Synthesis, crystal structures and the preliminary evaluation of the new dibenzotetraaza[14]annulene-based DNA/RNA binding agents |
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Authors: | Dariusz Pawlica Les?aw Sieroń Julita Eilmes |
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Affiliation: | a Department of Chemistry, Jagiellonian University, Ingardena 3, 30-060 Kraków, Poland b Laboratory for Supramolecular and Nucleoside Chemistry Ru?er Boškovi? Institute, PO Box 180, HR-10002 Zagreb, Croatia c Institute of General and Ecological Chemistry, Technical University of ?ód?, ?eromskiego 116, 90-924 ?ód?, Poland |
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Abstract: | A series of water-soluble dicationic dibenzotetraaza[14]annulenes have been prepared in order to examine their interactions with nucleic acids. Pendant water-solubilizing N-pyridinium, 4,4′-bipyridinium and N-methyl pyridinium moieties have been attached to the central core via linkers generated by direct N-alkylations and ester creating couplings, respectively. The crystal structures of derivatives equipped with 3-(N-pyridinium-1-yl)propyl and 3-(4,4′-bipyridinium-1-yl)propyl substituents have been determined. Interactions with ct-DNA have been studied and evidenced by means of spectrophotometric titrations with Scatchard analysis and thermal denaturation experiments. |
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Keywords: | Dibenzotetraaza[14]annulenes Water-solubilizing groups Synthesis Crystal structure DNA binding UV-vis titration DNA thermal denaturation |
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