Synthesis and biological activity evaluation of 5-pyrazoline substituted 4-thiazolidinones

•Synthesis of novel 5-pyrazoline substituted 4-thiazolidinones was performed.•Compounds 4d and 4f showed promising activity on the leukemia subpanel cell lines.•Compounds were evaluated for antitrypanosomal and antiviral properties.

A series of novel 5-pyrazoline substituted 4-thiazolidinones have been synthesized. Target compounds were evaluated for their anticancer activity in vitro within DTP NCI protocol. Among the tested compounds, the derivatives 4d and 4f were found to be the most active, which demonstrated certain sensitivity profile toward the leukemia subpanel cell lines with GI50 value ranges of 2.12–4.58 μM (4d) and 1.64–3.20 μM (4f). The screening of antitrypanosomal and antiviral activities of 5-(3-naphthalen-2-yl-5-aryl-4,5-dihydropyrazol-1-yl)-thiazolidine-2,4-diones was carried out with the promising influence of the mentioned compounds on Trypanosoma brucei, but minimal effect on SARS coronavirus and influenza types A and B viruses.

Graphical abstractThe synthesis and biological activity screening of novel 4-thiazolidinone based conjugates with pyrazoline moiety were performed. Thirteen synthesized compounds were tested for their anticancer activity in NCI60 cell lines and two of them (4d and 4f) were found to be the most active candidates. The screening of antitrypanosomal and antiviral activities of 5-(3-naphthalen-2-yl-5-aryl-4,5-dihydropyrazol-1-yl)-thiazolidine-2,4-diones was carried out.Figure optionsDownload full-size imageDownload as PowerPoint slide