Tehran University of Medical Sciences

Science Communicator Platform

Stay connected! Follow us on X network (Twitter):
Share By
Enzyme Inhibition, Kinetic, and Molecular Docking Studies of Α-Glucosidase Publisher



Moghadam ES1 ; Faramarzi MA2 ; Imanparast S2 ; Amini M1
Authors

Source: Current Enzyme Inhibition Published:2020


Abstract

Background: Diabetes mellitus (DM) is an important global health problem especially in developed countries and insufficient lifestyle induces this phenomenon. Finding efficient treatment for DM is an interesting goal for researchers. Objective: Herein we tried to design and synthesize a series of quinazoline derivatives and investigate their bioactivity as possible α-Glucosidase inhibitor agents. Method: Compounds 1-14 were synthesized using a multicomponent reaction. 1HNMR, 13C NMR, MS, and IR spectroscopy were used for the characterization of synthesized compounds. α-Glucosidase inhibitory activity of compounds 1-14 was evaluated using p-nitrophenyl‐α‐D-glucopyranoside (pNPG) as a substrate of the α-glucosidase enzyme (EC3.2.1.20, Saccharomyces cerevisiae). The mechanism of inhibition of the α-glucosidase enzyme was investigated using kinetic studies. Molecular docking was also done using autodock software to find the possible mode of interaction of compound 8 and the enzyme active site. Results: Most of the tested compounds showed higher activity in inhibition of the enzyme in comparison to the standard, acarbose. Compound 8 exerted the best activity with the IC50 value of 291.5 µM. A kinetic study indicated a competitive inhibition of the α-glucosidase enzyme by compound 8. Finally, docking studies showed the interactions between compound 8 and enzyme active site resi-dues. Conclusion: 2,4-Diarylquinazoline scaffold has good antidiabetic activity, so it is interesting to synthesize more 2,4-diarylquinazoline derivatives and evaluate their antidiabetic activities. © 2020 Bentham Science Publishers.
Related Docs
View other Related Docs
1. 2,4-Disubstituted Quinazoline Derivatives Act As Inducers of Tubulin Polymerization: Synthesis and Cytotoxicity, Anti-Cancer Agents in Medicinal Chemistry (2019)
2. Synthesis, Bioactivity, and Molecular Docking of Benzimidazole-2-Carbamate Derivatives As Potent Α-Glucosidase Inhibitors, Journal of Molecular Structure (2023)
3. Design, Synthesis and Bioactivity Investigation of Novel 2,3-Diarylthiazolidine-4-Ones As Potent Α-Glucosidase Inhibitors, Polycyclic Aromatic Compounds (2021)
Experts (# of related papers)
View all Related Experts
Mohammad Ali Faramarzi (19)
Somayeh Mojtabavi (10)
Other Related Docs
4. 5-Benzylidene-2,3-Diarylthiazolidine-4-Ones: Design, Synthesis, Spectroscopic Characterization, in Vitro Biological and Computational Evaluation, Synthetic Communications (2021)
5. Imidazo[1,2-C]Quinazolines As a Novel and Potent Scaffold of Α-Glucosidase Inhibitors: Design, Synthesis, Biological Evaluations, and in Silico Studies, Scientific Reports (2023)
6. Study on the Interaction of 1,5-Diaryl Pyrrole Derivatives With Αglucosidase; Synthesis, Molecular Docking, and Kinetic Study, Medicinal Chemistry (2021)
7. Design, Synthesis, and Evaluation of Novel Substituted Imidazo[1,2-C]Quinazoline Derivatives As Potential Α-Glucosidase Inhibitors With Bioactivity and Molecular Docking Insights, Scientific Reports (2024)
8. Synthesis and Biological Evaluation of 2-(2-Methyl-1H-Pyrrol-3-Yl)-2-Oxo-N-(Pyridine-3-Yl) Acetamide Derivatives: In Vitro Α-Glucosidase Inhibition, and Kinetic and Molecular Docking Study, Chemical Papers (2020)
9. Design, Synthesis, Docking Study, Α-Glucosidase Inhibition, and Cytotoxic Activities of Acridine Linked to Thioacetamides As Novel Agents in Treatment of Type 2 Diabetes, Bioorganic Chemistry (2018)
10. Design and Synthesis of Novel Quinazolinone-Pyrazole Derivatives As Potential Α-Glucosidase Inhibitors: Structure-Activity Relationship, Molecular Modeling and Kinetic Study, Bioorganic Chemistry (2021)
11. A New Route to the Synthesis of 2-Hydrazolyl-4-Thiazolidinone Hybrids, Evaluation of Α-Glucosidase Inhibitory Activity and Molecular Modeling Insights, Heliyon (2024)
12. Synthesis, in Vitro, and in Silico Evaluation of Indazole Schiff Bases As Potential Α-Glucosidase Inhibitors, Journal of Molecular Structure (2021)
13. Study on the Interaction of Triaryl-Dihydro-1,2,4-Oxadiazoles With Α-Glucosidase, DARU# Journal of Pharmaceutical Sciences (2020)
14. Synthesis, in Vitro Potency of Inhibition, Enzyme Kinetics and in Silico Studies of Quinoline-Based Α-Glucosidase Inhibitors, Scientific Reports (2024)
15. Synthesis, in Vitro Evaluation, and Molecular Docking Studies of Novel Hydrazineylideneindolinone Linked to Phenoxymethyl-1,2,3-Triazole Derivatives As Potential Α-Glucosidase Inhibitors, Bioorganic Chemistry (2021)
16. Design, Synthesis, and in Silico Studies of Quinoline-Based-Benzo[D]Imidazole Bearing Different Acetamide Derivatives As Potent Α-Glucosidase Inhibitors, Scientific Reports (2022)
17. 2,4-Dioxochroman Moiety Linked to 1,2,3-Triazole Derivatives As Novel Α-Glucosidase Inhibitors: Synthesis, in Vitro Biological Evaluation, and Docking Study, Current Organic Chemistry (2020)
18. In Silico and in Vitro Studies of Thiosemicarbazone-Indole Hybrid Compounds As Potent Α-Glycosidase Inhibitors, Computational Biology and Chemistry (2022)
19. Aryl-Quinoline-4-Carbonyl Hydrazone Bearing Different 2-Methoxyphenoxyacetamides As Potent Α-Glucosidase Inhibitors; Molecular Dynamics, Kinetic and Structure–Activity Relationship Studies, Scientific Reports (2024)
20. Synthesis and Bioactivities Evaluation of Quinazolin-4(3H)-One Derivatives As Α-Glucosidase Inhibitors, BMC Chemistry (2022)