Acta Chimica Sinica ›› 2009, Vol. 67 ›› Issue (14): 1573-1578. Previous Articles     Next Articles

Original Articles

四氯合钯(II)喹诺酮配合物的合成及与DNA的作用和抗增殖活性

胡瑞定*,a,b 俞庆森a 易平贵c

  

  1. (a浙江大学化学系 杭州 310027)
    (b浙江师范大学化学与生命科学学院 金华 321004)
    (c湖南科技大学化学化工学院 湘潭 411201)

  • 投稿日期:2008-10-07 修回日期:2009-01-21 发布日期:2009-07-28
  • 通讯作者: 胡瑞定

Synthesis and Interaction with DNA and Antiproliferative Activities of Complexes of Quinolones with Tetrachloropalladium(II)

Hu, Ruiding *,a,b Yu, Qingsen a Yi, Pinggui c

  

  1. (a Department of Chemistry, Zhejiang University, Hangzhou 310027)
    (b College of Chemistry and Life Science, Zhejiang Normal University, Jinhua 321004)
    (c School of Chemistry and Chemical Engineering, Hunan University of Science and Technology, Xiangtan 411201)
  • Received:2008-10-07 Revised:2009-01-21 Published:2009-07-28
  • Contact: Hu, Ruiding

The complexes of norfloxacin (NFLX=C16H18FN3O3), ciprofloxacin (CPLX=C17H18FN3O3) with palladium ion [(NFLXH)2[PdCl4]•2H2O (1), (CPLXH)2[PdCl4]•2H2O (2)] were synthesized under an acidic condition. Complex 1 is orange crystal and complex 2 is brown powder. By means of elemental analysis, IR, UV and molar conductance, the structures of the complexes were characterized. The structure of 1 was determined by single crystal X-ray crystallography, which is of triclinic space group P-1 with a=0.84561(17) nm, b=0.94191(19) nm, c=1.2832(3) nm; α=111.26(3)°, β=97.23(3)°, g=96.38(3)°, V=0.9312(4) nm3, Z=1, R=0.040 and wR=0.088. The interactions between the complexes and ct-DNA were studied by ultraviolet absorption spectroscopy and fluorescence spectroscopy, indicating that the binding mode is intercalation and the binding constants (Kb) of the complexes with DNA respectively is: 2.06×104 (1), 2.43×104 (2). Antiproliferative activities of the complexes to tumors in vitro were tested by using an 3-[4,5-Dimethylthiazol-2-yl]-2,5-diphenyltetrazolium bromide (MTT) method, showing that the complexes have more powerful inhibition effects on A549 cells and on HL-60 cells growth than quinolone itself. 2 has obvious inhibition effect on A549 cells growth: inhibition ratio on A549 cells reached (95.4±3.7)% and its IC50 (72 h) on A549 cells was (124.5±10.3) μmol•L-1.

Key words: quinolone, norfloxacin, ciprofloxacin, palladium, DNA, antiproliferative activity