(±)-Jasmonic Acid methyl ester是一种重要的天然植物信号分子和植物激素，具备多种生物学活性。
Cas No.:39924-52-2
Sample solution is provided at 25 µL, 10mM.
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(±)-Jasmonic Acid methyl ester is an important natural plant signaling molecule and phytohormone that possesses diverse biological activities. (±)-Jasmonic Acid methyl ester is used in research related to cancer, inflammatory responses, and other areas[1-4].
In vitro, (±)-Jasmonic Acid methyl ester (1-2mM) was used to treat the human neuroblastoma cell lines SK-N-SH and BE(2)-C for 6-24h. (±)-Jasmonic Acid methyl ester significantly inhibited cell viability and downregulated the expression of proliferating cell nuclear antigen (PCNA), while inducing apoptosis and downregulating the expression of X-linked inhibitor of apoptosis protein (XIAP) and survivin[5]. (±)-Jasmonic Acid methyl ester (0.5-2.0mM) was used to treat the human prostate adenocarcinoma cell line PC-3 exposed to 7.6Gy γ-radiation for 24 hours. (±)-Jasmonic Acid methyl ester significantly suppressed the expression of the anti-apoptotic protein Bcl-2, induced apoptosis, and enhanced caspase-3 activity[6].
In vivo, (±)-Jasmonic Acid methyl ester (60mg/kg; once daily) was administered intraperitoneally to female BALB/c mice bearing 4T1 breast cancer for 10 days. (±)-Jasmonic Acid methyl ester inhibited tumor growth and caused grade 1 hepatotoxicity[7]. (±)-Jasmonic Acid methyl ester (5-20mg/kg) was administered intraperitoneally to male Swiss mice treated with intraperitoneal LPS (830μg/kg) for 7 days. (±)-Jasmonic Acid methyl ester significantly reduced LPS-induced depressive-like behaviors, reversed anhedonia, and decreased corticosterone, TNF-α levels, and oxidative stress[8].
References:
[1] Li H, Lv L, Wu C, et al. Methyl Jasmonate Protects Microglial Cells Against β-Amyloid-Induced Oxidative Stress and Inflammation via Nrf2-Dependent HO-1 Pathway. Neuropsychiatr Dis Treat. 2020 Jun 4;16:1399-1410.
[3] Zhang M, Zhang MW, Zhang L, et al. Methyl jasmonate and its potential in cancer therapy. Plant Signal Behav. 2015;10(9):e1062199.
[4] Yang DK, Tungalag T, Lee SJ, et al. Methyl Jasmonate-induced Increase in Intracellular Magnesium Promotes Apoptosis in Breast Cancer Cells. Anticancer Res. 2024 Mar;44(3):1087-1095.
[5] Tong QS, Jiang GS, Zheng LD, et al. Methyl jasmonate downregulates expression of proliferating cell nuclear antigen and induces apoptosis in human neuroblastoma cell lines. Anticancer Drugs. 2008 Jul;19(6):573-81.
[6] Ezekwudo D, Shashidharamurthy R, Devineni D, et al. Inhibition of expression of anti-apoptotic protein Bcl-2 and induction of cell death in radioresistant human prostate adenocarcinoma cell line (PC-3) by methyl jasmonate. Cancer Lett. 2008 Nov 8;270(2):277-85.
[7] Yousefi S, Darvishi P, Yousefi Z, et al. Effect of methyl jasmonate and 3-bromopyruvate combination therapy on mice bearing the 4 T1 breast cancer cell line. J Bioenerg Biomembr. 2020 Apr;52(2):103-111.
[8] Adebesin A, Adeoluwa OA, Eduviere AT, et al. Methyl jasmonate attenuated lipopolysaccharide-induced depressive-like behaviour in mice. J Psychiatr Res. 2017 Nov;94:29-35.
