progesterone hydrazone | 2365-46-0

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 类固醇和类固醇衍生物
• 英文名称: progesterone hydrazone
• 英文别名: pregn-4-ene-3,20-dione-dihydrazone；Pregn-4-en-3,20-dion-dihydrazon
• CAS: 2365-46-0
• 化学式: C₂₁H₃₄N₄
• 分子量: 342.528
• InChiKey: WVLSVRGWXOQKDI-LEKSSAKUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.21
• 重原子数：
  25.0
• 可旋转键数：
  1.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.81
• 拓扑面积：
  76.76
• 氢给体数：
  2.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  5-氯-2-甲基异硫氰酸苯酯 、 progesterone hydrazone 以 乙腈 为溶剂， 生成
  参考文献：
  名称：

  SAR based in-vitro anticholinesterase and molecular docking studies of nitrogenous progesterone derivatives

  摘要：

  Progesterone is a steroidal hormone that has been described with pathogenic features of brain dysfunction, realized with advanced age-related neurodegenerative diseases such as Alzheimer's disease. In this study, sixteen nitrogenous derivatives of progesterone which we previously synthesized have been used for Alzheimer targets. The progesterone derivatives (1-16) were screened for their acetylcholinesterase (AChE) and butyrylcholinesterase (BChE) inhibitory potentials in a dose-dependent manner. All the compounds exhibited overwhelming AChE inhibitions, with IC50 values ranging from 14.40 to 40.37 mu M. Similarly, the BChE inhibitory potentials of our compounds were also dominant with IC50 values between 20.08 and 46.84 mu M. In comparison to our compounds, the standard drug galantamine attain IC50 values of 12.03 and 18.20 mu M against AChE and BChE respectively. Molecular docking studies suggested that the compounds exerted their inhibitory activity by binding to the active site of the enzyme. The cholinergic system plays an important role in the regulation of learning and memory processes and has been a major target for the design of anti-Alzheimer's drugs. Therefore, these nitrogen-containing progesterone derivatives will be of potential interest to researchers working in AD for developing new drugs or chemical tools to study the disease.

  DOI：

  10.1016/j.steroids.2020.108599
• 作为产物：
  描述：

  黄体酮 在 一水合肼 、 溶剂黄146 作用下， 生成 progesterone hydrazone
  参考文献：
  名称：

  SAR based in-vitro anticholinesterase and molecular docking studies of nitrogenous progesterone derivatives

  摘要：

  Progesterone is a steroidal hormone that has been described with pathogenic features of brain dysfunction, realized with advanced age-related neurodegenerative diseases such as Alzheimer's disease. In this study, sixteen nitrogenous derivatives of progesterone which we previously synthesized have been used for Alzheimer targets. The progesterone derivatives (1-16) were screened for their acetylcholinesterase (AChE) and butyrylcholinesterase (BChE) inhibitory potentials in a dose-dependent manner. All the compounds exhibited overwhelming AChE inhibitions, with IC50 values ranging from 14.40 to 40.37 mu M. Similarly, the BChE inhibitory potentials of our compounds were also dominant with IC50 values between 20.08 and 46.84 mu M. In comparison to our compounds, the standard drug galantamine attain IC50 values of 12.03 and 18.20 mu M against AChE and BChE respectively. Molecular docking studies suggested that the compounds exerted their inhibitory activity by binding to the active site of the enzyme. The cholinergic system plays an important role in the regulation of learning and memory processes and has been a major target for the design of anti-Alzheimer's drugs. Therefore, these nitrogen-containing progesterone derivatives will be of potential interest to researchers working in AD for developing new drugs or chemical tools to study the disease.

  DOI：

  10.1016/j.steroids.2020.108599

文献信息

• Schuetz; Meyer; Kraetzer, Arzneimittel-Forschung/Drug Research, 1969, vol. 19, # 1, p. 69 - 75
  作者：Schuetz、Meyer、Kraetzer

  DOI：——

  日期：——
• Cavallini et al., Il Farmaco, scienza e tecnica, 1952, vol. 7, p. 397,401
  作者：Cavallini et al.

  DOI：——

  日期：——