Elution-extrusion Counter-current Chromatography Separation of Two New Benzyl Ester Glucosides and Three Other High-polarity Compounds from the Tubers of Pleione bulbocodioides
ABSTRACT Introduction The tubers of Pleione bulbocodioides (Franch.) Rolfe, with gastrodin and benzyl ester glucosides as main components, have been used in traditional Chinese medicine for the treatment of various cancers and bacterial infections. Up to now, their official quality control method is...
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| Veröffentlicht in: | Phytochemical analysis 2013-11, Vol.24 (6), p.671-676 |
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| creator | Wang, Yang Guan, Shu-hong Feng, Rui-hong Zhang, Jing-xian Li, Qing Chen, Xiao-hui Bi, Kai-shun Guo, De-an |
| description | ABSTRACT
Introduction
The tubers of Pleione bulbocodioides (Franch.) Rolfe, with gastrodin and benzyl ester glucosides as main components, have been used in traditional Chinese medicine for the treatment of various cancers and bacterial infections. Up to now, their official quality control method is still inadequate, and the difficulty of obtaining these high‐polarity compounds is one of the major reasons.
Objective
To develop a rapid and efficient method for preparative separation of the high‐polarity compounds gastrodin and benzyl ester glucosides.
Methods
An optimised solvent system composed of n‐butanol:ethanol:water (20:1:20, v/v/v) was applied for the elution‐extrusion counter‐current chromatography (EECCC) separation. The upper phase was used as the stationary phase, and the lower phase was used as the mobile phase at a flow rate of 1.5 mL/min, a rotation speed of 850 rpm and a temperature of 35°C.
Results
Five high‐polarity glucosides, including two new compounds, (E)‐4‐β‐D‐glucopyranosyloxycinnamic acid 9‐(4‐β‐D‐glucopyranosyloxybenzyl) ester (4 mg) and (Z)‐2‐(2‐methylpropyl)butenedioic acid bis(4‐β‐D‐glucopyranosyloxybenzyl) ester (9 mg), and three main components, gastrodin (87 mg), dactylorhin A (60 mg) and militarine (15 mg), with HPLC purities of 95.4%, 96.4%, 91.1%, 97.2% and 95.5% respectively, were yielded from 400 mg of the prepared sample.
Conclusion
Elution‐extrusion counter‐current chromatography could be used as a useful tool for the separation of high‐polarity compounds such as gastrodin and benzyl ester glucosides and the enrichment of the minor ones. Copyright © 2013 John Wiley & Sons, Ltd.
The tubers of Pleione bulbocodioides (Franch.) Rolfe, as a traditional Chinese medicine, have been used for the treatment of various cancers and bacterial infections. Elution‐extrusion counter‐current chromatography (EECCC), a support‐free counter‐current chromatography technique, showed its great advantage in separation of high‐polarity compounds. In this research, we successfully used EECCC as a useful tool for the separation of gastrodin and benzyl ester glucosides, including two new ones from this herbal medicine. |
| doi_str_mv | 10.1002/pca.2453 |
| format | Article |
