Novel Analogues of Enkephalin: Indentification of Functional Groups Required for Biological Activity

J Med Chem. 1980 Oct;23(10):1113-22. doi: 10.1021/jm00184a010.

Abstract

Novel tri- and tetrapeptide analogues of enkephalin, in conjunction with earlier structure-activity data, confirm that chemical substitutents present in the first and fourth residues of enkephalin are required for in vitro biological activity. A class of arylamino and alkylamino derivatized tripeptides also were found to have significant in vitro opioid-like activity indistinguishable from [D-Ala2,D-Leu5]enkephalin and morphine.

Publication types

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

MeSH terms

  • Animals
  • Bacitracin / pharmacology
  • Binding, Competitive
  • Brain / metabolism
  • Chromatography, High Pressure Liquid
  • Endorphins / chemical synthesis*
  • Enkephalins / chemical synthesis*
  • Enkephalins / metabolism
  • Enkephalins / pharmacology
  • Guinea Pigs
  • In Vitro Techniques
  • Muscle Contraction / drug effects
  • Muscle, Smooth / drug effects
  • Naloxone / metabolism
  • Rats
  • Receptors, Opioid / metabolism
  • Structure-Activity Relationship

Substances

  • Endorphins
  • Enkephalins
  • Receptors, Opioid
  • Bacitracin
  • Naloxone