Synthesis, Biological Activity Evaluation, Docking and Molecular Dynamics Studies of New Triazole-Tetrahydropyrimidinone(Thione) Hybrid Scaffolds As Urease Inhibitors

Synthesis, Biological Activity Evaluation, Docking and Molecular Dynamics Studies of New Triazole-Tetrahydropyrimidinone(Thione) Hybrid Scaffolds As Urease Inhibitors Publisher Pubmed

Rezvanpoor S¹ ; Shakour N^{2, 3} ; Ahangarzadeh N¹ ; Bakherad H⁴ ; Sepehri S^{1, 5} ; Farhadi G¹ ; Hosein Pakdel M⁴ ; Iranshahi M⁶

Show Affiliations

1. Department of Medicinal Chemistry, School of Pharmacy, Ardabil University of Medical Sciences, Ardabil, 56189-53141, Iran
2. Department of Medicinal Chemistry, School of Pharmacy, Mashhad University of Medical Sciences, Mashhad, 9138813944, Iran
3. Student Research Committee, Faculty of Medicine, Mashhad University of Medical Sciences, Mashhad, 9138813944, Iran
4. Department of Pharmaceutical Biotechnology, Faculty of Pharmacy, Isfahan University of Medical Sciences, Isfahan, 81746-73461, Iran
5. Pharmaceutical Sciences Research Center, Ardabil University of Medical Sciences, Ardabil, 56189-53141, Iran
6. Biotechnology Research Center, Pharmaceutical Technology Institute, Mashhad University of Medical Sciences, Mashhad, 9138813944, Iran

Source: Chemistry and Biodiversity Published:2023

Abstract

New series of triazole-tetrahydropyrimidinone(thione) hybrids (9a–g) were synthesized. FT-IR, 1H-NMR, 13C-NMR, elemental analysis and mass spectroscopic studies characterized the structures of the synthesized compounds. Then, the synthesized compounds were screened to determine the urease inhibitory activity. Methyl 4-(4-((1-(2-chlorobenzyl)-1H-1,2,3-triazol-4-yl)methoxy)phenyl)-6-methyl-2-thioxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate (9c) exhibited the highest urease inhibitory activity (IC50=25.02 μM) among the compounds which was almost similar to thiourea as standard (IC50=22.32 μM). The docking study of the screened compounds demonstrated that these compounds fit well in the urease active site. Based on the docking study, compound 9c with the highest urease inhibitory activity showed chelates with both Ni2+ ions of the urease active site. Moreover, the molecular dynamic study of the most potent compounds showed that they created important interactions with the active site flap residues, His322, Cys321, and Met317. © 2023 Wiley-VHCA AG, Zurich, Switzerland.

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Style	Citing Format
MLA	Rezvanpoor S, et al.. "Synthesis, Biological Activity Evaluation, Docking and Molecular Dynamics Studies of New Triazole-Tetrahydropyrimidinone(Thione) Hybrid Scaffolds As Urease Inhibitors." Chemistry and Biodiversity, vol. 20, no. 5, 2023, pp. -.
APA	Rezvanpoor S, Shakour N, Ahangarzadeh N, Bakherad H, Sepehri S, Farhadi G, Hosein Pakdel M, Iranshahi M (2023). Synthesis, Biological Activity Evaluation, Docking and Molecular Dynamics Studies of New Triazole-Tetrahydropyrimidinone(Thione) Hybrid Scaffolds As Urease Inhibitors. Chemistry and Biodiversity, 20(5), -.
Chicago	Rezvanpoor S, Shakour N, Ahangarzadeh N, Bakherad H, Sepehri S, Farhadi G, Hosein Pakdel M, Iranshahi M. "Synthesis, Biological Activity Evaluation, Docking and Molecular Dynamics Studies of New Triazole-Tetrahydropyrimidinone(Thione) Hybrid Scaffolds As Urease Inhibitors." Chemistry and Biodiversity 20, no. 5 (2023): -.
Harvard	Rezvanpoor S et al. (2023) 'Synthesis, Biological Activity Evaluation, Docking and Molecular Dynamics Studies of New Triazole-Tetrahydropyrimidinone(Thione) Hybrid Scaffolds As Urease Inhibitors', Chemistry and Biodiversity, 20(5), pp. -.
Vancouver	Rezvanpoor S, Shakour N, Ahangarzadeh N, Bakherad H, Sepehri S, Farhadi G, et al.. Synthesis, Biological Activity Evaluation, Docking and Molecular Dynamics Studies of New Triazole-Tetrahydropyrimidinone(Thione) Hybrid Scaffolds As Urease Inhibitors. Chemistry and Biodiversity. 2023;20(5):-.
BibTex	@article{ author = {Rezvanpoor S and Shakour N and Ahangarzadeh N and Bakherad H and Sepehri S and Farhadi G and Hosein Pakdel M and Iranshahi M}, title = {Synthesis, Biological Activity Evaluation, Docking and Molecular Dynamics Studies of New Triazole-Tetrahydropyrimidinone(Thione) Hybrid Scaffolds As Urease Inhibitors}, journal = {Chemistry and Biodiversity}, volume = {20}, number = {5}, pages = {-}, year = {2023} }
RIS	TY - JOUR AU - Rezvanpoor S AU - Shakour N AU - Ahangarzadeh N AU - Bakherad H AU - Sepehri S AU - Farhadi G AU - Hosein Pakdel M AU - Iranshahi M TI - Synthesis, Biological Activity Evaluation, Docking and Molecular Dynamics Studies of New Triazole-Tetrahydropyrimidinone(Thione) Hybrid Scaffolds As Urease Inhibitors JO - Chemistry and Biodiversity VL - 20 IS - 5 SP - EP - PY - 2023 ER -

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