Synthesis, In-Vitro Evaluation, Molecular Docking, and Kinetic Studies of Pyridazine-Triazole Hybrid System As Novel Α-Glucosidase Inhibitors

Science Communicator Platform

Stay connected! Follow us on X network (Twitter):

Share this content! On (X network) By

Synthesis, In-Vitro Evaluation, Molecular Docking, and Kinetic Studies of Pyridazine-Triazole Hybrid System As Novel Α-Glucosidase Inhibitors Publisher Pubmed

Moghimi S¹ ; Salarinejad S² ; Toolabi M³ ; Firoozpour L¹ ; Esmaeil Sadat Ebrahimi S² ; Safari F⁴ ; Madaniqamsari F¹ ; Mojtabavi S⁵ ; Faramarzi MA⁵ ; Karima S⁶ ; Pakrad R⁶ ; Foroumadi A^{1, 2}

Show Affiliations

1. Drug Design and Development Research Center, The Institute of Pharmaceutical Sciences (TIPS), Tehran University of Medical Sciences, Tehran, Iran
2. Department of Medicinal Chemistry, Faculty of Pharmacy, Tehran University of Medical Sciences, Tehran, Iran
3. Department of Medicinal Chemistry, School of Pharmacy, Ahvaz Jundishapur University of Medical Sciences, Ahvaz, Iran
4. Department of Biology, Faculty of Science, University of Guilan, Rasht, Iran
5. Department of Pharmaceutical Biotechnology, Faculty of Pharmacy, Tehran University of Medical Sciences, Tehran, Iran
6. Department of Clinical Biochemistry, School of Medicine, Shahid Beheshti University of Medical Sciences (SBMU), Tehran, Iran

Source: Bioorganic Chemistry Published:2021

Abstract

In this study, we reported the discovery of pyridazine based 1,2,3-triazole derivatives as inhibitors of α-glucosidase. All target compounds exhibited significant inhibitory activities against yeast and rat α-glucosidase enzymes compared to positive control, acarbose. The most potent compound 6j, ethyl 3-(2-(1-(4-nitrobenzyl)-1H-1,2,3-triazol-4-yl)ethyl)-5,6-diphenylpyridazine-4-carboxylate exhibited IC50 values of 58, and 73 µM. Docking studies indicated the responsibility of hydrophobic and hydrogen bonding interactions in the ligand-enzyme complex stability. The in-vitro safety against the normal cell line was observed by toxicity evaluation of the selected compounds. © 2021 Elsevier Inc.

Related Docs

View other Related Docs

1. Synthesis, Α-Glucosidase Inhibitory Activity and Docking Studies of Novel Ethyl 1,2,3-Triazol-4-Ylmethylthio-5,6-Diphenylpyridazine-4-Carboxylate Derivatives, BMC Chemistry (2023)

2. Design, Synthesis and Α-Glucosidase Inhibition Study of Novel Pyridazin-Based Derivatives, Medicinal Chemistry Research (2023)

3. Design and Synthesis of Novel Pyridazine N-Aryl Acetamides: In-Vitro Evaluation of Α-Glucosidase Inhibition, Docking, and Kinetic Studies, Bioorganic Chemistry (2020)

4. A Review on Synthesis, Mechanism of Action, and Structure-Activity Relationships of 1,2,3-Triazole-Based Α-Glucosidase Inhibitors As Promising Anti-Diabetic Agents, Journal of Molecular Structure (2022)

5. Design, Synthesis, Molecular Docking, and in Vitro Α-Glucosidase Inhibitory Activities of Novel 3-Amino-2,4-Diarylbenzo[4,5]Imidazo[1,2-A]Pyrimidines Against Yeast and Rat Α-Glucosidase, Scientific Reports (2021)

6. Novel Coumarin Containing Dithiocarbamate Derivatives As Potent Α-Glucosidase Inhibitors for Management of Type 2 Diabetes, Medicinal Chemistry (2021)

