Synthesis, structural characterization and ex vivo biological properties of a new complex [Cu(propranolol) 2]·2H 2O, a potential beta-blocker

Abstract

The synthesis and spectroscopic characterization (UV–Vis, IR, EPR) of a new copper complex with a beta-blocker propranolol (1-(isopropylamino)-3-(1-naphthyloxy)-2-propanol) are presented. Besides, the X-ray crystal structure of [Cu(propranolol) 2]·2H 2O is determined, showing two different copper ions, one coordinated through two S propranolol isomers and the other through two R isomers. The effect on the heart contraction force and on the heart rate plus the block of response to adrenaline of the complex and the free ligand, were studied. The effect of [Cu(propranolol) 2]·2H 2O on contractility was very similar to that of the free propranolol while the reduction on the heart rate is approximately 30% of the reduction obtained with the free ligand. This is an encouraging result since the search of new beta-blocker drugs that have lesser effect on heart rate is one of the important topics in cardiac pharmacology. The block of the response to adrenaline is at least similar for both ligand and complex.