Sains Malaysiana 50(4)(2021): 1037-1045

http://doi.org/10.17576/jsm-2021-5004-14

 

Cholinesterase Inhibition Activity and Molecular Docking Study of Eugenol Derivatives

(Perencatan Aktiviti Antikolinesterase dan Kajian Doking Molekul Terbitan Eugenol)

 

KHAIRUNISA MOHD ZAMLI1, ASNUZILAWATI ASARI1,2*, KOOI YEONG KHAW3,4, VIKNESWARAN MURUGAIYAH3, MARIYA AL-RASHIDA5, HABSAH MOHAMAD6, HANIS MOHD YUSOFF1,2, NURUL HUDA ABDUL WAHAB1,2 & HASNAH OSMAN7

 

1Faculty of Science and Marine Environment, Universiti Malaysia Terengganu, 21030 Kuala Nerus, Terengganu Darul Iman, Malaysia

 

2Advanced Nano Materials (ANoMa) Research Group, Faculty of Science and Marine Environment, Universiti Malaysia Terengganu, 21030 Kuala Nerus, Terengganu Darul Iman, Malaysia

 

3Discipline of Pharmacology, School of Pharmaceutical Sciences, Universiti Sains Malaysia, 11800, Penang, Malaysia

 

4Biofunctional Molecule Exploratory Research Group (BMEX), School of Pharmacy, Monash University Malaysia, Jalan Lagoon Selatan, 47500 Bandar Sunway, Selangor Darul Ehsan, Malaysia

 

5Department of Chemistry, Forman Christian College (A Chartered University), Ferozepur Road, Lahore-54600, Pakistan

 

6Institute of Marine Biotechnology, Universiti Malaysia Terengganu, 21030 Kuala Nerus, Terengganu Darul Iman, Malaysia

 

7School of Chemical Sciences, Universiti Sains Malaysia, Minden 11800 Penang, Malaysia

 

Diserahkan: 27 November 2019/Diterima: 3 September 2020

 

ABSTRACT

The study was conducted to explore the anticholinesterase inhibition property of eugenol derived molecules. Ten eugenol derivatives were synthesized and evaluated for the inhibitory activities against acetylcholinesterase (AChE) and butyrylcholinesterase (BChE) by Ellman’s method. Most of the tested derivatives showed higher inhibition on BChE than AChE, however, their overall inhibitory activity was weak. In contrast, three derivatives (compounds 3,6,9) showed higher and good AChE inhibitory activity of more than 50% inhibition at 10 µg/mL. Among them, compound 9 bearing a ethyl substituent at para position of the benzoyl ring showed the most potent AChE inhibition, with IC50 of 5.64 µg/mL. Ligand-protein docking simulation was also performed for the most active derived molecules (compounds 3,6,9).

 

Keywords: Acetylcholinesterase; butyrylcholinesterase; eugenol derivatives; molecular docking

 

ABSTRAK

Kajian ini dijalankan untuk mengetahui sifat perencatan antikolinesterase bagi terbitan eugenol. Sepuluh terbitan eugenol telah disintesis dan dikaji untuk aktiviti perencatan terhadap asetilkolinesterase (AChE) dan butirilkolinesterase (BChE) melalui kaedah Ellman. Kebanyakan terbitan yang diuji menunjukkan aktiviti perencatan yang lebih tinggi terhadap BChE berbanding AChE, walau bagaimanapun, secara keseluruhannya aktiviti perencatan adalah lemah. Sebaliknya, tiga terbitan (sebatian 3,6,9) menunjukkan aktiviti perencatan AChE yang tinggi dan bagus iaitu lebih daripada 50% perencatan pada 10 µg/mL. Antara sebatian tersebut, sebatian 9 yang mempunyai penukarganti etil pada kedudukan para benzena menunjukkan perencatan AChE yang paling kuat, dengan IC505.64 µg/mL. Simulasi doking protein ligan juga dilakukan untuk molekul yang paling aktif (sebatian 3,6,9).

 

Kata kunci: Asetilkolinesterase; butirilkolinesterase; doking molekul; terbitan eugenol

 

RUJUKAN

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