gelseziridine | 1314398-45-2

• 分子结构分类: 有机化合物 - 生物碱及其衍生物 - 钩吻生物碱
• 英文名称: gelseziridine
• 英文别名: (1R,2S,5S,7S,8R,11S)-2-ethyl-1'-methoxyspiro[3,9-dioxa-4-azatetracyclo[6.3.1.02,4.05,11]dodecane-7,3'-indole]-2'-one
• CAS: 1314398-45-2
• 化学式: C₁₉H₂₂N₂O₄
• 分子量: 342.395
• InChiKey: PETWEMKQBDXKQQ-QIISOMIJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  25
• 可旋转键数：
  2
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.63
• 拓扑面积：
  54.3
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  gelsenicine 在 Oxone 、 碳酸氢钠 作用下， 以 水 、 乙腈 为溶剂， 反应 0.17h， 生成 gelseziridine
  参考文献：
  名称：

  Bisindole Alkaloids with Neural Anti-inflammatory Activity from Gelsemium elegans

  摘要：

  Three new trace bisindole alkaloids geleganimines A and B (1, 2) and geleganamide (3) were isolated from the aerial parts of Gelsemium elegans. Their structures were elucidated by spectroscopy, particularly from their carbon-proton coupling constants, and electronic circular dichroism. Compounds 1-3 are the first bisindole alkaloids discovered from the genus Gelsemium. Geleganimine B exhibited anti-inflammatory activity indirectly by suppressing lipopolysaccharide-induced pro. inflammatory factors in BV2 microglial cells with an IC50 value of 10.2 mu M. These findings confirm the importance of bioactive trace components in medicinal plant research.

  DOI：

  10.1021/np4005536

文献信息

• Bisindole Alkaloids with Neural Anti-inflammatory Activity from <i>Gelsemium elegans</i>
  作者：Jing Qu、Lei Fang、Xiao-Dong Ren、Yunbao Liu、Shi-Shan Yu、Li Li、Xiu-Qi Bao、Dan Zhang、Yong Li、Shuang-Gang Ma

  DOI：10.1021/np4005536

  日期：2013.12.27

  Three new trace bisindole alkaloids geleganimines A and B (1, 2) and geleganamide (3) were isolated from the aerial parts of Gelsemium elegans. Their structures were elucidated by spectroscopy, particularly from their carbon-proton coupling constants, and electronic circular dichroism. Compounds 1-3 are the first bisindole alkaloids discovered from the genus Gelsemium. Geleganimine B exhibited anti-inflammatory activity indirectly by suppressing lipopolysaccharide-induced pro. inflammatory factors in BV2 microglial cells with an IC50 value of 10.2 mu M. These findings confirm the importance of bioactive trace components in medicinal plant research.