Abstract
Natural residues of the dimeric opioid peptide Biphalin were replaced by the corresponding homo-β(3) amino acids. The derivative 1 containing hβ(3) Phe in place of Phe showed good μ- and δ-receptor affinities (Ki(δ) = 0.72 nM; Ki(μ) = 1.1 nM) and antinociceptive activity in vivo together with an increased enzymatic stability in human plasma.
Publication types
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Research Support, N.I.H., Extramural
MeSH terms
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Analgesics, Opioid / pharmacology
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Animals
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Biological Assay
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Drug Stability
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Enkephalins / blood
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Enkephalins / chemical synthesis
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Enkephalins / pharmacology*
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Humans
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Rats
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Receptors, Opioid, delta / drug effects
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Receptors, Opioid, delta / metabolism
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Receptors, Opioid, mu / drug effects
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Receptors, Opioid, mu / metabolism
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Structure-Activity Relationship
Substances
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Analgesics, Opioid
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Enkephalins
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Receptors, Opioid, delta
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Receptors, Opioid, mu
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biphalin