Syntheses of analogues of the insect neuropeptide proctolin containing an oxazole ring as an amide bond replacement

Org Lett. 2001 Nov 1;3(22):3427-30. doi: 10.1021/ol016269k.

Abstract

[structure: see text]. Three oxazole analogues of the insect neuropeptide proctolin (H-Arg-Tyr-Leu-Pro-Thr-OH) have been prepared, containing a single oxazole between Tyr and Pro and between Pro and Thr, respectively. A compound containing an oxazole moiety between Tyr and Pro and between Pro and Thr has also been prepared. All compounds have been tested for myotropic activity.

MeSH terms

  • Amides / chemistry
  • Animals
  • Digestive System / drug effects
  • Grasshoppers / chemistry*
  • Grasshoppers / physiology
  • In Vitro Techniques
  • Indicators and Reagents
  • Muscle Contraction / drug effects
  • Neuropeptides / chemical synthesis*
  • Neuropeptides / chemistry
  • Neuropeptides / pharmacology
  • Oligopeptides / chemical synthesis*
  • Oligopeptides / chemistry
  • Oligopeptides / pharmacology
  • Oxazoles / chemical synthesis*
  • Oxidation-Reduction

Substances

  • Amides
  • Indicators and Reagents
  • Neuropeptides
  • Oligopeptides
  • Oxazoles
  • proctolin