Síntese e avaliação antifúngica de tiazolidinonas derivadas da 2-aminoetilpiperidina.

Abstract

A series of sixteen novel thiazolidinone derivatives was synthesized from the efficient multicomponent reaction of 2-(piperidin-1-yl)ethylamine 1, arenealdehydes 2a-p and mercaptoacetic acid 3 in good yields. Identification and characterization of products were achieved by NMR and GC-MS techniques. The in vitro antifungal activities of all synthesized compounds were evaluated against seven fungi: Candida albicans, C. parapsilosis, C. guilliermodii, Criptococcus laurentii, Geotrichum sp, Trichosporum asahii and Rhodutorula sp. The results are expressed as the Minimum Inhibitory Concentration (MIC) and Minimum Fungicidal Concentration (MFC) and the best results were found against the Rhodutorula sp yeast. Two thiazolidinones (4h and 4l), MIC/MFC 16.5 μg/mL) proved to be 1.6 times more active than fluconazole and four of them (4b, 4e, 4g and 4k (MIC/MFC 25 μg/mL) showed similar activity of standard drug to Rhodutorula sp. In addition, the cytotoxicity of thiazolidinones 4a-p was evaluated on cultured Vero cells and most of them displayed low toxicity (above 98 μg/mL). These preliminary and important results could be considered a starting point for the development of new antifungal agents.