Insertion of 2-carboxysuccinate and tricarballylic acid fragments into cyclic-pseudopeptides: new antagonists for the human tachykinin NK-2 receptor

Bioorg Med Chem Lett. 2002 Feb 25;12(4):693-6. doi: 10.1016/s0960-894x(01)00841-1.

Abstract

A series of cyclic pseudopeptides were synthesized containing the sequence -Trp-Phe-(D)-PhePsiCH2NH-, the terminal ends of which were bound to 2-carboxy succinate or enantiomerically enriched tricarballylic acid to give the final cyclic structures. These two molecules and their subsequent derivatives were screened for h-NK2 receptor binding and functional antagonist activity on the rabbit urinary bladder.

MeSH terms

  • Animals
  • Cyclization
  • Molecular Mimicry
  • Oligopeptides / chemical synthesis
  • Oligopeptides / pharmacology
  • Peptides, Cyclic / chemical synthesis*
  • Peptides, Cyclic / pharmacology
  • Rabbits
  • Radioligand Assay
  • Receptors, Neurokinin-2 / antagonists & inhibitors*
  • Structure-Activity Relationship
  • Succinic Acid / chemistry
  • Tricarboxylic Acids / chemistry
  • Urinary Bladder / drug effects

Substances

  • Oligopeptides
  • Peptides, Cyclic
  • Receptors, Neurokinin-2
  • Tricarboxylic Acids
  • Succinic Acid
  • tricarballylic acid