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2 Polish Journal of Chemistry

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Interactions of the Oxidation Products of Papaverine with Guanine Quadruplexes

Mądry L., Gałęzowska E., Głuszyńska A., Hermann T., Zabel M., Juskowiak B.

Polish Journal of Chemistry

2006

Vol. 80, nr 6

921-929

The interactions of G-quadruplex DNA with two oxidation products of papaverine, 6a,12a-diazadibenzo-[a,g]fluorenylium derivative (1) and 2,3,9,10-tetramethoxy-12- oxo-12H-indolo[2,1-a]isoquinolinium cation (2) were investigated. Effect of the organic modifier (EtOH) and NaCl on the spectral properties and aggregation of free ligands and on the DNA-binding affinity were assessed. Ligand 1 exhibited tendency for aggregation and showed higher binding selectivity for G-quadruplex DNA over double-stranded DNA. Both ligands were capable of interacting with DNA according to three binding modes: (i) electrostatic interactions, (ii) classical intercalation to dsDNA, and (iii) the specific binding to quadruplex DNA. The cytotoxic activity of ligand 2 was generally higher than that for ligand 1, approaching a micromolar concentration level that may suggest its telomerase inhibition activity.

Spectral Properties and DNA-binding Study of 6a, 12a-Diazadibenzo-[a,g]fluorenylium Derivative

Juskowiak B., Gałęzowska E., Kościelna H., Hermann T., Piotrowska K.

Polish Journal of Chemistry

2005

Vol. 79 / nr 5

831-844

The DNA binding affinity and anion effect on the aggregation of a G-quadruplex selective ligand, 6a,12a-diazadibenzo-[a,g]fluorenylium derivative, were studied by UV-Vis absorption, molecular modeling and fluorescence spectroscopy. The anion character and its concentration influenced the spectral properties of ligand aggregates. Observed spectral peculiarities were discussed in terms of the formation of H- and J-type aggregates. The DNA binding mode and affinity of the ligand depended on the salt concentration; preferential binding to G-quadruplexDNAwas clearly seen at higher salt concentration.