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Synthesis and Microbicidal Activity of Substituted 1,2,3-Triazoles having Amide and Hydroxy Functionality
Corresponding Author(s) : C.P. Kaushik
Asian Journal of Chemistry,
Vol. 29 No. 10 (2017): Vol 29 Issue 10
Abstract
A series of 1,4-disubstituted 1,2,3-triazoles was designed and synthesized from hydroxy terminal alkynes and 2-azido-N-substituted N-phenylpropanamides. All the synthesized substituted triazoles were characterized by spectral techniques (FT-IR, 1H NMR, 13C NMR, HRMS) and explored for in vitro antimicrobial activity against three Gram-negative bacteria Escherichia coli, Enterobacter aerogenes, Klebsiella pneumoniae; one Gram-positive bacteria Staphylococcus aureus and two fungal strains Candida albicans and Aspergillus niger. The bioactive assay of synthesized triazoles reflected moderate to good antibacterial and antifungal efficacy.
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- J. de O. Santos, G.R. Pereira, G.C. Brandao, T.F. Borgati, L.M. Arantes, R.C. de Paula, L.F. Soares, M.F.A. do Nascimento, M.R.C. Ferreira, A.G. Taranto, F.P. Varottig and A.B. de Oliveira, J. Braz. Chem. Soc., 27, 551 (2016); https://doi.org/10.5935/0103-5053.20150287.
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- N. Dubey, M.C. Sharma, A. Kumar and P. Sharma, Med. Chem. Res., 24, 2717 (2015); https://doi.org/10.1007/s00044-015-1329-5.
- T.B. Cassamale, E.C. Costa, D.B. Carvalho, N.S. Cassemiro, C.C. Tomazela, M.C.S. Marques, M. Ojeda, M.C.F. Matos, S. Albuquerque, C.C.P. Arrudab and A.C.M. Baroni, J. Braz. Chem. Soc., 27, 1217 (2016); https://doi.org/10.5935/0103-5053.20160017.
- P. Sambasiva Rao, C. Kurumurthy, B. Veeraswamy, G. Santhosh Kumar, Y. Poornachandra, C. Ganesh Kumar, S.B. Vasamsetti, S. Kotamraju and B. Narsaiah, Eur. J. Med. Chem., 80, 184 (2014); https://doi.org/10.1016/j.ejmech.2014.04.052.
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- C.P. Kaushik, A. Pahwa, R. Thakur and P. Kaur, Synth. Commun., 47, 368 (2017); https://doi.org/10.1080/00397911.2016.1265983.
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- Z.C. Dai, Y.F. Chen, M. Zhang, S.K. Li, T.T. Yang, L. Shen, J.X. Wang, S.-S. Qian, H.-L. Zhu and Y.-H. Ye, Org. Biomol. Chem., 13, 477 (2015); https://doi.org/10.1039/C4OB01758G.
References
J. de O. Santos, G.R. Pereira, G.C. Brandao, T.F. Borgati, L.M. Arantes, R.C. de Paula, L.F. Soares, M.F.A. do Nascimento, M.R.C. Ferreira, A.G. Taranto, F.P. Varottig and A.B. de Oliveira, J. Braz. Chem. Soc., 27, 551 (2016); https://doi.org/10.5935/0103-5053.20150287.
H.M. Faidallah, S.S. Panda, J.C. Serrano, A.S. Girgis, K.A. Khan, K.A. Alamry, T. Therathanakorn, M.J. Meyers, F.M. Sverdrup, C.S. Eickhoff, S.G. Getchell and A.R. Katritzky, Bioorg. Med. Chem. Lett., 24, 3527 (2016); https://doi.org/10.1016/j.bmc.2016.05.060.
N. Dubey, M.C. Sharma, A. Kumar and P. Sharma, Med. Chem. Res., 24, 2717 (2015); https://doi.org/10.1007/s00044-015-1329-5.
T.B. Cassamale, E.C. Costa, D.B. Carvalho, N.S. Cassemiro, C.C. Tomazela, M.C.S. Marques, M. Ojeda, M.C.F. Matos, S. Albuquerque, C.C.P. Arrudab and A.C.M. Baroni, J. Braz. Chem. Soc., 27, 1217 (2016); https://doi.org/10.5935/0103-5053.20160017.
P. Sambasiva Rao, C. Kurumurthy, B. Veeraswamy, G. Santhosh Kumar, Y. Poornachandra, C. Ganesh Kumar, S.B. Vasamsetti, S. Kotamraju and B. Narsaiah, Eur. J. Med. Chem., 80, 184 (2014); https://doi.org/10.1016/j.ejmech.2014.04.052.
Y. Ali, M.S. Alam, H. Hamid, A. Husain, S. Bano, A. Dhulap, C. Kharbanda, S. Nazreen and S. Haider, Eur. J. Med. Chem., 92, 490 (2015); https://doi.org/10.1016/j.ejmech.2015.01.001.
C.P. Kaushik, R. Luxmi, D. Singh and A. Kumar, Mol. Divers., 21, 137 (2017); https://doi.org/10.1007/s11030-016-9710-y.
P. Salehi, K. Babanezhad-Harikandei, M. Bararjanian, A. Al-Harrasi, M.A. Esmaeili and A. Aliahmadi, Med. Chem. Res., 25, 1895 (2016); https://doi.org/10.1007/s00044-016-1622-y.
C.P. Kaushik, A. Pahwa, R. Thakur and P. Kaur, Synth. Commun., 47, 368 (2017); https://doi.org/10.1080/00397911.2016.1265983.
Q. Li, W. Tan, C. Zhang, G. Gu and Z. Guo, Int. J. Biol. Macromol., 91, 623 (2016); https://doi.org/10.1016/j.ijbiomac.2016.06.006.
Z.C. Dai, Y.F. Chen, M. Zhang, S.K. Li, T.T. Yang, L. Shen, J.X. Wang, S.-S. Qian, H.-L. Zhu and Y.-H. Ye, Org. Biomol. Chem., 13, 477 (2015); https://doi.org/10.1039/C4OB01758G.