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Carbon‐13 NMR signals of some natural coumarins and their derivatives
Author(s) -
Patra Amarendra,
Mitra Alok K.
Publication year - 1981
Publication title -
organic magnetic resonance
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.483
H-Index - 72
eISSN - 1097-458X
pISSN - 0030-4921
DOI - 10.1002/mrc.1270170319
Subject(s) - chemistry , furocoumarins , hydrate , enantiomer , carbon 13 nmr , alkoxy group , resonance (particle physics) , stereochemistry , organic chemistry , medicinal chemistry , photochemistry , alkyl , physics , particle physics
The 13 C NMR spectra of the natural coumarins ostruthin, osthol, aegelinol (enantiomer of decursinol), luvangetin, seselin, anomalin, oxypeucedanin (and its enantiomer prangolarin) and oxypeucedanin hydrate and some of their derivatives have been studied. Self‐consistent resonance assignments have been made following chemical shift theory and using simple models. Carbon‐hydrogen coupling constants of some compounds are also reported. The alkoxy group/s at C‐5 and/or C‐8 in linear furocoumarins, as well as in linear pyranocoumarins, have unusually small shielding effects on the ortho ‐ and para ‐carbons. This study also indicates that the C‐4a and C‐8 resonance assignments of osthol, made earlier, should be reversed.