In silico design and synthesis of piperazine-1-pyrrolidine-2,5-dione scaffold-based novel malic enzyme inhibitors

Bioorg Med Chem Lett. 2006 Feb;16(3):525-8. doi: 10.1016/j.bmcl.2005.10.065. Epub 2005 Nov 8.

Abstract

Fragment-based virtual library design and virtual screening have been conducted against malic enzyme (ME) homology model. Several scaffolds have been identified as promising motifs to target ME's NADP binding site. One small focused library has been synthesized and tested against ME. Several compounds from this library have shown sub-micromolar inhibitory activity against malic enzyme.

MeSH terms

  • Binding Sites
  • Combinatorial Chemistry Techniques / methods*
  • Cytosol / enzymology
  • Drug Design
  • Enzyme Inhibitors / chemical synthesis*
  • Enzyme Inhibitors / pharmacology
  • Humans
  • Malate Dehydrogenase / metabolism*
  • NADP / metabolism
  • Piperazine
  • Piperazines / chemical synthesis*
  • Piperazines / chemistry
  • Piperazines / pharmacology
  • Protein Conformation
  • Pyrrolidines / chemical synthesis
  • Pyrrolidines / pharmacology
  • Pyrrolidinones / chemical synthesis*
  • Pyrrolidinones / pharmacology
  • Structure-Activity Relationship

Substances

  • Enzyme Inhibitors
  • Piperazines
  • Pyrrolidines
  • Pyrrolidinones
  • piperazine-1-pyrrolidine-2,5-dione
  • Piperazine
  • NADP
  • Malate Dehydrogenase