Spectroscopic evidence of Cu(II) and Zn(II) complexes having amino acid based Schiff base: A special emphasis on in vitro antimicrobial, DNA binding and cleavage studies
محورهای موضوعی : Journal of the Iranian Chemical Research
Natarajan Raman
1
(Research Department of Chemistry, VHNSN College, Virudhunagar-626 001, India)
Abraham Selvan
2
(Research Department of Chemistry, VHNSN College, Virudhunagar-626 001, India)
Arunagiri Sakthivel
3
(Research Department of Chemistry, VHNSN College, Virudhunagar-626 001, India)
کلید واژه: Antimicrobial Activity, DNA binding, 2-aminopropanoic acid, Schiff base complexes,
چکیده مقاله :
A new Schiff base ligand (L) obtained by the condensation reaction of N-acetylaceto-otoluidineand 2-aminopropanoic acid (an amino acid), is used to synthesize four mononuclearcomplexes of [MLCl] and [ML2] types (where M = Cu(II) and Zn(II); L = Schiff base) bykeeping the metal and ligand ratio as 1:1 and 1:2 respectively. This ligand and its complexeshave been characterized on the basis of different spectral methods. EPR, UV-Vis. and magneticmoment data afford a square-planar geometry for the [MLCl] complexes and octahedralgeometry for the [ML2] complexes. The observed low molar conductivity of these complexes atroom temperature is consistent with their non-electrolytic nature. All the complexes displaysignificant oxidative cleavage of circular plasmid pBR322 DNA in the presence of hydrogenperoxide. UV spectroscopic titration with CT DNA reveals that the complexes can bind to CTDNA and the binding constants to CT DNA have been calculated. The cyclic voltammograms ofthe complexes in the presence of CT DNA reveal that they bind to CT DNA probably by theintercalative binding mode. The antimicrobial activity of the complexes has been tested againstmicroorganisms showing that they exhibit higher activity than free Schiff base ligand.
[1] D.M.C. Maria, Ribeiro da silva, M.G. Jorge, L.R.S. Ana, C.F.C. Paula, Bernd Schroder, A.V.
Manual, J. Mol. Catal. A: Chem. 224 (2004) 207-212.
[2] C. Spinu, A. Kriza, Acta. Chem. Slov. 47 (2000) 179-185.
[3] D.M. Boghaei, M. Gharagozlou, Spectrochim. Acta Part A 67 (2007) 944-949.
[4] N. Raman, K. Pothiraj, T.Baskaran, J. Mol. Struct. 1000 (2011) 135-144.
[5] D. Sattari, E. Alipour, S. Shriani, J. Amighian, J. Inorg. Biochem. 45 (1992) 115-122.
[6] A. Sreedhara, J.A. Cowan, J. Biol. Inorg. Chem. 6, (2001) 337-347.
[7] Y. Lu, Chem. Eur. J. 8 (2002) 4588-4596.
[8] N. Sträter, W.N. Lipscomb, T. Klabunde, B. Krebs, Angew. Chem. Int. Ed. Engl. 35 (1996) 2024-
2055.
[9] T.M. Aminabhavi, N.S. Biradar, S.B. Patil, V.L. Roddabasanagoudar, W.E. Rudzinski, Inorg. Chim.
Acta 107 (1985) 231-234.
[10] Vogel A Text Book of Quantitative Inorganic Analysis (3rd ed.). ELBS, Longman, London, 1969.
[11] Y.Z. Cai, Q. Luo, M. Sun, H. Corke, Life Sci. 74 (2004) 2157-2184.
[12] K.E. Heim, A.R. Tagliaferro, D.J. Bobilya, J. Nutr. Biochem. 13 (2002) 572-584.
[13] L.G. Van Waasbergen, I. Fajdetic, M. Fianchini, H.V. Rasika dias, J. Inorg. Biochem. 101 (2007)
1180-1183.
[14] J. Bernadou, G. Pratviel, F. Bennis, M. Girardet, B. Meunier, Biochemistry, 28 (1989) 7268-7275.
N. Raman & et al. / J. Iran. Chem. Res. 4 (2011) 263-279
279
[15] T.C. Michael, R. Marisol, J.B. Allen, J. Am. Chem. Soc. 111 (1989) 8901-8911.
[16] M.S. Ameerunisha Begum, S. Saha, M. Nethaji, A.R. Chakravarty, J. Inorg. Biochem. 104 (2010)
477-484.
[17] N. Raman, R. Jeyamurugan, A. Sakthivel, L. Mitu, Spectrochim. Acta part A 75 (2010) 88-97.
[18] M.S. Sujamol, C.J. Athira, Y. Sindhu, K. Mohanan, Spectrochim. Acta part A 75 (2010) 106-112.
[19] E. Tas, M. Aslanoglu, A. Kilic, Z. Kara, J. Coord. Chem. 59 (2006) 861-872.
[20] M. Odabasoglu, F. Arslan, H. Olmez, O. Buyukgungor, Dyes Pigm. 75 (2007) 507-515.
[21] Z. Chen, Y. Wu, D. Gu, F. Gan, Spectrochim. Acta part A 68 (2007) 918-926.
[22] A. Biswas, M.G.B. Drew, A. Ghosh, Polyhedron 29 (2010) 1029-1034.
[23] N. Raman, A. Selvan, J.Coord.Chem. 64 (2011) 534-553.
[24] F.A. Cotton, G. Wilkinson, Advanced Inorganic Chemistry. A Comprehensive Text (4th ed.) John
Wiley and Sons, New York, 1986.
[25] B.J. Hathaway, D.E. Billing, Coord. Chem. Rev. 5 (1970) 143-207.
[26] G. Speir, J. Csihony. A.M. Whalen and C.G. Pierpont, Inorg. Chem. 35 (1996) 3519-3524.
[27] J.K. Barton, A.T. Danishefsky, J.M. Goldberg, J. Am .Chem. Soc. 106 (1984) 2172-2176.
[28] N. Raman, A. Sakthivel, R. Jeyamurugan, J. Coord. Chem. 62 (2009) 3969-3985.
[29] N. Raman, R. Jeyamurugan, R Usha Rani, T. Baskaran, L. Mitu, J. Coord. Chem. 63 (2010) 1629-
1644.
[30] L.F. Tan, X.H. Liu, H. Chao and L.N. Ji, J. Inorg. Biochem. 101 (2007) 56-63.
[31] F. Arjmand, M. Aziz, Eur. J. Med. Chem. 44 (2009) 834-844.
[32] S. Mahadevan, M. Palaniandavar, Inorg. Chem. 37 (1998) 693-700.
[33] A.B. Tossi, J.M. Kelly, Photochem. Photobiol. 9 (1989) 545-556.
[34] S. Satyanarayana, J.C. Dabrowiak, J.B. Chaires, Biochemistry, 31 (1992) 9319-9324.
[35] B.D. Wang, Z.Y. Yang, D.W. Zhang, Y. Wang, Spectrochim. Acta part A 63 (2006) 213-219.
[36] J.W. Searl, R.C. Smith, S.J. Wyard, Proc. Phys. Soc. 78 (1961) 1174-1176.
[37] P.V. Rao, A.V. Narasaiah, Indian J. Chem. A 42 (2003) 1896-1899.
[38] N. Raman, A. Selvan, P. Manisankar, Spectrochim. Acta part A 76 (2010) 161-173.
[39] N. Raman, A. Sakthivel, R. Jeyamurugan, J. Coord. Chem. 63 (2010) 1080-1096.
[40] N. Raman, A. Sakthivel, K. Rajasekaran, J. Coord. Chem. 62 (2009) 1661-1676.
