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A Novel Diterpene Glycoside with Nine Glucose Units from Stevia rebaudiana Bertoni.


ABSTRACT: Following our interest in new diterpene glycosides with better taste profiles than that of Rebaudioside M, we have recently isolated and characterized Rebaudioside IX-a novel steviol glycoside-from a commercially-supplied extract of Stevia rebaudiana Bertoni. This molecule contains a hexasaccharide group attached at C-13 of the central diterpene core, and contains three additional glucose units when compared with Rebaudioside M. Here we report the complete structure elucidation-based on extensive Nuclear Magnetic Resonance (NMR) analysis (1H, 13C, Correlation Spectroscopy (COSY), Heteronuclear Single Quantum Coherence-Distortionless Enhancement Polarization Transfer (HSQC-DEPT), Heteronuclear Multiple Bond Correlation (HMBC), 1D Total Correlation Spectroscopy (TOCSY), Nuclear Overhauser Effect Spectroscopy (NOESY)) and mass spectral data-of this novel diterpene glycoside with nine sugar moieties and containing a relatively rare 1?6 ?-linked glycoside. A steviol glycoside bearing nine glucose units is unprecedented in the literature, and could have an impact on the natural sweetener catalog.

SUBMITTER: Prakash I 

PROVIDER: S-EPMC5372722 | biostudies-literature | 2017 Jan

REPOSITORIES: biostudies-literature

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A Novel Diterpene Glycoside with Nine Glucose Units from Stevia rebaudiana Bertoni.

Prakash Indra I   Ma Gil G   Bunders Cynthia C   Charan Romila D RD   Ramirez Catherine C   Devkota Krishna P KP   Snyder Tara M TM  

Biomolecules 20170131 1


Following our interest in new diterpene glycosides with better taste profiles than that of Rebaudioside M, we have recently isolated and characterized Rebaudioside IX-a novel steviol glycoside-from a commercially-supplied extract of Stevia rebaudiana Bertoni. This molecule contains a hexasaccharide group attached at C-13 of the central diterpene core, and contains three additional glucose units when compared with Rebaudioside M. Here we report the complete structure elucidation-based on extensiv  ...[more]

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