Toward multifunctional materials incorporating stepladder manganese(III) inverse-[9-MC-3]-Metallacrowns and anti-inflammatory drugs

The interaction of Mn(ClO4)2·6H2O with salicylaldoxime (H2sao) in the presence of nonsteroidal anti-inflammatory drug (NSAID) sodium diclofenac (Nadicl) or indomethacin (Hindo) leads to the formation of the hexanuclear Mn(III) clusters [Mn6(O)2(dicl)2(sao)6(CH3OH)6] (1) and [Mn6(O)2(indo)2(sao)6(H2O)4] (2) both characterized as stepladder inverse-9-metallacrown-3 accommodating dicl- or indo- ligands, respectively. When the interaction of MnCl2·4H2O with Nadicl or Hindo is in the absence of H2sao, the mononuclear Mn(II) complexes [Mn(dicl)2(CH3OH)4] (3) and [Mn(indo)2(CH3OH)4] (4) were isolated. The complexes were characterized by physicochemical and spectroscopic techniques, and the structure of complexes 1 and 2 was characterized by X-ray crystallography. Magnetic measurements (dc and ac) were carried out in order to investigate the nature of magnetic interactions between the magnetic ions and the overall magnetic behavior of the complexes

Structure and biological activities of metal complexes of flumequine

The reaction of CoCl2·6H2O with the quinolone antimicrobial agent flumequine (Hflmq) in the absence or presence of the α-diimines 2,2′-bipyridine (bipy), 1,10-phenanthroline (phen) or 2,2′-bipyridylamine (bipyam) resulted in the formation of four mononuclear complexes which were characterized with physicochemical and spectroscopic techniques. The crystal structures of [Co(flmq)2(bipy)]·2H2O, [Co(flmq)2(phen)]·1.6MeOH·0.4H2O and [Co(flmq)2(bipyam)]·H2O were determined by X-ray crystallography. The interaction of the complexes with calf-thymus DNA (CT DNA) was investigated by UV spectroscopy, viscosity measurements, cyclic voltammetry and competitive studies with ethidium bromide in order to evaluate the possible DNA-binding mode and to calculate the corresponding DNA-binding constants. The binding of the complexes to human or bovine serum albumin was studied by fluorescence emission spectroscopy and the corresponding binding constants were determined. The antimicrobial activity of the Co(II)–flumequine and the recently reported Cu(II)–flumequine complexes was tested against four different microorganisms (Escherichia coli, Xanthomonas campestris, Staphylococcus aureus and Bacillus subtilis) and was found to be similar to that of free Hflmq. The antiproliferative activity of previously reported complexes [Cu(flmq)(phen)Cl], [Zn(flmq)(phen)Cl] and [Ni(flmq)2(phen)] against human ovarian (A2780) and lung (A549) cancer cell lines is also reported in comparison to the cobalt analogue, [Co(flmq)(phen)Cl], 3, highlighting important differences among the various complexes which may be due to different uptake and modes of action

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

Reaction of hydrated copper(ii) mefenamate in the presence of diverse N-donor ligands such as N,N,N′,N′-tetramethylethylenediamine (temed), ethylenediamine (en), β-picoline (β-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(β-pic)2(mefenamato)2]·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

Zinc complexes of diflunisal: Synthesis, characterization, structure, antioxidant activity, and in vitro and in silico study of the interaction with DNA and albumins

From the reaction of ZnCl2 with the non-steroidal anti-inflammatory drug diflunisal (Hdifl), complex [Zn(difl-O)(2)(MeOH)(4)], 1 was formed, while in the presence of a N,N'-donor heterocyclic ligand 2,2'-bipyridylamine (bipyam), 2,2'-bipyridine (bipy), 1,10-phenanthroline (phen) and 2,2'-dipyridylketone oxime (Hpko), the complexes [Zn(difl-O,O')(2)(bipyam)], 2, [Zn(difl-O,O')(2)(bipy)], 3, [Zn(difl-O,O')(2)(phen)], 4 and [Zn(difl-O)2(Hpko)(2)], 5 were isolated, respectively. The complexes were characterized by physicochemical and spectroscopic techniques and the crystal structures of complexes 2, 3 and 5 were determined by X-ray crystallography. The ability of the complexes to scavenge 1,1-diphenyl-picrylhydrazyl, 2,2'-azinobis(3-ethylbenzothiazoline-6-sulfonic acid) and hydroxyl radicals and to inhibit soybean lipoxygenase was studied and the complexes were more active than free Hdifl. The interaction of the complexes with serum albumins was monitored by fluorescence emission spectroscopy and the corresponding binding constants were calculated. UV-vis spectroscopy, viscosity measurements and fluorescence emission spectroscopy for the competitive studies of the complexes with ethidium bromide were employed to investigate the interaction of the complexes with calf-thymus DNA and revealed intercalation as the most possible DNA-binding mode. Computational techniques were used to identify possible binding sites of albumins and DNA, and determine the druggability of human and bovine serum albumins with the five novel complexes. The majority of the complexes are stronger binders than the free Hdifl. This is the first study incorporating experimental and computational results to explore the binding activity of metal-NSAID complexes with DNA and serum albumins, suggesting their application as potential metallodrugs.24 month embargo; Available online 12 February 2017This item from the UA Faculty Publications collection is made available by the University of Arizona with support from the University of Arizona Libraries. If you have questions, please contact us at [email protected]

