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Synthesis and Biological Evaluation of 14‐Alkoxymorphinans. Part 19
Author(s) -
Schüllner Falko,
Meditz Ruth,
Krassnig Roland,
Morandell Günther,
Kalinin Valery N.,
Sandler Ellen,
Spetea Mariana,
White Angela,
Schmidhammer Helmut,
BerzeteiGurske Ilona P.
Publication year - 2003
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/hlca.200390187
Subject(s) - naltrexone , chemistry , potency , antagonist , pharmacology , radioligand , opioid antagonist , opioid , stereochemistry , receptor , opioid receptor , biochemistry , in vitro , (+) naloxone , medicine
The 14‐ O ‐benzylnaltrexones 3 – 6 were prepared from naltrexone ( 2 ) in several steps. The novel compounds were biologically evaluated in radioligand binding and in [ 35 S]GTP γ S functional assays in comparison to the reference compound naltrexone. In the binding assay, compounds 3 – 6 exhibited preference for κ opioid receptors, while the parent compound naltrexone shows preference for μ receptors. In the functional assay, μ antagonist potency of compounds 3 – 6 was in the range of naltrexone, while κ antagonist potency was considerably higher for most novel compounds in comparison to naltrexone.