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Issue 3, 2010

Cationic side-chains control DNA/RNA binding properties and antiproliferative activity of dicationic dibenzotetraaza[14]annulene derivatives

Author affiliations

Abstract

Studied dicationic dibenzotetraaza[14]annulene derivatives intercalate into synthetic double stranded DNA and RNA, while their positively charged side-chains additionally interact within the minor groove of polynucleotides, contributing to the overall affinity of compounds and controlling pronounced A–T(U) over G–C sequence preference as well as stronger thermal stabilization of ds-DNA than ds-RNA. Furthermore, all compounds showed moderate to high antiproliferative activity against five human tumour cell lines, whereby clear correlation between the structure of the side-chain and cytotoxic activity was observed.

Graphical abstract: Cationic side-chains control DNA/RNA binding properties and antiproliferative activity of dicationic dibenzotetraaza[14]annulene derivatives

Supplementary files

Article information


Submitted
17 Sep 2009
Accepted
23 Nov 2009
First published
15 Jan 2010

New J. Chem., 2010,34, 500-507
Article type
Paper

Cationic side-chains control DNA/RNA binding properties and antiproliferative activity of dicationic dibenzotetraaza[14]annulene derivatives

M. R. Stojković, M. Marjanović, D. Pawlica, L. Dudek, J. Eilmes, M. Kralj and I. Piantanida, New J. Chem., 2010, 34, 500 DOI: 10.1039/B9NJ00490D

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