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Copyright (c) 2014 J.N. Asegbeloyin1, I.C. Agbo2, P.O. Ukoha1, I. Babahan3, E.C. Okafor1
This work is licensed under a Creative Commons Attribution 4.0 International License.
Synthesis, Characterization and in vitro Antibacterial Activity of Co(II), Cu(II) and Ni(II) Complexes with 4-Acylpyrazol-5-one Schiff Bases
Corresponding Author(s) : J.N. Asegbeloyin1
Asian Journal of Chemistry,
Vol. 26 No. 23 (2014)
Abstract
The condensation reactions of 4-acylpyrazol-5-ones with some organic molecules with hydrazide moiety gave ONO and ONS donor Schiff base ligands. The ligands behaved as mono-anionic species when reacted with Co(II), Cu(II) and Ni(II) chlorides to form six co-ordinate ML2 type metal complexes. IR spectra show that the ligands act in a tridentate manner and coordinated ONO and ONS donor groups of the ligands to Ni(II), Cu(II) and Co(II) ions. The ligands and complexes were characterized by elemental analysis and spectroscopic methods, while the metal complexes were further characterized by conductivity and magnetic measurements. All the synthesized compounds were screened for their in vitro antibacterial activity against some Gram positive and Gram negative clinical bacterial strains. The metal complexes showed better antibacterial activity when compared to the Schiff bases.
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- E.C. Okafor, Spectrochim. Acta A, 40, 397 (1984).
- E.C. Okafor and B.A. Uzoukwu, Synth. React. Inorg. Met.-Org. Chem., 21, 825 (1991).
- N.J. Parmar and S.B. Teraiya, J. Coord. Chem., 62, 2388 (2009).
- B.S. Jensen, H. Meier, K. Lundquist and S. Refn, Acta Chem. Scand., 13, 1668 (1959).
- E.C. Okafor, P.U. Adiukwu and B.A. Uzoukwu, Synth. React. Inorg. Met.-Org. Chem., 23, 97 (1993).
- B.A. Uzoukwu and P.U. Adiukwu, Synth. React. Inorg. Met.-Org. Chem., 27, 509 (1997).
- L. Liu, D. Jia, Y. Qiao, Y. Ji and K. Yu, J. Chem. Crystallogr., 32, 255 (2002).
- Y.F. Sun and Y.P. Cui, Acta Crystallogr., E64, o678 (2008).
- B.A. Uzoukwu, K. Gloe and H. Duddeck, Synth. React. Inorg. Met.-Org. Chem., 28, 819 (1998).
- Z.-Y. Yang, Synth. React. Inorg. Met.-Org. Chem., 32, 903 (2002).
- J.D. Patel and P.J. Shah, E-J. Chem., 7, 357 (2010).
- T. Rosu, S. Pasculescu, V. Lazar, C. Chifiriuc and R. Cernat, Molecules, 11, 904 (2006).
- A.S. Amarasekara, O.S. Owereh and S.K. Aghara, J. Sol-Gel Sci. Technol., 52, 382 (2009).
- P.O. Ukoha, E.C. Okafor, J.N. Asegbeloyin and L.N. Obasi, Inter. J. Chem., 17, 217 (2007).
- J.N. Asegbeloyin, E.C. Okafor, N.N. Ukwueze, I. Babahan and I. C. Agbo, Asian J. Chem., 26, 2753 (2014).
- M. Cheesebrough, District Laboratory Practice in Tropical Countries, Part 2, Cambridge University Press, pp. 125-267 (2004).
- C. Perez, M. Pauli and P. Bazergue, Acta Biol. Med. Exp., 15, 113 (1990).
- R.C. Aggarwal and T.R. Tao, Curr. Sci., 46, 625 (1977).
- B.S. Garg and I. Kapur, Inorg. Chim. Acta, 173, 223 (1990).
- R. Sreekala and K.K. Mohammed Yusuff, Synth. React. Inorg. Met. Org. Chem., 24, 1773 (1994).
- G. Xu, L. Zhang, L. Liu, G. Liu and D. Jia, Polyhedron, 27, 12 (2008).
- Z.Y. Yang, R.D. Yang, F.S. Li and K.B. Yu, Polyhedron, 19, 2599 (2000).
- M.F. Iskander, C. El-sayed, N.M.H. Salem, W. Haase, H.J. Linder and S. Foro, Polyhedron, 23, 23 (2004).
- R. Rajavel, M.S. Vadivu and C. Anitha, E-J. Chem., 5, 620 (2008).
- M. Thankamony and K. Mohanan, Indian J. Chem., 46A, 249 (2007).
