Structure-activity relationships of dermorphin synthetic analogues

Peptides. 1985;6 Suppl 3:117-25. doi: 10.1016/0196-9781(85)90361-4.

Abstract

A number of dermorphin analogues have been reviewed for antinociceptive activity after systemic administration. Analgesic peptides as potent as or more potent than dermorphin are found among the hepta- and tetrapeptide analogues, probably because of enhanced stability towards carboxyldipeptidases imparted by the Pro6 and D-Ala2 residues lying on the right and left side, respectively, of the point of cleavage. Hexapeptide analogues are practically inactive. [D-Arg2]derivatives are very potent, particularly in the tetrapeptide series. In binding studies dermorphin behaves as a pure opioid agonist, with a marked affinity and selectivity for the mu-type opioid receptors. In the heptapeptide analogues a direct correlation seems to exist between mu-selectivity and "sodium shift," and between lipophilicity and MVD/GPI potency ratio.

MeSH terms

  • Amino Acid Sequence
  • Analgesics*
  • Animals
  • Biological Assay
  • Guinea Pigs
  • Hormones / pharmacology
  • In Vitro Techniques
  • Mice
  • Morphine / pharmacology
  • Oligopeptides* / administration & dosage
  • Oligopeptides* / pharmacology
  • Opioid Peptides
  • Rats
  • Structure-Activity Relationship

Substances

  • Analgesics
  • Hormones
  • Oligopeptides
  • Opioid Peptides
  • dermorphin
  • Morphine