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Original Articles

Synthesis, structure, computational, antimicrobial and in vitro anticancer studies of copper(II) complexes with N,N,N′,N′-tetrakis(2-hydroxyethyl)ethylenediamine and tris(2-hydroxyethyl)amine

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Pages 2130-2146 | Received 02 Sep 2014, Accepted 04 Mar 2015, Published online: 21 Apr 2015

References

  • B.J. Hathway. In Comprehensive Coordination Chemistry, G. Wilkinson, R.D. Gillard, J.A. McCleverty (Eds.), Vol 5, pp. 533–594, Pergamon Press, Oxford (1987).
  • S. Mandal, G. Das, R. Singh, R. Shukla, P.K. Bharadwaj. Coord. Chem. Rev., 160, 191 (1997).10.1016/S0010-8545(96)01342-2
  • D.R. McMillin. J. Chem. Educ., 62, 997 (1985).10.1021/ed062p997
  • E. Bouwman, W.L. Driessen, J. Reedijk. Coord. Chem. Rev., 104, 143 (1990).10.1016/0010-8545(90)80042-R
  • (a) M. Frezza, S. Hindo, D. Chen, A. Davenport, S. Schmitt, D. Tomco, Q.P. Dou. Curr. Pharm. Des., 16, 1813 (2010); (b) S.J. Tan, Y.K. Yan, P.P. Lee, K.H. Lim. Future Med. Chem., 2, 1591 (2010); (c) B. Lippert. Cisplatin: Chemistry and Biochemistry of a Leading Anticancer Drug, Wiley-VCH, Weinheim (1999); (d) A.S.A. Surrah, M. Kettunen. Curr. Med. Chem., 13, 1337 (2006); (e) C.S. Allardyce, P.J. Dyson. Platinum Met. Rev., 45, 62 (2001); (f) K. Ghosh, P. Kumar, N. Tyagi, U.P. Singh, V. Aggarawal, M.C. Baratto. Eur. J. Med. Chem., 45, 3770 (2010); (g) C. Marzano, M. Pellei, F. Tisato, C. Santini. Anticancer Agents Med. Chem., 9, 185 (2009).
  • (a) P. Gamez, P.G. Aubel, W.L. Driessen. J. Reedijk. Chem. Soc. Rev., 30, 376 (2001); (b) K.D. Karlin, A.D. Zuberbuhler. In Bioinorganic Catalysis, J. Reedijk, E. Bouwman (Eds.), 2nd Edn, pp. 469–534. M. Dekker, New York (1999).
  • P. Uma Maheswari, F. Hartl, M. Quesada, F. Buda, M. Lutz, A.L. Spek, P. Gamez, J. Reedijk. Inorg. Chim. Acta, 374, 406 (2011).10.1016/j.ica.2011.03.029
  • K.D. Karlin, Z. Tyeklar. Bioinorganic Chemistry of Copper, Chapman & Hall, New York (1993).10.1007/978-94-011-6875-5
  • D. Karakas, K. Sayin. Indian J. Chem., 52, 480 (2013).
  • S. Itoh. In Comprehensive Coordination Chemistry, J.A. McCleverty, T.J. Meyer, L. Que, W.B. Tolman (Eds.), pp. 369–393, Elesvier, Dordecht (2003).
  • C.-Z. Xie, M.-M. Sun, S.-H. Li, X.-T. Zhang, X. Qiao, Y. Ouyang, J.-Y. Xu. J. Coord. Chem., 66, 3891 (2013).10.1080/00958972.2013.857015
  • J. Zhao, K. Peng, Y. Guo, J. Zhang, D. Zhao, S. Chen, J. Hu. J. Coord. Chem., 67, 2344 (2014).10.1080/00958972.2014.938064
  • T.T. Xing, S.-H. Zhan, Y.-T. Li, Z.-Y. Wu, C.-W. Yan. J. Coord. Chem., 66, 3149 (2013).10.1080/00958972.2013.827179
  • S. Anbu, A. Killivalavan, E.C.B.A. Alegria, G. Mathan, M. Kandaswamy. J. Coord. Chem., 66, 3989 (2013).10.1080/00958972.2013.858136
  • W.A. Wani, Z. Al-Othman, I. Ali, K. Saleem, M.-F. Hsieh. J. Coord. Chem., 67, 2110 (2014).10.1080/00958972.2014.931947
