New copper(II) complexes of the anti-inflammatory drug mefenamic acid: a concerted study including synthesis, physicochemical characterization and their biological evaluation

被引:55
|
作者
Sharma, Raj Pal [1 ]
Kumar, Santosh [1 ]
Venugopalan, Paloth [1 ]
Ferretti, Valeria [2 ,3 ]
Tarushi, Alketa [4 ]
Psomas, George [4 ]
Witwicki, Maciej [5 ]
机构
[1] Panjab Univ, Dept Chem, Chandigarh 160014, India
[2] Univ Ferrara, Ctr Struct Diffractometry, Via Fossato di Mortara 17-27, I-44121 Ferrara, Italy
[3] Univ Ferrara, Dept Chem & Pharmaceut Sci, Via Fossato di Mortara 17-27, I-44121 Ferrara, Italy
[4] Aristotle Univ Thessaloniki, Fac Chem, Dept Gen & Inorgan Chem, GR-54124 Thessaloniki, Greece
[5] Univ Wroclaw, Fac Chem, 14 F Joliot Curie St, PL-50283 Wroclaw, Poland
关键词
ELECTRON-PARAMAGNETIC-RESONANCE; SCHIFF-BASE DIANIONS; CRYSTAL-STRUCTURE; ANTIOXIDANT ACTIVITY; SPECTROSCOPIC CHARACTERIZATION; COORDINATION GEOMETRIES; PROTEIN-BINDING; METAL-COMPLEXES; DNA-INTERACTION; HARTREE-FOCK;
D O I
10.1039/c6ra14706b
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Reaction of hydrated copper(II) mefenamate in the presence of diverse N-donor ligands such as N, N, N', N'-tetramethylethylenediamine (temed), ethylenediamine (en), beta-picoline (beta-pic) in a methanol : water mixture (4 : 1, v/v) yielded crystalline monomeric copper(II) complexes [Cu(temed) (mefenamato)(2)], 1, [Cu(en)(2)(H2O)(2)](mefenamato)(2), 2 and [Cu(beta-pic)(2)(mefenamato)(2)]center dot H2O, 3. The newly synthesized complexes have been characterized by elemental analysis, spectroscopic methods (FT-IR, UV-Vis and EPR), thermogravimetric analyses and single-crystal X-ray structure determination in the case of complexes 2 and 3. The ground-state geometry optimization of complex 1 was performed by DFT calculations. In order to verify the complexes capability to get bound and possibly transported by the albumin towards their biological targets (cells and/or tissues), the interaction with bovine (BSA) and human serum albumin (HSA) was studied by fluorescence emission spectroscopy. The interaction of complexes 1-3 with calf-thymus DNA (CT DNA) was monitored by UV-Vis spectroscopy, cyclic voltammetry, viscosity measurements and via the ethidium bromide (EB) displacement from the EB-DNA conjugate performed by fluorescence emission spectroscopy, as a preliminary approach to evaluate their potential biological activity.
引用
收藏
页码:88546 / 88558
页数:13
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