7-methyl-3-phenylcoumarin | 66670-33-5

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 异黄酮类化合物
• 英文名称: 7-methyl-3-phenylcoumarin
• 英文别名: 7-methyl-3-phenylchromen-2-one
• CAS: 66670-33-5
• 化学式: C₁₆H₁₂O₂
• 分子量: 236.27
• InChiKey: JMPOZASRNZQEML-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  18
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  7-methyl-3-phenylcoumarin 在 N-溴代丁二酰亚胺(NBS) 、 过氧化苯甲酰 作用下， 以 苯 为溶剂， 反应 6.0h， 生成 C₁₆H₁₁BrO₂
  参考文献：
  名称：

  Synthesis and biological evaluation of resveratrol–coumarin hybrid compounds as potential antitumor agents

  摘要：

  Eighteen resveratrol-coumarin hybrid compounds (6 or 7-styryl-3-phenylcoumarin) were designed, synthesized and thirteen compounds were evaluated for their antitumor activities against MCF-7, HCT-28, and K562 tumor cell lines. Among them, compounds 2Z, 2E, 5E, and 7E showed varying degrees of growth inhibition of the above cell lines (IC50: 3.78-19.16 mu mol/L). On the basis of the biological results, structure-activity relationships were obtained and discussed.

  DOI：

  10.1007/s00044-012-0159-y
• 作为产物：
  描述：

  间甲酚 在 硼酸 、 sodium carbonate 作用下， 以 丙酮 、 甘油 为溶剂， 反应 6.17h， 生成 7-methyl-3-phenylcoumarin
  参考文献：
  名称：

  Synthesis and biological evaluation of resveratrol–coumarin hybrid compounds as potential antitumor agents

  摘要：

  Eighteen resveratrol-coumarin hybrid compounds (6 or 7-styryl-3-phenylcoumarin) were designed, synthesized and thirteen compounds were evaluated for their antitumor activities against MCF-7, HCT-28, and K562 tumor cell lines. Among them, compounds 2Z, 2E, 5E, and 7E showed varying degrees of growth inhibition of the above cell lines (IC50: 3.78-19.16 mu mol/L). On the basis of the biological results, structure-activity relationships were obtained and discussed.

  DOI：

  10.1007/s00044-012-0159-y

文献信息

• [EN] FLUORESCENT SUBSTRATES FOR POLY(ADP-RIBOSYL) HYDROLASES<br/>[FR] SUBSTRATS FLUORESCENTS POUR POLY(ADP-RIBOSYL) HYDROLASES
  申请人：UNIV ILLINOIS

  公开号：WO2020055753A1

  公开（公告）日：2020-03-19

  The post-translational modification (PTM) and signaling molecule poly(ADP-ribose) (PAR) has an impact on diverse biological processes. PTM is regulated by a series of ADP-ribosyl glycohydrolases (PARG enzymes) that cleave polymers and/or liberate monomers from their protein targets. Disclosed herein is a substrate for monitoring PARG activity, TFMU-ADPr, which directly reports on total PAR hydrolase activity via release of a fluorophore; this substrate has excellent reactivity, generality, stability, and usability. A second substrate, TFMU-IDPr, selectively reports on PARG activity only from the enzyme ARH3. Use of these probes in whole-cell lysate experiments has revealed a mechanism by which ARH3 is inhibited by cholera toxin. TFMU-ADPr and TFMU-IDPr are versatile tools for assessing small-molecule inhibitors in vitro and probing the regulation of ADP-ribosyl catabolic enzymes.

  翻译结果：翻译后修饰（PTM）和信号分子聚腺苷二磷酸核糖（PAR）对多种生物过程产生影响。PTM受一系列ADP核糖水解酶（PARG酶）调控，这些酶从它们的蛋白靶标中切割聚合物和/或释放单体。本文披露了一种用于监测PARG活性的底物，TFMU-ADPr，它通过释放荧光团直接报告总PAR水解酶活性；该底物具有出色的反应性、普适性、稳定性和可用性。第二种底物TFMU-IDPr，只选择性地报告来自酶ARH3的PARG活性。在全细胞裂解液实验中使用这些探针揭示了一种由霍乱毒素抑制ARH3的机制。TFMU-ADPr和TFMU-IDPr是评估体外小分子抑制剂和探究ADP核糖降解酶调控的多功能工具。
• Chlorophyll-catalyzed photochemical regioselective coumarin C–H arylation with diazonium salts
  作者：Ali Moazzam、Farnaz Jafarpour

  DOI：10.1039/d0nj02012e

  日期：——

  A metal-free, direct C–H arylation of coumarins with aryl diazonium salts at room temperature using chlorophyll as a green photosensitizer is devised.

  一种无金属参与的新方法被设计出来，在室温下使用叶绿素作为绿色光敏剂，直接将香豆素与芳基重氮盐进行C-H芳基化。
• 10.1002/chem.202401371
  作者：Yu, Dingzhe、Yang, Wenjing、Chen, Shuicai、Zhou, Cong-Ying、Guo, Zhen

  DOI：10.1002/chem.202401371

  日期：——

  bioactive compounds using this method. Computational investigations at the CASPT2//CASSC F/PCM level of theory revealed that a single electron transfer has occurred between the excited state of quinoxalin-2(1H)-one and iodonium ylide.

  我们公开了一种无需额外光敏剂或强氧化剂即可获得高收率和优异区域选择性的3-芳基杂环的方法，并利用该方法成功合成了生物活性化合物。 CASPT2//CASSC F/PCM 理论水平的计算研究表明，在喹喔啉- 2(1H)- 1 的激发态和碘鎓叶立德之间发生了单电子转移。
• POWDERED COMPOSITION FOR USE IN THE PREPARATION OF WHITENING COSMETIC COMPOSITIONS
  申请人：SENSIENT COSMETIC TECHNOLOGIES

  公开号：US20160008241A1

  公开（公告）日：2016-01-14

  The application relates to a powdered composition consisting in at least one pigment, at least one encapsulation agent, at least one whitening agent, at least one lightening agent, optionally an additive selected from vitamin B3, vitamin E, a ginseng extract, a red algae extract, a brown algae extract and mixtures thereof and optionally water, to its preparation method and to its use for preparing a cosmetic composition.
• US7247294B1
  申请人：——

  公开号：US7247294B1

  公开（公告）日：2007-07-24