期刊
TETRAHEDRON
卷 69, 期 24, 页码 4922-4932出版社
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tet.2013.04.045
关键词
Bisquinolinium derivatives; One-pot reaction; SNAr reaction; G-quadruplex; Binding agents
资金
- Natural Science Foundation of China [21172272, 91213302]
- Specialized Research Fund for the Doctoral Program of Higher Education [20110171110051]
- Science Foundation of Guangzhou [2009A1-E011-6]
A series of disubstituted bis(vinylquinolinium)benzene derivatives were designed, which were prepared through a facile three-component one-pot reaction in good yield. FRET results showed that 1,3-disubstituted benzene derivatives had much stronger stabilization effect on G-quadruplex DNA than that of 1,4-disubstituted benzene derivatives. The introduction of substituted amine side chain at quinolinium obviously increased the binding affinity of compounds to G-quadruplex DNA. It was also found that 1,3-disubstituted benzene derivatives and 1,4-disubstituted benzene derivatives had different effects on the conformation of G-quadruplex DNA by CD spectroscopy analysis. The differences for the interactions of these two classes of compounds with G-quadruplex were further studied and elaborated through molecular modeling experiments. (C) 2013 Elsevier Ltd. All rights reserved.
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