Sciadopitysin
(Synonyms: 金松双黄酮) 目录号 : GC45561
A biflavonoid with diverse biological activities
Cas No.:521-34-6
Sample solution is provided at 25 µL, 10mM.
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Quality Control & SDS
- View current batch:
- Purity: >99.00%
- COA (Certificate Of Analysis)
- SDS (Safety Data Sheet)
- Datasheet
Sciadopitysin is a biflavonoid originally isolated from G. biloba and has diverse biological activities.1,2,3,4 It reduces cytotoxicity induced by amyloid-β (1-42) in PC12 cells (EC50 = 9.84 μM).2 Sciadopitysin (0.1-10 μM) decreases methylglyoxal-induced insulin secretion, production of reactive oxygen species (ROS), cardiolipin peroxidation, and cytotoxicity in RIN-m5F pancreatic β-cells.3 It inhibits P-glycoprotein (P-gp; IC50 = 53.42 μM) and increases cellular toxicity of paraquat and paclitaxel in MDR1-MDCKII cells.5 Sciadopitysin inhibits RANKL-induced mRNA expression of the osteoclast-specific genes CTSK, TRAP, and MMP-9, activation of NF-κB, and osteoclastogenesis in a mouse model of LPS-induced bone loss.4
References
1. Brian•on-Scheid, F., Lobstein-Guth, A., and Anton, R. HPLC separation and quantitative determination of biflavones in leaves from ginkgo biloba. Planta Med. 49(12), 204-207 (1983).
2. Sasaki, H., Kitoh, Y., Tsukada, M., et al. Inhibitory activities of biflavonoids against amyloid-β peptide 42 cytotoxicity in PC-12 cells. Bioorg. Med. Chem. 25(14), 2831-2833 (2015).
3. Suh, K.S., Chon, S., and Choi, E.M. The protective effects of sciadopitysin against methylglyoxal-induced cytotoxicity in cultured pancreatic β-cells. J. Appl. Toxicol. 38(8), 1104-1111 (2018).
4. Cao, J., Lu, Q., Liu, N., et al. Sciadopitysin suppresses RANKL-mediated osteoclastogenesis and prevents bone loss in LPS-treated mice. Int. Immunopharmacol. 49, 109-117 (2017).
5. Bai, J., Zhao, S., Fan, X., et al. Inhibitory effects of flavonoids on P-glycoprotein in vitro and in vivo: Food/herb-drug interactions and structure-activity relationships. Toxicol. Appl. Pharmacol. 369, 49-59 (2019).
| Cas No. | 521-34-6 | SDF | |
| 别名 | 金松双黄酮 | ||
| Canonical SMILES | OC1=CC(O)=C2C(OC(C3=CC=C(OC)C=C3)=CC2=O)=C1C4=CC(C(OC5=C6C(O)=CC(OC)=C5)=CC6=O)=CC=C4OC | ||
| 分子式 | C33H24O10 | 分子量 | 580.5 |
| 溶解度 | DMF: 12 mg/ml,DMSO: 12 mg/ml,Ethanol: partially soluble,PBS (pH 7.2): partially soluble | 储存条件 | 4°C, protect from light |
| 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 | 1.7227 mL | 8.6133 mL | 17.2265 mL |
| 5 mM | 0.3445 mL | 1.7227 mL | 3.4453 mL |
| 10 mM | 0.1723 mL | 0.8613 mL | 1.7227 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。
Protective effects of Sciadopitysin against methylglyoxal-induced degeneration in neuronal SK-N-MC cells
J Appl Toxicol 2022 Feb;42(2):274-284.PMID:34102705DOI:10.1002/jat.4211.
The accumulation of advanced glycation end products (AGEs) causes metabolic dysfunction and neuronal cell damage. Methylglyoxal (MG) is a major glycating agent that reacts with basic residues present in proteins and promotes the formation of AGEs. Sciadopitysin, a type of biflavonoid, exerts protective effects against neuronal cell damage; however, the underlying mechanisms have not been studied. This study aimed to investigate the mechanisms underlying the protective effects of Sciadopitysin against MG-mediated cytotoxicity in SK-N-MC neuroblastoma cells. Our results demonstrated that pretreatment of SK-N-MC cells with Sciadopitysin improved the cell viability that was inhibited by MG and inhibited the apoptosis induced by MG. Sciadopitysin attenuated intracellular Ca2+ , NOX4 levels, oxidative stress, and MG-protein adduct levels, and increased nuclear Nrf2 and glyoxalase 1 levels in the presence of MG. These results suggest that Sciadopitysin exerts neuroprotective effects against MG-induced death of human SK-N-MC cells via its antioxidative action. This study highlights Sciadopitysin as a promising candidate for antioxidant therapy and designing natural drugs against AGE-induced neurodegenerative disorders.
Sciadopitysin alleviates methylglyoxal-mediated glycation in osteoblastic MC3T3-E1 cells by enhancing glyoxalase system and mitochondrial biogenesis
Free Radic Res 2014 Jul;48(7):729-39.PMID:24628445DOI:10.3109/10715762.2014.903562.
