Synthesis of Novel Aminothiazole Derivatives as Promising Antiviral, Antioxidant and Antibacterial Candidates

Abstract

It is well-known that thiazole derivatives are usually found in lead structures, which demonstrate a wide range of pharmacological effects. The aim of this research was to explore the antiviral, antioxidant, and antibacterial activities of novel, substituted thiazole compounds and to find potential agents that could have biological activities in one single biomolecule. A series of novel aminothiazoles were synthesized, and their biological activity was characterized. The obtained results were compared with those of the standard antiviral, antioxidant, antibacterial and anticancer agents. The compound bearing 4-cianophenyl substituent in the thiazole ring demonstrated the highest cytotoxic properties by decreasing the A549 viability to 87.2%. The compound bearing 4-trifluoromethylphenyl substituent in the thiazole ring showed significant antiviral activity against the PR8 influenza A strain, which was comparable to the oseltamivir and amantadine. Novel compounds with 4-chlorophenyl, 4-trifluoromethylphenyl, phenyl, 4-fluorophenyl, and 4-cianophenyl substituents in the thiazole ring demonstrated antioxidant activity by DPPH, reducing power, FRAP methods, and antibacterial activity against Escherichia coli and Bacillus subtilis bacteria. These data demonstrate that substituted aminothiazole derivatives are promising scaffolds for further optimization and development of new compounds with potential influenza A-targeted antiviral activity. Study results could demonstrate that structure optimization of novel aminothiazole compounds may be useful in the prevention of reactive oxygen species and developing new specifically targeted antioxidant and antibacterial agents.

Synthesis, Characterization and Antibacterial Assays of Novel N,N1‐Disubstituted 2,2′‐Dithiodianiline Derivatives

“…[43] Previously, we have synthesized a library of N,N-disubstituted β-aminoacids derivatives containing hydrazone and azole fragments and have evaluated their biological properties, which appeared to possess the convincing anticancer effect against triple-negative breast cancer and glioblastoma cells in vitro. [44] They demonstrated promising antimicrobial, [45][46][47][48] significant antibacterial, [49][50][51][52] and in addition, antiviral and antioxidant [51,52] activities.…”

Synthesis, characterization and antibacterial assays of new N,N 1 -disubstituted 2,2’- dithiodianiline derivatives

“…Previously, we have synthesized a library of N,N-disubstituted β-aminoacids derivatives containing hydrazone and azole fragments and have evaluated their biological properties, which appeared to possess the convincing anticancer effect against triple-negative breast cancer and glioblastoma cells in vitro [35], demonstrated promising antimicrobial effect [36−39], as well as signi cant antibacterial [40−43], and in addition, antiviral and antioxidant [42,43] activities.…”

Design, Synthesis, Biological Evaluation, and Molecular Docking Studies of Pleuromutilin Derivatives Containing Thiazole

“…18 Thiazole is a five-membered heterocycle containing nitrogen and sulfur atoms, which is a widely prevalent component in natural products and anti-infective drugs. 19 Thiazole has attracted significant attention due to its remarkable properties. There have been many drugs containing thiazole successfully used in clinical applications, such as sulfathiazole and various cephalosporins.…”

“…The findings demonstrated that the antibacterial activity of pleuromutilin could be improved by introducing a five-membered heterocyclic at the C14 side chain . Thiazole is a five-membered heterocycle containing nitrogen and sulfur atoms, which is a widely prevalent component in natural products and anti-infective drugs . Thiazole has attracted significant attention due to its remarkable properties.…”