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NMR investigations of forskolin. Complete assignment of proton and carbon NMR spectra and conformational analysis
Author(s) -
Kogler Herbert,
Fehlhaber HansWolfram
Publication year - 1991
Publication title -
magnetic resonance in chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.483
H-Index - 72
eISSN - 1097-458X
pISSN - 0749-1581
DOI - 10.1002/mrc.1260291004
Subject(s) - chemistry , vicinal , proton , proton nmr , carbon 13 nmr , spectral line , nmr spectra database , two dimensional nuclear magnetic resonance spectroscopy , carbon 13 nmr satellite , forskolin , crystallography , nuclear magnetic resonance spectroscopy , stereochemistry , fluorine 19 nmr , organic chemistry , physics , biochemistry , receptor , quantum mechanics , astronomy
The 1 H‐ and 13 C NMR spectra of forskolin have been re‐investigated. Assignments are based exclusively on unambiguous carbon–carbon and carbon‐proton correlations derived from two‐dimensional NMR spectra. Stereo‐specific differentiations were deduced from selective proton NOE measurements and the interpretation of vicinal and long‐range proton‐proton scalar couplings. The proton‐proton distances calculated from proton NOE effects fit best with a flattened boat‐like conformation of ring C, which is different from the conformation of forskolin in the solid state.