3'-hydroxyphenyl-3,4,5-trimethylgallate

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 缩酚酸和缩酚酸环醚类
• 英文名称: 3'-hydroxyphenyl-3,4,5-trimethylgallate
• 英文别名: 3,4,5-trimethoxy-benzoic acid-(3-hydroxy-phenyl ester)；3,4,5-Trimethoxy-benzoesaeure-(3-hydroxy-phenylester)；(3-Hydroxyphenyl) 3,4,5-trimethoxybenzoate；(3-hydroxyphenyl) 3,4,5-trimethoxybenzoate
• 化学式: C₁₆H₁₆O₆
• 分子量: 304.299
• InChiKey: RMMDBBVGTWXULB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  22
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  74.2
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  3,4,5-三甲氧基苯甲酸 在 氯化亚砜 、 三乙胺 作用下， 以 氯仿 为溶剂， 反应 4.0h， 生成 3'-hydroxyphenyl-3,4,5-trimethylgallate
  参考文献：
  名称：

  Synthesis, evaluation, and molecular docking studies of cycloalkyl/aryl-3,4,5-trimethylgallates as potent non-ulcerogenic and gastroprotective anti-inflammatory agents

  摘要：

  In our effort to identify the effective gastric sparing and protective anti-inflammatory agents, a series of cycloalkyl/aryl-3,4,5-trimethylgallates were synthesized and characterized. The physicochemical properties were studied to assess the lipophilicity and chemical stability. Subsequently, the compounds were evaluated for their anti-inflammatory activity and effect on gastric mucosa by most active compounds. All the compounds exhibited promising anti-inflammatory activity. In particular, 4a, 4b, 4g, and 4h emerged as the most active compounds in the series. The results of gastric mucosal studies and biochemical estimations suggested that these compounds are non-ulcerogenic and gastroprotective. The molecular docking analysis was performed to understand the binding interactions of these compounds to cyclooxygenase isoenzyme (COX-1 and COX-2). The results from this investigation suggests cycloalkyl/aryl-3,4,5-trimethylgallates as potent safer gastrosparing and protective anti-inflammatory agents.

  DOI：

  10.1007/s00044-013-0620-6

文献信息

• Pepe, Anales des la Asociacion Quimica Argentina, 1940, vol. 28, p. 34,40
  作者：Pepe

  DOI：——

  日期：——
• Compounds and assays for controlling Wnt activity
  申请人：Liu Dakai

  公开号：US20100298200A1

  公开（公告）日：2010-11-25

  The present invention relates to the field of therapeutic methods to screen for compounds on the basis of their ability to influence Wnt activity. The screening process is applied to both a physical library of a series of compounds and a virtual library of compounds that affect Wnt activity. In one aspect, the virtual screening process could be carried out where a permutational library of small peptides is substituted for the small organic molecules. The inventive methods may be used to empirically test for effects on Wnt activity and may also be applied to any pair of proteins involved in protein-protein interactions.
• US9052324B2
  申请人：——

  公开号：US9052324B2

  公开（公告）日：2015-06-09
• Synthesis, evaluation, and molecular docking studies of cycloalkyl/aryl-3,4,5-trimethylgallates as potent non-ulcerogenic and gastroprotective anti-inflammatory agents
  作者：Mamta Sachdeva Dhingra、Pran Kishore Deb、Renu Chadha、Tejvir Singh、Maninder Karan

  DOI：10.1007/s00044-013-0620-6

  日期：2014.1

  In our effort to identify the effective gastric sparing and protective anti-inflammatory agents, a series of cycloalkyl/aryl-3,4,5-trimethylgallates were synthesized and characterized. The physicochemical properties were studied to assess the lipophilicity and chemical stability. Subsequently, the compounds were evaluated for their anti-inflammatory activity and effect on gastric mucosa by most active compounds. All the compounds exhibited promising anti-inflammatory activity. In particular, 4a, 4b, 4g, and 4h emerged as the most active compounds in the series. The results of gastric mucosal studies and biochemical estimations suggested that these compounds are non-ulcerogenic and gastroprotective. The molecular docking analysis was performed to understand the binding interactions of these compounds to cyclooxygenase isoenzyme (COX-1 and COX-2). The results from this investigation suggests cycloalkyl/aryl-3,4,5-trimethylgallates as potent safer gastrosparing and protective anti-inflammatory agents.