Evaluation of S-substituted-2-mercaptobenzimidazole analogs for urease inhibitory and DPPH radical scavenging potential: synthesis, bioactivity, and molecular docking study
Several S-substituted-2-mercaptobenzimidazole derivatives 1–34 were synthesized by reacting 2-mercaptobenzimidazole with a variety of substituted benzyl bromide and characterized with the help of various spectroscopic techniques. All synthetic compounds were evaluated for urease inhibitory and DPPH...
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my.sunway.eprints.29142024-07-29T00:54:46Z http://eprints.sunway.edu.my/2914/ Evaluation of S-substituted-2-mercaptobenzimidazole analogs for urease inhibitory and DPPH radical scavenging potential: synthesis, bioactivity, and molecular docking study Ata, Amber Khan, Khalid Mohammed Lateef, Mehreen Salar, Uzma Ayaz, Anwar * Wadood, Abdul Rehman, Ashfaq Ur Hameed, Shehryar Zafar, Fatima Taha, Muhammad Perveen, Shahnaz QD Chemistry RC Internal medicine Several S-substituted-2-mercaptobenzimidazole derivatives 1–34 were synthesized by reacting 2-mercaptobenzimidazole with a variety of substituted benzyl bromide and characterized with the help of various spectroscopic techniques. All synthetic compounds were evaluated for urease inhibitory and DPPH radical scavenging activities. Compounds showed significant to moderate urease inhibitory activity in the range of IC50 = 16.8 ± 0.76–74.3 ± 0.72 µM, in comparison with the standard thiourea (IC50 = 22.4 ± 0.29 µM). It is worth stating that all molecules exhibited noteworthy DPPH radical scavenging potential with IC50 values of 15.5 ± 0.58 to 89.3 ± 0.12 µM when compared with the standard butylated hydroxy anisole BHA (IC50 = 44.2 ± 0.45 µM). A structure–activity relationship (SAR) was presented by analyzing the impact of varying substitutions on urease inhibitory potential. A molecular docking study was done to streamline the binding interactions of ligands (synthetic molecules) with the active pocket of urease enzyme. In addition, cytotoxicity of the most potent compounds 1–4, 14, 18, 20, 28, and 32, was also evaluated, and all were found to be non-cytotoxic. Springer 2023 Article PeerReviewed Ata, Amber and Khan, Khalid Mohammed and Lateef, Mehreen and Salar, Uzma and Ayaz, Anwar * and Wadood, Abdul and Rehman, Ashfaq Ur and Hameed, Shehryar and Zafar, Fatima and Taha, Muhammad and Perveen, Shahnaz (2023) Evaluation of S-substituted-2-mercaptobenzimidazole analogs for urease inhibitory and DPPH radical scavenging potential: synthesis, bioactivity, and molecular docking study. Journal of the Iranian Chemical Society, 20. pp. 175-191. ISSN 1735-2428 https://link.springer.com/article/10.1007/s13738-022-02653-1 10.1007/s13738-022-02653-1 |
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QD Chemistry RC Internal medicine Ata, Amber Khan, Khalid Mohammed Lateef, Mehreen Salar, Uzma Ayaz, Anwar * Wadood, Abdul Rehman, Ashfaq Ur Hameed, Shehryar Zafar, Fatima Taha, Muhammad Perveen, Shahnaz Evaluation of S-substituted-2-mercaptobenzimidazole analogs for urease inhibitory and DPPH radical scavenging potential: synthesis, bioactivity, and molecular docking study |
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Several S-substituted-2-mercaptobenzimidazole derivatives 1–34 were synthesized by reacting 2-mercaptobenzimidazole with a variety of substituted benzyl bromide and characterized with the help of various spectroscopic techniques. All synthetic compounds were evaluated for urease inhibitory and DPPH radical scavenging activities. Compounds showed significant to moderate urease inhibitory activity in the range of IC50 = 16.8 ± 0.76–74.3 ± 0.72 µM, in comparison with the standard thiourea (IC50 = 22.4 ± 0.29 µM). It is worth stating that all molecules exhibited noteworthy DPPH radical scavenging potential with IC50 values of 15.5 ± 0.58 to 89.3 ± 0.12 µM when compared with the standard butylated hydroxy anisole BHA (IC50 = 44.2 ± 0.45 µM). A structure–activity relationship (SAR) was presented by analyzing the impact of varying substitutions on urease inhibitory potential. A molecular docking study was done to streamline the binding interactions of ligands (synthetic molecules) with the active pocket of urease enzyme. In addition, cytotoxicity of the most potent compounds 1–4, 14, 18, 20, 28, and 32, was also evaluated, and all were found to be non-cytotoxic. |
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Article |
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Ata, Amber Khan, Khalid Mohammed Lateef, Mehreen Salar, Uzma Ayaz, Anwar * Wadood, Abdul Rehman, Ashfaq Ur Hameed, Shehryar Zafar, Fatima Taha, Muhammad Perveen, Shahnaz |
author_facet |
Ata, Amber Khan, Khalid Mohammed Lateef, Mehreen Salar, Uzma Ayaz, Anwar * Wadood, Abdul Rehman, Ashfaq Ur Hameed, Shehryar Zafar, Fatima Taha, Muhammad Perveen, Shahnaz |
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Ata, Amber |
title |
Evaluation of S-substituted-2-mercaptobenzimidazole analogs for urease inhibitory and DPPH radical scavenging potential: synthesis, bioactivity, and molecular docking study |
title_short |
Evaluation of S-substituted-2-mercaptobenzimidazole analogs for urease inhibitory and DPPH radical scavenging potential: synthesis, bioactivity, and molecular docking study |
title_full |
Evaluation of S-substituted-2-mercaptobenzimidazole analogs for urease inhibitory and DPPH radical scavenging potential: synthesis, bioactivity, and molecular docking study |
title_fullStr |
Evaluation of S-substituted-2-mercaptobenzimidazole analogs for urease inhibitory and DPPH radical scavenging potential: synthesis, bioactivity, and molecular docking study |
title_full_unstemmed |
Evaluation of S-substituted-2-mercaptobenzimidazole analogs for urease inhibitory and DPPH radical scavenging potential: synthesis, bioactivity, and molecular docking study |
title_sort |
evaluation of s-substituted-2-mercaptobenzimidazole analogs for urease inhibitory and dpph radical scavenging potential: synthesis, bioactivity, and molecular docking study |
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Springer |
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2023 |
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http://eprints.sunway.edu.my/2914/ https://link.springer.com/article/10.1007/s13738-022-02653-1 |
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1806420135888551936 |
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