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化学学报
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化学学报 ›› 2011, Vol. 69 ›› Issue (06): 647-652. 上一篇    下一篇

研究论文

苯丙氨酸席夫碱邻菲咯啉铜(II)配合物的合成、晶体结构及其与DNA作用研究

蒲雪炜1，李连之*,1，董建方1,2，黄蕾1，边琳1   

  1. (1聊城大学化学化工学院 聊城 252059)
    (2山东工程技师学院材料科学系 聊城 252027)
  • 投稿日期:2010-09-23 修回日期:2010-10-30 发布日期:2010-11-16
  • 通讯作者: 李连之 E-mail:lilianzhi1963@163.com
  • 基金资助:

    山东省自然科学基金

Synthesis, Crystal Structure and DNA Interaction of a Copper(II) Complex with Ligands of L-Phenylalanine Schiff Base and 1,10-Phenanthroline

Pu Xuewei1 Li Lianzhi*,1 Dong Jianfang1,2 Huang Lei1 Bian Lin1   

  1. (1 School of Chemistry and Chemical Engineering, Liaocheng University, Liaocheng 252059)
    (2 Department of Material Science, Shandong Polytechnic Technician College, Liaocheng 252027)
  • Received:2010-09-23 Revised:2010-10-30 Published:2010-11-16
  • Contact: Lian-Zhi LI E-mail:lilianzhi1963@163.com

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合成了一个新的L-苯丙氨酸邻香草醛席夫碱及邻菲咯啉混配铜(II)配合物[Cu(o-van-phe)(phen)]•CH3OH. 通过元素分析、红外光谱对其进行了表征. 采用X射线单晶衍射测定其晶体结构, 结果表明该配合物属于单斜晶系, C2空间群: a＝1.15637(17) nm, b＝1.8562(2) nm, c＝1.34249(18) nm, β＝98.385(2)°, V＝2.8509(7) nm3, Dc＝1.335 g/cm3, Z＝4, F(000)＝1188, 最终的偏差因子为R1＝0.0574, wR2＝0.1540 [I＞2s(I)]. 五配位的铜离子形成一个畸变的四方锥配位构型, 相邻两主体分子之间通过氢键形成二聚体结构. 紫外光谱、荧光光谱和圆二色光谱测定结果表明, 配合物与小牛胸腺DNA (CT-DNA)以插入方式相互作用, 结合常数Kb＝9.697×103 L•mol－1. 凝胶电泳研究表明, 配合物可将环形质粒pBR322 DNA切割为缺刻型和线型DNA.

关键词: 铜(II)配合物, 苯丙氨酸, 席夫碱, 晶体结构, DNA

A new copper(II) complex with mixed-ligands of a Schiff base derived from L-phenylalanine and o-vanillin and 1,10-phenanthroline, [Cu(o-van-phe)phen]•CH3OH, has been synthesized and characterized by elemental analyses and IR spectra. Single crystal X-ray diffraction results suggest that the complex structure belongs to monoclinic crystal system, C2 space group with the cell dimensions: a＝1.15637(17) nm, b＝1.8562(2) nm, c＝1.34249(18) nm, β＝98.385(2)°, V＝2.8509(7) nm3, Dc＝1.335 g/cm3, Z＝4, F(000)＝1188, the final R1＝0.0574, and wR2＝0.1540 [I＞2σ(I)]. The copper(II) ion is five-coordinated and displays CuN3O2 distorted square-pyramid coordination geometry. The dimeric structure is formed by hydrogen bonds of two adjacent molecules. The interaction of the complex with CT-DNA has been investigated by UV, fluorescence and circular dichroism (CD) spectra. Results show that this copper(II) complex binds to calf thymus DNA (CT-DNA) in an intercalative mode and its intrinsic binding constant Kb is 9.697×103 L•mol－1. Furthermore, the DNA cleavage activity of this copper complex has also been studied by submarine gel electrophoresis, and it was found that this complex can cleave circular plasmid pBR322 DNA to both nicked and linear forms.

Key words: copper(II) complex, L-phenylalanine, Schiff base, crystal structure, DNA

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