Brassinolide
IC50: N/A
Brassinolide is a plant growth regulator. Plant growth regulators are naturally produced by plants and are critical for regulating their own growth. Plant growth regulators act via modifying or controlling plant growth processes, such as leave and flower formation, stem elongation, as well as fruit development and ripening.
In vitro: Brassinolide induced the time and concentration-dependent cytotoxicity in PC-3 cells. The mode of such cell death appeared to be apoptosis predominately, as demonstrated by fluorescence, flow-cytometric analyses and transmission electron microscopes. Moreover, Caspase-3 activity was increased after brassinolide treatment obviously. Western blot studies showed brassinolide treatment triggered a time-dependent decrease in the expression of Bcl-2 [1].
In vivo: Brassinolide had the similar function of reducing the blood glucose levels as phenformin, but without the dose-dependent manner. The blood glucose levels showed significant differences after brassinolide treatment with different doses (200, 100, and 50 mg/kg). These results indicated that brassinolide could reduce the blood glucose levels without toxicity [2].
Clinical trial: So far, no clinical study has been reported.
References:
[1] Wu YD,Lou YJ. Brassinolide, a plant sterol from pollen of Brassica napus L., induces apoptosis in human prostate cancer PC-3 cells. Pharmazie.2007 May;62(5):392-5.
[2] CHEN Shi-ping, HE Jia, WANG Qi-jing, WANG Jian-dong, YE Yan-li, XIAN Li-jian. Effect of Brassinolide on Levels of Blood Glucose in Alloxan—induced Diabetes Rats. Acta Metallurgica Sinica, 2009,V26(03): 21-23
- 1. Vanessa Aitken, et al. "New Brassinosteroid Analogs with 23,24-Dinorcholan Side Chain, and Benzoate Function at C-22: Synthesis, Assessment of Bioactivity on Plant Growth, and Molecular Docking Study." Int J Mol Sci. 2023 Dec 28;25(1):419. PMID: 38203590
- 2. Jiaqi Hou, Xueke Zheng, et al. "The histone deacetylase 1/GSK3/SHAGGY-like kinase 2/BRASSINAZOLE-RESISTANT 1 module controls lateral root formation in rice." Plant Physiol. 2022 Jan 25;kiac015. PMID: 35078247
| Physical Appearance | A solid |
| Storage | Store at -20°C |
| M.Wt | 480.68 |
| Cas No. | 72962-43-7 |
| Formula | C28H48O6 |
| Synonyms | 24-Epibrassinolide,Brassin lactone |
| Solubility | ≥48.1 mg/mL in DMSO with gentle warming; insoluble in H2O; ≥52.3 mg/mL in EtOH with gentle warming and ultrasonic |
| Chemical Name | (3aS,5S,6R,7aR,7bS,9aS,10R,12aS,12bS)-10-((2S,3R,4R,5S)-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 |
| SDF | Download SDF |
| Canonical SMILES | CC(C)[C@H](C)[C@@H](O)[C@H](O)[C@@H](C)[C@@]1([H])CC[C@@]2([H])[C@]3([H])COC([C@@]4([H])C[C@H](O)[C@H](O)C[C@]4(C)[C@@]3([H])CC[C@@]21C)=O |
| Shipping Condition | Small Molecules with Blue Ice, Modified Nucleotides with Dry Ice. |
| General tips | We do not recommend long-term storage for the solution, please use it up soon. |
| Cell experiment [1]: | |
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Cell lines |
Human prostate cancer PC-3 cell |
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Preparation method |
The solubility of this compound in DMSO is >24.1mg/mL. General tips for obtaining a higher concentration: Please warm the tube at 37 ℃ for 10 minutes and/or shake it in the ultrasonic bath for a while. Stock solution can be stored below -20℃ for several months. |
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Reacting condition |
10, 20 and 40 μM; 12, 24 and 36 h |
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Applications |
Brassinolide induced a time and concentration-dependent cytotoxicity in PC-3 cells. Brassinolide (10, 20 and 40 μM, 12 h) induced a concentration-dependent increase in the apoptotic rate and marked accumulation in G2/M phase of cell cycle. PC-3 cells treated with brassinolide (20 μM, 24 h) showed characteristic apoptotic alterations: shrinking cellular figure, decreasing cell surface microvilli, cytoplasmic vacuoles, chromatin condensation. PC-3 cells treated with brassinolide (20 μM) for 6, 12 and 18 h showed a time-dependent increase in the activity of caspases-3. |
| Animal experiment [2]: | |
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Animal models |
Diabetes rats |
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Dosage form |
Oral administration; 200,100,and 50 mg/kg; once every day for 7 days |
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Application |
Oral administration of Brassinolide decreased the levels of blood glucose from 19.71-24.10 mmol/L to 9.89 mmol/L-12.70 mmol/L. The levels of blood glucose displayed significant differences after treatment with different dose of brassinolide. Brassinolide can still reduce the blood glucose levels without toxicity effect even at a lower dose. |
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Other notes |
Please test the solubility of all compounds indoor, and the actual solubility may slightly differ with the theoretical value. This is caused by an experimental system error and it is normal. |
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References: [1]. Wu Y D, Lou Y J. Brassinolide, a plant sterol from pollen of Brassica napus L., induces apoptosis in human prostate cancer PC-3 cells[J]. Die Pharmazie-An International Journal of Pharmaceutical Sciences, 2007, 62(5): 392-395. [2]. CHEN S, HE J, WANG Q, et al. Effect of Brassinolide on Levels of Blood Glucose in Alloxan—induced Diabetes Rats [J][J]. Laboratory Animal Science, 2009, 3: 007. |
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Quality Control & MSDS
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Chemical structure
