Methyl 3-(5-hydroxy-2-methoxyphenyl)prop-2-enoate | 949462-55-9

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂酸及其衍生物
• 英文名称: Methyl 3-(5-hydroxy-2-methoxyphenyl)prop-2-enoate
• 英文别名: methyl 3-(5-hydroxy-2-methoxyphenyl)prop-2-enoate
• CAS: 949462-55-9
• 化学式: C₁₁H₁₂O₄
• 分子量: 208.214
• InChiKey: YYCNSXSWKOQWFN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  15
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  55.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  Methyl 3-(5-hydroxy-2-methoxyphenyl)prop-2-enoate 在 三溴化硼 作用下， 以 二氯甲烷 为溶剂， 生成 6-羟基香豆素
  参考文献：
  名称：

  Hydroxycoumarin Derivatives: Novel and Potent α-Glucosidase Inhibitors

  摘要：

  A novel class of hydroxycoumarin derivatives were found to be potent alpha-glucosidase inhibitors. Their syntheses were reported and the structure-activity relationship was established. Kinetic enzymatic assays indicated that compound 10 was a slow-binding and noncompetitive inhibitor with a K-i value of 589 nM, while compound 11 was a competitive inhibitor with a K-i value of 4.810 mu M. Among all hydroxycoumarin derivatives studied, compounds 10 and 11 exhibited the highest activities, were specific inhibitors of alpha-glucosidase, and could be exploited as the lead compounds for the development of potent alpha-glucosidase inhibitors. Compounds 10 and 11 were also selected for further discussion for the mechanism of enzymatic inhibition.

  DOI：

  10.1021/jm100757r
• 作为产物：
  描述：

  5-羟基-2-甲氧基苯甲醛 、 甲氧羰基亚甲基三苯基正膦 以 甲苯 为溶剂， 生成 Methyl 3-(5-hydroxy-2-methoxyphenyl)prop-2-enoate
  参考文献：
  名称：

  Hydroxycoumarin Derivatives: Novel and Potent α-Glucosidase Inhibitors

  摘要：

  A novel class of hydroxycoumarin derivatives were found to be potent alpha-glucosidase inhibitors. Their syntheses were reported and the structure-activity relationship was established. Kinetic enzymatic assays indicated that compound 10 was a slow-binding and noncompetitive inhibitor with a K-i value of 589 nM, while compound 11 was a competitive inhibitor with a K-i value of 4.810 mu M. Among all hydroxycoumarin derivatives studied, compounds 10 and 11 exhibited the highest activities, were specific inhibitors of alpha-glucosidase, and could be exploited as the lead compounds for the development of potent alpha-glucosidase inhibitors. Compounds 10 and 11 were also selected for further discussion for the mechanism of enzymatic inhibition.

  DOI：

  10.1021/jm100757r