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Novel 2-Hydroselenonicotinonitriles and Selenopheno[2, 3-b]pyridines: Efficient Synthesis, Molecular Docking-DFT Modeling, and Antimicrobial Assessment

Selenium containing heterocyclic compounds gained great interest as bioactive molecules as of late. This report explores the design, synthesis, characterization, and antimicrobial screening of new pyridine derivatives endowed with selenium moieties. A one-pot multicomponent system with a solvent-fre...

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Autores principales: Abdellattif, Magda H., Abdel-Rahman, Adel A. H., Arief, Mohamed Mohamed Helmy, Mouneir, Samar M., Ali, Amena, Hussien, Mostafa A., Okasha, Rawda M., Afifi, Tarek H., Hagar, Mohamed
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Frontiers Media S.A. 2021
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8141565/
https://www.ncbi.nlm.nih.gov/pubmed/34041224
http://dx.doi.org/10.3389/fchem.2021.672503
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author Abdellattif, Magda H.
Abdel-Rahman, Adel A. H.
Arief, Mohamed Mohamed Helmy
Mouneir, Samar M.
Ali, Amena
Hussien, Mostafa A.
Okasha, Rawda M.
Afifi, Tarek H.
Hagar, Mohamed
author_facet Abdellattif, Magda H.
Abdel-Rahman, Adel A. H.
Arief, Mohamed Mohamed Helmy
Mouneir, Samar M.
Ali, Amena
Hussien, Mostafa A.
Okasha, Rawda M.
Afifi, Tarek H.
Hagar, Mohamed
author_sort Abdellattif, Magda H.
collection PubMed
description Selenium containing heterocyclic compounds gained great interest as bioactive molecules as of late. This report explores the design, synthesis, characterization, and antimicrobial screening of new pyridine derivatives endowed with selenium moieties. A one-pot multicomponent system with a solvent-free, microwave irradiation environment was employed to afford this series. The spectroscopic techniques were exploited to verify the structures of the synthesized derivatives. Additionally, the agar diffusion method was employed to determine the antimicrobial activity of all the desired compounds. Of all the synthesized molecules, 9b, 12b, 14f, and 16d exhibited well to remarkable antibacterial and antifungal activities. Moreover, derivative 14f demonstrated the most potent antibacterial and antifungal performance. The results were also supported by molecular docking studies, utilizing the MOE (molecular operating environment) which revealed the best binding mode with the highest energy interaction within the binding pocket. Lastly, theoretical DFT calculations were carried out in a gas phase at B3LYP 6-311G (d,p) basis set to predict the molecular geometries and chemical reactivity descriptors. DFT results have been used to illustrate that molecular docking findings and biological activity assessments.
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spelling pubmed-81415652021-05-25 Novel 2-Hydroselenonicotinonitriles and Selenopheno[2, 3-b]pyridines: Efficient Synthesis, Molecular Docking-DFT Modeling, and Antimicrobial Assessment Abdellattif, Magda H. Abdel-Rahman, Adel A. H. Arief, Mohamed Mohamed Helmy Mouneir, Samar M. Ali, Amena Hussien, Mostafa A. Okasha, Rawda M. Afifi, Tarek H. Hagar, Mohamed Front Chem Chemistry Selenium containing heterocyclic compounds gained great interest as bioactive molecules as of late. This report explores the design, synthesis, characterization, and antimicrobial screening of new pyridine derivatives endowed with selenium moieties. A one-pot multicomponent system with a solvent-free, microwave irradiation environment was employed to afford this series. The spectroscopic techniques were exploited to verify the structures of the synthesized derivatives. Additionally, the agar diffusion method was employed to determine the antimicrobial activity of all the desired compounds. Of all the synthesized molecules, 9b, 12b, 14f, and 16d exhibited well to remarkable antibacterial and antifungal activities. Moreover, derivative 14f demonstrated the most potent antibacterial and antifungal performance. The results were also supported by molecular docking studies, utilizing the MOE (molecular operating environment) which revealed the best binding mode with the highest energy interaction within the binding pocket. Lastly, theoretical DFT calculations were carried out in a gas phase at B3LYP 6-311G (d,p) basis set to predict the molecular geometries and chemical reactivity descriptors. DFT results have been used to illustrate that molecular docking findings and biological activity assessments. Frontiers Media S.A. 2021-05-10 /pmc/articles/PMC8141565/ /pubmed/34041224 http://dx.doi.org/10.3389/fchem.2021.672503 Text en Copyright © 2021 Abdellattif, Abdel-Rahman, Arief, Mouneir, Ali, Hussien, Okasha, Afifi and Hagar. https://creativecommons.org/licenses/by/4.0/This is an open-access article distributed under the terms of the Creative Commons Attribution License (CC BY). The use, distribution or reproduction in other forums is permitted, provided the original author(s) and the copyright owner(s) are credited and that the original publication in this journal is cited, in accordance with accepted academic practice. No use, distribution or reproduction is permitted which does not comply with these terms.
spellingShingle Chemistry
Abdellattif, Magda H.
Abdel-Rahman, Adel A. H.
Arief, Mohamed Mohamed Helmy
Mouneir, Samar M.
Ali, Amena
Hussien, Mostafa A.
Okasha, Rawda M.
Afifi, Tarek H.
Hagar, Mohamed
Novel 2-Hydroselenonicotinonitriles and Selenopheno[2, 3-b]pyridines: Efficient Synthesis, Molecular Docking-DFT Modeling, and Antimicrobial Assessment
title Novel 2-Hydroselenonicotinonitriles and Selenopheno[2, 3-b]pyridines: Efficient Synthesis, Molecular Docking-DFT Modeling, and Antimicrobial Assessment
title_full Novel 2-Hydroselenonicotinonitriles and Selenopheno[2, 3-b]pyridines: Efficient Synthesis, Molecular Docking-DFT Modeling, and Antimicrobial Assessment
title_fullStr Novel 2-Hydroselenonicotinonitriles and Selenopheno[2, 3-b]pyridines: Efficient Synthesis, Molecular Docking-DFT Modeling, and Antimicrobial Assessment
title_full_unstemmed Novel 2-Hydroselenonicotinonitriles and Selenopheno[2, 3-b]pyridines: Efficient Synthesis, Molecular Docking-DFT Modeling, and Antimicrobial Assessment
title_short Novel 2-Hydroselenonicotinonitriles and Selenopheno[2, 3-b]pyridines: Efficient Synthesis, Molecular Docking-DFT Modeling, and Antimicrobial Assessment
title_sort novel 2-hydroselenonicotinonitriles and selenopheno[2, 3-b]pyridines: efficient synthesis, molecular docking-dft modeling, and antimicrobial assessment
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8141565/
https://www.ncbi.nlm.nih.gov/pubmed/34041224
http://dx.doi.org/10.3389/fchem.2021.672503
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