DNA interaction analysis with automated biosensor of paraben derivative s-triazines

Abstract

Among all heterocyclic compounds, the triazine scaffold has an important place due to its wide range of biological activities. Triazine has been preferred by many researchers as the target structure for the design and development of new drugs, as it is found in many biologically active molecules with promising biological potential such as anti-inflammatory, anti-mycobacterial, anti-viral, anti-cancer properties. In this study, a series of paraben substituted s-triazine compounds 1-5 were synthesized and their structures were determined by 1H and 13C NMR spectroscopies as well as mass spectrometry. Also, structure of compound 5 was adjusted by X-ray crystallographic technique and crystallographic analysis revealed that 5 was crystallized in the trigonal space group R-3. According to X-ray analysis, compound 5 has very important intermolecular interaction such as nonclassical H-bond and pi-pi interaction. These interactions lead formation of supramolecular network. The thermal stabilities were investigated by thermogravimetric analysis. According to thermogravimetric analysis results, all of the synthesized compounds have high thermal stability. DNA interaction studies of the compounds 1-5 were performed with an automatic biosensor device that can measure the efficiency of DNA hybridization on the biochip surface. The biosensor results show that benzyl paraben substituted s-triazine compound 5, the most reactive compound at low concentration, was showed 61% and 75% activity reduction at concentrations 12.5 and 25 µM.