Synthesis and in vitro anti-tubercular evaluation of 1,2,3-triazole tethered β-lactam-ferrocene and β-lactam-ferrocenylchalcone chimeric scaffolds

Dalton Trans. 2012 May 21;41(19):5778-81. doi: 10.1039/c2dt30514c. Epub 2012 Apr 3.

Abstract

Twenty different triazoles were prepared to probe the anti-tubercular structure-activity relationships (SAR) within the β-lactam-ferrocene-triazole conjugate family. The compounds have been synthesized by copper-catalyzed "click chemistry". In vitro anti-tubercular activity was determined for each compound but the synthesized hybrids failed to inhibit Mycobacterium tuberculosis growth even at high doses. The manuscript assumes significance as this is the first report on the inclusion of ferrocene nucleus in the well established β-lactam family via triazole linkers with reputed physicochemical profiles.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Antitubercular Agents / chemical synthesis
  • Antitubercular Agents / chemistry*
  • Antitubercular Agents / pharmacology*
  • Chalcone / analogs & derivatives*
  • Chalcone / chemistry*
  • Chemistry Techniques, Synthetic*
  • Ferrous Compounds / chemistry*
  • Metallocenes
  • Microbial Sensitivity Tests
  • Mycobacterium tuberculosis / drug effects
  • Triazoles / chemistry*
  • beta-Lactams / chemical synthesis
  • beta-Lactams / chemistry*
  • beta-Lactams / pharmacology*

Substances

  • Antitubercular Agents
  • Ferrous Compounds
  • Metallocenes
  • Triazoles
  • beta-Lactams
  • Chalcone
  • ferrocene