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Synthesis and biological evaluation of new salvinorin A analogues incorporating natural amino acids

✍ Scribed by Jakub Fichna; Kevin Lewellyn; Feng Yan; Bryan L. Roth; Jordan K. Zjawiony

Publisher: Elsevier Science
Year: 2011
Tongue: English
Weight: 258 KB
Volume: 21
Category: Article
ISSN: 0960-894X
DOI: 10.1016/j.bmcl.2010.11.046

No coin nor oath required. For personal study only.

✦ Synopsis

The synthesis and in vitro evaluation of a new series of salvinorin A analogues substituted at the C(2) position with natural amino acids is reported. Compound 12, containing Val, displayed high affinity and full agonist activity at the kappa-opioid receptor. Analogues with bulky and/or aromatic residues were inactive, showing the importance of size and electronegativity of C(2)-substituents for binding affinity of salvinorin A derivatives.

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