Salvinicins A and B, new neoclerodane diterpenes from Salvia divinorum.
Wayne W Harding, Kevin Tidgewell, Matthew Schmidt, Kushal Shah, Christina M Dersch, John Snyder, Damon Parrish, Jeffrey R Deschamps, Richard B Rothman, Thomas E Prisinzano
Organic Letters July 7, 2005 DOI: 10.1021/ol0510522 (opens in new tab)
Study at a glance
AI-extracted from the abstract| Characteristics | Chemical isolation and structure elucidation study Peer reviewed |
|---|---|
| Topics | Salvia divinorum |
| Key points | The dried leaves of Salvia divinorum contain two previously unreported neoclerodane diterpenes, salvinicins A and B, whose structures were assigned by NMR spectroscopy and, for salvinicin A, confirmed by X-ray crystallography. |
Abstract
[reaction: see text] Two new neoclerodane diterpenes, salvinicins A (4) and B (5), were isolated from the dried leaves of Salvia divinorum. The structures of these compounds were elucidated by spectroscopic techniques, including (1)H and (13)C NMR, NOESY, HMQC, and HMBC. The absolute stereochemistry of these compounds was assigned on the basis of single-crystal X-ray crystallographic analysis of salvinicin A (4) and a 3,4-dichlorobenzoate derivative of salvinorin B.
Citations in the library
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- Neuropharmacology of the naturally occurring kappa-opioid hallucinogen salvinorin A. Pharmacological Reviews June 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
- Synthetic studies of neoclerodane diterpenes from Salvia divinorum: semisynthesis of salvinicins A and B and other chemical transformations of salvinorin A. Journal of Natural Products 2006
- From local to global-fifty years of research on Salvia divinorum. Journal of Ethnopharmacology February 3, 2014
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