| fullrecord | <record><control><sourceid>proquest_cross</sourceid><recordid>TN_cdi_proquest_miscellaneous_1445914556</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><sourcerecordid>1445914556</sourcerecordid><originalsourceid>FETCH-LOGICAL-c3873-2527a59615c50ecc9b0881c2d2abc3e61c7c50f2c380c1df49fbcc5bf37844e53</originalsourceid><addsrcrecordid>eNp1kdGK1DAUhoMo7rgKPoEEvPGma9IkbXO5lnFWWGZXHfEypOnptmun6SYNs_WpfERTdlxB8CqB853vP_Aj9JqSM0pI-n40-izlgj1BK0qkTKjIxFO0IlIUCWGcn6AX3t8SEmcye45OUpbLQvB0hX6t-zB1dkjgfnLBxx8ubRgmcIkJzsEw4bJ1dq8ne-P02M74K4za6WUH2wbvDhZv4YA_wPBz7vHax0286YOxvqvBYz3UeNc6AHw1tXF00d20yWh77bppjlH7MabVHjcxA0cC70IFzi_q6x5iCOAq9JU1tu7sYnyJnjW69_Dq-J6ibx_Xu_IiubzafCrPLxPDipwlqUhzLWRGhREEjJEVKQpq0jrVlWGQUZPHQZNGmhhaN1w2lTGialhecA6CnaJ3D97R2bsAflL7zhvoez2ADV5RzoWkXIgsom__QW9tcEO8bqE4lyJL2V-hcdZ7B40aXbfXblaUqKVFFVtUS4sRfXMUhmoP9SP4p7YIJA_Aoeth_q9IXZfnR-GR72I_94-8dj9UlrNcqO_bjSq_fGbZtixjzG9DoLhq</addsrcrecordid><sourcetype>Aggregation Database</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype><pqid>1444495623</pqid></control><display><type>article</type><title>Elution-extrusion Counter-current Chromatography Separation of Two New Benzyl Ester Glucosides and Three Other High-polarity Compounds from the Tubers of Pleione bulbocodioides</title><source>MEDLINE</source><source>Wiley Online Library Journals Frontfile Complete</source><creator>Wang, Yang ; Guan, Shu-hong ; Feng, Rui-hong ; Zhang, Jing-xian ; Li, Qing ; Chen, Xiao-hui ; Bi, Kai-shun ; Guo, De-an</creator><creatorcontrib>Wang, Yang ; Guan, Shu-hong ; Feng, Rui-hong ; Zhang, Jing-xian ; Li, Qing ; Chen, Xiao-hui ; Bi, Kai-shun ; Guo, De-an</creatorcontrib><description>ABSTRACT
Introduction
The tubers of Pleione bulbocodioides (Franch.) Rolfe, with gastrodin and benzyl ester glucosides as main components, have been used in traditional Chinese medicine for the treatment of various cancers and bacterial infections. Up to now, their official quality control method is still inadequate, and the difficulty of obtaining these high‐polarity compounds is one of the major reasons.
Objective
To develop a rapid and efficient method for preparative separation of the high‐polarity compounds gastrodin and benzyl ester glucosides.
Methods
An optimised solvent system composed of n‐butanol:ethanol:water (20:1:20, v/v/v) was applied for the elution‐extrusion counter‐current chromatography (EECCC) separation. The upper phase was used as the stationary phase, and the lower phase was used as the mobile phase at a flow rate of 1.5 mL/min, a rotation speed of 850 rpm and a temperature of 35°C.
Results
Five high‐polarity glucosides, including two new compounds, (E)‐4‐β‐D‐glucopyranosyloxycinnamic acid 9‐(4‐β‐D‐glucopyranosyloxybenzyl) ester (4 mg) and (Z)‐2‐(2‐methylpropyl)butenedioic acid bis(4‐β‐D‐glucopyranosyloxybenzyl) ester (9 mg), and three main components, gastrodin (87 mg), dactylorhin A (60 mg) and militarine (15 mg), with HPLC purities of 95.4%, 96.4%, 91.1%, 97.2% and 95.5% respectively, were yielded from 400 mg of the prepared sample.
Conclusion
Elution‐extrusion counter‐current chromatography could be used as a useful tool for the separation of high‐polarity compounds such as gastrodin and benzyl ester glucosides and the enrichment of the minor ones. Copyright © 2013 John Wiley & Sons, Ltd.
The tubers of Pleione bulbocodioides (Franch.) Rolfe, as a traditional Chinese medicine, have been used for the treatment of various cancers and bacterial infections. Elution‐extrusion counter‐current chromatography (EECCC), a support‐free counter‐current chromatography technique, showed its great advantage in separation of high‐polarity compounds. In this research, we successfully used EECCC as a useful tool for the separation of gastrodin and benzyl ester glucosides, including two new ones from this herbal medicine.