New ruthenium(II) bipyridyl complex: synthesis, crystal structure and cytotoxicity

Afya A Baroud, Ljiljana E Mihajlović-Lalić, Dalibor Stanković, Marijana Kajzerberger, Kristof Van Hecke, Sanja R Grguric Sipka, Aleksandar Savić

Abstract


A new Ru(II) bipyridyl complex with pyridine-2-carboxylate-4-carboxylic acid has been synthesized and characterized by IR, NMR spectroscopy, mass spectrometry, X-ray diffraction analysis and elemental analysis. The electrochemical character of the complex was investigated by cyclic voltammetry revealing Ru(II)/ Ru(III) electron transfer in the positive range of potentials. On the opposite potential side, multiple partially reversible peaks are dominant representing subsequent reductions of the bulky bipyridyl moiety. The cytotoxic activity of the complex was tested in two human cancer cell lines: A549 (lung cancer) and K562 (leukemia) as well as non-tumor MRC-5 cells, by MTT assays. The IC50 values were > 300 and 177.63 ± 2.28 μM for A549 and K562 cells, respectively.


Keywords


metal complex; characterization; X-ray; redox properties; biological study

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References


G. Gasser, N. Metzler-Nolte, Curr. Opin. Chem. Biol. 16 (2012) 84

M. Gielen, E. R. T. Tiekink, Metallotherapeutic drugs and metal-based diagnostic agents, John Wiley & Sons Ltd, Chichester, 2005

M. A. Jakupec, M. Galanski, V. B. Arion, C. G. Hartinger, B. K. Keppler, Dalton Trans. (2008) 183

F. Muggia, Gynecol. Oncol. 112 (2009) 275

A. J. Di Pasqua, J. Goodisman, J. C. Dabrowiak, Inorg. Chim. Acta 389 (2012) 29

L. Kelland, Nat. Rev. Cancer 7 (2007) 573

Z. H. Siddik, Oncogene 22 (2003) 7265

T. Gianferrara, I. Bratsos, E. Alessio, Dalton Trans. (2009) 7588

F. Bacher, V. B. Arion, Elsevier Reference Module in Chemistry, Molecular Sciences and Chemical Engineering, Elsevier, Waltham, MA, 2014, http://dx.doi.org/10.1016/B978-0-12-409547‒2.11353‒8

A. A. Nazarov, C. G. Hartinger, P. J. Dyson, J. Organomet. Chem. 751 (2014) 251

A. Bergamo, C. Gaiddon, J. H. Schellens, J. H. Beijnen, G. Sava, J. Inorg. Biochem. 106 (2012) 90

M. Groessl, O. Zava, P. J. Dyson, Metallomics 3 (2011) 591

A. Bergamo, G. Sava, Chem. Soc. Rev. 44 (2015) 8818

T. Gianferrara, I. Bratsos, E. Alessio, Dalton Trans. (2009) 7588

C. Dette, H. Waertzig, H. Uhl, Pharmazie 48 (1993) 276

D. L. Griggs, P. Heden, K. E. Temple Smith, W. Rademacher, Phytochemistry 30 (1991) 2513

B. L. Martin, Arch. Biochem. Biophys. 345 (1997) 332

P. Laine, A. Gourdon, J. P. Launay, Inorg. Chem. 34 (1995) 5129

A. G. Mauk, C. L. Coyle, E. Bardingnon, H. B. Gray, J. Am. Chem. Soc. 101 (1979) 5054

J. T. Groves, I. O. Kady, Inorg. Chem. 32 (1993) 3868

I. Ivanović, K. K. Jovanović, N. Gligorijević, S. Radulović, V. B. Arion, K. S. A. M. Sheweshein, Ž. Lj. Tešić, S. Grgurić-Šipka, J. Organomet. Chem. 749 (2014) 343

N. Gligorijević, S. Aranđelović, L. Filipović, K. Jakovljević, R. Janković, S. Grgurić-Šipka, I. Ivanović, S. Radulović, Ž. Lj. Tešić, J. Inorg. Biochem. 108 (2012) 53

S. Grgurić-Šipka, I. Ivanović, G. Rakić, N. Todorović, N. Gligorijević, S. Radulović, V. B. Arion, B. K: Keppler, Ž. Lj. Tešić, Eur. J. Med. Chem. 45 (2010) 1051

B. P. Sullivan, D. J. Salmon, T. J. Meyer, Inorg. Chem. 17 (1978) 3334

A. Savić, A. A. Baroud, S. Grgurić-Šipka, Maced. J. Chem. Chem. Med. 33 (2014) 59

Rigaku Oxford Diffraction. CrysAlis PRO. Rigaku Oxford Diffraction, Yarnton, England, 2015

O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard, H. Puschmann, OLEX2: a complete structure solution, refinement and analysis program. J. Appl. Crystallogr. 42 (2009) 339

G. M. Sheldrick. A short history of SHELX, Acta Cryst. A64 (2008) 112

G. M. Sheldrick. A short history of SHELX, Acta Cryst. C71 (2015) 3

R. Supino. In Vitro Toxicity Testing Protocols, S. O' Hare, C. K. Atterwill (Eds), pp. 137, Humana Press, New Jersey, 1995, p. 137

P. Sengupta, S. Ghosh, T. C. W. Mak, Polyhedron 20 (2001) 975

M. K. Nazeeruddin, S. M. Zakeeruddin, R. Humphry-Baker, M. Jirousek, P. Liska, N. Vlachopoulos, V. Shklover, C.- H. Fischer, M. Grätzel, Inorg. Chem. 38 (1999) 6298

D. Cabral, P. C. Howlett, J. M. Pringle, X. Zhang, D. MacFarlane, Electrochim. Acta 180 (2015) 419.




DOI: http://dx.doi.org/10.2298/JSC170109025B

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