Burgoyne A.R., Makhubela B.C.E., Meyer M., Smith G.S.
Department of Chemistry, University of Cape Town, Rondebosch, Cape Town, South Africa; Department of Biotechnology, University of the Western Cape, Bellville, Cape Town, South Africa
Burgoyne, A.R., Department of Chemistry, University of Cape Town, Rondebosch, Cape Town, South Africa; Makhubela, B.C.E., Department of Chemistry, University of Cape Town, Rondebosch, Cape Town, South Africa; Meyer, M., Department of Biotechnology, University of the Western Cape, Bellville, Cape Town, South Africa; Smith, G.S., Department of Chemistry, University of Cape Town, Rondebosch, Cape Town, South Africa
Schiff base ligands obtained from the condensation of 4-aminophenylmethanol and either 2-pyridinecarboxaldehyde or salicylaldehyde were used to synthesise bidentate trimeric ester ligands. The trimeric ester ligands were used to prepare a new series of trinuclear polyester organometallic complexes by using the dimeric precursors, [Ru(η6-p-iPrC6H4Me)Cl2]2, [Rh(C5Me5)Cl2]2 or [Ir(C5Me5)Cl2]2. The Schiff base ligands act as bidentate donors to each metal. All compounds were characterised by NMR and IR spectroscopy, elemental analysis and EI/ESI mass spectrometry. Model mononuclear analogues were prepared, and the molecular structures of selected compounds were determined by single-crystal X-ray diffraction analysis. The mono- and trimeric ligands and the metal complexes were evaluated for inhibitory effects against the human ovarian cancer cell lines, A2780 (cisplatin-sensitive) and A2780cisR (cisplatin-resistant), and the model human skin fibroblast cell line, KMST-6. Polyester-containing trinuclear half-sandwich RuII, RhIII and IrIII complexes were prepared and characterised. The cytotoxicity was investigated for all compounds. Aqueous stability studies and interactions with model DNA 5′-GMP were performed for the most-active compounds. Copyright © 2015 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.