Para-substituted phenylalanine-4 analogues of [L-Ala3]DPDPE: Highly selective δ opioid receptor ligands

Ronald C. Haaseth; Teresa Zalewska; Peg Davis; Henry I. Yamamura; Frank Porreca; Victor J. Hruby

doi:10.1111/j.1399-3011.1997.tb01182.x

Para-substituted phenylalanine-4 analogues of [L-Ala³]DPDPE: Highly selective δ opioid receptor ligands

Ronald C. Haaseth, Teresa Zalewska, Peg Davis, Henry I. Yamamura, Frank Porreca, Victor J. Hruby

Research output: Contribution to journal › Article › peer-review

2 Scopus citations

Abstract

Several para-substituted Phe⁴ analogues of the δ₁-selective antagonist [L-Ala³]DPDPE (DPADPE) were prepared and evaluated for their brain-binding and in vitro pharmacological effects. Unlike the p-haloPhe⁴ analogues of DPDPE and the deltorphins, similar analogues of DPADPE with electron-withdrawing groups substituted at the para-position of the Phe⁴ aromatic ring did not all have increased potency and selectivity for δ opioid receptors, but all retained high potency and selectivity for δ opioid receptors greater than DPDPE.

Original language	English (US)
Pages (from-to)	171-177
Number of pages	7
Journal	Journal of Peptide Research
Volume	50
Issue number	3
DOIs	https://doi.org/10.1111/j.1399-3011.1997.tb01182.x
State	Published - 1997

Keywords

Brain binding
Enkephalin analogues
MVD and GPI opioid activity
Receptor selective
δ opioid ligands

ASJC Scopus subject areas

Biochemistry
Endocrinology

Access to Document

10.1111/j.1399-3011.1997.tb01182.x

Cite this

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title = "Para-substituted phenylalanine-4 analogues of [L-Ala3]DPDPE: Highly selective δ opioid receptor ligands",

abstract = "Several para-substituted Phe4 analogues of the δ1-selective antagonist [L-Ala3]DPDPE (DPADPE) were prepared and evaluated for their brain-binding and in vitro pharmacological effects. Unlike the p-haloPhe4 analogues of DPDPE and the deltorphins, similar analogues of DPADPE with electron-withdrawing groups substituted at the para-position of the Phe4 aromatic ring did not all have increased potency and selectivity for δ opioid receptors, but all retained high potency and selectivity for δ opioid receptors greater than DPDPE.",

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T1 - Para-substituted phenylalanine-4 analogues of [L-Ala3]DPDPE

T2 - Highly selective δ opioid receptor ligands

AU - Haaseth, Ronald C.

AU - Zalewska, Teresa

AU - Davis, Peg

AU - Yamamura, Henry I.

AU - Porreca, Frank

AU - Hruby, Victor J.

PY - 1997

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AB - Several para-substituted Phe4 analogues of the δ1-selective antagonist [L-Ala3]DPDPE (DPADPE) were prepared and evaluated for their brain-binding and in vitro pharmacological effects. Unlike the p-haloPhe4 analogues of DPDPE and the deltorphins, similar analogues of DPADPE with electron-withdrawing groups substituted at the para-position of the Phe4 aromatic ring did not all have increased potency and selectivity for δ opioid receptors, but all retained high potency and selectivity for δ opioid receptors greater than DPDPE.

KW - Brain binding

KW - Enkephalin analogues

KW - MVD and GPI opioid activity

KW - Receptor selective

KW - δ opioid ligands

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