A new family of Ru(ii) complexes with a tridentate pyridine Schiff-base ligand and bidentate co-ligands: Synthesis, characterization, structure and in vitro cytotoxicity studies
Por:
Garza-Ortiz A., Uma Maheswari P., Siegler M., Spek A.L., Reedijk J.
Publicada:
1 ene 2013
Resumen:
Starting from the Ru(iii) complex, [RuCl3(L1)](H2O) (L1: 2,6-bis(2,4,6-trimethylphenyliminomethyl)pyridine), the chemical reactivity and cytotoxic activity of a new family of Ru(ii) complexes with a number of bidentate co-ligands have been studied. The synthesis of the Ru(ii)-bis(arylimino)pyridine complexes with the co-ligands 1,10-phenanthroline (phen), 2,2'dipyridyl-(bpy), 2-(phenylazo)pyridine (azpy), 2-(phenylazo)-3-methylpyridine (3mazpy), 2-(tolylazo)pyridine (tazpy), and 2-picolinate (pic) is reported. These new six complexes, with L1 and different bidentate N donor co-ligands, have been designed to allow the binding of a monodentate chloride ligand, which would be easily hydrolysed in vitro. Elemental analysis and several spectroscopic techniques (IR, UV-Vis, 1D and 2D 1H NMR and ESI-MS) have been used for the characterization of the new Ru(ii) compounds. In addition, the crystal structure of the chlorido(2-picolinato)(2,6-bis(2,4,6-trimethylphenyliminomethyl)pyridine) ruthenium(ii) was solved and shows a slightly distorted octahedral geometry for the Ru(ii) centre with the tridentate L1 ligand coordinated in a planar mer fashion, with the bidentate ligand in a perpendicular orientation and a monodentate chloride, trans to the coordinating oxygen of the picolinate ion. The in vitro cytotoxic properties of these new Ru(ii) complexes in comparison with the parent, starting Ru(iii)-compound (IC50 values = 11-17 µM) appear to be encouraging for a broad range of cancer cell-lines tested (IC50 values = 0.4-10 µM). Some of them show better cytotoxic effects than cisplatin on a straight comparison with the same cancer cell lines. The cytotoxicity data are discussed in the light of structure-activity relationships and these ruthenium(ii) compounds could well be promising next generation candidates worth further investigation. © 2013 The Royal Society of Chemistry and the Centre National de la Recherche Scientifique.
Filiaciones:
Garza-Ortiz A.:
Leiden Institute of Chemistry, Gorlaeus Laboratories, Leiden University, P.O. Box 9502, 2300 RA Leiden, Netherlands
Departamento de Sistemas Biológicos, Universidad Autónoma Metropolitana-Unidad Xochimilco, Calzada de Hueso 1100, Colonia Villa Quietud, 04960, Coyoacán, Mexico
Uma Maheswari P.:
Leiden Institute of Chemistry, Gorlaeus Laboratories, Leiden University, P.O. Box 9502, 2300 RA Leiden, Netherlands
Department of Chemistry, National Institute of Technology, Tiruchirappalli 620, 015, Tamilnadu, India
Siegler M.:
Bijvoet Center for Biomolecular Research, Crystal and Structural Chemistry, Utrecht University, Padualaan 8, 3584 CH, Utrecht, Netherlands
Spek A.L.:
Bijvoet Center for Biomolecular Research, Crystal and Structural Chemistry, Utrecht University, Padualaan 8, 3584 CH, Utrecht, Netherlands
Reedijk J.:
Leiden Institute of Chemistry, Gorlaeus Laboratories, Leiden University, P.O. Box 9502, 2300 RA Leiden, Netherlands
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