Coumarin sulfonates: As potential leads for ROS inhibition |
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| Institution: | 1. H.E.J. Research Institute of Chemistry, International Center for Chemical and Biological Sciences, University of Karachi, Karachi 75270, Pakistan;2. Dr. Panjwani Center for Molecular Medicine and Drug Research, International Center for Chemical and Biological Sciences, University of Karachi, Karachi 75270, Pakistan;3. PCSIR Laboratories Complex, Karachi, Shahrah-e-Dr. Salimuzzaman Siddiqui, Karachi 75280, Pakistan;4. Atta-ur-Rahman Institute for Natural Product Discovery, Universiti Teknologi MARA (UiTM), Puncak Alam Campus, 42300 Bandar Puncak Alam, Selangor D.E., Malaysia;5. Faculty of Applied Science, Universiti Teknologi MARA, Shah Alam 40450, Selangor D.E., Malaysia;1. Institute of Organic Chemistry, National Academy of Sciences of Ukraine, 5 Murmans’ka str., Kyiv 02660, Ukraine;2. Department of Organic Chemistry, National Technical University of Ukraine “Kyiv Polytechnic Institute”, 37, Prospect Peremogy, Kyiv 03056, Ukraine;1. School of Photovoltaic and Renewable Energy Engineering, The University of New South Wales, Sydney 2052, Australia;2. Centre for Sustainable Energy Systems, Australian National University, Canberra, A.C.T. 0200, Australia;1. Department of Chemistry, Faculty of Sciences, University of Chile, Santiago, Chile;2. Universidad Nacional de Colombia, Facultad de Ciencias, Departamento de Química, Laboratorio de Investigación en Productos Naturales Vegetales, Kr 30 Cl 45, Bogotá, D.C., Colombia;1. Ivanovo State University, Ivanovo 153460, Russia;2. Ivanovo State University of Chemistry and Technology, Ivanovo 153460, Russia |
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| Abstract: | Coumarin sulfonates 4–43 were synthesized by reacting 3-hydroxy coumarin 1, 4-hydroxy coumarin 2 and 6-hydroxy coumarin 3 with different substituted sulfonyl chlorides and subjected to evaluate for their in vitro immunomodulatory potential. The compounds were investigated for their effect on oxidative burst activity of zymosan stimulated whole blood phagocytes using a luminol enhanced chemiluminescence technique. Ibuprofen was used as standard drug (IC50 = 54.2 ± 9.2 μM). Eleven compounds 6 (IC50 = 46.60 ± 14.6 μM), 8 (IC50 = 11.50 ± 6.5 μM), 15 (IC50 = 21.40 ± 12.2 μM), 19 (IC50 = 5.75 ± 0.86 μM), 22 (IC50 = 10.27 ± 1.06 μM), 23 (IC50 = 33.09 ± 5.61 μM), 24 (IC50 = 4.93 ± 0.58 μM), 25 (IC50 = 21.96 ± 14.74 μM), 29 (IC50 = 12.47 ± 9.2 μM), 35 (IC50 = 20.20 ± 13.4 μM) and 37 (IC50 = 14.47 ± 5.02 μM) out of forty demonstrated their potential suppressive effect on production of reactive oxygen species (ROS) as compared to ibuprofen. All the synthetic derivatives 4–43 were characterized by different available spectroscopic techniques such as 1H NMR, 13C NMR, EIMS and HRMS. CHN analysis was also performed. |
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| Keywords: | Coumarin sulfonates Reactive oxygen species Oxidative burst activity |
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