Therapeutic properties, SOD and catecholase mimetic activities of novel ternary copper(II) complexes of the anti-inflammatory drug Fenoprofen with imidazole and caffeine

MARIELA A. AGOTEGARAY (CORRESPONDING AUTHOR); MARIANA DENNEHY; MÓNICA A. BOERIS; MARÍA A. GRELA; ROBERT BURROW; OSCAR V. QUINZANI

POLYHEDRON

PERGAMON-ELSEVIER SCIENCE LTD

Año: 2012 vol. 34 p. 74 - 83

0277-5387

The copper(II) ternary complexes of the non-steroidal anti-inflammatory drug Fenoprofen (Hfen) and the biologically relevant molecules imidazole (im) and caffeine (caf) as auxiliary ligands were investigated as novel anti-inflammatory agents. The new copper(II) complexes with formula [Cu(fen)2(im)2] (1) andCu2(fen)4(caf)2 (2) were synthesized from the dinuclear complex [Cu2(fen)4(dmf)2] and characterized by IR, UV?Vis, EPR spectral and elemental analysis. The molecular structure of complex 1 was determined by X-ray crystallography. Both complexes 1 and 2 present enhanced and prolongued anti-inflammatory properties against the parent drug calcium Fenoprofenate, Ca(fen)2.2H2O, with a better performance forcomplex 1. Ternary complexes are potential models for several mono and poly-nuclear metal enzymes.The measured superoxide dismutase (SOD) mimetic activities of the complexes indicated a higher SOD mimic activity for complex 2 (IC50 of 0.24 uM) than complex 1 (IC50 of 0.70 uM), and also than the nativeenzyme evaluated by the same method (IC50 of 0.480 uM). The catecholase activity of the complexes toward the aerobic oxidation of 3,5-di-tert-butylcatechol (dtbc) onto 3,5-di-tert-butylquinone (dtbq)showed that both complexes have moderate catalytic oxidase activity.