Copyright (c) 2019 AJC
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Synthesis and Antimicrobial Activity of Piperine Analogues Containing 1,2,4-Triazole Ring
Corresponding Author(s) : Uma Devi Parimi
Asian Journal of Chemistry,
Vol. 31 No. 5 (2019): Vol 31 Issue 5
Abstract
A series 1,2,4-triazole piperine analogues (TP1-TP6) were designed and synthesized. The structures were confirmed using 1H NMR and 13C NMR. Antibacterial study was done using Gram-positive (Staphylococcus aureus and Bacillus cereus) and Gram-negative micro-organisms (E. coli and Pseudomonas aeruginosa) by disc diffusion method. Compound containing chloro substitution (TP6) showed the highest effect, while compound TP1, TP3, TP4, TP5 showed the moderate activity.
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References
E.L. Souza, T.L.M. Stamford, E.O. Lima, V.N. Trajano and J.M. Barbosa Filho, Braz. Arch. Biol. Technol., 48, 549 (2005); https://doi.org/10.1590/S1516-89132005000500007.
S.A. Lee, S.S. Hong, X.H. Han, J.S. Hwang, G.J. Oh, K.S. Lee, M.K. Lee, B.Y. Hwang and J.S. Ro, Chem. Pharm. Bull., 53, 832 (2005); https://doi.org/10.1248/cpb.53.832.
B. Chopra, A.K. Dhingra, R.P. Kapoor and D.N. Prasad, Open J. Chem., 3, 75 (2016); https://doi.org/10.2174/1874842201603010075.
I.A. Khan, Z.M. Mirza, A. Kumar, V. Verma and G.N. Qazi, Antimicrob. Agents Chemother., 50, 810 (2006); https://doi.org/10.1128/AAC.50.2.810–812.2006.
P. Ganesh, R.S. Kumar and P. Saranraj, Cent. Eur. J. Exp. Biol., 3, 36 (2014).
Z.M. Mirza, A. Kumar, N.P. Kalia, A. Zargar and I.A. Khan, J. Med. Microbiol., 60, 1472 (2011); https://doi.org/10.1099/jmm.0.033167-0.
Z. Zarai, E. Boujelbene, N.B. Salem, Y. Gargouri and A. Sayari, LWTFood Sci. Technol., 50, 634 (2013); https://doi.org/10.1016/j.lwt.2012.07.036.
T. Toyoda, L. Shi, S. Takasu, Y.M. Cho, Y. Kiriyama, A. Nishikawa, K. Ogawa, M. Tatematsu and T. Tsukamoto, Helicobacter, 21, 131 (2016); https://doi.org/10.1111/hel.12243.
W.L. Dong, Z.X. Liu, X.H. Liu, Z.M. Li, W.G. Zhao, Eur. J. Med. Chem., 45, 1919 (2010); https://doi.org/10.1016/j.ejmech.2010.01.032.
A.R. Bhat, A. Azam, I. Choi and F. Athar, Eur. J. Med. Chem., 46, 3158 (2011); https://doi.org/10.1016/j.ejmech.2011.04.013.
P. Umadevi, K. Deepti and D.V.R. Venugopal, Med. Chem. Res., 22, 5466 (2013); https://doi.org/10.1007/s00044-013-0541-4.
T.K.Z. Aldaly, J. Basrah Res., 36, 5 (2010).
A. Kumar, I.A. Khan, S. Koul, J.L. Koul, S.C. Taneja, I. Ali, F. Ali, S. Sharma, Z.M. Mirza, M. Kumar, P.L. Sangwan, P. Gupta, N. Thota and G.N. Qazi, J. Antimicrob. Chemother., 61, 1270 (2008); https://doi.org/10.1093/jac/dkn088.
R.M. Atlas, Handbook of Microbiological Media, CRC Press: London, pp. 1226 (2004).
B. Bonev, J. Antimicrob. Chemother., 61, 1295 (2008); https://doi.org/10.1093/jac/dkn090.
T. Johnson and C.L. Case, Laboratory Experiment in Microbiology, edn 5 (1998).
J.G. Cappucino and N. Sherman, Microbiology-A Laboratory Manual, edn 4, part 4. pp. 199 (2004).