Synthesis, electrochemical, optical and biological properties of new carbazole derivatives

Carbazole skeleton is the key structural motif of many biologically active compounds including synthetic and natural products. Based on the (E)-2-(2-(4-9H-carbazol-9-yl)benzylidene) hydrazinyl)thiazole as skeleton, three novel carbazole dyes were synthesized. The scientific analysis includes the effect of changing the strength of the activating substituents and their exchange for the deactivating substituent on the chemical and biological properties. The presented research showed a significant influence of the -CH3, -OCH3 and -CH2-COOC2H5 groups on the spectral properties of the tested derivatives. Their sig-nificant influence is also visible in electrochemical, nonlinear-optic and biological properties. The study also included the analysis of the use of the presented derivatives as potential fluorescent probes for in vivo and in vitro tests. Quantum-chemical calculations complement the conducted experiments. (C) 2021 Elsevier B.V. All rights reserved.

Automated summary

The study synthesized novel carbazole dyes and analyzed the effects of activating and deactivating substituents on the chemical and biological properties of the compounds, revealing significant influences on the spectral, electrochemical, nonlinear-optic, and biological properties of the derivatives. The research also looked into the potential use of these derivatives as fluorescent probes for in vivo and in vitro tests, with quantum-chemical calculations complementing the conducted experiments.