tetrandine

• 分子结构分类: 有机化合物 - 木脂素、新木脂素和相关化合物
• 英文名称: tetrandine
• 英文别名: (1S,14S)-9,20,21,25-tetramethoxy-7,23-dioxa-15,30-diazaheptacyclo[22.6.2.23,6.18,12.114,18.027,31.022,33]hexatriaconta-3(36),4,6(35),8,10,12(34),18,20,22(33),24,26,31-dodecaene
• 化学式: C₃₆H₃₈N₂O₆
• 分子量: 594.708
• InChiKey: YOVFYCDDECDCPN-NSOVKSMOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.4
• 重原子数：
  44
• 可旋转键数：
  4
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  79.4
• 氢给体数：
  2
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  tetrandine 在 三氯化铝 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 以30%的产率得到2,2'-N,N-dinorfangchinoline
  参考文献：
  名称：

  Studies on Inhibitory Activity against Acetylcholinesterase of New Bisbenzylisoquinoline Alkaloid and Its Related Compounds

  摘要：

  A new phenolic bisbenzylisoquinoline (BBI) alkaloid named 2'-N-norfangchinoline was isolated from the root of Stephania tetrandra S. MOORE along withfangchinoline (2) and atherospermoline (3). The chemical structure of 2'-N-norfangchinoline was proved to be 4 by spectral analyses and chemical methods. Moreover three phenolic BBI alkaloidal compounds, 2,2'-N,N-dinorfangchinoline (8), 2'-N-noratherospermoline (9), 2-N-norfangchinoline (10) were derived from tetrandrine (1). And 12-O-acetyl atherospermoline (11) was obtained by partial acetylation of atherospermoline (3). Seven phenolic BBI compounds (2, 3, 4, 8, 9, 10, and 11) also have the inhibitory effect on acetylcholinesterase.

  DOI：

  10.3987/com-97-7935
• 作为产物：
  描述：

  汉防己甲素 在 盐酸 、 氢氧化钾 作用下， 以 四氢呋喃 、 乙二醇 为溶剂， 反应 6.0h， 生成 tetrandine
  参考文献：
  名称：

  Studies on Inhibitory Activity against Acetylcholinesterase of New Bisbenzylisoquinoline Alkaloid and Its Related Compounds

  摘要：

  A new phenolic bisbenzylisoquinoline (BBI) alkaloid named 2'-N-norfangchinoline was isolated from the root of Stephania tetrandra S. MOORE along withfangchinoline (2) and atherospermoline (3). The chemical structure of 2'-N-norfangchinoline was proved to be 4 by spectral analyses and chemical methods. Moreover three phenolic BBI alkaloidal compounds, 2,2'-N,N-dinorfangchinoline (8), 2'-N-noratherospermoline (9), 2-N-norfangchinoline (10) were derived from tetrandrine (1). And 12-O-acetyl atherospermoline (11) was obtained by partial acetylation of atherospermoline (3). Seven phenolic BBI compounds (2, 3, 4, 8, 9, 10, and 11) also have the inhibitory effect on acetylcholinesterase.

  DOI：

  10.3987/com-97-7935

文献信息

• Studies on Inhibitory Activity against Acetylcholinesterase of New Bisbenzylisoquinoline Alkaloid and Its Related Compounds
  作者：Tatsunori Ogino、Takuji Yamaguchi、Toshitsugu Sato、Hiroshi Sasaki、Ko Sugama、Minoru Okada、Masao Maruno

  DOI：10.3987/com-97-7935

  日期：——

  A new phenolic bisbenzylisoquinoline (BBI) alkaloid named 2'-N-norfangchinoline was isolated from the root of Stephania tetrandra S. MOORE along withfangchinoline (2) and atherospermoline (3). The chemical structure of 2'-N-norfangchinoline was proved to be 4 by spectral analyses and chemical methods. Moreover three phenolic BBI alkaloidal compounds, 2,2'-N,N-dinorfangchinoline (8), 2'-N-noratherospermoline (9), 2-N-norfangchinoline (10) were derived from tetrandrine (1). And 12-O-acetyl atherospermoline (11) was obtained by partial acetylation of atherospermoline (3). Seven phenolic BBI compounds (2, 3, 4, 8, 9, 10, and 11) also have the inhibitory effect on acetylcholinesterase.