  • K.G. Daniel, R.H. Harbach, W.C. Guida, Q.P. Dou. Front. Biosci., 9, 2652 (2004).10.2741/1424
  • C. Marzano, M. Pellei, F. Tisato, C. Santini. Anticancer Agents Med. Chem., 9, 185 (2009).10.2174/187152009787313837
  • B. Sarkar. Chem. Rev., 99, 2535 (1999).10.1021/cr980446m
  • N. Jiménez-Garrido, L. Perelló, R. Ortiz, G. Alzuet, M. González-Álvarez, E. Cantón, M. Liu-González, S. García-Granda, M. Pérez-Priede. J. Inorg. Biochem., 99, 677 (2005).10.1016/j.jinorgbio.2004.11.016
  • Z.H. Chohan, H.A. Shad, M.H. Youssoufi, T. Ben Hadda. Eur. J. Med. Chem., 45, 2893 (2010).10.1016/j.ejmech.2010.03.014
  • J.E. Weder, C.T. Dillon, T.W. Hambley, B.J. Kennedy, P.A. Lay, J.R. Biffin, H.L. Regtop, N.M. Davies. Coord. Chem. Rev., 232, 95 (2002).10.1016/S0010-8545(02)00086-3
  • (a) I. Iakovidis, I. Delimaris, S.M. Piperakis. Mol. Biol Int., 2011, 1 (2011); (b) R.P. Hertzberg, M.J. Caranfa, S.M. Hecht. Biochemistry, 28, 4629 (1989); (c) M.B. Ferrari, F. Bisceglie, G. Pelosi, P. Tarasconi, R. Albertini, A. Bonati, P. Lunghi, S. Pinelli. J. Inorg. Biochem., 83, 169 (2001); (d) J.S. Lewis, J.M. Connett, J.R. Garbow, T.L. Buettner, Y. Fujibayashi, J.W. Fleshman, M.J. Welch. Cancer Res., 62, 445 (2002); (e) X.B. Yang, Q. Wang, Y. Huang, P.H. Fu, J.S. Zhang, R.Q. Zeng. Inorg. Chem. Commun., 25, 55 (2012).
  • (a) N. Komiya, T. Naota, Y. Oda, S.-I. Murahashi. J. Mol. Catal. A: Chem., 117, 21 (1997);10.1016/S1381-1169(96)00263-4 (b) S. Murahashi, N. Komiya, Y. Hayashi, T. Kumano. Pure Appl. Chem., 73, 311 (2001).
  • A.M. Kirillov, M.N. Kopylovich, M.V. Kirillova, M. Haukka, M.F.C. da Silva, A.J.L. Pombeiro. Angew. Chem. Int. Ed., 44, 4345 (2005).10.1002/(ISSN)1521-3773
  • (a) R. Kumar, S. Obrai, A. Kaur, G. Hundal, H. Meehnian, A.K. Jana. Polyhedron, 56, 55 (2013); 10.1016/j.poly.2013.03.043 (b) R. Kumar, S. Obrai, J. Mitra, A. Sharma. Spectrochim Acta, Part A, 115, 244 (2013); (c) R. Kumar, S. Obrai, A. Kaur, M.S. Hundal, H. Meehnian, A.K. Jana. New J. Chem., 38, 1186 (2014).
  • A. Altomare, M.C. Burla, M. Camalli, G.L. Cascarano, C. Giacovazzo, A. Guagliardi, A.G.G. Moliterni, G. Polidori, R. Spagna. J. Appl. Crystallogr., 32, 115 (1999).10.1107/S0021889898007717
  • G.M. Sheldrick. SHELXTL/PC Siemens, XCANS, Siemens Analytical X-ray Instruments Inc., Madison, WI (1994).
  • G.M. Sheldrick. SADABS Program for Empirical Absorption Correction, University of Gottingen, Gottingen, Germany (1996).
  • L.J. Farrugia. J. Appl. Crystallogr., 30, 565 (1997).10.1107/S0021889897003117
  • F.H. Allen. Acta Crystallogr., Sect. B Struct. Sci., 58, 380 (2002).10.1107/S0108768102003890
  • M. Nardelli. Comput. Chem., 7, 95 (1983).10.1016/0097-8485(83)85001-3
  • H.K. No, N.Y. Park, S.H. Lee, S.P. Meyers. Int. J. Food Microbiol., 74, 65 (2002).10.1016/S0168-1605(01)00717-6
