Unexpected oxidation of nitrendipine. Properties of oxidized nitrendipine and its Cu(II) complex.

JORI, NADIR; QUISPE, P.; ISLAS M. S.; OSCAR PIRO; GUSTAVO ETCHEVERRÍA; FERRER E.G; P.A.M. WILLIAMS

JOURNAL OF MOLECULAR STRUCTURE

ELSEVIER SCIENCE BV

Lugar: Amsterdam; Año: 2019 vol. 1177 p. 199 - 203

0022-2860

In the search of improving the biological properties of medicines by metal complexation the calcium channel blocker nitrendipine (ntp) was selected to design its copper(II) complex. During the preparativethe 1- 4-dihydropyridine moiety of the ligand was oxidized to pyridine (oxntp) and its copper(II) complex [Cu(oxntd)2Cl2] (Cuoxntp), has been obtained. The crystal structure of the complex has been determined by X-ray diffraction methods. The complex is centre-symmetric with the metal in an almostperfect rhombic environment, coordinated to two inversion-related organic ligands through their pyridine N-atoms and to two chlorine ions.The complex, ntp and oxntp have been characterized by vibrational and electronic spectroscopies. The antioxidant behavior of ntp, common for dihydropyridines, was determined by the DPPH assay. The oxidized ligand does not show antioxidant behavior while its copper(II) complex acted as a moderate antioxidant agent.