دورية أكاديمية

Novel N,N-dimethylbarbituric-pyridinium derivatives as potent urease inhibitors: Synthesis, in vitro, and in silico studies.

التفاصيل البيبلوغرافية
العنوان: Novel N,N-dimethylbarbituric-pyridinium derivatives as potent urease inhibitors: Synthesis, in vitro, and in silico studies.
المؤلفون: Biglar M; Endocrinology and Metabolism Research Center, Endocrinology and Metabolism Clinical Sciences Institute, Tehran University of Medical Sciences, Tehran, Iran., Mirzazadeh R; Department of Biochemistry, Pasteur Institute of Iran, Tehran, Iran., Asadi M; Department of Medicinal Chemistry, Faculty of Pharmacy and Pharmaceutical Sciences, Research Center, Tehran University of Medical Sciences, Tehran, Iran., Sepehri S; Department of Medicinal Chemistry, School of Pharmacy, Ardabil University of Medical Sciences, Ardabil, Iran., Valizadeh Y; Endocrinology and Metabolism Research Center, Endocrinology and Metabolism Clinical Sciences Institute, Tehran University of Medical Sciences, Tehran, Iran., Sarrafi Y; Faculty of Chemistry, University of Mazandaran, Babolsar, Iran., Amanlou M; Department of Medicinal Chemistry, Faculty of Pharmacy and Pharmaceutical Sciences, Research Center, Tehran University of Medical Sciences, Tehran, Iran., Larijani B; Endocrinology and Metabolism Research Center, Endocrinology and Metabolism Clinical Sciences Institute, Tehran University of Medical Sciences, Tehran, Iran., Mohammadi-Khanaposhtani M; Cellular and Molecular Biology Research Center, Health Research Institute, Babol University of Medical Sciences, Babol, Iran. Electronic address: m.mohammadi-khana@mubabol.ac.ir., Mahdavi M; Endocrinology and Metabolism Research Center, Endocrinology and Metabolism Clinical Sciences Institute, Tehran University of Medical Sciences, Tehran, Iran. Electronic address: momahdavi@tums.ac.ir.
المصدر: Bioorganic chemistry [Bioorg Chem] 2020 Jan; Vol. 95, pp. 103529. Date of Electronic Publication: 2019 Dec 20.
نوع المنشور: Journal Article; Research Support, Non-U.S. Gov't
اللغة: English
بيانات الدورية: Publisher: Elsevier Country of Publication: United States NLM ID: 1303703 Publication Model: Print-Electronic Cited Medium: Internet ISSN: 1090-2120 (Electronic) Linking ISSN: 00452068 NLM ISO Abbreviation: Bioorg Chem Subsets: MEDLINE
أسماء مطبوعة: Publication: Amsterdam : Elsevier
Original Publication: New York, London, Academic Press.
مواضيع طبية MeSH: Barbiturates/*chemistry , Enzyme Inhibitors/*chemical synthesis , Enzyme Inhibitors/*pharmacology , Pyridines/*chemistry , Urease/*antagonists & inhibitors, Barbiturates/pharmacology ; Biological Availability ; Computer Simulation ; Enzyme Inhibitors/pharmacokinetics ; Helicobacter pylori/enzymology ; In Vitro Techniques ; Inhibitory Concentration 50 ; Molecular Docking Simulation ; Molecular Structure ; Pyridines/pharmacology ; Spectrum Analysis/methods
مستخلص: A new series of N,N-dimethylbarbituric-pyridinium derivatives 7a-n was synthesized and evaluated as Helicobacter pylori urease inhibitors. All the synthesized compounds (IC 50  = 10.37 ± 1.0-77.52 ± 2.7 μM) were more potent than standard inhibitor hydroxyurea against urease (IC 50  = 100.00 ± 0.2 μM). Furthermore, comparison of IC 50 values of the synthesized compounds with the second standard inhibitor thiourea (IC 50  = 22.0 ± 0.03 µM) revealed that compounds 7a-b and 7f-h were more potent than thiourea. Molecular modeling study of the most potent compounds 7a, 7b, 7f, and 7g was also conducted. Additionally, the drug-likeness properties of the synthesized compounds, based on Lipinski rule and other filters, were evaluated.
Competing Interests: Declaration of Competing Interest The authors declare that they have no known competing financial interests or personal relationships that could have appeared to influence the work reported in this paper.
(Copyright © 2019. Published by Elsevier Inc.)
فهرسة مساهمة: Keywords: Barbituric acid; Helicobacter pylori; Molecular docking; N,N-dimethylbarbituric; Urease inhibitor
المشرفين على المادة: 0 (Barbiturates)
0 (Enzyme Inhibitors)
0 (Pyridines)
EC 3.5.1.5 (Urease)
تواريخ الأحداث: Date Created: 20191230 Date Completed: 20210308 Latest Revision: 20210308
رمز التحديث: 20240513
DOI: 10.1016/j.bioorg.2019.103529
PMID: 31884139
قاعدة البيانات: MEDLINE
الوصف
تدمد:1090-2120
DOI:10.1016/j.bioorg.2019.103529