</description><identifier>ISSN: 0958-0344</identifier><identifier>EISSN: 1099-1565</identifier><identifier>DOI: 10.1002/pca.2453</identifier><identifier>PMID: 23798542</identifier><identifier>CODEN: PHANEL</identifier><language>eng</language><publisher>England: Blackwell Publishing Ltd</publisher><subject>Benzyl Alcohols - isolation & purification ; benzyl ester glucosides ; Counter-current chromatography ; Countercurrent Distribution - methods ; gastrodin ; Glucosides - isolation & purification ; high-polarity ; Nuclear Magnetic Resonance, Biomolecular ; Orchidaceae - chemistry ; Plant Extracts - chemistry ; Plant Tubers - chemistry ; Pleione bulbocodioides ; Spectrometry, Mass, Electrospray Ionization</subject><ispartof>Phytochemical analysis, 2013-11, Vol.24 (6), p.671-676</ispartof><rights>Copyright © 2013 John Wiley & Sons, Ltd.</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c3873-2527a59615c50ecc9b0881c2d2abc3e61c7c50f2c380c1df49fbcc5bf37844e53</citedby><cites>FETCH-LOGICAL-c3873-2527a59615c50ecc9b0881c2d2abc3e61c7c50f2c380c1df49fbcc5bf37844e53</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://onlinelibrary.wiley.com/doi/pdf/10.1002%2Fpca.2453$$EPDF$$P50$$Gwiley$$H</linktopdf><linktohtml>$$Uhttps://onlinelibrary.wiley.com/doi/full/10.1002%2Fpca.2453$$EHTML$$P50$$Gwiley$$H</linktohtml><link.rule.ids>314,778,782,1414,27911,27912,45561,45562</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/23798542$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Wang, Yang</creatorcontrib><creatorcontrib>Guan, Shu-hong</creatorcontrib><creatorcontrib>Feng, Rui-hong</creatorcontrib><creatorcontrib>Zhang, Jing-xian</creatorcontrib><creatorcontrib>Li, Qing</creatorcontrib><creatorcontrib>Chen, Xiao-hui</creatorcontrib><creatorcontrib>Bi, Kai-shun</creatorcontrib><creatorcontrib>Guo, De-an</creatorcontrib><title>Elution-extrusion Counter-current Chromatography Separation of Two New Benzyl Ester Glucosides and Three Other High-polarity Compounds from the Tubers of Pleione bulbocodioides</title><title>Phytochemical analysis</title><addtitle>Phytochem. Anal</addtitle><description>ABSTRACT
Introduction
The tubers of Pleione bulbocodioides (Franch.) Rolfe, with gastrodin and benzyl ester glucosides as main components, have been used in traditional Chinese medicine for the treatment of various cancers and bacterial infections. Up to now, their official quality control method is still inadequate, and the difficulty of obtaining these high‐polarity compounds is one of the major reasons.
Objective
To develop a rapid and efficient method for preparative separation of the high‐polarity compounds gastrodin and benzyl ester glucosides.
Methods
An optimised solvent system composed of n‐butanol:ethanol:water (20:1:20, v/v/v) was applied for the elution‐extrusion counter‐current chromatography (EECCC) separation. The upper phase was used as the stationary phase, and the lower phase was used as the mobile phase at a flow rate of 1.5 mL/min, a rotation speed of 850 rpm and a temperature of 35°C.
Results
Five high‐polarity glucosides, including two new compounds, (E)‐4‐β‐D‐glucopyranosyloxycinnamic acid 9‐(4‐β‐D‐glucopyranosyloxybenzyl) ester (4 mg) and (Z)‐2‐(2‐methylpropyl)butenedioic acid bis(4‐β‐D‐glucopyranosyloxybenzyl) ester (9 mg), and three main components, gastrodin (87 mg), dactylorhin A (60 mg) and militarine (15 mg), with HPLC purities of 95.4%, 96.4%, 91.1%, 97.2% and 95.5% respectively, were yielded from 400 mg of the prepared sample.
Conclusion
Elution‐extrusion counter‐current chromatography could be used as a useful tool for the separation of high‐polarity compounds such as gastrodin and benzyl ester glucosides and the enrichment of the minor ones. Copyright © 2013 John Wiley & Sons, Ltd.
