Ade Danova, Angellyn Carnelian Christy, Iqbal Musthapa, Fera Kurniadewi, Warinthorn Chavasiri, Didin Mujahidin, Robby Roswanda, Elvira Hermawati
In the present study, twelve quinazolinones (2, 3, 4a-4j) were successfully synthesized. Among them, five compounds (4c, 4d, 4f, 4h, 4i) were newly reported. Furthermore, twelve compounds were assessed against acetylcholinesterase (AChE). Seven compounds (4b, 4c, 4d, 4f, 4g, 4h, 4j) showed inhibitory activity above 70%, where compounds 4c and 4h had inhibitory activity with IC50 values of 2.97 and 5.86 µM, respectively. The kinetic study showed that compounds 4c and 4h exhibited mixed-type inhibition. Molecular docking suggested that compounds 4c and 4h displayed binding energy values of -8.7 and -8.4 kcal/mol. Compound 4c showed H-bonds with four residues (Tyr124, Tyr337, Tyr341, and Glu202), but compound 4h formed H-bonds with three residues (Tyr124, Tyr133, and Glu202) in the binding pocket of AChE. Thus, quinazolinone derivatives with a nitro group at the C-6 and alkoxy groups at the C-7 position have the potential for further investigation as AChE inhibitors. © Danova A et al. This is an open access article distributed under the terms of the Creative Commons Attribution License (CC-BY 4.0), which permits unrestricted use, distribution, and reproduction in any medium, provided the original author and source are credited.
Organic Chemistry Division, Department of Chemistry, Faculty of Mathematics and Natural Sciences, Institut Teknologi Bandung, Jl. Ganesha No. 10, West Java, Bandung, 40132, Indonesia; Chemistry Study Program, Faculty of Mathematics and Natural Science Education, Universitas Pendidikan Indonesia, Jl. Dr. Setiabudi No 229, Bandung, 40154, Indonesia; Chemistry Study Program, Universitas Negeri Jakarta, Jakarta, 13220, Indonesia; Center of Excellence in Natural Products Chemistry, Department of Chemistry, Faculty of Science, Chulalongkorn University, Pathumwan, Bangkok, 10330, Thailand
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