大黄酸及大黄酸铜配合物与脱氧核糖核酸的相互作用
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摘要
采用光谱法、电化学循环伏安法及粘度法研究了大黄酸及大黄酸铜配合物与脱氧核糖核酸(DNA)的相互作用。研究发现DNA对大黄酸及大黄酸铜配合物的紫外光谱有减色作用,大黄酸及大黄酸铜配合物的加入对DNA-溴化乙啶体系的荧光有强的猝灭作用,且随DNA加入,大黄酸及大黄酸铜配合物的氧化还原峰均有降低。实验结果表明大黄酸及大黄酸铜配合物与DNA发生嵌插作用,形成了复合物,且大黄酸铜配合物与DNA的作用大于大黄酸。
The interaction of the rhein and rhein-Cu(Ⅱ) complex with calf thymus DNA was studied by electronic absorption spectroscopy, fluorescence spectrometry, circular dichroism spectrometry, cyclic voltammetry and viscosity method. It was found that UV absorption spectrum showed that the absorption peak of rhein and rhein-Cu(Ⅱ) complex declined with the addition of DNA.The rhein and rhein-Cu complex can lead to the intrinsic fluorescence quenching of DNA-EB system through a static quenching procedure. The oxidation peak currents of rhein and rhein-Cu decreased and the peak potentials shifted positively with adding DNA. These results indicate that rhein and rhein-Cu complex can react with DNA mainly in a mode of intercalation. The binding force of rhein-Cu is stronger than rhein.
The interaction of the rhein and rhein-Cu(Ⅱ) complex with calf thymus DNA was studied by electronic absorption spectroscopy, fluorescence spectrometry, circular dichroism spectrometry, cyclic voltammetry and viscosity method. It was found that UV absorption spectrum showed that the absorption peak of rhein and rhein-Cu(Ⅱ) complex declined with the addition of DNA.The rhein and rhein-Cu complex can lead to the intrinsic fluorescence quenching of DNA-EB system through a static quenching procedure. The oxidation peak currents of rhein and rhein-Cu decreased and the peak potentials shifted positively with adding DNA. These results indicate that rhein and rhein-Cu complex can react with DNA mainly in a mode of intercalation. The binding force of rhein-Cu is stronger than rhein.
引文
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[2]Abend M,Schmelz H U,Kraft K,et al.Intercomparison of Apoptosis Morphology with Active DNA Cleavage on Single Cells in Vitro and on Testis Tumours[J].J Pathol,1998,185(4):419-426.
[3]于婷婷,何平,梁艳,等.有机药物分子与DNA相互作用的研究进展[J].化学研究与应用,2009,21(7):937-944.Yu T T,He P,Liang Y,et al.Development of Research on the Interaction of Organic Pharmaceutical Molecules with DNA[J].Chemical Research and Application,2009,21(7):937-944.
[4]Luís C S C,Sérgio A L M,Francisco J T A,et al.Bioassay-guided Fractionation and Antimicrobial and Cytotoxic Activities of Cassia Bakeriana Extracts[J].Rev Bras Farmacogn,2017,27(1):91-98.
[5]Li Q,Huang Y,Liu X C,et al.Rhein Inhibits Alk B Repair Enzymes and Sensitizes Cells to Methylated DNA Damage[J].J Biol Chem,2016,291(21):11083-11093.
[6]赵芳,梁慧,程惠,等.大黄酸金属配合物的合成、表征及抗氧化活性研究[J].化学学报,2011,69(8):925-930.Zhao F,Liang H,Cheng H,et al.Synthesis,Characterization and Antioxidative Activity of Metal Complexes with Rhein[J].Acta Chimica Sinica,2011,69(8):925-930.
[7]Chen Y Y,Chiang S Y,Lin J G,et al.Emodin,Aloeemodin and Rhein Induced DNA Damage and Inhibited DNA Repair Gene Expression in SCC-4 Human Tongue Cancer Cells[J].Anticancer Res,2010,30(3):945-951.
[8]Xie J H,Chen D D,Wu Q,et al.Spectroscopic Analyses on Interaction of Melamine,Cyanuric Acid and Uric Acid with DNA[J].Spectrochim Acta A,2015,149(8):714-721.
[9]Ye M Y,Yao G Y,Wei J C,et al.Synthesis,Cytotoxicity,DNA Binding and Apoptosis of Rhein-Phosphonate Derivatives as Antitumor Agents[J].Int J Mol Sci,2013,14(5):9424-943939.
[10]赵芳,梁慧,程惠,等.大黄酸铜(Ⅱ)配合物与牛血清白蛋白的相互作用[J].高等学校化学学报,2011,32(6):1277-1283.Zhao F,Liang H,Cheng H,et al.Interaction of Rhein-Cu(II)Complexes with Bovine Serum Albumin[J].Chem J Chinese U,2011,32(6):1277-1283.
[11]Paramaguru G,Kathiravan A,Selvaraj S,et al.Interaction of Anthraquinone Dyes with Lysozyme:Evidences from Spectroscopic and Docking Studies[J].J Hazard Mater,2010,175(1-3):985-991.
[12]鲁嘉,卜晓阳,王静,等.有机氯农药与肿瘤相关基因DNA间的作用机制研究[J].分析化学,2014,42(4):482-488.Lu J,Pu X Y,Wang J,et al.Spectrometric Study on Interactions between Organochlorine Pesticides and DNA[J].Chinese J Anal Chem,2014,42(4):482-488.
[13]Proni G,Tami K,Berova N,et al.Circular Dichroism Analysis of the Calicheamicin-DNA Interaction Revisited[J].J Pharmaceut Biomed,2017,144(5):1-5.
[14]万红艳.蒽醌类小分子化合物与DNA相互作用的机理及其应用研究[D].福州:福建医科大学,2007:41-45.
[15]Yu B Y,Du Q D,Zhu B Z,et al.Antitumor Activity of Rhein Involving Interactions with DNA Molecule[J].Pharma Nutrition,2014,2(3):79.
[16]Bordbar M,Tavoosi F,Yeganeh-Faal A,et al.Interaction Study of Some Macrocyclic Inorganic Schiff Base Complexes with Calf Thymus DNA Using Spectroscopic and Voltammetric Methods[J].J Mol Struct,2018,1152(1):128-136.
[17]Kuzin Y,Ivanov A,Evtugyn G,et al.Voltammetric Detection of Oxidative DNA Damage Based on Interactions between Polymeric Dyes and DNA[J].Electroanalysis,2016,28(12):2956-2964.
[18]王丽娟,杨天林,杨欢春.稀土配合物Eu(pic)3L·2H2O的合成、荧光性质及与DNA作用方式研究[J].稀有金属,2010,34(2):257-263.Wang L J,Yang T L,Yang H C.Synthesis,Fluorescence and DNA-binding of Rare Earth Complex Eu(pic)3L·2H2O[J].Chinese Journal of Rare Metals,2010,34(2):257-263.