1. Sulfated flavanones and dihydroflavonols from willow.
- Author
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Noleto-Dias, Clarice, Harflett, Claudia, Beale, Michael H., and Ward, Jane L.
- Abstract
• First report in planta of four sulfated flavonoids. • First report of sulfated flavonoids in the Salicaceae family. • Sulfated flavanones and dihydroflavonols are rare in planta. • Isolated compounds detected in both leaves and stems at different levels. • The sulfated form showed less antioxidant capacity compared to non-sulfated flavonoids. Phytochemical profiling of a hybrid species of willow, Salix × alberti L. (S. integra Thunb. × Salix suchowensis W.C. Cheng ex G.Zhu) revealed four sulfated flavonoids, which were then isolated from young stem tissue. The structures of dihydroflavonols (flavanonols) taxifolin-7-sulfate (1) and dihydrokaempferol-7-sulfate (2) and flavanones, eridictyol-7-sulfate (3) and naringenin-7-sulfate (4) were elucidated through NMR spectroscopy and high-resolution mass spectrometry. The identified sulfated flavanones and dihydroflavonols have not been previously seen in plants, but the former have been partially characterised as metabolites in mammalian metabolism of dietary flavonoids. In addition to providing full spectroscopic characterisation of these metabolites for the first time, we also compared the in vitro antioxidant properties, via the DPPH radical scavenging assay, of the parent and sulfated flavanones, which showed that 7-sulfation of taxifolin and eriodictyol attenuates but does not remove anti-oxidant activity. [ABSTRACT FROM AUTHOR]
- Published
- 2020
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