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Key Laboratory of Chemical Biology and Molecular Engineering of Ministry of Education, Institute of Molecular Science, Shanxi University, Taiyuan 030006, P. R. China
; Fax: +86 351 7018429
; Tel: +86 351 7010699
Org. Biomol. Chem., 2013,11, 2355-2364
14 Dec 2012,
01 Feb 2013
First published online
01 Feb 2013
Six novel di-substituted phenanthroline derivatives 5a–7a and 3b–5b have been prepared, and their binding interactions with human telomeric (h-telo) and promoter (c-kit2 and c-myc) G-quadruplex DNAs were investigated. All the compounds are potent stabilisers of the G-quadruplex structures and compounds 3b, 4b, and 5b exhibit high G-quadruplex DNA selectivity over duplex DNA. The binding affinities of these compounds to G-quadruplex DNA are higher than to duplex DNA. CD spectra show that the compound can induce the formation of an anti-parallel structure of the h-telo G-quadruplex. Each h-telo quadruplex binds two compound molecules by the end-stacking mode. Six new compounds are able to inhibit significantly the telomerase activity at low μM concentration.
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Organic & Biomolecular Chemistry
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