Journal
BIOORGANIC & MEDICINAL CHEMISTRY
Volume 27, Issue 3, Pages 552-559Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.bmc.2018.12.037
Keywords
N-Alkylated styrylquinolinium dye; G-quadruplex DNA; Cytotoxicity; Living HepG2 cell
Funding
- Natural Science Foundation of Jiangsu Province [BK20180857]
- General Program of Natural Science Foundation of the Higher Education Institutions of Jiangsu Province [17KJB150009]
- China Postdoctoral Science Foundation [2017M611704]
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Selective and sensitive detection of G-quadruplex DNA structures is an important issue and attracts extensive interest. To this end, numerous small molecular fluorescent probes have been designed. Here, we present a series of N-alkylated styrylquinolinium dyes named Ls-1, Ls-2 and Ls-3 with varying side groups at the chain end. We found that these dyes exhibited different binding behaviors to DNAs, and Ls-2 with a sulfonato group at the chain end displayed sensitivity and selectivity to G-quadruplex DNA structures in vitro. The characteristics of this dye and its interaction with G-quadruplex DNA were comprehensively investigated by means of UV-vis spectrophotometry, fluorescence, circular dichroism and molecular docking. Furthermore, confocal fluorescence images and MTT assays indicated dye Ls-2 could pass through membrane and enter the living HepG2 cells with low cytotoxicity.
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