Stability prediction of Cu2+, Ni2+ and Zn2+ N-salicylidene-aminoacidato complexes by models based on connectivity index 3 χ v

Ante Miličević 1  and Nenad Raos 1
  • 1 Institute for Medical Research and Occupational Health, HR-10001, Zagreb, Croatia

Abstract

This paper presents models for the estimation of stability constants (K 1 and β 2) of nickel(II), copper(II) and zinc(II) mono- and bis-complexes with 5 Schiff bases (salicylideneglycine, salicylidenealanine, salicylideneserine, salicylidenephenylalanine, and salicylidenetyrosine). The models were based on the molecular-graph theory and valence molecular connectivity index of the 3rd order, 3χv , derived from it. Univariate linear models were developed for each metal separately, while in the common models for two and three metals, the indicator variable, In, was introduced. The standard error of models for the log K 1 constant was less than 0.12, while for log β 2 models, the S.E. did not exceed 0.14.

If the inline PDF is not rendering correctly, you can download the PDF file here.

  • [1] V.M. Doctor, J. Oro, Biochem. J. 112, 691 (1969)

  • [2] I. Bkouche-Waksman, J.M. Barbe, Å. Kvick, Acta Cryst. B 44, 595 (1988) http://dx.doi.org/10.1107/S0108768188006433

  • [3] J. Krätsmar-Smogrovic, M. Blahovà, V. Kettmann, Chirality 3, 503 (1991) http://dx.doi.org/10.1002/chir.530030617

  • [4] S. Kumar, D.N. Dhar, P.N. Saxena, J. Sci. Ind. Res. 68, 181 (2009)

  • [5] M. Blahovà, J. Sokolik, S. Sedlàchova, E. Burinova, D. Mlinercik, Ceshoslovenska Farm. 17, 137 (1993)

  • [6] J. Sykora, J. Sokolik, I Tumova, P. Svec, J. Krätsmar-Smogrovic, Farm. Obzor. 67, 349 (1993)

  • [7] J. Sykora, I. Tumova, J. Sokolik, P. Svec, J. Krätsmar-Smogrovic, Farm. Obzor. 67, 301 (1993)

  • [8] J. Krätsmar-Smogrovic, L. Bergenci, Z. Durachova, O. Svajlenova, V. Seressova, Czech. Appl. 4948 (1988)

  • [9] Z.-S. Yang, Y.-L. Wang, Y.-C. Liu, G.-C. Zhao, Anal. Sci. 21, 1355 (2005) http://dx.doi.org/10.2116/analsci.21.1355

  • [10] P.A.D. Reddy, M. Nethaji, A.R. Chakravarty, Eur. J. Inorg. Chem. 1440 (2004)

  • [11] I. Samasundaram, M.K. Kommiya, M. Palaniandavar, J. Chem. Soc. Dalton. Trans. 2083 (1991)

  • [12] K. Rengaraj, B. Sivasankar, M. Anbu, M. Palanichamy, Proc. Indian Acad. Sci (Chem. Sci.) 103, 707 (1991)

  • [13] D.L. Leussing, E. Hanna, J. Am. Chem. Soc. 102, 6075 (1980) http://dx.doi.org/10.1021/ja00537a039

  • [14] L.J. Nuñez, G. Eichhorn, J. Am. Chem. Soc. 84, 901 (1962) http://dx.doi.org/10.1021/ja00865a005

  • [15] P. Gürkan, N. Sari, Synth. React. Inorg. Metal-Org. Chem. 29, 753 (1999) http://dx.doi.org/10.1080/00945719909349485

  • [16] H. Demirelli, F. Köseoğlu, J. Sol. Chem. 34, 561 (2005) http://dx.doi.org/10.1007/s10953-005-5592-9

  • [17] A. Miličević, G. Branica, N. Raos, Molecules 16, 1103 (2011) http://dx.doi.org/10.3390/molecules16021103

