Identification of C<sub>21</sub> Steroidal Glycosides from <i>Gymnema sylvestre</i> (Retz.) and Evaluation of Their Glucose Uptake Activities

<i>Gymnema sylvestre</i> (Retz.) Schult is a multi-purpose traditional medicine that has long been used for the treatment of various diseases. To discover the potential bioactive composition of <i>G. sylvestre</i>, a chemical investigation was thus performed. In this research...

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Autores principales: Meiyu Liu, Tongxi Zhou, Jinyan Zhang, Guangfeng Liao, Rumei Lu, Xinzhou Yang
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Publicado: MDPI AG 2021
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spelling oai:doaj.org-article:5319c35b362e4caabdcaa0b659300e512021-11-11T18:32:00ZIdentification of C<sub>21</sub> Steroidal Glycosides from <i>Gymnema sylvestre</i> (Retz.) and Evaluation of Their Glucose Uptake Activities10.3390/molecules262165491420-3049https://doaj.org/article/5319c35b362e4caabdcaa0b659300e512021-10-01T00:00:00Zhttps://www.mdpi.com/1420-3049/26/21/6549https://doaj.org/toc/1420-3049<i>Gymnema sylvestre</i> (Retz.) Schult is a multi-purpose traditional medicine that has long been used for the treatment of various diseases. To discover the potential bioactive composition of <i>G. sylvestre</i>, a chemical investigation was thus performed. In this research, four new C<sub>21</sub> steroidal glycosides sylvepregosides A-D (<b>1</b>–<b>4</b>) were isolated along with four known compounds, gymnepregoside H (<b>5</b>), deacetylkidjoladinin (<b>6</b>), gymnepregoside G (<b>7</b>) and gymnepregoside I (<b>8</b>), from the ethyl acetate fraction of <i>G. sylvestre</i>. The structures of the new compounds were established by extensive 1D and 2D nuclear magnetic resonance (NMR) spectra with mass spectroscopy data. Compounds <b>1</b>–<b>6</b> promoted glucose uptake by the range of 1.10- to 2.37-fold, respectively. Compound <b>1</b> showed the most potent glucose uptake, with 1.37-fold enhancement. Further study showed that compounds <b>1</b> and <b>5</b> could promote GLUT-4 fusion with the plasma membrane in L6 cells. The result attained in this study indicated that the separation and characterization of these compounds play an important role in the research and development of new anti-diabetic drugs and pharmaceutical industry.Meiyu LiuTongxi ZhouJinyan ZhangGuangfeng LiaoRumei LuXinzhou YangMDPI AGarticle<i>Gymnema sylvestre</i>C<sub>21</sub> steroidal glycosidesglucose uptakeGLUT-4Organic chemistryQD241-441ENMolecules, Vol 26, Iss 6549, p 6549 (2021)
institution DOAJ
collection DOAJ
language EN
topic <i>Gymnema sylvestre</i>
C<sub>21</sub> steroidal glycosides
glucose uptake
GLUT-4
Organic chemistry
QD241-441
spellingShingle <i>Gymnema sylvestre</i>
C<sub>21</sub> steroidal glycosides
glucose uptake
GLUT-4
Organic chemistry
QD241-441
Meiyu Liu
Tongxi Zhou
Jinyan Zhang
Guangfeng Liao
Rumei Lu
Xinzhou Yang
Identification of C<sub>21</sub> Steroidal Glycosides from <i>Gymnema sylvestre</i> (Retz.) and Evaluation of Their Glucose Uptake Activities
description <i>Gymnema sylvestre</i> (Retz.) Schult is a multi-purpose traditional medicine that has long been used for the treatment of various diseases. To discover the potential bioactive composition of <i>G. sylvestre</i>, a chemical investigation was thus performed. In this research, four new C<sub>21</sub> steroidal glycosides sylvepregosides A-D (<b>1</b>–<b>4</b>) were isolated along with four known compounds, gymnepregoside H (<b>5</b>), deacetylkidjoladinin (<b>6</b>), gymnepregoside G (<b>7</b>) and gymnepregoside I (<b>8</b>), from the ethyl acetate fraction of <i>G. sylvestre</i>. The structures of the new compounds were established by extensive 1D and 2D nuclear magnetic resonance (NMR) spectra with mass spectroscopy data. Compounds <b>1</b>–<b>6</b> promoted glucose uptake by the range of 1.10- to 2.37-fold, respectively. Compound <b>1</b> showed the most potent glucose uptake, with 1.37-fold enhancement. Further study showed that compounds <b>1</b> and <b>5</b> could promote GLUT-4 fusion with the plasma membrane in L6 cells. The result attained in this study indicated that the separation and characterization of these compounds play an important role in the research and development of new anti-diabetic drugs and pharmaceutical industry.
format article
author Meiyu Liu
Tongxi Zhou
Jinyan Zhang
Guangfeng Liao
Rumei Lu
Xinzhou Yang
author_facet Meiyu Liu
Tongxi Zhou
Jinyan Zhang
Guangfeng Liao
Rumei Lu
Xinzhou Yang
author_sort Meiyu Liu
title Identification of C<sub>21</sub> Steroidal Glycosides from <i>Gymnema sylvestre</i> (Retz.) and Evaluation of Their Glucose Uptake Activities
title_short Identification of C<sub>21</sub> Steroidal Glycosides from <i>Gymnema sylvestre</i> (Retz.) and Evaluation of Their Glucose Uptake Activities
title_full Identification of C<sub>21</sub> Steroidal Glycosides from <i>Gymnema sylvestre</i> (Retz.) and Evaluation of Their Glucose Uptake Activities
title_fullStr Identification of C<sub>21</sub> Steroidal Glycosides from <i>Gymnema sylvestre</i> (Retz.) and Evaluation of Their Glucose Uptake Activities
title_full_unstemmed Identification of C<sub>21</sub> Steroidal Glycosides from <i>Gymnema sylvestre</i> (Retz.) and Evaluation of Their Glucose Uptake Activities
title_sort identification of c<sub>21</sub> steroidal glycosides from <i>gymnema sylvestre</i> (retz.) and evaluation of their glucose uptake activities
publisher MDPI AG
publishDate 2021
url https://doaj.org/article/5319c35b362e4caabdcaa0b659300e51
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AT jinyanzhang identificationofcsub21substeroidalglycosidesfromigymnemasylvestreiretzandevaluationoftheirglucoseuptakeactivities
AT guangfengliao identificationofcsub21substeroidalglycosidesfromigymnemasylvestreiretzandevaluationoftheirglucoseuptakeactivities
AT rumeilu identificationofcsub21substeroidalglycosidesfromigymnemasylvestreiretzandevaluationoftheirglucoseuptakeactivities
AT xinzhouyang identificationofcsub21substeroidalglycosidesfromigymnemasylvestreiretzandevaluationoftheirglucoseuptakeactivities
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