化学学报 ›› 2011, Vol. 69 ›› Issue (14): 1661-1666. 上一篇    下一篇

研究论文

酪氨酸希夫碱邻菲咯啉氧钒配合物的合成、结构及其与DNA相互作用研究

边琳,李连之*,张庆富,刘后炉,王大奇   

  1. (聊城大学化学化工学院 聊城 252059)
  • 投稿日期:2010-12-14 修回日期:2011-03-05 发布日期:2011-03-17
  • 通讯作者: 李连之 E-mail:lilianzhi1963@163.com
  • 基金资助:

    新型抗糖尿病药物钒配合物的合成、结构与活性及作用机理研究

Synthesis, Crystal Structure and DNA Interaction of a New Oxovanadium(IV) Complex with Ligands of L-Tyrosine Schiff Base and 1,10-Phenanthroline

BIAN Lin, LI Lian-Zhi, ZHANG Qing-Fu, LIU Hou-Lu, WANG Da-Qi   

  1. (School of Chemistry and Chemical Engineering, Liaocheng University, Liaocheng 252059)
  • Received:2010-12-14 Revised:2011-03-05 Published:2011-03-17
  • Contact: Lian-Zhi LI E-mail:lilianzhi1963@163.com

合成了一个新的L-酪氨酸萘酚醛希夫碱及邻菲咯啉混配氧钒配合物[VO(Naph-L-Tyr)(Phen)]•CH3OH (Naph-L-Tyr=2-羟基-1-萘甲醛与L-酪氨酸形成的希夫碱, Phen=1,10-邻菲咯啉). 利用元素分析、红外光谱和X射线单晶衍射进行了表征. 晶体结构测定表明, 该晶体属于三斜晶系, P-1空间群, 其晶体学数据: a=1.00023(11) nm, b=1.13478(12) nm, c=1.34076(15) nm, a=108.118(2)o, b=96.3920(10)o, g=92.4010(10)o, V=1.4326(3) nm3, Z=2, Dc=1.420 g/cm3, F(000)=634, 最终的偏差因子为R1=0.0670, wR2=0.1324 [I>2s (I)]. 以钒原子为中心形成了六配位变形的八面体构型, 晶体中相邻分子之间通过氢键和π-π相互作用形成一维链状结构. 利用紫外吸收光谱、荧光光谱、圆二色光谱和粘度测量等研究了配合物与小牛胸腺DNA (CT-DNA)的作用, 结果表明配合物以插入方式与CT-DNA作用. 琼脂糖凝胶电泳法研究表明, 配合物对质粒pBR322 DNA分子具有切割作用.

关键词: 氧钒(IV)配合物, 希夫碱, 晶体结构, DNA作用

A new Schiff base oxovanadium(IV) complex, [VO(Naph-L-Tyr)(Phen)]•CH3OH (Naph-L-Tyr=a Schiff base derived from 2-hydroxy-1-naphthaldehyde and L-Tyrosine, Phen=1,10-phenanthroline), has been synthesized and characterized by elemental analyses, IR spectra. Single crystal X-ray diffraction results indicate that this complex structure belongs to triclinic crystal system, space group P-1 with the following crystallographic parameters: a=1.00023(11) nm, b=1.13478(12) nm, c=1.34076(15) nm, a=108.118(2)º, b=96.3920(10)º, g=92.4010(10)º, V=1.4326(3) nm3, Z=2, Dc=1.420 g/cm3, F(000)=634, and the final R1=0.0670, wR2=0.1324 [I>2s(I)]. In the crystal, 1D chain structure was formed by intermolecular hydrogen bonds and π-π stacking interactions. The DNA-binding properties have been investigated by UV absorption, fluorescence, circular dichroism (CD) spectra and viscosity measurement. The results suggest that the complex binds to CT-DNA in an intercalative mode. Meanwhile, the cleavage reaction on plasmid pBR322 DNA monitored by submarine gel electrophoresis shows that this complex can cleave circular plasmid pBR322 DNA to nicked form.

Key words: oxovanadium(IV) complex, Schiff base, crystal structure, DNA interaction