Synthesis, antimicrobial and cytotoxic activities of 5-benzylidene-2-[(pyridine-4-ylmethylene)hydrazono]-thiazolidin-4-one and 2-[(pyridine-4-ylmethylene) hydrazono]-thiazolidin-4-one derivatives

• Main Authors: Danniel Delmondes Feitoza, Antônio José Alves, José Gildo de Lima, Janete Magali Araújo, Jaciana Santos Aguiar, Maria do Desterro Rodrigues, Teresinha Gonçalves Silva, Silene Carneiro do Nascimento, Alexandre José da Silva Góes
• Format: Article
• Language: English
• Published: Sociedade Brasileira de Química 2012-01-01
• Series: Química Nova
• Subjects: 4-thiazolidinone; molecular hybridization; antimicrobial and cytotoxic activities
• Online Access: http://www.scielo.br/scielo.php?script=sci_arttext&pid=S0100-40422012000400007&lng=en&tlng=en

A new series of 5-benzylidene-2-[(pyridine-4-ylmethylene)hydrazono]-thiazolidin-4-ones 4a-l have been synthesized. These compounds were designed by a molecular hybridization approach. 2-[(Pyridine-4-ylmethylene)hydrazono]-thiazolidin-4-ones 3a-d were also obtained and used as intermediates to give the target compounds. The in vitro antimicrobial and cytotoxic activities were evaluated for both series. The intermediate 3b showed considerable antibiotic activity against B. subtilis and C. albicans. In the cytotoxic activity compounds 3b (IC50= 4.25 ± 0.36 µg/mL) and 4l (IC50= 1.38 ± 0.04 µg/mL) were effective for inhibition of human erythromyeloblastoid leukemia (K-562) and human lung carcinoma (NCI-H292) cell lines, respectively.