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Title: Isolation and identification of flavonoids, including flavone rotamers, from the herbal drug ‘Crataegi Folium Cum Flore’ (Hawthorn)
Authors: Rayyan, Saleh
Fossen, Torgils
Nateland, Harvard Solheim
Andersen, Oyvind M.
Keywords: Materia medica, Vegetable - Analysis
Flavonoids - Spectra
Flavonoids - Therapeutic use
Issue Date: 2005
Abstract: Twelve flavonoids, including seven flavones, four flavonols and one flavanone, were isolated from methanolic extract of the herbal drug ‘Crataegi folium cum flore’ (hawthorn leaves and flowers) by a combination of CC (over Amberlite XAD-7 and Sephadex LH-20) and preparative HPLC. Their structures, including that of the novel flavonol 8-methoxykaempferol 3-O-(6″-malonyl-β-glucopyranoside), were elucidated by homoand heteronuclear NMR and electrospray/MS. The 1H- and 13C-NMR of all compounds, including rotameric pairs of five flavone C-glycosides, were assigned. The presence and relative proportion of each rotamer was shown by various NMR experiments, including two-dimensional nuclear Overhauser and exchange spectroscopy, to depend on solvent, linkage position and structure of the C-glycosyl substituent.
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