Cargando…
β-cyclodextrin assistant flavonoid glycosides enzymatic hydrolysis
BACKGROUND: The content of icaritin and genistein in herba is very low, preparation with relatively large quantities is an important issue for extensive pharmacological studies. OBJECTIVE: This study focuses on preparing and enzymic hydrolysis of flavonoid glycosides /β-cyclodextrin inclusion comple...
Autores principales: | , , , |
---|---|
Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
Medknow Publications & Media Pvt Ltd
2013
|
Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3798134/ https://www.ncbi.nlm.nih.gov/pubmed/24143039 http://dx.doi.org/10.4103/0973-1296.117851 |
_version_ | 1782287721129050112 |
---|---|
author | Jin, Xin Zhang, Zhen-hai Sun, E. Jia, Xiao-Bin |
author_facet | Jin, Xin Zhang, Zhen-hai Sun, E. Jia, Xiao-Bin |
author_sort | Jin, Xin |
collection | PubMed |
description | BACKGROUND: The content of icaritin and genistein in herba is very low, preparation with relatively large quantities is an important issue for extensive pharmacological studies. OBJECTIVE: This study focuses on preparing and enzymic hydrolysis of flavonoid glycosides /β-cyclodextrin inclusion complex to increase the hydrolysis rate. MATERIALS AND METHODS: The physical property of newly prepared inclusion complex was tested by differential scanning calorimetry (DSC). The conditions of enzymatic hydrolysis were optimized for the bioconversion of flavonoid glycosides /β-cyclodextrin inclusion complex by mono-factor experimental design. The experiments are using the icariin and genistein as the model drugs. RESULTS: The solubility of icariin and genistein were increased almost 17 times from 29.2 μg/ml to 513.5 μg/ml at 60°C and 28 times from 7.78 μg/ml to 221.46 μg/ml at 50°C, respectively, demonstrating that the inclusion complex could significantly increase the solubility of flavonoid glycosides. Under the optimal conditions, the reaction time of icariin and genistin decreased by 68% and 145%, when compared with that without β-CD inclusion. By using this enzymatic condition, 473 mg icaritin (with the purity of 99.34%) and 567 mg genistein(with the purity of 99.46%), which was finally determined by melt point, ESI-MS, UV, IR, (1)H NMR and (13)C NMR, was obtained eventually by transforming the inclusion complex(contains 1.0 g substrates). CONCLUSION: This study can clearly indicate a new attempt to improve the speed of enzyme-hydrolysis of poorly water-soluble flavonoid glycosides and find a more superior condition which is used to prepare icaritin and genistein. |
format | Online Article Text |
id | pubmed-3798134 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2013 |
publisher | Medknow Publications & Media Pvt Ltd |
record_format | MEDLINE/PubMed |
spelling | pubmed-37981342013-10-18 β-cyclodextrin assistant flavonoid glycosides enzymatic hydrolysis Jin, Xin Zhang, Zhen-hai Sun, E. Jia, Xiao-Bin Pharmacogn Mag Original Article BACKGROUND: The content of icaritin and genistein in herba is very low, preparation with relatively large quantities is an important issue for extensive pharmacological studies. OBJECTIVE: This study focuses on preparing and enzymic hydrolysis of flavonoid glycosides /β-cyclodextrin inclusion complex to increase the hydrolysis rate. MATERIALS AND METHODS: The physical property of newly prepared inclusion complex was tested by differential scanning calorimetry (DSC). The conditions of enzymatic hydrolysis were optimized for the bioconversion of flavonoid glycosides /β-cyclodextrin inclusion complex by mono-factor experimental design. The experiments are using the icariin and genistein as the model drugs. RESULTS: The solubility of icariin and genistein were increased almost 17 times from 29.2 μg/ml to 513.5 μg/ml at 60°C and 28 times from 7.78 μg/ml to 221.46 μg/ml at 50°C, respectively, demonstrating that the inclusion complex could significantly increase the solubility of flavonoid glycosides. Under the optimal conditions, the reaction time of icariin and genistin decreased by 68% and 145%, when compared with that without β-CD inclusion. By using this enzymatic condition, 473 mg icaritin (with the purity of 99.34%) and 567 mg genistein(with the purity of 99.46%), which was finally determined by melt point, ESI-MS, UV, IR, (1)H NMR and (13)C NMR, was obtained eventually by transforming the inclusion complex(contains 1.0 g substrates). CONCLUSION: This study can clearly indicate a new attempt to improve the speed of enzyme-hydrolysis of poorly water-soluble flavonoid glycosides and find a more superior condition which is used to prepare icaritin and genistein. Medknow Publications & Media Pvt Ltd 2013 /pmc/articles/PMC3798134/ /pubmed/24143039 http://dx.doi.org/10.4103/0973-1296.117851 Text en Copyright: © Pharmacognosy Magazine http://creativecommons.org/licenses/by-nc-sa/3.0 This is an open-access article distributed under the terms of the Creative Commons Attribution-Noncommercial-Share Alike 3.0 Unported, which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. |
spellingShingle | Original Article Jin, Xin Zhang, Zhen-hai Sun, E. Jia, Xiao-Bin β-cyclodextrin assistant flavonoid glycosides enzymatic hydrolysis |
title | β-cyclodextrin assistant flavonoid glycosides enzymatic hydrolysis |
title_full | β-cyclodextrin assistant flavonoid glycosides enzymatic hydrolysis |
title_fullStr | β-cyclodextrin assistant flavonoid glycosides enzymatic hydrolysis |
title_full_unstemmed | β-cyclodextrin assistant flavonoid glycosides enzymatic hydrolysis |
title_short | β-cyclodextrin assistant flavonoid glycosides enzymatic hydrolysis |
title_sort | β-cyclodextrin assistant flavonoid glycosides enzymatic hydrolysis |
topic | Original Article |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3798134/ https://www.ncbi.nlm.nih.gov/pubmed/24143039 http://dx.doi.org/10.4103/0973-1296.117851 |
work_keys_str_mv | AT jinxin bcyclodextrinassistantflavonoidglycosidesenzymatichydrolysis AT zhangzhenhai bcyclodextrinassistantflavonoidglycosidesenzymatichydrolysis AT sune bcyclodextrinassistantflavonoidglycosidesenzymatichydrolysis AT jiaxiaobin bcyclodextrinassistantflavonoidglycosidesenzymatichydrolysis |