"Losartan and its interaction with copper(II). Biological effects"

ETCHEVERRY, S.B.; FERRER, EG; NASO, L.; BARRIO, D. A.; PIRO, O. E.; LEZAMA, L.; ROJO, T.; WILLIAMS, P. A.

Bioorganic & Medicinal Chemistry

Año: 2007 vol. 15 p. 6418 - 6424

0968-0896

Abstract—Losartan, the potassium salt of 2-n-butyl-4-chloro-5-hydroxymethyl-1-[(20-(1H-tetrazol-5-yl)biphenyl-4-yl)methyl]imidazol, is an eficient antihypertensive drug. The vibrational FTIR and Raman spectra of Losartan (its anionic and protonated forms) are discussed. In addition, the copper(II) complex of Losartan was obtained and characterized as a microcrystalline powder. The metal center is bound to the ligand through the nitrogen atoms of the tetrazolate moiety as determined by vibrational spectroscopy. The compound is a dimer with the metal centers in a tetragonal distorted environment but the presence of a monomeric impurity has been determined by EPR spectroscopy. The antioxidant properties of the complex (superoxide dismutase mimetic activity) and its effect on the proliferation and morphology of two osteoblast-like cells in culture are reported. The new compound exerted more toxic efects on tumoral cells than the copper(II) ion and Losartan.