4-hydroxy-3-(3'-hydroxyphenyl)coumarin | 1396649-20-9

• 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: 4-hydroxy-3-(3'-hydroxyphenyl)coumarin
• 英文别名: 4-Hydroxy-3-(3-hydroxyphenyl)chromen-2-one
• CAS: 1396649-20-9
• 化学式: C₁₅H₁₀O₄
• 分子量: 254.242
• InChiKey: JNIIVXZLGQYFIX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  19
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  66.8
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  4-羟基香豆素 在 三叔丁基膦 、 palladium diacetate 、 sodium carbonate 、 lithium hydroxide 作用下， 以 乙二醇二甲醚 、 水 为溶剂， 反应 14.5h， 生成 4-hydroxy-3-(3'-hydroxyphenyl)coumarin
  参考文献：
  名称：

  Antitrypanosomal and antioxidant properties of 4-hydroxycoumarins derivatives

  摘要：

  In the present communication we prepared a series of six 4-hydroxycoumarin derivatives, isosters of quercetin, recognized as an antioxidant natural compound, with the aim of evaluating the antitrypanosomal activity against Trypanosoma cruzi, the parasite responsible for Chagas disease, and the antioxidant properties. We have used the 4-hydroxycoumarin moiety (compound 1) as the molecular template for the synthesis of compounds 2-7. These derivates have shown moderate trypanocidal activity. However they have been proved to be good antioxidants. In particular compound 7 is the most active antioxidant and it is, therefore, a potential candidate for a successful employment in conditions characterized by free radicals overproduction. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.07.013

文献信息

• Antitrypanosomal and antioxidant properties of 4-hydroxycoumarins derivatives
  作者：Fernanda Pérez-Cruz、Silvia Serra、Giovanna Delogu、Michel Lapier、Juan Diego Maya、Claudio Olea-Azar、Lourdes Santana、Eugenio Uriarte

  DOI：10.1016/j.bmcl.2012.07.013

  日期：2012.9

  In the present communication we prepared a series of six 4-hydroxycoumarin derivatives, isosters of quercetin, recognized as an antioxidant natural compound, with the aim of evaluating the antitrypanosomal activity against Trypanosoma cruzi, the parasite responsible for Chagas disease, and the antioxidant properties. We have used the 4-hydroxycoumarin moiety (compound 1) as the molecular template for the synthesis of compounds 2-7. These derivates have shown moderate trypanocidal activity. However they have been proved to be good antioxidants. In particular compound 7 is the most active antioxidant and it is, therefore, a potential candidate for a successful employment in conditions characterized by free radicals overproduction. (C) 2012 Elsevier Ltd. All rights reserved.