scholarly journals Isolation and Structure Elucidation of a New Diterpene Glycoside from Stevia rebaudiana Bertoni

2018 ◽  
Vol 7 (1) ◽  
pp. 70 ◽  
Author(s):  
Venkata Sai Prakash Chaturvedula ◽  
Srinivasa Rao Meneni
Keyword(s):  
Spectroscopic Data ◽  
Structure Elucidation ◽  
Stevia Rebaudiana ◽  
Stevia Rebaudiana Bertoni ◽  
Commercial Extract

A new minor diterpene glycoside has been isolated from a commercial extract of the leaves of Stevia rebaudiana and its structure was identified as 13-[(2-O-β-D-glucopyranosyl-β-D-glucopyranosyl)oxy] ent-kaur-16-en-19-oic acid-[2-O-(2-O-β-D-glucopyranosyl)-β-D-glucopyranosyl-3-O-b-D-glucopyranosyl-β-D-glucopyranosyl] ester (1) based on extensive NMR (1D and 2D) and mass spectroscopic data, and hydrolysis studies.

scholarly journals Isolation and Structural Characterization of a New Minor Diterpene Glycoside from Stevia rebaudiana

2014 ◽  
Vol 9 (12) ◽  
pp. 1934578X1400901 ◽  
Author(s):  
Venkata Sai Prakash Chaturvedula ◽  
Julian Zamora
Keyword(s):  
High Resolution ◽  
Structural Characterization ◽  
Spectroscopic Data ◽  
Stevia Rebaudiana ◽  
2D Nmr ◽  
Stevia Rebaudiana Bertoni ◽  
High Resolution Mass ◽  
Commercial Extract ◽  
Resolution Mass

From the commercial extract of the leaves of the sweet plant Stevia rebaudiana Bertoni obtained from Sinochem Qingdao Co. Ltd., a new diterpene glycoside having three β-D-glucopyranosyl units of which two of them were connected in a relatively rare linkage of 3-β-D-glucobiosyl substitution at C-19 position of the aglycone steviol. The structure of the new compound has been characterized as 13-β-D-glucopyranosyloxy ent-kaur-16-en-19-oic acid-[(3-O-β-D-glucopyranosyl-β-D-glucopyranosyl) ester (1) on the basis of extensive 1D (1H and 13C) and 2D NMR (TOCSY, HMQC, and HMBC), and High Resolution mass spectroscopic data as well as hydrolysis studies.

scholarly journals Complete Structure Elucidation of New Steviol Glycosides Possessing 9 Glucose Units Isolated from Stevia rebaudiana

2017 ◽  
Vol 12 (10) ◽  
pp. 1934578X1701201 ◽  
Author(s):  
Indra Prakash ◽  
Sangphyo Hong ◽  
Gil Ma ◽  
Cynthia Bunders ◽  
Krishna P. Devkota ◽  
...  
Keyword(s):  
Spectral Data ◽  
Structure Elucidation ◽  
Stevia Rebaudiana ◽  
Steviol Glycosides ◽  
Mass Spectral Data ◽  
Complete Structure ◽  
Mass Spectral ◽  
Stevia Rebaudiana Bertoni ◽  
Glycoside Linkage

In our continued effort to discover new diterpene glycoside sweeteners from Stevia rebaudiana Bertoni with a better taste profile than that of rebaudioside M, we have isolated three novel steviol glycosides with 9 glucose units, 3 at the C-13 site of the aglycone backbone and 6 at the C-19 site. Compounds 2-4 contain an additional tri-glucosyl unit attached to the C-19 glycoside region of rebaudioside M. For compounds 2 and 3 this unit is attached via the relatively rare 1→6 α-glycoside linkage. For compound 4 this additional unit is attached via the uncommon 1→3 α-glycoside linkage. In this paper, we describe the complete structure elucidation of novel diterpene glycosides with 9 sugar moieties by NMR (1H, 13C, COSY, HSQC-DEPT, HMBC, 1D TOCSY, NOESY) and mass spectral data.

scholarly journals A New Diterpene Glycoside: 15α-Hydroxy-Rebaudioside M Isolated from Stevia rebaudiana

2015 ◽  
Vol 10 (7) ◽  
pp. 1934578X1501000 ◽  
Author(s):  
Indra Prakash ◽  
Gil Ma ◽  
Cynthia Bunders ◽  
Krishna P. Devkota ◽  
Romila D. Charan ◽  
...  
Keyword(s):  
Spectral Data ◽  
Structure Elucidation ◽  
Stevia Rebaudiana ◽  
Hydroxyl Group ◽  
Mass Spectral Data ◽  
Complete Structure ◽  
Mass Spectral ◽  
Steviol Glycoside ◽  
Stevia Rebaudiana Bertoni

In a continued search for novel diterpenoid glycosides, we recently isolated and characterized a Rebaudioside M derivative with a hydroxyl group at position 15 in the central diterpene core from an extract of Stevia rebaudiana Bertoni. Here we report the complete structure elucidation of 15α-hydroxy-Rebaudioside M (2) on the basis of NMR (1H, 13C, COSY, HSQC-DEPT, HMBC, 1D TOCSY, NOESY) and mass spectral data. Steviol glycoside with a hydroxyl group at C-15 in the central diterpene core has not been previously reported.

scholarly journals Tetra-glucopyranosyl Diterpene ent-Kaur-16-en-19-oic Acid and ent-13(S)-Hydroxyatisenoic Acid Derivatives from a Commercial Extract of Stevia rebaudiana (Bertoni) Bertoni

