tris(1-cyclopropyl-7-(4-ethyl-piperazin-1-yl)-6-fluoro-4-oxo-1,4-dihydro-quinoline-3-carboxylato)iron(III)

• 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: tris(1-cyclopropyl-7-(4-ethyl-piperazin-1-yl)-6-fluoro-4-oxo-1,4-dihydro-quinoline-3-carboxylato)iron(III)
• 英文别名: Fe(enrofloxacinato)3；Fe(erx)3；1-Cyclopropyl-7-(4-ethylpiperazin-1-yl)-6-fluoro-4-oxoquinoline-3-carboxylate;iron(3+)
• 化学式: C₅₇H₆₃F₃FeN₉O₉
• 分子量: 1131.02
• InChiKey: LYJJTBNMOIKZAT-UHFFFAOYSA-K

计算性质

• 辛醇/水分配系数(LogP)：
  2.94
• 重原子数：
  79
• 可旋转键数：
  9
• 环数：
  12.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  201
• 氢给体数：
  0
• 氢受体数：
  21

反应信息

• 作为产物：
  描述：

  恩诺沙星 、 iron(III) chloride hexahydrate 在 氢氧化钾 作用下， 以 甲醇 为溶剂， 以65%的产率得到tris(1-cyclopropyl-7-(4-ethyl-piperazin-1-yl)-6-fluoro-4-oxo-1,4-dihydro-quinoline-3-carboxylato)iron(III)
  参考文献：
  名称：

  Mononuclear metal complexes of the second-generation quinolone antibacterial agent enrofloxacin: Synthesis, structure, antibacterial activity and interaction with DNA

  摘要：

  Seven novel metal complexes of the second-generation quinolone antibacterial agent enrofloxacin with Mn2+, Fe3+, Co2+, Ni2+, Zn2+, Cd2+ and UO22+ have been prepared and characterized with physicochemical methods and infrared, UV-Vis and nuclear magnetic resonance spectroscopies. In the resultant complexes, enrofloxacin acts as a bidentate deprotonated ligand bound to the metal through the pyridone oxygen and one carboxylate oxygen. The central metal atoms are six-coordinate with slightly distorted octahedral geometry. Molecular modeling calculations have been performed in order to propose a model for the structure of Mn2+, Fe3+ and UO22+ Complexes. The investigation of the interaction of the complexes with calf-thymus DNA has been performed with UV and circular dichroism spectroscopies. The antimicrobial activity of the complexes has been tested on three different microorganisms. The complexes exhibit better or equal inhibition in comparison to free enrofloxacin. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.poly.2008.02.006

文献信息

• Mononuclear metal complexes of the second-generation quinolone antibacterial agent enrofloxacin: Synthesis, structure, antibacterial activity and interaction with DNA
  作者：Eleni K. Efthimiadou、Alexandra Karaliota、George Psomas

  DOI：10.1016/j.poly.2008.02.006

  日期：2008.4

  Seven novel metal complexes of the second-generation quinolone antibacterial agent enrofloxacin with Mn2+, Fe3+, Co2+, Ni2+, Zn2+, Cd2+ and UO22+ have been prepared and characterized with physicochemical methods and infrared, UV-Vis and nuclear magnetic resonance spectroscopies. In the resultant complexes, enrofloxacin acts as a bidentate deprotonated ligand bound to the metal through the pyridone oxygen and one carboxylate oxygen. The central metal atoms are six-coordinate with slightly distorted octahedral geometry. Molecular modeling calculations have been performed in order to propose a model for the structure of Mn2+, Fe3+ and UO22+ Complexes. The investigation of the interaction of the complexes with calf-thymus DNA has been performed with UV and circular dichroism spectroscopies. The antimicrobial activity of the complexes has been tested on three different microorganisms. The complexes exhibit better or equal inhibition in comparison to free enrofloxacin. (C) 2008 Elsevier Ltd. All rights reserved.