物理化学学报 >> 2011, Vol. 27 >> Issue (10): 2291-2296.doi: 10.3866/PKU.WHXB20111005

理论与计算化学 上一篇    下一篇

基于实验和密度泛函理论研究EGCG与Zn(II)的相互作用

江腾, 马万福, 谢楠, 周平   

  1. 复旦大学高分子科学系, 聚合物分子工程教育部重点实验室, 上海 200433
  • 收稿日期:2011-05-30 修回日期:2011-07-04 发布日期:2011-09-27
  • 通讯作者: 周平 E-mail:pingzhou@fudan.edu.cn
  • 基金资助:

    国家自然科学基金(10475017, 20673022, 21074025)及复旦大学本科生学术研究计划(08007)资助项目

Study on the Interaction of EGCG with Zn(II) Based on Experiments and Density Functional Theory

JIANG Teng, MA Wan-Fu, XIE Nan, ZHOU Ping   

  1. Key Laboratory of Molecular Engineering of Polymers, Ministry of Education, Department of Macromolecular Science, Fudan University, Shanghai 200433, P. R. China
  • Received:2011-05-30 Revised:2011-07-04 Published:2011-09-27
  • Contact: ZHOU Ping E-mail:pingzhou@fudan.edu.cn
  • Supported by:

    The project was supported by the National Natural Science Foundation of China (10475017, 20673022, 21074025) and Fudan's Undergraduate Research Opportunities Program, China (08007).

摘要: 用紫外-可见(UV-Vis)吸收光谱和1H核磁共振(NMR)谱研究了茶多酚类衍生物表没食子儿茶素没食子酸酯(EGCG)与Zn(II)离子的相互作用, 并用密度泛函理论(DFT)计算了EGCG与Zn(II)离子络合前后的空间结构及其紫外和核磁共振谱. 实验与理论研究结果表明: EGCG主要构象是其芳香B环以e 键(平伏键)及芳香D环以a 键(直立键)形式共同与C环链接. EGCG通过其芳香D环上酚羟基与Zn(II)离子相互作用, 生成稳定的Zn(II)与EGCG摩尔比为1:1的Zn(II)-EGCG四面体络合物.

关键词: 密度泛函理论, 络合物, 表没食子儿茶素没食子酸酯, Zn(II)

Abstract: The interaction between the tea polyphenols derivative (-)-epigallocatechin-3-gallate (EGCG) and Zn(II) was investigated by ultraviolet visible (UV-Vis) spectroscopy and liquid-state 1H nuclear magnetic resonance (NMR). In addition, density functional theory (DFT)-based UV and chemical shifts were calculated to view insight into the complex structure and property. The main conformer of EGCG is an aromatic B-ring in an e-bond (equatorial bond) and an aromatic D-ring in an a-bond (axial bond) and these are linked to the C-ring. In addition, the Zn(II) ion can coordinate with the phenolic hydroxyl groups in the D-ring and form a steady tetrahedral Zn(II)-EGCG complex in a 1:1 molar ratio.

Key words: Density functional theory, Complex, (-)-Epigallocatechin-3-gallate, Zn(II)

MSC2000: 

  • O641