7. 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)

8. Design and Synthesis of Novel Quinazolinone-1,2,3-Triazole Hybrids As New Anti-Diabetic Agents: In Vitro Α-Glucosidase Inhibition, Kinetic, and Docking Study, Bioorganic Chemistry (2019)

Experts (# of related papers)

View all Related Experts

Mohammad Ali Faramarzi (23)

Mohammad Mahdavi (15)

Other Related Docs

9. New Thiosemicarbazide-1,2,3-Triazole Hybrids As Potent Α-Glucosidase Inhibitors: Design, Synthesis, and Biological Evaluation, Journal of Molecular Structure (2019)

10. Study on the Interaction of Triaryl-Dihydro-1,2,4-Oxadiazoles With Α-Glucosidase, DARU# Journal of Pharmaceutical Sciences (2020)

11. Study on the Interaction of 1,5-Diaryl Pyrrole Derivatives With Αglucosidase; Synthesis, Molecular Docking, and Kinetic Study, Medicinal Chemistry (2021)

12. Design, Synthesis and Bioactivity Investigation of Novel 2,3-Diarylthiazolidine-4-Ones As Potent Α-Glucosidase Inhibitors, Polycyclic Aromatic Compounds (2021)

13. 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)

14. New Acridine-9-Carboxamide Linked to 1,2,3-Triazole-N-Phenylacetamide Derivatives As Potent Α-Glucosidase Inhibitors: Design, Synthesis, in Vitro, and in Silico Biological Evaluations, Medicinal Chemistry Research (2020)

15. Design and Synthesis of 4,5-Diphenyl-Imidazol-1,2,3-Triazole Hybrids As New Anti-Diabetic Agents: In Vitro Α-Glucosidase Inhibition, Kinetic and Docking Studies, Molecular Diversity (2021)

16. Synthesis, Molecular Docking, and Biological Evaluation of Pyridin-3-Yl-Pyrimidin-2-Yl-Triazole Derivatives As Anti-Cancer Agents, Polycyclic Aromatic Compounds (2024)

17. Clickable Polysaccharides for Biomedical Applications: A Comprehensive Review, Progress in Polymer Science (2022)

18. Design, Synthesis, Α-Glucosidase Inhibition and Hypoglycemic Activity of 3-Aceto(Benzo)Hydrazide-1,2,4-Triazines As Potential Anti-Diabetic Agents, European Journal of Medicinal Chemistry Reports (2024)

19. 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)

20. Design and Synthesis of Novel Quinazolinone-Pyrazole Derivatives As Potential Α-Glucosidase Inhibitors: Structure-Activity Relationship, Molecular Modeling and Kinetic Study, Bioorganic Chemistry (2021)

21. Design, Synthesis, and in Silico Studies of Quinoline-Based-Benzo[D]Imidazole Bearing Different Acetamide Derivatives As Potent Α-Glucosidase Inhibitors, Scientific Reports (2022)

22. Cyanoacetohydrazide Linked to 1,2,3-Triazole Derivatives: A New Class of Α-Glucosidase Inhibitors, Scientific Reports (2022)

23. Diphenyl-Substituted Triazine Derivatives: Synthesis, Α-Glucosidase Inhibitory Activity, Kinetics and in Silico Studies, Future Medicinal Chemistry (2023)

24. A Review on Antidiabetic Activity of Centaurea Spp.: A New Approach for Developing Herbal Remedies, Evidence-based Complementary and Alternative Medicine (2021)

25. 1-Phenyl-Β-Carboline-3-Carboxamide-1,2,3-Triazole-N-Phenylacetamide Hybrids As New Α-Glucosidase Inhibitors, Scientific Reports (2025)

26. 5-Benzylidene-2,3-Diarylthiazolidine-4-Ones: Design, Synthesis, Spectroscopic Characterization, in Vitro Biological and Computational Evaluation, Synthetic Communications (2021)

