Synthesis of novel spiro[pyrazolo[4,3-d]pyrimidinones and spiro[benzo[4,5]thieno[2,3-d]pyrimidine-2,3′-indoline]-2′,4(3H)-diones and their evaluation for anticancer activity |
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| Institution: | 1. Department of Chemistry, Osmania University, Hyderabad 500046, India;2. DR Reddy’s Institute of Lifesciences, University of Hyderabad Campus, Gachibowli, Hyderabad 500046, India;3. Department of Biochemistry, Sri Krishnadevaraya University, Anantapur 515001, India;1. Department of Chemistry, Guru Nanak Dev University, Amritsar 143005, Punjab, India;2. Department of Medicine, University of California, San Francisco, CA, USA;1. Department of Chemistry, Guru Nanak Dev University, Amritsar, 143005, Punjab, India;2. Department of Medicine, University of California, San Francisco, CA, USA;1. Medicinal Chemistry Department, Faculty of Pharmacy (Boys), Al-Azhar University, Cairo, 11884, Egypt;2. Pharmacognosy Department, Faculty of Pharmacy (Boys), Al-Azhar University, Cairo, 11884, Egypt;3. Medicinal Chemistry Department, Faculty of Pharmacy, Beni-Suef University, Beni-Suef, 62514, Egypt;4. Zoology Department, Faculty of Science, Al-Azhar University, Cairo, 11884, Egypt;5. National Center for Natural Products Research, University of Mississippi, University, MS, 38677, USA;6. Biopharmaceutical Product Research Department, Genetic Engineering and Biotechnology Research Institute, City of Scientific Research and Technological Applications, Alexandria, Egypt;7. Department of Plant Protection and Biomolecular Diagnosis, ALCRI City of Scientific Research and Technological Applications, Alexandria, Egypt;1. Medicinal Chemistry and Pharmacology, CSIR-Indian Institute of Chemical Technology, Hyderabad 500007, India;2. Chemistry Department, College of Science, King Saud University, Riyadh 11451, Saudi Arabia;3. Department of Medicinal Chemistry, National Institute of Pharmaceutical Education & Research (NIPER), Hyderabad 500037, India;1. Aix-Marseille Université, MD, Infections Parasitaires, Transmission, Pharmacologie et Thérapeutique IP-TPT UMR MD3, Faculté de Pharmacie, 27 Boulevard Jean Moulin – CS30064, 13385 Marseille Cedex 05, France;2. UNICAEN, CERMN (Centre d''Etudes et de Recherche sur le Médicament de Normandie-FR CNRS INC3M – SF ICORE, Université de Caen Basse-Normandie, UFR des Sciences Pharmaceutiques, Bd Becquerel), CS14032, F-14032 Caen, France;3. Université Paul Sabatier, CNRS, UPR-CNRS 8241 Laboratoire de Chimie de Coordination, Faculté des Sciences Pharmaceutiques, BP 44099, 205 Route de Narbonne, 31077 Toulouse Cedex 4, France;4. Université Paul Sabatier, IRD, UPS PHARMA-DEV, Equipe BIOCID UMR 152, Faculté des Sciences Pharmaceutiques, 35 Chemin des Maraîchers, 31400 Toulouse, France;5. Aix-Marseille Université, CNRS, ICR UMR 7273, Laboratoire de PharmacoChimie Radicalaire, Faculté de Pharmacie, 27 Boulevard Jean Moulin – CS30064, 13385 Marseille Cedex 05, France;6. Université Pierre et Marie Curie, INSERM, Immunité et Infection, UMR S945, Faculté de Médecine: CHU Pitié-Salpétrière, 91 Boulevard de l''Hôpital, 75013 Paris, France;7. WorldWide Antimalarial Resistance Network (WWARN) and Department of Genome Sciences, University of Washington, Foege Building S-250, Box 355065, 3720 15th Avenue NE, Seattle, WA 98195-5065, USA;1. Department of Chemistry, Guru Nanak Dev University, Amritsar 143005, Punjab, India;2. Department of Medicine, University of California, San Francisco, CA, USA |
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| Abstract: | An efficient and novel method for the preparation of spiropyrazolo4,3-d]pyrimidin]-7′(1′H)-ones by the condensation of 4-amino-1-methyl-3-propylpyrazole-5-carboxamide with ketones under mild conditions using catalytic InCl3 was reported. This method has been extended for the synthesis of novel spirobenzo4,5]thieno2,3-d]pyrimidine-2,3′-indoline]-2′,4(3H)-dione which are having potential applications in medicinal chemistry. All the synthesized compounds were evaluated for their anti-proliferative properties in vitro against cancer cell lines and several compounds were found to be active. Further in vitro studies revealed that inhibition of sirtuins could be the possible mechanism of action of these molecules. |
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| Keywords: | 4-Amino-1-methyl-3-propylpyrazole-5-carboxamide Spiro[benzo[4 5]thieno[2 3-d]pyrimidine-2 3′-indoline]-2′ 4(3H)-dione Anticancer agents |
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