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Synthesis and Antimicrobial Evaluation of 2-Aminobenzophenone Linked 1,4-Dihydropyridine Derivatives
Corresponding Author(s) : Jianjun Liu
Asian Journal of Chemistry,
Vol. 26 No. 16 (2014): Vol 26 Issue 16
Abstract
A series of novel aminobenzophenone linked 1,4-dihydropyridines (1,4-DHPs) hybrids were synthesized by incorporating aminobenzophenone moiety on 1,4-dihydropyridines scaffold (5a-f) and characterized by IR, 1H NMR and CHN elemental analysis. The synthesized compounds were tested for their in vitro antibacterial activity against the Gram-positive (Staphylococcus aureus) and Gram-negative (Escherichia coli) bacteria. Among all the synthesized compounds, compounds 5b, 5c and 5e have shown the maximum activity in their group whereas compounds 5a, 5d, 5f have shown the minimum activity.
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- R.R. Poondra, R.V. Nallamelli, C.L.T. Meda, B.N.V. Srinivas, A. Grover, J. Muttabathula, S.R. Voleti, B. Sridhar, M. Pal and K.V.L. Parsa, Bioorg. Med. Chem. Lett., 23, 1104 (2013); doi:10.1016/j.bmcl.2012.11.121.
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- S. Bahekar and D. Shinde, Acta Pharm., 52, 281 (2002).
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- S.Ulloora, R.Shabaraya, R.Ranganathan and A.V.Adhikari, Eur. J. Med. Chem., 70, 341 (2013); doi:10.1016/j.ejmech.2013.10.010.
- G.A. Wachter, M.C. Davis, A.R. Martin and S.G. Franzblau, J. Med. Chem., 41, 2436 (1998); doi:10.1021/jm9708745.
- V.L.R. Sana, V.R. Katla, S. Chennamsetty, A. Shaik and N.R. Chamarthi, Der Pharm. Sinica, 4, 10 (2013).
- A.M. Vijesh, A.M. Isloor, S.K. Peethambar, K.N. Shivananda, T. Arulmoli and N.A. Isloor, Eur. J. Med. Chem., 46, 5591 (2011); doi:10.1016/j.ejmech.2011.09.026.
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- D.A. Walsh, Synthesis, 677 (1980); doi:10.1055/s-1980-29169.
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- A. Sakunpak and P. Panichayupakaranant, Food Chem., 130, 826 (2012); doi:10.1016/j.foodchem.2011.07.088.
- P. Kaur, H. Sharma, R. Rana, D.N. Prasad and R.K. Singh, Asian J. Chem., 24, 5649 (2012).
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- Indian Pharmacopoeia, Government of India, Ministry of Health and Welfare, Published by Controller of publication, New Delhi, II, A105 (1996).
References
R.R. Poondra, R.V. Nallamelli, C.L.T. Meda, B.N.V. Srinivas, A. Grover, J. Muttabathula, S.R. Voleti, B. Sridhar, M. Pal and K.V.L. Parsa, Bioorg. Med. Chem. Lett., 23, 1104 (2013); doi:10.1016/j.bmcl.2012.11.121.
R. Boer and V. Gekeler, Drugs Future, 20, 499 (1995).
V.M. Briukhanov, Exp. Clin. Pharmacol., 57, 47 (1994).
S. Gullapalli and P. Ramarao, Neuropharmacology, 42, 467 (2002); doi:10.1016/S0028-3908(01)00200-3.
S. Bahekar and D. Shinde, Acta Pharm., 52, 281 (2002).
R. León, C. Ríos, J. Marco-Contelles, O. Huertas, X. Barril, F. Javier Luque, M.G. López, A.G. García and M. Villarroya, Bioorg. Med. Chem., 16, 7759 (2008); doi:10.1016/j.bmc.2008.07.005.
J. Marco-Contelles, R. León, C.de los Ríos, A. Samadi, M. Bartolini, V. Andrisano, O. Huertas, X. Barril, F.J. Luque, M.I. Rodríguez-Franco, B. López, M.G. López, A.G. García, M. do Carmo Carreiras and M. Villarroya, J. Med. Chem., 52, 2724 (2009); doi:10.1021/jm801292b.
S.Ulloora, R.Shabaraya, R.Ranganathan and A.V.Adhikari, Eur. J. Med. Chem., 70, 341 (2013); doi:10.1016/j.ejmech.2013.10.010.
G.A. Wachter, M.C. Davis, A.R. Martin and S.G. Franzblau, J. Med. Chem., 41, 2436 (1998); doi:10.1021/jm9708745.
V.L.R. Sana, V.R. Katla, S. Chennamsetty, A. Shaik and N.R. Chamarthi, Der Pharm. Sinica, 4, 10 (2013).
A.M. Vijesh, A.M. Isloor, S.K. Peethambar, K.N. Shivananda, T. Arulmoli and N.A. Isloor, Eur. J. Med. Chem., 46, 5591 (2011); doi:10.1016/j.ejmech.2011.09.026.
Y.L.N. Murthy, A. Rajack, M.T. Ramji, J. Jesonbabu, C. Praveen and K.A. Lakshmi, Bioorg. Med. Chem. Lett., 22, 6016 (2012); doi:10.1016/j.bmcl.2012.05.003.
V. Niraimathi, A.J. Suresh, S. Latha and S.C. Bala, Int. J. Pharm. Pharm. Sci., 4, 212 (2012).
D.A. Walsh, Synthesis, 677 (1980); doi:10.1055/s-1980-29169.
E.R. Ottosen, M.D. Sørensen, F. Björkling, T. Skak-Nielsen, M.S. Fjording, H. Aaes and L. Binderup, J. Med. Chem., 46, 5651 (2003); doi:10.1021/jm030851s.
S. Cortez-Maya, E. Cortes, S. Hernández-Ortega, T. Ramirez Apan and M. Martínez-García, Synth. Commun., 42, 46 (2012); doi:10.1080/00397911.2010.521435.
J.P. Liou, C.W. Chang, J.S. Song, Y.N. Yang, C.F. Yeh, H.Y. Tseng, Y.K. Lo, Y.L. Chang, C.M. Chang and H.P. Hsieh, J. Med. Chem., 45, 2556 (2002); doi:10.1021/jm010365+.
P. Cheng, Q. Zhang, Y-B. Ma, Z-Y. Jiang, X. M. Zhang, F.X. Zhang and J.J. Chen, Bioorg. Med. Chem. Lett., 18, 3787 (2008).
R.K. Singh, S. Devi and D.N. Prasad, Arab. J. Chem., doi:10.1016/j.arabjc.2011.11.013.
L. Sun, J. Wu, M. Luo, X. Wang, M. Pan, Z. Gou and D. Sun, Molecules, 16, 9739 (2011); doi:10.3390/molecules16119739.
A. Sakunpak and P. Panichayupakaranant, Food Chem., 130, 826 (2012); doi:10.1016/j.foodchem.2011.07.088.
P. Kaur, H. Sharma, R. Rana, D.N. Prasad and R.K. Singh, Asian J. Chem., 24, 5649 (2012).
P. Kaur and R.K. Singh, Chem. Sci. Trans, 2(S1), S295 (2013); doi:10.7598/cst2013.443.
Indian Pharmacopoeia, Government of India, Ministry of Health and Welfare, Published by Controller of publication, New Delhi, II, A105 (1996).