Metal Complexes with Naphthalene-Based Acetic Acids as Ligands: Structure and Biological Activity.

Naproxen (6-methoxy-α-methyl-2-naphthaleneacetic acid), 1-naphthylacetic acid, 2-naphthylacetic acid and 1-pyreneacetic acid are derivatives of acetic acid bearing a naphthalene-based ring. In the present review, the coordination compounds of naproxen, 1- or 2-naphthylacetato and 1-pyreneacetato ligands are discussed in regard to their structural features (nature and nuclearity of metal ions and coordination mode of ligands), their spectroscopic and physicochemical properties and their biological activities.

In vitro biological activity of copper(II) complexes with NSAIDs and nicotinamide: Characterization, DNA- and BSA-interaction study and anticancer activity.

Through the reaction of copper(II) acetate with nicotinamide (pyridine-3-carboxylic acid amide, niacinamide) and some derivatives of N-phenylanthranilic acid (fenamates), seven new mixed-ligand copper(II) compounds were isolated: [Cu(tolf-O)(tolf-O,O')nia-N)(EtOH)] (1), [Cu(tolf-O)(tolf-O,O')(nia-N)(MeOH)] (2), [Cu(meclf-O)(meclf-O,O')(nia-N)(EtOH)] (3), [Cu(meclf-O)(meclf-O,O')(nia-N)(MeOH)] (4), [Cu(meclf-O)(meclf-O,O')(nia-N)(ACN)] (5), [Cu(mef-O)(mef-O,O')(nia-N)(EtOH)] (6) and [Cu(mef-O)(mef-O,O')(nia-N)(ACN)] (7) containing a molecule of relevant solvent as ligand in their primary crystal structure (tolf = tolfenamate, meclf = meclofenamate, mef = mefenamate, nia = nicotinamide, EtOH = ethanol, MeOH = methanol, ACN = acetonitrile). The structures of the complexes were determined by single-crystal X-ray analysis. The intermolecular interactions were studied by Hirshfeld surface analysis.

Manganese(II) complexes of substituted salicylaldehydes and α-diimines: Synthesis, characterization and biological activity.

The interaction of Mn with substituted salicylaldehydes (X-saloH) led to the formation of five manganese(II) complexes formulated as [Μn(X-salo)(MeOH)]. When the reactions took place in the presence of an α-diimine such as 2,2'-bipyridine, 1,10-phenanthroline or 2,2'-bipyridylamine, five manganese(II) complexes of the formula [Mn(X-salo)(α-diimine)] were isolated. The characterization of the complexes was accomplished by various spectroscopic techniques and single-crystal X-ray crystallography.

Synthesis, characterization and (in vitro and in silico) biological activity of a series of dioxouranium(VI) complexes with non-steroidal anti-inflammatory drugs.

The reaction of the dioxouranium(VI) ion with a series of non-steroidal anti-inflammatory drugs (NSAIDs), namely mefenamic acid, indomethacin, diclofenac, diflunisal and tolfenamic acid, as ligands in the absence or presence of diverse N,N'-donors (1,10-phenanthroline,2,2'-bipyridine or 2,2'-bipyridylamine) as co-ligands led to the formation of ten complexes bearing the formulas [UO(NSAID-O,O')(O-donor)] or [UO(NSAID-O,O')(N,N'-donor)], respectively. The complexes were characterized with diverse spectroscopic techniques and the crystal structures of three complexes were determined by single-crystal X-ray crystallography. The biological profile of the resultant complexes was assessed in vitro and in silico.

Synthesis, structural determination, in vitro and in silico biological evaluation of divalent or trivalent cobalt complexes with indomethacin.

