Isolation of ginkgolides A, B, C, J and bilobalide from G. biloba extracts
An efficient and rapid protocol has been developed for isolation of individual ginkgolides and bilobalide from Ginkgo biloba extracts. The method is based on combination of benzylation, chromatography, and hydrogenolysis. Ginkgolides A, B, C and J, together with bilobalide, are unique terpenoid comp...
Gespeichert in:
| Veröffentlicht in: | Phytochemistry (Oxford) 2004-11, Vol.65 (21), p.2897-2902 |
|---|---|
| Hauptverfasser: | , , |
| Format: | Artikel |
| Sprache: | eng |
| Schlagworte: | |
| Online-Zugang: | Volltext |
| Tags: |
Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
|
| container_end_page | 2902 |
|---|---|
| container_issue | 21 |
| container_start_page | 2897 |
| container_title | Phytochemistry (Oxford) |
| container_volume | 65 |
| creator | Jaracz, Stanislav Malik, Shahid Nakanishi, Koji |
| description | An efficient and rapid protocol has been developed for isolation of individual ginkgolides and bilobalide from
Ginkgo biloba extracts. The method is based on combination of benzylation, chromatography, and hydrogenolysis.
Ginkgolides A, B, C and J, together with bilobalide, are unique terpenoid components of the
Ginkgo biloba tree. Due to similar chemical properties, their separation is quite tedious. We have developed an efficient and rapid protocol for separation of individual ginkgolides and bilobalide from
G. biloba extracts. The procedure takes advantage of enhanced susceptibility of ginkgolides B and C to benzylation and the ease of separation of these products from ginkgolides A and J which do not react. The protocol is applicable to the previously reported enriched extracts prepared from
G. biloba leaves. A single chromatographic step prior to benzylation provides bilobalide and mixture of ginkgolides A, B, C, and J. After benzylation, the individual ginkgolides are separated by chromatography. |
| doi_str_mv | 10.1016/j.phytochem.2004.08.026 |
| format | Article |
| fullrecord | <record><control><sourceid>proquest_cross</sourceid><recordid>TN_cdi_proquest_miscellaneous_67005115</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><els_id>S0031942204004078</els_id><sourcerecordid>67005115</sourcerecordid><originalsourceid>FETCH-LOGICAL-c465t-a541cde6f4228eb6afc85231c35f1db4d0af2a367dc062490fcdd264ef3774543</originalsourceid><addsrcrecordid>eNqFkDtv2zAQgIkiReOk_QsNl3Sy1CNFUvLoGnkiQJd2JijymNCVRIeUi-bfV4aFZMx0wN13r4-QCwYlA6a-b8vd08sY7RP2JQcQJTQlcPWBLFhTV0VVA5yQBUDFipXg_JSc5bwFACmV-kROmZTAuGwW5P4ux86MIQ40evoYhj-PsQsOM10v6Y8l3SzpPTWDo23oYmsOJepT7OlNOaco_huTsWP-TD5602X8Msdz8vv66tfmtnj4eXO3WT8UVig5FkYKZh0qP93VYKuMt43kFbOV9My1woHx3FSqdhYUFyvw1jmuBPqqroUU1Tn5dpy7S_F5j3nUfcgWu84MGPdZq-l5yZicwPoI2hRzTuj1LoXepBfNQB806q1-1agPGjU0etI4dX6dV-zbHt1b3-xtAi5nwGRrOp_MYEN-4xTnsobVxK2PHE5C_gZMOtuAg0UXEtpRuxjePeY_T12TIA</addsrcrecordid><sourcetype>Aggregation Database</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype><pqid>67005115</pqid></control><display><type>article</type><title>Isolation of ginkgolides A, B, C, J and bilobalide from G. biloba extracts</title><source>MEDLINE</source><source>Elsevier ScienceDirect Journals</source><creator>Jaracz, Stanislav ; Malik, Shahid ; Nakanishi, Koji</creator><creatorcontrib>Jaracz, Stanislav ; Malik, Shahid ; Nakanishi, Koji</creatorcontrib><description>An efficient and rapid protocol has been developed for isolation of individual ginkgolides and bilobalide from
Ginkgo biloba extracts. The method is based on combination of benzylation, chromatography, and hydrogenolysis.
