Synthesis, photophysics and biomolecule interactive studies of new hybrid benzo-2,1,3-thiadiazoles

Autor:	Lucielli Savegnago, Bernardo A. Iglesias, Mariana G. Fronza, Robson S. Oliboni, Roberta Krüger, Thiago V. Acunha, Renata A. Balaguez, José S. S. Neto, Diego Alves
Rok vydání:	2020
Předmět:	chemistry.chemical_classification Biomolecule General Chemistry Medicinal chemistry Fluorescence Catalysis symbols.namesake chemistry.chemical_compound chemistry Thiadiazoles Stokes shift Electrophile Materials Chemistry symbols Molecule Trichloroisocyanuric acid Benzofuran
Zdroj:	New Journal of Chemistry. 44:2768-2780
ISSN:	1369-9261 1144-0546
Popis:	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.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::74ac7ff71698c85148e3efb97fb3a573 https://doi.org/10.1039/c9nj05932f Zobrazit plný text záznamu