[3-(3,4-dihydroxy-phenyl)-acryloylamino]-acetic acid methyl ester

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: [3-(3,4-dihydroxy-phenyl)-acryloylamino]-acetic acid methyl ester
• 英文别名: methyl (E)-(3-(3,4-dihydroxyphenyl)acryloyl)glycinate；methyl 2-[[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]amino]acetate
• 化学式: C₁₂H₁₃NO₅
• 分子量: 251.239
• InChiKey: ULXRLXAOWMAPTA-HWKANZROSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  18
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  95.9
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  [3-(3,4-dihydroxy-phenyl)-acryloylamino]-acetic acid methyl ester 在 lithium hydroxide 作用下， 以 四氢呋喃 为溶剂， 反应 0.67h， 以31%的产率得到N-咖啡酰甘氨酸
  参考文献：
  名称：

  Caffeoylglycolic and caffeoylamino acid derivatives, halfmers of l-chicoric acid, as new HIV-1 integrase inhibitors

  摘要：

  Human immunodeficiency virus (HIV) integrase (IN) catalyzes the integration of HIV DNA copy into the host cell DNA. L-Chicoric acid (1) has been found to be one of the most potent HIV-1 integrase inhibitor. Caffeoylglycolic and caffeoylamino acid derivatives' halfmeric structures Of L-chicoric acid 2 were synthesized for the purpose of simplifying the structure Of L-Chicoric acid. Among synthesized, compounds 2c and 3f showed HIV-1 IN inhibitory activities with IC50 values of 10.5 and 12.0 mu M, respectively, comparable to that of parent compound L-chicoric acid (IC50 = 15.7 mu M). (c) 2007 Elsevier Masson SAS. All fights reserved.

  DOI：

  10.1016/j.ejmech.2007.02.016
• 作为产物：
  描述：

  TRANS-咖啡酸 、 甘氨酸甲酯盐酸盐 在 1-羟基苯并三唑 、 三乙胺 、 N,N'-二环己基碳二亚胺 作用下， 以 四氢呋喃 、 氯仿 为溶剂， 以42%的产率得到[3-(3,4-dihydroxy-phenyl)-acryloylamino]-acetic acid methyl ester
  参考文献：
  名称：

  Caffeoylglycolic and caffeoylamino acid derivatives, halfmers of l-chicoric acid, as new HIV-1 integrase inhibitors

  摘要：

  Human immunodeficiency virus (HIV) integrase (IN) catalyzes the integration of HIV DNA copy into the host cell DNA. L-Chicoric acid (1) has been found to be one of the most potent HIV-1 integrase inhibitor. Caffeoylglycolic and caffeoylamino acid derivatives' halfmeric structures Of L-chicoric acid 2 were synthesized for the purpose of simplifying the structure Of L-Chicoric acid. Among synthesized, compounds 2c and 3f showed HIV-1 IN inhibitory activities with IC50 values of 10.5 and 12.0 mu M, respectively, comparable to that of parent compound L-chicoric acid (IC50 = 15.7 mu M). (c) 2007 Elsevier Masson SAS. All fights reserved.

  DOI：

  10.1016/j.ejmech.2007.02.016

文献信息

• 一种化合物、组合物及其在制备具有治疗心肌炎作用的药物中的应用
  申请人：潍坊市人民医院(潍坊市传染病医院)

  公开号：CN113968795A

  公开（公告）日：2022-01-25

  本发明涉及生物医学技术领域，具体公开了一种化合物、组合物及其在制备具有治疗心肌炎作用的药物中的应用。所述的化合物，具有式Ⅰ或式Ⅱ所示的结构；所述的组合物，包含式Ⅰ和式Ⅱ所示结构的化合物。研究表明，所述的化合物和组合物显示出来优异的治疗心肌炎活性；因此可以将其作为活性成分用于制备具有治疗心肌炎作用的药物。
• Caffeoylglycolic and caffeoylamino acid derivatives, halfmers of l-chicoric acid, as new HIV-1 integrase inhibitors
  作者：Seung Uk Lee、Cha-Gyun Shin、Chong-Kyo Lee、Yong Sup Lee

  DOI：10.1016/j.ejmech.2007.02.016

  日期：2007.10

  Human immunodeficiency virus (HIV) integrase (IN) catalyzes the integration of HIV DNA copy into the host cell DNA. L-Chicoric acid (1) has been found to be one of the most potent HIV-1 integrase inhibitor. Caffeoylglycolic and caffeoylamino acid derivatives' halfmeric structures Of L-chicoric acid 2 were synthesized for the purpose of simplifying the structure Of L-Chicoric acid. Among synthesized, compounds 2c and 3f showed HIV-1 IN inhibitory activities with IC50 values of 10.5 and 12.0 mu M, respectively, comparable to that of parent compound L-chicoric acid (IC50 = 15.7 mu M). (c) 2007 Elsevier Masson SAS. All fights reserved.