普林贝瑞
| 中文名称 | 普林贝瑞 |
|---|---|
| 中文同义词 | 2-(3-氟-4-羟基苯基)-7-乙烯基-1,3-苯并恶唑-5-醇;普林贝瑞;2-(3-氟-4-羟苯基)-7-乙烯基苯并[D]恶唑-5-醇 |
| 英文名称 | Prinaberel |
| 英文同义词 | ERB 041;2-(3-Fluoro-4-hydroxyphenyl)- 7-vinylbenzoxazol-5-ol;7-Ethenyl-2-(3-fluoro-4-hydroxyphenyl)-5-benzoxazolol;PRINABEREL;2-(3-Fluoro-4-hydroxyphenyl)-7-vinyl-1,3-benzoxazol-5-ol;Prinaberel (ERB 041);WAY-202041;5-Benzoxazolol, 7-ethenyl-2-(3-fluoro-4-hydroxyphenyl)- |
| CAS号 | 524684-52-4 |
| 分子式 | C15H10FNO3 |
| 分子量 | 271.24 |
| EINECS号 | |
| 相关类别 | Aromatics;Heterocycles;Inhibitors;Intermediates & Fine Chemicals;Pfizer Compounds;Pharmaceuticals |
| Mol文件 | 524684-52-4.mol |
| 结构式 |  |
普林贝瑞 性质
| 熔点 | 250-252 ºC |
|---|---|
| 沸点 | 451.6±45.0 °C(Predicted) |
| 密度 | 1.413 |
| 储存条件 | room temp |
| 溶解度 | 二甲基亚砜：≥25mg/mL |
| 形态 | 粉末 |
| 酸度系数(pKa) | 7.50±0.20(Predicted) |
| 颜色 | 白色至棕褐色 |
| InChIKey | MQIMZDXIAHJKQP-UHFFFAOYSA-N |
|
hERβ 5.4 nM (IC 50 ) |
rat ERβ 3.1 nM (IC 50 ) |
mouse ERβ 3.7 nM (IC 50 ) |
hERα 1200 nM (IC 50 ) |
mouse ERα 750 nM (IC 50 ) |
rat ERα 620 nM (IC 50 ) |
Prinaberel (ERB-041) (0-60 µM; 24 hours) treatment of human SCC cells induces cell differentiation, cell cycle arrest and reduces colony formation.
Prinaberel shows a marked reduction in the expression of inflammation regulatory proteins such as p-NFκBp65, iNOS and COX-2 in A431 cells. Prinaberel diminishes phosphorylated-PI3K and -AKT, which is associated with the enhancement in E-cadherin expression and reduction in migration of A431 cells.
Prinaberel (0.01-10 µM) inhibits cell proliferation in a dose- and time-dependent manner.
Prinaberel (10 µM; 48 hours) promotes ovarian cancer (SKOV-3 cells) apoptosis.
Western Blot Analysis
| Cell Line: | A431 cells |
| Concentration: | 0, 20, 40 and 60 µM |
| Incubation Time: | 24 hours |
| Result: | Reduction in the expression of G1 cyclins (D1, D2 and D3) and CDK4. |
Cell Proliferation Assay
| Cell Line: | SKOV-3, A2780CP or OVCAR-3 cells |
| Concentration: | 0.01, 0.1 and 10 µM |
| Incubation Time: | 24-48 hours |
| Result: | Showed significantly inhibitory effect on cell proliferation. |
Prinaberel (2mg/mouse; topically; 30 min prior to UVB irradiation for 30 weeks) suppresses development of squamous cell carcinoma in SKH-1 hairless mice.
Prinaberel reduces proliferation and angiogenesis and induces apoptosis in UVB-induced skin tumors. Prinaberel suppresses pro-inflammatory signaling pathway in UVB-induced skin tumors. Prinaberel diminished tumor invasiveness via PI3K-AKT pathway and WNT signaling.
| Animal Model: | Six- to eight-weeks-old SKH-1 hairless female mice |
| Dosage: | 2 mg/mouse in 200µl ethanol |
| Administration: | Topically; 30 min prior to UVB (180mJ/cm2) irradiation for 30 weeks |
| Result: | Diminished UVB-induced skin tumor development in SKH-1 hairless mice. |