Synthetic peptides related to the dermorphins. I. Synthesis and biological activities of the shorter homologues and of analogues of the heptapeptides.

Abstract:

:Dermorphins are potent opiate-like peptides isolated from the skin of some species of frogs. They are characterized by the presence of a D-amino acid residue, which is crucial for bioactivity. A number of analogues were prepared in order to evaluate the structure-activity relationships. The syntheses were accomplished either by conventional or solid-phase procedures. In vitro assays included both guinea pig ileum (GPI) and mouse vas deferens (MVD) preparations. Central analgesic (tail-flick and hot plate tests) and cataleptic activities were determined in the rat by intracerebroventricular route. The potency of dermorphin (H- Tyr-D-Ala-Phe-Gly-Tyr-Pro-Ser-NH2) in the different tests was: GPI: IC50 = 3.3 nM; MVD: IC50 = 29 nM; hot plate: ED50 = 13.3 pmol/rat; tail-flick: ED50 = 23 pmol/rat; catalepsy: ED50 = 130 pmol/rat.

journal_name

Peptides

journal_title

Peptides

authors

de Castiglione R,Faoro F,Perseo G,Piani S,Santangelo F,Melchiorri P,Falconieri Erspamer G,Erspamer V,Guglietta A

doi

10.1016/s0196-9781(81)80117-9

subject

Has Abstract

pub_date

1981-10-01 00:00:00

pages

265-9

issue

3

eissn

0196-9781

issn

1873-5169

pii

S0196-9781(81)80117-9

journal_volume

2

pub_type

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