RESUMO
The ligand behavior of di-2-pyridylketone 2-aminobenzoylhydrazone (Hdpa), and phenyl(2-pyridyl)ketone 2-aminobenzoylhydrazone (Hdba) towards organotin derivatives was investigated. The synthesis and the IR and 119Sn NMR spectroscopic characterization of the compounds is reported, together with the X-ray crystal structures of Hdpa and Sn(C6H5)3Cl(OH2).Hdpa, which are discussed and compared. The in vitro evaluation of antimicrobial properties revealed the strong activity of Sn(C6H5)2(Hdpa)Cl2 and Sn(C6H5)3Cl(OH2).Hdpa complexes. None of the compounds showed genotoxicity in the Bacillus subtilis rec-assay and in the Salmonella-microsome test.
Assuntos
Compostos Orgânicos de Estanho/química , Compostos Orgânicos de Estanho/síntese química , Antibacterianos , Anti-Infecciosos/química , Anti-Infecciosos/farmacologia , Bactérias/efeitos dos fármacos , Cristalografia por Raios X , Fungos/efeitos dos fármacos , Hidrazonas/química , Ligação de Hidrogênio , Raios Infravermelhos , Cetonas/química , Espectroscopia de Ressonância Magnética , Testes de Sensibilidade Microbiana , Modelos Moleculares , Estrutura Molecular , Testes de Mutagenicidade , Compostos Orgânicos de Estanho/farmacologia , Piridinas/química , Análise EspectralRESUMO
A series of organotin compounds obtained from the reaction of 2,6-diacetylpyridine nicotinoyl- and isonicotinoylhydrazones with tri- and diorganotin chlorides was investigated. The IR and 119Sn NMR spectroscopic characterization of all the compounds is reported, together with the x-ray crystal structure of [SnEt2(H2dapin')]2[SnEt2Cl3]Cl3.2H2O (H2dapin' = 2,6-diacetylpyridine bis(isonicotinoylhydrazone)). The main feature in this compound is the presence of a tin atom in both the complex ionic units. The coordination polyhedron is a pentagonal bipyramid in the cation and a trigonal bipyramid in the anion. Results are discussed concerning the in vitro evaluation of antimicrobial properties and genotoxic potential of the compounds described. In all cases the complexes show a reduced antimicrobial activity as compared to that of the corresponding organotin compound. Genotoxic properties of the ligands, detected in the Ames test, disappear in the complexes.
