RESUMO
The reaction of nickel(II), copper(II) chlorides and cadmium(II) chloride and bromide with thiophene-2,3-dicarboxaldehyde bis(thiosemicarbazone) (2,3BTSTCH2) leads to a series of new complexes: [Ni(2,3BTSTCH)]Cl, [Cu(2,3BTSTC)], [CdCl2(2,3BTSTCH2)] and [CdBr2(2,3BTSTCH2)]. The crystal structures of the ligand and of [Ni(2,3BTSTCH)]Cl complex have been determined. In this case, we remark an unusual non-symmetrical coordination mode for the two functional groups: one acting as a thione and the second as a deprotonated thiolate. All compounds have been tested for their antifungal activity against human pathogenic fungi: Candida albicans, Candida glabrata and Aspergillus fumigatus, the cadmium complexes exhibit the highest antifungal activity. Cytotoxicity was evaluated using two biological methods: human MRC5 cultured cells and brine shrimp Artemia salina bioassay.
Assuntos
Antifúngicos/síntese química , Cloreto de Cádmio/química , Complexos de Coordenação/síntese química , Cobre/química , Níquel/química , Tiossemicarbazonas/química , Animais , Antifúngicos/farmacologia , Artemia/efeitos dos fármacos , Aspergillus fumigatus/efeitos dos fármacos , Aspergillus fumigatus/crescimento & desenvolvimento , Candida albicans/efeitos dos fármacos , Candida albicans/crescimento & desenvolvimento , Candida glabrata/efeitos dos fármacos , Candida glabrata/crescimento & desenvolvimento , Linhagem Celular , Sobrevivência Celular/efeitos dos fármacos , Complexos de Coordenação/farmacologia , Cristalografia por Raios X , Fibroblastos/citologia , Fibroblastos/efeitos dos fármacos , Humanos , Testes de Sensibilidade Microbiana , Estrutura MolecularRESUMO
The reaction of nickel (II) chloride and bromide with 3-thiophene aldehyde semicarbazone (3STCH) and 2,3-thiophene dicarboxaldehyde bis(semicarbazone) (2,3BSTCH(2)) leads to the formation of a series of new complexes: [NiCl(2)(3STCH)(2)], [NiBr(2)(3STCH)(2)], [NiCl(2,3BSTCH(2))(H(2)O)]Cl, and [NiBr(2,3BSTCH(2))(H(2)O)]Br respectively. The crystal structures of the two ligands 3STCH, 2,3BSTCH(2) and of the complex [NiBr(2,3BSTCH(2))(H(2)O)]Br have been determined by X-ray diffraction methods. For all these complexes, the central ion is coordinated through the oxygen atom of the carbonyle and the azomethine nitrogen atom of the semicarbazone. The antifungal activity of the complexes and their corresponding ligands was evaluated against some strains of respectively, Candida albicans, Candida glabrata and Aspergillus fumigatus. The complexes with 3STCH and 2,3BSTCH(2) revealed interesting CMI(80) values specifically against C. glabrata. Cytotoxicity assay was also carried out in vitro on MRC5 cells.
Assuntos
Antifúngicos , Aspergillus fumigatus/crescimento & desenvolvimento , Candida/crescimento & desenvolvimento , Níquel , Compostos Organometálicos , Tiossemicarbazonas , Antifúngicos/síntese química , Antifúngicos/química , Antifúngicos/farmacologia , Cristalografia por Raios X , Estrutura Molecular , Níquel/química , Níquel/farmacologia , Compostos Organometálicos/síntese química , Compostos Organometálicos/química , Compostos Organometálicos/farmacologia , Tiossemicarbazonas/síntese química , Tiossemicarbazonas/química , Tiossemicarbazonas/farmacologiaRESUMO
The reaction of zinc(II) chloride, cadmium(II) chloride and bromide with 3-thiophene aldehyde thiosemicarbazone leads to the formation of a series of new complexes. They have been characterized by spectroscopic studies: infrared, (1)H NMR, and electronic spectra. The crystal structures of the compound [ZnCl(2)(3TTSCH)(2)] and [CdBr(2)(3TTSCH)(2)] have been determined by X-ray diffraction methods. For the complexes [ZnCl(2)(3TTSCH)(2)] and [CdBr(2)(3TTSCH)(2)], the central ion is coordinated through the sulfur, and for the complexes [CdCl(2)(3TTSCH)], [CdBr(2)(3TTSCH)] the ion is coordinated through the sulfur as well as azomethine nitrogen atom of the thiosemicarbazone. In addition, fungistatic and bacteriostatic activities of both ligand and complexes have been evaluated. Cadmium(II) complexes have shown the most significant activities.