Interactions of ginsenosides with DNA duplexes: A study by electrospray ionization mass spectrometry and UV absorption spectroscopy |
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作者姓名: | Lei Ma Shu Liu Niu-Sheng Xu Ya-Qiu Jiang Feng-Rui Song Zhi-Qiang Liu |
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作者单位: | a The First Hospital of Jilin University, Changchun 130021, China;
b Chang'an University, Xi'an 710064, China;
c Changchun Institute of Applied Chemistry, Chinese Academy of Sciences, Changchun Center of Mass Spectrometry, Changchun 130022, China |
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基金项目: | This work has been supported by the National Natural Science Foundation of China (Nos. 21073178 and 2117512g). |
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摘 要: | The non-covalent complexes of duplexes DNA and 9 ginsenosides(1 aglycone and 8 glycosides) were investigated using electrospray ionization mass spectrometry(ESI-MS) in the gas phase. The results of relative binding affinities in negative ion mode revealed that several factors impact on the duplexbinding properties of ginsenosides. Glycosylations of 20(S)-protopanaxadiol ginsenosides at the position C-20 and 20(S)-protopanaxatriol classification at the position C-6 enhanced the fraction of bound DNA sharply. A rhamnose moiety shows little lower binding intensities than glucose at the same position.Ginsenosides of 20(S)-protopanaxatriol result in subtle higher binding affinities toward the duplex DNA than 20(S)-protopanaxadiol family. However, glycosylation with two sugar moieties does not show a higher binding affinity than with only one moiety. The collision-induced dissociation experimental data demonstrate the gas-phase stability and fragmentation patterns of the ginsenoside/DNA complexes are related to the glycoside number. Positive ion ESI mass spectra of the complexes were also recorded. The result of ESI-MS suggests that hydrogen bonds are the dominate interaction between ginsenosides and DNA. Similar results were obtained in solution-phase by UV spectroscopy, which exhibit a hyperchromism and blue-shift effect when DNA solution was titrated by individual ginsenoside.
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关 键 词: | 双链DNA 电喷雾质谱法 人参皂甙 紫外吸收光谱 ESI-MS 非共价复合物 结合亲和力 电喷雾电离质谱 |
收稿时间: | 2 December 2013 |
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