- N.R. Pramanik, S. Ghosh, T.K. Raychaudhuri, S. Chaudhuri, M.G.B. Drew and S.S. Mandal, J. Coord. Chem., 60, 2177 (2007).
- S. Belaid, A. Landreau, S. Djebbar, O. Benali-Baitich, M.A. Khan and G. Bouet, Transition Met. Chem., 33, 511 (2008).
- P.B. Sreeja and M.R.P. Kurup, Spectrochim. Acta, 61, 331 (2005).
- A.P. Mishra and L.R. Pandey, Indian J. Chem., 44A, 1800 (2005).
- N. Raman, A. Kulandaisamy, C. Thangaraja and K. Jeyasubramanian, Transition Metal Chem, 28, 29 (2003).
- N.H. Al-Shaalan, Molecules, 16, 8629 (2011).
- D.M. Fouad and A. Bayoumi, Natural Sci., 2, 817 (2010).
- F.A. Carey, Organic Chemistry, McGraw-Hill Companies Inc. U.S.A., edn 4, pp. 672-675 (2000).
- K.A. Kana, N.R. Parek, H. Dabhi and S.S. Nadkarni, E-J. Chem., 6, 747 (2009).
- E.C. Okafor, Spectrochim. Acta A, 37, 939 (1981).
- H.W. Dudley and F. Ian, Spectroscopic Methods in Organic Chemistry, McGraw-Hill Int. Ltd., United Kingdom, edn 4, pp. 63-148 (1989).
- A.N. El-tajory, M.M. El-ajaily and A.A. Maihub, Pure Appl. Sci. J. Sebha Univ., 5, 106 (2006).
- A.S. Munde, A.N. Jagdale, S.M. Jadhav and T.K. Chondhekar, J. Korean Chem. Soc., 53, 407 (2009).
- G.M. Gehad, M.M. Omar and A.M. Hindy, Turk. J. Chem., 30, 361 (2006).
- S. Chandra and A. Kumar, Spectrochim. Acta A, 66, 1347 (2007).
- U.L. Kala, S. Suma, M.R.P. Kurup, S. Krishnan and R.P. John, Polyhedron, 26, 1427 (2007).
- C.J. Ballhauseu, An Introduction to Ligand Field Theory, McGraw Hill, New York (1962).
- A.B.P. Lever and E.I. Solomon, Inorganic Electronic Structure and Spectroscopy, Applications and Case Studies, John Wiley & Sons, INC, Vol II, pp. 75 (2006).
- J.D. Lee, Concise Inorganic Chemistry, Blackwell Science Ltd, Oxford, edn 5, pp. 713-853, 954-970 (1996).
- C.H. Collins and P.M. Lyne, In Microbial Methods, University Park Press, Baltimore (1970).
- B.G. Tweedy, Phytopathology, 55, 910 (1964).
- K. Kralova, K. Kissova, O. Svajlenova and J. Vanco, Chem. Pap., 58, 361 (2004).
- N. Raman, Res. J. Chem. Environ., 9, 79 (2005).
- H.H. Willianm and V. Stephen, Theory and Application of Microbiological Assays, Academic Press, San Diego (1989).
References
E.C. Okafor, Spectrochim. Acta A, 40, 397 (1984).
E.C. Okafor and B.A. Uzoukwu, Synth. React. Inorg. Met.-Org. Chem., 21, 825 (1991).
N.J. Parmar and S.B. Teraiya, J. Coord. Chem., 62, 2388 (2009).
B.S. Jensen, H. Meier, K. Lundquist and S. Refn, Acta Chem. Scand., 13, 1668 (1959).
E.C. Okafor, P.U. Adiukwu and B.A. Uzoukwu, Synth. React. Inorg. Met.-Org. Chem., 23, 97 (1993).
B.A. Uzoukwu and P.U. Adiukwu, Synth. React. Inorg. Met.-Org. Chem., 27, 509 (1997).
L. Liu, D. Jia, Y. Qiao, Y. Ji and K. Yu, J. Chem. Crystallogr., 32, 255 (2002).
Y.F. Sun and Y.P. Cui, Acta Crystallogr., E64, o678 (2008).
B.A. Uzoukwu, K. Gloe and H. Duddeck, Synth. React. Inorg. Met.-Org. Chem., 28, 819 (1998).
Z.-Y. Yang, Synth. React. Inorg. Met.-Org. Chem., 32, 903 (2002).
J.D. Patel and P.J. Shah, E-J. Chem., 7, 357 (2010).
T. Rosu, S. Pasculescu, V. Lazar, C. Chifiriuc and R. Cernat, Molecules, 11, 904 (2006).
A.S. Amarasekara, O.S. Owereh and S.K. Aghara, J. Sol-Gel Sci. Technol., 52, 382 (2009).
