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Issue 9, 2018
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Ru(III)–TMSO complexes containing azole-based ligands: synthesis and cytotoxicity study

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Abstract

The reaction of mer-[RuCl3(S-TMSO)2(O-TMSO)] (TMSO = tetramethylene sulfoxide) with azoles (pyrazole = pzH and 3,5-dimethylpyrazole = dmpzH) in dichloromethane produced the complexes mer-[RuCl3(S-TMSO)(pzH)2] 1, mer-[RuCl3(S-TMSO)(O-TMSO)(pzH)] 2, mer-[RuCl3(S-TMSO)(dmpzH)2] 3, and mer-[RuCl3(S-TMSO)(O-TMSO)(dmpzH)] 4. These complexes were characterized using analytical, spectroscopic, and electrochemical techniques, as well as single-crystal X-ray diffraction analysis. Cytotoxicity assays on NB-Nu-39, a human neuroblastoma cell line, revealed that compounds 3 and 4, bearing methyl groups at the 3- and 5-positions of the pyrazole ring, exhibited significant cytotoxic activity towards neuroblastoma cells with IC50 values of 14.5 μM and 12.9 μM, respectively. The IC50 value of NAMI-A was 12.4 μM, which is very close to that of 4. In contrast, compounds 1 and 2 exhibited no appreciable cytotoxic activity towards neuroblastoma cells (IC50 ≫ 100 μM). The lipophilicity of complexes 1–4 was measured by the shake-flask method to obtain the partition coefficient. These studies reveal that lipophilicity may be a determining factor in the anticancer activity and pharmacological behavior of these Ru(III) complexes.

Graphical abstract: Ru(iii)–TMSO complexes containing azole-based ligands: synthesis and cytotoxicity study

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Publication details

The article was received on 29 Aug 2017, accepted on 08 Mar 2018 and first published on 06 Apr 2018


Article type: Paper
DOI: 10.1039/C7NJ03267F
Citation: New J. Chem., 2018,42, 6858-6866
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    Ru(III)–TMSO complexes containing azole-based ligands: synthesis and cytotoxicity study

    V. Meiklejohn, D. Depan, S. P. Boudreaux, S. Murru, R. S. Perkins, Frank. R. Fronczek and R. S. Srivastava, New J. Chem., 2018, 42, 6858
    DOI: 10.1039/C7NJ03267F

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