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Unambiguous NMR spectral assignments of salvinorin A.

José-luis Giner, David J Kiemle, Lukasz Kutrzeba, Jordan Zjawiony

Magnetic resonance in chemistry : MRC April 1, 2007 DOI: 10.1002/mrc.1972 via PubMed

Summary

The hallucinogenic neoclerodane diterpenoid salvinorin A has its complete hydrogen and carbon nuclear magnetic resonance (NMR) spectral assignments determined in three different NMR solvents using HSQC, HMBC, and COSY techniques. Solvent systems that resolve all hydrogen signals are described. Virtual coupling is observed for protons at positions C-2, C-3, and C-4 in the 600 MHz hydrogen spectrum in CDCl3. Complete assignments for the hydrogen and carbon NMR spectra of salvinorin B are also reported.

Study at a glance

Characteristics Experimental study Peer reviewed
Keywords Structural elucidation Structure determination Molecular structure Atomic arrangement Structural analysis
Citations 14
Key finding Complete assignments of the 1H and 13C NMR spectra of salvinorin A and salvinorin B are determined in three NMR solvents, with virtual coupling observed for protons at C-2, C-3, and C-4 in CDCl3.

Abstract

The complete assignments of the (1)H and (13)C NMR spectra of the hallucinogenic neoclerodane diterpenoid salvinorin A were determined in three different NMR solvents using HSQC, HMBC and COSY. Solvent systems are described that allow the resolution of all (1)H signals. Virtual coupling was observed for the protons at C-2, C-3 and C-4 in the 600 MHz (1)H spectrum in CDCl(3). The complete assignments of the (1)H and (13)C NMR spectra of salvinorin B are also reported.

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