P.O. Ukoha, E.C. Okafor, J.N. Asegbeloyin and L.N. Obasi, Inter. J. Chem., 17, 217 (2007).
J.N. Asegbeloyin, E.C. Okafor, N.N. Ukwueze, I. Babahan and I. C. Agbo, Asian J. Chem., 26, 2753 (2014).
M. Cheesebrough, District Laboratory Practice in Tropical Countries, Part 2, Cambridge University Press, pp. 125-267 (2004).
C. Perez, M. Pauli and P. Bazergue, Acta Biol. Med. Exp., 15, 113 (1990).
R.C. Aggarwal and T.R. Tao, Curr. Sci., 46, 625 (1977).
B.S. Garg and I. Kapur, Inorg. Chim. Acta, 173, 223 (1990).
R. Sreekala and K.K. Mohammed Yusuff, Synth. React. Inorg. Met. Org. Chem., 24, 1773 (1994).
G. Xu, L. Zhang, L. Liu, G. Liu and D. Jia, Polyhedron, 27, 12 (2008).
Z.Y. Yang, R.D. Yang, F.S. Li and K.B. Yu, Polyhedron, 19, 2599 (2000).
M.F. Iskander, C. El-sayed, N.M.H. Salem, W. Haase, H.J. Linder and S. Foro, Polyhedron, 23, 23 (2004).
R. Rajavel, M.S. Vadivu and C. Anitha, E-J. Chem., 5, 620 (2008).
M. Thankamony and K. Mohanan, Indian J. Chem., 46A, 249 (2007).
N.R. Pramanik, S. Ghosh, T.K. Raychaudhuri, S. Chaudhuri, M.G.B. Drew and S.S. Mandal, J. Coord. Chem., 60, 2177 (2007).
S. Belaid, A. Landreau, S. Djebbar, O. Benali-Baitich, M.A. Khan and G. Bouet, Transition Met. Chem., 33, 511 (2008).
P.B. Sreeja and M.R.P. Kurup, Spectrochim. Acta, 61, 331 (2005).
A.P. Mishra and L.R. Pandey, Indian J. Chem., 44A, 1800 (2005).
N. Raman, A. Kulandaisamy, C. Thangaraja and K. Jeyasubramanian, Transition Metal Chem, 28, 29 (2003).
N.H. Al-Shaalan, Molecules, 16, 8629 (2011).
D.M. Fouad and A. Bayoumi, Natural Sci., 2, 817 (2010).
F.A. Carey, Organic Chemistry, McGraw-Hill Companies Inc. U.S.A., edn 4, pp. 672-675 (2000).
K.A. Kana, N.R. Parek, H. Dabhi and S.S. Nadkarni, E-J. Chem., 6, 747 (2009).
E.C. Okafor, Spectrochim. Acta A, 37, 939 (1981).
H.W. Dudley and F. Ian, Spectroscopic Methods in Organic Chemistry, McGraw-Hill Int. Ltd., United Kingdom, edn 4, pp. 63-148 (1989).
A.N. El-tajory, M.M. El-ajaily and A.A. Maihub, Pure Appl. Sci. J. Sebha Univ., 5, 106 (2006).
A.S. Munde, A.N. Jagdale, S.M. Jadhav and T.K. Chondhekar, J. Korean Chem. Soc., 53, 407 (2009).
G.M. Gehad, M.M. Omar and A.M. Hindy, Turk. J. Chem., 30, 361 (2006).
S. Chandra and A. Kumar, Spectrochim. Acta A, 66, 1347 (2007).
U.L. Kala, S. Suma, M.R.P. Kurup, S. Krishnan and R.P. John, Polyhedron, 26, 1427 (2007).
C.J. Ballhauseu, An Introduction to Ligand Field Theory, McGraw Hill, New York (1962).
A.B.P. Lever and E.I. Solomon, Inorganic Electronic Structure and Spectroscopy, Applications and Case Studies, John Wiley & Sons, INC, Vol II, pp. 75 (2006).
J.D. Lee, Concise Inorganic Chemistry, Blackwell Science Ltd, Oxford, edn 5, pp. 713-853, 954-970 (1996).
C.H. Collins and P.M. Lyne, In Microbial Methods, University Park Press, Baltimore (1970).
B.G. Tweedy, Phytopathology, 55, 910 (1964).
K. Kralova, K. Kissova, O. Svajlenova and J. Vanco, Chem. Pap., 58, 361 (2004).
N. Raman, Res. J. Chem. Environ., 9, 79 (2005).
H.H. Willianm and V. Stephen, Theory and Application of Microbiological Assays, Academic Press, San Diego (1989).