Epibrassinolide
(Synonyms: 表油菜素内酯; 24-Epibrassinolide; B1105; BP55) 目录号 : GC11834
Epibrassinolide是一种广泛存在的油菜素类固醇植物生长激素。
Cas No.:78821-43-9
Sample solution is provided at 25 µL, 10mM.
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Epibrassinolide is a ubiquitously occurring brassinosteroid plant growth hormone[1]. Epibrassinolide is widely used as a plant growth regulator to alleviate heavy-metal and pesticide stress[2]. Epibrassinolide is also used as a potential apoptotic inducer in various cancer cells[3].
In vitro, treatment of LNCaP and DU145 prostate cancer cells with Epibrassinolide (25μM; 24h) induced mitochondria-mediated apoptosis, significantly decreased cell viability, increased sub-G1 DNA fragmentation, activated caspase cascades, and depleted intracellular polyamine levels[4]. Treatment of SW480 and DLD-1 colon cancer cells with Epibrassinolide (25μM; 48h) induced autophagy, depleted intracellular polyamines, activated Akt/mTOR signaling, and significantly increased LC3 lipidation and SSAT/PAO expression[5].
In vivo, Epibrassinolide (0–720μg/kg/day; 40 days; i.p.) reduced tumor volume and diameter, and decreased the CEA level in the serum in SW480-derived xenografts in SCID mice[6]. Epibrassinolide (1μM; 24h; aqueous exposure at 5mL/well) reversed ethanol-induced behavioral deficits and restored GSH/GSSG redox balance in zebrafish embryos[7].
References:
[1] Shahzad B, Tanveer M, Che Z, et al. Role of 24-epibrassinolide (EBL) in mediating heavy metal and pesticide induced oxidative stress in plants: A review. Ecotoxicol Environ Saf. 2018;147:935-944.
[2] Parrey ZA, Shah SH, Mohammad F, Siddiqui MH, Alamri S, Kalaji HM. Exogenous epibrassinolide application improves essential oil biosynthesis and trichome development in peppermint via modulating growth and physicochemical processes. Sci Rep. 2023;13(1):12924.
[3] Sadava D, Chen S. Molecular Interactions of the Plant Steroid Hormone Epibrassinolide on Human Drug-Sensitive and Drug-Resistant Small-Cell Lung Carcinoma Cells. Cancers (Basel). 2024;16(22):3812.
[4] Obakan P, Arisan ED, Calcabrini A, Agostinelli E, Bolkent S, Palavan-Unsal N. Activation of polyamine catabolic enzymes involved in diverse responses against epibrassinolide-induced apoptosis in LNCaP and DU145 prostate cancer cell lines. Amino Acids. 2014;46(3):553-564.
[5] Adacan K, Obakan Yerlİkaya P. Epibrassinolide activates AKT to trigger autophagy with polyamine metabolism in SW480 and DLD-1 colon cancer cell lines. Turk J Biol. 2020;44(6):417-426.
[6] Obakan Yerlikaya P, Adacan K, Karatug Kacar A, Coker Gurkan A, Arisan ED. Epibrassinolide impaired colon tumor progression and induced autophagy in SCID mouse xenograft model via acting on cell cycle progression without affecting endoplasmic reticulum stress observed in vitro. Int J Biochem Cell Biol. 2023;155:106360.
[7] Fernandes P, Monteiro SM, Venâncio C, Félix L. 24-Epibrassinolide protects against ethanol-induced behavioural teratogenesis in zebrafish embryo. Chem Biol Interact. 2020;328:109193.
