Nuclear magnetic resonance spectra and structures of some C-glycosyl flavonoids

1965 ◽  
Vol 18 (4) ◽  
pp. 531 ◽  
Author(s):  
WE Hillis ◽  
DHS Horn
Keyword(s):  
Nuclear Magnetic Resonance ◽  
Magnetic Resonance ◽  
Model Compounds ◽  
Related Model ◽  
Nuclear Magnetic Resonance Spectra ◽  
Optical Rotations ◽  
Magnetic Resonance Spectra ◽  
Nuclear Magnetic

From an examination of the nuclear magnetic resonance spectra, optical rotations, and other properties of a number of flavonoid C-glycosides, their acetates, and related model compounds, it is concluded that vitexin, bayin, puerarin, and isohemiphloin are C-β-D-glucosides with the sugar substituent in the 8-position of the flavonoid nucleus. Hemiphloin and saponaretin are two of the corresponding 6-substituted compounds. In hemiphloin and isohemiphloin the phenyl B ring has the equatorial configuration.

13C nuclear magnetic resonance spectra of the spirobenzylisoquinoline alkaloids and related model compounds

1977 ◽  
Vol 55 (18) ◽  
pp. 3304-3311 ◽  
Author(s):  
Donald W. Hughes ◽  
Bala C. Nalliah ◽  
Herbert L. Holland ◽  
David B. MacLean
Keyword(s):  
Nuclear Magnetic Resonance ◽  
Magnetic Resonance ◽  
Isoquinoline Alkaloids ◽  
Model Compounds ◽  
Related Model ◽  
Nuclear Magnetic Resonance Spectra ◽  
13C Nuclear Magnetic Resonance ◽  
C Nmr ◽  
Magnetic Resonance Spectra ◽  
Nuclear Magnetic

The natural abundance 13C nuclear magnetic resonance spectra of a number of spirobenzylisoquinoline alkaloids and related model compounds have been recorded. The carbon resonances of the alkaloids were assigned by comparison with the spectra of other isoquinoline alkaloids and with those of the model compounds. It has been shown that 13C nmr spectroscopy may be used to differentiate between diastereomers in this series.

The Carbon-13 Nuclear Magnetic Resonance Spectra of 2-Acetamido-2-deoxy-D-hexoses and some Specifically Deuteriated, O-Acetylated, and Phosphorylated Derivatives

1973 ◽  
Vol 51 (22) ◽  
pp. 3812-3819 ◽  
Author(s):  
D. R. Bundle ◽  
H. J. Jennings ◽  
Ian C. P. Smith
Keyword(s):  
Nuclear Magnetic Resonance ◽  
Magnetic Resonance ◽  
Substituent Effects ◽  
Model Compounds ◽  
Initial Assignment ◽  
Nuclear Magnetic Resonance Spectra ◽  
Polysaccharide Antigens ◽  
Derivatives Of ◽  
Magnetic Resonance Spectra ◽  
Nuclear Magnetic

The 13C n.m.r. spectra of the 2-acetamido-2-deoxy-D-hexoses and some 3-O-acetyl and 1-phosphate derivatives are assigned and discussed. To facilitate the interpretation of the spectra, an initial assignment of the resonances in the spectrum of 2-acetamido-2-deoxy-D-glucose was required. For this purpose, both the 3-2H and 4-2H derivatives of this acetamido-hexose were synthesized. These syntheses are reported together with those of 2-acetamido-3-O-acetyl-2-deoxy-D-glucose and 2-acetamido-2-deoxy α- and β-D-glucose-1-phosphate. These model compounds were used to study substituent effects related to the 2-acetamido-2-deoxy-D-hexose-containing polysaccharide antigens of N. meningitides.

scholarly journals 13C magnetic resonance spectra of some isoquinoline alkaloids and related model compounds

1976 ◽  
Vol 54 (14) ◽  
pp. 2252-2260 ◽  
Author(s):  
Donald W. Hughes ◽  
Herbert L. Holland ◽  
David B. MacLean
Keyword(s):  
Nuclear Magnetic Resonance ◽  
Magnetic Resonance ◽  
Isoquinoline Alkaloids ◽  
Model Compounds ◽  
Related Model ◽  
Nuclear Magnetic Resonance Spectra ◽  
Almost All ◽  
Unambiguous Assignment ◽  
C Nmr ◽  
Magnetic Resonance Spectra

The natural abundance 13C nuclear magnetic resonance spectra of a number of isoquinoline alkaloids and related model compounds have been recorded. In almost all cases comparison of the spectra of the alkaloids with those of the model compounds has permitted unambiguous assignment of the alkaloid carbon resonances. The ability of 13C nmr spectroscopy to distinguish between diastereomeric pairs of both protoberberine and phthalideisoquinoline alkaloids has been demonstrated.

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