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

Eur J Med Chem. 2013 Aug:66:228-37. doi: 10.1016/j.ejmech.2013.05.044. Epub 2013 Jun 6.

Abstract

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.

Keywords: 4-Thiazolidinones; Anticancer activity; Antitrypanosomal activity; Antiviral activity; Pyrazolines; Synthesis.

Publication types

  • Research Support, N.I.H., Extramural

MeSH terms

  • Antineoplastic Agents / chemical synthesis
  • Antineoplastic Agents / chemistry
  • Antineoplastic Agents / pharmacology
  • Antiprotozoal Agents / chemical synthesis
  • Antiprotozoal Agents / chemistry
  • Antiprotozoal Agents / pharmacology
  • Antiviral Agents / chemical synthesis
  • Antiviral Agents / chemistry
  • Antiviral Agents / pharmacology
  • Cell Line, Tumor
  • Chemistry Techniques, Synthetic
  • Humans
  • Pyrazoles / chemistry*
  • Structure-Activity Relationship
  • Thiazolidines / chemical synthesis*
  • Thiazolidines / chemistry
  • Thiazolidines / pharmacology*
  • Trypanosoma brucei brucei / drug effects
  • Viruses / drug effects

Substances

  • Antineoplastic Agents
  • Antiprotozoal Agents
  • Antiviral Agents
  • Pyrazoles
  • Thiazolidines