高等学校化学学报

高等学校化学学报

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荧光探针法研究铜离子-姜黄素体系中1O2的反应机理及在O2·-存在下1O2的测定

吕庆銮, 张苗, 岳宁宁, 宫斌, 王怀友   

  1. 山东师范大学化学化工与材料科学学院, 济南 250014
  • 收稿日期:2008-10-09 修回日期:1900-01-01 出版日期:2009-03-10 发布日期:2009-03-10
  • 通讯作者: 王怀友

Production Mechanism Study of Singlet Oxygen in Copper Ion-Catalyzed Curcumin Using Fluorimetric Method and Its Determination in the Presence of Superoxide Anion Radical

LÜ Qing-Luan, ZHANG Miao, YUE Ning-Ning, GONG Bin, WANG Huai-You*   

  1. College of Chemistry, Chemical Engineering and Materials Science, Shandong Normal University, Jinan 250014, China
  • Received:2008-10-09 Revised:1900-01-01 Online:2009-03-10 Published:2009-03-10
  • Contact: WANG Huai-You

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摘要： 以1,3-二苯基异苯并呋喃(1,3-Diphenylisobenzofuran, DPBF)为荧光探针, 研究了姜黄素(Curcumin, CUR)在铜离子催化下产生的单线态氧(1O2), 其反应机理为姜黄素与溶液中的氧分子快速作用产生O2·-和H2O2等活性氧物种, 同时Cu2+与姜黄素形成复合物, 再与H2O2形成过氧化物过渡态, 过氧化物进一步与H2O2发生类Haber-Weiss反应生成1O2, 且只有Cu2+和Cu+离子可催化姜黄素并产生1O2. 1O2在1.37×10-8～3.66×10-7 mol/L浓度范围内与荧光强度下降值ΔIF有良好的线性关系, 检出限为4.12×10-9 mol/L.

关键词: 1,3-二苯基异苯并呋喃, 姜黄素, 单线态氧, 荧光猝灭

Abstract: The production mechanism of singlet oxygen(1O2) in the curcumin catalyzed by copper ion was studied using 1,3-diphenylisobenzofuran(DPBF) as a selective fluorescence probe. The absorption spectrum of curcumin(CUR) binding to copper ion demonstrated the formation of copper ion-CUR complexes. This complexes were further oxidized by H2O2 giving rise to singlet oxygen, which was similar to Haber-Weiss reaction. That the metal ions catalyzed curcumin to produce 1O2 was tested. Except for Cu2+ and Cu+-CUR systems, no detectable 1O2 was produced in other metal ion-CUR systems. A new method was found for determining 1O2 in the curcumin system by catalysis of Cu2+. A linear relationship was obtained between ΔIF and the concentration of 1O2 in the range of 1.37×10-8—3.66×10-7 mol/L. The detection limit was 4.12×10-9 mol/L.

Key words: 1,3-Diphenylisobenzofuran, Curcumin, Singlet oxygen, Fluorescence quenching

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