Synthesis and biological evaluation of C-2 halogenated analogs of salvinorin A
Graphical abstract
We have carried out the synthesis and biological evaluation of C-2 halogenation analogs of salvinorin A. KOPR binding and functional studies reveal β isomer in general binds better than α isomer and affinity to the kappa receptor increases with atomic radius (I > Br > Cl > F) with the exception of iodinated analog 6b, which is a partial agonist with Emax of 46% of U50,488H.
Section snippets
Acknowledgements
We thank Dr. Yongxuan Su of University of California, San Diego for HR-MS measurements of all samples and National Institutes of Health for financial support (DA-019688).
References (23)
J. Ethnopharmacol.
(1994)- et al.
Drug Alcohol Depend.
(2006) - et al.
Trends Pharmacol. Sci.
(2003) - et al.
Bioorg. Med. Chem. Lett.
(2005) - et al.
Bioorg. Med. Chem.
(2008) - et al.
Bioorg. Med. Chem. Lett.
(2006) - et al.
Tetrahedron Lett.
(2008)et al.Bioorg. Med. Chem.
(2009) - et al.
Synthesis
(2002) - et al.
J. Pharmacol. Exp. Ther.
(2009) - et al.
Org. Lett.
(2005)
J. Chem. Soc., Perkin Trans. 1
(1982)
Cited by (0)
Copyright © 2010 Published by Elsevier Ltd.