Citation: Lei Ma, Shu Liu, Niu-Sheng Xu, Ya-Qiu Jiang, Feng-Rui Song, Zhi-Qiang Liu. Interactions of ginsenosides with DNA duplexes：A study by electrospray ionization mass spectrometry and UV absorption spectroscopy[J]. Chinese Chemical Letters, ;2014, 25(8): 1179-1184. doi: 10.1016/j.cclet.2014.03.049 shu

Interactions of ginsenosides with DNA duplexes：A study by electrospray ionization mass spectrometry and UV absorption spectroscopy

Lei Ma ^b,c ,
Shu Liu ^c ,
Niu-Sheng Xu ^c ,
Ya-Qiu Jiang ^a,, ,
Feng-Rui Song ^c ,
Zhi-Qiang Liu ^c

1.
a The First Hospital of Jilin University, Changchun 130021, China;
2.
b Chang'an University, Xi'an 710064, China;
3.
c Changchun Institute of Applied Chemistry, Chinese Academy of Sciences, Changchun Center of Mass Spectrometry, Changchun 130022, China

Corresponding author: Ya-Qiu Jiang,
Received Date: 2 December 2013
Available Online: 20 March 2014
Fund Project:

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.
- Ginsenoside,
- Duplex DNA,
- ESI-MS,
- Interaction,
- UV spectroscopy
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