Biology-oriented drug synthesis (BIODS), in vitro urease inhibitory activity, and in silico studies on ibuprofen derivatives
| Autor: | Uzma Salar, Kanwal, Shehryar Hameed, Shahnaz Perveen, Muhammad Ali, Zaheer Ul-Haq, Muhammad Taha, Faiza Seraj, Khalid Mohammed Khan, Ajmal Khan, Ruqaiya Khalil |
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| Rok vydání: | 2020 |
| Předmět: |
Urease
Stereochemistry In silico 010402 general chemistry 01 natural sciences Catalysis Inorganic Chemistry chemistry.chemical_compound Drug Discovery medicine Physical and Theoretical Chemistry Molecular Biology IC50 biology 010405 organic chemistry Aryl Organic Chemistry Active site General Medicine Ibuprofen In vitro 0104 chemical sciences chemistry Thiourea biology.protein Information Systems medicine.drug |
| Zdroj: | Molecular Diversity. 25:143-157 |
| ISSN: | 1573-501X 1381-1991 |
| Popis: | Novel ibuprofen derivatives 1–19 including ibuprofen hydrazide 1, and substituted thiourea derivatives 2–19 were synthesized and characterized by EI-MS, FAB-MS, HREI-MS, HRFAB-MS, 1H-, and 13C-NMR spectroscopic techniques. The synthetic molecules 1–19 were examined for their in vitro urease inhibition and were found to display a diversified degree of inhibitory potential in the range of IC50 = 2.96–178 μM as compared to the standard thiourea (IC50 = 21.32 ± 0.22 μM). Out of nineteen, thirteen derivatives 2–4, 6, 7, 9, 11–15, 17, and 18 demonstrated remarkable inhibitory activity with IC50 values of 2.96 ± 1.11 to 16.1 ± 1.07 μM, compound 5 exhibited moderate inhibition with IC50 value of 37.3 ± 0.41 μM, whereas, compounds 1, 8, and 10 demonstrated weak inhibition against urease enzyme. Almost all structural features are participating in the activity; however, limited structure–activity relationship was discussed on the basis of different structural features, i.e., different functional groups and their positions at aryl part. In addition, molecular docking study was performed in order to understand the ligands binding interactions with the active site of urease enzyme. |
| Databáze: | OpenAIRE |
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