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2019 | 119 | 125-138
Article title

Ultrasonicated Synthesis of Bio-potent Sulphonamides

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EN
About more than 85% yields of some aryl sulphonamides were synthesised by sodium acetate catalysed ultrasonication promoted condensation of aryl amines and benzene sulfonyl chlorides in room temperature. The synthesised sulfonamides were analysed with their physical constants, micro analysis and spectral techniques. The antioxidant potential of these sulfonamides were assessed by DPPH radical scavenging activity measurement using L-ascorbic acid as a standard. Antimicrobial activities of these sulfonamides have been assessed by disc diffusion method against their antimicrobial stains. Most of the sulfonamides shows antimicrobial activity. Many of the hydroxy and methoxy substituted sulfonamides showed significant antioxidant activity.
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Volume
119
Pages
125-138
Physical description
Contributors
  • Department of Chemistry, Annamalai University, Annamalainagar - 608002, India
References
  • [1] Daniel Bovet, C. F. Une chimie qui guérit: Histoire de la découverte des sulfamides, Paris, Payot, coll. Médecine et sociétés, 1988. ISBN 2-228-88108-2
  • [2] Dineshkumar, S & Thirunarayanan, G. (2018). Antimicrobial activities of some mesalazine sulfonamides, Der Pharma Chemica 10(10), 176-181.
  • [3] Otten, H. (1986). Domagk and the development of the sulphonamides, J. Antimicrob. Chemother. 17 (6), 689–696. doi:10.1093/jac/17.6.689.
  • [4] Slatore, C, G & Tilles, S. A. (2004). Sulfonamide hypersensitivity, Immun. Aller. Clin. North Amer. 24 (3): 477–490. doi:10.1016/j.iac.2004.03.011
  • [5] Scozzafava, A. et al. (2003). Anticancer and antiviral sulfonamides, Curr. Med. Chem. 10, 925-953
  • [6] Obayes, H. R. et al., (2017). Sulphonamides as corrosion inhibitor: Experimental and DFT studies, J. Mol. Struct. 1138, 27-34. DOI:https://doi.org/10.1016/ j.molstruc
  • [7] Jin, T-S. et al. (2004). Ultrasound-assisted synthesis of 2-amino-2-chromenes with cetyltrimethylammonium bromide in aqueous media, Ultrason. Sonochem. 11, Issue 6, 393-397. DOI:https://doi.org/10.1016/j.ultsonch.2003.10.002
  • [8] Skrabalak, S. E. (2009). Ultrasound-assisted synthesis of carbon materials, Phy. Chem. Chem. Phy. 11, 4930-4942. DOI:http://dx.doi.org/10.1039/B823408F
  • [9] Saha, S. Kr. et al. (2014). Ultrasound assisted green synthesis of poly(vinyl alcohol) capped silver nanoparticles for the study of its antifilarial efficacy, Appl. Surface Sci. 288, 625-632. https://doi.org/10.1016/j.apsusc.2013.10.085
  • [10] Pan, X. et al. (2015). Synthesis of sulfonamides via I2-mediated reaction of sodium with amines in an aqueous medium at room temperature. Green Chem. 17, 1400-1403. DOI:10.1039/C4GC02115K
  • [11] Sridhar, R et al. (2007). β‐Cyclodextrin‐Catalyzed Monosulfonylation of Amines and Amino Acids in Water, Adv. Synth. Catal. 349, 1873-1876. DOI: https://doi.org/ 10.1002/ adsc.200600652
  • [12] Jafarpour, M., et al. (2011). Efficient Organic Transformations Mediated by ZrOCl2·8H2O in Water. Phosphorus, Sulfur, and Silicon and the Related Elements 186, 140-148. DOI: https://doi.org/10.1080/10426507.2010.519159
  • [13] Álvarez, A. P. et al., (2016). Iridium(III) Complexes Bearing Chelating Bis‐NHC Ligands and Their Application in the Catalytic Reduction of Imines. Eur. J. Inorg. Chem. 4598–4603. DOI: 10.1002/ejic.201600922
  • [14] Harmata, M. et al. (2007). Expedient synthesis of sulfinamides from sulfonyl chlorides. J. Org. Chem. 72, 683-685. DOI:10.1021/jo062296i
  • [15] Kamal, A., et al., (2011). Synthesis and biological evaluation of 3,5-diaryl isoxazoline/ isoxazole linked 2,3-dihydroquinazolinone hybrids as anticancer agents. Eur. J. Med. Chem. 46, 691-703.DOI: 10.1016/j.ejmech.2010.12.004
  • [16] Tamaddon, F., et al., (2011). CsF–Celite as an efficient heterogeneous catalyst for sulfonylation and desulfonylation of heteroatoms. Catal. Commun. 12, 1477-1482. https://doi.org/10.1016/j.catcom.2011.04.005
  • [17] Tamaddon, F., et al., (2011). ZnO and ZnO-nanoparticles: Efficient and reusable heterogeneous catalysts for one-pot synthesis of N-acylsulfonamides and sulfonate esters. J. Mol. Catal. A: Chem. 351, 41-45. https://doi.org/10.1016/j.molcata.2011.09.010
  • [18] Kang, H. H., et al., (2003). Metal oxide in aqueous organic solution promoted chemoselective N-sulfonylation of hydrophilic amino alcohols. Tetrahedron. Lett. 44, 7225-7227. https://doi.org/10.1016/S0040-4039(03)01666-6.
  • [19] Lakrout, S., et al., (2014). A simple and eco-sustainable method for the sulfonylation of amines under microwave-assisted solvent-free conditions. RSC. Adv. 4, 16027-16032. DOI: 10.1039/C4RA01346H
  • [20] Dineshkumar, S., et al., (2016). The utilization of copper/zeolite as catalyst in the microwave-assisted synthesis of some novel sulfonamide derivatives, Ovidius Univ. Annals Chem. 27, 22-27. DOI:10.1515/auoc-2016-0005
  • [21] Thirunarayanan, G & Vanangamudi, G., (2011). Synthesis, spectral studies, antimicrobial, antioxidant and insect antifeedant activities of some 9H-fluorene-2-yl keto-oxiranes, Spectrochim Acta, 81A, 390-396, DOI: 10.1016/j.saa.2011.06.027. IF: 2.360
  • [22] Vanangamudi, G. et al. (2017). Synthesis, spectral linearity, antimicrobial, antioxidant and insect antifeedant activities of some 2,5-dimethyl-3-thienyl chalcones, Arabian J. Chem. 10, S1254-S1266, DOI: 10.1016/j.arabjc.2013.03.006.
  • [23] A. W. Bauer, W. M. M. Kirby, J. C. Sherris and M. Truck, Antibiotic Susceptibility Testing by a Standardized Single Disk Method. Am. J. Clin. Pathol. 45 (1966) 493-498.
  • [24] Thirunarayanan, G. (2018). National International Conference on Recent trends in Material Science (RTMS 2018) 19 & 20th December 2018, Department of Physics, Annamalai University, Annamalainagar-608002, Ultrasonicated synthesis of antioxidant sulfonamides, OP30, pp.78.
Document Type
article
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YADDA identifier
bwmeta1.element.psjd-86f51bdf-1105-4e89-9437-c8784a7d91cf
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