Ginkgolides A, B, C and J, together with bilobalide, are unique terpenoid components of the
Ginkgo biloba tree. Due to similar chemical properties, their separation is quite tedious. We have developed an efficient and rapid protocol for separation of individual ginkgolides and bilobalide from
G. biloba extracts. The procedure takes advantage of enhanced susceptibility of ginkgolides B and C to benzylation and the ease of separation of these products from ginkgolides A and J which do not react. The protocol is applicable to the previously reported enriched extracts prepared from
G. biloba leaves. A single chromatographic step prior to benzylation provides bilobalide and mixture of ginkgolides A, B, C, and J. After benzylation, the individual ginkgolides are separated by chromatography.</description><identifier>ISSN: 0031-9422</identifier><identifier>EISSN: 1873-3700</identifier><identifier>DOI: 10.1016/j.phytochem.2004.08.026</identifier><identifier>PMID: 15501258</identifier><language>eng</language><publisher>Amsterdam: Elsevier Ltd</publisher><subject>Analytical, structural and metabolic biochemistry ; Bilobalide ; Biological and medical sciences ; Chemical constitution ; Cyclopentanes - isolation & purification ; Diterpenes - isolation & purification ; Enzymes and enzyme inhibitors ; Fundamental and applied biological sciences. Psychology ; Furans - isolation & purification ; Ginkgo biloba ; Ginkgo biloba - chemistry ; Ginkgoaceae ; Ginkgolides ; Hydrolases ; Isolation ; Lactones - isolation & purification ; Molecular Structure ; Plant Extracts - chemistry ; Plant physiology and development ; Terpenes</subject><ispartof>Phytochemistry (Oxford), 2004-11, Vol.65 (21), p.2897-2902</ispartof><rights>2004 Elsevier Ltd</rights><rights>2004 INIST-CNRS</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c465t-a541cde6f4228eb6afc85231c35f1db4d0af2a367dc062490fcdd264ef3774543</citedby><cites>FETCH-LOGICAL-c465t-a541cde6f4228eb6afc85231c35f1db4d0af2a367dc062490fcdd264ef3774543</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktohtml>$$Uhttps://www.sciencedirect.com/science/article/pii/S0031942204004078$$EHTML$$P50$$Gelsevier$$H</linktohtml><link.rule.ids>314,776,780,3537,27901,27902,65306</link.rule.ids><backlink>$$Uhttp://pascal-francis.inist.fr/vibad/index.php?action=getRecordDetail&idt=16225709$$DView record in Pascal Francis$$Hfree_for_read</backlink><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/15501258$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Jaracz, Stanislav</creatorcontrib><creatorcontrib>Malik, Shahid</creatorcontrib><creatorcontrib>Nakanishi, Koji</creatorcontrib><title>Isolation of ginkgolides A, B, C, J and bilobalide from G. biloba extracts</title><title>Phytochemistry (Oxford)</title><addtitle>Phytochemistry</addtitle><description>An efficient and rapid protocol has been developed for isolation of individual ginkgolides and bilobalide from
Ginkgo biloba extracts. The method is based on combination of benzylation, chromatography, and hydrogenolysis.
