Mononuclear metal complexes with Piroxicam:: Synthesis, structure and biological activity

Piroxicam (= Hpir) is a non-steroidal anti-inflammatory and an anti-arthritic drug. VO2+, Mn2+, Fe3+, MoO22+ and UO22+ complexes with deprotonated piroxicam have been prepared and characterized with the use of infrared, UV-Vis, nuclear magnetic resonance and electron paramagnetic resonance spectroscopies. The experimental data suggest that piroxicam acts as a deprotonated bidentate ligand in all complexes and is coordinated to the metal ion through the pyridine nitrogen and the amide oxygen. Molecular mechanics calculations in the gas state have been performed in order to propose a model for the Fe3+, VO2+ and MoO22+ complexes. Potential anticancer cytostatic and cytotoxic effects of piroxicam complexes with VO2+, Mn2+ and MoO22+ on human promyelocytic leukemia HL-60 cells have been investigated. Among all complexes, only VO(pir)(2)(H2O) clearly induces apoptosis after 24-h incubation, whereas piroxicam induces apoptosis after 57-h incubation. (c) 2005 Elsevier Inc. All rights reserved.