Three New Triterpene Glycosides from the Roots of <i>Deutzia</i> x <i>Hybrida</i> “Strawberry Fields” (Hydrangeaceae)
Efstathia Karachaliou,
David Pertuit,
Antoine Bruguière,
Marie-José Penouilh,
Michel Picquet,
Christine Belloir,
Loïc Briand,
Anne-Claire Mitaine-Offer
Affiliations
Efstathia Karachaliou
Centre des Sciences du Goût et de l’Alimentation, CNRS, INRAE, Institut Agro, Université de Bourgogne, 21000 Dijon, CEDEX, France
David Pertuit
Centre des Sciences du Goût et de l’Alimentation, CNRS, INRAE, Institut Agro, Université de Bourgogne, 21000 Dijon, CEDEX, France
Antoine Bruguière
Centre des Sciences du Goût et de l’Alimentation, CNRS, INRAE, Institut Agro, Université de Bourgogne, 21000 Dijon, CEDEX, France
Marie-José Penouilh
Institut de Chimie Moléculaire de l’Université de Bourgogne (UMR 6302), CNRS, Université de Bourgogne, 9 Av. Alain Savary, BP 47870, 21078 Dijon, CEDEX, France
Michel Picquet
Institut de Chimie Moléculaire de l’Université de Bourgogne (UMR 6302), CNRS, Université de Bourgogne, 9 Av. Alain Savary, BP 47870, 21078 Dijon, CEDEX, France
Christine Belloir
Centre des Sciences du Goût et de l’Alimentation, CNRS, INRAE, Institut Agro, Université de Bourgogne, 21000 Dijon, CEDEX, France
Loïc Briand
Centre des Sciences du Goût et de l’Alimentation, CNRS, INRAE, Institut Agro, Université de Bourgogne, 21000 Dijon, CEDEX, France
Anne-Claire Mitaine-Offer
Centre des Sciences du Goût et de l’Alimentation, CNRS, INRAE, Institut Agro, Université de Bourgogne, 21000 Dijon, CEDEX, France
Three new triterpene glycosides were isolated from Deutzia x hybrida “Strawberry Fields” cultivar via aqueous–ethanolic extraction of the roots, including one derivative of sumaresinolic acid and two of echinocystic acid: 3-O-β-D-glucuronopyranosylsumaresinolic acid 28-O-β-D-xylopyranosyl-(1→4)-α-L-rhamnopyranosyl-(1→2)-α-L-arabinopyranosyl ester, 3-O-β-D-glucuronopyranosylechinocystic acid 28-O-β-D-xylopyranosyl-(1→4)-α-L-rhamnopyranosyl-(1→2)-α-L-arabinopyranosyl ester, and 3-O-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 Deutzia x hybrida “Strawberry Fields” as well as the first report of sumaresinolic acid glycosides in Deutzia genus.