Solid-phase synthesis of FKBP12 inhibitors: N-sulfonyl and N-carbamoylprolyl/pipecolyl amides

Bioorg Med Chem Lett. 2002 May 20;12(10):1429-33. doi: 10.1016/s0960-894x(02)00146-4.

Abstract

In parallel with our work on solution-phase parallel synthesis of ligands for the rotamase enzyme FKBP12, we herein report a methodology for the solid-phase synthesis of two classes of inhibitor, N-sulfonyl and N-carbamoylprolyl and pipecolyl amides along with their in vitro/in vivo biological results.

MeSH terms

  • 1-Methyl-4-phenyl-1,2,3,6-tetrahydropyridine
  • Animals
  • Carbamates / chemical synthesis*
  • Carbamates / chemistry
  • Carbamates / pharmacology
  • Combinatorial Chemistry Techniques / methods
  • Drug Design
  • Enzyme Inhibitors / chemical synthesis*
  • Enzyme Inhibitors / chemistry
  • Enzyme Inhibitors / pharmacology
  • Mice
  • Models, Molecular
  • Molecular Structure
  • Parkinsonian Disorders / chemically induced
  • Parkinsonian Disorders / enzymology
  • Pipecolic Acids / chemical synthesis*
  • Pipecolic Acids / chemistry
  • Pipecolic Acids / pharmacology
  • Structure-Activity Relationship
  • Sulfonic Acids / chemical synthesis*
  • Sulfonic Acids / chemistry
  • Sulfonic Acids / pharmacology
  • Tacrolimus Binding Proteins / antagonists & inhibitors*

Substances

  • Carbamates
  • Enzyme Inhibitors
  • Pipecolic Acids
  • Sulfonic Acids
  • 1-Methyl-4-phenyl-1,2,3,6-tetrahydropyridine
  • Tacrolimus Binding Proteins