通过光谱、分子建模和癌细胞成像技术探究蒽醌与 DNA 的相互作用。
Probing the interaction of anthraquinone with DNA by spectroscopy, molecular modeling and cancer cell imaging technique.
机构信息
School of Chemistry and Chemical Engineering, Key Laboratory of Green Chemical Media and Reactions, Ministry of Education, Henan Normal University, Xinxiang 453007, China; Cancer Institute & Hospital, Peking Union Medical College & Chinese Academy of Medical Sciences, Beijing 100021, China.
School of Chemistry and Chemical Engineering, Key Laboratory of Green Chemical Media and Reactions, Ministry of Education, Henan Normal University, Xinxiang 453007, China.
出版信息
Chem Biol Interact. 2015 May 25;233:65-70. doi: 10.1016/j.cbi.2015.03.026. Epub 2015 Mar 31.
A new anthraquinone derivative, (E)-2-(1-(4,5-dihydroxy-6-(hydroxymethyl)-tetrahydro-2H-pyran-2-yloxyimino)ethyl)-1,4-dihydroxyanthracene-9,10-dione (AODGlc), was synthesized and its binding properties towards DNA were explored under physiological conditions by fluorescence spectroscopy, DNA melting as well as docking techniques. The experimental results revealed that AODGlc could bind to calf thymus DNA (ctDNA) through intercalation between DNA base pairs. The values of thermodynamic parameters at different temperatures including ΔG, ΔH, and ΔS and the molecular modeling study implied that hydrophobic interactions and hydrogen bonds were the main interactions in the AODGlc-ctDNA system. Cervical cancer cells (HepG2 cells) were used in cell viability assay and cell imaging experiment. AODGlc could interact with HepG2 cells and kill HepG2 cells under high concentration with nice curative effect, indicating its potential bioapplication in the future.
一种新的蒽醌衍生物，（E）-2-（1-（4,5-二羟基-6-（羟甲基）-四氢-2H-吡喃-2-基氧基亚氨基）乙基）-1,4-二羟基蒽醌-9,10-二酮（AODGlc），通过荧光光谱、DNA 熔解和对接技术在生理条件下被合成，并探索了其与 DNA 的结合特性。实验结果表明，AODGlc 可以通过 DNA 碱基对之间的嵌入与小牛胸腺 DNA（ctDNA）结合。不同温度下的热力学参数值（ΔG、ΔH 和 ΔS）以及分子建模研究表明，疏水相互作用和氢键是 AODGlc-ctDNA 体系中的主要相互作用。在细胞活力测定和细胞成像实验中使用了宫颈癌细胞（HepG2 细胞）。AODGlc 可以与 HepG2 细胞相互作用，并在高浓度下杀死 HepG2 细胞，具有良好的疗效，表明其在未来具有潜在的生物应用价值。
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