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 O4-hydrogenpyridine-2,4-
-dicarboxylate was synthesized and characterized by IR, NMR and mass spec­trometry, X-ray diffraction analysis and elemental analysis. The electro­chem­ical characteristics of the complex were 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 were 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 the A549 and K562 cells, respectively.


Keywords


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

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, Wiley, 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

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. Eng. 33 (2014) 59

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

O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard, H. Puschmann, J. Appl. Crystallogr. 42 (2009) 339

G. M. Sheldrick, Acta Crystallogr., A 64 (2008) 112

G. M. Sheldrick. A short history of SHELX, Acta Crystallogr., C 71 (2015) 3

R. Supino, MTT Assays, in In Vitro Toxicity Testing Protocols, S. O’ Hare, C. K. Atterwill, Eds., Humana Press, New York, 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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