Ginkgolides A, B, C and J, together with bilobalide, are unique terpenoid components of the
Ginkgo biloba tree. Due to similar chemical properties, their separation is quite tedious. We have developed an efficient and rapid protocol for separation of individual ginkgolides and bilobalide from
G. biloba extracts. The procedure takes advantage of enhanced susceptibility of ginkgolides B and C to benzylation and the ease of separation of these products from ginkgolides A and J which do not react. The protocol is applicable to the previously reported enriched extracts prepared from
G. biloba leaves. A single chromatographic step prior to benzylation provides bilobalide and mixture of ginkgolides A, B, C, and J. After benzylation, the individual ginkgolides are separated by chromatography.</description><subject>Analytical, structural and metabolic biochemistry</subject><subject>Bilobalide</subject><subject>Biological and medical sciences</subject><subject>Chemical constitution</subject><subject>Cyclopentanes - isolation & purification</subject><subject>Diterpenes - isolation & purification</subject><subject>Enzymes and enzyme inhibitors</subject><subject>Fundamental and applied biological sciences. Psychology</subject><subject>Furans - isolation & purification</subject><subject>Ginkgo biloba</subject><subject>Ginkgo biloba - chemistry</subject><subject>Ginkgoaceae</subject><subject>Ginkgolides</subject><subject>Hydrolases</subject><subject>Isolation</subject><subject>Lactones - isolation & purification</subject><subject>Molecular Structure</subject><subject>Plant Extracts - chemistry</subject><subject>Plant physiology and development</subject><subject>Terpenes</subject><issn>0031-9422</issn><issn>1873-3700</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2004</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNqFkDtv2zAQgIkiReOk_QsNl3Sy1CNFUvLoGnkiQJd2JijymNCVRIeUi-bfV4aFZMx0wN13r4-QCwYlA6a-b8vd08sY7RP2JQcQJTQlcPWBLFhTV0VVA5yQBUDFipXg_JSc5bwFACmV-kROmZTAuGwW5P4ux86MIQ40evoYhj-PsQsOM10v6Y8l3SzpPTWDo23oYmsOJepT7OlNOaco_huTsWP-TD5602X8Msdz8vv66tfmtnj4eXO3WT8UVig5FkYKZh0qP93VYKuMt43kFbOV9My1woHx3FSqdhYUFyvw1jmuBPqqroUU1Tn5dpy7S_F5j3nUfcgWu84MGPdZq-l5yZicwPoI2hRzTuj1LoXepBfNQB806q1-1agPGjU0etI4dX6dV-zbHt1b3-xtAi5nwGRrOp_MYEN-4xTnsobVxK2PHE5C_gZMOtuAg0UXEtpRuxjePeY_T12TIA</recordid><startdate>20041101</startdate><enddate>20041101</enddate><creator>Jaracz, Stanislav</creator><creator>Malik, Shahid</creator><creator>Nakanishi, Koji</creator><general>Elsevier Ltd</general><general>Elsevier</general><scope>IQODW</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>7X8</scope></search><sort><creationdate>20041101</creationdate><title>Isolation of ginkgolides A, B, C, J and bilobalide from G. biloba extracts</title><author>Jaracz, Stanislav ; Malik, Shahid ; Nakanishi, Koji</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c465t-a541cde6f4228eb6afc85231c35f1db4d0af2a367dc062490fcdd264ef3774543</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2004</creationdate><topic>Analytical, structural and metabolic biochemistry</topic><topic>Bilobalide</topic><topic>Biological and medical sciences</topic><topic>Chemical constitution</topic><topic>Cyclopentanes - isolation & purification</topic><topic>Diterpenes - isolation & purification</topic><topic>Enzymes and enzyme inhibitors</topic><topic>Fundamental and applied biological sciences. Psychology</topic><topic>Furans - isolation & purification</topic><topic>Ginkgo biloba</topic><topic>Ginkgo biloba - chemistry</topic><topic>Ginkgoaceae</topic><topic>Ginkgolides</topic><topic>Hydrolases</topic><topic>Isolation</topic><topic>Lactones - isolation & purification</topic><topic>Molecular Structure</topic><topic>Plant Extracts - chemistry</topic><topic>Plant physiology and development</topic><topic>Terpenes</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Jaracz, Stanislav</creatorcontrib><creatorcontrib>Malik, Shahid</creatorcontrib><creatorcontrib>Nakanishi, Koji</creatorcontrib><collection>Pascal-Francis</collection><collection>Medline</collection><collection>MEDLINE</collection><collection>MEDLINE (Ovid)</collection><collection>MEDLINE</collection><collection>MEDLINE</collection><collection>PubMed</collection><collection>CrossRef</collection><collection>MEDLINE - Academic</collection><jtitle>Phytochemistry (Oxford)</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Jaracz, Stanislav</au><au>Malik, Shahid</au><au>Nakanishi, Koji</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Isolation of ginkgolides A, B, C, J and bilobalide from G. biloba extracts</atitle><jtitle>Phytochemistry (Oxford)</jtitle><addtitle>Phytochemistry</addtitle><date>2004-11-01</date><risdate>2004</risdate><volume>65</volume><issue>21</issue><spage>2897</spage><epage>2902</epage><pages>2897-2902</pages><issn>0031-9422</issn><eissn>1873-3700</eissn><abstract>An efficient and rapid protocol has been developed for isolation of individual ginkgolides and bilobalide from
Ginkgo biloba extracts. The method is based on combination of benzylation, chromatography, and hydrogenolysis.
