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Synthesis, Spectroscopic Characterization, Antibacterial and Corrosion Inhibitory Activities of Some 3d-Metal Complexes of [(2-Pyrrole-2-carboxaldehyde)-3-isatin]bishydrazone
Corresponding Author(s) : S.S. Swathy
Asian Journal of Chemistry,
Vol. 27 No. 12 (2015): Vol 27 Issue 12
Abstract
A novel bishydrazone was synthesized by the condensation of isatin monohydrazone with pyrrole-2-carboxaldehyde, which formed a series of complexes with manganese(II), cobalt(II), nickel(II), copper(II) and zinc(II). The ligand and the metal complexes were characterized on the basis of elemental analysis, molar conductance, magnetic moment, IR, UV-visible, 1H NMR, EPR and thermal analysis. Spectral studies revealed that the ligand acted as neutral bidentate, coordinating to the metal ion through the aldimine nitrogen and carbonyl oxygen atom of the isatin moiety. The low molar conductance values indicate that all complexes are non-electrolytes. Based on the spectral results and magnetic susceptibility measurements, suitable geometry was proposed for each metal complex. The EPR spectral data of copper(II) complex indicated that metal-ligand bond had considerable covalent character. The ligand and its nickel(II) complex were subjected to XRD studies. In vitro biological screening effects of the compounds were tested against the some selected bacteria by the agar disc diffusion method. The corrosion inhibitory activity of the ligand and its nickel(II) complex used in acid (H2SO4) media was examined by open circuit potential measurements.
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- M.C. Rodrìguez-Argüelles, M.B. Ferrari, F. Bisceglie, C. Pelizzi, G. Pelosi, S. Pinelli and M. Sassi, J. Inorg. Biochem., 98, 313 (2004); doi:10.1016/j.jinorgbio.2003.10.006.
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References
M.C. Rodrìguez-Argüelles, M.B. Ferrari, F. Bisceglie, C. Pelizzi, G. Pelosi, S. Pinelli and M. Sassi, J. Inorg. Biochem., 98, 313 (2004); doi:10.1016/j.jinorgbio.2003.10.006.
S.K. Sridhar and A. Ramesh, Biol. Pharm. Bull., 24, 1149 (2001); doi:10.1248/bpb.24.1149.
P. Paciorek, J. Szklarzewicz, A. Jasińska, B. Trzewik, W. Nitek and M. Hodorowicz, Polyhedron, 87, 226 (2015); doi:10.1016/j.poly.2014.11.018.
B. Holló, J. Magyari, V. Zivkovic-Radovanovic, G. Vuckovic, Z.D. Tomic, I.M. Szilágyi, G. Pokol and K.M. Szécsényi, Polyhedron, 80, 142 (2014); doi:10.1016/j.poly.2014.03.007.
A. Taha, A.A.A. Emara, M.M. Mashaly and O.M.I. Adly, Spectrochim. Acta A, 130, 429 (2014); doi:10.1016/j.saa.2014.04.007.
A.D.M. Mohamad, M.K. Rabia, N.M. Ismail and A.A. Mahmoud, Int. J. Chem. Kinet., 46, 451 (2014); doi:10.1002/kin.20861.
J.F. Alcock, R.J. Baker and A.A. Diamantis, Aust. J. Chem., 25, 289 (1972); doi:10.1071/CH9720289.
J.R. Dilworth, Coord. Chem. Rev., 21, 29 (1976); doi:10.1016/S0010-8545(00)82050-0.
M. Katyal and Y. Dutt, Talanta, 22, 151 (1975); doi:10.1016/0039-9140(75)80161-5.
A. Ercag, S.O. Yildirim, M. Akkurt, M.U. Ozgar and F.W. Heinemann, Chin. Chem. Lett., 17, 243 (2006).
S.N. Pandeya, D. Sriram, G. Nath and E. De Clercq, Pharm. Acta Helv., 74, 11 (1999); doi:10.1016/S0031-6865(99)00010-2.
S.K. Sridhar, S.N. Pandeya, J.P. Stables and A. Ramesh, Eur. J. Pharm., 16, 129 (2002); doi:10.1016/S0928-0987(02)00077-5.
L.P. Nitha, R. Aswathy, N.E. Mathews, B.S. Kumari and K. Mohanan, Spectrochim. Acta A, 118, 154 (2014); doi:10.1016/j.saa.2013.08.075.
A.W. Bauer, W.M.M. Kirby, J.C. Sherries and M. Turck, Am. J. Clin. Pathol., 45, 493 (1966).
N. Singh, S. Hingorani, J. Srivastava, V. Puri and B.V. Agarwala, Synth. React. Inorg. Met. Org. Chem., 22, 1283 (1992); doi:10.1080/15533179208017841.
P.K. Singh and D.N. Kumar, Spectrochim. Acta A, 64, 853 (2006); doi:10.1016/j.saa.2005.08.014.
J.R. Ferraro, Low Frequency Vibrations of Inorganic and Coordination Compounds, Plenum Press, New York (1971).
A. Cukurovali, I. Yilmaz, H. Özmen and M. Ahmedzade, Transition Met. Chem., 27, 171 (2002); doi:10.1023/A:1013913027732.
K.C. Raju and P.K. Radhakrishnan, Synth. React. Inorg. Met. Org. Chem., 33, 1307 (2003); doi:10.1081/SIM-120024311.
K. Nakamoto, Infrared and Raman Spectra of Inorganic and Coordination Chemistry, Wiley Interscience, New York (1978).
E.M. Niecy, L.P. Nitha, R. Aswathy, B. Sindhukumari and K. Mohanan, Med. Chem. Res., 24, 63 (2015); doi:10.1007/s00044-014-1099-5.
R.K. Parihari, R.K. Patel and R.N. Patel, J. Indian Chem. Soc., 77, 339 (2000).
D.N. Sathyanarayana, Electronic Absorption Spectroscopy and Related Techniques, University Press (India) Limited, Hyderabad, India (2001).
K.N. Thimmaiah, W.D. Lloyd and G.T. Chandrappa, Inorg. Chim. Acta, 106, 81 (1985); doi:10.1016/S0020-1693(00)82252-5.
Z.H. Chohan and S. Kausar, Chem. Pharm. Bull. (Tokyo), 40, 2555 (1992); doi:10.1248/cpb.40.2555.
T. Dudev and C. Lim, J. Am. Chem. Soc., 122, 11146 (2000); doi:10.1021/ja0010296.
J.T. Makode and A.S. Aswar, J. Indian Chem. Soc., 80, 44 (2003).
S.A. Patil, S.N. Unki, A.D. Kulkarni, V.H. Naik and P.S. Badami, J. Mol. Struct., 985, 330 (2011); doi:10.1016/j.molstruc.2010.11.016.
A.J. Bard and L.R. Faulkner, Electrochemical Methods: Fundamentals and Applications, John Wiley & Sons, New York (2000).
R.S. Nicholson and I. Shain, Anal. Chem., 36, 706 (1964); doi:10.1021/ac60210a007.
G.K. Rauth and C. Sinha, Transition Met. Chem., 27, 756 (2002); doi:10.1023/A:1020352400045.
S. Sanyal and A. Kumar, J. Indian Chem. Soc., 87, 189 (2010).
R.S.A.E. Hameed, H.I.A. Shafey, A.S.A. Magd and H.A. Shehata, J. Mater. Environ. Sci., 3, 294 (2012).
R.S.A.E. Hameed, Adv. Appl. Sci. Res., 2, 483 (2011).
D. Kulkarni, S.A. Patil and P.S. Badami, Int. J. Electrochem. Sci., 4, 717 (2009).