反式-查耳酮
- CAS号:614-47-1
- 英文名:trans-Chalcone
- 中文名:反式-查耳酮
- CBNumber:CB7746253
- 分子式:C15H12O
- 分子量:208.26
- MOL File:614-47-1.mol
- 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 :Chloroform (Slightly)
- 形态 :Solid
- 颜色 :Pale Yellow
- 气味 (Odor) :at 100.00 %. floral balsam herbal
- 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)
- 危险品标志 :Xn,Xi
- 危险类别码 :22-36/37
- 安全说明 :22-36/37/39-45
- WGK Germany :3
- RTECS号 :UD5576750
- 海关编码 :29143990
反式-查耳酮 MSDS
1,3-Diphenyl-2-propen-1-one
反式-查耳酮性质、用途与生产工艺
- 应用 反式-查耳酮是一种不饱和酮类化合物，浅黄色斜方棱柱体结晶。有文献报道其是一种小分子GPR52拮抗剂。反式-查耳酮可由苯乙酮和苯甲醛一步反应制备得到。
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制备
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。
- 生物活性 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。
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体外研究
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.
- 更新日期：2024/11/08
- 产品编号：A14734
- 产品名称：反式-查耳酮, 97% trans-Chalcone, 97%
- CAS编号：614-47-1
- 包装：100g
- 价格：520元
- 更新日期：2024/11/08
- 产品编号：A14734
- 产品名称：反式-查耳酮, 97% trans-Chalcone, 97%
- CAS编号：614-47-1
- 包装：500g
- 价格：1924元
- 公司名称：Alkemi BVBA
- 联系电话：--
- 电子邮件：nfo@alkemi.be
- 国家：比利时
- 产品数：2201
- 优势度：58
