(E)-2-(4-(dimethylamino)styryl)-4H-chromen-4-one | 1401427-97-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: (E)-2-(4-(dimethylamino)styryl)-4H-chromen-4-one
• 英文别名: 2-[(E)-2-[4-(dimethylamino)phenyl]ethenyl]chromen-4-one
• CAS: 1401427-97-1
• 化学式: C₁₉H₁₇NO₂
• 分子量: 291.349
• InChiKey: XCZVOFABZKOOEN-FMIVXFBMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  22
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  29.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2-甲基色原酮 在 哌啶 、 乙酸酐 、 溶剂黄146 作用下， 以 甲苯 为溶剂， 生成 (E)-2-(4-(dimethylamino)styryl)-4H-chromen-4-one
  参考文献：
  名称：

  新型近红外荧光DCM衍生物的合理设计及其在生物成像中的应用。

  摘要：

  对于生物成像，迫切需要开发高性能近红外（NIR）荧光材料的创新策略。通过取代更强的吸电子基团或扩展π共轭体系，已开发出DCM类似物的新型NIR荧光材料，并具有一些引人注目的特性：700 nm以上的NIR荧光明亮，斯托克斯位移大，光稳定性好。已经证明，向DCM类似物的受体部分引入更强的吸电子单元是调整和延长具有大斯托克斯位移的发射波长并延长到NIR区域的有效有效的策略。与市售NIR染料ICG相比，S-DCM-N和S-DCM-P显示出优异的光稳定性和低光漂白性。

  DOI：

  10.1039/c6tb01096b

文献信息

• A Solvatochromic Fluorescent Probe Reveals Polarity Heterogeneity upon Protein Aggregation in Cells
  作者：Wang Wan、Lianggang Zeng、Wenhan Jin、Xinxin Chen、Di Shen、Yanan Huang、Mengdie Wang、Yulong Bai、Haochen Lyu、Xuepeng Dong、Zhenming Gao、Lei Wang、Xiaojing Liu、Yu Liu

  DOI：10.1002/anie.202107943

  日期：2021.12

  primarily decreases during protein misfolding but viscosity mainly increases upon the formation of insoluble aggregates. We quantified the polarity of aggregated protein-of-interest in live cells via HaloTag bioorthogonal labeling, revealing polarity heterogeneity within cellular aggregates. The enriched micro-environment details inside misfolded and aggregated proteins may correlate to their bio-chemical

  我们报告了一种结晶诱导的发射荧光团来定量询问聚合蛋白质的极性。这种溶剂化变色探针，即“AggRetina”探针，固有地与聚集的蛋白质结合，并表现出依赖于极性的荧光发射波长偏移和依赖于粘度的荧光强度增加。其极性敏感性的调节是通过延长共轭长度来实现的。不同的蛋白质在聚集时具有不同的极性，导致对蛋白水解的不同抵抗力。极性主要在蛋白质错误折叠期间降低，但粘度主要在不溶性聚集体形成时增加。我们通过 HaloTag 生物正交标记量化了活细胞中聚集的目标蛋白的极性，揭示细胞聚集体内的极性异质性。错误折叠和聚集蛋白质中丰富的微环境细节可能与其生化特性和致病性相关。
• Rationally designed far-red emitting styryl chromones and a magnetic nanoconjugate for strip-based ‘on-site’ detection of metabolic markers
  作者：Kavyashree P.、Barsha Chakraborty、Varsha Rani、Apurba Lal Koner

  DOI：10.1039/d2tb00879c

  日期：——

  SC2-conjugated fluorescent magnetic nanoparticles (SCNPs) for sensing SA with a fluorogenic response via interacting at an atypical drug binding site. In solution, the highly sensitive and selective fluorogenic response was evaluated by the prominent amplification and blue-shift in the emission maxima of the probes from deep red to dark yellow through an intermediate orange emission. The transformation

  肝损伤和肾功能衰竭的全球负担需要技术辅助向代谢标志物的即时 (POC) 测试发展。因此，在当前健康状况普遍存在的情况下，实现现场检测和量化血清白蛋白 (SA) 可以显着有助于阻止死亡率和发病率的增加。在此，我们合理设计和合成了远红光发射、溶剂化荧光变色苯乙烯基色酮 ( SC ) 衍生物SC1和SC2，以及SC2共轭荧光磁性纳米粒子 ( SCNPs )，用于通过以下方式检测具有荧光响应的SA在非典型的药物结合位点相互作用。在溶液中，通过中间的橙色发射，探针的发射最大值从深红色到深黄色的显着放大和蓝移来评估高灵敏度和选择性的荧光反应。通过光谱测量显示了荧光素向荧光团的转变。正如对接研究所揭示的，探针在蛋白质袋中的稳定性归因于非共价相互作用，例如 H 键、阳离子-π 和疏水相互作用。实际应用揭示了SC衍生物的新颖性，通过 (a) 检测从真实血液样本中分离的 SA 的能力开启荧光响应；(b) 使用
• Structure–activity relationship study of growth inhibitory 2-styrylchromones against carcinoma cells
  作者：Chen Lin、Pei-Jung Lu、Chia-Ning Yang、Christopher Hulme、Arthur Y. Shaw

  DOI：10.1007/s00044-012-0232-6

  日期：2013.5

  The structure-activity relationship study of 2-styrylchromones against carcinoma cell growth is discussed in the present report. Taking advantage of 2-styrylchromone as a molecular template, a series of structural modifications was carried out and examined on several carcinoma cell lines. Interestingly, AGS cells exhibited more sensitivity in response to methoxy-bearing compounds, of which compound 23 (3,4,5-trimethoxy group on ring B) showed the most potent activity with a GI(50) value of 1.3 mu M. Surprisingly, as methoxy groups in 12 and 24-27 were demethylated to generate their hydroxyl counterparts 28-32, none of them displayed appreciable activity against all carcinoma cells. We further confirmed the pivotal role of rigidity for growth inhibitory activity between the rigid 12 and its flexible counterpart 33. Taken together, in the present report, we have clearly demonstrated the structure-activity relationship study of 2-styrylchromones targeting carcinoma cell growth.
• DNA METHYLATION INHIBITORS
  申请人：Chen Ching-Shih

  公开号：US20120157465A1

  公开（公告）日：2012-06-21

  A number of DNA methylation inhibitors are described. The DNA methylation inhibitors were identified using a two-component enhanced green fluorescent protein reporter system to screen a compound library containing procainamide derivatives. The DNA methylation inhibitors can be used for cancer therapy and prevention.
• US8546397B2
  申请人：——

  公开号：US8546397B2

  公开（公告）日：2013-10-01