Synthesis, molecular docking study and in vitro thymidine phosphorylase inhibitory potential of oxadiazole derivatives
| Autor: | Fazal Rahim, Mohsan Nawaz, Imad Uddin, Khalid Mohammed Khan, Muhammad Taha, Rai Khalid Farooq, Hayat Ullah, Zainul Wahab, Syed Adnan Ali Shah, Abdul Wadood |
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| Rok vydání: | 2018 |
| Předmět: |
Stereochemistry
Thymidine phosphorylase activity Oxadiazole 01 natural sciences Biochemistry Structure-Activity Relationship chemistry.chemical_compound Drug Discovery Humans Enzyme Inhibitors Thymidine phosphorylase Molecular Biology IC50 Oxadiazoles Thymidine Phosphorylase Dose-Response Relationship Drug Molecular Structure biology 010405 organic chemistry Organic Chemistry Active site Carbon-13 NMR In vitro 0104 chemical sciences Molecular Docking Simulation 010404 medicinal & biomolecular chemistry chemistry biology.protein Proton NMR |
| Zdroj: | Bioorganic Chemistry. 78:58-67 |
| ISSN: | 0045-2068 |
| DOI: | 10.1016/j.bioorg.2018.02.020 |
| Popis: | We have synthesized oxadiazole derivatives (1–16), characterized by 1H NMR, 13C NMR and HREI-MS and screened for thymidine phosphorylase inhibitory potential. All derivatives display varied degree of thymidine phosphorylase inhibition in the range of 1.10 ± 0.05 to 49.60 ± 1.30 μM when compared with the standard inhibitor 7-Deazaxanthine having an IC50 value 38.68 ± 1.12 μM. Structure activity relationships (SAR) has been established for all compounds to explore the role of substitution and nature of functional group attached to the phenyl ring which applies imperious effect on thymidine phosphorylase activity. Molecular docking study was performed to understand the binding interaction of the most active derivatives with enzyme active site. |
| Databáze: | OpenAIRE |
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