title: An expedient synthesis of N-(1-(5-mercapto-4-((substituted benzylidene)amino)-4H-1,2,4-triazol-3-yl)-2-phenylethyl)benzamides as jack bean urease inhibitors and free radical scavengers: Kinetic mechanism and molecular docking studies.
abstract: In this study, some new azomethine-triazole hybrids 5a-5l derived from N-benzoyl-L-phenylalanine were synthesized and characterized. The synthesized compounds showed first-rate, urease inhibition, and compounds 5c and 5e were found to be most effective inhibitors with 0.0137 ± 0.00082 μm and 0.0183 ± 0.00068 μm, respectively (thiourea 15.151 ± 1.27 μm). The kinetic mechanism of urease inhibition revealed the compounds 5c and 5e to be non-competitive inhibitors, whereas compounds 5d and 5j were found to be of mixed-type inhibitors. Docking studies also indicated better interaction patterns with urease enzyme. The results of enzyme inhibition, kinetic mechanism and molecular docking suggest that these compounds can serve as lead compounds in the design of more effective urease inhibitors.
authors.affiliation: Department of Chemistry, Quaid-I-Azam University, Islamabad, Pakistan.
authors.forename: Aamer
authors.identifier: http://orcid.org/0000-0002-7112-9296
authors.initials: A
authors.lastname: Saeed
authors.affiliation: Department of Chemistry, Quaid-I-Azam University, Islamabad, Pakistan.
authors.forename: Fayaz Ali
authors.initials: FA
authors.lastname: Larik
authors.affiliation: Department of Chemistry, Quaid-I-Azam University, Islamabad, Pakistan.
authors.forename: Pervaiz Ali
authors.initials: PA
authors.lastname: Channar
authors.affiliation: Department of Chemistry, Quaid-I-Azam University, Islamabad, Pakistan.
authors.forename: Haroon
authors.initials: H
authors.lastname: Mehfooz
authors.affiliation: Department of Chemistry, Quaid-I-Azam University, Islamabad, Pakistan.
authors.forename: Mohammad Haseeb
authors.initials: MH
authors.lastname: Ashraf
authors.affiliation: Department of Biological Sciences, College of Natural Sciences, Kongju National University, Gongju, Chungnam, Korea.
authors.forename: Qamar
authors.initials: Q
authors.lastname: Abbas
authors.affiliation: Department of Biological Sciences, College of Natural Sciences, Kongju National University, Gongju, Chungnam, Korea.
authors.forename: Mubashir
authors.initials: M
authors.lastname: Hassan
authors.affiliation: Department of Biological Sciences, College of Natural Sciences, Kongju National University, Gongju, Chungnam, Korea.
authors.forename: Sung-Yum
authors.initials: SY
authors.lastname: Seo
mesh_terms: D001549:Benzamides / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*; D032449:Canavalia / Q000187:drug effects / Q000201:enzymology*; D004791:Enzyme Inhibitors / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*; D016166:Free Radical Scavengers / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*; D062105:Molecular Docking Simulation; D014230:Triazoles / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology; D014510:Urease / Q000037:antagonists & inhibitors* / Q000378:metabolism
chemical_list: D001549:Benzamides; D004791:Enzyme Inhibitors; D016166:Free Radical Scavengers; D014230:Triazoles; D014510:Urease
keywords: antioxidant activity; drug-design; kinetic mechanism; molecular docking; triazolyl benzamides; urease inhibitors