Design, solvent free synthesis, and antimicrobial evaluation of 1,4 dihydropyridines

Bioorg Med Chem Lett. 2012 Sep 15;22(18):6016-23. doi: 10.1016/j.bmcl.2012.05.003. Epub 2012 May 17.

Abstract

Here in, we report the usage of cellulose sulfuric acid as a heterogeneous eco friendly catalyst for the synthesis of 1,4 dihydropyridines under solvent free conditions via Hantzsch three component reaction of an aldehyde, ethyl acetoacetate and ammonium acetate at 100 °C for 2-5 h. In silico studies were performed on twenty two possible 1,4 dihydropyridines (DHPs) analogues against K(+) channel receptor (KcsA). In order to validate in silico studies, thirteen compounds were synthesized and evaluated as antibacterials against twenty seven ESBL isolates of Klebsiella pneumoniae and Escherichia coli.

MeSH terms

  • Anti-Bacterial Agents / chemical synthesis
  • Anti-Bacterial Agents / chemistry
  • Anti-Bacterial Agents / pharmacology*
  • Dihydropyridines / chemical synthesis
  • Dihydropyridines / chemistry
  • Dihydropyridines / pharmacology*
  • Dose-Response Relationship, Drug
  • Drug Design*
  • Escherichia coli / drug effects*
  • Hydrogen Bonding
  • Klebsiella pneumoniae / drug effects*
  • Microbial Sensitivity Tests
  • Models, Molecular
  • Molecular Structure
  • Structure-Activity Relationship

Substances

  • Anti-Bacterial Agents
  • Dihydropyridines
  • 1,4-dihydropyridine