The tubers of Pleione bulbocodioides (Franch.) Rolfe, as a traditional Chinese medicine, have been used for the treatment of various cancers and bacterial infections. Elution‐extrusion counter‐current chromatography (EECCC), a support‐free counter‐current chromatography technique, showed its great advantage in separation of high‐polarity compounds. In this research, we successfully used EECCC as a useful tool for the separation of gastrodin and benzyl ester glucosides, including two new ones from this herbal medicine.</description><subject>Benzyl Alcohols - isolation & purification</subject><subject>benzyl ester glucosides</subject><subject>Counter-current chromatography</subject><subject>Countercurrent Distribution - methods</subject><subject>gastrodin</subject><subject>Glucosides - isolation & purification</subject><subject>high-polarity</subject><subject>Nuclear Magnetic Resonance, Biomolecular</subject><subject>Orchidaceae - chemistry</subject><subject>Plant Extracts - chemistry</subject><subject>Plant Tubers - chemistry</subject><subject>Pleione bulbocodioides</subject><subject>Spectrometry, Mass, Electrospray Ionization</subject><issn>0958-0344</issn><issn>1099-1565</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2013</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNp1kdGK1DAUhoMo7rgKPoEEvPGma9IkbXO5lnFWWGZXHfEypOnptmun6SYNs_WpfERTdlxB8CqB853vP_Aj9JqSM0pI-n40-izlgj1BK0qkTKjIxFO0IlIUCWGcn6AX3t8SEmcye45OUpbLQvB0hX6t-zB1dkjgfnLBxx8ubRgmcIkJzsEw4bJ1dq8ne-P02M74K4za6WUH2wbvDhZv4YA_wPBz7vHax0286YOxvqvBYz3UeNc6AHw1tXF00d20yWh77bppjlH7MabVHjcxA0cC70IFzi_q6x5iCOAq9JU1tu7sYnyJnjW69_Dq-J6ibx_Xu_IiubzafCrPLxPDipwlqUhzLWRGhREEjJEVKQpq0jrVlWGQUZPHQZNGmhhaN1w2lTGialhecA6CnaJ3D97R2bsAflL7zhvoez2ADV5RzoWkXIgsom__QW9tcEO8bqE4lyJL2V-hcdZ7B40aXbfXblaUqKVFFVtUS4sRfXMUhmoP9SP4p7YIJA_Aoeth_q9IXZfnR-GR72I_94-8dj9UlrNcqO_bjSq_fGbZtixjzG9DoLhq</recordid><startdate>201311</startdate><enddate>201311</enddate><creator>Wang, Yang</creator><creator>Guan, Shu-hong</creator><creator>Feng, Rui-hong</creator><creator>Zhang, Jing-xian</creator><creator>Li, Qing</creator><creator>Chen, Xiao-hui</creator><creator>Bi, Kai-shun</creator><creator>Guo, De-an</creator><general>Blackwell Publishing Ltd</general><general>Wiley Subscription Services, Inc</general><scope>BSCLL</scope><scope>CGR</scope><scope>CUY</scope><scope>CVF</scope><scope>ECM</scope><scope>EIF</scope><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7QL</scope><scope>7QR</scope><scope>7T7</scope><scope>7TM</scope><scope>7U9</scope><scope>8FD</scope><scope>C1K</scope><scope>FR3</scope><scope>H94</scope><scope>K9.</scope><scope>M7N</scope><scope>P64</scope><scope>RC3</scope><scope>7X8</scope></search><sort><creationdate>201311</creationdate><title>Elution-extrusion Counter-current Chromatography Separation of Two New Benzyl Ester Glucosides and Three Other High-polarity Compounds from the Tubers of Pleione bulbocodioides</title><author>Wang, Yang ; Guan, Shu-hong ; Feng, Rui-hong ; Zhang, Jing-xian ; Li, Qing ; Chen, Xiao-hui ; Bi, Kai-shun ; Guo, De-an</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c3873-2527a59615c50ecc9b0881c2d2abc3e61c7c50f2c380c1df49fbcc5bf37844e53</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2013</creationdate><topic>Benzyl Alcohols - isolation & purification</topic><topic>benzyl ester glucosides</topic><topic>Counter-current chromatography</topic><topic>Countercurrent Distribution - methods</topic><topic>gastrodin</topic><topic>Glucosides - isolation & purification</topic><topic>high-polarity</topic><topic>Nuclear Magnetic Resonance, Biomolecular</topic><topic>Orchidaceae - chemistry</topic><topic>Plant Extracts - chemistry</topic><topic>Plant Tubers - chemistry</topic><topic>Pleione bulbocodioides</topic><topic>Spectrometry, Mass, Electrospray Ionization</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Wang, Yang</creatorcontrib><creatorcontrib>Guan, Shu-hong</creatorcontrib><creatorcontrib>Feng, Rui-hong</creatorcontrib><creatorcontrib>Zhang, Jing-xian</creatorcontrib><creatorcontrib>Li, Qing</creatorcontrib><creatorcontrib>Chen, Xiao-hui</creatorcontrib><creatorcontrib>Bi, Kai-shun</creatorcontrib><creatorcontrib>Guo, De-an</creatorcontrib><collection>Istex</collection><collection>Medline</collection><collection>MEDLINE</collection><collection>MEDLINE (Ovid)</collection><collection>MEDLINE</collection><collection>MEDLINE</collection><collection>PubMed</collection><collection>CrossRef</collection><collection>Bacteriology Abstracts (Microbiology B)</collection><collection>Chemoreception Abstracts</collection><collection>Industrial and