  • [18] N. Raos, A. Miličević, Arh. Hig. Rada Toksikol. 60, 123 (2009) http://dx.doi.org/10.2478/10004-1254-60-2009-1923

  • [19] A. Miličević, N. Raos, Polyhdron 25, 2800 (2006) http://dx.doi.org/10.1016/j.poly.2006.04.012

  • [20] A. Miličević, N. Raos, Croat. Chem. Acta 80, 557 (2007)

  • [21] A. Miličević, N. Raos, J. Phys. Chem. A 112, 7745 (2008) http://dx.doi.org/10.1021/jp802018m

  • [22] N. Raos, G. Branica, A. Miličević, Croat. Chem. Acta 81, 511 (2008)

  • [23] A. Miličević, N. Raos, Int. J. Chem. Model. 1, 395 (2008)

  • [24] A. Miličević, N. Raos, Acta Chim. Slov. 57, 866 (2010)

  • [25] A. Miličević, N. Raos, J. Mol. Liq. 165, 139 (2012) http://dx.doi.org/10.1016/j.molliq.2011.11.001

  • [26] Q.-N. Hu, Y.-Z. Liang, H. Yin, X.-L. Peng, K.-T. Fang, J. Chem. Inf. Comput. Sci. 44, 1193 (2004) http://dx.doi.org/10.1021/ci049973z

  • [27] D.H. Rouvray, J. Comput. Chem, 8, 470 (1987) http://dx.doi.org/10.1002/jcc.540080427

  • [28] I. Gutman, T. Körtvélyesi, Z. Naturforsch. A 50, 669 (1995)

  • [29] N. Raos, Croat. Chem. Acta 76, 81 (2003)

  • [30] E. Estrada, J. Phys. Chem. A 106, 9085 (2002) http://dx.doi.org/10.1021/jp026238m

  • [31] L.B. Kier, L.H. Hall, Molecular Connectivity in Chemistry and Drug Research (Academic Press, New York, 1976)

  • [32] M. Medić-Šarić, Ž. Maleš, S. Šarić, Croat. Chem. Acta 69, 1603 (1996)

  • [33] E.V. Konstantinova, M.V. Diudea, Croat. Chem. Acta 73, 383 (2000)

  • [34] S. Bajaj, S.S. Sambi, A.K. Maden, Croat. Chem. Acta 78, 165 (2005)

  • [35] I.V. Tetko, J. Gasteiger, R. Todeschini, A. Mauri, D. Livingstone, P. Ertl, V.A. Palyulin, E.V. Radchenko, N.S. Zefirov, A.S. Makarenko, V.Y. Tanchuk, V.V. Prokopenko, J. Comput. Aid. Mol. Des. 19, 453 (2005) http://dx.doi.org/10.1007/s10822-005-8694-y

  • [36] VCCLAB, Virtual Computational Chemistry Laboratory, http://www.vcclab.org, 2005

  • [37] R. Todeschini, V. Consonni, Molecular Descriptors for Chemoinformatics (Wiley-VCH, New York, 2009) http://dx.doi.org/10.1002/9783527628766

  • [38] M. Randić, J. Am. Chem. Soc. 97, 6609 (1975) http://dx.doi.org/10.1021/ja00856a001

  • [39] L.B. Kier, L. H. Hall, J. Pharm. Sci. 65, 1806 (1976) http://dx.doi.org/10.1002/jps.2600651228

  • [40] L.B. Kier, L.H. Kall, Eur. J. Med. Chem. 12, 307 (1977)

  • [41] L.B. Kier, L.H. Hall, Molecular Connectivity in Structure-Activity Analysis (Willey, New York, 1986)

  • [42] L.B. Kier, L.H. Hall, Molecular Structure Description: The Electrotopological State (Academic Press, San Diego, 1999)

  • [43] M. Randić, MATCH Commun. Math. Comput. Chem. 59, 5 (2008)

