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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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:
Article
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
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author Frank, Julia H.
Powder-George, Yomica L.
Ramsewak, Russel S.
Reynolds, William F.
author_facet Frank, Julia H.
Powder-George, Yomica L.
Ramsewak, Russel S.
Reynolds, William F.
author_sort Frank, Julia H.
collection PubMed
description 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.
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spelling pubmed-62689482018-12-12 Variable-Temperature (1)H-NMR Studies on Two C-Glycosylflavones Frank, Julia H. Powder-George, Yomica L. Ramsewak, Russel S. Reynolds, William F. Molecules Article 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. MDPI 2012-07-02 /pmc/articles/PMC6268948/ /pubmed/22751258 http://dx.doi.org/10.3390/molecules17077914 Text en © 2012 by the authors; licensee MDPI, Basel, Switzerland. http://creativecommons.org/licenses/by/3.0/ This article is an open-access article distributed under the terms and conditions of the Creative Commons Attribution license (http://creativecommons.org/licenses/by/3.0/).
spellingShingle Article
Frank, Julia H.
Powder-George, Yomica L.
Ramsewak, Russel S.
Reynolds, William F.
Variable-Temperature (1)H-NMR Studies on Two C-Glycosylflavones
title Variable-Temperature (1)H-NMR Studies on Two C-Glycosylflavones
title_full Variable-Temperature (1)H-NMR Studies on Two C-Glycosylflavones
title_fullStr Variable-Temperature (1)H-NMR Studies on Two C-Glycosylflavones
title_full_unstemmed Variable-Temperature (1)H-NMR Studies on Two C-Glycosylflavones
title_short Variable-Temperature (1)H-NMR Studies on Two C-Glycosylflavones
title_sort variable-temperature (1)h-nmr studies on two c-glycosylflavones
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6268948/
https://www.ncbi.nlm.nih.gov/pubmed/22751258
http://dx.doi.org/10.3390/molecules17077914
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