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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)
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
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*Pengarang untuk surat-menyurat;
email: asnu@umt.edu.my
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