[4-[(1E,6E)-7-[4-[(2E,4E)-5-(3,4-dihydroxyphenyl)penta-2,4-dienoyl]oxy-3-methoxyphenyl]-3,5-dioxohepta-1,6-dienyl]-2-methoxyphenyl] (2E,4E)-5-(3,4-dihydroxyphenyl)penta-2,4-dienoate | 1073666-67-7

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二芳基庚烷
• 英文名称: [4-[(1E,6E)-7-[4-[(2E,4E)-5-(3,4-dihydroxyphenyl)penta-2,4-dienoyl]oxy-3-methoxyphenyl]-3,5-dioxohepta-1,6-dienyl]-2-methoxyphenyl] (2E,4E)-5-(3,4-dihydroxyphenyl)penta-2,4-dienoate
• CAS: 1073666-67-7
• 化学式: C₄₃H₃₆O₁₂
• 分子量: 744.752
• InChiKey: AZKIPTUIEXEFBU-XJARSEGGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.4
• 重原子数：
  55
• 可旋转键数：
  18
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  186
• 氢给体数：
  4
• 氢受体数：
  12

反应信息

• 作为产物：
  描述：

  (2E,4E)-5-(3,4-dihydroxyphenyl)penta-2,4-dienoyl chloride 、 姜黄素 在 吡啶 作用下， 反应 6.0h， 以45%的产率得到[4-[(1E,6E)-7-[4-[(2E,4E)-5-(3,4-dihydroxyphenyl)penta-2,4-dienoyl]oxy-3-methoxyphenyl]-3,5-dioxohepta-1,6-dienyl]-2-methoxyphenyl] (2E,4E)-5-(3,4-dihydroxyphenyl)penta-2,4-dienoate
  参考文献：
  名称：

  Bioconjugates of curcumin display improved protection against glutathione depletion mediated oxidative stress in a dopaminergic neuronal cell line: Implications for Parkinson’s disease

  摘要：

  Oxidative stress is implicated in mitochondrial dysfunction associated with neurodegeneration in Parkinson's disease (PD). Depletion of the cellular antioxidant glutathione (GSH) resulting in oxidative stress is considered as an early event in neurodegeneration. We previously showed that curcumin, a dietary polyphenol from turmeric induced GSH synthesis in experimental models and protected against oxidative stress. Here we tested the effect of three bioconjugates of curcumin ( involving diesters of demethylenated piperic acid, valine and glutamic acid) against GSH depletion mediated oxidative stress in dopaminergic neuronal cells and found that the glutamic acid derivative displayed improved neuroprotection compared to curcumin. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2010.02.029

文献信息

• Bioconjugates of curcumin display improved protection against glutathione depletion mediated oxidative stress in a dopaminergic neuronal cell line: Implications for Parkinson’s disease
  作者：G. Harish、C. Venkateshappa、Rajeswara Babu Mythri、Shiv Kumar Dubey、Krishna Mishra、Neetu Singh、Shireen Vali、M.M. Srinivas Bharath

  DOI：10.1016/j.bmc.2010.02.029

  日期：2010.4

  Oxidative stress is implicated in mitochondrial dysfunction associated with neurodegeneration in Parkinson's disease (PD). Depletion of the cellular antioxidant glutathione (GSH) resulting in oxidative stress is considered as an early event in neurodegeneration. We previously showed that curcumin, a dietary polyphenol from turmeric induced GSH synthesis in experimental models and protected against oxidative stress. Here we tested the effect of three bioconjugates of curcumin ( involving diesters of demethylenated piperic acid, valine and glutamic acid) against GSH depletion mediated oxidative stress in dopaminergic neuronal cells and found that the glutamic acid derivative displayed improved neuroprotection compared to curcumin. (C) 2010 Elsevier Ltd. All rights reserved.