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BY-NC-ND 3.0 license Open Access Published by De Gruyter Open Access October 27, 2013

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

  • Ante Miličević EMAIL logo and Nenad Raos
From the journal Open Chemistry

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.

[1] V.M. Doctor, J. Oro, Biochem. J. 112, 691 (1969) 10.1042/bj1120691Search in Google Scholar PubMed PubMed Central

[2] I. Bkouche-Waksman, J.M. Barbe, Å. Kvick, Acta Cryst. B 44, 595 (1988) http://dx.doi.org/10.1107/S010876818800643310.1107/S0108768188006433Search in Google Scholar PubMed

[3] J. Krätsmar-Smogrovic, M. Blahovà, V. Kettmann, Chirality 3, 503 (1991) http://dx.doi.org/10.1002/chir.53003061710.1002/chir.530030617Search in Google Scholar

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

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

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

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

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

[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.21.135510.2116/analsci.21.1355Search in Google Scholar PubMed

[10] P.A.D. Reddy, M. Nethaji, A.R. Chakravarty, Eur. J. Inorg. Chem. 1440 (2004) 10.1002/ejic.200300514Search in Google Scholar

[11] I. Samasundaram, M.K. Kommiya, M. Palaniandavar, J. Chem. Soc. Dalton. Trans. 2083 (1991) 10.1039/DT9910002083Search in Google Scholar

[12] K. Rengaraj, B. Sivasankar, M. Anbu, M. Palanichamy, Proc. Indian Acad. Sci (Chem. Sci.) 103, 707 (1991) 10.1007/BF02867323Search in Google Scholar

[13] D.L. Leussing, E. Hanna, J. Am. Chem. Soc. 102, 6075 (1980) http://dx.doi.org/10.1021/ja00537a03910.1021/ja00537a039Search in Google Scholar

[14] L.J. Nuñez, G. Eichhorn, J. Am. Chem. Soc. 84, 901 (1962) http://dx.doi.org/10.1021/ja00865a00510.1021/ja00865a005Search in Google Scholar

[15] P. Gürkan, N. Sari, Synth. React. Inorg. Metal-Org. Chem. 29, 753 (1999) http://dx.doi.org/10.1080/0094571990934948510.1080/00945719909349485Search in Google Scholar

[16] H. Demirelli, F. Köseoğlu, J. Sol. Chem. 34, 561 (2005) http://dx.doi.org/10.1007/s10953-005-5592-910.1007/s10953-005-5592-9Search in Google Scholar

[17] A. Miličević, G. Branica, N. Raos, Molecules 16, 1103 (2011) http://dx.doi.org/10.3390/molecules1602110310.3390/molecules16021103Search in Google Scholar PubMed PubMed Central

[18] N. Raos, A. Miličević, Arh. Hig. Rada Toksikol. 60, 123 (2009) http://dx.doi.org/10.2478/10004-1254-60-2009-192310.2478/10004-1254-60-2009-1923Search in Google Scholar PubMed

[19] A. Miličević, N. Raos, Polyhdron 25, 2800 (2006) http://dx.doi.org/10.1016/j.poly.2006.04.01210.1016/j.poly.2006.04.012Search in Google Scholar

[20] A. Miličević, N. Raos, Croat. Chem. Acta 80, 557 (2007) Search in Google Scholar

[21] A. Miličević, N. Raos, J. Phys. Chem. A 112, 7745 (2008) http://dx.doi.org/10.1021/jp802018m10.1021/jp802018mSearch in Google Scholar PubMed

[22] N. Raos, G. Branica, A. Miličević, Croat. Chem. Acta 81, 511 (2008) Search in Google Scholar

[23] A. Miličević, N. Raos, Int. J. Chem. Model. 1, 395 (2008) Search in Google Scholar

[24] A. Miličević, N. Raos, Acta Chim. Slov. 57, 866 (2010) Search in Google Scholar

[25] A. Miličević, N. Raos, J. Mol. Liq. 165, 139 (2012) http://dx.doi.org/10.1016/j.molliq.2011.11.00110.1016/j.molliq.2011.11.001Search in Google Scholar

[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/ci049973z10.1021/ci049973zSearch in Google Scholar PubMed

[27] D.H. Rouvray, J. Comput. Chem, 8, 470 (1987) http://dx.doi.org/10.1002/jcc.54008042710.1002/jcc.540080427Search in Google Scholar

[28] I. Gutman, T. Körtvélyesi, Z. Naturforsch. A 50, 669 (1995) 10.1515/zna-1995-0707Search in Google Scholar

[29] N. Raos, Croat. Chem. Acta 76, 81 (2003) Search in Google Scholar

[30] E. Estrada, J. Phys. Chem. A 106, 9085 (2002) http://dx.doi.org/10.1021/jp026238m10.1021/jp026238mSearch in Google Scholar

