Design and pharmacology of peptoids and peptide-peptoid hybrids based on the melanocortin agonists core tetrapeptide sequence

Bioorg Med Chem Lett. 2003 Dec 15;13(24):4505-9. doi: 10.1016/j.bmcl.2003.08.078.

Abstract

A series of N-substituted glycine oligomers (peptoids) and peptide-peptoid hybrids were synthesized based on the Ac-His-Phe-Arg-Trp-NH(2) tetrapeptide template. The compounds were pharmacologically characterized at the mouse melanocortin receptors (MC1R, MC3R-MC5R) for agonist activity.

Publication types

  • Research Support, Non-U.S. Gov't
  • Research Support, U.S. Gov't, P.H.S.

MeSH terms

  • Amino Acid Sequence
  • Animals
  • Cell Line
  • Drug Design
  • Glycine / analogs & derivatives
  • Humans
  • Kinetics
  • Ligands
  • Mice
  • Models, Molecular
  • Oligopeptides / chemistry
  • Peptides / chemical synthesis*
  • Peptides / chemistry
  • Peptides / pharmacology*
  • Peptoids / chemical synthesis*
  • Peptoids / chemistry
  • Peptoids / pharmacology*
  • Receptor, Melanocortin, Type 3 / agonists*
  • Receptor, Melanocortin, Type 3 / chemistry
  • Receptor, Melanocortin, Type 3 / drug effects
  • Receptor, Melanocortin, Type 4 / agonists*
  • Receptor, Melanocortin, Type 4 / chemistry
  • Receptor, Melanocortin, Type 4 / drug effects
  • Recombinant Proteins / agonists
  • Recombinant Proteins / chemistry
  • Recombinant Proteins / drug effects
  • Structure-Activity Relationship
  • Transfection

Substances

  • Ligands
  • Oligopeptides
  • Peptides
  • Peptoids
  • Receptor, Melanocortin, Type 3
  • Receptor, Melanocortin, Type 4
  • Recombinant Proteins
  • Glycine