RESUMO
A new water-soluble lithium salt of thiazolidine-4-carboxylic acid was synthesized and characterized by chemical and spectroscopic techniques. Elemental and mass spectrometric (ESI-MS) analyses of the solid compound fit to the composition LiC(4)H(6)NSO(2). (1)H, (13)C nuclear magnetic resonance (NMR), [(1)H-(15)N] NMR and infrared (IR) analyses permitted to elucidate the structure of the compound. Biological activity was evaluated by cytotoxic analysis using HeLa cells. Determination of cell death was assessed using a tetrazolium salt colorimetric assay, which reflects the cells viability.
Assuntos
Compostos de Lítio/química , Compostos de Lítio/síntese química , Tiazolidinas/química , Tiazolidinas/síntese química , Morte Celular/efeitos dos fármacos , Células HeLa , Humanos , Compostos de Lítio/toxicidade , Espectroscopia de Ressonância Magnética , Espectrofotometria Infravermelho , Tiazolidinas/toxicidadeRESUMO
The present work describes the synthesis and antimycobacterial activity of three Ag(I)-complexes with the sweeteners aspartame, saccharin, and cyclamate as ligands, with the aim of finding new candidate substances for fighting tuberculosis and other mycobacterial infections. The minimal inhibitory concentration of these three complexes was investigated in order to determine their in-vitro antimycobacterial activity against Mycobacterium tuberculosis, Mycobacterium avium, Mycobacterium intracellulare, Mycobacterium malmoense, and Mycobacterium kansasii. The MIC values were determined using the Microplate Alamar Blue Assay. The best MIC values found for the complexes were 9.75 microM for Ag(I)-aspartame against M. kansasii and 15.7 microM for Ag(I)-cyclamate against M. tuberculosis.
Assuntos
Antibacterianos/síntese química , Aspartame/síntese química , Ciclamatos/síntese química , Mycobacterium/efeitos dos fármacos , Compostos Organometálicos/síntese química , Sacarina/síntese química , Prata , Antibacterianos/química , Antibacterianos/farmacologia , Aspartame/química , Aspartame/farmacologia , Ciclamatos/química , Ciclamatos/farmacologia , Humanos , Ligantes , Testes de Sensibilidade Microbiana , Mycobacterium tuberculosis/efeitos dos fármacos , Micobactérias não Tuberculosas/efeitos dos fármacos , Compostos Organometálicos/química , Compostos Organometálicos/farmacologia , Sacarina/química , Sacarina/farmacologiaRESUMO
A new palladium(II) complex with methionine sulfoxide was synthesized and characterized by a set of chemical and spectroscopic techniques. Elemental and mass spectrometry analyses of the solid complex fit to the composition [Pd(C5H10NO3S)2].H2O. 13C NMR, [1H-15N] NMR and infrared spectra indicate coordination of the amino acid to Pd(II) through the carboxylate and amino groups in a square planar geometry. The complex is soluble in water. Biological activity was evaluated by cytotoxic analysis using HeLa cells. Determination of cell death was assessed using a tetrazolium salt colorimetric assay, which reflects the cells viability. After incubation for 48 h, 20% of cell death was achieved at a concentration of 200 micromol L-1 of the complex.
Assuntos
Metionina/análogos & derivados , Paládio/química , Paládio/metabolismo , Morte Celular/efeitos dos fármacos , Células HeLa , Humanos , Espectroscopia de Ressonância Magnética , Espectrometria de Massas , Metionina/síntese química , Metionina/química , Metionina/metabolismo , Metionina/farmacologia , Paládio/farmacologia , Espectrofotometria InfravermelhoRESUMO
In this paper, synthesis, characterization and antimycobacterial properties of a new water-soluble complex identified as silver-mandelate are described. Elemental and thermal analyses are consistent with the formula [Ag(C(6)H(5)C(OH)COO)](n). The polymeric structure was determined by single X-ray diffraction and the two-dimensional structure is based on the bis(carboxylate-O,O') dimer [Ag-O, 2.237(3), 2.222(3) Angstrom]. The structure is extended along both the b and c axes through two oxygen atoms of a bidentate alpha-hydroxyl-carboxylate residue [Ag-OH(hydroxyl), 2.477(3) Angstrom; Ag-O(carboxylate), 2.502(3) Angstrom; O-Ag-O, 63.94(9) degrees]. A strong d(10)-d(10) interaction was observed between two silver atoms. The Ag - Ag distance is 2.8307(15) Angstrom. The NMR (13)C spectrum in D(2)O shows that coordination of the ligand to Ag(I) occurs through the carboxylate group in solution. Potentiometric titration shows that only species with a molar metal:ligand ratio of 2:2 are formed in aqueous solution. The mandelate complex and the silver-glycolate, silver-malate and silver-hydrogen-tartarate complexes were tested against three types of mycobacteria, Mycobacterium avium, Mycobacterium tuberculosis and Mycobacterium kansasii, and their minimal inhibitory concentration (MIC) values were determined. The results show that the four complexes are potential candidates for antiseptic or disinfectant drugs for discharged secretions of patients affected with tuberculosis.
Assuntos
Antibacterianos/química , Antibacterianos/síntese química , Hidroxiácidos/química , Hidroxiácidos/síntese química , Prata/química , Antibacterianos/farmacologia , Cristalografia por Raios X , Hidroxiácidos/farmacologia , Espectroscopia de Ressonância Magnética , Estrutura Molecular , Mycobacterium avium/efeitos dos fármacos , Mycobacterium kansasii/efeitos dos fármacos , Mycobacterium tuberculosis/efeitos dos fármacos , Potenciometria , Prata/farmacologia , Espectrofotometria Infravermelho , TermodinâmicaRESUMO
1H-15N 2D NMR data for S-allyl-L-cysteine (deoxyalliin) and for bis(S-allyl-L-cysteinate)palladium(II) complex are presented in this manuscript. Large upfield 15N NMR shift of the amine nitrogen in the spectrum of the complex when compared to the spectrum of the ligand shows clearly coordination of S-allyl-L-cysteine, in the anion form, to palladium(II) through the NH2 group.