Three New Triterpene Glycosides from the Roots of Deutzia x Hybrida “Strawberry Fields” (Hydrangeaceae)

Three new triterpene glycosides were isolated from <i>Deutzia</i> x <i>hybrida</i> "Strawberry Fields" cultivar via aqueous-ethanolic extraction of the roots, including one derivative of sumaresinolic acid and two of echinocystic acid: 3-<i>O</i>-β-D-glucuronopyranosylsumaresinolic acid 28-<i>O</i>-β-D-xylopyranosyl-(1→4)-α-L-rhamnopyranosyl-(1→2)-α-L-arabinopyranosyl ester, 3-<i>O</i>-β-D-glucuronopyranosylechinocystic acid 28-<i>O</i>-β-D-xylopyranosyl-(1→4)-α-L-rhamnopyranosyl-(1→2)-α-L-arabinopyranosyl ester, and 3-<i>O</i>-α-L-arabinopyranosyl-(1→3)-β-D-glucuronopyranosylechinocystic acid 28-O-β-D-xylopyranosyl-(1→4)-α-L-rhamnopyranosyl-(1→2)-α-L-arabinopyranosyl ester. As none of the isolated saponins were previously documented in the literature, their structural elucidation required extensive 1D and homo- and heteronuclear 2D NMR spectroscopy, as well as mass spectrometry analysis. All three glycosides were tested for their stimulatory activity of the sweet taste receptor TAS1R2/TAS1R3. It is the first chemical and biological investigation of <i>Deutzia</i> x <i>hybrida</i> "Strawberry Fields" as well as the first report of sumaresinolic acid glycosides in <i>Deutzia</i> genus.

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Journal
Molecules
Published
2024-12-06
DOI
https://doi.org/10.3390/molecules29235781
Primary Topic
Phytochemical Studies and Bioactivities
Type
article
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article

Three New Triterpene Glycosides from the Roots of Deutzia x Hybrida “Strawberry Fields” (Hydrangeaceae)

Michel Picquet, Anne‐Claire Mitaine‐Offer, David Pertuit, Christine Belloir et al.
Molecules
Phytochemical Studies and Bioactivities
article

Three New Triterpene Glycosides from the Roots of Deutzia x Hybrida “Strawberry Fields” (Hydrangeaceae)

Michel Picquet, Anne‐Claire Mitaine‐Offer, David Pertuit, Christine Belloir, Loı̈c Briand, Antoine Bruguière, Marie‐José Penouilh, Efstathia Karachaliou
article en

Abstract

Three new triterpene glycosides were isolated from <i>Deutzia</i> x <i>hybrida</i> "Strawberry Fields" cultivar via aqueous-ethanolic extraction of the roots, including one derivative of sumaresinolic acid and two of echinocystic acid: 3-<i>O</i>-β-D-glucuronopyranosylsumaresinolic acid 28-<i>O</i>-β-D-xylopyranosyl-(1→4)-α-L-rhamnopyranosyl-(1→2)-α-L-arabinopyranosyl ester, 3-<i>O</i>-β-D-glucuronopyranosylechinocystic acid 28-<i>O</i>-β-D-xylopyranosyl-(1→4)-α-L-rhamnopyranosyl-(1→2)-α-L-arabinopyranosyl ester, and 3-<i>O</i>-α-L-arabinopyranosyl-(1→3)-β-D-glucuronopyranosylechinocystic acid 28-O-β-D-xylopyranosyl-(1→4)-α-L-rhamnopyranosyl-(1→2)-α-L-arabinopyranosyl ester. As none of the isolated saponins were previously documented in the literature, their structural elucidation required extensive 1D and homo- and heteronuclear 2D NMR spectroscopy, as well as mass spectrometry analysis. All three glycosides were tested for their stimulatory activity of the sweet taste receptor TAS1R2/TAS1R3. It is the first chemical and biological investigation of <i>Deutzia</i> x <i>hybrida</i> "Strawberry Fields" as well as the first report of sumaresinolic acid glycosides in <i>Deutzia</i> genus.

MoleculesVol. 29(23)
Centre National de la Recherche Scientifique (FR), Université de Bourgogne (FR), Institut National de Recherche pour l'Agriculture, l'Alimentation et l'Environnement (FR), Institut de Chimie (FR), Centre des Sciences du Goût et de l'Alimentation (FR), Institut de Chimie Moléculaire de l'Université de Bourgogne (FR)
Openalex Percentile: Top 80%
Phytochemical Studies and Bioactivities
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