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PEG-mediated one-pot multicomponent reactions for the efficient synthesis of functionalized dihydropyridines and their functional group dependent DNA cleavage activity
Institution:1. Department of Organic Chemistry, Faculty of Chemistry, Alzahra University, Tehran, Iran;2. School of Chemistry, College of Science, University of Tehran, Tehran, Iran;3. Regional Centre of Advanced Technologies and Materials, Czech Advanced Technology and Research Institute, Palacky University, Šlechtitelů 27, 783 71, Olomouc, Czech Republic;1. Biotechnology Research Center, Mashhad University of Medical Sciences, Mashhad, Iran;2. Department of Medicinal Chemistry, School of Pharmacy, Mashhad University of Medical Sciences, Mashhad, Iran;3. Pharmaceutical Research Center, Department of Pharmacodynamics and Toxicology, School of Pharmacy, Mashhad University of Medical Sciences, Mashhad, Iran;4. Department of Biotechnology, School of Pharmacy, Mashhad University of Medical Sciences, Mashhad, Iran;5. Department of Pharmacognosy, School of Pharmacy, Mashhad University of Medical Sciences, Mashhad, Iran;6. Department of Pharmaceutical Chemistry, School of Pharmacy, Shahid Beheshti University of Medical Sciences, Tehran, Iran;1. Laboratory of Biocatalysis and Bioprocessing, College of Pharmaceutical Engineering and Life Sciences, Changzhou University, Changzhou 213164, PR China;2. State Key Laboratory of Bioreactor Engineering, East China University of Science and Technology, Shanghai 200237, PR China;1. School of Chemistry, College of Science, University of Tehran, Tehran, Iran;2. Department of Chemistry, Tarbiat Modares University, P.O. Box 14115‐175, Tehran, Iran;3. Endocrinology and Metabolism Research Center, Endocrinology and Metabolism Clinical Sciences Institute, Tehran University of Medical Sciences, Tehran, Iran
Abstract:Polyethylene glycol (PEG) has been found to be an inexpensive, non-toxic and useful medium for the one pot synthesis of highly functionalized dihydropyridines using multicomponent reactions (MCRs) at room temperature under catalyst free conditions. The notable features of this protocol are: mild reaction condition, applicability to wide range of substrates, reusability of the PEG and good yields. The interaction of the synthesized compounds with pUC19 plasmid DNA was also analyzed. Some of the synthesized compounds showed interesting functional group dependent nuclease activity for plasmid DNA cleavage under physiological conditions.
Keywords:Dihydropyridine derivatives  PEG  MCRs  pUC 19  DNA cutting activity
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