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Synthesis of Some Hippuric Acid Substrate Linked Novel Pyrazoles as Antimicrobial Agents
Corresponding Author(s) : Joginder Singh
Asian Journal of Chemistry,
Vol. 31 No. 3 (2019): Vol 31 Issue 3
Abstract
Escalating resistance of microorganisms to the currently accessible antimicrobial drugs has forced to synthesize some novel biologically active compounds as efficient alternates via economical substrates. Hence, hippuric acid was used as one of the starting materials to synthesize pyrazole derivatives. All the synthesized compounds were characterized by IR, NMR (1H & 13C) and mass spectral data. The antimicrobial potential of synthesized compounds has been explored against four bacterial and two fungal strains. Among the 12 compounds, 3 compounds 8j, 8k and 8l were found to exhibit prominent antimicrobial potential as compared with the standards ciprofloxacin and amphotericin-B.
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- V. Kumar, K. Kaur, G.K. Gupta and A.K. Sharma, Eur. J. Med. Chem., 69, 735 (2013a); https://doi.org/10.1016/j.ejmech.2013.08.053.
- K. Kaur, V. Kumar, A.K. Sharma and G.K. Gupta, Eur. J. Med. Chem., 77, 121 (2014); https://doi.org/10.1016/j.ejmech.2014.02.063.
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- V. Kumar, R. Aggarwal, P. Tyagi and S.P. Singh, Eur. J. Med. Chem., 40, 922 (2005); https://doi.org/10.1016/j.ejmech.2005.03.021.
- R. Aggarwal, V. Kumar, P. Tyagi and S.P. Singh, Bioorg. Med. Chem., 14, 1785 (2006); https://doi.org/10.1016/j.bmc.2005.10.026.
- R.M. Mohareb, N.N.E. El-Sayed and M.A. Abdelaziz, Molecules, 17, 8449 (2012); https://doi.org/10.3390/molecules17078449.
- J.P. Raval, A.B. Shah, N.H. Patel, H.V. Patel, P.S. Patel, K.K. Bhatt and K.R. Desai, Eur. J. Med. Chem., 2, 238 (2011); https://doi.org/10.5155/eurjchem.2.2.238-242.206.
- G.K. Gupta, V. Kumar and V. Kumar, Res. J. Chem. Environ., 15, 90 (2011).
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- L.T. Yu, M.T. Ho, C.Y. Chang and T.K. Yang, Tetrahedron Asymm., 18, 949 (2007); https://doi.org/10.1016/j.tetasy.2007.03.015.
- B.D. Mistry, K.R. Desai, J.A. Patel and N.I. Patel, Indian J. Chem., 51B, 746 (2012).
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- C.A.B. Rodrigues, J.M.G. Martinho and C.A.M. Afonso, J. Chem. Educ., 92, 1543 (2015); https://doi.org/10.1021/ed500212t.
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V. Kumar, K. Kaur, G.K. Gupta and A.K. Sharma, Eur. J. Med. Chem., 69, 735 (2013a); https://doi.org/10.1016/j.ejmech.2013.08.053.
K. Kaur, V. Kumar, A.K. Sharma and G.K. Gupta, Eur. J. Med. Chem., 77, 121 (2014); https://doi.org/10.1016/j.ejmech.2014.02.063.
G.S. Hassan, S.M. El-Messery, F.A.M. Al-Omary and H.I. El-Subbagh, Bioorg. Med. Chem. Lett., 22, 6318 (2012); https://doi.org/10.1016/j.bmcl.2012.08.095.
V. Kumar, R. Aggarwal, P. Tyagi and S.P. Singh, Eur. J. Med. Chem., 40, 922 (2005); https://doi.org/10.1016/j.ejmech.2005.03.021.
R. Aggarwal, V. Kumar, P. Tyagi and S.P. Singh, Bioorg. Med. Chem., 14, 1785 (2006); https://doi.org/10.1016/j.bmc.2005.10.026.
R.M. Mohareb, N.N.E. El-Sayed and M.A. Abdelaziz, Molecules, 17, 8449 (2012); https://doi.org/10.3390/molecules17078449.
J.P. Raval, A.B. Shah, N.H. Patel, H.V. Patel, P.S. Patel, K.K. Bhatt and K.R. Desai, Eur. J. Med. Chem., 2, 238 (2011); https://doi.org/10.5155/eurjchem.2.2.238-242.206.
G.K. Gupta, V. Kumar and V. Kumar, Res. J. Chem. Environ., 15, 90 (2011).
V. Kumar, K. Kaur, G.K. Gupta, A.K. Gupta and S. Kumar, Recent Pat. Inflamm. Allergy Drug Discov., 7, 124 (2013); https://doi.org/10.2174/1872213X11307020004.
M. Abdel-Aziz, G.E.-D.A. Abuo-Rahma and A.A. Hassan, Eur. J. Med. Chem., 44, 3480 (2009); https://doi.org/10.1016/j.ejmech.2009.01.032.
H. Bektas, N. Karaali, D. Sahin, A. Demirbas, S.A. Karaoglu and N. Demirbas, Molecules, 15, 2427 (2010); https://doi.org/10.3390/molecules15042427.
R. Kumar, R.R. Nair, S.S. Dhiman, J. Sharma and O. Prakash, Eur. J. Med. Chem., 44, 2260 (2009); https://doi.org/10.1016/j.ejmech.2008.06.004.
M. Shiradkar, G.V. Suresh Kumar, V. Dasari, S. Tatikonda, K.C. Akula and R. Shah, Eur. J. Med. Chem., 42, 807 (2007); https://doi.org/10.1016/j.ejmech.2006.12.001.
K. Sztanke, T. Tuzimski, J. Rzymowska, K. Pasternak and M. KandeferSzerszeñ, Eur. J. Med. Chem., 43, 404 (2008); https://doi.org/10.1016/j.ejmech.2007.03.033.
L.T. Yu, M.T. Ho, C.Y. Chang and T.K. Yang, Tetrahedron Asymm., 18, 949 (2007); https://doi.org/10.1016/j.tetasy.2007.03.015.
B.D. Mistry, K.R. Desai, J.A. Patel and N.I. Patel, Indian J. Chem., 51B, 746 (2012).
M.D. Amdare, K.R. Jogdand, L. Kathane, N. Ganesh, C.D. Padole, and D.K. Mahapatra D, J. Pharm. Chem. Biol. Sci., 5, 216 (2017).
C.A.B. Rodrigues, J.M.G. Martinho and C.A.M. Afonso, J. Chem. Educ., 92, 1543 (2015); https://doi.org/10.1021/ed500212t.
C. Nagamani, S.M. Basavarajaiah, S. Nagaraj and C.S. Devi, Int. J. Comput. Eng. Res., 6, 2250 (2016).
R. Ahmed, Indian J. Soc. Res., 13, 126 (2017).