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Ionic Liquid-Assisted Fabrication of Bioactive Heterogeneous Magnetic Nanocatalyst with Antioxidant and Antibacterial Activities for the Synthesis of Polyhydroquinoline Derivatives

Antibacterial materials have obtained much attention in recent years due to the presence of hazardous agents causing oxidative stress and observation of pathogens. However, materials with antioxidant and antibacterial activities can cause toxicity due to their low biocompatibility and safety profile...

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Autores principales: Mirani Nezhad, Shefa, Nazarzadeh Zare, Ehsan, Davarpanah, Azimeh, Pourmousavi, Seied Ali, Ashrafizadeh, Milad, Kumar, Alan Prem
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2022
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8912081/
https://www.ncbi.nlm.nih.gov/pubmed/35268849
http://dx.doi.org/10.3390/molecules27051748
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author Mirani Nezhad, Shefa
Nazarzadeh Zare, Ehsan
Davarpanah, Azimeh
Pourmousavi, Seied Ali
Ashrafizadeh, Milad
Kumar, Alan Prem
author_facet Mirani Nezhad, Shefa
Nazarzadeh Zare, Ehsan
Davarpanah, Azimeh
Pourmousavi, Seied Ali
Ashrafizadeh, Milad
Kumar, Alan Prem
author_sort Mirani Nezhad, Shefa
collection PubMed
description Antibacterial materials have obtained much attention in recent years due to the presence of hazardous agents causing oxidative stress and observation of pathogens. However, materials with antioxidant and antibacterial activities can cause toxicity due to their low biocompatibility and safety profile, urging scientists to follow new ways in the synthesis of such materials. Ionic liquids have been employed as a green and environmentally solvent for the fabrication of electrically conductive polymers. In the present study, an antibacterial poly(p-phenylenediamine)@Fe(3)O(4) (PpPDA@Fe(3)O(4)) nanocomposite was fabricated using [HPy][HSO(4)] ionic liquid. The chemical preparation of PpPDA@Fe(3)O(4) nanocomposite was initiated through the oxidative polymerization of p-phenylenediamine by ammonium persulfate in the presence of [HPy][HSO(4)]. The PpPDA@Fe(3)O(4) nanocomposite exhibited antibacterial properties against Gram-negative (Escherichia coli) and Gram-positive (Bacillus subtilis) bacteria. The PpPDA@Fe(3)O(4) nanocomposite was employed as a heterogeneous nanocatalysis for one-pot synthesis of polyhydroquinoline derivatives using aromatic aldehyde, dimedone, benzyl acetoacetate, and ammonium acetate. Polyhydroquinoline derivatives were synthesized in significant yields (90–97%) without a difficult work-up procedure in short reaction times. Additionally, PpPDA@Fe(3)O(4) nanocatalyst was recycled for at least five consecutive catalytic runs with a minor decrease in the catalytic activity. In this case, 11 derivatives of polyhydroquinoline showed in vitro antioxidant activity between 70–98%.
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spelling pubmed-89120812022-03-11 Ionic Liquid-Assisted Fabrication of Bioactive Heterogeneous Magnetic Nanocatalyst with Antioxidant and Antibacterial Activities for the Synthesis of Polyhydroquinoline Derivatives Mirani Nezhad, Shefa Nazarzadeh Zare, Ehsan Davarpanah, Azimeh Pourmousavi, Seied Ali Ashrafizadeh, Milad Kumar, Alan Prem Molecules Article Antibacterial materials have obtained much attention in recent years due to the presence of hazardous agents causing oxidative stress and observation of pathogens. However, materials with antioxidant and antibacterial activities can cause toxicity due to their low biocompatibility and safety profile, urging scientists to follow new ways in the synthesis of such materials. Ionic liquids have been employed as a green and environmentally solvent for the fabrication of electrically conductive polymers. In the present study, an antibacterial poly(p-phenylenediamine)@Fe(3)O(4) (PpPDA@Fe(3)O(4)) nanocomposite was fabricated using [HPy][HSO(4)] ionic liquid. The chemical preparation of PpPDA@Fe(3)O(4) nanocomposite was initiated through the oxidative polymerization of p-phenylenediamine by ammonium persulfate in the presence of [HPy][HSO(4)]. The PpPDA@Fe(3)O(4) nanocomposite exhibited antibacterial properties against Gram-negative (Escherichia coli) and Gram-positive (Bacillus subtilis) bacteria. The PpPDA@Fe(3)O(4) nanocomposite was employed as a heterogeneous nanocatalysis for one-pot synthesis of polyhydroquinoline derivatives using aromatic aldehyde, dimedone, benzyl acetoacetate, and ammonium acetate. Polyhydroquinoline derivatives were synthesized in significant yields (90–97%) without a difficult work-up procedure in short reaction times. Additionally, PpPDA@Fe(3)O(4) nanocatalyst was recycled for at least five consecutive catalytic runs with a minor decrease in the catalytic activity. In this case, 11 derivatives of polyhydroquinoline showed in vitro antioxidant activity between 70–98%. MDPI 2022-03-07 /pmc/articles/PMC8912081/ /pubmed/35268849 http://dx.doi.org/10.3390/molecules27051748 Text en © 2022 by the authors. https://creativecommons.org/licenses/by/4.0/Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (https://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
Mirani Nezhad, Shefa
Nazarzadeh Zare, Ehsan
Davarpanah, Azimeh
Pourmousavi, Seied Ali
Ashrafizadeh, Milad
Kumar, Alan Prem
Ionic Liquid-Assisted Fabrication of Bioactive Heterogeneous Magnetic Nanocatalyst with Antioxidant and Antibacterial Activities for the Synthesis of Polyhydroquinoline Derivatives
title Ionic Liquid-Assisted Fabrication of Bioactive Heterogeneous Magnetic Nanocatalyst with Antioxidant and Antibacterial Activities for the Synthesis of Polyhydroquinoline Derivatives
title_full Ionic Liquid-Assisted Fabrication of Bioactive Heterogeneous Magnetic Nanocatalyst with Antioxidant and Antibacterial Activities for the Synthesis of Polyhydroquinoline Derivatives
title_fullStr Ionic Liquid-Assisted Fabrication of Bioactive Heterogeneous Magnetic Nanocatalyst with Antioxidant and Antibacterial Activities for the Synthesis of Polyhydroquinoline Derivatives
title_full_unstemmed Ionic Liquid-Assisted Fabrication of Bioactive Heterogeneous Magnetic Nanocatalyst with Antioxidant and Antibacterial Activities for the Synthesis of Polyhydroquinoline Derivatives
title_short Ionic Liquid-Assisted Fabrication of Bioactive Heterogeneous Magnetic Nanocatalyst with Antioxidant and Antibacterial Activities for the Synthesis of Polyhydroquinoline Derivatives
title_sort ionic liquid-assisted fabrication of bioactive heterogeneous magnetic nanocatalyst with antioxidant and antibacterial activities for the synthesis of polyhydroquinoline derivatives
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8912081/
https://www.ncbi.nlm.nih.gov/pubmed/35268849
http://dx.doi.org/10.3390/molecules27051748
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