Synthesis, photophysics and biomolecule interactive studies of new hybrid benzo-2, 1, 3-thiadiazoles. (30th January 2020)

• Record Type: Journal Article
• Authors: Neto, José S. S.; Krüger, Roberta; Balaguez, Renata A.; Fronza, Mariana G.; Acunha, Thiago V.; Oliboni, Robson S.; Savegnago, Lucielli; Iglesias, Bernardo A.; Alves, Diego
• Is Part Of: New journal of chemistry. Volume 44:Number 7(2020)
• Page Start: 2768
• Page End: 2780
• Publication Date: 2020-01-30
• Subjects: Chemistry -- Periodicals; Chimie -- Périodiques; 540
• DOI: 10.1039/c9nj05932f
• Languages: English
• ISSNs: 1144-0546

Abstract

Abstract : New hybrid molecules containing benzo-2, 1, 3-thiadiazole, benzofuran and arylselanyl moieties were synthesized and their photophysics and biomolecule interactive studies were performed. Abstract : Four new hybrid molecules containing benzo-2, 1, 3-thiadiazole, benzofuran and arylselanyl moieties, named 4, 7-bis(3-(arylselanyl)benzofuran-2-yl)benzo[ c ][1, 2, 5]thiadiazoles, were designed and synthesized in good yields through an electrophilic cyclization of 4, 7-bis((2-methoxyphenyl)ethynyl)benzo[ c ][1, 2, 5]thiadiazole 1 and diaryl diselenides 2 using trichloroisocyanuric acid to generate electrophilic arylselanyl species. The photophysical properties of compounds 3a–d were investigated using UV-vis absorption and emission fluorescence analysis. The emission fluorescence analysis showed a yellow-orange region emission. Large Stokes shift values were observed for all new derivatives and attributed to the ICT state and to the electron-substituent properties. The biomolecule-binding DNA and HSA-binding interactions were also investigated by experimental and theoretical methods.