Synthetic analogues of SB-219383. Novel C-glycosyl peptides as inhibitors of tyrosyl tRNA synthetase

Bioorg Med Chem Lett. 2001 Mar 12;11(5):711-4. doi: 10.1016/s0960-894x(01)00039-7.

Abstract

Novel inhibitors of bacterial tyrosyl tRNA synthetase have been synthesised in which the cyclic hydroxylamine moiety of SB-219383 is replaced by C-pyranosyl derivatives. Potent and selective inhibition of bacterial tyrosyl tRNA synthetase was obtained.

MeSH terms

  • Bacterial Proteins / chemistry
  • Bacterial Proteins / metabolism
  • Bridged Bicyclo Compounds, Heterocyclic / chemistry*
  • Bridged Bicyclo Compounds, Heterocyclic / pharmacology
  • Enzyme Inhibitors / chemistry*
  • Enzyme Inhibitors / pharmacology
  • Furans / chemistry*
  • Furans / pharmacology
  • Models, Molecular
  • Molecular Structure
  • Pyrans / chemistry*
  • Staphylococcus aureus / enzymology
  • Staphylococcus aureus / metabolism
  • Tyrosine-tRNA Ligase / antagonists & inhibitors*

Substances

  • Bacterial Proteins
  • Bridged Bicyclo Compounds, Heterocyclic
  • Enzyme Inhibitors
  • Furans
  • Pyrans
  • SB 219383
  • Tyrosine-tRNA Ligase