Artigo Revisado por pares

Cyclic Enkephalin Analogues with Exceptional Potency and Selectivity for δ-Opioid Receptors

1997; American Chemical Society; Volume: 40; Issue: 24 Linguagem: Inglês

10.1021/jm9704762

ISSN

1520-4804

Autores

Victor J. Hruby, Hubert Bartosz-Bechowski, Peg Davis, Jiřina Slaninová, Teresa Zalewska, Dagmar Stropova, Frank Porreca, Henry I. Yamamura,

Tópico(s)

Pharmacological Receptor Mechanisms and Effects

Resumo

Superpotent and highly δ-opioid receptor selective cyclic peptides of the general formula H-Tyr-c[d-Pen-Gly-Phe(p-X)-Pen]-Phe-OH (where X = hydrogen or halogen) have been synthesized. In the binding assays the most selective and most potent compound is the p-bromophenylalanine-4 analogue (IC50 value = 0.19 nM, selectivity ratio = 21 000 for δ vs μ). In the GPI and MVD bioassays the most selective and most potent analogue is the p-fluoro-substituted analogue Tyr-[d-Pen-Gly-Phe(p-F)-Pen]-Phe-OH. In the MVD assay it has an exceptionally low IC50 value of 0.016 nM and a δ vs μ selectivity ratio of 45 000.

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