反式-查耳酮
反式-查耳酮 性质
| 熔点 | 55-59 °C |
|---|---|
| 沸点 | 208 °C25 mm Hg(lit.) |
| 密度 | 1.0712 |
| 折射率 | 1.5361 (estimate) |
| 闪点 | >230 °F |
| 储存条件 | Sealed in dry,Room Temperature |
| 溶解度 | 可溶于氯仿（少许） |
| 形态 | 固体 |
| 颜色 | 淡黄色低 |
| 气味 (Odor) | 为 花香气味 |
| 香型 | floral |
| 水溶解性 | Soluble in chloroform, ether, benzene, and ethanol (slightly). Insoluble in water. |
| Merck | 14,2037 |
| BRN | 509985 |
| LogP | 4.013 (est) |
| CAS 数据库 | 614-47-1(CAS DataBase Reference) |
| NIST化学物质信息 | Benzalacetophenone(614-47-1) |
反式-查耳酮 用途与合成方法
在氮气下，将[Ni（dmpymt）2] 6（5 mol％Ni），KOH（1.0 mmol），苯甲醇（1.5 mmol）和1-苯基乙醇（1.0 mmol）与甲苯（2.5 mL）/ t-BuOH（0.5 mL）加入50毫升Schlenk试管中，将试管置于70°C油浴中，在缓慢，稳定的氮气流中搅拌混合物36小时，将混合物冷却至室温，加水（10毫升）。 用CH2Cl2（3×10 mL）萃取水溶液，用无水Na2SO4干燥合并的萃取液，除去溶剂，在短时间快速柱色谱上纯化粗产物得到反式-查耳酮。
trans-Chalcone 是从Aronia melanocarpa 果皮中分离出来的，是类黄酮前体的双酚核心结构。trans-Chalcone 是有效的脂肪酸合酶 (FAS) 和 α-淀粉酶 (b>α-amylase) 抑制剂。trans-Chalcone 引起细胞周期停滞并诱导乳腺癌细胞系 MCF-7 凋亡。trans-Chalcone 具有抗真菌和抗癌活性。
trans-Chalcone competitively inhibits porcine pancreatic α-amylase with a Ki of 48 μM.
trans-Chalcone (30.23-98.03 μM; 24 hours) induces cell cycle arrest and apoptosis in MCF-7 cells.
trans-Chalcone (30.23-98.03 μM; 24 hours) reduces the expression of the apoptosis-related protein Bcl-2 and induces the expression of the CIDEA gene.
trans-Chalcone (58.25 μM; 6, 24 hours) has greater inhibition of Bcl-2, induction of APAF1 and BAX, and strong induction of CIDEA in 24 hours.
trans-Chalcone (24 hours) inhibits MCF-7 cell viability (IC
20
=30.23 μM; IC
50
=58.25 μM; IC
80
=98.03 μM). trans-Chalcone (48 h) has IC
50
s of 41.53 μM and 48.41 μM for MCF-7 and 3T3 cell lines, respectively. trans-Chalcone exhibits a pronounced cytotoxicity activity.
Apoptosis Analysis
| Cell Line: | MCF-7 cell |
| Concentration: | 30.23, 58.25, 98.03 μM |
| Incubation Time: | 24 hours |
| Result: | Induced apoptosis of the breast cancer cell line. |
Cell Cycle Analysis
| Cell Line: | MCF-7 cell |
| Concentration: | 30.23, 58.25, 98.03 μM |
| Incubation Time: | 24 hours |
| Result: | Caused cell cycle arrest in G1. |
Western Blot Analysis
| Cell Line: | MCF-7 cell |
| Concentration: | 20, 40, 80 μM |
| Incubation Time: | 24, 48 hours |
| Result: |
Reduced the expression of the apoptosis-related protein Bcl-2 and induced the expression of the CIDEA gene.
There was marked degradation of cyclin D1 at 48 h. |
RT-PCR
| Cell Line: | MCF-7 cell |
| Concentration: | 58.25 μM |
| Incubation Time: | 6, 24 hours |
| Result: | Had greater inhibition of Bcl-2, induction of APAF1 and BAX, and strong induction of CIDEA in 24 hours. |
MSDS信息
反式-查耳酮 价格(试剂级)
| 更新日期 | 产品编号 | 产品名称 | CAS号 | 包装 | 价格 |
|---|---|---|---|---|---|
| 2024-11-08 | A14734 | 反式-查耳酮, 97% | 614-47-1 | 100g | 520 |
| 2024-11-08 | A14734 | 反式-查耳酮, 97% | 614-47-1 | 500g | 1924 |
