Antimycobacterial evaluation of novel hybrid arylidene thiazolidine-2,4-diones

Bioorg Med Chem Lett. 2014 Feb 15;24(4):1089-93. doi: 10.1016/j.bmcl.2014.01.007. Epub 2014 Jan 11.

Abstract

A series of novel hybrid heterocycles comprising arylidene thiazolidine-2,4-dione and 1-cyclopropyl-2-(2-fluorophenyl)ethanone were synthesized. These compounds were evaluated for their antimycobacterial activity against Mycobacterium tuberculosis H37Rv in High Throughput Screen. Most of the hybrid arylidene thiazolidine-2,4-diones displayed moderate to good activity with MIC of less than 50 μM. Compound 1m exhibited maximum potency being 5.87 fold more active at EC50 and 6.26 fold more active at EC90 than the standard drug pyrimethamine.

Keywords: Antimycobacterial activity; High Throughput Screen; Knoevenagel condensation; Mycobacterium tuberculosis; Thiazolidine-2,4-dione.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Anti-Bacterial Agents / chemical synthesis
  • Anti-Bacterial Agents / chemistry
  • Anti-Bacterial Agents / pharmacology*
  • Dose-Response Relationship, Drug
  • Microbial Sensitivity Tests
  • Molecular Structure
  • Mycobacterium tuberculosis / drug effects*
  • Structure-Activity Relationship
  • Thiazolidinediones / chemical synthesis
  • Thiazolidinediones / chemistry
  • Thiazolidinediones / pharmacology*

Substances

  • Anti-Bacterial Agents
  • Thiazolidinediones
  • thiazolidine-2,4-dione