Toward Multifunctional Materials Incorporating Stepladder Manganese(III) Inverse-[9-MC-3]-Metallacrowns and Anti-Inflammatory Drugs

The interaction of Mn­(ClO₄)₂·6H₂O with salicylaldoxime (H₂sao) in the presence of nonsteroidal anti-inflammatory drug (NSAID) sodium diclofenac (Nadicl) or indomethacin (Hindo) leads to the formation of the hexanuclear Mn­(III) clusters [Mn₆(O)₂(dicl)₂(sao)₆(CH₃OH)₆] (<b>1</b>) and [Mn₆(O)₂(indo)₂(sao)₆(H₂O)₄] (<b>2</b>) both characterized as stepladder inverse-9-metallacrown-3 accommodating dicl^– or indo^– ligands, respectively. When the interaction of MnCl₂·4H₂O with Nadicl or Hindo is in the absence of H₂sao, the mononuclear Mn­(II) complexes [Mn­(dicl)₂(CH₃OH)₄] (<b>3</b>) and [Mn­(indo)₂(CH₃OH)₄] (<b>4</b>) were isolated. The complexes were characterized by physicochemical and spectroscopic techniques, and the structure of complexes <b>1</b> and <b>2</b> was characterized by X-ray crystallography. Magnetic measurements (dc and ac) were carried out in order to investigate the nature of magnetic interactions between the magnetic ions and the overall magnetic behavior of the complexes

A [24-MC-6] Zinc Metallacoronate with a Nonsteroidal Antiinflammatory Drug as the Constructing Ligand

The interaction of ZnCl₂ with 2-dipyridylketonoxime (=Hpko) and flufenamic acid (=Hfluf) in a basic methanolic solution leads to the formation of a hexanuclear 24-membered metallacoronate, [Zn₆(OH)₂(pko)₄(fluf)₆] (<b>1</b>), with a [Zn–O–C–O] repeat unit and a nonsteroidal antiinflammatory drug as the constructing ligand. Compound <b>1</b> retains its structure in a dimethyl sulfoxide solution, as shown by ¹H NMR spectroscopy and molar conductance

CCDC 1430331: Experimental Crystal Structure Determination

Related Article: Ifigenia Tsitsa, Alketa Tarushi, Panagiota Doukoume, Franc Perdih, Andreia de Almeida, Athanasios Papadopoulos, Stavros Kalogiannis, Angela Casini, Iztok Turel, George Psomas|2016|RSC Advances|6|19555|doi:10.1039/C5RA25776J,An entry from the Cambridge Structural Database, the world’s repository for small molecule crystal structures. The entry contains experimental data from a crystal diffraction study. The deposited dataset for this entry is freely available from the CCDC and typically includes 3D coordinates, cell parameters, space group, experimental conditions and quality measures.

CCDC 1430330: Experimental Crystal Structure Determination

Related Article: Ifigenia Tsitsa, Alketa Tarushi, Panagiota Doukoume, Franc Perdih, Andreia de Almeida, Athanasios Papadopoulos, Stavros Kalogiannis, Angela Casini, Iztok Turel, George Psomas|2016|RSC Advances|6|19555|doi:10.1039/C5RA25776J,An entry from the Cambridge Structural Database, the world’s repository for small molecule crystal structures. The entry contains experimental data from a crystal diffraction study. The deposited dataset for this entry is freely available from the CCDC and typically includes 3D coordinates, cell parameters, space group, experimental conditions and quality measures.

CCDC 1430329: Experimental Crystal Structure Determination

Related Article: Ifigenia Tsitsa, Alketa Tarushi, Panagiota Doukoume, Franc Perdih, Andreia de Almeida, Athanasios Papadopoulos, Stavros Kalogiannis, Angela Casini, Iztok Turel, George Psomas|2016|RSC Advances|6|19555|doi:10.1039/C5RA25776J,An entry from the Cambridge Structural Database, the world’s repository for small molecule crystal structures. The entry contains experimental data from a crystal diffraction study. The deposited dataset for this entry is freely available from the CCDC and typically includes 3D coordinates, cell parameters, space group, experimental conditions and quality measures.