Methylglyoxal (MG) is a precursor of advanced glycation end products, which contribute to diabetic complications, including bone defects. In the present study, the effect of Sciadopitysin on MG-induced cytotoxicity was investigated using osteoblastic MC3T3-E1 cells. Pretreatment of MC3T3-E1 cells with Sciadopitysin prevented the MG-induced cell death and protein adducts formation. Sciadopitysin restored the MG-induced change in glyoxalase activity almost to the control level and increased glutathione levels. In addition, Sciadopitysin decreased MG-induced formation of intracellular reactive oxygen species (ROS), mitochondrial superoxide, and cardiolipin peroxidation. These findings suggest that Sciadopitysin provides a protective action against MG-induced glycation by increasing MG detoxification system and by reducing oxidative stress. Pretreatment with Sciadopitysin prior to MG exposure reduced MG-induced mitochondrial dysfunction by preventing mitochondrial membrane potential (MMP) dissipation and adenosine triphosphate (ATP) loss. The nitric oxide (NO) level was decreased by MG treatment, but it was significantly increased by Sciadopitysin, suggesting that Sciadopitysin may induce NO-dependent mitochondrial biogenesis. Furthermore, Sciadopitysin treatment increased the levels of sirtuin 1 (SIRT1), peroxisome proliferator-activated receptor gamma coactivator 1 alpha (PGC-1α), nuclear respiratory factor 1 (NRF-1), and mitochondrial transcription factor A (TFAM). These findings indicate that Sciadopitysin might exert its therapeutic effects via upregulation of mitochondrial biogenesis. Therefore, Sciadopitysin may prevent the development of diabetic osteopathy.
Sciadopitysin protects osteoblast function via its antioxidant activity in MC3T3-E1 cells
Food Chem Toxicol 2013 Aug;58:220-7.PMID:23624148DOI:10.1016/j.fct.2013.04.028.
Age-related osteoblast dysfunction is the main cause of age-related bone loss in both men and women. In the present study, the effect of Sciadopitysin, a type of biflavonoids, on osteoblast function was investigated in osteoblastic MC3T3-E1 cells. Sciadopitysin caused a significant elevation of alkaline phosphatase activity, collagen synthesis, osteocalcin production, mineralization, and glutathione content in the cells (P<0.05). Sciadopitysin also decreased the production of tumor necrosis factor-a (TNF-α) induced by antimycin A, a mitochondrial electron transport inhibitor. We investigated the protective effects of Sciadopitysin on antimycin A-induced toxicity in osteoblastic MC3T3-E1 cells. Exposure of MC3T3-E1 cells to antimycin A caused a significant reduction in osteoblast dysfunction. However, pretreatment with Sciadopitysin prior to antimycin A exposure significantly reduced antimycin A-induced cell damage by preventing mitochondrial membrane potential dissipation, adenosine triphosphate (ATP) loss, reactive oxygen species (ROS) release, and nitrotyrosine increase, suggesting that Sciadopitysin may be useful for protecting mitochondria against a burst of oxidative stress. Moreover, Sciadopitysin increased phosphorylation of cAMP-response element-binding protein (CREB) inhibited by antimycin A. Our results demonstrate that Sciadopitysin may reduce or prevent osteoblasts degeneration.
The protective effects of Sciadopitysin against methylglyoxal-induced cytotoxicity in cultured pancreatic β-cells
J Appl Toxicol 2018 Aug;38(8):1104-1111.PMID:29603293DOI:10.1002/jat.3620.
Increased glycation of macromolecules via the reactive dicarbonyl and α-oxoaldehyde methylglyoxal (MG) has shown an association with diabetes and its complications. In the present study, the protective effects of Sciadopitysin against MG-induced oxidative cell damage were investigated in the insulin-producing pancreatic β-cell line, RIN-m5F cells. When exposed to MG for 48 hours, RIN-m5F cells experienced significant loss of viability and impaired insulin secretion; however, treatment with Sciadopitysin protected RIN-m5F cells against MG-induced cell death and decreased insulin secretion. Treatment of RIN-m5F cells with Sciadopitysin prevented MG-induced production of interleukin-1β, intracellular reactive oxygen species and cardiolipin peroxidation. Furthermore, Sciadopitysin increased adenosine monophosphate-activated protein kinase phosphorylation of RIN-m5F cells. Treatment of cells with Sciadopitysin increased the activity of glyoxalase I and decreased the levels of MG-protein adducts, indicating that Sciadopitysin protects against MG-induced protein glycation by increasing MG detoxification. Taken together, the results indicated the potential utility of Sciadopitysin as an intervention against MG-induced cell damage in pancreatic β-cells.
Sciadopitysin: active component from Taxus chinensis for anti-Alzheimer's disease
Nat Prod Res 2013;27(22):2157-60.PMID:23627438DOI:10.1080/14786419.2013.790031.
Five taxane diterpenoids derived from the 95% ethanol extract of Taxus chinensis were tested for the inhibitory activities on amyloid-beta (Aβ) peptide aggregation. Using thioflavin-T fluorescence assay, Sciadopitysin was found to exhibit the most potency against Aβ aggregation and the formation of fibrils. Further cellular assay indicated that Sciadopitysin increased the cell viability of SH-SY5Y cell and demonstrated neuroprotection against Aβ protein-induced insult in primary cortical neurons. According to the authors' best knowledge, this is the first report that Sciadopitysin can inhibit the Aβ aggregation and reduce Aβ-induced toxicity in the primary cortical neurons.