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

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

[33] E.V. Konstantinova, M.V. Diudea, Croat. Chem. Acta 73, 383 (2000) Search in Google Scholar

[34] S. Bajaj, S.S. Sambi, A.K. Maden, Croat. Chem. Acta 78, 165 (2005) Search in Google Scholar

[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-y10.1007/s10822-005-8694-ySearch in Google Scholar

[36] VCCLAB, Virtual Computational Chemistry Laboratory, http://www.vcclab.org, 2005 Search in Google Scholar

[37] R. Todeschini, V. Consonni, Molecular Descriptors for Chemoinformatics (Wiley-VCH, New York, 2009) http://dx.doi.org/10.1002/978352762876610.1002/9783527628766Search in Google Scholar

[38] M. Randić, J. Am. Chem. Soc. 97, 6609 (1975) http://dx.doi.org/10.1021/ja00856a00110.1021/ja00856a001Search in Google Scholar

[39] L.B. Kier, L. H. Hall, J. Pharm. Sci. 65, 1806 (1976) http://dx.doi.org/10.1002/jps.260065122810.1002/jps.2600651228Search in Google Scholar

[40] L.B. Kier, L.H. Kall, Eur. J. Med. Chem. 12, 307 (1977) Search in Google Scholar

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

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

[43] M. Randić, MATCH Commun. Math. Comput. Chem. 59, 5 (2008) Search in Google Scholar

[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)00302-810.1016/S0277-5387(00)00302-8Search in Google Scholar

[45] K. Aoki, H. Yamazaki, J. Chem. Soc. Chem. Comm. 363 (1980) 10.1039/C39800000363Search in Google Scholar

[46] J.-H. Cai, J.-M. Li, S.W. Ng, Acta Cryst. E63, 1715 (2007) 10.1107/S1600536807024518Search in Google Scholar

[47] A. García-Raso, J.J. Fiol, F. Bádenas, M. Quirós, Polyhedron 15, 4407 (1996) http://dx.doi.org/10.1016/0277-5387(96)00212-410.1016/0277-5387(96)00212-4Search in Google Scholar

[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)00373-810.1016/S0277-5387(98)00373-8Search in Google Scholar

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

[50] K. Korhonen, R. Hämäläinen, Acta Cryst. B 37, 829 (1981) http://dx.doi.org/10.1107/S056774088100443310.1107/S0567740881004433Search in Google Scholar

[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-054910.3891/acta.chem.scand.32a-0549Search in Google Scholar

[52] S.P. Sudhakara Rao, H. Monohar, J. Chem. Soc., Dalton 2051 (1985) Search in Google Scholar

[53] B. Lučić, N. Trinajstić, J. Chem. Inf. Comput. Sci. 39, 121 (1999) http://dx.doi.org/10.1021/ci980090f10.1021/ci980090fSearch in Google Scholar

[54] H. Irving, R.J.P.J. Williams, Chem. Soc. 3192 (1953) 10.1039/jr9530003192Search in Google Scholar

[55] B.J. Hatway, Coord. Chem Revs. 52, 87 (1983) http://dx.doi.org/10.1016/0010-8545(83)85019-X10.1016/0010-8545(83)85019-XSearch in Google Scholar

[56] P. O’Brien, Coord. Chem. Revs. 58, 169 (1984) http://dx.doi.org/10.1016/0010-8545(84)85049-310.1016/0010-8545(84)85049-3Search in Google Scholar

[57] M. Hakini, T.S. Aliabadi, World Appl. Programm. 2, 431 (2012) Search in Google Scholar

[58] J. Gažo, Pure Appl. Chem. 38, 279 (1974) http://dx.doi.org/10.1351/pac19743803027910.1351/pac197438030279Search in Google Scholar

[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)80317-310.1016/S0010-8545(00)80317-3Search in Google Scholar

[60] N. Raos, Croat. Chem. Acta 69, 1189 (1996) Search in Google Scholar

[61] A. Datta, N. K. Karan, S. Mitra, G. Rosair, Z. Naturforsch. 57b, 999 (2002) 10.1515/znb-2002-0905Search in Google Scholar

[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/10.1080/0095897070128644110.1080/00958970701286441Search in Google Scholar

[63] A. García-Raso, J.J. Fiol, F. Bàdenas, F. Muñoz, Polyhedron 20, 2609 (2011) http://dx.doi.org/10.1016/S0277-5387(01)00874-910.1016/S0277-5387(01)00874-9Search in Google Scholar

[64] A.W. Addison, T.N. Rao, J. Reedijk, J. Van Rijn, G.C. Verschoor, J. Chem. Soc., Dalton 1349 (1984) 10.1039/DT9840001349Search in Google Scholar

[65] T. Ueki, T. Ashida, Y. Sasada, M. Kakudo, Acta Cryst. B25, 328 (1969) 10.1107/S0567740869002184Search in Google Scholar

Published Online: 2013-10-27
Published in Print: 2014-1-1

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