2. Academic Validation
  3. Synthesis and in vitro pharmacological evaluation of salvinorin A analogues modified at C(2)

Synthesis and in vitro pharmacological evaluation of salvinorin A analogues modified at C(2)

  • Bioorg Med Chem Lett. 2005 Jun 2;15(11):2761-5. doi: 10.1016/j.bmcl.2005.03.113.
Cécile Béguin 1,  Michele R Richards,  Yulin Wang,  Yong Chen,  Lee-Yuan Liu-Chen,  Zhongze Ma,  David Y W Lee,  William A Carlezon Jr,  Bruce M Cohen
Affiliations

Affiliation

  • 1 Molecular Pharmacology Laboratory, McLean Hospital, Belmont, MA 02478, USA.
PMID: 15869877 DOI: 10.1016/j.bmcl.2005.03.113
Abstract

Salvinorin A is the only known non-nitrogenous and specific kappa-opioid agonist. A series of salvinorin A derivatives were prepared and tested for in vitro activity at the kappa-opioid receptor. Unsubstituted carbamate 9 was a potent kappa-agonist (EC(50) = 6.2 nM) and should be more stable than salvinorin A toward metabolic transformations. Compound 10, containing an N-methyl carbamate at C(2), showed partial agonist activity with 81% efficacy when compared with the full agonist U50,488H. No antagonist ligands were observed.

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