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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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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
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author Mhaidat, Ibrahim
Alwedian, Fadel
Ababneh, Taher
Shdefat, Ayman
Tashtoush, Hasan
author_facet Mhaidat, Ibrahim
Alwedian, Fadel
Ababneh, Taher
Shdefat, Ayman
Tashtoush, Hasan
author_sort Mhaidat, Ibrahim
collection PubMed
description 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.
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spelling pubmed-84824282021-10-06 Synthesis, characterization, computational, antioxidant and fluorescence properties of novel 1,3,5-trimesic hydrazones derivatives Mhaidat, Ibrahim Alwedian, Fadel Ababneh, Taher Shdefat, Ayman Tashtoush, Hasan Heliyon Review Article 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. Elsevier 2021-09-25 /pmc/articles/PMC8482428/ /pubmed/34622075 http://dx.doi.org/10.1016/j.heliyon.2021.e08074 Text en © 2021 The Authors https://creativecommons.org/licenses/by/4.0/This is an open access article under the CC BY license (http://creativecommons.org/licenses/by/4.0/).
spellingShingle Review Article
Mhaidat, Ibrahim
Alwedian, Fadel
Ababneh, Taher
Shdefat, Ayman
Tashtoush, Hasan
Synthesis, characterization, computational, antioxidant and fluorescence properties of novel 1,3,5-trimesic hydrazones derivatives
title Synthesis, characterization, computational, antioxidant and fluorescence properties of novel 1,3,5-trimesic hydrazones derivatives
title_full Synthesis, characterization, computational, antioxidant and fluorescence properties of novel 1,3,5-trimesic hydrazones derivatives
title_fullStr Synthesis, characterization, computational, antioxidant and fluorescence properties of novel 1,3,5-trimesic hydrazones derivatives
title_full_unstemmed Synthesis, characterization, computational, antioxidant and fluorescence properties of novel 1,3,5-trimesic hydrazones derivatives
title_short Synthesis, characterization, computational, antioxidant and fluorescence properties of novel 1,3,5-trimesic hydrazones derivatives
title_sort synthesis, characterization, computational, antioxidant and fluorescence properties of novel 1,3,5-trimesic hydrazones derivatives
topic Review Article
url 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
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