Opioid pseudopeptides containing heteroaromatic or heteroaliphatic nuclei.

Abstract:

:In lieu of H-Dmt-Tic-OH, H-Dmt-analogues included 2-amino-3(1H-benzoimidazol-2-yl)-propionic acid, N(Bzl)Gly, L-octahydroindole-2-carboxylic acid, [3S-(3alpha,4abeta, 8abeta)]-decahydro-3-isoquinoline carboxylic acid, benzimidazole-, pyridoindole- or spiroinden-derivatives, or C-terminally modified. L- or D-Ala, Sar, or Pro were spacers between aromatic nuclei. Only H-Dmt-(Xaa-)-pyridoindole exhibited high affinities with delta and mu antagonism. The peptides competed equally against [3H]DPDPE (delta agonist) or [3H]N,N(CH3)2-Dmt-Tic-OH (delta antagonist) signaling a single delta binding site. The data confirm the importance of Tic for delta affinity and antagonism, while heterocyclic or heteroaliphatic nuclei, or spacer exert effects on mu- and delta-receptor properties.

journal_name

Peptides

journal_title

Peptides

authors

Balboni G,Salvadori S,Guerrini R,Bianchi C,Santagada V,Calliendo G,Bryant SD,Lazarus LH

doi

10.1016/s0196-9781(00)00315-6

subject

Has Abstract

pub_date

2000-11-01 00:00:00

pages

1663-71

issue

11

eissn

0196-9781

issn

1873-5169

pii

S0196-9781(00)00315-6

journal_volume

21

pub_type

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