化学学报 ›› 2012, Vol. 70 ›› Issue (08): 973-979.DOI: 10.6023/A1110252 上一篇    下一篇

研究论文

(2-(2'-吡啶)苯并咪唑)(L-丙氨酸根)铜(II)配合物结构、抗菌活性及DNA断裂作用

卢艳梅a, 区志镔a, 胡伟a, 乐学义a,b   

  1. a 华南农业大学理学院应用化学系 广州 510642;
    b 华南农业大学生物材料研究所 广州 510642
  • 收稿日期:2011-10-25 修回日期:2012-01-03 出版日期:2012-04-28 发布日期:2012-01-20
  • 通讯作者: 乐学义 E-mail:lexy@ scau.edu.cn
  • 基金资助:

    广东省科技计划项目(No. 2009B020312010)及华南农业大学211 工程重点项目(No. 2009B 010100001)资助项目.

Structure, Antibacterial Activities and DNA Cleavage of a Copper(II) Complex with 2-(2'-Pyridyl)benzimidazole and L-Alaninate

Lu Yanmeia, Ou Zhibina, Hu Weia, Le Xueyia,b   

  1. a Department of Applied Chemistry, South China Agricultural University, Guangzhou 510642;
    b Institue of Biomaterial, South China Agricultural University, Guangzhou 510642
  • Received:2011-10-25 Revised:2012-01-03 Online:2012-04-28 Published:2012-01-20
  • Supported by:

    Project supported by the Program of Guangdong Provincial Science and Technology (No. 2009B020312010) and 211 Project Program Foundation of South China Agricultural University (No. 2009B010100001).

设计合成了新的(2-(2'-吡啶)苯并咪唑)(L-丙氨酸根)铜(II)配合物: [Cu(HPB)(L-Ala)(ClO4)(H2O)]2·H2O [HPB=2-(2'-吡啶)苯并咪唑, L-Ala=L-丙氨酸根]. 应用元素分析、红外光谱、紫外可见光谱、摩尔电导率、电喷雾质谱及X射线单晶衍射等方法对配合物的组成及结构进行了表征. 该配合物晶体属单斜晶系, P21 空间群, 晶胞参数: a=1.1900(2) nm, b=0.80500(16) nm, c=1.9700(4) nm, β=94.78(3)°, Z=2, Dc=1.672 g·cm-3, F(000)=968, 残差因子R1=0.0427, wR2=0.1106 [I>2σ(I)], S=0.999. 在配合物分子中, 2-(2'-吡啶)苯并咪唑和L-丙氨酸根以双齿配位方式在分子平面上与中心铜(II)离子配位, 而水分子及高氯酸根单齿弱配位于分子轴向上, 构成了一拉长的八面体结构. 利用二倍试管稀释法测定了配合物的抗菌活性, 并且研究了配合物对pBR 322 DNA 的断裂作用. 结果表明, 该配合物对枯草杆菌(B. subtilis, G+), 金黄色葡萄球菌(S. aureus, G+), 大肠杆菌(E. coil, G-)和沙门氏杆菌(Salmonella, G-)具有良好的抑制活性, 最小抑菌浓度为50~80 μg·mL-1, 在维生素C存在下能够通过羟基自由基·OH氧化断裂pBR 322 DNA 双螺旋结构.

关键词: 2-(2’-吡啶)苯并咪唑, L-丙氨酸, 铜(II)配合物, 晶体结构, 抗菌活性, pBR322 DNA

A new copper(II) complex: [Cu(HPB)(L-Ala)(ClO4)(H2O)]2·H2O [HPB = 2-(2'-pyridyl) benzimidazole, L-Ala=L-alaninate], was synthesized and characterized by elemental analysis, IR, UV-Vis, molar conductivity, ES-MS and single crystal X-ray diffraction. The crystal belongs to the monoclinic space group P21, with the crystal cell parameters: a=1.1900(2) nm, b=0.80500(16) nm, c=1.9700(4) nm, β= 94.78(3)°, Z=2, Dc=1.672 g·cm-3, F(000)=968, residual factors R1=0.0427, wR2=0.1106 [I>2σ(I)], S =0.999. The central Cu(II) ions for the complex show a distorted and elongated octahedral geometry in which two nitrogens of HPB and the carboxylate oxygen atom O and the amino nitrogen atom N of L-Ala bind at the molecular plane, a water molecule and one oxygen atom of perchlorate are coordinated at the axial site. The complex was tested for its ability to inhibit the growth of two gram-positive (B. subtilis, S. aureus) and two gram-negative (E. coil, Salmonella) bacteria by doubling dilutions method, and DNA interaction of the complex has been studied. The result showed that the MICs of the complex against the bacteria are in the range of 50~80 μg·mL-1, and can cleave pBR 322 DNA in the presence of vitamin C with hydroxyl radicals as the active species.

Key words: 2-(2’-pyridyl)benzimidazole, L-alanine, copper(II) complex, crystal structure, antibacterial activity, pBR322 DNA