Unambiguous NMR spectral assignments of salvinorin A

José Luis Giner; David J. Kiemle; Lukasz Kutrzeba; Jordan Zjawiony

doi:10.1002/mrc.1972

Unambiguous NMR spectral assignments of salvinorin A

José Luis Giner
, David J. Kiemle
, Lukasz Kutrzeba
, Jordan Zjawiony

Chemistry

College of Environmental Science & Forestry

SUNY College of Environmental Science and Forestry
University of Mississippi

Research output: Contribution to journal › Article › peer-review

10 Scopus citations

Abstract

The complete assignments of the ¹H and ¹³C 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 ¹H signals. Virtual coupling was observed for the protons at C-2, C-3 and C-4 in the 600 MHz ¹H spectrum in CDCl₃. The complete assignments of the ¹H and ¹³C NMR spectra of salvinorin B are also reported.

Original language	English
Pages (from-to)	351-354
Number of pages	4
Journal	Magnetic Resonance in Chemistry
Volume	45
Issue number	4
DOIs	https://doi.org/10.1002/mrc.1972
State	Published - Apr 2007

Keywords

C
Diterpenoids
H
HMBC
NMR
Natural products
Neoclerodanes
κ-opiate agonist

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10.1002/mrc.1972

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title = "Unambiguous NMR spectral assignments of salvinorin A",

abstract = "The complete assignments of the 1H and 13C 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 1H signals. Virtual coupling was observed for the protons at C-2, C-3 and C-4 in the 600 MHz 1H spectrum in CDCl3. The complete assignments of the 1H and 13C NMR spectra of salvinorin B are also reported.",

keywords = "C, Diterpenoids, H, HMBC, NMR, Natural products, Neoclerodanes, κ-opiate agonist",

author = "Giner, \{Jos{\'e} Luis\} and Kiemle, \{David J.\} and Lukasz Kutrzeba and Jordan Zjawiony",

year = "2007",

month = apr,

doi = "10.1002/mrc.1972",

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T1 - Unambiguous NMR spectral assignments of salvinorin A

AU - Giner, José Luis

AU - Kiemle, David J.

AU - Kutrzeba, Lukasz

AU - Zjawiony, Jordan

PY - 2007/4

Y1 - 2007/4

N2 - The complete assignments of the 1H and 13C 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 1H signals. Virtual coupling was observed for the protons at C-2, C-3 and C-4 in the 600 MHz 1H spectrum in CDCl3. The complete assignments of the 1H and 13C NMR spectra of salvinorin B are also reported.

AB - The complete assignments of the 1H and 13C 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 1H signals. Virtual coupling was observed for the protons at C-2, C-3 and C-4 in the 600 MHz 1H spectrum in CDCl3. The complete assignments of the 1H and 13C NMR spectra of salvinorin B are also reported.

KW - C

KW - Diterpenoids

KW - H

KW - HMBC

KW - NMR

KW - Natural products

KW - Neoclerodanes

KW - κ-opiate agonist

UR - https://www.scopus.com/pages/publications/33947601754

U2 - 10.1002/mrc.1972

DO - 10.1002/mrc.1972

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SN - 0749-1581

VL - 45

SP - 351

EP - 354

JO - Magnetic Resonance in Chemistry

JF - Magnetic Resonance in Chemistry

IS - 4

ER -

Unambiguous NMR spectral assignments of salvinorin A

Abstract

Keywords

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