Molecular modeling and DFT studies of diazenylphenyl derivatives as a potential HBV and HCV antiviral agents
The need for novel antiviral drug particularly for hepatitis B (HBV) and C (HCV) virus cannot be over emphasized hence, this work focuses on the stability and intermolecular interaction of three diazenylphenyl compounds; 5-((E)-(4-((E)-(3-hydroxy-nitrosonaphthalen-1-yl)diazinyl)phenyl)diazinyl)-3,8a...
| Main Authors: | , , , , , , , , , |
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| Format: | Article |
| Language: | English |
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Elsevier
2022-12-01
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| Series: | Chemical Physics Impact |
| Subjects: | |
| Online Access: | http://www.sciencedirect.com/science/article/pii/S2667022422000603 |
| _version_ | 1828093839719530496 |
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| author | John A. Agwupuye Hitlier Louis Terkumbur E. Gber Iqrar Ahmad Ernest C. Agwamba Asuquo Blessing Samuel Ejike J. Ejiako Harun Patel Imabasi T. Ita Victoria M. Bassey |
| author_facet | John A. Agwupuye Hitlier Louis Terkumbur E. Gber Iqrar Ahmad Ernest C. Agwamba Asuquo Blessing Samuel Ejike J. Ejiako Harun Patel Imabasi T. Ita Victoria M. Bassey |
| author_sort | John A. Agwupuye |
| collection | DOAJ |
| description | The need for novel antiviral drug particularly for hepatitis B (HBV) and C (HCV) virus cannot be over emphasized hence, this work focuses on the stability and intermolecular interaction of three diazenylphenyl compounds; 5-((E)-(4-((E)-(3-hydroxy-nitrosonaphthalen-1-yl)diazinyl)phenyl)diazinyl)-3,8a-dihydroquinolin-8-ol, (Z)-4-(E-(4-(E)-(2,4-dihydroxyphenyl)phenyl)diazinyl-2-(hydroxyamino)-4a,8a-dihyroapthalen-1(2H)-one, and 4-((E)-(4-((E)-(2-hydroxy-3-nitrosophenyl)diazenyl)phenyl)diazenyl)-4a,8a-dihydronaphthalen-1(4H)-one depicted as A, B and C respectively. We have performed a comprehensive quantum computational study to ascertain the drug likeness of the titled molecules. Interestingly, Compound C was found to be the most stable compound compared to A and B. In the Density of state (DOS) studies, hydrogen was observed to have the highest peak in the antibonding region whereas carbon has the highest values at the bonding molecular orbitals. Compound C have the highest second order perturbation energies. The molecular dynamics simulation of the individual molecules indicate that compound B + 4MWF complex has the highest binding energy than other complexes and the RMSD values indicate that the targeted K7F, 6CWT, 4MWF and 5YAX proteins are more conformationally stable when bound with compound B. Antiviral property of the titled molecules was investigated by docking with the selected viral proteins. The studied compounds were observed to have the highest binding affinity compared to Telbivudine and Sofosbuvir which were used as standard drugs. |
| first_indexed | 2024-04-11T06:50:03Z |
| format | Article |
| id | doaj.art-4570a12ec9264401b14dde9c62392fb9 |
| institution | Directory Open Access Journal |
| issn | 2667-0224 |
| language | English |
| last_indexed | 2024-04-11T06:50:03Z |
| publishDate | 2022-12-01 |
| publisher | Elsevier |
| record_format | Article |
| series | Chemical Physics Impact |
| spelling | doaj.art-4570a12ec9264401b14dde9c62392fb92022-12-22T04:39:13ZengElsevierChemical Physics Impact2667-02242022-12-015100122Molecular modeling and DFT studies of diazenylphenyl derivatives as a potential HBV and HCV antiviral agentsJohn A. Agwupuye0Hitlier Louis1Terkumbur E. Gber2Iqrar Ahmad3Ernest C. Agwamba4Asuquo Blessing Samuel5Ejike J. Ejiako6Harun Patel7Imabasi T. Ita8Victoria M. Bassey9Computational and Bio-Simulation Research Group, University of Calabar, Calabar, Nigeria; Department of Pure and Applied Chemistry, Faculty of Physical Sciences, University of Calabar, Calabar, Nigeria; Corresponding author at: Computational and Bio-Simulation Research Group, University of Calabar, Calabar, Nigeria.Computational and Bio-Simulation Research Group, University of Calabar, Calabar, Nigeria; Department of Pure and Applied Chemistry, Faculty of Physical Sciences, University of