Title
Rebaudiosides R and S, Minor Diterpene Glycosides from the Leaves of Stevia rebaudiana
Document Type
Article
Publication Date
5-27-2016
Abstract
Two new diterpene glycosides have been isolated from a commercial extract of the leaves of Stevia rebaudiana. Compound 1 was shown to be 13-[(2-O-β-d-glucopyranosyl-3-O-β-d-glucopyranosyl-β-d-xylopyranosyl)oxy]ent-kaur-16-en-19-oic acid β-d-glucopyranosyl ester (rebaudioside R), while compound 2 was determined to be 13-[(2-O-α-d-glucopyranosyl-β-d-glucopyranosyl)oxy]ent-kaur-16-en-19-oic acid 2-O-α-l-rhamnopyranosyl-β-d-glucopyranosyl ester (rebaudioside S). Six additional known compounds were identified, dulcoside B, 13-[(2-O-β-d-xylopyranosyl-β-d-glucopyranosyl)oxy]ent-kaur-16-en-19-oic acid β-d-glucopyranosyl ester, eugenol diglucoside, rebaudioside G, 13-[(2-O-6-deoxy-β-d-glucopyranosyl-3-O-β-d-glucopyranosyl-β-d-glucopyranosyl)oxy]ent-kaur-16-en-19-oic acid β-d-glucopyranosyl ester, and rebaudioside D (3), respectively. The structures of 1 and 2 were determined based on comprehensive 1D and 2D NMR (COSY, HSQC, and HMBC) studies. A high-quality crystal of compound 3 allowed confirmation of its structure by X-ray diffraction.
Publication Source (Journal or Book title)
Journal of natural products
First Page
1468
Last Page
72
Recommended Citation
Ibrahim, M. A., Rodenburg, D. L., Alves, K., Perera, W. H., Fronczek, F. R., Bowling, J., & McChesney, J. D. (2016). Rebaudiosides R and S, Minor Diterpene Glycosides from the Leaves of Stevia rebaudiana. Journal of natural products, 79 (5), 1468-72. https://doi.org/10.1021/acs.jnatprod.6b00048
