Application of two-dimensional NMR spectroscopy in the structural determination of marine natural products. Total structural assignment of the cembranoid diterpene eupalmerin acetate through the use of two-dimensional proton-proton, proton-carbon-13, and carbon-13-carbon-13 chemical shift correlation spectroscopy

1990 ◽  
Vol 55 (16) ◽  
pp. 4956-4960 ◽  
Author(s):  
Luis A. Fontan ◽  
Wesley Y. Yoshida ◽  
Abimael D. Rodriguez
Keyword(s):  
Nmr Spectroscopy ◽  
Chemical Shift ◽  
Correlation Spectroscopy ◽  
Structural Determination ◽  
Two Dimensional ◽  
Chemical Shift Correlation ◽  
Proton Proton ◽  
Structural Assignment ◽  
Eupalmerin Acetate

scholarly journals Two-Dimensional NMR Spectroscopy of Siomycin A. Proton-Carbon-13 Chemical Shift Correlation

1982 ◽  
Vol 123 (1) ◽  
pp. 127-131 ◽  
Author(s):  
Nigel J. CLAYDEN ◽  
Fuyuhiko INAGAKI ◽  
Robert J. P. WILLIAMS ◽  
Gareth A. MORRIS ◽  
Kazuo TORI ◽  
...  
Keyword(s):  
Nmr Spectroscopy ◽  
Chemical Shift ◽  
Two Dimensional ◽  
Chemical Shift Correlation ◽  
Siomycin A

scholarly journals Relative configuration of micrograms of natural compounds using proton residual chemical shift anisotropy

2020 ◽  
Vol 11 (1) ◽  
Author(s):  
Nilamoni Nath ◽  
Juan Carlos Fuentes-Monteverde ◽  
Dawrin Pech-Puch ◽  
Jaime Rodríguez ◽  
Carlos Jiménez ◽  
...  
Keyword(s):  
Chemical Shift ◽  
Residual Dipolar Couplings ◽  
Chemical Shift Anisotropy ◽  
Dipolar Couplings ◽  
Structural Determination ◽  
Proton Proton ◽  
Relative Configuration ◽  
Similar Information ◽  
3D Molecular Structure

Abstract 3D molecular structure determination is a challenge for organic compounds or natural products available in minute amounts. Proton/proton and proton/carbon correlations yield the constitution. J couplings and NOEs oftentimes supported by one-bond 1H,13C residual dipolar couplings (RDCs) or by 13C residual chemical shift anisotropies (RCSAs) provide the relative configuration. However, these RDCs or carbon RCSAs rely on 1% natural abundance of 13C preventing their use for compounds available only in quantities of a few 10’s of µgs. By contrast, 1H RCSAs provide similar information on spatial orientation of structural moieties within a molecule, while using the abundant 1H spin. Herein, 1H RCSAs are accurately measured using constrained aligning gels or liquid crystals and applied to the 3D structural determination of molecules with varying complexities. Even more, deuterated alignment media allow the elucidation of the relative configuration of around 35 µg of a briarane compound isolated from Briareum asbestinum.

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