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Interaction of DBTAA derivatives with DNA / RNA and antiproliferative effects on human cell lines

Previous reports from our laboratory have described the binding properties of a series of dibenzotetraaza[14]annulenes (DBTAA) derivatives 1, 2 (Scheme 1). Scheme 1. Previously studied dibenzotetraaza[14]annulenes (DBTAA) derivatives 1, 2. We now report the binding activity of a new series of DBTAA derivatives studied by electronic absorption, circular dichroism and fluorescence spectroscopy, as well as by thermal melting experiments. The intensive hypochromic and batochromic effect in UV/Vis titrations, high affinity, strong thermal stabilisation of both, DNA and RNA, similar ICD spectra upon DNA and RNA addition strongly support the intercalation between polynucleotide base pairs as dominant mode of binding for all studied compounds. Antiproliferative effect of studied compounds on human tumor and normal cell lines was consistent with the strength of observed interactions with DNA/RNA, thus implying that interactions with cellular DNA and/or RNA are the most likely targets within the cell.

DBTAA derivatives; DNA/RNA polynucleotides; intercalation; antiproliferative effect

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