Pharmaceutical Sciences Faculty Publications
Synthetic Studies of Neoclerodane Diterpenes from Salvia Divinorum: Role of the Furan in Affinity for Opioid Receptors
Document Type
Article
Publication Date
8-26-2009
Journal Title
Organic & Biomolecular Chemistry
Volume
7
Issue
18
First Page
3748
Last Page
3756
DOI
10.1039/b905148a
Abstract
Further synthetic modification of the furan ring of salvinorin A (1), the major active component of Salvia divinorum, has resulted in novel neoclerodane diterpenes with opioid receptor affinity and activity. A computational study has predicted 1 to be a reproductive toxicant in mammals and is suggestive that use of 1 may be associated with adverse effects. We report in this study that piperidine 21 and thiomorpholine 23 have been identified as selective partial agonists at kappa opioid receptors. This indicates that additional structural modifications of 1 may provide ligands with good selectivity for opioid receptors but with reduced potential for toxicity.
Keywords
Neoclerodane diterpenes, salvia divinorum, furan, opioid receptors
Recommended Citation
Simpson, Denise S.; Lovell, Kimberly M.; Lozama, Anthony; Han, Nina; Day, Victor W.; Dersch, Christina M.; Rothman, Richard B.; and Prisinzano, Thomas E., "Synthetic Studies of Neoclerodane Diterpenes from Salvia Divinorum: Role of the Furan in Affinity for Opioid Receptors" (2009). Pharmaceutical Sciences Faculty Publications. 81.
https://digitalcommons.cedarville.edu/pharmaceutical_sciences_publications/81