3-methoxy-4-hydroxycinnamic acid n-tridecyl ester

• 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: 3-methoxy-4-hydroxycinnamic acid n-tridecyl ester
• 英文别名: 1-tridecyl ferulate；tridecyl ferulate；tridecyl (E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate
• 化学式: C₂₃H₃₆O₄
• 分子量: 376.536
• InChiKey: OHBIEDOQIFKIMO-BMRADRMJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8
• 重原子数：
  27
• 可旋转键数：
  16
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.61
• 拓扑面积：
  55.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  阿魏酸 、 十三烷醇 在 对甲苯磺酸 作用下， 以 甲苯 为溶剂， 反应 16.0h， 生成 3-methoxy-4-hydroxycinnamic acid n-tridecyl ester
  参考文献：
  名称：

  Interaction of ferulic acid derivatives with human erythrocytes monitored by pulse field gradient NMR diffusion and NMR relaxation studies

  摘要：

  Ferulic acid (Fer), a natural anti, oxidant and chemo-protector, is able to suppress experimental carcinogenesis in the forestomach, lungs, skin, tongue and colon. Several Fer derivatives have been suggested as promising candidates for cancer prevention, being the biological activity related also to the capacity of partitioning between aqueous and lipid phases. In the present work, pulsed field gradient (PFG) NMR diffusion measurement and NMR relaxation rates have been adopted for investigating the interaction of three Fer derivatives (Fer-C11, Fer-C12 and Fer-C13) with human erythrocytes. Binding to the erythrocyte membrane has been shown for all derivatives, which displayed a similar interaction mode such that the aromatic moiety and the terminal part of the alkyl chain were the most affected. Quantitative analysis of the diffusion coefficients was used to show that Fer-C12 and Fer-C13 display higher affinity for the cell membrane when compared with Fer-C11. These findings agree with the higher anti-oxidant activity of the two derivatives. (c) 2005 Published by Elsevier Ireland Ltd.

  DOI：

  10.1016/j.chemphyslip.2004.12.005

文献信息

• [EN] CAFFEIC ACID DERIVATIVES AND USES THEREOF<br/>[FR] DÉRIVÉS D'ACIDE CAFÉIQUE ET LEURS UTILISATIONS
  申请人：MUSC FOUND FOR RES DEV

  公开号：WO2017161093A1

  公开（公告）日：2017-09-21

  The present invention relates to compounds of formula (I): including any stereochemically isomeric form thereof, or pharmaceutically acceptable salts thereof, for the treatment of tuberculosis.

  本发明涉及公式(I)的化合物，包括其任何立体化异构体，或其药用可接受的盐，用于治疗结核病。
• Interaction of ferulic acid derivatives with human erythrocytes monitored by pulse field gradient NMR diffusion and NMR relaxation studies
  作者：Cecilia Anselmi、Francesca Bernardi、Marisanna Centini、Elena Gaggelli、Nicola Gaggelli、Daniela Valensin、Gianni Valensin

  DOI：10.1016/j.chemphyslip.2004.12.005

  日期：2005.4

  Ferulic acid (Fer), a natural anti, oxidant and chemo-protector, is able to suppress experimental carcinogenesis in the forestomach, lungs, skin, tongue and colon. Several Fer derivatives have been suggested as promising candidates for cancer prevention, being the biological activity related also to the capacity of partitioning between aqueous and lipid phases. In the present work, pulsed field gradient (PFG) NMR diffusion measurement and NMR relaxation rates have been adopted for investigating the interaction of three Fer derivatives (Fer-C11, Fer-C12 and Fer-C13) with human erythrocytes. Binding to the erythrocyte membrane has been shown for all derivatives, which displayed a similar interaction mode such that the aromatic moiety and the terminal part of the alkyl chain were the most affected. Quantitative analysis of the diffusion coefficients was used to show that Fer-C12 and Fer-C13 display higher affinity for the cell membrane when compared with Fer-C11. These findings agree with the higher anti-oxidant activity of the two derivatives. (c) 2005 Published by Elsevier Ireland Ltd.