化学学报 ›› 2007, Vol. 65 ›› Issue (15): 1527-1531. 上一篇    

研究简报

不同加成数C60精氨酸衍生物的合成及其清除活性氧自由基的性能

胡桢, 黄丽珍, 官文超*   

  1. (华中科技大学化学与化工系 武汉 430074)
  • 投稿日期:2006-10-19 修回日期:2007-01-12 发布日期:2007-08-14
  • 通讯作者: 官文超

Synthesis of Arginine C60 Derivatives with Different Addition Numbers and Their Active Oxygen Radical Scavenging Ability

HU Zhen; HUANG Li-Zhen; GUAN Wen-Chao*   

  1. (Department of Chemistry and Chemical Engineering, Huazhong University of Science and Technology, Wuhan 430074)
  • Received:2006-10-19 Revised:2007-01-12 Published:2007-08-14
  • Contact: GUAN Wen-Chao

通过控制反应配比, 首次合成了三种具有不同加成数目的水溶性C60精氨酸衍生物, C60[HNC(NH)NH(CH2)3CH(NH2)COOH]nHn (n=2, 6, 8). 采用FT-IR, UV, RF, 1H NMR, 13C NMR, LC-MS, EA, 粒径分析, 透射电镜等手段对其结构进行了表征. 同时采用化学发光法考察了三种具有不同加成数目的C60精氨酸衍生物对活性氧自由基(超氧阴离子O2-.及羟自由基•OH)清除能力, 结果表明, C60精氨酸衍生物对活性氧自由基具有优良的清除能力, 且清除能力与加成基团供电效应、空间位阻及C60精氨酸衍生物在水中的聚集形态等因素密切相关.

关键词: C60精氨酸衍生物, 超氧阴离子, 羟自由基, 化学发光, 自组装

Three water-soluble arginine C60 derivatives with different addition numbers were synthesized for the first time, C60[HNC(NH)NH(CH2)3CH(NH2)COOH]nHn (n=2, 6, 8). The products were characterized by FT-IR, UV, RF, 1H NMR, 13C NMR, LC-MS, elemental analysis, DLS particle-size analysis and TEM. Meanwhile, the scavenging ability to superoxygen anion radical O2-. and hydroxyl radical •OH was studied by chemiluminescence. It was found that arginine C60 derivatives showed excellent efficiency in eliminating superoxygen anion radical and hy-droxyl radical. The efficiency should be related with many factors, such as donor effect of amino group, steric effect and morphology of the aggregates.

Key words: arginine C60 derivative, superoxygen anion radical, hydroxyl radical, chemiluminescence, self-assembly