4-Hydroxy-5-(3,4,5-trimethoxy-phenyl)-pentanoic acid | 848653-54-3

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羟基酸及其衍生物
• 英文名称: 4-Hydroxy-5-(3,4,5-trimethoxy-phenyl)-pentanoic acid
• CAS: 848653-54-3
• 化学式: C₁₄H₂₀O₆
• 分子量: 284.309
• InChiKey: GIKBKFODQIAQQO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.48
• 重原子数：
  20.0
• 可旋转键数：
  8.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  85.22
• 氢给体数：
  2.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  4-Hydroxy-5-(3,4,5-trimethoxy-phenyl)-pentanoic acid 在 copper(II) sulfate 作用下， 以 苯 为溶剂， 以87%的产率得到5-(3,4,5-trimethoxybenzyl)dihydrofuran-2(3H)-one
  参考文献：
  名称：

  Synthesis and biological activity of the tea catechin metabolites, M4 and M6 and their methoxy-derivatives

  摘要：

  Syntheses are reported for metabolites M4 (1) and M6 (2) of the green tea polyphenols epicatechin (EC) and epigallocatechin (EGC) and their gallate derivatives. Several methoxy-derivatives of 1 and 2 were also prepared. Compounds 1 and 2 were evaluated for growth inhibitory activity against a panel of immortalized and malignant human cell lines with 1 being the more active compound. The possible antiinflammatory activity of 1 and its trimethoxy derivative was also evaluated. Neither compound inhibited the release of arachidonic acid, although 1 inhibited NO production by 50% at 20 muM. (C) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.12.070
• 作为产物：
  描述：

  1-(3,4,5-trimethoxyphenyl)prop-2-en-1-ol 在 palladium on activated charcoal 氢氧化钾 、 氢气 、 sodium carbonate 、 丙酸 、 间氯过氧苯甲酸 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 生成 4-Hydroxy-5-(3,4,5-trimethoxy-phenyl)-pentanoic acid
  参考文献：
  名称：

  Synthesis and biological activity of the tea catechin metabolites, M4 and M6 and their methoxy-derivatives

  摘要：

  Syntheses are reported for metabolites M4 (1) and M6 (2) of the green tea polyphenols epicatechin (EC) and epigallocatechin (EGC) and their gallate derivatives. Several methoxy-derivatives of 1 and 2 were also prepared. Compounds 1 and 2 were evaluated for growth inhibitory activity against a panel of immortalized and malignant human cell lines with 1 being the more active compound. The possible antiinflammatory activity of 1 and its trimethoxy derivative was also evaluated. Neither compound inhibited the release of arachidonic acid, although 1 inhibited NO production by 50% at 20 muM. (C) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.12.070

文献信息

• Synthesis and biological activity of the tea catechin metabolites, M4 and M6 and their methoxy-derivatives
  作者：Joshua D. Lambert、Joseph E. Rice、Jungil Hong、Zhe Hou、Chung S. Yang

  DOI：10.1016/j.bmcl.2004.12.070

  日期：2005.2

  Syntheses are reported for metabolites M4 (1) and M6 (2) of the green tea polyphenols epicatechin (EC) and epigallocatechin (EGC) and their gallate derivatives. Several methoxy-derivatives of 1 and 2 were also prepared. Compounds 1 and 2 were evaluated for growth inhibitory activity against a panel of immortalized and malignant human cell lines with 1 being the more active compound. The possible antiinflammatory activity of 1 and its trimethoxy derivative was also evaluated. Neither compound inhibited the release of arachidonic acid, although 1 inhibited NO production by 50% at 20 muM. (C) 2005 Elsevier Ltd. All rights reserved.