Novel copper(II) coordination polymer containing the drugs nalidixic acid and 8-hydroxyquinoline: Evaluation of the structural, magnetic, electronic, and antitumor properties

作者: Alexandre B. de Carvalho , Ívina P. de Souza , Lídia Maria de Andrade , Ildefonso Binatti , Emerson F. Pedroso

DOI: 10.1016/J.POLY.2018.09.046

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摘要: Abstract Herein we describe the synthesis, structural characterization, physical/spectroscopic studies and evaluation of antitumoral activity a new copper(II) coordination polymer, [Cu(ndx)(8-hq)]n, where H(ndx) is nalidixic acid H(8-hq) 8-hydroxyquinoline. Single crystal X-ray diffraction shows zigzag polymeric chain, adjacent copper atoms are connected via anti-anti μ-carboxylate bridge ndx. This feature quite different from those previously proposed for quinolone complexes. Variable-temperature magnetic susceptibility measurements showed weak antiferromagnetic interactions between paramagnetic centers (−0.49 cm−1). In solution, compound exists as neutral mononuclear species it can inhibit growth human chronic myelogenous leukemia cell line (K562) in concentration-dependent manner with IC50 value lower than corresponding free ligands. At similar doses, does not alter viability keratinocytes (HaCaT line). Spectroscopic data viscosity show that binds to DNA (Kb = 2.47 × 105 M−1) interacting by non-intercalative mode.

参考文章(55)
Silvio R. Bareggi, Umberto Cornelli, Clioquinol: review of its mechanisms of action and clinical uses in neurodegenerative disorders. CNS Neuroscience & Therapeutics. ,vol. 18, pp. 41- 46 ,(2012) , 10.1111/J.1755-5949.2010.00231.X
Graham L. Patrick, An Introduction to Medicinal Chemistry ,(1995)
Nathália R de Campos, Marcos A Ribeiro, Willian XC Oliveira, Daniella O Reis, Humberto O Stumpf, Antônio C Doriguetto, Flávia C Machado, Carlos B Pinheiro, Francesc Lloret, Miguel Julve, Joan Cano, Maria V Marinho, None, Magneto-structural Versatility Of Copper(ii)-3-phenylpropionate Coordination Polymers With N-donor Coligands Dalton Transactions. ,vol. 45, pp. 172- 189 ,(2016) , 10.1039/C5DT03401A
George M. Sheldrick, Crystal structure refinement with SHELXL Acta Crystallographica Section C-crystal Structure Communications. ,vol. 71, pp. 3- 8 ,(2015) , 10.1107/S2053229614024218
Alan R. Amundsen, John Whelan, B. Bosnich, Biological analogues. On the nature of the binding sites of copper-containing proteins. Journal of the American Chemical Society. ,vol. 99, pp. 6730- 6739 ,(1977) , 10.1021/JA00462A042
Rinky Singh, Ravirajsinh N. Jadeja, Menaka C. Thounaojam, Tushar Patel, Ranjitsinh V. Devkar, Debjani Chakraborty, Synthesis, DNA binding and antiproliferative activity of ternary copper complexes of moxifloxacin and gatifloxacin against lung cancer cells Inorganic Chemistry Communications. ,vol. 23, pp. 78- 84 ,(2012) , 10.1016/J.INOCHE.2012.06.013
Louis J. Farrugia, WinGX and ORTEP for Windows: an update Journal of Applied Crystallography. ,vol. 45, pp. 849- 854 ,(2012) , 10.1107/S0021889812029111
Rachael E. Hawtin, David E. Stockett, Jo Ann W. Byl, Robert S. McDowell, Nguyen Tan, Michelle R. Arkin, Andrew Conroy, Wenjin Yang, Neil Osheroff, Judith A. Fox, Voreloxin Is an Anticancer Quinolone Derivative that Intercalates DNA and Poisons Topoisomerase II PLoS ONE. ,vol. 5, pp. e10186- ,(2010) , 10.1371/JOURNAL.PONE.0010186
Lígia Maria Mendonça Vieira, Mauro Vieira de Almeida, Heitor Avelino de Abreu, Hélio Anderson Duarte, Richard Michael Grazul, Ana Paula Soares Fontes, Platinum(II) complexes with fluoroquinolones: Synthesis and characterization of unusual metal-piperazine chelates Inorganica Chimica Acta. ,vol. 362, pp. 2060- 2064 ,(2009) , 10.1016/J.ICA.2008.08.018
Magdy Shebl, Mosad A. El-ghamry, Saied M.E. Khalil, Mona A.A. Kishk, Mono- and binuclear copper(II) complexes of new hydrazone ligands derived from 4,6-diacetylresorcinol: Synthesis, spectral studies and antimicrobial activity Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy. ,vol. 126, pp. 232- 241 ,(2014) , 10.1016/J.SAA.2014.02.014