Cargando…
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...
Autores principales: | , , , , , |
---|---|
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 |
_version_ | 1784667016022458368 |
---|---|
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%. |
format | Online Article Text |
id | pubmed-8912081 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2022 |
publisher | MDPI |
record_format | MEDLINE/PubMed |
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 |
work_keys_str_mv | AT miraninezhadshefa ionicliquidassistedfabricationofbioactiveheterogeneousmagneticnanocatalystwithantioxidantandantibacterialactivitiesforthesynthesisofpolyhydroquinolinederivatives AT nazarzadehzareehsan ionicliquidassistedfabricationofbioactiveheterogeneousmagneticnanocatalystwithantioxidantandantibacterialactivitiesforthesynthesisofpolyhydroquinolinederivatives AT davarpanahazimeh ionicliquidassistedfabricationofbioactiveheterogeneousmagneticnanocatalystwithantioxidantandantibacterialactivitiesforthesynthesisofpolyhydroquinolinederivatives AT pourmousaviseiedali ionicliquidassistedfabricationofbioactiveheterogeneousmagneticnanocatalystwithantioxidantandantibacterialactivitiesforthesynthesisofpolyhydroquinolinederivatives AT ashrafizadehmilad ionicliquidassistedfabricationofbioactiveheterogeneousmagneticnanocatalystwithantioxidantandantibacterialactivitiesforthesynthesisofpolyhydroquinolinederivatives AT kumaralanprem ionicliquidassistedfabricationofbioactiveheterogeneousmagneticnanocatalystwithantioxidantandantibacterialactivitiesforthesynthesisofpolyhydroquinolinederivatives |