Biological Docking and BSA Binding Studies of 1,4-Disubstituted Piperdine Containing 1,2,4-Triazoles: Comparative Synthesis Leveraging Microwave-Assisted and Conventional Protocols
A biologically effective study regarding the synthesis of a library of hybrids based on a triazole ring, propanamide and azinane was performed in this study. The targeted hybrids, <b>9a–9l</b>, were synthesized through a multistep protocol followed by two methodologies, that is, conventi...
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2023-11-01
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| author | Javed Iqbal Naeem Akhtar Virk Aziz Ur Rehman Aleksey Kuznetsov Shahid Rasool Muhammad Yasir Syed Adnan Ali Shah |
| author_facet | Javed Iqbal Naeem Akhtar Virk Aziz Ur Rehman Aleksey Kuznetsov Shahid Rasool Muhammad Yasir Syed Adnan Ali Shah |
| author_sort | Javed Iqbal |
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| description | A biologically effective study regarding the synthesis of a library of hybrids based on a triazole ring, propanamide and azinane was performed in this study. The targeted hybrids, <b>9a–9l</b>, were synthesized through a multistep protocol followed by two methodologies, that is, conventional and microwave-assisted ones. Initially, compound <b>3</b> was synthesized via the room-temperature stirring of 4-methoxybenzenesulfonyl chloride (<b>1</b>) and ethyl ester (<b>2</b>). Resulting carboxylate was converted into carbohydrazide <b>4</b>, which was refluxed with phenyl isothiocyanate and KOH to synthesize product <b>5</b>. A library of amides, <b>8a–8l</b>, was stirred at room temperature with compound <b>5</b> to avail the targeted library of hybrids <b>9a–9l</b>. The designed hybrids were screened for their antioxidant, urease, AChE and BChE inhibition potential. All the compounds were found to be active with variable potential. The best antioxidant agent was compound <b>9c</b> with an IC<sub>50</sub> value of 45.2 ± 0.15. The compound <b>9e</b> (63.27 ± 1.21) was the best AChE inhibitor; <b>9g</b> (20.2 ± 0.21) and <b>9k</b> (19.2 ± 0.09) were the best anti-urease agents; and <b>9d</b> (15.5 ± 0.39) and <b>9e</b> (15.9 ± 0.67) were the best BChE inhibitors. The computational and BSA binding studies of the selected synthesized compounds against urease, BChE and AChE enzymes were carried out to elaborate the strong and weak enzyme-inhibition potential through the binding forces of the synthesized compounds with the different enzymatic sites that are responsible for their activity. |
| format | Article |
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| language | English |
| publishDate | 2023-11-01 |
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| spelling | doaj-art-82433b51aad349ed94873f944d7e5d262025-08-20T02:00:35ZengMDPI AGChemistry Proceedings2673-45832023-11-0114110610.3390/ecsoc-27-16281Biological Docking and BSA Binding Studies of 1,4-Disubstituted Piperdine Containing 1,2,4-Triazoles: Comparative Synthesis Leveraging Microwave-Assisted and Conventional ProtocolsJaved Iqbal0Naeem Akhtar Virk1Aziz Ur Rehman2Aleksey Kuznetsov3Shahid Rasool4Muhammad Yasir5Syed Adnan Ali Shah6Department of Chemistry, University of Sahiwal, Sahiwal 57000, Punjab, PakistanDepartment of Chemistry, Government College University, Lahore 54000, Punjab, PakistanDepartment of Chemistry, Government College University, Lahore 54000, Punjab, PakistanDepartment of Chemistry, Universidad Técnica Federico Santa Maria Av. Santa Maria 6400, Vitacura, Santiago 766025, ChileDepartment of Chemistry, Government College University, Lahore 54000, Punjab, PakistanDepartment of Chemistry, University of Lahore, Lahore 54000, Punjab, PakistanFaculty of Pharmacy, Universiti Teknologi MARA Cawangan Selangor Kampus Puncak Alam, Bandar Puncak Alam 42300, Selangor, MalaysiaA biologically effective study regarding the synthesis of a library of hybrids based on a triazole ring, propanamide and azinane was performed in this study. The targeted hybrids, <b>9a–9l</b>, were synthesized through a multistep protocol followed by two methodologies, that is, conventional and microwave-assisted ones. Initially, compound <b>3</b> was synthesized via the room-temperature stirring of 4-methoxybenzenesulfonyl chloride (<b>1</b>) and ethyl ester (<b>2</b>). Resulting carboxylate was converted into carbohydrazide <b>4</b>, which was refluxed with phenyl isothiocyanate and KOH to synthesize product <b>5</b>. A library of amides, <b>8a–8l</b>, was stirred at room temperature with compound <b>5</b> to avail the targeted library of hybrids <b>9a–9l</b>. The designed hybrids were screened for their antioxidant, urease, AChE and BChE inhibition potential. All the compounds were found to be active with variable potential. The best antioxidant agent was compound <b>9c</b> with an IC<sub>50</sub> value of 45.2 ± 0.15. The compound <b>9e</b> (63.27 ± 1.21) was the best AChE inhibitor; <b>9g</b> (20.2 ± 0.21) and <b>9k</b> (19.2 ± 0.09) were the best anti-urease agents; and <b>9d</b> (15.5 ± 0.39) and <b>9e</b> (15.9 ± 0.67) were the best BChE inhibitors. The computational and BSA binding studies of the selected synthesized compounds against urease, BChE and AChE enzymes were carried out to elaborate the strong and weak enzyme-inhibition potential through the binding forces of the synthesized compounds with the different enzymatic sites that are responsible for their activity.https://www.mdpi.com/2673-4583/14/1/106triazoleazinaneenzymesmolecular dockingBSA binding |
| spellingShingle | Javed Iqbal Naeem Akhtar Virk Aziz Ur Rehman Aleksey Kuznetsov Shahid Rasool Muhammad Yasir Syed Adnan Ali Shah Biological Docking and BSA Binding Studies of 1,4-Disubstituted Piperdine Containing 1,2,4-Triazoles: Comparative Synthesis Leveraging Microwave-Assisted and Conventional Protocols Chemistry Proceedings triazole azinane enzymes molecular docking BSA binding |
| title | Biological Docking and BSA Binding Studies of 1,4-Disubstituted Piperdine Containing 1,2,4-Triazoles: Comparative Synthesis Leveraging Microwave-Assisted and Conventional Protocols |
| title_full | Biological Docking and BSA Binding Studies of 1,4-Disubstituted Piperdine Containing 1,2,4-Triazoles: Comparative Synthesis Leveraging Microwave-Assisted and Conventional Protocols |
| title_fullStr | Biological Docking and BSA Binding Studies of 1,4-Disubstituted Piperdine Containing 1,2,4-Triazoles: Comparative Synthesis Leveraging Microwave-Assisted and Conventional Protocols |
| title_full_unstemmed | Biological Docking and BSA Binding Studies of 1,4-Disubstituted Piperdine Containing 1,2,4-Triazoles: Comparative Synthesis Leveraging Microwave-Assisted and Conventional Protocols |
| title_short | Biological Docking and BSA Binding Studies of 1,4-Disubstituted Piperdine Containing 1,2,4-Triazoles: Comparative Synthesis Leveraging Microwave-Assisted and Conventional Protocols |
| title_sort | biological docking and bsa binding studies of 1 4 disubstituted piperdine containing 1 2 4 triazoles comparative synthesis leveraging microwave assisted and conventional protocols |
| topic | triazole azinane enzymes molecular docking BSA binding |
| url | https://www.mdpi.com/2673-4583/14/1/106 |
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