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Development of potent ? and ? opioid agonists with high lipophilicity.

ABSTRACT: An SAR study on the Dmt-substituted enkephalin-like tetrapeptide with a N-phenyl-N-piperidin-4-ylpropionamide moiety at the C-terminal was performed and has resulted in highly potent ligands at ? and ? opioid receptors. In general, ligands with the substitution of D-Nle(2) and halogenation of the aromatic ring of Phe(4) showed highly increased opioid activities. Ligand 6 with good biological activities in vitro demonstrated potent in vivo antihyperalgesic and antiallodynic effects in the tail-flick assay.

SUBMITTER: Lee YS

PROVIDER: S-EPMC3136578 | biostudies-literature | 2011 Jan

REPOSITORIES: biostudies-literature

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Development of potent μ and δ opioid agonists with high lipophilicity.

Lee Yeon Sun YS Kulkarani Vinod V Cowell Scott M SM Ma Shou-wu SW Davis Peg P Hanlon Katherine E KE Vanderah Todd W TW Lai Josephine J Porreca Frank F Vardanyan Ruben R Hruby Victor J VJ

Journal of medicinal chemistry 20101203 1

An SAR study on the Dmt-substituted enkephalin-like tetrapeptide with a N-phenyl-N-piperidin-4-ylpropionamide moiety at the C-terminal was performed and has resulted in highly potent ligands at μ and δ opioid receptors. In general, ligands with the substitution of D-Nle(2) and halogenation of the aromatic ring of Phe(4) showed highly increased opioid activities. Ligand 6 with good biological activities in vitro demonstrated potent in vivo antihyperalgesic and antiallodynic effects in the tail-fl ...[more]

PMID: 21128594

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