Epibrassinolide是一种广泛存在的油菜素类固醇植物生长激素[1]。Epibrassinolide广泛用作植物生长调节剂来缓解重金属与农药胁迫[2]。Epibrassinolide也被用作多种癌细胞的潜在凋亡诱导剂[3]。
体外实验中，对LNCaP和DU145前列腺癌细胞用Epibrassinolide（25μM；24小时）处理诱导了线粒体介导的凋亡，显著降低了细胞活性，增加了亚 G1 期 DNA 片段化，激活了级联的半胱天冬酶，并减少了细胞内多胺水平[4]。对SW480和DLD-1结肠癌细胞用Epibrassinolide（25μM；48小时）处理诱导了自噬，减少了细胞内多胺水平，激活了Akt/mTOR信号通路，显著增加了LC3的脂化和SSAT/PAO表达 [5]。
体内实验中，Epibrassinolide（0-720μg/kg/天；40天）可减小SW480来源的SCID小鼠的肿瘤体积和直径，并降低血清CEA水平[6]。 Epibrassinolide（1μM；24 小时；5mL/孔水溶液暴露）可逆转乙醇在斑马鱼胚胎中诱导的行为缺陷，并恢复 GSH/GSSG氧化还原平衡[7]。
| Cell experiment [1]: | |
Cell lines | SW480 and DLD-1 colon cancer cells |
Preparation Method | Human colon cancer cell lines SW480 (CCL228) and DLD-1 (CCL221) were used in this experiment. The DLD-1 cells were grown in McCoy’s 5A medium, and the SW480 cells were grown in MEM medium. All the media were supplemented with 10% fetal bovine serum, 1000U/ml penicillin, and 10μg/mL streptomycin. The cells were cultured at 37°C in humidified 5% CO2 incubator. Each colon cancer cell line was seeded at a density of 1×105cells/well in 6-well plates and treated with 25μM Epibrassinolide for 48h. The polyamine content of each sample was determined by high-pressure liquid chromatography. Autophagy induction was determinated by acridine orange staining. Proteins were extracted for Immunoblotting analysis. |
Reaction Conditions | 25μM; 48h |
Applications | Treatment of SW480 and DLD-1 colon cancer cells with Epibrassinolide induced autophagy, depleted intracellular polyamines, activated Akt/mTOR signaling, and significantly increased LC3 lipidation and SSAT/PAO expression. |
| Animal experiment [2]: | |
Animal models | SCID mice |
Preparation Method | A total of 18 female, two weeks age, severe combined immunodeficiency (SCID) mice were used in the experiments. Experimental groups were as follows: Healthy mice receiving Epibrassinolide, tumor bearing control group, tumor bearing vehicle treated group, tumor bearing 240μg/kg/day Epibrassinolide treated group, tumor bearing 480μg/kg/day Epibrassinolide treated group, tumor bearing 720μg/kg/day Epibrassinolide treated group. 7×106 SW480 colon cancer cells were inoculated with 200µl of matrigel into the right limb cavities of mice. Epibrassinolide was intraperitoneally injected consecutively for 40 days. After incubation period, SW480 tumor sizes became visible in mice. Tumor sizes of the mice divided into groups were measured with the help of an electronic caliper every two days. The mice were weighed at daily intervals of 5 days before the daily Epibrassinolide injections on the precision balance and their weights were noted. Before the mice were sacrificed, they were anesthetized with isofluorane and 500µl of blood was collected from the jugular vein of the mice, and serum was preserved for further ELISA experiments. The mice were then sacrificed, their tumors were removed and their pictures were taken. |
Dosage form | 0–720μg/kg/day; 40 days; i.p. |
Applications | Epibrassinolide reduced tumor volume and diameter, and decreased the CEA level in the serum in SW480-derived xenografts in SCID mice. |
References: | |
| Cas No. | 78821-43-9 | SDF | |
| 别名 | 表油菜素内酯; 24-Epibrassinolide; B1105; BP55 | ||
| 化学名 | (3aS,5S,6R,7aR,7bS,9aS,10R,12aS,12bS)-10-((2S,3R,4R,5R)-3,4-dihydroxy-5,6-dimethylheptan-2-yl)-5,6-dihydroxy-7a,9a-dimethyltetradecahydro-1H-benzo[c]indeno[5,4-e]oxepin-3(12bH)-one | ||
| Canonical SMILES | CC([C@@]([C@](O)([H])[C@@](O)([H])[C@@]([C@@]1([H])CC[C@@]2([H])[C@]([C@]3([H])CC[C@]12C)([H])COC([C@@]4([H])C[C@@](O)([H])[C@@](O)([H])C[C@]34C)=O)([H])C)([H])C)C | ||
| 分子式 | C28H48O6 | 分子量 | 480.68 |
| 溶解度 | DMF: 5 mg/mL,DMF:PBS (pH 7.2)(1:3): 0.25 mg/mL,DMSO: 3 mg/mL,Ethanol: 3 mg/mL | 储存条件 | Store at -20°C |
| 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 | 2.0804 mL | 10.4019 mL | 20.8039 mL |
| 5 mM | 416.1 μL | 2.0804 mL | 4.1608 mL |
| 10 mM | 208 μL | 1.0402 mL | 2.0804 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。
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- Purity: >98.00%
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