Synthesis, Characterization, DFT Study and Antifungal Activities of Some Novel 2-(Phenyldiazenyl)phenol Based Azo Dyes

In recent decades, there has been an increased interest in azo compounds with special optical and biological properties. In this work, we report the preparation of novel azo-compounds with two and three -N=N- double bonds, using the classical method of synthesis, diazotization and coupling. The compounds were characterized by H-1-NMR, C-13-NMR, FTIR, UV-VIS and fluorescence spectra. DFT calculations were employed for determining the optical parameters, polarizability alpha, the total static dipole moment mu(tot), the quadrupole moment Q and the mean first polarizability beta(tot). All azo derivatives show strong fluorescence emission in solutions. The antioxidant and antifungal activities were determined and the influence of the number of azo bonds was discussed. The synthesized compounds exhibit remarkable efficiency in the growth reduction of standard and clinical isolated Candida strains, suggesting future applications as novel antifungal.

Automated summary

In recent decades, there has been a growing interest in azo compounds with unique optical and biological properties. This study reports the synthesis and characterization of novel azo compounds with two and three -N=N- double bonds, and evaluates their fluorescence emission, antioxidant and antifungal activities, indicating potential applications as novel antifungal agents.