Department of Organic Chemistry, Faculty of Chemical Engineering and Technology, University of Zagreb, Marulićev trg 19, HR-10000 Zagreb, Croatia.
Division of Organic Chemistry and Biochemistry, Ruđer Bošković Institute, HR-10000 Zagreb, Croatia.
Molecules. 2023 Jun 1;28(11):4499. doi: 10.3390/molecules28114499.
A new series of 4-1,3-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 -benzylbenzenecarbothioamides to form 4-1,3-benzothiazines. 4-1,3-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 and 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.
一系列新型 4-1,3-苯并噻嗪染料在水介质中被制备并进行了充分的表征。苯并噻嗪盐是通过经典的使用 Buchwald-Hartwig 胺化的合成途径或通过经济和环保的电化学合成来合成的。最新的合成方法采用成功的电化学分子内脱氢环化反应，将 -苄基苯甲硫酰胺转化为 4-1,3-苯并噻嗪。4-1,3-苯并噻嗪被评估为新型 DNA/RNA 探针。通过使用几种方法，如紫外/可见分光光度滴定、圆二色性和热熔融实验，研究了四个基于苯并噻嗪的分子与多核苷酸的结合。化合物 和 作为 DNA/RNA 沟结合剂，因此表明这些化合物有作为新型 DNA/RNA 探针的潜力。这是一项概念验证研究，将扩展到包括 SAR/QSAR 研究。
