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Synthesis of Novel Benzohydrazides Bearing 4-[3-Methyl-4-(methylsulfonyl)pyridin-2-yl] Moiety as Potential Antibacterial Agents
Corresponding Author(s) : Swamy Saidugari
Asian Journal of Chemistry,
Vol. 28 No. 3 (2016): Vol 28 Issue 3
Abstract
This work reports the synthesis and antibacterial activity of novel hydrazone derivatives 8a-k bearing 4-[3-methyl-4-(methylsulfonyl)pyridin-2-yl] moiety. Spectroscopic techniques like 1H NMR, mass and IR tools was utilized for the characterization of these hydrazone derivatives. The synthesized hydrazone derivatives were tested against a set of bacterial strains, namely, Escherichia coli, Pseudomonas aeruginosa, Staphylococcus aureus and Streptococcus pyogenes by paper disc diffusion method. Compounds 8b, 8d, 8e, 8f, 8h, 8i showed good antibacterial activity against the test organisms.
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- G. Uppal, S. Bala, S. Kamboj and M. Saini, Der Pharma. Chem., 3, 250 (2011).
- S.N. Pandeya, S.K. Srivastava, P. Rai and A. Singh, J. Sci. Res. Pharm., 1, 92 (2012).
- E.S. Coimbra, L.M.R. Antinarelli, A.D. Da Silva, M.L.F. Bispo, C.R. Kaiser and M.V.N. De Souza, Chem. Biol. Drug Des., 81, 658 (2013); doi:10.1111/cbdd.12112.
- E.S. Coimbra, A.D. Da Silva, R.M.P. Dias, R.C.N. Corrales, M.L.F. Bispo, C.R. Kaiser and M.V.N. De Souza, Mediter. J. Chem., 1, 106 (2011); doi:10.13171/mjc.1.3.2011.26.09.22.
- R.A. Rane and V.N. Telvekar, Bioorg. Med. Chem. Lett., 20, 5681 (2010); doi:10.1016/j.bmcl.2010.08.026.
- S. Rollas and G. Kucukguzel, Molecules, 12, 1910 (2007); doi:10.3390/12081910.
- H. Bayrak, A. Demirbas, N. Demirbas and S.A. Karaoglu, Eur. J. Med. Chem., 44, 4362 (2009); doi:10.1016/j.ejmech.2009.05.022.
- N. Upmanyu, S. Kumar, M. Kharya, K. Shah and P. Misra, Acta Pol. Pharm., 68, 213 (2011).
- M. Deutscher and C. Friedman, in eds.: A.G. Mainous and C. Pomeroy, Management of Antimicrobials in Infectious Diseases: Impact of Antibiotics; Springer Humana Press, New York, pp. 1-6 (2010).
- B.W. Behm and D.A. Peura, Expert Rev. Gastroenterol. Hepatol., 5, 439 (2011); doi:10.1586/egh.11.37.
- S. Lahiri, L.R. Vadali, S. Saidugari, V.N. Bandlamudi, P. Makam, S.R. Manukonda and D. Datta, Compounds for Producing Substituted Sulfoxides, Process for Producing the Same and Use Thereof, US Patent 8,513,427B2 (2013).
- D. Kaushik, S.A. Khan, G. Chawla and S.Kumar, Eur. J. Med. Chem., 45, 3943 (2010); doi:10.1016/j.ejmech.2010.05.049.
- S. Han, F.-F. Zhang, X. Xie and J.-Z. Chen, Eur. J. Med. Chem., 74, 73 (2014); doi:10.1016/j.ejmech.2013.12.018.
- J.-A. Jiang, J.-L. Du, Z.-G. Wang, Z.-N. Zhang, X. Xu, G.-L. Zheng and Y.-F. Ji, Tetrahedron Lett., 55, 1677 (2014); doi:10.1016/j.tetlet.2013.09.050.
- S. Narasimhan, S. Madhavan and K.G. Prasad, Synth. Commun., 27, 385 (1997); doi:10.1080/00397919708006037.
References
G. Uppal, S. Bala, S. Kamboj and M. Saini, Der Pharma. Chem., 3, 250 (2011).
S.N. Pandeya, S.K. Srivastava, P. Rai and A. Singh, J. Sci. Res. Pharm., 1, 92 (2012).
E.S. Coimbra, L.M.R. Antinarelli, A.D. Da Silva, M.L.F. Bispo, C.R. Kaiser and M.V.N. De Souza, Chem. Biol. Drug Des., 81, 658 (2013); doi:10.1111/cbdd.12112.
E.S. Coimbra, A.D. Da Silva, R.M.P. Dias, R.C.N. Corrales, M.L.F. Bispo, C.R. Kaiser and M.V.N. De Souza, Mediter. J. Chem., 1, 106 (2011); doi:10.13171/mjc.1.3.2011.26.09.22.
R.A. Rane and V.N. Telvekar, Bioorg. Med. Chem. Lett., 20, 5681 (2010); doi:10.1016/j.bmcl.2010.08.026.
S. Rollas and G. Kucukguzel, Molecules, 12, 1910 (2007); doi:10.3390/12081910.
H. Bayrak, A. Demirbas, N. Demirbas and S.A. Karaoglu, Eur. J. Med. Chem., 44, 4362 (2009); doi:10.1016/j.ejmech.2009.05.022.
N. Upmanyu, S. Kumar, M. Kharya, K. Shah and P. Misra, Acta Pol. Pharm., 68, 213 (2011).
M. Deutscher and C. Friedman, in eds.: A.G. Mainous and C. Pomeroy, Management of Antimicrobials in Infectious Diseases: Impact of Antibiotics; Springer Humana Press, New York, pp. 1-6 (2010).
B.W. Behm and D.A. Peura, Expert Rev. Gastroenterol. Hepatol., 5, 439 (2011); doi:10.1586/egh.11.37.
S. Lahiri, L.R. Vadali, S. Saidugari, V.N. Bandlamudi, P. Makam, S.R. Manukonda and D. Datta, Compounds for Producing Substituted Sulfoxides, Process for Producing the Same and Use Thereof, US Patent 8,513,427B2 (2013).
D. Kaushik, S.A. Khan, G. Chawla and S.Kumar, Eur. J. Med. Chem., 45, 3943 (2010); doi:10.1016/j.ejmech.2010.05.049.
S. Han, F.-F. Zhang, X. Xie and J.-Z. Chen, Eur. J. Med. Chem., 74, 73 (2014); doi:10.1016/j.ejmech.2013.12.018.
J.-A. Jiang, J.-L. Du, Z.-G. Wang, Z.-N. Zhang, X. Xu, G.-L. Zheng and Y.-F. Ji, Tetrahedron Lett., 55, 1677 (2014); doi:10.1016/j.tetlet.2013.09.050.
S. Narasimhan, S. Madhavan and K.G. Prasad, Synth. Commun., 27, 385 (1997); doi:10.1080/00397919708006037.