Syntheses of Analogues of the Insect Neuropeptide Proctolin Containing an Oxazole Ring as an Amide Bond Replacement

Syntheses of Analogues of the Insect Neuropeptide Proctolin Containing an Oxazole Ring as an Amide Bond Replacement

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 prepare...

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Veröffentlicht in:Organic letters 2001-11, Vol.3 (22), p.3427-3430
Hauptverfasser: Plant, Andrew, Stieber, Frank, Scherkenbeck, Jürgen, Lösel, Peter, Dyker, Hubert
Format: Artikel
Sprache:eng
Schlagworte:
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
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Zusammenfassung: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.
ISSN:1523-7060
1523-7052
DOI:10.1021/ol016269k