Generic placeholder image

Letters in Drug Design & Discovery

Editor-in-Chief

ISSN (Print): 1570-1808
ISSN (Online): 1875-628X

Research Article

Synthesis Characterization and Biological Activity of 4-Methyl-benzene Sulfonohydrazide Derivatives

Author(s): Preeti Verma, Sushil Kumar, Smriti Ojha* and Sudhanshu Mishra

Volume 21, Issue 3, 2024

Published on: 23 November, 2022

Page: [529 - 541] Pages: 13

DOI: 10.2174/1570180820666221024141247

Price: $65

Abstract

Background: A schiff base is generally a bi- or tri-dentate ligand capable of forming stable complexes with transition metals. Schiff base complexes have synthetic flexibilities and biological activity against various diseases.

Objective: In the current study, Schiff bases compounds (PV1 - PV5) were synthesized from 4-methyl-1- benzene sulfonyl chloride. Subsequently, the synthesized products were analyzed for their antibacterial activity.

Methods: Schiff base is a nitrogen analog with a carbonyl group. The reaction that results in the formation of new complexes involves the condensation of carbonyl compounds with an amine group. Furthermore, thin layer chromatography, FT-IR spectroscopy, and 1H-NMR were performed for product characterization.

Results: All five complexes were successfully synthesized and some of the compounds demonstrated antibacterial, antifungal, anti-inflammatory and analgesic properties.

Conclusion: The results confirmed the structure and presence of functional groups as per the scheme of synthesis. These synthesized compounds have the potential to treat the studied diseases and could be used as therapeutic candidates if further research is done.

Graphical Abstract

[1]
Schiff, H. Communications from the University Laboratory in Pisa: A new series of organic bases. Justus Liebigs Ann. Chem., 1864, 131(1), 118-119.
[http://dx.doi.org/10.1002/jlac.18641310113]
[2]
Imrie, C.; Engelbrecht, P.; Loubser, C.; McCleland, C.W. Monosubstituted thermotropic ferrocenomesogens: An overview 1976-1999. Appl. Organomet. Chem., 2001, 15(1), 1-15.
[http://dx.doi.org/10.1002/1099-0739(200101)15:1<1:AID-AOC109>3.0.CO;2-3]
[3]
Anitha, C.; Sumathi, S.; Tharmaraj, P.; Sheela, C.D. Synthesis, characterization, and biological activity of some transition metal complexes derived from novel hydrazone azo schiff base ligand. Int. J. Inorg. Chem., 2011, 2011, 1-8.
[http://dx.doi.org/10.1155/2011/493942]
[4]
Arulmurugan, S.; Kavitha, P.H.; Venkatraman, R.P. Biological activities of Schiff base and its complexes: A review. Rasayan J. Chem., 2010, 3(3), 385-410.
[5]
Bhat, M.A.; Imran, M.; Khan, S.A.; Siddiqui, N. Biological activitities of sulfonamides. J. Pharm. Sci., 2005, 67, 151-159.
[6]
Pandey, S.N.; Lakshmi, V.S.; Pandey, A. Biological activity of Mannich bases. Indian J. Pharm. Sci., 2003, 65, 213-222.
[7]
Guo, Z.; Xing, R.; Liu, S.; Zhong, Z.; Ji, X.; Wang, L.; Li, P. Antifungal properties of Schiff bases of chitosan, N-substituted chitosan and quaternized chitosan. Carbohydr. Res., 2007, 342(10), 1329-1332.
[http://dx.doi.org/10.1016/j.carres.2007.04.006] [PMID: 17485075]
[8]
Haddad, R.; Yousif, E.; Ahmed, A. Synthesis and characterization of transition metal complexes of 4-amino-5-pyridyl-4H-1,2,4-triazole-3-thiol. Springerplus, 2013, 2(1), 510.
[http://dx.doi.org/10.1186/2193-1801-2-510] [PMID: 24133653]
[9]
Winter, C.A.; Risley, E.A.; Nuss, G.W. Carrageenin-induced edema in hind paw of the rat as an assay for antiiflammatory drugs. Exp. Biol. Med., 1962, 111(3), 544-547.
[http://dx.doi.org/10.3181/00379727-111-27849] [PMID: 14001233]
[10]
Asundaria, S.T.; Patel, S.A.; Mehta, K.M.; Patel, K.C. Synthesis, characterization and antimicrobial studies of some novel 1,3,4-thiadiazolium-2-thiolate derivatives. S. Afr. J. Chem., 2015, 63, 141-144.
[11]
Al-Omar, M.A.; Amr, A.E.G.E. Synthesis of some new pyridine-2,6-carboxamide-derived Schiff bases as potential antimicrobial agents. Molecules, 2010, 15(7), 4711-4721.
[http://dx.doi.org/10.3390/molecules15074711] [PMID: 20657387]
[12]
Bauer, A.W.; Kirby, W.M.M.; Sherris, J.C.; Turck, M. Antibiotic susceptibility testing by a standardized single disk method. Am. J. Clin. Pathol., 1966, 45(4_ts), 493-496.
[http://dx.doi.org/10.1093/ajcp/45.4_ts.493] [PMID: 5325707]
[13]
Kulkarni, S.K. Heat and other physiological stress-induced analgesia: Catecholamine mediated and naloxone reversible response. Life Sci., 1980, 27(3), 185-188.
[http://dx.doi.org/10.1016/0024-3205(80)90136-8] [PMID: 7401932]
[14]
D’Amour, F.E.; Smith, D.L. A method for determining loss of pain sensation. J. Pharmacol. Exp. Ther., 1941, 72, 74-78.

Rights & Permissions Print Cite
© 2024 Bentham Science Publishers | Privacy Policy