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A novel acylated flavonol glycoside isolated from Brunfelsia grandiflora ssp. grandiflora. Structure elucidation by gradient accelerated NMR spectroscopy at 14T
Author(s) -
Brunner Gerhard,
Burger Ulrich,
Castioni Pierre,
Kapetanidis Ilias,
Christen Philippe
Publication year - 2000
Publication title -
phytochemical analysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.574
H-Index - 72
eISSN - 1099-1565
pISSN - 0958-0344
DOI - 10.1002/(sici)1099-1565(200001/02)11:1<29::aid-pca486>3.0.co;2-k
Subject(s) - chemistry , glycoside , kaempferol , nuclear magnetic resonance spectroscopy , mass spectrometry , acid hydrolysis , hydrolysis , two dimensional nuclear magnetic resonance spectroscopy , stereochemistry , organic chemistry , flavonoid , chromatography , antioxidant
Kaempferol‐3‐ O ‐[6 Glc ‐ O ‐feruloyl]‐β‐ D ‐glucopyranosyl‐(1→2)‐ O ‐[α‐ L ‐rhamnopyranosyl‐(1→6)]‐β‐ D ‐galactopyranoside (1) was isolated from the aerial parts of Brunfelsia grandiflora ssp. grandiflora . The structure of this novel flavonol glycoside was established by fast atom bombardment‐mass spectrometry and by means of NMR spectroscopy at 14T, using two‐dimensional NMR experiments with pulsed‐field gradients for coherence selection. The presence of the constituent aglycones and sugar units of 1 was confirmed independently by acid hydrolysis. Copyright © 2000 John Wiley & Sons, Ltd.