: Enter the in vivo formulation (This is only the calculator, not formulation. Please contact us first if there is no in vivo formulation at the solubility Section.)
Calculation results:
Working concentration: mg/ml;
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 saline, 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
- View current batch:
- Purity: >97.00% Appearance: A solid
- COA (Certificate of Analysis)
- SDS (Safety Data Sheet)
- Datasheet
Average Rating: 5 (Based on Reviews and 4 reference(s) in Google Scholar.)