Abstract

Regarding the important role of α-glucosidase enzyme in the management of type 2 diabetes mellitus, the current study was established to design and synthesize aryl-quinoline-4-carbonyl hydrazone bearing different 2-methoxyphenoxyacetamide (11ao) and the structure of all derivatives was confirmed through various techniques including IR, 1H-NMR, 13C-NMR and elemental analysis. Next, the α-glucosidase inhibitory potentials of all derivatives were evaluated, and all compounds displayed potent inhibition with IC50 values in the range of 26.0 ± 0.8–459.8 ± 1.5 µM as compared to acarbose used as control, except 11f and 11l. Additionally, in silico-induced fit docking and molecular dynamics studies were performed to further investigate the interaction, orientation, and conformation of the newly synthesized compounds over the active site of α-glucosidase.

Details

Title
Aryl-quinoline-4-carbonyl hydrazone bearing different 2-methoxyphenoxyacetamides as potent α-glucosidase inhibitors; molecular dynamics, kinetic and structure–activity relationship studies
Author
Hamedifar, Haleh 1 ; Mirfattahi, Mahroo 2 ; Khalili Ghomi, Minoo 2 ; Azizian, Homa 3 ; Iraji, Aida 4 ; Noori, Milad 5 ; Moazzam, Ali 2 ; Dastyafteh, Navid 5 ; Nokhbehzaim, Ali 6 ; Mehrpour, Katayoun 4 ; Javanshir, Shahrzad 5 ; Mojtabavi, Somayeh 7 ; Faramarzi, Mohammad Ali 7 ; Larijani, Bagher 2 ; Hajimiri, Mir Hamed 8 ; Mahdavi, Mohammad 2 

 Alborz University of Medical Sciences, CinnaGen Medical Biotechnology Research Center, Karaj, Iran (ISNI:0000 0004 4651 6731); CinnaGen Research and Production Co., Alborz, Iran 
 Tehran University of Medical Sciences, Endocrinology and Metabolism Research Center, Endocrinology and Metabolism Clinical Sciences Institute, Tehran, Iran (GRID:grid.411705.6) (ISNI:0000 0001 0166 0922) 
 Iran University of Medical Sciences, Department of Medicinal Chemistry, School of Pharmacy, Tehran, Iran (GRID:grid.411746.1) (ISNI:0000 0004 4911 7066) 
 Shiraz University of Medical Sciences, Research Center for Traditional Medicine and History of Medicine, Department of Persian Medicine, School of Medicine, Shiraz, Iran (GRID:grid.412571.4) (ISNI:0000 0000 8819 4698); Shiraz University of Medical Sciences, Stem Cells Technology Research Center, Shiraz, Iran (GRID:grid.412571.4) (ISNI:0000 0000 8819 4698) 
 Iran University of Science and Technology, Pharmaceutical and Heterocyclic Chemistry Research Laboratory, Department of Chemistry, Tehran, Iran (GRID:grid.411748.f) (ISNI:0000 0001 0387 0587) 
 Alborz University of Medical Sciences, Student Research Committee, Karaj, Iran (GRID:grid.411748.f) (ISNI:0000 0004 4651 6731) 
 Tehran University of Medical Sciences, Department of Pharmaceutical Biotechnology, Faculty of Pharmacy and Biotechnology Research Center, Tehran, Iran (GRID:grid.411705.6) (ISNI:0000 0001 0166 0922) 
 Tehran University of Medical Sciences, Nano Alvand Company, Avicenna Tech Park, Tehran, Iran (GRID:grid.411705.6) (ISNI:0000 0001 0166 0922) 
Pages
388
Publication year
2024
Publication date
2024
Publisher
Nature Publishing Group
e-ISSN
20452322
Source type
Scholarly Journal
Language of publication
English
ProQuest document ID
2909357868
Copyright
© The Author(s) 2024. This work is published under http://creativecommons.org/licenses/by/4.0/ (the “License”). Notwithstanding the ProQuest Terms and Conditions, you may use this content in accordance with the terms of the License.