Tehran University of Medical Sciences

Science Communicator Platform

Stay connected! Follow us on X network (Twitter):
Share By
New Biscoumarin Derivatives As Potent Α-Glucosidase Inhibitors: Synthesis, Biological Evaluation, Kinetic Analysis, and Docking Study Publisher



Mohammadikhanaposhtani M1 ; Yahyavi H2 ; Barzegaric E3 ; Imanparast S4 ; Heravi MM2 ; Ali Faramarzi M4 ; Foroumadi A5 ; Adibi H6 ; Larijani B6 ; Mahdavi M6
Authors

Source: Polycyclic Aromatic Compounds Published:2020


Abstract

A new series of biscoumarin derivatives 3a–n were synthesized and evaluated for their α-glucosidase inhibitory activities. The reaction of the 4-aminocoumarin with benzaldehyde derivatives led to the formation of the title compounds in good yields. All the synthesized compounds showed potent α-glucosidase inhibitory activity with IC50 ranging from 20.0 ± 0.7 to180.1 ± 0.8 µM, in comparison with acarbose as the standard drug (IC50 = 750.0 1.5 µM). Among the synthesized compounds, 3,3'-(p-tolylmethylene)bis(4-amino-2H-chromen-2-one) 3c was found to be the most active compound with an IC50 value of 20.0 ± 0.7 µM. Kinetic study exhibited that compound 3c was a competitive inhibitor against α-glucosidase (Ki = 22.4 µM). In silico docking study for the most potent compound 3c was also performed. © 2018 Taylor & Francis Group, LLC.
Related Docs
View other Related Docs
1. Pyrano[3,2-C]Quinoline Derivatives As New Class of Α-Glucosidase Inhibitors to Treat Type 2 Diabetes: Synthesis, in Vitro Biological Evaluation and Kinetic Study, Medicinal Chemistry (2019)
2. Novel Coumarin Containing Dithiocarbamate Derivatives As Potent Α-Glucosidase Inhibitors for Management of Type 2 Diabetes, Medicinal Chemistry (2021)
3. New 6-Amino-Pyrido[2,3-D]Pyrimidine-2,4-Diones As Novel Agents to Treat Type 2 Diabetes: A Simple and Efficient Synthesis, Α-Glucosidase Inhibition, Molecular Modeling and Kinetic Study, European Journal of Medicinal Chemistry (2018)
Experts (# of related papers)
View all Related Experts
Mohammad Mahdavi (17)
Mohammad Ali Faramarzi (16)
Other Related Docs
4. Synthesis, Molecular Docking and Α-Glucosidase Inhibitory Activity Study of 2,4,6-Triaryl Pyrimidine Derivatives, Letters in Drug Design and Discovery (2020)
5. Design, Synthesis, in Vitro, and in Silico Biological Evaluations of Coumarin-Indole Hybrids As New Anti-Α-Glucosidase Agents, BMC Chemistry (2022)
6. Biscoumarin-1,2,3-Triazole Hybrids As Novel Anti-Diabetic Agents: Design, Synthesis, in Vitro Α-Glucosidase Inhibition, Kinetic, and Docking Studies, Bioorganic Chemistry (2019)
7. Coumarin-Based Scaffold As Α-Glucosidase Inhibitory Activity: Implication for the Development of Potent Antidiabetic Agents, Mini-Reviews in Medicinal Chemistry (2020)
8. Design of New Α-Glucosidase Inhibitors Based on the Bis-4-Hydroxycoumarin Skeleton: Synthesis, Evaluation, and in Silico Studies, Scientific Reports (2024)
9. Pyrano[2,3-B]Chromone Derivatives As Novel Dual Inhibitors of Α-Glucosidase and Α-Amylase: Design, Synthesis, Biological Evaluation, and in Silico Studies, Bioorganic Chemistry (2024)
10. Design and Synthesis of New Imidazo[1,2-B]Pyrazole Derivatives, in Vitro Α-Glucosidase Inhibition, Kinetic and Docking Studies, Molecular Diversity (2020)
11. Indole-Carbohydrazide Linked Phenoxy-1,2,3-Triazole-N-Phenylacetamide Derivatives As Potent Α-Glucosidase Inhibitors: Design, Synthesis, in Vitro Α-Glucosidase Inhibition, and Computational Studies, BMC Chemistry (2023)
12. New Thiosemicarbazide-1,2,3-Triazole Hybrids As Potent Α-Glucosidase Inhibitors: Design, Synthesis, and Biological Evaluation, Journal of Molecular Structure (2019)
13. Synthesis, in Vitro and in Silico Enzymatic Inhibition Assays, and Toxicity Evaluations of New 4,5-Diphenylimidazole-N-Phenylacetamide Derivatives As Potent Α-Glucosidase Inhibitors, Medicinal Chemistry Research (2021)
14. 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)
15. Design, Synthesis, in Vivo, and in Silico Evaluation of New Coumarin-1,2,4-Oxadiazole Hybrids As Anticonvulsant Agents, Bioorganic Chemistry (2019)
16. Design, Synthesis, in Vitro Anti-Α-Glucosidase Evaluations, and Computational Studies of New Phthalimide-Phenoxy-1,2,3-Triazole-N-Phenyl (Or Benzyl) Acetamides As Potential Anti-Diabetic Agents, Scientific Reports (2023)
17. Design, Synthesis, in Vitro Cytotoxic Activity Evaluation, and Study of Apoptosis Inducing Effect of New Styrylimidazo[1,2-A]Pyridines As Potent Anti-Breast Cancer Agents, Anti-Cancer Agents in Medicinal Chemistry (2019)
18. Design, Synthesis and in Vitro Α-Glucosidase Inhibition of Novel Dihydropyrano[3,2-C]Quinoline Derivatives As Potential Anti-Diabetic Agents, Bioorganic Chemistry (2018)
19. Synthesis, in Vitro and in Silico Screening of 2-Amino-4-Aryl-6-(Phenylthio) Pyridine-3,5-Dicarbonitriles As Novel Α-Glucosidase Inhibitors, Bioorganic Chemistry (2020)
20. Α-Glucosidase and Α-Amylase Inhibition, Molecular Modeling and Pharmacokinetic Studies of New Quinazolinone-1,2,3-Triazole-Acetamide Derivatives, Medicinal Chemistry Research (2021)