  • [44] A. García-Raso, J.J. Fiol, A. López-Zafra, A. Cabrero, I. Mata, E. Espinosa, E. Molins, Polyhedron 19, 673 (2000) http://dx.doi.org/10.1016/S0277-5387(00)00302-8

  • [45] K. Aoki, H. Yamazaki, J. Chem. Soc. Chem. Comm. 363 (1980)

  • [46] J.-H. Cai, J.-M. Li, S.W. Ng, Acta Cryst. E63, 1715 (2007)

  • [47] A. García-Raso, J.J. Fiol, F. Bádenas, M. Quirós, Polyhedron 15, 4407 (1996) http://dx.doi.org/10.1016/0277-5387(96)00212-4

  • [48] A. García-Raso, J.J. Fiol, A. López-Zafra, A. Cabrero, I. Mata, E. Molins, Polyhedron 18, 871 (1999) http://dx.doi.org/10.1016/S0277-5387(98)00373-8

  • [49] K. Oda, N. Yasuoka, T. Ueki, N. Kasai, M. Katudo, Y. Tezuka, T. Ogura, S. Kawaguchi, Chem. Commun. 988 (1968)

  • [50] K. Korhonen, R. Hämäläinen, Acta Cryst. B 37, 829 (1981) http://dx.doi.org/10.1107/S0567740881004433

  • [51] R. Hämäläinen, U. Turpeinen, M. Ahlgrén, M. Rantala, Acta Chem. Scand. A 32, 549 (1978) http://dx.doi.org/10.3891/acta.chem.scand.32a-0549

  • [52] S.P. Sudhakara Rao, H. Monohar, J. Chem. Soc., Dalton 2051 (1985)

  • [53] B. Lučić, N. Trinajstić, J. Chem. Inf. Comput. Sci. 39, 121 (1999) http://dx.doi.org/10.1021/ci980090f

  • [54] H. Irving, R.J.P.J. Williams, Chem. Soc. 3192 (1953)

  • [55] B.J. Hatway, Coord. Chem Revs. 52, 87 (1983) http://dx.doi.org/10.1016/0010-8545(83)85019-X

  • [56] P. O’Brien, Coord. Chem. Revs. 58, 169 (1984) http://dx.doi.org/10.1016/0010-8545(84)85049-3

  • [57] M. Hakini, T.S. Aliabadi, World Appl. Programm. 2, 431 (2012)

  • [58] J. Gažo, Pure Appl. Chem. 38, 279 (1974) http://dx.doi.org/10.1351/pac197438030279

  • [59] J. Gažo, I.B. Besuker, J. Garaj, M. Kobašova, J. Kohout, H. Langfelderová, M. Melnik, M. Serator, F. Valach, Coord. Chem. Revs 19, 253 (1976) http://dx.doi.org/10.1016/S0010-8545(00)80317-3

  • [60] N. Raos, Croat. Chem. Acta 69, 1189 (1996)

  • [61] A. Datta, N. K. Karan, S. Mitra, G. Rosair, Z. Naturforsch. 57b, 999 (2002)

  • [62] Y.-X. Sun, R. Zhang, L.-F. Zhang, X.-H. Xie, L.-X. Xu, J. Coord. Chem. 60, 2607 (2007) http://dx.doi.org/10.1080/00958970701286441

  • [63] A. García-Raso, J.J. Fiol, F. Bàdenas, F. Muñoz, Polyhedron 20, 2609 (2011) http://dx.doi.org/10.1016/S0277-5387(01)00874-9

  • [64] A.W. Addison, T.N. Rao, J. Reedijk, J. Van Rijn, G.C. Verschoor, J. Chem. Soc., Dalton 1349 (1984)

  • [65] T. Ueki, T. Ashida, Y. Sasada, M. Kakudo, Acta Cryst. B25, 328 (1969)

OPEN ACCESS

Journal + Issues

Search