Facile synthesis of 1,3-thiazolidin-4-ones as antitubercular agents

Bioorg Med Chem Lett. 2016 Apr 1;26(7):1704-8. doi: 10.1016/j.bmcl.2016.02.056. Epub 2016 Feb 20.

Abstract

We have developed, highly efficient, one-pot, solvent-free, [Et3NH][HSO4] catalyzed multicomponent reaction protocol for the synthesis of 1,3-thiazolidin-4-ones in excellent yields. For the first time, the 1,3-thiazolidin-4-ones were evaluated in vitro for their antimycobacterial activity against Mycobacterium tuberculosis dormant MTB H37Ra and Mycobacterium bovis BCG strains. Among the synthesized basic 1,3-thiazolidin-4-ones, particularly the compounds 4c, 4d, 4e, 4f, 4h, 4i and 4j displays promising antitubercular activity along with no significant cytotoxicity against the cell lines MCF-7, A549 and HCT-116.

Keywords: Antitubercular; Cytotoxicity; Green protocol; Multicomponent reaction.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Antitubercular Agents / chemical synthesis
  • Antitubercular Agents / chemistry*
  • Antitubercular Agents / pharmacology*
  • Cell Line
  • Combinatorial Chemistry Techniques / economics
  • Combinatorial Chemistry Techniques / methods
  • Green Chemistry Technology / economics
  • Green Chemistry Technology / methods
  • Humans
  • Microbial Sensitivity Tests
  • Mycobacterium bovis / drug effects*
  • Mycobacterium tuberculosis / drug effects*
  • Structure-Activity Relationship
  • Thiazolidines / chemical synthesis
  • Thiazolidines / chemistry*
  • Thiazolidines / pharmacology*
  • Tuberculosis / drug therapy*
  • Tuberculosis / veterinary

Substances

  • Antitubercular Agents
  • Thiazolidines