Calabar, Calabar, NigeriaComputational and Bio-Simulation Research Group, University of Calabar, Calabar, Nigeria; Department of Pure and Applied Chemistry, Faculty of Physical Sciences, University of Calabar, Calabar, NigeriaDivision of Computer Aided Drug Design, Department of Pharmaceutical Chemistry, R. C. Patel Institute of Pharmaceutical Education and Research, Shirpur, 425405, Maharashtra, IndiaDepartment of Chemical Science, Clifford University Owerrinta, NigeriaDepartment of Public Health, Faculty of Allied Medical Sciences, University of Calabar, NigeriaDepartment of Pure and Applied Chemistry, Faculty of Physical Sciences, University of Calabar, Calabar, NigeriaDivision of Computer Aided Drug Design, Department of Pharmaceutical Chemistry, R. C. Patel Institute of Pharmaceutical Education and Research, Shirpur, 425405, Maharashtra, IndiaComputational and Bio-Simulation Research Group, University of Calabar, Calabar, Nigeria; Department of Pure and Applied Chemistry, Faculty of Physical Sciences, University of Calabar, Calabar, NigeriaDepartment of Pure and Applied Chemistry, Faculty of Physical Sciences, University of Calabar, Calabar, NigeriaThe need for novel antiviral drug particularly for hepatitis B (HBV) and C (HCV) virus cannot be over emphasized hence, this work focuses on the stability and intermolecular interaction of three diazenylphenyl compounds; 5-((E)-(4-((E)-(3-hydroxy-nitrosonaphthalen-1-yl)diazinyl)phenyl)diazinyl)-3,8a-dihydroquinolin-8-ol, (Z)-4-(E-(4-(E)-(2,4-dihydroxyphenyl)phenyl)diazinyl-2-(hydroxyamino)-4a,8a-dihyroapthalen-1(2H)-one, and 4-((E)-(4-((E)-(2-hydroxy-3-nitrosophenyl)diazenyl)phenyl)diazenyl)-4a,8a-dihydronaphthalen-1(4H)-one depicted as A, B and C respectively. We have performed a comprehensive quantum computational study to ascertain the drug likeness of the titled molecules. Interestingly, Compound C was found to be the most stable compound compared to A and B. In the Density of state (DOS) studies, hydrogen was observed to have the highest peak in the antibonding region whereas carbon has the highest values at the bonding molecular orbitals. Compound C have the highest second order perturbation energies. The molecular dynamics simulation of the individual molecules indicate that compound B + 4MWF complex has the highest binding energy than other complexes and the RMSD values indicate that the targeted K7F, 6CWT, 4MWF and 5YAX proteins are more conformationally stable when bound with compound B. Antiviral property of the titled molecules was investigated by docking with the selected viral proteins. The studied compounds were observed to have the highest binding affinity compared to Telbivudine and Sofosbuvir which were used as standard drugs.http://www.sciencedirect.com/science/article/pii/S2667022422000603AntiviralDFTMolecular dockingHepatitisDiazenylphenyl |
| spellingShingle | John A. Agwupuye Hitlier Louis Terkumbur E. Gber Iqrar Ahmad Ernest C. Agwamba Asuquo Blessing Samuel Ejike J. Ejiako Harun Patel Imabasi T. Ita Victoria M. Bassey Molecular modeling and DFT studies of diazenylphenyl derivatives as a potential HBV and HCV antiviral agents Chemical Physics Impact Antiviral DFT Molecular docking Hepatitis Diazenylphenyl |
| title | Molecular modeling and DFT studies of diazenylphenyl derivatives as a potential HBV and HCV antiviral agents |
| title_full | Molecular modeling and DFT studies of diazenylphenyl derivatives as a potential HBV and HCV antiviral agents |
| title_fullStr | Molecular modeling and DFT studies of diazenylphenyl derivatives as a potential HBV and HCV antiviral agents |
| title_full_unstemmed | Molecular modeling and DFT studies of diazenylphenyl derivatives as a potential HBV and HCV antiviral agents |
| title_short | Molecular modeling and DFT studies of diazenylphenyl derivatives as a potential HBV and HCV antiviral agents |
| title_sort | molecular modeling and dft studies of diazenylphenyl derivatives as a potential hbv and hcv antiviral agents |
| topic | Antiviral DFT Molecular docking Hepatitis Diazenylphenyl |
| url | http://www.sciencedirect.com/science/article/pii/S2667022422000603 |
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