Synthesis of N-(6-Arylbenzo[d]thiazole-2-acetamide Derivatives and Their Biological Activities: An Experimental and Computational Approach
Yasmeen Gull,
Nasir Rasool,
Mnaza Noreen,
Ataf Ali Altaf,
Syed Ghulam Musharraf,
Muhammad Zubair,
Faiz-Ul-Hassan Nasim,
Asma Yaqoob,
Vincenzo DeFeo,
Muhammad Zia-Ul-Haq
Affiliations
Yasmeen Gull
Department of Chemistry, Faculty of Science and Technology, Government College University Faisalabad, Faisalabad 38000, Pakistan
Nasir Rasool
Department of Chemistry, Faculty of Science and Technology, Government College University Faisalabad, Faisalabad 38000, Pakistan
Mnaza Noreen
Department of Chemistry, Faculty of Science and Technology, Government College University Faisalabad, Faisalabad 38000, Pakistan
Ataf Ali Altaf
Department of Chemistry, Faculty of Science, University of Gujrat, Hafiz Hayat Campus, Gujrat 50700, Pakistan
Syed Ghulam Musharraf
International Center for Chemical and Biological Sciences, Hussain Ebrahim Jamal Research Institute of Chemistry, University of Karachi, Karachi 75270, Pakistan
Muhammad Zubair
Department of Chemistry, Faculty of Science and Technology, Government College University Faisalabad, Faisalabad 38000, Pakistan
Faiz-Ul-Hassan Nasim
Department of Chemistry, Faculty of Science, Islamia University of Bahawalpur, Bahawalpur 63000, Pakistan
Asma Yaqoob
Department of Chemistry, Faculty of Science, Islamia University of Bahawalpur, Bahawalpur 63000, Pakistan
Vincenzo DeFeo
Department of Pharmaceutical and Biomedical Sciences, University of Salerno, Via Ponte don Melillo, Fisciano (Salerno) I-84084, Italy
Muhammad Zia-Ul-Haq
Offices of Research, Innovation and Commercialization, Lahore College for Women University, Lahore 54600, Pakistan
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.
