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Synthesis of novel 1,2,3-triazole tagged pyrazolo[3,4-b]pyridine derivatives and their cytotoxic activity
Institution:1. Fluoro Organic Division, CSIR-Indian Institute of Chemical Technology, Hyderabad 500 607, India;2. Biology division, CSIR-Indian Institute of Chemical Technology, Tarnaka, Hyderabad 500 607, India;1. Department of Chemistry, Faculty of Science, University of Zabol, Zabol, Iran;2. Young Researchers and Elite Club, Kerman Branch, Islamic Azad University, Kerman, Iran;3. Young Researchers and Elite Club, Neyshabur Branch, Islamic Azad University, Neyshabur, Iran;1. Laboratoire de Biologie Moléculaire et Cellulaire du Cancer, Fondation de Recherche Cancer et Sang, Hôpital Kirchberg, 9 Rue Edward Steichen, 2540 Luxembourg, Luxembourg;2. Department of Pharmacy, College of Pharmacy, Seoul National University, Seoul, 151-742, Republic of Korea;3. Laboratoire d''Ingénierie Moléculaire et Biochimie Pharmacologique (LIMBP), Université de Lorraine, SRSMC, Institut Jean Barriol, 1 Boulevard Arago, 57070, France;4. Laboratoire de Chimie Bioorganique et Analytique (LCBA), Université Hassan II Mohammedia-Casablanca, FST-Mohammedia, BP 146, 20800 Mohammedia, Morocco;1. Department of Pharmaceutical Organic Chemistry, Faculty of Pharmacy, Beni-Suef University, Beni-Suef 62514, Egypt;2. Pharmaceutical Sciences Department, Ibn Sina National College for Medical Studies, Jeddah 21418, Saudi Arabia;3. Department of Pharmaceutical Chemistry, College of Pharmacy, Jouf University, Sakaka, Al Jouf 2014, Saudi Arabia;1. Laboratoire de Chimie Hétérocyclique, Produits Naturels et Réactivité, Equipe: Chimie Médicinale et Produits Naturels, Faculté des Sciences de Monastir, Université de Monastir, Avenue de l’Environnement, 5019 Monastir, Tunisia;2. Université de Toulouse, Faculté de pharmacie de Toulouse, Laboratoire des Interactions Moléculaires et Réactivité Chimique et Photochimique UMR CNRS 5623, Université Paul-Sabatier, 118 route de Narbonne, F-31062 Toulouse, France;1. Department of Medicinal Chemistry, Faculty of Pharmacy, Mansoura University, Mansoura, 35516, Egypt;2. Department of Microbiology, Faculty of Pharmacy, Mansoura University, Mansoura, 35516, Egypt
Abstract:A series of novel 1,2,3-triazole tagged pyrazolo3,4-b]pyridine derivatives 3 and 4 were prepared respectively starting from 6-phenyl-4-(trifluoromethyl)-1H-pyrazolo3,4-b]pyridin-3-amine 1 via selective N-propargylation, followed by reaction with diverse substituted alkyl/perfluoroalkyl/aryl/aryl amide azides under Sharpless conditions. All the synthesized compounds 3 and 4 were screened for cytotoxic activity against four human cancer cell lines such as U937, THP-1, HL60 and B16-F10. Compounds 3e, 4g, 4i and 4j which showed promising activity have been identified.
Keywords:Propargylation  1  2  3-Triazoles  Sharpless conditions  Cytotoxic activity
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