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13-methyl Myristic Acid

(Synonyms: 13-甲基十四烷酸,13-MTD; 13-Methylmyristic acid) 目录号 : GC41366 复制 一键复制产品信息

13-methyl Myristic Acid(13-MTD)是一种从大豆发酵产物中提纯的饱和支链脂肪酸。

13-methyl Myristic Acid Chemical Structure

Cas No.:2485-71-4

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Description

13-methyl Myristic Acid(13-MTD) is a saturated branched fatty acid purified from soybean fermentation products. 13-methyl Myristic Acid can induce apoptosis in various human cancer cells, including leukemia K562, breast cancer MCF7, prostate cancer DU145, lung small cell carcinoma NCI-H1688, pancreatic adenocarcinoma BxPC3, liver carcinoma SNU-423, gastric carcinoma NCI-SNU-1, and colon carcinoma HCT116. 13-methyl Myristic Acid has the potential to be a broad-spectrum, high-performance anti-tumor drug with low side effects[1].

In vitro, 13-methyl Myristic Acid treatment for 48h resulted in IC50 values of 25.74±3.50μg/mL, 31.29±2.27μg/mL, and 31.53±5.18μg/mL in T-NHL cell lines (Jurkat, Hut78, and EL4), respectively[2]. Treatment of human bladder cancer cells (T24, 5637, and UM-UC-3) with 13-methyl Myristic Acid (35–140μg/mL) inhibited cell proliferation in a dose-dependent manner, with reductions in cell viability ranging from 10% to 85% after 12h and from 25% to 97% after 24h. Treatment with 70μg/mL 13-methyl Myristic Acid induced apoptosis in bladder cancer cell lines in a time-dependent manner over 2-48h, characterized by decreased Bcl-2 expression, increased Bax expression, reduced AKT phosphorylation, and activation of p38 and JNK phosphorylation[1].

In vivo, treatment with 13-methyl Myristic Acid (70mg/kg/day) significantly inhibited tumor growth in BALB/C nude mice subcutaneously injected with Jurkat lymphoma cells after 30 days of treatment and in those injected with EL4 cells after 15 days[2].

References:
[1] Lin T, Yin X, Cai Q, et al. 13-Methyltetradecanoic acid induces mitochondrial-mediated apoptosis in human bladder cancer cells. Urol Oncol. 2012;30(3):339-345.
[2] Cai Q, Huang H, Qian D, et al. 13-methyltetradecanoic acid exhibits anti-tumor activity on T-cell lymphomas in vitro and in vivo by down-regulating p-AKT and activating caspase-3. PLoS One. 2013;8(6):e65308.

13-methyl Myristic Acid(13-MTD)是一种从大豆发酵产物中提纯的饱和支链脂肪酸。13-methyl Myristic Acid能诱导多种人类癌细胞凋亡,包括白血病K562、乳腺癌MCF7、前列腺癌DU145、小细胞肺癌H1688、胰腺腺癌BxPC3、肝癌SNU-423、胃癌NCI-SNU-1以及结肠癌HCT116。13-methyl Myristic Acid具有作为广谱高性能且低副作用的抗肿瘤药物的潜力[1]

体外实验中,13-methyl Myristic Acid处理48h后,在T-NHL细胞系(Jurkat,Hut78和EL4)中的IC₅₀值分别为25.74±3.50μg/mL,31.29±2.27μg/mL和31.53±5.18μg/mL[2]。13-methyl Myristic Acid(35-140μg/mL)处理人膀胱癌细胞(T24、5637 和 UM-UC-3)可剂量依赖性抑制细胞增殖,并使细胞活力在处理12h后下降约10%-85%,在处理24h后下降约25%-97%。70μg/mL 13-methyl Myristic Acid在2-48h内以时间依赖方式诱导膀胱癌细胞系发生凋亡,其特征表现为Bcl-2表达下调、Bax表达上调、AKT磷酸化水平降低,以及p38和JNK磷酸化激活[1]

体内实验中,以70mg/kg/d的剂量给予13-methyl Myristic Acid治疗,在皮下接种Jurkat 淋巴瘤细胞的BALB/C裸鼠中,经30天处理显著抑制肿瘤生长;在接种EL4细胞的小鼠中,经15天处理亦显著抑制肿瘤生长[2]

实验参考方法

Cell experiment [1]:

Cell lines

T24, 5637, and UM-UC-3 cells (human bladder cancer cells)

Preparation Method

Test samples of fatty acids were dissolved in phosphate buffered saline (PBS) containing 0.8% Tween 80. Serial dilutions of 0, 35, 70, 105, and 140μg/ml 13-methyl Myristic Acid were used. Cells were seeded in a 96-well microplate with 1x104 cells/well, and divided into control and treatment groups. The control groups contained the same volume of solvent but no 13-methyl Myristic Acid. After 12 and 24 hours, the viable cell numbers were determined by MTT assay.

Reaction Conditions

0, 35, 70, 105, and 140μg/ml; 12 or 24h

Applications

Inhibition of cell viability by 13-methyl Myristic Acid happened in a dose- and time-dependent manner. Reduction in cell viability with 13-methyl Myristic Acid treatment at concentrations of 35-140μg/ml after 12 hours ranged from 10% to 85%; after 24 hours, cell viability reduction ranged from 25% to 97%.
Animal experiment [2]:

Animal models

BALB/C nude mice subcutaneously injected with Jurkat lymphoma or EL4 cells

Preparation Method

When the tumor size was about 5mm (5 days after implantation), the mice were divided into two groups: the treatment group was treated with 13-methyl Myristic Acid 70mg/kg/day for 15 days orally by gavage in EL4 cell xenografts, and 30 days in Jurkat cell xenografts; the control group was administered the same volume of the solvent solution (Tween 80). After treatment, the tumor formation rate was calculated.

Dosage form

70mg/kg/d; 15 or 30d; p.o.

Applications

The mean tumor volume and weight in nude mice receiving 13-methyl Myristic Acid treatment were significantly lower than in the control group.

References:
[1] Lin T, Yin X, Cai Q, et al. 13-Methyltetradecanoic acid induces mitochondrial-mediated apoptosis in human bladder cancer cells. Urol Oncol. 2012;30(3):339-345.
[2] Cai Q, Huang H, Qian D, et al. 13-methyltetradecanoic acid exhibits anti-tumor activity on T-cell lymphomas in vitro and in vivo by down-regulating p-AKT and activating caspase-3. PLoS One. 2013;8(6):e65308.

化学性质

Cas No. 2485-71-4 SDF
别名 13-甲基十四烷酸,13-MTD; 13-Methylmyristic acid
Canonical SMILES CC(C)CCCCCCCCCCCC(O)=O
分子式 C15H30O2 分子量 242.4
溶解度 Chloroform: Soluble,Ethanol: Soluble,Ether: Soluble 储存条件 Store at -20°C
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1 mM 4.1254 mL 20.6271 mL 41.2541 mL
5 mM 825.1 μL 4.1254 mL 8.2508 mL
10 mM 412.5 μL 2.0627 mL 4.1254 mL
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