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Variable-Temperature (1)H-NMR Studies on Two C-Glycosylflavones

Two known C-glycosylflavones, swertisin and embinoidin, were isolated from the leaves of Anthurium aripoense, and characterized by room temperature 1D and 2D NMR experiments. At this temperature, the (1)H- and (13)C-NMR spectra of these C-glycosylflavones revealed doubling of signals, which suggeste...

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Detalles Bibliográficos
Autores principales: Frank, Julia H., Powder-George, Yomica L., Ramsewak, Russel S., Reynolds, William F.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2012
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6268948/
https://www.ncbi.nlm.nih.gov/pubmed/22751258
http://dx.doi.org/10.3390/molecules17077914
Descripción
Sumario:Two known C-glycosylflavones, swertisin and embinoidin, were isolated from the leaves of Anthurium aripoense, and characterized by room temperature 1D and 2D NMR experiments. At this temperature, the (1)H- and (13)C-NMR spectra of these C-glycosylflavones revealed doubling of signals, which suggested the presence of two rotamers in solution. Variable-temperature (VT) (1)H-NMR studies supported this hypothesis. The T-ROESY data, in addition to the theoretical (MM2) calculations utilizing the Chem3D Pro software, confirmed the hypothesis that the two rotamers interchange via rotation about the C-glycosidic bond.