Nuevos materiales metalorgánicos basados en triazolopirimidinas

Resumen

The chemistry of 1,2,4-triazolo[1,5-a]pyrimidines started in 1909 when Bülow and Haas reported the synthesis of several of these compounds. Since then, these nitrogen byciclic systems have aroused increasing interest in very different areas such as chemotherapy, agriculture or photography. The great similarity of 1,2,4-triazolo[1,5-a]pyrimidines to puric nucleobases allows their use as ideal model systems to mimic the interaction between purines and several metal ions. Moreover, the study of their coordination chemistry opens a new researching area aimed at the rational design of new biomimetic systems showing interesting biological properties for their use as chemotherapeutic agents. Within this PhD Thesis, it has been extensively discussed the results obtained from the study of the interaction of several metal ions with the following five 1,2,4-triazolo[1,5-a]pyrimidine derivatives: 1,2,4-triazolo[1,5-a]pyrimidine (tp), 5,7-dimethyl-1,2,4-triazolo[1,5-a]pyrimidine (dmtp), 7-hydroxi-5-methyl-1,2,4-triazolo[1,5-a]pyrimidine (HmtpO), 5-hydroxi-1,2,4-triazolo[1,5-a]pyrimidine (5HtpO) and 7-amino-1,2,4-triazolo[1,5-a]pyrimidine (7atp). In the same way, it has also been studied the influence of several types of auxiliary ligands, which can act as spacers in these metal-ligand interactions. This synthetic strategy has given rise to a range of complexes possessing a wide structural and dimensional variety of complexes. In some cases, these metal-organic systems show striking features for complexes based on 1,2,4-triazolo[1,5-a]pyrimidines. As result, 72 new metal complexes have been isolated as single-crystals, and their crystal structures have been solved by X-ray diffraction. This characterisation has been complemented by spectroscopic and magnetic techniques, and thermal analysis. Finally, we have determined the biological activity against several trypanosomatid parasites in a great part of those isolated compounds. The five 1,2,4-triazolo[1,5-a]pyrimidine ligands have certainly proved to be versatile building-blocks for the synthesis of novel metal-organic multidimensional systems which can show interesting magnetic properties and really promising antiparasital activities.