Exploring of N-phthalimide-linked 1,2,3-triazole analogues with promising anti-SARS-CoV-2 activity: synthesis, biological screening, and molecular modelling studies
In this study, a library of phthalimide Schiff base linked to 1,4-disubstituted-1,2,3-triazoles was designed, synthesised, and characterised by different spectral analyses. All analogues have been introduced for in vitro assay of their antiviral activity against COVID-19 virus using Vero cell as inc...
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| Format: | Article |
| Language: | English |
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Taylor & Francis Group
2024-12-01
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| Series: | Journal of Enzyme Inhibition and Medicinal Chemistry |
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| Online Access: | https://www.tandfonline.com/doi/10.1080/14756366.2024.2351861 |
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| author | Ateyatallah Aljuhani Mosa Alsehli Mohamed A. Seleem Shaya Y. Alraqa Hany E. A. Ahmed Nadjet Rezki Mohamed R. Aouad |
| author_facet | Ateyatallah Aljuhani Mosa Alsehli Mohamed A. Seleem Shaya Y. Alraqa Hany E. A. Ahmed Nadjet Rezki Mohamed R. Aouad |
| author_sort | Ateyatallah Aljuhani |
| collection | DOAJ |
| description | In this study, a library of phthalimide Schiff base linked to 1,4-disubstituted-1,2,3-triazoles was designed, synthesised, and characterised by different spectral analyses. All analogues have been introduced for in vitro assay of their antiviral activity against COVID-19 virus using Vero cell as incubator with different concentrations. The data revealed most of these derivatives showed potent cellular anti-COVID-19 activity and prevent viral growth by more than 90% at two different concentrations with no or weak cytotoxic effect on Vero cells. Furthermore, in vitro assay was done against this enzyme for all analogues and the results showed two of them have IC50 data by 90 µM inhibitory activity. An extensive molecular docking simulation was run to analyse their antiviral mechanism that found the proper non-covalent interaction within the Mpro protease enzyme. Finally, we profiled two reversible inhibitors, COOH and F substituted analogues that might be promising drug candidates for further development have been discovered. |
| format | Article |
| id | doaj-art-91a3242defff4bdeac22f1092d3006ee |
| institution | DOAJ |
| issn | 1475-6366 1475-6374 |
| language | English |
| publishDate | 2024-12-01 |
| publisher | Taylor & Francis Group |
| record_format | Article |
| series | Journal of Enzyme Inhibition and Medicinal Chemistry |
| spelling | doaj-art-91a3242defff4bdeac22f1092d3006ee2025-08-20T02:40:33ZengTaylor & Francis GroupJournal of Enzyme Inhibition and Medicinal Chemistry1475-63661475-63742024-12-0139110.1080/14756366.2024.2351861Exploring of N-phthalimide-linked 1,2,3-triazole analogues with promising anti-SARS-CoV-2 activity: synthesis, biological screening, and molecular modelling studiesAteyatallah Aljuhani0Mosa Alsehli1Mohamed A. Seleem2Shaya Y. Alraqa3Hany E. A. Ahmed4Nadjet Rezki5Mohamed R. Aouad6Chemistry Department, College of Sciences, Taibah University, Saudi ArabiaChemistry Department, College of Sciences, Taibah University, Saudi ArabiaPharmaceutical Organic Chemistry Department, Faculty of Pharmacy, Al-Azhar University, Nasr, City, Cairo, EgyptChemistry Department, College of Sciences, Taibah University, Saudi ArabiaPharmaceutical Organic Chemistry Department, Faculty of Pharmacy, Al-Azhar University, Nasr, City, Cairo, EgyptChemistry Department, College of Sciences, Taibah University, Saudi ArabiaChemistry Department, College of Sciences, Taibah University, Saudi ArabiaIn this study, a library of phthalimide Schiff base linked to 1,4-disubstituted-1,2,3-triazoles was designed, synthesised, and characterised by different spectral analyses. All analogues have been introduced for in vitro assay of their antiviral activity against COVID-19 virus using Vero cell as incubator with different concentrations. The data revealed most of these derivatives showed potent cellular anti-COVID-19 activity and prevent viral growth by more than 90% at two different concentrations with no or weak cytotoxic effect on Vero cells. Furthermore, in vitro assay was done against this enzyme for all analogues and the results showed two of them have IC50 data by 90 µM inhibitory activity. An extensive molecular docking simulation was run to analyse their antiviral mechanism that found the proper non-covalent interaction within the Mpro protease enzyme. Finally, we profiled two reversible inhibitors, COOH and F substituted analogues that might be promising drug candidates for further development have been discovered.https://www.tandfonline.com/doi/10.1080/14756366.2024.2351861123-TriazolephtalamideSchiff basesCOVID-19molecular docking |
| spellingShingle | Ateyatallah Aljuhani Mosa Alsehli Mohamed A. Seleem Shaya Y. Alraqa Hany E. A. Ahmed Nadjet Rezki Mohamed R. Aouad Exploring of N-phthalimide-linked 1,2,3-triazole analogues with promising anti-SARS-CoV-2 activity: synthesis, biological screening, and molecular modelling studies Journal of Enzyme Inhibition and Medicinal Chemistry 123-Triazole phtalamide Schiff bases COVID-19 molecular docking |
| title | Exploring of N-phthalimide-linked 1,2,3-triazole analogues with promising anti-SARS-CoV-2 activity: synthesis, biological screening, and molecular modelling studies |
| title_full | Exploring of N-phthalimide-linked 1,2,3-triazole analogues with promising anti-SARS-CoV-2 activity: synthesis, biological screening, and molecular modelling studies |
| title_fullStr | Exploring of N-phthalimide-linked 1,2,3-triazole analogues with promising anti-SARS-CoV-2 activity: synthesis, biological screening, and molecular modelling studies |
| title_full_unstemmed | Exploring of N-phthalimide-linked 1,2,3-triazole analogues with promising anti-SARS-CoV-2 activity: synthesis, biological screening, and molecular modelling studies |
| title_short | Exploring of N-phthalimide-linked 1,2,3-triazole analogues with promising anti-SARS-CoV-2 activity: synthesis, biological screening, and molecular modelling studies |
| title_sort | exploring of n phthalimide linked 1 2 3 triazole analogues with promising anti sars cov 2 activity synthesis biological screening and molecular modelling studies |
| topic | 123-Triazole phtalamide Schiff bases COVID-19 molecular docking |
| url | https://www.tandfonline.com/doi/10.1080/14756366.2024.2351861 |
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