Assessment of the biological potential of diaryltriazene-derived triazene compounds

Abstract

In the present study, novel, 1,3-diaryltriazene-derived triazene compounds were synthesized and tested. Triazenes are versatile and belong to a group of alkylating agents with interesting physicochemical properties and proven biological activities. This study describes the synthesis, molecular and crystalline structure, biological activity evaluation, and antifungal and antimicrobial potentials of 1,3-bis(X-methoxy-Y-nitrophenyl)triazenes [X = 2 and 5; Y = 4 and 5]. The antimicrobial and antifungal activities of the compounds were tested by evaluating the sensitivity of bacteria (American Type Culture Collection, ATCC) and clinical isolates to their solutions using standardized microbiological assays, cytotoxicity evaluation, and ecotoxicity tests. The antimicrobial potentials of triazenes were determined according to their minimum inhibitory concentrations (MICs); these compounds were active against gram-positive and gram-negative bacteria, with low MIC values. The most surprising result was obtained for T3 having the effective MIC of 9.937 µg/mL and antifungal activity against Candida albicans ATCC 90028, C. parapsilosis ATCC 22019, and C. tropicallis IC. To the best of our knowledge, this study is the first to report promising activities of triazene compounds against yeast and filamentous fungi. The results showed the potential utility of triazenes as agents affecting selected resistant bacterial and fungal strains.

Triazene-Linked Porous Organic Polymers for Heterogeneous Catalysis and Pollutant Adsorption

“…Additionally, a very strong band observed at 817 cm –1 is attributed to the C–N stretching mode. The results agree with those found in the literature for triazene-based compounds. ,, Regarding the spectrum for the TAPT-Bd­(SO 3 H) 2 -POP sample (Figure b-III), similar conclusions can be drawn as per the formation of the triazene bondnamely, the NN, N–N, and C–N stretching bands appearing at 1411, 1173, and 816 cm –1 , respectively. Moreover, a very wide band is observed from 2800 to 3600 cm –1 , typical of the O–H hydrogen-bond interactions.…”

Synthesis of 1,3-Diaryltriazenes and Azo Dyes from Aryl Amines Using N-Nitrososulfonamides

“…[9][10][11][12] Select triazenes have also shown promise in a range of biological applications. [13][14][15][16][17][18][19][20] In addition to biological applications, disubstituted triazenes can form anionic ligands useful for organometallic transformations, with recent reports showing that triazenido-metal complexes can serve as efficient catalysts for hydrogen evolution. 21 Azo compounds represent approximately 70% of all synthetic dyes.…”