BRUSATOL 鸦胆子苦醇
鸦胆子苦醇(brusatol)
CAS: 14907-98-3
化学式: C26H32O11
| 中文名 | 鸦胆子苦醇 |
| 英文名 | brusatol |
| 别名 | 鸦胆苦醇 鸦胆子苦醇 鸦胆子苦醇对照品 鸦胆苦醇(鸦胆子苦醇) BRUSATOL 鸦胆子苦醇 (1R,2S,3S,3AS,3A1R,4R,6AR,7AR,11AS,11BR)-甲基 1,2,9-三羟基-8,11A-二甲基-4-((3-甲基丁-2-烯酰基)氧基)-5,10-二氧代-2,3,3A,4,5,6A,7,7A,10,11,11A,11B-十二氢-1H-3,3A1-(环氧甲基)二苯并[DE,G]苯并吡喃-3-羧酸酯 |
| 英文别名 | Yatansin Brustaol brusatol NSC 172924 Picras-3-en-21-oic acid, 13,20-epoxy-3,11,12-trihydroxy-15-[(3-methyl-1-oxo-2-buten-1-yl)oxy]- 13,20-Epoxy-3,11β,12α-trihydroxy-15β-[(3-methyl-1-oxo-2-butenyl)oxy]-2,16-dioxopicras-3-en-21-oic acid methyl ester 13,20-Epoxy-3,11β,12α-trihydroxy-15β-[(3-methyl-1-oxo-2-butenyl)oxy]-2,16-dioxopicrasa-3-ene-21-oic acid methyl ester Picras-3-en-21-oicacid,13,20-epoxy-3,11,12-trihydroxy-15-[(3-Methyl-1-oxo-2-buten-1-yl)oxy]-2,16-dioxo-,Methyl ester, (11b,12a,15b)- methyl (1R,2S,3S,3aS,3a1R,4R,6aR,7aR,11aS,11bR)-1,2,9-trihydroxy-8,11a-dimethyl-4-((3-methylbut-2-enoyl)oxy)-5,10-dioxo-1,4,5,6a,7,7a,10,11,11a,11b-decahydro-2H-3,3a1-(epoxymethano)dibenzo[de,g]chromene-3(3aH)-carboxylate |
| CAS | 14907-98-3 |
| 化学式 | C26H32O11 |
| 分子量 | 520.53 |
| 密度 | 1.46±0.1 g/cm3 (20 ºC 760 Torr) |
| 沸点 | 724.3±60.0 °C(Predicted) |
| 比旋光度 | [α]/D +35 to +44°, c = 0.5 in acetone |
| 溶解度 | DMSO: 5 mg/mL |
| 酸度系数 | 8.81±0.70(Predicted) |
| 存储条件 | -20°C |
| 外观 | 粉末 |
| 颜色 | white to beige |
| 物化性质 | 白色结晶性粉末，可溶于甲醇、乙醇、DMSO等有机溶剂，来源于鸦胆子Brucea javanica。 |
| MDL号 | MFCD23726642 |
| 体外研究 | A potential therapeutic application of an Nrf2 inhibitor such as Brusatol (NSC 172924) is the downregulation of Nrf2 pathway components in cells harboring constitutively high levels of the transcription factor. Brusatol (NSC 172924) provokes the depletion of Nrf2 via a mechanism that is not dependent on Keap1 and the proteasomal and autophagic protein degradation systems. Brusatol (NSC 172924) provokes a rapid and transient depletion of Nrf2 protein, through a posttranscriptional mechanism, in mouse Hepa-1c1c7 hepatoma cells. Brusatol (NSC 172924) also inhibits Nrf2 in freshly isolated primary human hepatocytes. To explore the possible synergistic cytotoxicity of Brusatol (NSC 172924) in combination with CDDP, the study investigates the effects of Brusatol and CDDP cotreatment on CT-26 cell viability using an MTT assay. CT-26 cells are treated with various concentrations of Brusatol (0.05, 0.15, 0.45, 1.35, 4.05 and 12.15 μg/mL) and CDDP (0.05, 0.15, 0.45, 1.35, 4.05 and 12.15 μg/mL) for 48 h, either alone or in combination. Following treatment with Brusatol (NSC 172924) and CDDP for 48 h, the viability of CT-26 cells is reduced in a dose-dependent manner, with IC 50 values of 0.27±0.01 and 1.44±0.22 μg/mL, respectively. When Brusatol (NSC 172924) is combined with CDDP at a constant concentration ratio of 1:1, cell growth inhibition is markedly enhanced compared with single-agent treatment; the IC 50 value of Brusatol (NSC 172924) and CDDP cotreatment is 0.19±0.02 μg/mL. |
