2-acetylthiophene thiosemicarbazone as mushroom tyrosinase inhibitor: insights from kinetic, RDG, molecular docking, and DFT studies
The pressing need for better drugs against skin pigmentation motivates the search for inhibitors of tyrosinase enzyme, the main causative agent.Tyrosinase (EC 1.14.18.1), which is a copper-containing enzyme, plays a vital role in preventing skinpigmentation due to melanin biosynthesis. In this study...
| Main Authors: | , , |
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| Format: | Proceeding Paper |
| Language: | English English English |
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2019
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| Online Access: | http://irep.iium.edu.my/77461/ http://irep.iium.edu.my/77461/1/AZmi%20ICOS%202019.pdf http://irep.iium.edu.my/77461/7/ICOS%202019%20Programme%20Book%20%28Selected%20Pages%29%20DR%20Azmi.pdf http://irep.iium.edu.my/77461/8/ICOS%202019%20Presentation%20Latest%20%28Library%29%283%29.pdf |
| _version_ | 1848788444595093504 |
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| author | Ahmad, Mohammad Norazmi Jori Roslan, Muhammad Qusyairi Abdullah, Erna Normaya |
| author_facet | Ahmad, Mohammad Norazmi Jori Roslan, Muhammad Qusyairi Abdullah, Erna Normaya |
| author_sort | Ahmad, Mohammad Norazmi |
| building | IIUM Repository |
| collection | Online Access |
| description | The pressing need for better drugs against skin pigmentation motivates the search for inhibitors of tyrosinase enzyme, the main causative agent.Tyrosinase (EC 1.14.18.1), which is a copper-containing enzyme, plays a vital role in preventing skinpigmentation due to melanin biosynthesis. In this study, we have synthesized 2-acetylthiophene thiosemicarbazone (2-ATT) and determine their inhibitory study against tyrosinase enzyme. Kinetic studies revealed that, 2-ATT demonstrated a competitive inhibition with Km and Vmax value of 0.056 µM/min and 1.33 min, respectively. In the light of these study, we performed in silico study involving Reduced Density Gradient (RDG), Molecular Electrostatic Potential (MEP), molecular docking and ONIOM (QM/MM) for the 2-ATT with the tyrosinase enzyme. RDG used to find the weak non-covalent interaction (Van der Wall interaction) and strong repulsion (steric effect) of the 2-ATT. MEP and molecular docking were done to identify and investigate the key structural features of 2-ATT that are important for their activity and the interaction that contribute to tyrosinase inhibition respectively. The ONIOM calculations revealed that the binding capacity of control was (5.4 kcal/mol) higher than that of 2-ATT (5.0 kcal/mol), which could explain their difference in their inhibitory behaviour. |
| first_indexed | 2025-11-14T17:40:56Z |
| format | Proceeding Paper |
| id | iium-77461 |
| institution | International Islamic University Malaysia |
| institution_category | Local University |
| language | English English English |
| last_indexed | 2025-11-14T17:40:56Z |
| publishDate | 2019 |
| recordtype | eprints |
| repository_type | Digital Repository |
| spelling | iium-774612019-12-30T08:06:21Z http://irep.iium.edu.my/77461/ 2-acetylthiophene thiosemicarbazone as mushroom tyrosinase inhibitor: insights from kinetic, RDG, molecular docking, and DFT studies Ahmad, Mohammad Norazmi Jori Roslan, Muhammad Qusyairi Abdullah, Erna Normaya QD Chemistry The pressing need for better drugs against skin pigmentation motivates the search for inhibitors of tyrosinase enzyme, the main causative agent.Tyrosinase (EC 1.14.18.1), which is a copper-containing enzyme, plays a vital role in preventing skinpigmentation due to melanin biosynthesis. In this study, we have synthesized 2-acetylthiophene thiosemicarbazone (2-ATT) and determine their inhibitory study against tyrosinase enzyme. Kinetic studies revealed that, 2-ATT demonstrated a competitive inhibition with Km and Vmax value of 0.056 µM/min and 1.33 min, respectively. In the light of these study, we performed in silico study involving Reduced Density Gradient (RDG), Molecular Electrostatic Potential (MEP), molecular docking and ONIOM (QM/MM) for the 2-ATT with the tyrosinase enzyme. RDG used to find the weak non-covalent interaction (Van der Wall interaction) and strong repulsion (steric effect) of the 2-ATT. MEP and molecular docking were done to identify and investigate the key structural features of 2-ATT that are important for their activity and the interaction that contribute to tyrosinase inhibition respectively. The ONIOM calculations revealed that the binding capacity of control was (5.4 kcal/mol) higher than that of 2-ATT (5.0 kcal/mol), which could explain their difference in their inhibitory behaviour. 2019-12-10 Proceeding Paper PeerReviewed application/pdf en http://irep.iium.edu.my/77461/1/AZmi%20ICOS%202019.pdf application/pdf en http://irep.iium.edu.my/77461/7/ICOS%202019%20Programme%20Book%20%28Selected%20Pages%29%20DR%20Azmi.pdf application/pdf en http://irep.iium.edu.my/77461/8/ICOS%202019%20Presentation%20Latest%20%28Library%29%283%29.pdf Ahmad, Mohammad Norazmi and Jori Roslan, Muhammad Qusyairi and Abdullah, Erna Normaya (2019) 2-acetylthiophene thiosemicarbazone as mushroom tyrosinase inhibitor: insights from kinetic, RDG, molecular docking, and DFT studies. In: International Conference in Organic Synthesis 2019 (ICOS2019), 9th-10th December 2019, Avillion Admiral Cove, Port Dickson, Negeri Sembilan. (Unpublished) |
| spellingShingle | QD Chemistry Ahmad, Mohammad Norazmi Jori Roslan, Muhammad Qusyairi Abdullah, Erna Normaya 2-acetylthiophene thiosemicarbazone as mushroom tyrosinase inhibitor: insights from kinetic, RDG, molecular docking, and DFT studies |
| title | 2-acetylthiophene thiosemicarbazone as mushroom tyrosinase inhibitor: insights from kinetic, RDG, molecular docking, and DFT studies |
| title_full | 2-acetylthiophene thiosemicarbazone as mushroom tyrosinase inhibitor: insights from kinetic, RDG, molecular docking, and DFT studies |
| title_fullStr | 2-acetylthiophene thiosemicarbazone as mushroom tyrosinase inhibitor: insights from kinetic, RDG, molecular docking, and DFT studies |
| title_full_unstemmed | 2-acetylthiophene thiosemicarbazone as mushroom tyrosinase inhibitor: insights from kinetic, RDG, molecular docking, and DFT studies |
| title_short | 2-acetylthiophene thiosemicarbazone as mushroom tyrosinase inhibitor: insights from kinetic, RDG, molecular docking, and DFT studies |
| title_sort | 2-acetylthiophene thiosemicarbazone as mushroom tyrosinase inhibitor: insights from kinetic, rdg, molecular docking, and dft studies |
| topic | QD Chemistry |
| url | http://irep.iium.edu.my/77461/ http://irep.iium.edu.my/77461/1/AZmi%20ICOS%202019.pdf http://irep.iium.edu.my/77461/7/ICOS%202019%20Programme%20Book%20%28Selected%20Pages%29%20DR%20Azmi.pdf http://irep.iium.edu.my/77461/8/ICOS%202019%20Presentation%20Latest%20%28Library%29%283%29.pdf |