title: Synthesis of N-(6-Arylbenzo[d]thiazole-2-acetamide Derivatives and Their Biological Activities: An Experimental and Computational Approach.
abstract: A new series of N-(6-arylbenzo[d]thiazol-2-yl)acetamides were synthesized by C-C coupling methodology in the presence of Pd(0) using various aryl boronic pinacol ester/acids. The newly synthesized compounds were evaluated for various biological activities like antioxidant, haemolytic, antibacterial and urease inhibition. In bioassays these compounds were found to have moderate to good activities. Among the tested biological activities screened these compounds displayed the most significant activity for urease inhibition. In urease inhibition, all compounds were found more active than the standard used. The compound N-(6-(p-tolyl)benzo[d]thiazol-2-yl)acetamide was found to be the most active. To understand this urease inhibition, molecular docking studies were performed. The in silico studies showed that these acetamide derivatives bind to the non-metallic active site of the urease enzyme. Structure-activity studies revealed that H-bonding of compounds with the enzyme is important for its inhibition.
authors.affiliation: Department of Chemistry, Faculty of Science and Technology, Government College University Faisalabad, Faisalabad 38000, Pakistan. yasmeenchem1@yahoo.com.|Department of Chemistry, Faculty of Science, University of Sargodhah, Bhakkar Campus, Bhakkar 30000, Pakistan. yasmeenchem1@yahoo.com.
authors.forename: Yasmeen
authors.initials: Y
authors.lastname: Gull
authors.affiliation: Department of Chemistry, Faculty of Science and Technology, Government College University Faisalabad, Faisalabad 38000, Pakistan. nasirrasool@gcuf.edu.pk.
authors.forename: Nasir
authors.initials: N
authors.lastname: Rasool
authors.affiliation: Department of Chemistry, Faculty of Science and Technology, Government College University Faisalabad, Faisalabad 38000, Pakistan. mnazanoreen@yahoo.com.
authors.forename: Mnaza
authors.initials: M
authors.lastname: Noreen
authors.affiliation: Department of Chemistry, Faculty of Science, University of Gujrat, Hafiz Hayat Campus, Gujrat 50700, Pakistan. atafali_altaf@yahoo.com.
authors.forename: Ataf Ali
authors.initials: AA
authors.lastname: Altaf
authors.affiliation: International Center for Chemical and Biological Sciences, Hussain Ebrahim Jamal Research Institute of Chemistry, University of Karachi, Karachi 75270, Pakistan. musharraf1977@yahoo.com.
authors.forename: Syed Ghulam
authors.initials: SG
authors.lastname: Musharraf
authors.affiliation: Department of Chemistry, Faculty of Science and Technology, Government College University Faisalabad, Faisalabad 38000, Pakistan. nr_308@hotmail.com.
authors.forename: Muhammad
authors.initials: M
authors.lastname: Zubair
authors.affiliation: Department of Chemistry, Faculty of Science, Islamia University of Bahawalpur, Bahawalpur 63000, Pakistan. faiznasim@hotmail.com.
authors.forename: Faiz-Ul-Hassan
authors.initials: FU
authors.lastname: Nasim
authors.affiliation: Department of Chemistry, Faculty of Science, Islamia University of Bahawalpur, Bahawalpur 63000, Pakistan. asmayaqoobctn@gmail.com.
authors.forename: Asma
authors.initials: A
authors.lastname: Yaqoob
authors.affiliation: Department of Pharmaceutical and Biomedical Sciences, University of Salerno, Via Ponte don Melillo, Fisciano (Salerno) I-84084, Italy. defeo@unisa.it.
authors.forename: Vincenzo
authors.initials: V
authors.lastname: DeFeo
authors.affiliation: Offices of Research, Innovation and Commercialization, Lahore College for Women University, Lahore 54600, Pakistan. ahirzia@gmail.com.
authors.forename: Muhammad
authors.initials: M
authors.lastname: Zia-Ul-Haq
mesh_terms: D000081:Acetamides / Q000138:chemical synthesis* / Q000494:pharmacology; D000900:Anti-Bacterial Agents / Q000138:chemical synthesis* / Q000494:pharmacology; D000975:Antioxidants / Q000138:chemical synthesis* / Q000494:pharmacology; D052160:Benzothiazoles / Q000138:chemical synthesis* / Q000494:pharmacology; D002478:Cells, Cultured; D004791:Enzyme Inhibitors / Q000138:chemical synthesis* / Q000494:pharmacology; D004912:Erythrocytes / Q000166:cytology / Q000187:drug effects; D006090:Gram-Negative Bacteria / Q000187:drug effects / Q000254:growth & development; D006094:Gram-Positive Bacteria / Q000187:drug effects / Q000254:growth & development; D006461:Hemolysis / Q000187:drug effects; D006801:Humans; D008826:Microbial Sensitivity Tests; D062105:Molecular Docking Simulation; D009569:Nitric Oxide / Q000037:antagonists & inhibitors; D027805:Phaseolus / Q000737:chemistry / Q000201:enzymology; D010940:Plant Proteins / Q000037:antagonists & inhibitors / Q000737:chemistry; D014510:Urease / Q000037:antagonists & inhibitors* / Q000737:chemistry
chemical_list: D000081:Acetamides; D000900:Anti-Bacterial Agents; D000975:Antioxidants; D052160:Benzothiazoles; D004791:Enzyme Inhibitors; D010940:Plant Proteins; D009569:Nitric Oxide; D014510:Urease
keywords: Pd(0) catalyst; Suzuki cross coupling; antiurease activity; benzothiazole; haemolytic activity; nitric oxide scavenging activity