RESUMO
In the last 20 years, N-Heterocyclic Carbene (NHC) ligands have been ubiquitous in biological and medicinal chemistry. Part of their success lies in the tremendous number of topologies that can be synthesized and thus finely tuned that have been described so far. This is particularly true in the case of those derivatives, including fluorine or fluorinated fragments on their NHC moieties, gaining much attention due to their enhanced biological properties and turning them into excellent candidates for the development of novel metallodrugs. Thus, this review summarizes the development that fluorinated-NHC transition metal complexes have had and their impact on cancer treatment.
Assuntos
Antineoplásicos/química , Complexos de Coordenação/química , Compostos Heterocíclicos/química , Hidrocarbonetos Fluorados/química , Metano/análogos & derivados , Elementos de Transição/química , Animais , Antineoplásicos/farmacologia , Química Farmacêutica , Complexos de Coordenação/farmacologia , Ensaios de Seleção de Medicamentos Antitumorais , Flúor/química , Halogenação , Humanos , Metano/química , Estrutura Molecular , Relação Estrutura-AtividadeRESUMO
Fourteen new complexes were obtained from Ln(III)(NO3)3ân-H2O and the chromophores 2-(1H-benzo[d]imidazol-2-yl)-phenol (Bzp1) or 2-(5-methyl-1H-benzo[d]imidazol-2-yl)-phenol (Bzp2). The complete characterization allowed us to assign unequivocally the structures of all the complexes. The techniques used for this purpose were Ultraviolet-Visible (UV-Vis) and Fourier-Transform Infrared (FT-IR) spectroscopies, High-Resolution Mass Spectrometry (HRMS), Magnetic Susceptibility (MS), Elemental Analysis (EA) and Molar Conductivity (MC). HRMS allowed us to find the molecular ion and its isotopic pattern. The FT-IR spectral data suggested that benzimidazolyl-phenol ligands coordinate with Ln(III) ions through iminic nitrogen and phenolic oxygen. Thermogravimetric Analysis (TGA) studies of NdBzp1 and GdBzp2 complexes indicate the presence of lattice water along with three nitrates and two benzimidazolyl-phenol ligands; the thermal decomposition was consistent with the minimal formula suggested by EA. The coordination type of the benzimidazolyl-phenol ligands, the geometry and the structural organization of these coordination complexes have been interpreted by Density Functional Theory (DFT) calculations, and they coincided with the physicochemical data suggesting a coordination number eight for the Ln(III) ions. The cytotoxicity of the chromophores and their coordination complexes was tested against a cancer cell line (HeLa), as compared with structure/support cells (NIH-3T3) and defense cells (J774A.1), revealing that three coordination complexes showed moderate cytotoxicity against the cell lines studied.
Assuntos
Benzimidazóis/química , Elementos da Série dos Lantanídeos/química , Compostos Organometálicos/síntese química , Fenóis/química , Células 3T3 , Animais , Sobrevivência Celular/efeitos dos fármacos , Células Cultivadas , Eritrócitos/efeitos dos fármacos , Fibroblastos/efeitos dos fármacos , Células HeLa , Humanos , Camundongos , Compostos Organometálicos/farmacologia , Compostos Organometálicos/toxicidadeRESUMO
In the title polymeric complex salt, {[Ni(C8H4NO2)(C10H8N2)(H2O)3](C8H4NO2)} n , the Ni(II) cation is coordinated by a 4-cyano-benzoate anion, two 4,4'-bi-pyridine ligands and three water mol-ecules in a distorted N2O4 octa-hedral geometry. The 4,4'-bi-pyridine ligands bridge the Ni(II) cations to form polymeric chains of the title complex cations, propagating along the c-axis direction. The dihedral angle between the pyridine rings of the 4,4'-bi-pyridine ligand is 24.9â (6)°. In the crystal, the uncoordinating 4-cyano-benzoate anions link with the complex cations via O-Hâ¯O hydrogen bonds into a three-dimensional supra-molecular architecture. Weak C-Hâ¯O, C-Hâ¯N inter-actions and π-π stacking [centroid-to-centroid distances = 3.566â (4) and 3.885â (4)â Å] are also observed in the crystal.
RESUMO
In the title compound, [Co2(C7H5O2)4(C10H8N2)4]·6C6H5COOH, the centrosymmetric cobalt dimer co-crystallizes with six mol-ecules of benzoic acid. Each Co(II) atom is coordinated by four O atoms in a distorted square-planar arrangement while the N atoms are located in apical positions. The dihedral angles between the rings comprising each of the 4,4'-bipyridyl ligands are 25.2â (2) and 22.8â (2)°. In the crystal, the three-dimensional network is assembled by O-Hâ¯O and C-Hâ¯O hydrogen bonds.