Síntese de um novo derivado tiazolidínico com potencial atividade anti-inflamatória

Abstract

The presence of the thiazolidine ring in penicillins and related derivatives was the first recognition of thiazolidines in nature. As these heterocyclic compounds have important biological properties, such as potential anti-inflammatory and analgesic activity, according to previous works (Singh et al. - 1986; Boschelli et al. - 1992). This fact drove us to the synthesis of new derivatives with potential anti-inflammatory activity. We synthesized and identified the physicochemical characteristics of a new thiazolidine derivative (LPSF/SF-22). Initially we obtained the intermediate compound LPSF through the Knoevenagel condensation reaction between the thiazolidine-2 4-dione N-alkylated and a product resulting from the reaction between an aldehyde and an ester, using ethanol as solvent and piperidine as catalyst. Then the final product (LPSF/SF-22) was obtained by alkylation of N-substituted thiazolidine. The thiazolidine derivative was purified and analyzed by thin layer chromatography (TLC), resulting in a Rf system nhexane/AcOEt 7:3 = 0,50, income equal to 78% and melting point 243-244°C. Through the methods employed in this work we obtained a product with greater profitability.