Synthesis, Kinetics and Computational Explorations of 4-Phenylpiperazine Bearing N-(Aryl)-3-substituted-benzamides as Auspicious Tyrosinase Inhibitors
In the aimed research study, a new series of N-(aryl)-3-[(4-phenyl-1-piperazinyl)methyl]benzamides was synthesized, which was envisaged as tyrosinase inhibitor. The structures of these newly designed molecules were verified by IR, 1H-NMR, 13C-NMR, EI-MS and CHN analysis data. These molecules were sc...
| 發表在: | Chemistry and Biodiversity |
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| 格式: | Article |
| 語言: | English |
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John Wiley and Sons Inc
2024
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| 在線閱讀: | https://www.scopus.com/inward/record.uri?eid=2-s2.0-85187520882&doi=10.1002%2fcbdv.202400133&partnerID=40&md5=169ecb59a6d33844025e81915c3b2f9d |
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2-s2.0-85187520882 |
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2-s2.0-85187520882 Zeb A.; Abbasi M.A.; Aziz-ur-Rehman; Siddiqui S.Z.; Hassan M.; Javed Q.; Rafiq M.; Ali A.; Shah S.A.A.; Kloczkowski A. Synthesis, Kinetics and Computational Explorations of 4-Phenylpiperazine Bearing N-(Aryl)-3-substituted-benzamides as Auspicious Tyrosinase Inhibitors 2024 Chemistry and Biodiversity 21 4 10.1002/cbdv.202400133 https://www.scopus.com/inward/record.uri?eid=2-s2.0-85187520882&doi=10.1002%2fcbdv.202400133&partnerID=40&md5=169ecb59a6d33844025e81915c3b2f9d In the aimed research study, a new series of N-(aryl)-3-[(4-phenyl-1-piperazinyl)methyl]benzamides was synthesized, which was envisaged as tyrosinase inhibitor. The structures of these newly designed molecules were verified by IR, 1H-NMR, 13C-NMR, EI-MS and CHN analysis data. These molecules were screened against tyrosinase and their inhibitory activity explored that these 3-substituted-benzamides exhibit good to excellent potential, comparative to the standard. The Kinetics mechanism was investigated through Lineweaver-Burk plots which depicted that molecules inhibited this enzyme in a competitive mode. Moreover, molecular docking was also performed to determine the binding interaction of all synthesized molecules (ligands) with the active site of tyrosinase enzyme and the results showed that most of the ligands exhibited efficient binding energy values. Therefore, it is anticipated that these molecules might serve as auspicious therapeutic scaffolds for treatment of the tyrosinase associated skin disorders. © 2024 Wiley-VHCA AG, Zurich, Switzerland. John Wiley and Sons Inc 16121872 English Article |
| author |
Zeb A.; Abbasi M.A.; Aziz-ur-Rehman; Siddiqui S.Z.; Hassan M.; Javed Q.; Rafiq M.; Ali A.; Shah S.A.A.; Kloczkowski A. |
| spellingShingle |
Zeb A.; Abbasi M.A.; Aziz-ur-Rehman; Siddiqui S.Z.; Hassan M.; Javed Q.; Rafiq M.; Ali A.; Shah S.A.A.; Kloczkowski A. Synthesis, Kinetics and Computational Explorations of 4-Phenylpiperazine Bearing N-(Aryl)-3-substituted-benzamides as Auspicious Tyrosinase Inhibitors |
| author_facet |
Zeb A.; Abbasi M.A.; Aziz-ur-Rehman; Siddiqui S.Z.; Hassan M.; Javed Q.; Rafiq M.; Ali A.; Shah S.A.A.; Kloczkowski A. |
| author_sort |
Zeb A.; Abbasi M.A.; Aziz-ur-Rehman; Siddiqui S.Z.; Hassan M.; Javed Q.; Rafiq M.; Ali A.; Shah S.A.A.; Kloczkowski A. |
| title |
Synthesis, Kinetics and Computational Explorations of 4-Phenylpiperazine Bearing N-(Aryl)-3-substituted-benzamides as Auspicious Tyrosinase Inhibitors |
| title_short |
Synthesis, Kinetics and Computational Explorations of 4-Phenylpiperazine Bearing N-(Aryl)-3-substituted-benzamides as Auspicious Tyrosinase Inhibitors |
| title_full |
Synthesis, Kinetics and Computational Explorations of 4-Phenylpiperazine Bearing N-(Aryl)-3-substituted-benzamides as Auspicious Tyrosinase Inhibitors |
| title_fullStr |
Synthesis, Kinetics and Computational Explorations of 4-Phenylpiperazine Bearing N-(Aryl)-3-substituted-benzamides as Auspicious Tyrosinase Inhibitors |
| title_full_unstemmed |
Synthesis, Kinetics and Computational Explorations of 4-Phenylpiperazine Bearing N-(Aryl)-3-substituted-benzamides as Auspicious Tyrosinase Inhibitors |
| title_sort |
Synthesis, Kinetics and Computational Explorations of 4-Phenylpiperazine Bearing N-(Aryl)-3-substituted-benzamides as Auspicious Tyrosinase Inhibitors |
| publishDate |
2024 |
| container_title |
Chemistry and Biodiversity |
| container_volume |
21 |
| container_issue |
4 |
| doi_str_mv |
10.1002/cbdv.202400133 |
| url |
https://www.scopus.com/inward/record.uri?eid=2-s2.0-85187520882&doi=10.1002%2fcbdv.202400133&partnerID=40&md5=169ecb59a6d33844025e81915c3b2f9d |
| description |
In the aimed research study, a new series of N-(aryl)-3-[(4-phenyl-1-piperazinyl)methyl]benzamides was synthesized, which was envisaged as tyrosinase inhibitor. The structures of these newly designed molecules were verified by IR, 1H-NMR, 13C-NMR, EI-MS and CHN analysis data. These molecules were screened against tyrosinase and their inhibitory activity explored that these 3-substituted-benzamides exhibit good to excellent potential, comparative to the standard. The Kinetics mechanism was investigated through Lineweaver-Burk plots which depicted that molecules inhibited this enzyme in a competitive mode. Moreover, molecular docking was also performed to determine the binding interaction of all synthesized molecules (ligands) with the active site of tyrosinase enzyme and the results showed that most of the ligands exhibited efficient binding energy values. Therefore, it is anticipated that these molecules might serve as auspicious therapeutic scaffolds for treatment of the tyrosinase associated skin disorders. © 2024 Wiley-VHCA AG, Zurich, Switzerland. |
| publisher |
John Wiley and Sons Inc |
| issn |
16121872 |
| language |
English |
| format |
Article |
| accesstype |
|
| record_format |
scopus |
| collection |
Scopus |
| _version_ |
1798286498290728960 |