(±)-Jasmonic Acid methyl ester是一种重要的天然植物信号分子和植物激素，具备多种生物学活性。(±)-Jasmonic Acid methyl ester用与癌症、炎症反应等相关研究[1-4]。
在体外，(±)-Jasmonic Acid methyl ester（1-2mM）处理人类神经母细胞瘤细胞系SK-N-SH和BE(2)-C 6-24小时。(±)-Jasmonic Acid methyl ester显著抑制细胞活力并下调增殖细胞核抗原（PCNA）的表达，同时诱导细胞凋亡并下调X连锁凋亡抑制蛋白（XIAP）和生存素（survivin）的表达[5]。(±)-Jasmonic Acid methyl ester（0.5-2.0mM）处理经7.6Gy γ-辐射照射的人前列腺腺癌细胞系PC-3 24小时。(±)-Jasmonic Acid methyl ester显著抑制抗凋亡蛋白Bcl-2的表达，同时诱导细胞凋亡并增强caspase-3活性[6]。
在体内，(±)-Jasmonic Acid methyl ester（60mg/kg；每日一次）腹腔注射于携带4T1乳腺癌的BALB/c雌性小鼠10天。(±)-Jasmonic Acid methyl ester可抑制肿瘤生长，同时引起1级肝毒性[7]。(±)-Jasmonic Acid methyl ester（5-20mg/kg）腹腔注射于处理腹腔注射LPS（830μg/kg）的雄性瑞士小鼠，连续7天。(±)-Jasmonic Acid methyl ester显著减少了LPS诱导的抑郁样行为，逆转了快感缺失，并降低了皮质酮、TNF-α水平和氧化应激[8]。
| Cell experiment [1]: | |
Cell lines | PC-3 cells (human prostate adenocarcinoma cell line) |
Preparation Method | PC-3 cells were maintained in RPMI-1640 supplemented with 10% fetal bovine serum (FBS) and 1% penicillin-streptomycin at 37°C in a humidified, 5% CO₂ atmosphere. PC-3 cells were treated with (±)-Jasmonic Acid methyl ester at concentrations of 0.5-2.0mM and/or exposed to γ-radiation (7.6Gy) for 24 hours. |
Reaction Conditions | 0.5-2.0mM; 24h. |
Applications | (±)-Jasmonic Acid methyl ester suppressed the radiation-induced anti-apoptotic Bcl-2 protein expression and elevated caspase-3 activity in irradiated PC-3 cells. (±)-Jasmonic Acid methyl ester also increased apoptosis in the combined treatment group compared to the irradiated group or the untreated control. |
| Animal experiment [2]: | |
Animal models | Male Swiss mice |
Preparation Method | Mice were given (±)-Jasmonic Acid methyl ester (5-20mg/kg), imipramine (10mg/kg) or vehicle (10mL/kg) intraperitoneally for 7 days. On day 7, treatment was carried out 30min prior to i.p injection of LPS (830μg/kg). Twenty four hours after LPS administration, tail suspension, forced swim and sucrose preference tests were carried out. |
Dosage form | 5-20mg/kg; i.p.; 7 days |
Applications | (±)-Jasmonic Acid methyl ester reduced the duration of immobility in LPS-treated mice in the tail suspension and forced swim tests, reversed LPS-induced reduction in sucrose preference, decreased serum corticosterone and brain TNF-α levels, and reduced oxidative stress parameters (elevated MDA and decreased GSH) in the brains of LPS-treated mice. |
References: | |
| Cas No. | 39924-52-2 | SDF | |
| 别名 | 甲基茉莉酮酸酯,(±)-Methyl Jasmonate | ||
| 化学名 | 3-oxo-2-(2-penten-1-yl)-cyclopentaneacetic acid, methyl ester | ||
| Canonical SMILES | O=C1[C@@](C/C=C\CC)([H])[C@](CC(OC)=O)([H])CC1 | ||
| 分子式 | C13H20O3 | 分子量 | 224.3 |
| 溶解度 | ≤30mg/ml in ethanol;15mg/ml in DMSO;25mg/ml in dimethyl formamide | 储存条件 | Store at RT |
| General tips | 请根据产品在不同溶剂中的溶解度选择合适的溶剂配制储备液；一旦配成溶液，请分装保存，避免反复冻融造成的产品失效。 储备液的保存方式和期限：-80°C 储存时，请在 6 个月内使用，-20°C 储存时，请在 1 个月内使用。 为了提高溶解度，请将管子加热至37℃，然后在超声波浴中震荡一段时间。 |
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| Shipping Condition | 评估样品解决方案：配备蓝冰进行发货。所有其他可用尺寸：配备RT，或根据请求配备蓝冰。 | ||
| 制备储备液 | |||
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1 mg | 5 mg | 10 mg |
| 1 mM | 4.4583 mL | 22.2916 mL | 44.5831 mL |
| 5 mM | 891.7 μL | 4.4583 mL | 8.9166 mL |
| 10 mM | 445.8 μL | 2.2292 mL | 4.4583 mL |
| 第一步：请输入基本实验信息（考虑到实验过程中的损耗，建议多配一只动物的药量） | ||||||||||
| 给药剂量 | mg/kg |  |
动物平均体重 | g | |
每只动物给药体积 | ul | |
动物数量 | 只 |
| 第二步：请输入动物体内配方组成（配方适用于不溶于水的药物；不同批次药物配方比例不同，请联系GLPBIO为您提供正确的澄清溶液配方） | ||||||||||
| % DMSO % % Tween 80 % saline | ||||||||||
| 计算重置 | ||||||||||
计算结果:
工作液浓度： mg/ml；
DMSO母液配制方法： mg 药物溶于 μL DMSO溶液（母液浓度 mg/mL，
体内配方配制方法：取 μL DMSO母液，加入 μL PEG300，混匀澄清后加入μL Tween 80，混匀澄清后加入 μL saline，混匀澄清。
1. 首先保证母液是澄清的；
2.
一定要按照顺序依次将溶剂加入，进行下一步操作之前必须保证上一步操作得到的是澄清的溶液，可采用涡旋、超声或水浴加热等物理方法助溶。
3. 以上所有助溶剂都可在 GlpBio 网站选购。
Quality Control & SDS
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- Purity: >98.00% Appearance: A liquid
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