Studies toward the pharmacophore of salvinorin A, a potent kappa opioid receptor agonist.
Thomas A Munro, Mark A Rizzacasa, Bryan L. Roth, Beth A Toth, Feng Yan
Journal of Medicinal Chemistry January 27, 2005 DOI: 10.1021/jm049438q (opens in new tab)
Study at a glance
AI-extracted from the abstract| Characteristics | Peer reviewed |
|---|---|
| Topics | Salvia divinorum |
| Key points | The methyl ester and furan ring of salvinorin A appear necessary for its activity at the kappa opioid receptor, whereas the lactone and ketone functionalities do not. Other salvinorins showed negligible KOR binding, and none of the compounds bound to mu or delta opioid receptors. |
Abstract
Salvinorin A (1), from the sage Salvia divinorum, is a potent and selective kappa opioid receptor (KOR) agonist. We screened other salvinorins and derivatives for binding affinity and functional activity at opioid receptors. Our results suggest that the methyl ester and furan ring are required for activity but that the lactone and ketone functionalities are not. Other salvinorins showed negligible binding affinity at the KOR. None of the compounds bound to mu or delta opioid receptors.
Citations in the library
Cited by 54
- Psychopharmacology of the hallucinogenic sage Salvia divinorum. Life Sciences December 22, 2005
- Neuropharmacology of the naturally occurring kappa-opioid hallucinogen salvinorin A. Pharmacological Reviews June 1, 2011
- Ultrapotent effects of salvinorin A, a hallucinogenic compound from Salvia divinorum, on LPS-stimulated murine macrophages and its anti-inflammatory action in vivo. Journal of Molecular Medicine September 1, 2011
- Neo-clerodane diterpenes from the hallucinogenic sage Salvia divinorum. Journal of Natural Products December 1, 2006
- Total synthesis of the hallucinogenic neoclerodane diterpenoid salvinorin A. Organic Letters April 3, 2008
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