دورية أكاديمية
Chromone-isoxazole hybrids molecules: synthesis, spectroscopic, MEDT, ELF, antibacterial, ADME-Tox, molecular docking and MD simulation investigations.
| العنوان: | Chromone-isoxazole hybrids molecules: synthesis, spectroscopic, MEDT, ELF, antibacterial, ADME-Tox, molecular docking and MD simulation investigations. |
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| المؤلفون: | Kanzouai Y; Engineering Laboratory of Organometallic and Molecular Materials and Environment, Department of Chemistry, Faculty of Sciences Dhar El Mahraz, University of Sidi Mohamed Ben Abdellah, Fez, Morocco., Laghmari M; Laboratory of Natural Resources and Environment, Department of Biology Polydisciplinary Faculty of Taza, Sidi Mohamed Ben Abdellah University, Taza, Morocco., Yamari I; Laboratory of Analytical and Molecular Chemistry, Department of Chemistry, Faculty of Sciences Ben M'Sik, Hassan II University of Casablanca, Casablanca, Morocco., Bouzammit R; Engineering Laboratory of Organometallic and Molecular Materials and Environment, Department of Chemistry, Faculty of Sciences Dhar El Mahraz, University of Sidi Mohamed Ben Abdellah, Fez, Morocco., Bahsis L; Laboratoire de Chimie Analytique et Moléculaire, LCAM, Département de Chimie, Faculté Polydisciplinaire de Safi, Université Cadi Ayyad, Safi, Morocco., Benali T; Laboratory of Natural Resources and Environment, Department of Biology Polydisciplinary Faculty of Taza, Sidi Mohamed Ben Abdellah University, Taza, Morocco.; Environment and Health Team, Polydisciplinary Faculty of Safi, Department of Biology, Cadi Ayyad University, Safi, Morocco., Chtita S; Laboratory of Analytical and Molecular Chemistry, Department of Chemistry, Faculty of Sciences Ben M'Sik, Hassan II University of Casablanca, Casablanca, Morocco., Bakhouch M; Bioorganic Chemistry Team, Department of Chemistry, Faculty of Sciences, University Chouaïb Doukkali, El Jadida, Morocco., Akhazzane M; Cité de l'innovation, Université Sidi Mohamed Ben Abdellah, Fez, Morocco., El Kouali M; Laboratory of Analytical and Molecular Chemistry, Department of Chemistry, Faculty of Sciences Ben M'Sik, Hassan II University of Casablanca, Casablanca, Morocco., Hammani K; Laboratory of Natural Resources and Environment, Department of Biology Polydisciplinary Faculty of Taza, Sidi Mohamed Ben Abdellah University, Taza, Morocco., Al Houari G; Engineering Laboratory of Organometallic and Molecular Materials and Environment, Department of Chemistry, Faculty of Sciences Dhar El Mahraz, University of Sidi Mohamed Ben Abdellah, Fez, Morocco. |
| المصدر: | Journal of biomolecular structure & dynamics [J Biomol Struct Dyn] 2024 Aug; Vol. 42 (12), pp. 6410-6424. Date of Electronic Publication: 2023 Oct 10. |
| نوع المنشور: | Journal Article |
| اللغة: | English |
| بيانات الدورية: | Publisher: Taylor & Francis Country of Publication: England NLM ID: 8404176 Publication Model: Print-Electronic Cited Medium: Internet ISSN: 1538-0254 (Electronic) Linking ISSN: 07391102 NLM ISO Abbreviation: J Biomol Struct Dyn Subsets: MEDLINE |
| أسماء مطبوعة: | Publication: June 2012- : Oxon, UK : Taylor & Francis Original Publication: Guilderland, NY : Adenine Press, [c1983- |
| مواضيع طبية MeSH: | Molecular Docking Simulation* , Molecular Dynamics Simulation* , Anti-Bacterial Agents*/chemistry , Anti-Bacterial Agents*/pharmacology , Anti-Bacterial Agents*/chemical synthesis , Isoxazoles*/chemistry , Chromones*/chemistry , Chromones*/chemical synthesis, Catalytic Domain ; Staphylococcus aureus/drug effects ; Microbial Sensitivity Tests ; Molecular Conformation ; Molecular Structure ; Structure-Activity Relationship |
| مستخلص: | A mechanistic study was performed within the molecular electron density theory at the B3LYP/6-311G (d,p) computational level to explain the regioselectivity observed. An electron localization function analysis was also performed, and the results confirm the zwitterionic-type (zw-type) mechanism of the cycloaddition reactions between nitrile oxide and alkylated 4 H -chromene-2-carboxylate derivatives and shed more light on the obtained regioselectivity experimentally. In silico studies on the pharmacokinetics, ADME and toxicity tests of the compounds were also performed, and it was projected that compounds 5a , 5b , 5c and 5d are pharmacokinetic and have favorable ADME profiles. Moreover, docking and molecular dynamics investigations were conducted to evaluate the interactions, orientation and conformation of the target compounds on the active sites of four distinct enzymes. The results of this investigation showed that two compounds, 5a and 5c , interacted effectively with the S. aureus active site while maintaining acceptable binding energy.Communicated by Ramaswamy H. Sarma. |
| فهرسة مساهمة: | Keywords: 1,3-Dipolar cycloaddition; ADME-Tox; MEDT; chromone-isoxazole; molecular docking; molecular dynamics simulation; regioselectivity |
| المشرفين على المادة: | 0 (Anti-Bacterial Agents) 0 (Isoxazoles) 0 (Chromones) |
| تواريخ الأحداث: | Date Created: 20231011 Date Completed: 20240625 Latest Revision: 20240625 |
| رمز التحديث: | 20240625 |
| DOI: | 10.1080/07391102.2023.2266022 |
| PMID: | 37817499 |
| قاعدة البيانات: | MEDLINE |
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Full Text Finder | تدمد: | 1538-0254 |
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| DOI: | 10.1080/07391102.2023.2266022 |