Rational Design, Synthesis, Docking Simulation, and Admet Prediction of Novel Barbituric-Hydrazine-Phenoxy-1,2,3-Triazole-Acetamide Derivatives As Potent Urease Inhibitors

Rational Design, Synthesis, Docking Simulation, and Admet Prediction of Novel Barbituric-Hydrazine-Phenoxy-1,2,3-Triazole-Acetamide Derivatives As Potent Urease Inhibitors Publisher

Hosseinzadeh N¹ ; Nazari Montazer M² ; Mohammadikhanaposhtani M³ ; Valizadeh Y⁴ ; Amanlou M² ; Mahdavi M⁴

Show Affiliations

1. Laboratory of Organic Synthesis and Natural Products, Department of Chemistry, Sharif University of Technology, Tehran, Iran
2. Department of Medicinal Chemistry, Faculty of Pharmacy, Tehran, University of Medical Sciences, Tehran, Iran
3. Cellular and Molecular Biology Research Center, Health Research Institute, Babol University of Medical Sciences, Babol, Iran
4. Endocrinology and Metabolism Research Center, Endocrinology and Metabolism Clinical Sciences Institute, Tehran University of Medical Sciences, Tehran, Iran

Source: ChemistrySelect Published:2023

Abstract

Urease is an important target for the treatment of Helicobacter pylori infection. In this study, several pharmacophores for the inhibition of urease were considered and coupled to design new molecules capable of acting as potent urease inhibitors. Literature review reveals that barbituric-hydrazine, phenoxy-1,2,3-triazole, and acetamide moieties are pharmacophores for urease inhibition. Therefore, in this study, the barbituric-hydrazine-phenoxy-1,2,3-triazole-acetamide scaffold was designed and twelve derivatives 9 a–l of it were synthesized and evaluated. The urease inhibition assay of these compounds revealed that all new title compounds, except for one compound, with IC50 values of 0.73 to 5.27 μM were more potent than standard inhibitor thiourea. The most potent compound inhibited urease in a mixed-type inhibition mode and interacted as well with the urease active site. In silico drug-likeness and toxicity studies of the most potent compounds predicted that these compounds passed successfully Lipinski's rule of five and had no carcinogenicity on the rat. © 2023 Wiley-VCH GmbH.

Style	Citing Format
MLA	Hosseinzadeh N, et al.. "Rational Design, Synthesis, Docking Simulation, and Admet Prediction of Novel Barbituric-Hydrazine-Phenoxy-1,2,3-Triazole-Acetamide Derivatives As Potent Urease Inhibitors." ChemistrySelect, vol. 8, no. 3, 2023, pp. -.
APA	Hosseinzadeh N, Nazari Montazer M, Mohammadikhanaposhtani M, Valizadeh Y, Amanlou M, Mahdavi M (2023). Rational Design, Synthesis, Docking Simulation, and Admet Prediction of Novel Barbituric-Hydrazine-Phenoxy-1,2,3-Triazole-Acetamide Derivatives As Potent Urease Inhibitors. ChemistrySelect, 8(3), -.
Chicago	Hosseinzadeh N, Nazari Montazer M, Mohammadikhanaposhtani M, Valizadeh Y, Amanlou M, Mahdavi M. "Rational Design, Synthesis, Docking Simulation, and Admet Prediction of Novel Barbituric-Hydrazine-Phenoxy-1,2,3-Triazole-Acetamide Derivatives As Potent Urease Inhibitors." ChemistrySelect 8, no. 3 (2023): -.
Harvard	Hosseinzadeh N et al. (2023) 'Rational Design, Synthesis, Docking Simulation, and Admet Prediction of Novel Barbituric-Hydrazine-Phenoxy-1,2,3-Triazole-Acetamide Derivatives As Potent Urease Inhibitors', ChemistrySelect, 8(3), pp. -.
Vancouver	Hosseinzadeh N, Nazari Montazer M, Mohammadikhanaposhtani M, Valizadeh Y, Amanlou M, Mahdavi M. Rational Design, Synthesis, Docking Simulation, and Admet Prediction of Novel Barbituric-Hydrazine-Phenoxy-1,2,3-Triazole-Acetamide Derivatives As Potent Urease Inhibitors. ChemistrySelect. 2023;8(3):-.
BibTex	@article{ author = {Hosseinzadeh N and Nazari Montazer M and Mohammadikhanaposhtani M and Valizadeh Y and Amanlou M and Mahdavi M}, title = {Rational Design, Synthesis, Docking Simulation, and Admet Prediction of Novel Barbituric-Hydrazine-Phenoxy-1,2,3-Triazole-Acetamide Derivatives As Potent Urease Inhibitors}, journal = {ChemistrySelect}, volume = {8}, number = {3}, pages = {-}, year = {2023} }
RIS	TY - JOUR AU - Hosseinzadeh N AU - Nazari Montazer M AU - Mohammadikhanaposhtani M AU - Valizadeh Y AU - Amanlou M AU - Mahdavi M TI - Rational Design, Synthesis, Docking Simulation, and Admet Prediction of Novel Barbituric-Hydrazine-Phenoxy-1,2,3-Triazole-Acetamide Derivatives As Potent Urease Inhibitors JO - ChemistrySelect VL - 8 IS - 3 SP - EP - PY - 2023 ER -

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