(±)-Jasmonic Acid methyl ester

目录号: GC16375纯度: >98.00%同义词: 甲基茉莉酮酸酯,(±)-Methyl Jasmonate
(±)-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
Cas No.: 39924-52-2
规格价格库存数量操作
5g¥452.00现货
1
10g¥809.00现货
1
25g¥1,733.00现货
1

文献被引

本产品暂无引用记录;以下为 GlpBio 产品在 Nature / Cell / Science 等顶刊的客户引用样例
  • Nature cover
    Nature
    641, 529–536 (2025)
  • Nature cover
    Nature
    628, 630–638 (2024)
  • Nature cover
    Nature
    632, 686–694 (2024)
  • Nature cover
    Nature
    618, 1017–1023 (2023)
  • Nature cover
    Nature
    610, 366–372 (2022)
  • Cell cover
    Cell
    187(9):2288-2304 (2024)
  • Cell cover
    Cell
    183(7):1867-1883 (2020)
  • Science cover
    Science
    388(6745) (2025)
  • Science cover
    Science
    387(6739) (2025)
  • Science cover
    Science
    387(6734) (2025)
  • Cell Research cover
    Cell Research
    35, 97–116 (2025)
  • Cell Research cover
    Cell Research
    34, 683–706 (2024)
  • Cell Research cover
    Cell Research
    33, 273–287 (2023)
  • Cell Research cover
    Cell Research
    33, 546–561 (2023)
  • Cell Research cover
    Cell Research
    33, 904–922 (2023)
  • Cell Research cover
    Cell Research
    31, 1291–1307 (2021)

产品描述 Description

(±)-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]

实验参考方法 Experimental Reference Method

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:
[1] 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.
[2] 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.

产品文档 Product Documents

Purity:>98.00%

化学性质Chemical Properties

CAS 号
39924-52-2
同义词
甲基茉莉酮酸酯,(±)-Methyl Jasmonate
化学名
3-oxo-2-(2-penten-1-yl)-cyclopentaneacetic acid, methyl ester
SMILES
O=C1[C@@](C/C=C\CC)([H])[C@](CC(OC)=O)([H])CC1
分子式
C13H20O3
分子量
224.3 g/mol
溶解性
≤30mg/ml in ethanol;15mg/ml in DMSO;25mg/ml in dimethyl formamide
保存条件
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°C,然后在超声波浴中震荡一段时间。
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。

计算工具摩尔浓度 / 稀释 / 分子量 / 单位换算 / 体内配方 / 溶解度

g/mol