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Synthesis, Characterization, DNA Cleavage, Antimicrobial and Catalytic Studies of Tridentate (N3) Schiff Base Ligand and its Complexes with Transition Metal Ions
Corresponding Author(s) : A.K. Ibrahim Sheriff
Asian Journal of Chemistry,
Vol. 28 No. 8 (2016): Vol 28 Issue 8
Abstract
Transition metal complexes of Mn(II), Fe(III), Co(II), Ni(II) and Cu(II) ions have been synthesized from cinnamaldehyde and diethylene-triamine. The complexes have been characterized by elemental analysis, molar conductance, magnetic susceptibility, FT-IR, electronic spectra, 1H NMR, 13C NMR, ESR, mass spectra and thermal studies. Their ligand field parameters have also been calculated. Hydrolysis of ethyl acetate has been studied by using the complexes as homogeneous catalysts. The DNA cleavage activities of Schiff base and its metal complexes have been monitored by agarose gel electrophoresis method in the presence of hydrogen peroxide. The antimicrobial activities of ligand and its metal complexes have been examined on the fungi Candida albicans and Aspergillus niger and bacteria Staphylococcus aureus, Escherichia coli and Bacillus cereus.
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- E.H. Chew, A.A. Nagle, Y. Zhang, S. Scarmagnani, P. Palaniappan, T.D. Bradshaw, A. Holmgren and A.D. Westwell, Free Radic. Biol. Med., 48, 98 (2010); doi:10.1016/j.freeradbiomed.2009.10.028.
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- S.S. Cheng, J.Y. Liu, K.H. Tsai, W.J. Chen and S.T. Chang, J. Agric. Food Chem., 52, 4395 (2004); doi:10.1021/jf0497152.
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- A.M.A. Hassaan, Transition Met. Chem., 15, 283 (1990); doi:10.1007/BF01061934.
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- A.K. El-Sawaf, D.X. West, F.A. El-Saied and R.M. El-Bahnasawy, Transition Met. Chem, 22, 360 (1997); doi:10.1023/A:1018598302178.
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- B. Meunier, G. Pratviel and J. Bernadou, Bull. Soc. Chim. Fr., 131, 933 (1994).
- S.C.J. Singh, N. Gupta and R.V. Singh, Indian J. Chem., 34A, 733 (1995).
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- M. Burton, J. Chem. Educ., 36, 273 (1959); doi:10.1021/ed036p273.
- A.I. Vogel, A Text Book of Quantitative Inorganic Analysis, Longman, London, edn (1961).
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- K. Nakamoto, Infrared Spectra of Inorganic and Coordination Compounds, Wiley-Interscience, New York (1970).
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- W.J. Geary, Coord. Chem. Rev., 7, 81 (1971); doi:10.1016/S0010-8545(00)80009-0.
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- D.T. Sawyer and J.S. Valentine, Acc. Chem. Res., 14, 393 (1981); doi:10.1021/ar00072a005.
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- H. Nikaido and T. Nakae, Adv. Microb. Physiol., 20, 163 (1980); doi:10.1016/S0065-2911(08)60208-8.
References
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B.Z. Ahn and D.E. Sok Michael, Curr. Pharm.. Design, 2, 247 (1996).
S.S. Cheng, J.Y. Liu, K.H. Tsai, W.J. Chen and S.T. Chang, J. Agric. Food Chem., 52, 4395 (2004); doi:10.1021/jf0497152.
S.Y.Y. Wong, I.R. Grant, M. Friedman, C.T. Elliott and C. Situ, Appl. Environ. Microbiol., 74, 5986 (2008); doi:10.1128/AEM.00981-08.
I.M. Helander, H.-L. Alakomi, K. Latva-Kala, T. Mattila-Sandholm, I. Pol, E.J. Smid, L.G.M. Gorris and A.von Wright, J. Agric. Food Chem., 46, 3590 (1998); doi:10.1021/jf980154m.
N. Raman, R. Jeyamurugan, R. Senthilkumar, B. Rajkapoor and S.C. Franzblau, Eur. J. Med. Chem., 45, 5438 (2010); doi:10.1016/j.ejmech.2010.09.004.
A. Mederos, J.A. McCleverty and T.J. Meyer, Comprehensive Coordination Chemistry II, Elsevier, Amsterdam (2004).
M. Andruh and F. Tuna, Focus on Organometallic Chemistry Research, Nova Publishers, Hauppauge, p. 144 (2005).
G.S. Singh, T. Singh and R. Lakhan, Indian J. Chem., 36B, 951 (1997).
