Synthesis and biological evaluation of 2-alkyl-2-methoxymethyl-salvinorin ethers as selective κ-opioid receptor agonists.
Bioorg Med Chem Lett
; 25(20): 4689-92, 2015 Oct 15.
Article
em En
| MEDLINE
| ID: mdl-26330078
ABSTRACT
The synthesis of a new series of C-2-alkyl-2-methoxymethyl-salvinorin ethers and their binding affinities at κ-, µ-, and δ-opioid receptors are presented. We have developed a synthesis that enables installation of alkyl-substituents at C-2 while maintaining the integrity of the C-2 methoxymethyl ether and retaining κ-opioid receptor binding activity. Among these new compounds, 2-methyl-2-methoxymethyl-salvinorin ether (9a) is a potent full agonist at the κ receptor and shows comparable potency in Ki and EC50 with salvinorin A and U50488H. These C2-alkylated analogs have been identified as full κ agonists.
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MEDLINE
Assunto principal:
Receptores Opioides kappa
/
Diterpenos
Limite:
Humans
Idioma:
En
Ano de publicação:
2015
Tipo de documento:
Article