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化学学报
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化学学报 ›› 2000, Vol. 58 ›› Issue (10): 1264-1269. 上一篇    下一篇

研究论文

2,9-二甲基-1,10-菲咯啉的l-缬氨酸衍生物的合成表 征及其镧(Ⅲ)配合物与 DNA作用光谱研究

汪中明;周志芬;林华宽;朱守荣;刘天府;陈荣悌   

  1. 南开大学化学系.天津(300071)
  • 发布日期:2000-10-15

Synthesis and characterization of l-valine derivative of 2,9- dimethyl-1,10-phenanthroline and DNA-binding spectral study of its lanthanum(Ⅲ) complex

Wang Zhongming;Zhou Zhifen;Lin Huakuan;Zhu Shourong;Liu Tianfu;Chen Rongti   

  1. Nankai Univ, Dept Chem.Tianjin(300071)
  • Published:2000-10-15

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以2,9-二甲基-1,10-菲咯啉为初始原料，合成了1,10-菲咯啉的l-缬氨酸衍生物------1,10-菲咯啉-2,9二亚甲基亚氨基-(2,2'-二异丙基)二乙酸(L)。该配体经过元素分析、红外光谱、核磁共振氢谱表征。通过电子光谱，研究了La(Ⅲ)的配合物与小牛胸腺DNA的相互作用。用溴化乙锭作为荧光探针，还研究了La(Ⅲ)-L配合物与小牛胸腺DNA的相互作用的过程。作为对比，也研究了La(Ⅲ)分别与1,10-菲咯啉(Phen)、l-缬氨酸(Val)的配合物与小牛胸腺DNA的相互作用。结果表明La(Ⅲ)-L配合物与小牛胸腺DNA作用既有共价键合，又有插入作用。

关键词: 二氮杂菲P, 缬氨酸, 镧络合物, 脱氧核糖核酸, 光谱法, 元素分析, 红外分光光度法, 质子磁共振谱法

Starting from 2,9-dimethyl-1,10-phenanthroline, its l-valine derivative, 1,10-phenanthroline-2,9-dimethanoimino- (2,2'- diisopropyl)diacetic acid (L) was synthesized and characterized by eloemental analysis, IR and ^1H NMR. The proptonation constants of L, the stability constants of La(Ⅲ)-L binary complexes have been determined by pH titration method at (25±0.1)℃, I=0.1mol·L^-^1 NaNO~3. The interaction of the lanthanum(Ⅲ) complex with calf- thymus DNA was studied by electronic spectra. Using ethidium bromide as a fluorescence probe, the binding mode of the lanthanum(Ⅲ) complex with calf-thymus DNA was studied spectroscopically. For comparison, the same measurements were carried out with La(Ⅲ)-Phen [La(Ⅲ)-1,10-phenanthroline complex] and La(Ⅲ)-Val [La(Ⅲ)-l-valine complex]. the results indicate that the lanthanum(Ⅲ) complex possibly interacts with calf-thymus DNA by both intercalative and covalent binding.

Key words: PHENANTHROLINE P, VALINE, LANTHANUM COMPLEX, DEOXYRIBONUCLEIC ACID, SPECTROMETRY, ELEMENTAL ANALYSIS, INFRARED SPECTROPHOTOMETRY, PROTON MAGNETIC RESONANCE SPECTROMETRY

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