物理化学学报 >> 2014, Vol. 30 >> Issue (7): 1354-1362.doi: 10.3866/PKU.WHXB201405121

生物物理化学 上一篇    下一篇

4-(1H-1,2,4-三唑-1-亚甲基)苯甲酸过渡金属配合物的合成、结构、抑菌活性及DNA裂解活性

李婕1, 熊萍萍2, 步怀宇1, 陈三平2   

  1. 1. 西北大学西部资源生物与现代生物技术教育部重点实验室, 陕西省生物技术重点实验室, 西安 710069;
    2. 西北大学化学与材料科学学院, 合成与天然功能分子化学教育部重点实验室, 西安 710069
  • 收稿日期:2014-02-26 修回日期:2014-05-12 发布日期:2014-06-30
  • 通讯作者: 步怀宇, 陈三平 E-mail:buhy@nwu.edu.cn;sanpingchen@126.com
  • 基金资助:

    国家自然科学基金(31201534,21373162,21203149,21127004,21173168)资助项目

Syntheses, Structures, Antifungal Activities and DNACleavage of Transition Metal Coordination Compounds with 4-(1H-1,2,4-triazol-1-ylmethyl) Benzoic Acid

LI Jie1, XIONG Ping-Ping2, BU Huai-Yu1, CHEN San-Ping2   

  1. 1. Shaanxi Provincial Key Laboratory of Biotechnology, Key Laboratory of Resource Biology and Biotechnology in Western China Ministry of Education, Northwest University, Xi'an 710069, P. R. China;
    2. Key Laboratory of Synthetic and Natural Functional Molecule Chemistry of Ministry of Education, College of Chemistry and Materials Science, Northwest University, Xi'an 710069, P. R. China
  • Received:2014-02-26 Revised:2014-05-12 Published:2014-06-30
  • Contact: BU Huai-Yu, CHEN San-Ping E-mail:buhy@nwu.edu.cn;sanpingchen@126.com
  • Supported by:

    The project was supported by the National Natural Science Foundation of China (31201534, 21373162, 21203149, 21127004, 21173168).

摘要:

以4-(1H-1,2,4-三唑-1-亚甲基)苯甲酸(HL)为配体,水热合成了三个过渡金属配合物[Cu0.5L]n1),{[Ni(L)2·(H2O)2]·(H2O)2}n2),{[Co(L)2·(H2O)2]·(H2O)2}n3);运用红外光谱、元素分析、单晶X射线衍射、热分析、紫外光谱和荧光光谱等手段对化合物进行了表征. 结构分析表明,配合物1 呈现一维(1D)的链状结构,而同构的配合物23 则通过链间的氢键连接为三维(3D)网状结构. 抑菌活性研究表明,配合物对镰刀菌、苹果腐烂病菌、苹果轮纹病菌、梨炭疽病菌和烟草赤星病菌均有良好的抑菌效果,特别是配合物1 的抑菌效果最为显著. 质粒DNA(pUC 18)裂解活性实验结果表明,相比较于化合物23,化合物1 能更有效地促进质粒DNA裂解. 进一步采用光谱法检测三种配合物对DNA的结合作用. 结果显示三种配合物均可插入DNA分子中,其中配合物1的插入作用最为强烈.

关键词: 过渡金属配合物, 晶体结构, 抑菌活性, DNA裂解活性, DNA插入

Abstract:

Three novel transitionmetal compounds [Cu0.5L]n (1), {[Ni(L)2·(H2O)2]·(H2O)2}n(2), and {[Co(L)2·(H2O)2]· (H2O)2}n (3), were hydrothermally synthesized with 4-(1H-1,2,4-triazol-1-ylmethyl) benzoic acid (HL) and characterized by infrared spectroscopy, elemental analyses, single-crystal X-ray diffraction, thermal analyses, UV-Vis spectroscopy, and fluorescence spectroscopy. Structural analyses reveal that compound 1 features a one-dimensional (1D) chain, while isomorphic 2 and 3 exhibit a three-dimensional (3D) network structure with interchain hydrogen-bonding. Antifungal activities tests reveal that 1 has the highest antifungal effect on the five fungi (Fusarium graminearum, Vasa mali, Macrophoma kawatsukai, Colletotrichum gloeosporioides, and Alternaria alternate) among the three compounds. Furthermore, DNA cleavage experiments indicate that compound 1 has more efficient DNA (pUC 18) cleavage activity than compounds 2 and 3. The binding properties of the three compounds with DNA were also investigated by absorption. The results show that the three compounds can intercalate into DNA, and the interaction of compound 1 is the strongest.

Key words: Transition metal compound, Crystal structure, Antifungal activity, DNA cleavage activity, DNA intercalation

MSC2000: 

  • O642