Síntese e avaliação da atividade citotóxica de novas 5-benzilideno-4-tiazolidinonas

Abstract

From a biological perspective, the 4-thiazolidinones are of great scientific interest due to its chemical properties and the wide spectrum of biological activities such as antimicrobial and anti-tumor, among others. In this communication we aimed the synthesis and evaluation of cytotoxic activity against the neoplastic cells of some 5-benzylidene-4-thiazolidinone derivatives obtained from 4-pyridinecarboxaldehyde. The synthesis of the 5-benzylidene-4-thiazolidinone derivatives was performed by Knoevenagel condensation of 4-thiazolidinones and with suitable aromatic aldehydes, using piperidine as base in refluxing ethanol, providing compounds with a good yield ranging from 65% to 77%. The in vitro cytotoxic activity was performed by MTT assay against two human carcinoma cell lines: NCI-H292 (obtained from mucoepidermoid carcinoma of lung) and HEp-2 (obtained from epidermoid carcinoma of the larynx). The tests were conducted at concentrations of 10, 5, 2.5 and 1.25 μg/mL. Among the compounds tested 5-(4-dimethylamino-benzylidene)-4-thiazolidinone showed the best percentage of inhibition of cells with an IC50 of 1.74 μg/mL for cell line NCI-H292. 4-Thiazolidinone compounds come in recent years with increasing attention to the scientific community. In this work we are highlighting the potential of this compound for anti-proliferative activity for NCI-H292 cells. This result is encouraging for further studies of the cytotoxic activity of 4-thiazolidinones.

Keywords

• 4-thiazolidinone
• anti-proliferative
• benzylidene
• cytotoxic