27. Development of Coumarin Tagged 1,2,3-Triazole Derivatives Targeting Α-Glucosidase Inhibition: Synthetic Modification, Biological Evaluation, Kinetic and in Silico Studies, Journal of Molecular Structure (2023)

28. Novel Pyrano[3,2-C]Quinoline-1,2,3-Triazole Hybrids As Potential Anti-Diabetic Agents: In Vitro Α-Glucosidase Inhibition, Kinetic, and Molecular Dynamics Simulation, ACS Omega (2023)

29. 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)

30. Synthesis and Biological Evaluation of New Dihydroindolizino[8,7-B]Indole Derivatives As Novel Α-Glucosidase Inhibitors, Journal of Molecular Structure (2021)

Style	Citing Format
MLA	Moghimi S, et al.. "Synthesis, In-Vitro Evaluation, Molecular Docking, and Kinetic Studies of Pyridazine-Triazole Hybrid System As Novel Α-Glucosidase Inhibitors." Bioorganic Chemistry, vol. 109, no. , 2021, pp. -.
APA	Moghimi S, Salarinejad S, Toolabi M, Firoozpour L, Esmaeil Sadat Ebrahimi S, Safari F, Madaniqamsari F, Mojtabavi S, Faramarzi MA, Karima S, Pakrad R, Foroumadi A (2021). Synthesis, In-Vitro Evaluation, Molecular Docking, and Kinetic Studies of Pyridazine-Triazole Hybrid System As Novel Α-Glucosidase Inhibitors. Bioorganic Chemistry, 109(), -.
Chicago	Moghimi S, Salarinejad S, Toolabi M, Firoozpour L, Esmaeil Sadat Ebrahimi S, Safari F, Madaniqamsari F, et al.. "Synthesis, In-Vitro Evaluation, Molecular Docking, and Kinetic Studies of Pyridazine-Triazole Hybrid System As Novel Α-Glucosidase Inhibitors." Bioorganic Chemistry 109, no. (2021): -.
Harvard	Moghimi S et al. (2021) 'Synthesis, In-Vitro Evaluation, Molecular Docking, and Kinetic Studies of Pyridazine-Triazole Hybrid System As Novel Α-Glucosidase Inhibitors', Bioorganic Chemistry, 109(), pp. -.
Vancouver	Moghimi S, Salarinejad S, Toolabi M, Firoozpour L, Esmaeil Sadat Ebrahimi S, Safari F, et al.. Synthesis, In-Vitro Evaluation, Molecular Docking, and Kinetic Studies of Pyridazine-Triazole Hybrid System As Novel Α-Glucosidase Inhibitors. Bioorganic Chemistry. 2021;109():-.
BibTex	@article{ author = {Moghimi S and Salarinejad S and Toolabi M and Firoozpour L and Esmaeil Sadat Ebrahimi S and Safari F and Madaniqamsari F and Mojtabavi S and Faramarzi MA and Karima S and Pakrad R and Foroumadi A}, title = {Synthesis, In-Vitro Evaluation, Molecular Docking, and Kinetic Studies of Pyridazine-Triazole Hybrid System As Novel Α-Glucosidase Inhibitors}, journal = {Bioorganic Chemistry}, volume = {109}, number = {}, pages = {-}, year = {2021} }
RIS	TY - JOUR AU - Moghimi S AU - Salarinejad S AU - Toolabi M AU - Firoozpour L AU - Esmaeil Sadat Ebrahimi S AU - Safari F AU - Madaniqamsari F AU - Mojtabavi S AU - Faramarzi MA AU - Karima S AU - Pakrad R AU - Foroumadi A TI - Synthesis, In-Vitro Evaluation, Molecular Docking, and Kinetic Studies of Pyridazine-Triazole Hybrid System As Novel Α-Glucosidase Inhibitors JO - Bioorganic Chemistry VL - 109 IS - SP - EP - PY - 2021 ER -

Science Communicator Platform

Authors

Authors Affiliations

Abstract