rosmarinoylcholine trifluoroacetate | 1314894-98-8

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂酸及其衍生物
• 英文名称: rosmarinoylcholine trifluoroacetate
• CAS: 1314894-98-8
• 化学式: C₂F₃O₂*C₂₃H₂₈NO₈
• 分子量: 559.493
• InChiKey: WOQNLHLBOMIHOU-ZMBIFBSDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.22
• 重原子数：
  39.0
• 可旋转键数：
  9.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  173.65
• 氢给体数：
  4.0
• 氢受体数：
  10.0

反应信息

• 作为产物：
  描述：

  氯化胆碱 在 氯化亚砜 、 potassium carbonate 作用下， 以 1,4-二氧六环 、 水 为溶剂， 反应 45.17h， 生成 rosmarinoylcholine trifluoroacetate
  参考文献：
  名称：

  Bifunctional phenolic-choline conjugates as anti-oxidants and acetylcholinesterase inhibitors

  摘要：

  Because of the complex cascade of molecular events that can occur in the brain of an Alzheimer's disease (AD) patient, the therapy of this neurodegenerative disease seems more likely to be achieved by multifunctional drugs. Herein, a new series of dual-targeting ligands have been developed and in vitro bioevaluated. Their architecture is based on conjugating the acetylcholinesterase inhibition and anti-oxidant properties in one molecular entity. Specifically, a series of naturally occurring phenolic acids with recognized anti-oxidant properties (derivatives of caffeic acid, rosmarinic acid, and trolox) have been conjugated with choline to account for the recognition by acetylcholinesterase (AChE). The synthesized hybrid compounds evidenced AChE inhibitory capacity of micromolar range (rationalized by molecular modeling studies) and good antioxidant properties. Their effects on human neuroblastoma cells, previously treated with beta-amyloid peptides and 1-methyl-4-phenylpyridinium ion neurotoxins (to simulate AD and Parkinson's disease, respectively), also demonstrated a considerable capacity for protection against the cytotoxicity of these stressors.

  DOI：

  10.3109/14756366.2010.529806