Isolation and characterization of major diterpenes from C. canephora roasted coffee oil

[Display omitted] A simple laboratory procedure for the isolation of pure cafestol and 16-O-methylcafestol together with β-sitosterol from coffee is disclosed. Cafestol and 16-O-methylcafestol have been exhaustively characterized through 1D and 2D 1H, 13C NMR, CD and X-ray diffraction. For the first...

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Bibliographic Details
Published inTetrahedron: asymmetry Vol. 27; no. 14-15; pp. 649 - 656
Main Authors Guercia, Elena, Berti, Federico, Navarini, Luciano, Demitri, Nicola, Forzato, Cristina
Format Journal Article
LanguageEnglish
Published OXFORD Elsevier Ltd 15.08.2016
Elsevier
Subjects
Chemistry
Chemistry, Inorganic & Nuclear
Chemistry, Organic
Chemistry, Physical
Physical Sciences
Science & Technology
ARABICA
CAFESTOL
EXTRACTION
ABSOLUTE-CONFIGURATION
DISCRIMINATION
CRYSTAL-STRUCTURE
STEREOCHEMISTRY
TERPENOIDS
GREEN
CONSTITUENTS
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Summary:[Display omitted] A simple laboratory procedure for the isolation of pure cafestol and 16-O-methylcafestol together with β-sitosterol from coffee is disclosed. Cafestol and 16-O-methylcafestol have been exhaustively characterized through 1D and 2D 1H, 13C NMR, CD and X-ray diffraction. For the first time, the molecular structure of cafestol is reported and the assignment of the absolute configuration is unequivocally given by exploiting anomalous scattering of a brominated derivative.
ISSN:0957-4166
1362-511X
DOI:10.1016/j.tetasy.2016.06.008