Synthesis and characterization of 4-((5-bromo-1H-pyrazolo [3,4-b]pyridin-3-yl)amino)-N-(substituted)benzenesulfonamide as Antibacterial, and Antioxidant Candidates

A series of novel 5-Bromo-3-iodo-1H-pyrazolo[3,4-b]pyridine linked various sulfonamide derivatives 8a-8j poly functionalized were designed and synthesized in moderate to good yield.
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Synthesis and characterization of 4-((5-bromo-1H-pyrazolo [3,4-b]pyridin-3-yl)amino)-N-(substituted)benzenesulfonamide as Antibacterial, and Antioxidant Candidates Current Chemistry Letters 8 (2019) 177–186 Contents lists available at GrowingScience Current Chemistry Letters homepage: www.GrowingScience.comSynthesis and characterization of 4-((5-bromo-1H-pyrazolo [3,4-b]pyridin-3-yl)amino)-N-(substituted)benzenesulfonamide as Antibacterial, and AntioxidantCandidatesHiren H. Variyaa*, Vikram Panchala and Ganpat.R.Patelaa Department of Chemistry, Sheth M. N. Science College, NGES campus, Patan, IndiaCHRONICLE ABSTRACT Article history: A series of novel 5-Bromo-3-iodo-1H-pyrazolo[3,4-b]pyridine linked various sulfonamide Received May 8, 2019 derivatives 8a-8j poly functionalized were designed and synthesized in moderate to good Received in revised form yield. A starting with iodination of 5-Bromo-1H-pyrazolo[3,4-b]pyridine 5 with iodine May 12, 2019 produced intermediate 5-Bromo-3-iodo-1H-pyrazolo[3,4-b]pyridine 6 with the reaction of Accepted May 28, 2019 various sulfonamide derivatives 7a-7j via copper catalyzed coupling reaction produced Available online targeted compounds8a-8j. The isolated compounds were accepted by spectral and elemental May 28, 2019 analysis. The compounds 8a,8c,8d, and 8i were excellent active against Gram-positive and Keywords: gram-negative bacterial strain compare to streptomycin standard drug. All synthesized Sulfonamide, 1H-pyarazolo[3,4- b]pyridin compounds showed moderate to good antioxidant properties with used DPPH and Superoxide Antioxidant radical scavenging assay, Compounds 8c, 8g, and 8i exerted significant antioxidant scavenging Anti-bacterial activity activity for the DPPH radical. Spectral studies © 2019 by the authors; licensee Growing Science, Canada.1. Introduction Mainly medicinal scientist has drawn the awareness to discover and rapid development of N, S andO containing versatile heterocyclic entities because of their natural and synthetic occurrence,efficacious activities and biological evolution.1-2 Due to the first drug used as a preventive andchemotherapeutic agent and also the wide range of pharmacological applicability of sulfonamide (sulfadrugs), the researcher has been widely studied RSO2NH2 functionality containing compounds.3-,4 Thisfunctionality has an extensive verity of biological activities as Antibacterial and Antifungal activity5-6,Carbonic anhydrase inhibitors (CAIs)7-8, Anti cancer9 Anti HIV10-11, Cyclooxygenase-2 (COX-2)inhibitors12, Anti malarial13, type-II diabetes14, treating male erectile dysfunction15, etc. Another hand, The fused small synthesized heterocycles such as pyrazole work as potentpharmacophores such as celecoxib 1 sildenafil citrate 2 in figure-1 having sub structural populardrug.16-17 In addition, hetreobiaryle pyrazolopyridine (1H-pyrazolo[3,4-b]pyridine) considerableimportant in the group of fused heterocycles which has shown the most powerful therapeutic activity.Pyrazolo[3,4-b]pyridine show large numbers of significant biological properties such asantimicrobial18, antiviral19, antitumer18, analgesic20, anti inflammatory21, cyclooxygenase-(COX)inhibitors21, selective c-Met inhibitors22, selective Raf inhibitors23, antioxidant activities24, etc.* Corresponding author. Tel.: +91 9898968774 E-mail address: hirenvariya9@yahoo.com (H. H. Variya)© 2019 by the authors; licensee Growing Science, Canadadoi: 10.5267/j.ccl.2019.005.001178 It is a well-known literature study of Pyrazolo[3,4-b]pyridine combine with sulfonamides has beenfound an exhibit diverse range of therapeutic activities. Compound 3 reported by chandak et al. showedgood antibacterial and antifungal activities25, compound 4 reported by Yingjun Li et al. identifiedselective Raf inhibitors with potency B-RafV600E with IC50 low nanomo ...