Molecules ◽  
2018 ◽  
Vol 23 (12) ◽  
pp. 3328 ◽  
Author(s):  
Wilmer Perera ◽  
Ion Ghiviriga ◽  
Douglas Rodenburg ◽  
Kamilla Alves ◽  
Frank Wiggers ◽  
...  
Keyword(s):  
Stevia Rebaudiana ◽  
2D Nmr ◽  
The United States ◽  
Steviol Glycosides ◽  
Rebaudioside A ◽  
Chemical Structures ◽  
Stevia Rebaudiana Bertoni ◽  
Commercial Extract ◽  
United States Food ◽  
States Food

Stevia rebaudiana and its diterpene glycosides are one of the main focuses of food companies interested in developing novel zero calorie sugar substitutes since the recognition of steviol glycosides as Generally Recognized as Safe (GRAS) by the United States Food and Drug Administration. Rebaudioside A, one of the major steviol glycosides of the leaves is more than 200 times sweeter than sucrose. However, its lingering aftertaste makes it less attractive as a table-top sweetener, despite its human health benefits. Herein, we report the purification of two novel tetra-glucopyranosyl diterpene glycosides 1 and 3 (rebaudioside A isomers) from a commercial Stevia rebaudiana leaf extract compounds, their saponification products compounds 2 and 4, together with three known compounds isolated in gram quantities. Compound 1 was determined to be 13-[(2-O-β-d-glucopyranosyl-6-O-β-d-glucopyranosyl-β-d-glucopyranosyl) oxy]ent-kaur-16-en-19-oic acid-β-d-glucopyranosy ester (rebaudioside Z), whereas compound 3 was found to be 13-[(2-O-β-d-glucopyranosyl-3-O-β-d-glucopyranosyl-β-d-glucopyranosyl) oxy]ent-hydroxyatis-16-en-19-oic acid -β-d-glucopyranosy ester. Two new tetracyclic derivatives with no sugar at position C-19 were prepared from rebaudiosides 1 and 3 under mild alkaline hydrolysis to afford compounds 2 13-[(2-O-β-d-glucopyranosyl-6-O-β-d-glucopyranosyl-β-d-glucopyranosyl) oxy]ent-kaur-16-en-19-oic acid (rebaudioside Z1) and 4 13-[(2-O-β-d-glucopyranosyl-3-O-β-d-glucopyranosyl-β-d-glucopyranosyl) oxy]ent-hydroxyatis-16-en-19-oic acid. Three known compounds were purified in gram quantities and identified as rebaudiosides A (5), H (6) and J (7). Chemical structures were unambiguously elucidated using different approaches, namely HRESIMS, HRESI-MS/MS, and 1D-and 2D-NMR spectroscopic data. Additionally, a high-quality crystal of iso-stevioside was grown in methanol and its structure confirmed by X-ray diffraction.

Polysaccharides from leaves of Stevia rebaudiana (Bertoni) and anti-herpesvirus properties

Planta Medica ◽  
2013 ◽  
Vol 79 (13) ◽  
Author(s):  
LF Ceole ◽  
SS Lopes ◽  
AJ Oliveira ◽  
BP Dias Filho ◽  
CV Nakamura ◽  
...  
Keyword(s):  
Stevia Rebaudiana ◽  
Stevia Rebaudiana Bertoni

Технология выращивания стевии в открытом грунте в агроклиматических условиях приморского края

2013 ◽  
pp. 8-11
Author(s):  
М. В. Ромашова ◽  
Е. Н. Барсукова
Keyword(s):  
Stevia Rebaudiana ◽  
Stevia Rebaudiana Bertoni

Изучены элементы технологического процесса выращивания стевии ( Stevia rebaudiana Bertoni) в открытом грунте в погодно-климатических условиях Приморского края; выявлен оптимальный рельеф почвы и эффективный возраст рассады стевии; рассчитана экономическая эффективность выращивания стевии в открытом грунте.

Aktivitas Antihiperkolesterolemia Ekstrak Etanol Daun Stevia Rebaudiana Bertoni Pada Tikus Putih Jantan

2020 ◽  
Vol 2 (1) ◽  
pp. 11-20
Author(s):  
Meta Kartika Untari ◽  
Ganet Elo Pramukantoro
Keyword(s):  
Total Cholesterol ◽  
Total Cholesterol Level ◽  
Density Lipoprotein ◽  
Stevia Rebaudiana ◽  
Negative Control ◽  
Stevia Rebaudiana Bertoni ◽  
Cholesterol Levels ◽  
Water Solvent ◽  
White Rats ◽  
Group I

Hypercholesterolemia is a state of increased levels of LDL (Low Density Lipoprotein) and total cholesterol in the plasma. Stevia leaves have benefits to overcome hypercholesterolemia. The aimed of this study was to obtain ethanol extracts of Stevia rebaudiana Bertoni leaves which have activity to reduce total cholesterol levels in patients with hypercholesterolemia with effective doses. The method that will be carried out to achieve this goal was to make extracts by maceration of Stevia rebaudiana Bertoni leaf powder using a water solvent for 5 days. Testing antihypercholesterolemia activity by giving treatment to 20 male white rats. Rats were divided into 5 treatment groups. Group I was negative control, II was simvastatin control, III extract was 30 mg / 200 g BW, IV extract was 60 mg / 200 g BW, V extract was 120 mg / 200 g BW. The mice were induced by propylthiouracil 12.5 mg / day and high-fat feed for 21 days, after which the rats were given the test for 14 days. Cholesterol levels were measured on days 0, 21st and 28th. The method of determining cholesterol levels uses the Easy Touch tool. On the 35th day, a total cholesterol level was examined and data analysis was performed. The results showed that the ethanol extract of stevia leaves had antihypercholesterolemia activity, extract dose of 30 mg / 200 g BW had antihypercholesterolemia activity which was equivalent to simvastatin.

Sign in / Sign up

Export Citation Format

Share Document