(E)-4-(3,5-dimethoxystiryl)-2,2,6,6-tetramethyl-1,2,3,6-tetrahydropyridin-1-yloxyl | 1352457-92-1

• 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: (E)-4-(3,5-dimethoxystiryl)-2,2,6,6-tetramethyl-1,2,3,6-tetrahydropyridin-1-yloxyl
• 英文别名: (E)-4-(3,5-dimethoxystyryl)-2,2,6,6-tetramethyl-1,2,3,6-tetrahydropyridin-1-yloxyl；HO-4408
• CAS: 1352457-92-1
• 化学式: C₁₉H₂₆NO₃
• 分子量: 316.42
• InChiKey: JVJCUOWWCIDPLO-BQYQJAHWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  23
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  22.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (E)-4-(3,5-dimethoxystiryl)-2,2,6,6-tetramethyl-1,2,3,6-tetrahydropyridin-1-yloxyl 在 三乙胺 、 维生素 C 作用下， 以 1,4-二氧六环 、 氯仿 、 水 为溶剂， 反应 16.0h， 生成 (E)-1-acetoxy-4-(3,5-dimethoxystyryl)-2,2,6,6-tetramethyl-1,2,3,6-tetrahydropyridine
  参考文献：
  名称：

  Synthesis and study of new paramagnetic resveratrol analogues

  摘要：

  New resveratrol analogues containing five- and six-membered nitroxides and isoindoline nitroxides were synthesized. These new compounds were compared to resveratrol based on their ABTS radical scavenging ability as well on their capacity to suppress inflammatory process in macrophages induced by lipopolysaccharides. The ABTS and ROS scavenging activities of new molecules were the same or weaker than that of resveratrol, but some of paramagnetic resveratrol derivatives suppressed nitrite and TNF alpha production more efficiently than resveratrol. Based on these results the new nitroxide and phenol containing hybrid molecules can be considered as new antioxidant and anti-inflammatory agents. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2011.10.066
• 作为产物：
  描述：

  4-iodo-2,2,6,6-tetramethyl-3,6-dihydropyridin-1(2H)-yloxyl radical 、 1-乙烯基-3,5-二甲氧基苯 在 四丁基溴化铵 、 palladium diacetate 、 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 5.0h， 以69%的产率得到(E)-4-(3,5-dimethoxystiryl)-2,2,6,6-tetramethyl-1,2,3,6-tetrahydropyridin-1-yloxyl
  参考文献：
  名称：

  Synthesis and study of new paramagnetic resveratrol analogues

  摘要：

  New resveratrol analogues containing five- and six-membered nitroxides and isoindoline nitroxides were synthesized. These new compounds were compared to resveratrol based on their ABTS radical scavenging ability as well on their capacity to suppress inflammatory process in macrophages induced by lipopolysaccharides. The ABTS and ROS scavenging activities of new molecules were the same or weaker than that of resveratrol, but some of paramagnetic resveratrol derivatives suppressed nitrite and TNF alpha production more efficiently than resveratrol. Based on these results the new nitroxide and phenol containing hybrid molecules can be considered as new antioxidant and anti-inflammatory agents. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2011.10.066

文献信息

• Synthesis and study of new paramagnetic resveratrol analogues
  作者：Tamás Kálai、Erzsébet Borza、Csenge Antus、Balázs Radnai、Gergely Gulyás-Fekete、Andrea Fehér、Balázs Sümegi、Kálmán Hideg

  DOI：10.1016/j.bmc.2011.10.066

  日期：2011.12

  New resveratrol analogues containing five- and six-membered nitroxides and isoindoline nitroxides were synthesized. These new compounds were compared to resveratrol based on their ABTS radical scavenging ability as well on their capacity to suppress inflammatory process in macrophages induced by lipopolysaccharides. The ABTS and ROS scavenging activities of new molecules were the same or weaker than that of resveratrol, but some of paramagnetic resveratrol derivatives suppressed nitrite and TNF alpha production more efficiently than resveratrol. Based on these results the new nitroxide and phenol containing hybrid molecules can be considered as new antioxidant and anti-inflammatory agents. (C) 2011 Elsevier Ltd. All rights reserved.