A series of salts of selected 1,3-diaryltriazenes was prepared and tested for their activity against various microorganisms. High activities with IC50 values below (1 µm were observed only in the cases of S. aureus and M. tuberculosis (laboratory strain H37Ra). Due to the limited number of the tested compounds, a reliable structure-activity relationship could not be concluded. Nevertheless, it could be observed that derivatives carrying ortho- (trifluoromethyl)phenyl substituents were significantly more potent than the others. No genotoxicity could be observed for some salts of 1,3-diaryltriazenes or their metabolites. Despite relatively small series of tested compounds, this investigation has brought considerable insight in the optimization of triazenes as potential antitubercular compounds.
COBISS.SI-ID: 1537676227
Based on Sonogashira reaction, i.e. the reaction between aryl halides and terminal acetylenes into disubstituted acetylenes in the presence of palladium catalysts, an efficient, modular approach for the synthesis of novel molecular probes for the detection of longitudinal channels of the tau protein, as well as molecular probes for non-destructive diagnostics of neurodegenerative diseases, was developed. The work is a continuation of our previous research in the field of FDDNP [2-(1-(6-((2-fluoroethyl)(methyl)amino)naphthalen-2-yl)ethylidene)malononitrile], an established molecular probe for the detection of changes in the brain of patients with Alzheimer's disease. In this study, the target compounds have linear, rod-like geometry with an additional ?-conjugated system between the electron donating, N-ethyl-N-(2-fluoroethyl), and the electron-withdrawing, 2-dicyanovinyl, parts of the molecule, which improved the binding affinities. Sonogashira cross-coupling reaction is the most appropriate tool for the introduction of the acetylene group, which enabled the extension of the ?-conjugated system.
COBISS.SI-ID: 1537632707