Synthesis and Docking Studies of a Novel Tetrahydroquinazoline Derivative as Promising Scaffold for Acetylcholine Esterase Inhibition

Alsuhaimat, Rawan A.; Abualassal, Qais; Abudyah, Zead; Ebada, Sherif S.; Albohy, Amgad

doi:10.21608/ejchem.2020.27985.2588

Synthesis and Docking Studies of a Novel Tetrahydroquinazoline Derivative as Promising Scaffold for Acetylcholine Esterase Inhibition

Document Type : Original Article

Authors

¹ Faculty of Pharmacy, Mu’tah University, Al-Karak, 61166, Amman, Jordan

² Department of Applied Pharmaceutical Sciences, Faculty of Pharmacy, Isra University, Amman, Jordan

³ Faculty of pharmacy / AL-isra university Amman / Jordan

⁴ Department of Pharmaceutical Chemistry, Faculty of Pharmacy, Mu’tah University, Al-Karak, Jordan. and Department of Pharmacognosy, Faculty of Pharmacy, Ain-Shams University, Cairo, Egypt

⁵ Department of Pharmaceutical Chemistry, Faculty of Pharmacy, The British University in Egypt (BUE), Egypt

10.21608/ejchem.2020.27985.2588

Abstract

Alzheimer’s disease (AD) is one of the most prevalent neurodegenerative disorder. While pathological hallmarks of this disorder are known, the exact cause of AD remains unclear. Quinazoline was found to be a promising scaffold for the design and development of Acetylcholinesterase (AChE) inhibitors. In this study we report the synthesis of 1'-methyl-3', 4'-dihydro1'H-spiro[cyclopentane-1, 2'-quinazoline] (4) in 73.3% yield. The structure of compound 4 was confirmed with GC-MS, 1H and 13C-NMR. Acetylcholine esterase inhibition was studied virtually with docking into AChE active site and suggests potential use of 4 as a promising scaffold for acetylcholine esterase inhibitor design which might be useful for Alzheimer’s disease.

Keywords