The Benzothiazine Core as a Novel Motif for DNA-Binding Small Molecules.
Molecules
; 28(11)2023 Jun 01.
Article
em En
| MEDLINE
| ID: mdl-37298974
ABSTRACT
A new series of 4H-1,3-benzothiazine dyes were prepared and fully characterized in an aqueous medium. Benzothiazine salts were synthesized either through the classical synthetic pathway using Buchwald-Hartwig amination or through economical and environmentally friendly electrochemical synthesis. The latest synthetic approach employs successful electrochemical intramolecular dehydrogenative 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 four 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 to include SAR/QSAR studies.
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1
Coleções:
01-internacional
Base de dados:
MEDLINE
Assunto principal:
DNA
/
Corantes
Idioma:
En
Ano de publicação:
2023
Tipo de documento:
Article