A.M.A. Hassaan, Transition Met. Chem., 15, 283 (1990); doi:10.1007/BF01061934.
D.S. Kumar, S.R. Gandhi, A. Mageswari, S. Karthikeyan and A.K.I. Sheriff, Asian J. Chem., 28, 104 (2016); doi:10.14233/ajchem.2016.19259.
A.K. El-Sawaf, D.X. West, F.A. El-Saied and R.M. El-Bahnasawy, Transition Met. Chem, 22, 360 (1997); doi:10.1023/A:1018598302178.
A.D. Kulkarni, S.A. Patil and P.S. Badami, Int. J. Electrochem. Sci., 4, 717 (2009).
I. Kaya, A. Bilici and M. Sacak, J. Inorg. Organomet. Polym., 19, 443 (2009); doi:10.1007/s10904-009-9287-3.
L.A. Patel and B.T. Thaker, Indian J. Chem., 18A, 427 (1999).
G.G. Mohamed, M.M. Omar and A.A. Ibrahim, Spectrochim. Acta A, 75, 678 (2010); doi:10.1016/j.saa.2009.11.039.
N. Chantarasiri, V. Ruangpornvisuti, N. Muangsin, H. Detsen, T. Mananunsap, C. Batiya and N. Chaichit, J. Mol. Struct., 701, 93 (2004); doi:10.1016/j.molstruc.2004.05.015.
N. Raman, A. Sakthivel and K. Rajasekaran, J. Indian Chem. Soc., 85, 142 (2008).
B. Meunier, G. Pratviel and J. Bernadou, Bull. Soc. Chim. Fr., 131, 933 (1994).
S.C.J. Singh, N. Gupta and R.V. Singh, Indian J. Chem., 34A, 733 (1995).
R. Maruvada, S.C. Pal and G. Balakrish Nair, J. Microbiol. Methods, 20, 115 (1994); doi:10.1016/0167-7012(94)90014-0.
M. Burton, J. Chem. Educ., 36, 273 (1959); doi:10.1021/ed036p273.
A.I. Vogel, A Text Book of Quantitative Inorganic Analysis, Longman, London, edn (1961).
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.
A.A. Soliman and W. Linert, Thermochim. Acta, 338, 67 (1999); doi:10.1016/S0040-6031(99)00201-4.
K. Nakamoto, Infrared Spectra of Inorganic and Coordination Compounds, Wiley-Interscience, New York (1970).
G. Cerchiaro, P.L. Saboya, A.M. da Costa Ferreira, D.M. Tomazela and M.N. Eberlin, Transition Met. Chem., 29, 495 (2004); doi:10.1023/B:TMCH.0000037515.77851.12.
A.B.P. Lever, Inorganic Electronic Spectroscopy, Elsevier, New York, edn 2 (1984).
S. Chandra and S. Sharma, Transition Met. Chem., 32, 150 (2007); doi:10.1007/s11243-006-0117-y.
B. Murukan, B. Sindhu Kumari and K. Mohanan, J. Coord. Chem., 60, 1607 (2007); doi:10.1080/00958970601099167.
W.J. Geary, Coord. Chem. Rev., 7, 81 (1971); doi:10.1016/S0010-8545(00)80009-0.
D.P. Singh, R. Kumar, V. Malik and P. Tyagi, Transition Met. Chem., 32, 1051 (2007); doi:10.1007/s11243-007-0279-2.
I. Fidone and K.W.H. Stevens, Proc. Phys. Soc. Lond., 73, 116 (1959); doi:10.1088/0370-1328/73/1/419.
G. Mohamed, F.A. Nour El-Dien, S. Khalil and A. Mohammad, J. Coord. Chem., 62, 645 (2009); doi:10.1080/00958970802244992.
L.-S. Long, S.-P. Yang, Y.-X. Tong, Z.-W. Mao, X.-M. Chen and L.-N. Ji, J. Chem. Soc., Dalton Trans., 312, 1999 (1999); doi:10.1039/a903154e.
D.T. Sawyer and J.S. Valentine, Acc. Chem. Res., 14, 393 (1981); doi:10.1021/ar00072a005.
N. Dharmaraj, P. Viswanathamurthi and K. Natarajan, Transition Met. Chem., 26, 105 (2001); doi:10.1023/A:1007132408648.
H. Nikaido and T. Nakae, Adv. Microb. Physiol., 20, 163 (1980); doi:10.1016/S0065-2911(08)60208-8.