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Synthesis, Spectroscopic Characterization, Antibacterial and Short Term in vitro Cytotoxicity Studies of Copper(II) Complexes of Novel Tridentate N,N,S Donor Ligand 2-Benzoylpyridine-N(4),N(4)-(N,N-diethyl-N-methylamine-2,2'-diyl)thiosemicarbazone
Corresponding Author(s) : Janey Mary Mathew
Asian Journal of Chemistry,
Vol. 31 No. 10 (2019): Vol 31 Issue 10
Abstract
A tridentate N,N,S-donor ligand, 2-benzoylpyridine-N(4),N(4)-(N,N-diethyl-N-methylamine-2,2'-diyl)thiosemicarbazone (Hbptsc) has been synthesized and characterized by elemental CHN analysis, UV-visible, FT-IR and 1H NMR spectroscopy. Copper(II) complexes of the ligand, Hbptsc synthesized have been characterized by elemental analysis, UV-visible spectra, FTIR spectra and EPR spectroscopic simulation. The complexes hold the stoichiometry of the type [CuLX] where X= Cl (1), NO3 (2), SO4 (3), N3 (4), SCN (5) confirmed by the molar conductivity studies of 10-3 M solutions in DMF at room temperature. The EPR spectra of the complexes recorded in DMF at 77 K shows an axial type spectra with two distinct g-values, g|| and g⊥ indicating a four coordinated planar geometry. The antimicrobial studies of the copper(II) complexes shows an appreciable activity against both gram positive and gram negative bacteria using streptomycin as positive control. The short term in vitro cytotoxicity studies following trypan blue dye exclusion method exhibits pronounced activity against the Dalton’s Lymphoma Ascites tumour cells extruded from the peritoneal cavity of mice.
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References
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J.S. Casas, M.S. García-Tasende and J. Sordo, Coord. Chem. Rev., 209, 197 (2000); https://doi.org/10.1016/S0010-8545(00)00363-5.
H.A. Tang, L.F. Wang and R.D. Yang, Transition Met. Chem., 28, 395 (2003); https://doi.org/10.1023/A:1023609724972.
T.S. Lobana, G. Bawa, A. Castineiras and R.J. Butcher, Inorg. Chem. Commun., 10, 506 (2007); https://doi.org/10.1016/j.inoche.2006.12.024.
S.A. Filimon, C.G. Hrib, S. Randoll, I. Neda, P.G. Jones and M. Tamm, Z. Anorg. Allg. Chem., 636, 691 (2010); https://doi.org/10.1002/zaac.200900485.
J.P. Scovill, Phosphorus Sulfur Silicon Rel. Elem., 60, 15 (1991); https://doi.org/10.1080/10426509108233920.
D.X. West, H. Gebremedhin, T.J. Romack and A. E. Liberta, Transition Met. Chem., 19, 426 (1994); https://doi.org/10.1007/BF00139320.
B.N. Figgis, Introduction to Ligand Fields, Wiley: New Delhi (1976).
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R.M. Ayer, ed.: M. Jansen, Organo Sulfur Chemistry, Interscience: New York, p. 219 (1967).
M.A. Ali and M.T.H. Tarafdar, J. Inorg. Nucl. Chem., 39, 1785 (1977); https://doi.org/10.1016/0022-1902(77)80202-9.
E. Bayer and C.G. Witte, J. Coord. Chem., 7, 13 (1977); https://doi.org/10.1080/00958977708073032.
K. Nakamoto, Infrared and Raman Spectra of Coordination Compounds, John Wiley & Sons: New York, edn 3 (1978).
V. Philip, V. Suni, M.R.P. Kurup and M. Nethaji, Polyhedron, 25, 1931 (2006); https://doi.org/10.1016/j.poly.2005.12.023.
M. Joseph, M. Kuriakose, M.R.P. Kurup, E. Suresh, A. Kishore and S.G. Bhat, Polyhedron, 25, 61 (2006); https://doi.org/10.1016/j.poly.2005.07.006.
A.B.P. Lever, Inorganic Electronic Spectroscopy, Elsevier: New York, edn 2 (1984).
Y.K. Bhoon, Indian J. Chem., 22A, 430 (1983).
W.J. Geary, Coord. Chem. Rev., 7, 81 (1971); https://doi.org/10.1016/S0010-8545(00)80009-0.
B.J. Hathaway and D.E. Billing, Coord. Chem. Rev., 5, 143 (1970); https://doi.org/10.1016/S0010-8545(00)80135-6.
A.H. Maki and B.R. McGarvey, J. Chem. Phys., 29, 35 (1958); https://doi.org/10.1063/1.1744456.
B.J. Hathaway, G. Wilkinson, R.D. Gillard and J.A. McCleverty, Comprehensive Coordination Chemistry, Pergamon: Oxford, vol. 5 (1987).
C.J. Dhanaraj and M.S. Nair, Eur. Polym. J., 45, 565 (2009); https://doi.org/10.1016/j.eurpolymj.2008.11.011.
M.S. Nair, D. Arish and R.S. Joseyphus, J. Saudi Chem. Soc., 16, 83 (2012); https://doi.org/10.1016/j.jscs.2010.11.002.
T.D. Thangadurai and K. Natarajan, Synth. React. Inorg. Met.-Org. Chem., 31, 549 (2001); https://doi.org/10.1081/SIM-100104786.
R.S. Srivastava, Inorg. Chim. Acta, 56, 165 (1981); https://doi.org/10.1016/S0020-1693(00)88534-5.
P. Chakrabarti, J. Mol. Biol., 234, 463 (1993); https://doi.org/10.1006/jmbi.1993.1599.
National Committee for Clinical Laboratory Standards, Performance Standards for Antimicrobial Disk Susceptibility Tests, Approved Standard M2-A5, NCCLS, Villanova, PA, edn 5 (1993).
K.M.J. Swanson, F.F. Busta, E.H. Peterson and M.G. Johnson, eds.: C. Vanderzant and D.F. Splittstoesser, Colony Count Methods, In: Compendium of Methods for Microbiological Examination of Foods, American Public HealthAssociation, Washington D.C., edn 3, pp 75-95 (1992).
A.M. Ramadan, J. Inorg. Biochem., 65, 183 (1997); https://doi.org/10.1016/S0162-0134(96)00122-5.