Ginkgolides A, B, C and J, together with bilobalide, are unique terpenoid components of the
Ginkgo biloba tree. Due to similar chemical properties, their separation is quite tedious. We have developed an efficient and rapid protocol for separation of individual ginkgolides and bilobalide from
G. biloba extracts. The procedure takes advantage of enhanced susceptibility of ginkgolides B and C to benzylation and the ease of separation of these products from ginkgolides A and J which do not react. The protocol is applicable to the previously reported enriched extracts prepared from
G. biloba leaves. A single chromatographic step prior to benzylation provides bilobalide and mixture of ginkgolides A, B, C, and J. After benzylation, the individual ginkgolides are separated by chromatography.</abstract><cop>Amsterdam</cop><pub>Elsevier Ltd</pub><pmid>15501258</pmid><doi>10.1016/j.phytochem.2004.08.026</doi><tpages>6</tpages></addata></record> |
| fulltext | fulltext |
| identifier | ISSN: 0031-9422 |
| ispartof | Phytochemistry (Oxford), 2004-11, Vol.65 (21), p.2897-2902 |
| issn | 0031-9422 1873-3700 |
| language | eng |
| recordid | cdi_proquest_miscellaneous_67005115 |
| source | MEDLINE; Elsevier ScienceDirect Journals |
| subjects | Analytical, structural and metabolic biochemistry Bilobalide Biological and medical sciences Chemical constitution Cyclopentanes - isolation & purification Diterpenes - isolation & purification Enzymes and enzyme inhibitors Fundamental and applied biological sciences. Psychology Furans - isolation & purification Ginkgo biloba Ginkgo biloba - chemistry Ginkgoaceae Ginkgolides Hydrolases Isolation Lactones - isolation & purification Molecular Structure Plant Extracts - chemistry Plant physiology and development Terpenes |
| title | Isolation of ginkgolides A, B, C, J and bilobalide from G. biloba extracts |
| url | https://sfx.bib-bvb.de/sfx_tum?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2025-02-10T11%3A08%3A00IST&url_ver=Z39.88-2004&url_ctx_fmt=infofi/fmt:kev:mtx:ctx&rfr_id=info:sid/primo.exlibrisgroup.com:primo3-Article-proquest_cross&rft_val_fmt=info:ofi/fmt:kev:mtx:journal&rft.genre=article&rft.atitle=Isolation%20of%20ginkgolides%20A,%20B,%20C,%20J%20and%20bilobalide%20from%20G.%20biloba%20extracts&rft.jtitle=Phytochemistry%20(Oxford)&rft.au=Jaracz,%20Stanislav&rft.date=2004-11-01&rft.volume=65&rft.issue=21&rft.spage=2897&rft.epage=2902&rft.pages=2897-2902&rft.issn=0031-9422&rft.eissn=1873-3700&rft_id=info:doi/10.1016/j.phytochem.2004.08.026&rft_dat=%3Cproquest_cross%3E67005115%3C/proquest_cross%3E%3Curl%3E%3C/url%3E&disable_directlink=true&sfx.directlink=off&sfx.report_link=0&rft_id=info:oai/&rft_pqid=67005115&rft_id=info:pmid/15501258&rft_els_id=S0031942204004078&rfr_iscdi=true |