4',5,7-trihydroxy-flavanoe benzoyl hydrazone | 882033-75-2

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 黄酮类化合物
• 英文名称: 4',5,7-trihydroxy-flavanoe benzoyl hydrazone
• 英文别名: 4',5,7-trihydroxyflavanone benzoylhydrazone；naringenin benzoyl hydrazone；N-[[5,7-dihydroxy-2-(4-hydroxyphenyl)-2,3-dihydrochromen-4-ylidene]amino]benzamide
• CAS: 882033-75-2
• 化学式: C₂₂H₁₈N₂O₅
• 分子量: 390.395
• InChiKey: OUYNHYDXOCXZNX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  29
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  111
• 氢给体数：
  4
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  4',5,7-trihydroxy-flavanoe benzoyl hydrazone 、 europium(III) nitrate hexahydrate 在 triethylamine 作用下， 以 乙醇 为溶剂， 以70%的产率得到
  参考文献：
  名称：

  Synthesis, Characterization and Antioxidative Activities of the Naringenin Schiff‐Base and its Complexes with Some Rare Earth Elements

  摘要：

  A new naringenin Schiff-base ligand (H3L) and its four complexes, Ln (H2L)(2)(NO3)center dot 3H(2)O [Ln = La, Eu, Dy, and Sm], have been synthesized and characterized on the basis of elemental analyses, molar conductivities, mass spectra, H-1 NMR, TG-DTA analyses, IR spectra, UV spectra, and fluorescence spectra. In addition, the suppression ratio for O-2(-)center dot and OH center dot, as well as the inhibitory ratio for lipid peroxidation, were investigated by spectrophotometric methods. The results showed that the naringenin Schiff-base and its rare earth complexes have significant antioxidative activities, and the effect of the La(III) complex is stronger than that of mannitol.

  DOI：

  10.1080/15533170500198952
• 作为产物：
  描述：

  柚皮素 、 苯甲酰肼 在 溶剂黄146 作用下， 以 乙醇 为溶剂， 反应 24.0h， 以60%的产率得到4',5,7-trihydroxy-flavanoe benzoyl hydrazone
  参考文献：
  名称：

  Synthesis, characterization, cytotoxic activities, and DNA-binding properties of the La(III) complex with Naringenin Schiff-base

  摘要：

  A new Naringenin Schiff-base ligand (H3L) and its complex, [La(H2L)(2)(NO3)center dot 3H(2)O], have been synthesized and characterized on the basis of elemental analyses, molar conductivities, mass spectra, H-1 NMR, thermiogravimetry/differential thermal analysis (TG-DTA), UV spectra, and IR spectra. Spectrometric titrations, ethidium bromide displacement experiments, and viscosity measurements indicate that the two compounds, especially the La(III) complex, strongly bind with calf-thymus DNA, presumably via an intercalation mechanism. The intrinsic binding constants of the La(III) complex and ligand with DNA were 1.83 x 10(7) and 9.46 x 10(5) M-1, respectively. Comparative cytotoxic activities of the La(III) complex and ligand were also determined by MTT [3-(4,5-ditnethyl-2-thiazoyl)-2,5-diphenyl-2H-teti-azolium bromide] and SRB (sulforhodamine B) methods. The results showed that the La(III) complex had significant cytotoxic activity against the tested cells. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2005.10.031

文献信息

• Infrared and DNA-binding on ultraviolet and fluorescence spectra of new copper and zinc complexes with a naringenin Schiff-base ligand
  作者：Yan-hua Li、Bao-dui Wang、Zheng-yin Yang

  DOI：10.1016/j.saa.2006.07.030

  日期：2007.6

  (H(3)L) and its copper(II) and zinc(II) complexes have been synthesized and characterized by elemental analyses, molar conductivities, (1)H NMR, IR spectra, UV spectra and thermal analyses. The DNA-binding properties of the Cu(II) and Zn(II) complexes have been investigated by fluorescence spectroscopy, ultraviolet spectroscopy and by viscosity measurements. The results indicate that complexes and ligand

  合成了柚皮素Schiff碱配体（H（3）L）及其铜（II）和锌（II）配合物，并通过元素分析，摩尔电导率，（1）H NMR，IR光谱，UV光谱和热分析表征分析。Cu（II）和Zn（II）配合物的DNA结合特性已通过荧光光谱，紫外光谱和粘度测量进行了研究。结果表明，复合物和配体可以通过嵌入方式与DNA结合，但是复合物的结合亲和力远高于配体。