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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Frontiers Media S.A.
2021-05-01
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| Series: | Frontiers in Chemistry |
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| Online Access: | https://www.frontiersin.org/articles/10.3389/fchem.2021.672503/full |
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| author | Magda H. Abdellattif Adel A. H. Abdel-Rahman Mohamed Mohamed Helmy Arief Samar M. Mouneir Amena Ali Mostafa A. Hussien Mostafa A. Hussien Rawda M. Okasha Tarek H. Afifi Mohamed Hagar Mohamed Hagar |
| author_facet | Magda H. Abdellattif Adel A. H. Abdel-Rahman Mohamed Mohamed Helmy Arief Samar M. Mouneir Amena Ali Mostafa A. Hussien Mostafa A. Hussien Rawda M. Okasha Tarek H. Afifi Mohamed Hagar Mohamed Hagar |
| author_sort | Magda H. Abdellattif |
| collection | DOAJ |
| 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. |
| first_indexed | 2024-12-19T10:24:20Z |
| format | Article |
| id | doaj.art-02e56bfbfac44745ab80c929ed9150d9 |
| institution | Directory Open Access Journal |
| issn | 2296-2646 |
| language | English |
| last_indexed | 2024-12-19T10:24:20Z |
| publishDate | 2021-05-01 |
| publisher | Frontiers Media S.A. |
| record_format | Article |
| series | Frontiers in Chemistry |
| spelling | doaj.art-02e56bfbfac44745ab80c929ed9150d92022-12-21T20:25:57ZengFrontiers Media S.A.Frontiers in Chemistry2296-26462021-05-01910.3389/fchem.2021.672503672503Novel 2-Hydroselenonicotinonitriles and Selenopheno[2, 3-b]pyridines: Efficient Synthesis, Molecular Docking-DFT Modeling, and Antimicrobial AssessmentMagda H. Abdellattif0Adel A. H. Abdel-Rahman1Mohamed Mohamed Helmy Arief2Samar M. Mouneir3Amena Ali4Mostafa A. Hussien5Mostafa A. Hussien6Rawda M. Okasha7Tarek H. Afifi8Mohamed Hagar9Mohamed Hagar10Department of Chemistry, College of Science, Deanship of Scientific Research, Taif University, Taif, Saudi ArabiaChemistry Department, Faculty of Science, Menoufia University, Shibin El Kom, EgyptChemistry Department, Faculty of Science, Benha University, Benha, EgyptDepartment of Pharmacology, Faculty of Veterinary Medicine, Cairo University, Giza, EgyptDepartment of Pharmaceutical Chemistry, College of Pharmacy, Taif University, Taif, Saudi ArabiaDepartment of Chemistry, Faculty of Science, King Abdulaziz University, Jeddah, Saudi ArabiaDepartment of Chemistry, Faculty of Science, Port Said University, Port Said, EgyptDepartment of Chemistry, Faculty of Science, Taibah University, Medina, Saudi ArabiaDepartment of Chemistry, Faculty of Science, Taibah University, Medina, Saudi ArabiaChemistry Department, College of Sciences, Taibah University, Yanbu, Saudi Arabia0Chemistry Department, Faculty of Science, Alexandria University, Alexandria, EgyptSelenium 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.https://www.frontiersin.org/articles/10.3389/fchem.2021.672503/fullselenopyridinesantimicobaterialmolecular dockingDFT calculationsone pot synthesis |
| spellingShingle | Magda H. Abdellattif Adel A. H. Abdel-Rahman Mohamed Mohamed Helmy Arief Samar M. Mouneir Amena Ali Mostafa A. Hussien Mostafa A. Hussien Rawda M. Okasha Tarek H. Afifi Mohamed Hagar Mohamed Hagar Novel 2-Hydroselenonicotinonitriles and Selenopheno[2, 3-b]pyridines: Efficient Synthesis, Molecular Docking-DFT Modeling, and Antimicrobial Assessment Frontiers in Chemistry selenopyridines antimicobaterial molecular docking DFT calculations one pot synthesis |
| 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 | selenopyridines antimicobaterial molecular docking DFT calculations one pot synthesis |
| url | https://www.frontiersin.org/articles/10.3389/fchem.2021.672503/full |
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