Naslov
The benzothiazine core as a novel motif for DNA- binding small molecules

Autori
Mlakić, Milena ; Čipor, Ivona ; Kovačec, Petra ; Kragol, Goran ; Ratković, Ana ; Kovačević, Tatjana ; Zadravec, Rahela, Milašinović, Valentina ; Molčanov, Krešimir ; Piantanida, Ivo ; Škorić, Irena

Izvornik
Molecules (1420-3049) 28 (2023); 4499, 16

Vrsta, podvrsta i kategorija rada
Radovi u časopisima, članak, znanstveni

Ključne riječi
4H-1 ; 3-benzothiazines ; electrochemical dehydrogenative cyclization, DNA/RNA binding ; UV/Vis spectroscopy ; circular dichroism

Sažetak
New series of 4H-1, 3-benzothiazine dyes were prepared and fully characterized in aqueous medium. Benzothiazine salts were synthesized either by classical synthetic pathway using Buchwald-Hartwig amination or the economical and environmentally friendly electrochemical synthesis. The latest synthetic approach employs successful electrochemical intramolecular dehy- drogenative cyclization of N- benzylbenzenecarbothioamides to form 4H-1, 3- benzothiazines. 4H-1, 3-benzothiazines were evaluated as novel DNA/RNA probes. Through the use of several methods such as UV/Vis spectrophotometric titrations, circular dichroism and thermal melting experiments, the binding of 4 benzothiazine based molecules to polynucleotides was examined. Compounds 1 and 2 acted as DNA/RNA groove binders thus suggesting the potential of these compounds as novel DNA/RNA probes. This is a proof of concept study and will be expanded with SAR/QSAR studies included.

Izvorni jezik
Engleski

Znanstvena područja
Kemija

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