Bidentate Isatin Schiff Base Ligands Oxovanadium (IV) Complexes

Document Type: Original Paper

Author

Department of Chemistry , Imam Khomeini International University , Qazvin , Iran

Abstract

The aim of the present study is to synthesize the oxovanadium complex of the V3+ ion with isatin sciff bases. Spectroscopic methods have been used to confirm these models of complexation and to understand the structures of the species formed in methanolic solution. We also have isolated a complex of Vanadium (III) with isatin schiff bases in the solid phase.

Keywords


[1] A. Butler, C.J. Carrano, Coord. Chem. Rev. 109 (1991) 61.

[2] H. Siegel, A. Siegel (Eds.), Metal Ions in Biological Systems, Vanadium and its Role in Life, vol. 31, Marcel Dekker, New York, 1995.
[3] D. Rehder, Coord. Chem. Rev. 182 (1999) 297.
[4] E.J. Baran, J. Inorg. Biochem. 80 (2000) 1.
[5] V.G. Yuen, C. Orvig, J.H. McNeill, Can. J. Physiol. Pharmacol. 73 (1995) 55.
[6] L.C.Y. Woo, V.G. Yuen, K.H. Thompson, J.H. McNeill, C. Orvig, J. Inorg. Biochem. 76 (1999) 251.
[7] K. Fukui, Y. Fujisawa, H. Ohya-Nishiguchi, H. Kamada, H. Sakurai, J. Inorg. Biochem. 77 (1999) 215.
[8] H. Sakurai, K. Fujii, H. Watanabe, H. Tamura, Biochem. Biophys. Res. Commun. 214 (1999) 1095.
[9] H. Sakurai, Y. Koyima, Y. Yoshikawa, K. Kawabe, H. Yasui, Coord. Chem. Rev. 226 (2002) 187, and references therein.
[10] D.C. Crans, M. Mahroof-Tahir, M.D. Johnson, P.C. Wilkins, L. Yang, K. Robbins, A. Johnson, J.A. Alfano, M.E. Godzala, L.T. Austin, G.R. Willsky, Inorg. Chim. Acta 356(2003) 365.
[11] K. Wieghardt, Inorg.Chem. 17 (1978) 57.
[12] D.C. Crans, L. Yang, J.A. Alfano, L.H. Chi, W. Jing, M. Mahroof-Tahir, K. Robbins, M.M. Toloue, L.K. Chan, A.J. Plante, R.Z. Grayson, G.R. Willsky, Coord. Chem. Rev. 237(2003) 13.
[13] C.A. Rooth, J.D. Hoeschele, C.R. Cornman, J.W. Kampf, V.L. Pecoraro, Inorg. Chem. 32 (1993) 3855.
[14] I. Cavaco, J. Costa Pessoa, M.T. Duarte, R.T. Henriques, P.M. Matias, R.D. Gillard, J. Chem. Soc., Dalton Trans. (1996) 1989.
[15] Glover, V.; Halket, J.M.; Watkins, P.J.; Clone, A.; Goodwin, B.L.; Sandler, M. Isatin: identity with the purified endogenous monoamine inhibitor tribulin. J. Neurochem. 1988, 51, 656–660.
[16] Ischia, M.; Palumbo, A.; Prota, G. Adrenalin oxidation revisited. New products beyond the adrenochrome stage. Tetrahedron 1988, 44, 6441-6446.
[17] Varma, R.S.; Khan, I.A. Potential biologically active agents. X. Synthesis of 3-arylimino-2-indolinones, and their 1-methyl- and 1-morpholino/piperidinomethyl derivatives as excystment and cysticidal agents against Schizopyrenus russelli. Pol. J. Pharmacol. Pharm. 1977, 29, 549-54.
[18] Webber, S.E.; Tikhe, J.; Worland, S.T.; Fuhrman, S.A.; Hendrickson, T.F.; Matthews, D.A.; Love, R.A.; Patick, A.K.; Meador, J.W.; Ferre, R.A.; Brown, E.L.; DeLisle, D.M.; Ford, C.E.; Binford, S.L. Design, synthesis, and evaluation of non-peptidic inhibitors of human rhinovirus 3C protease. J. Med. Chem. 1996, 39, 5072-5082.
[19] Shuttleworth, S.J.; Nasturica, D.; Gervais, C.; Siddiqui, M.A.; Rando, R.F.; Lee, N. Parallel synthesis of isatin-based serine protease inhibitors. Bioorg. Med. Chem. Lett. 2000, 10, 2501-2504.
[20] Pandeya, S.N.; Sriram, D. Synthesis and screening for antibacterial activity of Schiff’s and Mannich bases of Isatin and its derivatives. Acta Pharm. Turc. 1998, 40, 33–38.
[21] Pandeya, S.N.; Sriram, D.; Nath, G.; De Clercq, E. Synthesis, antibacterial, antifungal and anti-HIV evaluation of Schiff Mannich bases of isatin derivatives with 3-amino-2-methylmercaptoquinazolin-4(3H)-one. Pharm. Acta Helv. 1999, 74, 11–17. [22] Singh, S.P.; Shukla, S.K.; Awasthi, L.P. Synthesis of some 3-(4'-Nitrobenzoylhydrazone)-2-Indolinones as potential antiviral agents. Curr. Sci. 1983, 52, 766–769.
[23] Pandeya, S.N.; Sriram, D.; Nath, G.; De Clercq, E. Synthesis, antibacterial, antifungal and anti-HIV activities of norfloxacin Mannich bases. Eur. J. Med. Chem. 2000, 35, 249–255.
[24] Matesic, L.; Locke, J.M.; Bremner, J.B.; Pyne, S.G.; Skropet, D.; Ranson, M.; Vine, K.L. N-phenethyl and N-naphthylmethyl isatins and analoguesas in vitro cytotoxic agents. Bioorg. Med. Chem. 2008, 16, 3118–3124.
[25] A. Kojima, K. Okazaki, S. Ooi, K. Saito, Inorg. Chem. 22 (1983) 1168.
[26] M. Mahroof-Tahir, A.D. Keramidas, R.B. Goldfarb, O.P. Anderson, M.M. Miller, D.C. Crans, Inorg. Chem. 36 (1997) 1657.
[27] H. Kumagai, S. Kawata, S. Kitagawa, K. Kanamori, K. Okamoto, Chem. Lett. (1997) 249.
[28] J.-P. Launay, Y. Jeanin, M. Daoudi, Inorg. Chem. 24 (1985) 1052.