8,9-nor-2,8,9-triacetyllycorine | 1239874-76-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 8,9-nor-2,8,9-triacetyllycorine
• 英文别名: [(1S,14S,15S,16S)-4,5-diacetyloxy-15-hydroxy-9-azatetracyclo[7.6.1.02,7.012,16]hexadeca-2,4,6,12-tetraen-14-yl] acetate
• CAS: 1239874-76-0
• 化学式: C₂₁H₂₃NO₇
• 分子量: 401.416
• InChiKey: FEIGSBUVIHTGIA-UWHLTILDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.2
• 重原子数：
  29
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.48
• 拓扑面积：
  102
• 氢给体数：
  1
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  乙酸酐 、 1,2-diacetoxylycorine 在 三溴化硼 、 吡啶 作用下， 以 二氯甲烷 为溶剂， 反应 28.0h， 以35%的产率得到8,9-nor-2,8,9-triacetyllycorine
  参考文献：
  名称：

  Synthesis and antiplasmodial activity of lycorine derivatives

  摘要：

  Twenty seven lycorine derivatives were prepared and evaluated for their in vitro antimalarial activity against chloroquine-sensitive strains of Plasmodium falciparum. The best antiplasmodial activities were achieved with lycorine derivatives that present free hydroxyl groups at C-1 and C-2 or esterified as acetates or isobutyrates. The double bond C-2-C-3 is also important for the activity. Concerning to the antiplasmodial activity of the secolycorines, the higher values were obtained with the replacement of the methylenedioxy moiety by hydroxyl or acetate groups and with methyl substituent attached to the nitrogen atom. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2010.05.023

文献信息

• Synthesis and antiplasmodial activity of lycorine derivatives
  作者：Juan C. Cedrón、David Gutiérrez、Ninoska Flores、Ángel G. Ravelo、Ana Estévez-Braun

  DOI：10.1016/j.bmc.2010.05.023

  日期：2010.7

  Twenty seven lycorine derivatives were prepared and evaluated for their in vitro antimalarial activity against chloroquine-sensitive strains of Plasmodium falciparum. The best antiplasmodial activities were achieved with lycorine derivatives that present free hydroxyl groups at C-1 and C-2 or esterified as acetates or isobutyrates. The double bond C-2-C-3 is also important for the activity. Concerning to the antiplasmodial activity of the secolycorines, the higher values were obtained with the replacement of the methylenedioxy moiety by hydroxyl or acetate groups and with methyl substituent attached to the nitrogen atom. (C) 2010 Elsevier Ltd. All rights reserved.