| 李玉英,管英英,张立伟,王转花.化学通报,2015,78(6):525-531. |
| 1,4-二甲基-6,8-二甲氧基-9,10-蒽醌的合成及其与牛血清白蛋白和DNA的相互作用 |
| Synthesis of 1,4- dimethyl -6,8- dimethoxy -9,10- anthraquinone and Its Interaction with BSA and Calf Thymus DNA |
| 投稿时间：2014-10-30 修订日期：2014-12-09 |
| DOI： |
| 中文关键词: 蒽醌类衍生物 DNA 相互作用 光谱 |
| 英文关键词:anthraquinone derivatives DNA interaction spectroscopy |
| 基金项目:国家自然科学基金 (No.31171659)及山西省高校科技开发项目(No.2012004) |
|
| 摘要点击次数: 3033 |
| 全文下载次数: 0 |
| 中文摘要: |
| 合成一种新的大黄素类蒽醌衍生物1,4-二甲基-6,8-二甲氧基-9,10-蒽醌. 应用紫外光谱、荧光光谱、圆二色谱等方法研究了该化合物与牛血清白蛋白(BSA)和DNA的相互作用. 荧光光谱结果表明, 1,4-二甲基-6,8-二甲氧基-9,10-蒽醌与BSA的相互作用主要以静态猝灭方式使BSA的内源性荧光发生猝灭. 圆二色光谱表明, 1,4-二甲基-6,8-二甲氧基-9,10-蒽醌通过疏水作用及氢键破坏了α-螺旋结构, 导致BSA分子中的α-螺旋含量下降. 在pH7.4时固定DNA的浓度, 加入1,4-二甲基-6,8-二甲氧基-9,10-蒽醌后, 紫外吸收升高. 荧光光谱分析该化合物与DNA-4Sgreen NC 的结合为竞争性抑制, 并可使溶液体系荧光猝灭. 圆二色谱表明, 随着该化合物的加入, DNA 碱基间作用能迅速减弱. 表明1,4-二甲基-6,8-二甲氧基-9,10-蒽醌与 DNA 之间为嵌插作用. 此外, 采用MTT方法研究了大黄蒽醌类化合物对HCT116细胞增殖有明显的抑制作用. |
| 英文摘要: |
| A novel anthraquinone derivative, 1,4-dimethyl-6,8-dimethoxy -9,10-anthraquinone has been synthesized. The mechanisms of the interaction with BSA and DNA of the derivative were investigated by UV-Vis spectroscopy, fluorescence spectroscopy and circular dichroism (CD) methods. Using fluorescence spectrum it showed that 1,4 - dimethyl - 6,8 - dimethoxy - 9,10 - anthraquinone with BSA interaction by a static quenching of BSA endogenous fluorescence quenching. CD showed that hydrophobic effect destroyed the alpha helix structure and reduced the content of alpha helix of the BSA molecules. The results show that 1,4-dimethyl-6,8-dimethoxy -9,10-anthraquinone can markedly quench the intrinsic fluorescence of BSA via a static quenching process, and cause its conformational change. DNA concentration was fixed in pH 7.4 solution, with the presence of the derivative in the system, whose hyperchromic was observed by the UV spectra. Owing to competitive inhibition against 4Sgreen NC binding to DNA, the fluorescence of DNA-4Sgreen NC system could be quenched by the derivative. CD spectroscopy revealed that the energy of base pair has been weakened with addition of the derivative. So it can be concluded that the binding mode of the 1,4-dimethyl-6,8-dimethoxy -9,10-anthraquinone with calf thymus DNA belongs to intercalation action. In addition, studies of 1,4-dimethyl-6,8-dimethoxy -9,10-anthraquinone on HCT116 significantly inhibited cell proliferation using MTT method. |
| 查看全文 查看/发表评论 下载PDF阅读器 |
| 关闭 |
|
|
|