The piroxicam complex of copper(II), trans-[Cu(Pir)2(THF)2], and its interaction with DNA

• DOI: 10.1016/j.molstruc.2012.04.094
• Publication Date: 2012-05-14T18:21:24Z
• Authors: Hassan Hadadzadeh; Mona Salimi; Matthias Weil; Zahra Jannesari; Farivash Darabi; Khatereh Abdi; Aliakbar Dehno Kh...; Soroush Sardari; Reza Ahangari
• Keywords: Amide; Chromophore; Carboxamide

Abstract The mononuclear Cu(II) complex, trans-[Cu(Pir)2(THF)2], where Pir is 4-hydroxy-2-methyl-N-2-pyridyl-2H-1,2-benzothiazine-3-carboxamide-1,1-dioxide (piroxicam), has been prepared and characterized by elemental analysis, spectroscopic methods (UV–Vis, IR, and 1H NMR) and single crystal X-ray structure analysis. The molecular structure of the centrosymmetric complex is made up of two monoanionic bidentate Pir ligands coordinated to the Cu(II) atom through the pyridyl N atom and the carbonyl O atom of the amide group in equatorial positions. The elongated rhombic octahedral (ERO) coordination of the CuNON ′ O ′ O 2 ″ chromophore is completed by the O atoms of two THF molecules in axial positions. A strong intramolecular hydrogen bond between the amide N-H function and the enolate O atom confirms the ZZZ conformation of piroxicam. In addition, CD spectroscopy and gel electrophoresis assays have been used to investigate the interaction of the complex with DNA. The results revealed that the binding of the complex with DNA led to DNA backbone distortion.