Synthesis of salvinorin A analogues as opioid receptor probes

Kevin Tidgewell, Wayne W. Harding, Anthony Lozama, Howard Cobb, Kushal Shah, Pavitra Kannan, Christina M. Dersch, Damon Parrish, Jeffrey R. Deschamps, Richard B. Rothman, Thomas E. Prisinzano

Research output: Contribution to journalArticlepeer-review

51 Scopus citations

Abstract

Several neoclerodanes, such as salvinorin A (1) and herkinorin (3), have recently been shown to possess opioid receptor activity in vitro and in vivo. To explore the structure-affinity relationships of this interesting class of compounds, we have synthesized a series of analogues from 1 isolated from Salvia divinorum. Here, we report the semisynthesis of neoclerodane diterpenes and their structure-affinity relationships at opioid receptors. This work will allow the further development of novel opioid receptor ligands.

Original languageEnglish
Pages (from-to)914-918
Number of pages5
JournalJournal of Natural Products
Volume69
Issue number6
DOIs
StatePublished - Jun 2006

ASJC Scopus subject areas

  • Analytical Chemistry
  • Molecular Medicine
  • Pharmacology
  • Pharmaceutical Science
  • Drug Discovery
  • Complementary and alternative medicine
  • Organic Chemistry

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