  • M.J. Frisch, G.W. Trucks, H.B. Schlegel, G.E. Scuseria, M.A. Robb, J.R. Cheeseman, J.A. Montgomery, T. Vreven Jr., K.N. Kudin, J.C. Burant, J.M. Millam, S.S. Iyengar, J. Tomasi, V. Barone, B. Mennucci, M. Cossi, G. Scalmani, N. Rega, G.A. Petersson, H. Nakatsuji, M. Hada, M. Ehara, K. Toyota, R. Fukuda, J. Hasegawa, M. Ishida, T. Nakajima, Y. Honda, O. Kitao, H. Nakai, M. Klene, X. Li, J.E. Knox, H.P. Hratchian, J.B. Cross, C. Adamo, J. Jaramillo, R. Gomperts, R.E. Stratmann, O. Yazyev, A.J. Austin, R. Cammi, C. Pomelli, J.W. Ochterski, P.Y. Ayala, K. Morokuma, G.A. Voth, P. Salvador, J.J. Dannenberg, V.G. Zakrzewski, S. Dapprich, A.D. Daniels, M.C. Strain, O. Farkas, D.K. Malick, A.D. Rabuck, K. Raghavachari, J.B. Foresman, J.V. Ortiz, Q. Cui, A.G. Baboul, S. Clifford, J. Cioslowski, B.B. Stefanov, G. Liu, A. Liashenko, P. Piskorz, I. Komaromi, R.L. Martin, D.J. Fox, T. Keith, M.A. Al-Laham, C.Y. Peng, A. Nanayakkara, M. Challacombe, P.M.W. Gill, B. Johnson, W. Chen, M.W. Wong, C. Gonzalez, J.A. Pople, Gaussian 03 (Revision B.04). Gaussian, Inc., Wallingford CT, (2004).
  • (a) A.D. Becke. J. Chem. Phys., 98, 5648 (1993); 10.1063/1.464913 (b) C. Lee, W. Yang, R.G. Parr. Phys. Rev. B, 37, 785 (1988).
  • G.A. Petersson, M.A. Al-Laham. J. Chem. Phys., 94, 6081 (1991).10.1063/1.460447
  • (a) P.J. Hay, W.R. Wadt. J. Chem. Phys., 82, 270 (1985); 10.1063/1.448799 (b) W.R. Wadt, P.J. Hay. J. Chem. Phys., 82, 284 (1985).
  • A.S. de Sousa, M.A. Fernandes. Polyhedron, 21, 1883 (2002).10.1016/S0277-5387(02)01077-X
  • A.A. Kamnev, A.G. Shchelochkov, Y.D. Perfiliev, P.A. Tarantilis, M.G. Polissiou. J. Mol. Struct., 563–564, 565 (2001).10.1016/S0022-2860(00)00911-X
  • (a) S. Tabassum, M. Zaki, F. Arjmand, I. Ahmad. J. Photochem. Photobiol., B, 114, 108 (2012); 10.1016/j.jphotobiol.2012.05.017 (b) I. Lumb, M.S. Hundal, M. Corbella, V. Gomez, G. Hundal. Eur. J. Inorg. Chem., 27, 4799 (2013); (c) I. Lumb, M.S. Hundal, G. Hundal. Inorg. Chem., 53, 7770 (2014).
  • A.W. Addison. Copper coordination chemistry. In Biochemical and Inorganic Perspectives, K.D. Karlin, J. Zubieta (Eds.), p. 109, Adenine, Guilderland, NY (1983).
  • S. Tabassum, R.A. Khan, F. Arjmand, A.S. Juvekar, S.M. Zingde. Eur. J. Med. Chem., 45, 4797 (2010).10.1016/j.ejmech.2010.07.046
  • D. Kivelson, R. Neiman. J. Chem. Phys., 35, 149 (1961).10.1063/1.1731880
  • K. Fukui. Science, 218, 747 (1982).10.1126/science.218.4574.747
  • (a) N. Dharmaraj, P. Viswanathamurthi, K. Natarajan. Transition Met. Chem., 26, 105 (2001); 10.1023/A:1007132408648 (b) R. Malhota, S. Kumar, K.S. Dhindsa. Ind. J. Chem., 32A, 457 (1993).
  • P.V. Anantha Lakshmi, P.S. Reddy, V.J. Raju. Spectrochim Acta, Part A, 74, 52 (2009).10.1016/j.saa.2009.05.007
  • S. Bhushan, A. Kumar, F. Malik, S.S. Andotra, V.K. Sethi, I.P. Kaur, S.C. Taneja, G.N. Qazi, J.A. Singh. Apoptosis, 12, 1911 (2007).10.1007/s10495-007-0105-5

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