Organic Magnetic Resonance · 1981 · 33 citations · 6 references
Natural SciencesChemistryMedicinal ChemistryDrug DiscoveryOrganic ChemistrySpectroscopySpectroscopic Analysis Of PharmaceuticalsSpectroscopy Of BiomoleculesCarbon-13 Nuclear Magnetic ResonanceChemical Shift AnalysisStructural Elucidation From Spectra
Abstract 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.
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Frank Jordan · Microchemical Journal · 1973 · 402 citations
Topics in carbon-13 NMR spectroscopy
W.S.B · Journal of Magnetic Resonance (1969) · 1975 · 343 citations
Carbon-13 nuclear magnetic resonance studies of coumarin and related compounds
Kenneth K. Chan, Donald D. Giannini, Anne H. Cain et al. · Tetrahedron · 1977 · 41 citations
13C NMR spectra of some furocoumarins
Ajay K. Bose, Hideji Fujiwara, Vinayak Kamat et al. · Tetrahedron · 1979 · 25 citations