Unraveling the relationship between structure and stabilization of triarylpyridines as G-quadruplex binding ligands

Nicole Smith, G. Labrunie, B. Corry, P.L.T. Tran, Marck Norret, M. Djavaheri-Mergny, Colin Raston, J.L. Mergny

Research output: Contribution to journalArticle

32 Citations (Scopus)

Abstract

A series of novel 2,4,6-triarylpyridines have been synthesized and their interactions with intramolecular G-quadruplexes have been measured by Forster Resonance Energy Transfer (FRET) melting and Fluorescent Intercalator Displacement (FID) assays. A few of these compounds exhibit stabilization of G4-DNA that is comparable to other benchmark G4-DNA ligands with fair to excellent G4-DNA vs. duplex selectivity and significant cytotoxicity towards HeLa cells. The nature of the 4-aryl substituents along with side chain length governs the G4-DNA stabilization ability of the compounds. In addition, we demonstrate that there is a strong correlation between the ability of the compounds to stabilize the same G4-DNA sequence in K+ and Na+ conditions and a strong correlation between the ability of the compounds to stabilize different G4-DNA sequences in K+ or Na+ buffer.
Original languageEnglish
Pages (from-to)6154-6162
JournalOrganic & Biomolecular Chemistry
Volume9
DOIs
Publication statusPublished - 2011

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