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A Study of Interaction between Flavonoids and the Parallel Quadruplex Structure [d(TGGGGT)] 4 by Electrospray Ionization Mass Spectrometry
Author(s) -
Xu Niusheng,
Yang Hongmei,
Cui Meng,
Song Fengrui,
Liu Zhiqiang,
Liu Shuying
Publication year - 2012
Publication title -
chinese journal of chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.28
H-Index - 41
eISSN - 1614-7065
pISSN - 1001-604X
DOI - 10.1002/cjoc.201100641
Subject(s) - chemistry , electrospray ionization , flavonoid , mass spectrometry , glycoside , electrospray , stereochemistry , chromatography , organic chemistry , antioxidant
Abstract In this study, electrospray ionization mass spectrometry (ESI‐MS) was used to investigate interaction of 21 flavonoids (10 aglycones and 11 glycosides) with the parallel quadruplex structure [d(TGGGGT)] 4 . Relative binding affinities of flavonoids toward [d(TGGGGT)] 4 were estimated based on the fraction of bound DNA. It was found that [d(TGGGGT)] 4 showed a binding preference to the flavonoid glycosides over flavonoid aglycones. It was deduced that glycosylation played a key role for the [d(TGGGGT)] 4 ‐binding properties of flavonoid glycosides. Upon collision‐induced dissociation, complexes of flavonoid/[d(TGGGGT)] 4 underwent the loss of flavonoids, suggesting an end‐stacking binding mode. The current work demonstrates that ESI‐MS is a powerful tool in the study of interaction between drugs and nucleic acids.