Synthesis and antitubercular activity of new L-serinyl hydrazone derivatives

Med Chem. 2011 Nov;7(6):611-23. doi: 10.2174/157340611797928325.

Abstract

A series of 32 L-serinyl hydrazone derivatives have been synthesized and evaluated for their in vitro antibacterial activity against Mycobacterium tuberculosis H37Rv, being also evaluated their cell viabilities in non infected and infected macrophages with Mycobacterium bovis Bacillus Calmette-Guerin (BCG). The compounds 8c, 8e, 8h and 8i, were non-cytotoxic and exhibited an important minimum inhibitory concentration (MIC) activity between 25 and 100 μg/mL, which can be compared with that of the tuberculostatic drug D-cicloserine (5-20 μg/mL).

MeSH terms

  • Antitubercular Agents / chemical synthesis
  • Antitubercular Agents / chemistry
  • Antitubercular Agents / pharmacology*
  • Cell Survival / drug effects
  • Cycloserine / chemistry
  • Cycloserine / pharmacology
  • Dose-Response Relationship, Drug
  • Hydrazones / chemical synthesis
  • Hydrazones / chemistry
  • Hydrazones / pharmacology*
  • Macrophages / drug effects
  • Macrophages / microbiology
  • Microbial Sensitivity Tests
  • Models, Molecular
  • Molecular Structure
  • Mycobacterium bovis / isolation & purification
  • Mycobacterium tuberculosis / cytology
  • Mycobacterium tuberculosis / drug effects*
  • Serine / chemical synthesis
  • Serine / chemistry
  • Serine / pharmacology*
  • Stereoisomerism
  • Structure-Activity Relationship

Substances

  • Antitubercular Agents
  • Hydrazones
  • Serine
  • Cycloserine