fagaronine mesylate

• 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: fagaronine mesylate
• 英文别名: Methanesulfonate;3,8,9-trimethoxy-5-methylbenzo[c]phenanthridin-5-ium-2-ol
• 化学式: CH₃O₃S*C₂₁H₂₀NO₄
• 分子量: 445.493
• InChiKey: KUTXYBWCDIZZRI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.86
• 重原子数：
  31
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  117
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  3-(4-acetoxy-3-methoxyphenyl)-6,7-dimethoxy-4-(2-oxoethyl)isoquinoline 在 氢溴酸 、 溶剂黄146 作用下， 反应 0.5h， 生成 fagaronine mesylate
  参考文献：
  名称：

  Short synthesis and antimalarial activity of fagaronine

  摘要：

  Herein, we report a new synthesis of fagaronine 1, inspired by the synthesis reported by Luo for nornitidine. The in vitro biological activity of fagaronine against malaria on several chloroquine-sensitive and resistant Plasmodium falciparum strains was confirmed, and the selectivity index compared to mammalian cells was calculated. Fagaronine was found to have very good antimalarial activity in vivo, comparable to the activity of the reference compound chloroquine. Therefore, fagaronine appears to be a good potential lead for the design of new antimalarial molecules. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2012.05.061

文献信息

• Short synthesis and antimalarial activity of fagaronine
  作者：M. Rivaud、A. Mendoza、M. Sauvain、A. Valentin、V. Jullian

  DOI：10.1016/j.bmc.2012.05.061

  日期：2012.8

  Herein, we report a new synthesis of fagaronine 1, inspired by the synthesis reported by Luo for nornitidine. The in vitro biological activity of fagaronine against malaria on several chloroquine-sensitive and resistant Plasmodium falciparum strains was confirmed, and the selectivity index compared to mammalian cells was calculated. Fagaronine was found to have very good antimalarial activity in vivo, comparable to the activity of the reference compound chloroquine. Therefore, fagaronine appears to be a good potential lead for the design of new antimalarial molecules. (C) 2012 Elsevier Ltd. All rights reserved.