| 体内研究 | To explore the anticancer effect of Brusatol in vivo, A549 xenografts grown in nude mice are used as a model. Nude mice are injected with A549 cells to induce tumor growth, followed by a single i.p. injection of 2 mg/kg Brusatol. Tumors are isolated 24 h or 48 h postinjection. Nrf2 protein levels are significantly decreased at 24 h or 48 h postinjection, indicating that Brusatol (NSC 172924) is able to reach the tumor tissue and inhibit the Nrf2 pathway. To measure tumor growth, two different experiments are performed. In the first experiment, once the tumor size reaches an average of 230 mm 3 , DMSO, Brusatol (NSC 172924) (2 mg/kg), Cisplatin (2 mg/kg), or Cisplatin (2 mg/kg) and Brusatol (2 mg/kg) combined treatment is i.p. injected every other day for a total of five times. Cisplatin or Brusatol (NSC 172924) alone does not inhibit tumor growth significantly, whereas in the combination group, tumor size is significantly reduced. |
| 参考资料 展开查看 | 1. Liang, Fuqiang, et al. "Attenuation of tert-butyl hydroperoxide (t-BHP)-induced oxidative damage in HepG2 Cells by tangeretin: Relevance of the Nrf2–ARE and MAPK signaling pathways." Journal of agricultural and food chemistry 66.25 (2018): 6317-6325.https: 2. [IF=4.192] Fuqiang Liang et al."Attenuation of tert-Butyl Hydroperoxide (t-BHP)-Induced Oxidative Damage in HepG2 Cells by Tangeretin: Relevance of the Nrf2–ARE and MAPK Signaling Pathways."J Agr Food Chem. 2018;66(25):6317–6325 3. [IF=6.529] Yao-Dong Song et al."Galangin ameliorates severe acute pancreatitis in mice by activating the nuclear factor E2-related factor 2/heme oxygenase 1 pathway."Biomed Pharmacother. 2021 Dec;144:112293 4. [IF=5.076] Yang Yun et al."Nrf2 Inhibitor, Brusatol in Combination with Trastuzumab Exerts Synergistic Antitumor Activity in HER2-Positive Cancers by Inhibiting Nrf2/HO-1 and HER2-AKT/ERK1/2 Pathways."Oxid Med Cell Longev. 2020;2020:9867595 5. [IF=3.197] Hai-Yan Xu et al."Procyanidin A2 penetrates L-02 cells and protects against tert-butyl hydroperoxide-induced oxidative stress by activating Nrf2 through JNK and p38 phosphorylation."J Funct Foods. 2019 Nov;62:103562 6. [IF=6.244] Li Hongxia et al."Dimethyl Fumarate Combined With Vemurafenib Enhances Anti-Melanoma Efficacy via Inhibiting the Hippo/YAP, NRF2-ARE, and AKT/mTOR/ERK Pathways in A375 Melanoma Cells."Front Oncol. 2022 Jan;0:63 |
BRUSATOL 鸦胆子苦醇 - 简介
鸦胆子苦醇是一种天然有机化合物，化学名为阿塔兴胆酸（Ataxanthinol）。以下是关于鸦胆子苦醇的性质、用途、制法和安全信息的介绍：
性质：
- 鸦胆子苦醇是一种黄色晶体、结晶粉末或油状物质，具有苦味。
- 它在水中是难溶的，溶于有机溶剂如醚、醇和酮。
- 鸦胆子苦醇具有多重双键和羟基官能团。
用途：
- 它可以增加产品的颜色稳定性和美观度，提供橙黄色或红色的色调。
- 鸦胆子苦醇也被广泛应用于生物荧光探针和染料，在生物医学研究中具有重要的应用价值。
制法：
- 鸦胆子苦醇可从多种植物中提取得到，例如鸭跖草、槲寄生等。
- 提取过程中通常采用溶剂萃取、结晶和纯化等技术方法，最终得到纯度较高的鸦胆子苦醇。
安全信息：
- 鸦胆子苦醇一般认为是相对安全的，但具体的毒理学数据有限。
- 使用过程中应遵守相关安全操作规程，避免接触皮肤和眼睛。
- 在使用前，请阅读产品的相关安全说明，并按照指导使用。
性质：
- 鸦胆子苦醇是一种黄色晶体、结晶粉末或油状物质，具有苦味。
- 它在水中是难溶的，溶于有机溶剂如醚、醇和酮。
- 鸦胆子苦醇具有多重双键和羟基官能团。
用途：
- 它可以增加产品的颜色稳定性和美观度，提供橙黄色或红色的色调。
- 鸦胆子苦醇也被广泛应用于生物荧光探针和染料，在生物医学研究中具有重要的应用价值。
制法：
- 鸦胆子苦醇可从多种植物中提取得到，例如鸭跖草、槲寄生等。
- 提取过程中通常采用溶剂萃取、结晶和纯化等技术方法，最终得到纯度较高的鸦胆子苦醇。
安全信息：
- 鸦胆子苦醇一般认为是相对安全的，但具体的毒理学数据有限。
- 使用过程中应遵守相关安全操作规程，避免接触皮肤和眼睛。
- 在使用前，请阅读产品的相关安全说明，并按照指导使用。
最后更新：2024-04-09 15:16:54
供应商列表
您刚刚浏览过
你知道吗？
微信搜索化工百科或扫描下方二维码，添加化工百科小程序，随时随地查信息！