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Synthesis, characterization, computational, antioxidant and fluorescence properties of novel 1,3,5-trimesic hydrazones derivatives

New photophysical and antioxidant materials of trimesic trihydrazide derivatives were synthesized by one-pot stage of trimesic trihydrazide and different aromatic aldehydes. All compounds were characterized by spectroscopic techniques (NMR, MS, and IR) and elemental analysis. The absorption and emis...

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Detalles Bibliográficos
Autores principales: Mhaidat, Ibrahim, Alwedian, Fadel, Ababneh, Taher, Shdefat, Ayman, Tashtoush, Hasan
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Elsevier 2021
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8482428/
https://www.ncbi.nlm.nih.gov/pubmed/34622075
http://dx.doi.org/10.1016/j.heliyon.2021.e08074
Descripción
Sumario:New photophysical and antioxidant materials of trimesic trihydrazide derivatives were synthesized by one-pot stage of trimesic trihydrazide and different aromatic aldehydes. All compounds were characterized by spectroscopic techniques (NMR, MS, and IR) and elemental analysis. The absorption and emission spectral characteristics of hydrazone derivatives were investigated. The absorption maxima showed red shift relative to the starting compound. While the emission maxima showed clear dependent on the type of substituents. The electron donating and electron withdrawing showed red and blue shifts relative to the starting compound, respectively. The compounds’ effectiveness as antioxidant was estimated by DPPH radical scavenging and ABTS radical cation assays in vitro which indicated that the derivatives could be used as potential antioxidants. In addition, compounds 3g, and 3i showed strong antioxidant activities according to the DPPH assay and compounds 3c and 3m exhibited good antioxidant activities in ABTS assay. Antimicrobial activity of the derivatives was estimated using a micro-broth dilution method. Furthermore, molecular geometries of all prepared derivatives were fully optimized using density functional theory (DFT) calculations at the 6-31G(d)/B3LYP level of theory.