Síntesi de nous complexos octaèdrics de ruteni amb lligands aromàtics N-donadors com a potencials agents anticancerígens

Abstract

The following final degree thesis, different hexacoordinate ruthenium complexes have been developed and characterize in order to evaluate their potential as anticancer agents in biological samples. These compounds have been obtained from a first synthesis and characterization of the ligand 4'-(pyrenyl)-2, 2'; 6', 2"-terpyridine (trpy-pyr) [1] starting from 1-pyrenylaldehyde, 2-acetyl pyridine, acetamide and ammonium acetate. This tridentate ligand will be the precursor of the metallic complexes in interest. From this tridentate ligand, [RuCl3(trpy-pyr)]·H2O [2] and [RuCl2(DMSO)4] [3] have been synthesized and have been used for the synthesis of three more compounds. First of them is [RuCl2(trpy-pyr)(DMSO)] [4], which is prepared from the ligand [1] and the complex [3] in reflux, under nitrogen atmosphere in a fume hood and covered with aluminium afoil, to protect it from light. On the other side, [Ru(trpy-pyr)(trpy)](PF6)2 [5] synthesize by two different pathways reactions. First one from complex [2] and commercial terpyridine, and the second one from complex [4] and commercial terpyridine. Finally, it's been synthesized a symmetrical compound starting from two trpy-pyr ligands, [Ru(trpy-pyr)2](PF6)2 [6], also from compound [2]. All compounds have been characterized by spectroscopic (NMR, UV-vis) and spectrometric (ESI MS). They have also been evaluated its electrochemical properties (cyclic voltammetry) to determine easily if a reaction has ended and does not present initial products or to determine if the final product is relatively pure. These voltammetries shows that compound [4], which is purified the trans-Cl isomer form, undergoes an isomerization process of the ruthenium coordinated DMSO ligand. On the other hand, compounds [5] and [6] show an electropolymerization process of the pyrene group on the graphite electrode used. Finally, fluorescence measurements of compounds [4], [5] and [6] have also been carried out in biological samples, but the compounds do not show photoluminescent behavior