Applied Microbiology Abstracts (Microbiology A)</collection><collection>Nucleic Acids Abstracts</collection><collection>Virology and AIDS Abstracts</collection><collection>Technology Research Database</collection><collection>Environmental Sciences and Pollution Management</collection><collection>Engineering Research Database</collection><collection>AIDS and Cancer Research Abstracts</collection><collection>ProQuest Health & Medical Complete (Alumni)</collection><collection>Algology Mycology and Protozoology Abstracts (Microbiology C)</collection><collection>Biotechnology and BioEngineering Abstracts</collection><collection>Genetics Abstracts</collection><collection>MEDLINE - Academic</collection><jtitle>Phytochemical analysis</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Wang, Yang</au><au>Guan, Shu-hong</au><au>Feng, Rui-hong</au><au>Zhang, Jing-xian</au><au>Li, Qing</au><au>Chen, Xiao-hui</au><au>Bi, Kai-shun</au><au>Guo, De-an</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Elution-extrusion Counter-current Chromatography Separation of Two New Benzyl Ester Glucosides and Three Other High-polarity Compounds from the Tubers of Pleione bulbocodioides</atitle><jtitle>Phytochemical analysis</jtitle><addtitle>Phytochem. Anal</addtitle><date>2013-11</date><risdate>2013</risdate><volume>24</volume><issue>6</issue><spage>671</spage><epage>676</epage><pages>671-676</pages><issn>0958-0344</issn><eissn>1099-1565</eissn><coden>PHANEL</coden><abstract>ABSTRACT
Introduction
The tubers of Pleione bulbocodioides (Franch.) Rolfe, with gastrodin and benzyl ester glucosides as main components, have been used in traditional Chinese medicine for the treatment of various cancers and bacterial infections. Up to now, their official quality control method is still inadequate, and the difficulty of obtaining these high‐polarity compounds is one of the major reasons.
Objective
To develop a rapid and efficient method for preparative separation of the high‐polarity compounds gastrodin and benzyl ester glucosides.
Methods
An optimised solvent system composed of n‐butanol:ethanol:water (20:1:20, v/v/v) was applied for the elution‐extrusion counter‐current chromatography (EECCC) separation. The upper phase was used as the stationary phase, and the lower phase was used as the mobile phase at a flow rate of 1.5 mL/min, a rotation speed of 850 rpm and a temperature of 35°C.
Results
Five high‐polarity glucosides, including two new compounds, (E)‐4‐β‐D‐glucopyranosyloxycinnamic acid 9‐(4‐β‐D‐glucopyranosyloxybenzyl) ester (4 mg) and (Z)‐2‐(2‐methylpropyl)butenedioic acid bis(4‐β‐D‐glucopyranosyloxybenzyl) ester (9 mg), and three main components, gastrodin (87 mg), dactylorhin A (60 mg) and militarine (15 mg), with HPLC purities of 95.4%, 96.4%, 91.1%, 97.2% and 95.5% respectively, were yielded from 400 mg of the prepared sample.
Conclusion
Elution‐extrusion counter‐current chromatography could be used as a useful tool for the separation of high‐polarity compounds such as gastrodin and benzyl ester glucosides and the enrichment of the minor ones. Copyright © 2013 John Wiley & Sons, Ltd.
The tubers of Pleione bulbocodioides (Franch.) Rolfe, as a traditional Chinese medicine, have been used for the treatment of various cancers and bacterial infections. Elution‐extrusion counter‐current chromatography (EECCC), a support‐free counter‐current chromatography technique, showed its great advantage in separation of high‐polarity compounds. In this research, we successfully used EECCC as a useful tool for the separation of gastrodin and benzyl ester glucosides, including two new ones from this herbal medicine.</abstract><cop>England</cop><pub>Blackwell Publishing Ltd</pub><pmid>23798542</pmid><doi>10.1002/pca.2453</doi><tpages>6</tpages></addata></record> |
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| ispartof | Phytochemical analysis, 2013-11, Vol.24 (6), p.671-676 |
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| subjects | Benzyl Alcohols - isolation & purification benzyl ester glucosides Counter-current chromatography Countercurrent Distribution - methods gastrodin Glucosides - isolation & purification high-polarity Nuclear Magnetic Resonance, Biomolecular Orchidaceae - chemistry Plant Extracts - chemistry Plant Tubers - chemistry Pleione bulbocodioides Spectrometry, Mass, Electrospray Ionization |
| title | Elution-extrusion Counter-current Chromatography Separation of Two New Benzyl Ester Glucosides and Three Other High-polarity Compounds from the Tubers of Pleione bulbocodioides |
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