The interaction of cobalt chloride with the non-steroidal anti-inflammatory drug indomethacin (Hindo) led to the formation of the polymeric complex [Co(indo-O)(HO)(μ-Cl)]·n(MeOH·HO) bearing one chlorido bridge between the cobalt atoms. The presence of the nitrogen-donor co-ligands 2,2'-bipyridine (bipy), 2,2'-bipyridylamine (bipyam), 1,10-phenanthroline (phen) or 1H-imidazole (Himi) resulted in the isolation of complexes [Co(μ-indo-O,O')(indo-O)(bipy)(μ-HO)]·3.3MeOH, [Co(indo-O,O')(bipyam)]·0.

Structure and biological evaluation of pyridine-2-carboxamidine copper(II) complex resulting from N'-(4-nitrophenylsulfonyloxy)2-pyridine-carboxamidoxime.

The interaction of Cu(NO)·3HO with the sulfonyl o-pyridine carboxamidoxime N'-(4-nitrophenylsulfonyloxy)picolinimidamide (L) resulted in the mononuclear complex [Cu(L)](L) (1), where L = pyridine-2-carboxamidine ligand and (L) = 4-nitrobenzenesulfonate anion derived from the homolytic cleavage of the NO bond of L. The complex was characterized by diverse techniques including single-crystal X-ray crystallography. From the antimicrobial tests performed, complex 1 seems to be active against gram-negative bacterial strains.

Cobalt(II) complexes with the non-steroidal anti-inflammatory drug diclofenac and nitrogen-donor ligands.

The interaction of the non-steroidal anti-inflammatory drug sodium diclofenac with CoCl in the absence or presence of the nitrogen-donor ligands 2,2'-bipyridine, 1,10-phenanthroline, 2,2'-bipyridylamine, pyridine or imidazole resulted in the formation of six mononuclear Co(II) complexes. The complexes were characterized by diverse physicochemical and spectroscopic techniques and single-crystal X-ray crystallography revealing a monodentate or a bidentate chelating binding mode of the diclofenac ligands. The scavenging activity of the complexes was evaluated in vitro against the free radicals of 1,1-diphenyl-2-picrylhydrazyl, 2,2'-azinobis-(3-ethylbenzothiazoline-6-sulfonic acid) (ABTS) and hydroxyl; the complexes present significant scavenging activity of ABTS and hydroxyl radicals.

Copper(II) diclofenac complexes: Synthesis, structural studies and interaction with albumins and calf-thymus DNA.

The reaction of the copper(II) diclofenac complex [Cu(dicl)(HO)] (1) (dicl = deprotonated diclofenac (Hdicl)) with the chelating N-donor ligands ethylenediamine (en), propan-1,3-diamine (pn), unsymmetrical dimethylethylene-diamine (unsym-dmen) and N,N,N',N'-tetramethylethylene-diamine (temed) in methanol-water (4:1 v/v) yielded the novel copper(II) complexes [Cu(en)(HO)](dicl)·2HO (2), [Cu(pn)(HO)](dicl)·2HO (3), [Cu(unsym-dmen)(HO)](dicl)·HO (4) and [Cu(temed)(dicl)] (5), respectively. All the synthesized complexes were characterized by spectroscopic (UV-vis, FT-IR) methods. The structures of complexes 2, 3 and 5 were unambiguously determined by single-crystal X-ray crystallography.

Nickel-diflunisal complexes: synthesis, characterization, in vitro antioxidant activity and interaction with DNA and albumins.

The reaction of NiCl with the non-steroidal anti-inflammatory drug diflunisal (Hdifl) resulted in the formation of complex [Ni(difl-O)(MeOH)], 1. The co-existence of a N,N'-donor heterocyclic ligand 2,2'-dipyridylketone oxime (Hpko), 1,10-phenanthroline (phen), 2,2'-bipyridine (bipy) and 2,2'-bipyridylamine (bipyam) led to the formation of complexes [Ni(difl-O)(Hpko-N,N')], 2, [Ni(difl)(phen)(MeOH)], 3, [Ni(difl)(bipy)(MeOH)], 4 and [Ni(difl-O,O')(bipyam)], 5, respectively. The complexes were characterized by physicochemical and spectroscopic techniques and the crystal structures of complexes 1 and 2 were determined by X-ray crystallography.