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...

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Main Authors:	Ahmad, Mohammad Norazmi, Jori Roslan, Muhammad Qusyairi, Abdullah, Erna Normaya
Format:	Conference or Workshop Item
Language:	English English English
Published:	2019
Subjects:	QD Chemistry
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

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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 Conference or Workshop Item 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)
repository_type	Digital Repository
institution_category	Local University
institution	International Islamic University Malaysia
building	IIUM Repository
collection	Online Access
language	English English English
topic	QD Chemistry
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
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.
format	Conference or Workshop Item
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
title	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_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_sort	2-acetylthiophene thiosemicarbazone as mushroom tyrosinase inhibitor: insights from kinetic, rdg, molecular docking, and dft studies
publishDate	2019
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
first_indexed	2023-09-18T21:49:15Z
last_indexed	2023-09-18T21:49:15Z
_version_	1777413657882263552

2-acetylthiophene thiosemicarbazone as mushroom tyrosinase inhibitor: insights from kinetic, RDG, molecular docking, and DFT studies

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