Isolation, NMR Spectral Analysis and Hydrolysis Studies of a Hepta Pyranosyl Diterpene Glycoside from Stevia rebaudiana Bertoni

From the commercial extract of the leaves of Stevia rebaudiana Bertoni, a minor steviol glycoside, 13-[(2-O-β-D-glucopyranosyl-3-O-β-D-glucopyranosyl-β-D-glucopyranosyl)oxy] ent-kaur-16-en-19-oic acid-[(2-O-(3-O-β-D-glucopyranosyl-α-L-rhamnopyranosyl)-3-O-β-D-glucopyranosyl-β-D-glucopyranosyl) ester...

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Main Authors: Guohong Mao, Venkata Sai Prakash Chaturvedula, Oliver Yu, Steven Chen
Format: Article
Language:English
Published: MDPI AG 2013-09-01
Series:Biomolecules
Subjects:
Online Access:http://www.mdpi.com/2218-273X/3/4/733
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author Guohong Mao
Venkata Sai Prakash Chaturvedula
Oliver Yu
Steven Chen
author_facet Guohong Mao
Venkata Sai Prakash Chaturvedula
Oliver Yu
Steven Chen
author_sort Guohong Mao
collection DOAJ
description From the commercial extract of the leaves of Stevia rebaudiana Bertoni, a minor steviol glycoside, 13-[(2-O-β-D-glucopyranosyl-3-O-β-D-glucopyranosyl-β-D-glucopyranosyl)oxy] ent-kaur-16-en-19-oic acid-[(2-O-(3-O-β-D-glucopyranosyl-α-L-rhamnopyranosyl)-3-O-β-D-glucopyranosyl-β-D-glucopyranosyl) ester] (1); also known as rebaudioside O having seven sugar units has been isolated. Its structural characterization has been achieved by the extensive 1D (1H and 13C), and 2D NMR (COSY, HMQC, HMBC) as well as mass spectral data. Further, hydrolysis studies were performed on rebaudioside O using acid and enzymatic methods to identify aglycone and sugar residues in its structure as well as their configurations.
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spelling doaj.art-c8e6d7e8bab445d1b4cf22e168358adb2022-12-21T21:14:25ZengMDPI AGBiomolecules2218-273X2013-09-013473374010.3390/biom3040733Isolation, NMR Spectral Analysis and Hydrolysis Studies of a Hepta Pyranosyl Diterpene Glycoside from Stevia rebaudiana BertoniGuohong MaoVenkata Sai Prakash ChaturvedulaOliver YuSteven ChenFrom the commercial extract of the leaves of Stevia rebaudiana Bertoni, a minor steviol glycoside, 13-[(2-O-β-D-glucopyranosyl-3-O-β-D-glucopyranosyl-β-D-glucopyranosyl)oxy] ent-kaur-16-en-19-oic acid-[(2-O-(3-O-β-D-glucopyranosyl-α-L-rhamnopyranosyl)-3-O-β-D-glucopyranosyl-β-D-glucopyranosyl) ester] (1); also known as rebaudioside O having seven sugar units has been isolated. Its structural characterization has been achieved by the extensive 1D (1H and 13C), and 2D NMR (COSY, HMQC, HMBC) as well as mass spectral data. Further, hydrolysis studies were performed on rebaudioside O using acid and enzymatic methods to identify aglycone and sugar residues in its structure as well as their configurations.http://www.mdpi.com/2218-273X/3/4/733Stevia rebaudianaditerpene glycosideisolationstructure elucidationspectral datahydrolysis studies
spellingShingle Guohong Mao
Venkata Sai Prakash Chaturvedula
Oliver Yu
Steven Chen
Isolation, NMR Spectral Analysis and Hydrolysis Studies of a Hepta Pyranosyl Diterpene Glycoside from Stevia rebaudiana Bertoni
Biomolecules
Stevia rebaudiana
diterpene glycoside
isolation
structure elucidation
spectral data
hydrolysis studies
title Isolation, NMR Spectral Analysis and Hydrolysis Studies of a Hepta Pyranosyl Diterpene Glycoside from Stevia rebaudiana Bertoni
title_full Isolation, NMR Spectral Analysis and Hydrolysis Studies of a Hepta Pyranosyl Diterpene Glycoside from Stevia rebaudiana Bertoni
title_fullStr Isolation, NMR Spectral Analysis and Hydrolysis Studies of a Hepta Pyranosyl Diterpene Glycoside from Stevia rebaudiana Bertoni
title_full_unstemmed Isolation, NMR Spectral Analysis and Hydrolysis Studies of a Hepta Pyranosyl Diterpene Glycoside from Stevia rebaudiana Bertoni
title_short Isolation, NMR Spectral Analysis and Hydrolysis Studies of a Hepta Pyranosyl Diterpene Glycoside from Stevia rebaudiana Bertoni
title_sort isolation nmr spectral analysis and hydrolysis studies of a hepta pyranosyl diterpene glycoside from stevia rebaudiana bertoni
topic Stevia rebaudiana
diterpene glycoside
isolation
structure elucidation
spectral data
hydrolysis studies
url http://www.mdpi.com/2218-273X/3/4/733
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