((5-hydroxy-4-oxo-4H-pyran-2-yl)methyl 4-methoxy-5-adamantylbenzoate) | 1383106-23-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: ((5-hydroxy-4-oxo-4H-pyran-2-yl)methyl 4-methoxy-5-adamantylbenzoate)
• 英文别名: (5-hydroxy-4-oxo-4H-pyran-2-yl)methyl 4-methoxy-3-(adamantan-1-yl)benzoate；(5-Hydroxy-4-oxopyran-2-yl)methyl 3-(1-adamantyl)-4-methoxybenzoate
• CAS: 1383106-23-7
• 化学式: C₂₄H₂₆O₆
• 分子量: 410.467
• InChiKey: HYDZMSCPTNVDMA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  30
• 可旋转键数：
  6
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  82.1
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  曲酸 在 氯化亚砜 、 potassium hydroxide 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 生成 ((5-hydroxy-4-oxo-4H-pyran-2-yl)methyl 4-methoxy-5-adamantylbenzoate)
  参考文献：
  名称：

  Depigmenting activities of kojic acid derivatives without tyrosinase inhibitory activities

  摘要：

  We synthesized benzoate ester derivatives of kojic acid with and without adamantane moiety. Benzoate derivatives 2a-e that did not contain an adamantane moiety showed potent tyrosinase inhibitory activities. However, depigmenting activity was not noted in a cell-based assay. Contrasting results were obtained for benzoate derivatives (3a-e) containing an adamantane moiety. Compounds 3a-e showed potent depigmenting activities without tyrosinase inhibitory activities. To the best of our knowledge, this is the first study showing the depigmenting activities of kojic acid derivatives without tyrosinase inhibitory activities. (C) 2012 Published by Elsevier Ltd.

  DOI：

  10.1016/j.bmcl.2012.04.046

文献信息

• Depigmenting activities of kojic acid derivatives without tyrosinase inhibitory activities
  作者：Jun-Cheol Cho、Ho Sik Rho、Yung Hyup Joo、Chang Seok Lee、Jaekyoung Lee、Soo Mi Ahn、Jung Eun Kim、Song Seok Shin、Young-Ho Park、Kyung-Do Suh、Soo Nam Park

  DOI：10.1016/j.bmcl.2012.04.046

  日期：2012.6

  We synthesized benzoate ester derivatives of kojic acid with and without adamantane moiety. Benzoate derivatives 2a-e that did not contain an adamantane moiety showed potent tyrosinase inhibitory activities. However, depigmenting activity was not noted in a cell-based assay. Contrasting results were obtained for benzoate derivatives (3a-e) containing an adamantane moiety. Compounds 3a-e showed potent depigmenting activities without tyrosinase inhibitory activities. To the best of our knowledge, this is the first study showing the depigmenting activities of kojic acid derivatives without tyrosinase inhibitory activities. (C) 2012 Published by Elsevier Ltd.