Biologically Active Glycosides from Asteroidea, 43. Isolation and Structure of a New Neuritogenic-Active Ganglioside Molecular Species from the Starfish Linckia laevigata
A ganglioside molecular species, LLG-5 (1), has been obtained from the water soluble lipid fraction of the CHCl3/MeOH extract of the starfish Linckia laevigata. On the basis of chemical and spectroscopic findings, the structure of 1 has been elucidated. Negative ion FAB-MS provided important informa...
Gespeichert in:
| Veröffentlicht in: | Chemical & pharmaceutical bulletin 2005, Vol.53(12), pp.1551-1554 |
|---|---|
| Hauptverfasser: | , , , |
| Format: | Artikel |
| Sprache: | eng |
| Schlagworte: | |
| Online-Zugang: | Volltext |
| Tags: |
Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
|
| container_end_page | 1554 |
|---|---|
| container_issue | 12 |
| container_start_page | 1551 |
| container_title | Chemical & pharmaceutical bulletin |
| container_volume | 53 |
| creator | Inagaki, Masanori Miyamoto, Tomofumi Isobe, Ryuichi Higuchi, Ryuichi |
| description | A ganglioside molecular species, LLG-5 (1), has been obtained from the water soluble lipid fraction of the CHCl3/MeOH extract of the starfish Linckia laevigata. On the basis of chemical and spectroscopic findings, the structure of 1 has been elucidated. Negative ion FAB-MS provided important information both on the structure of the sugar moiety and on the molecular mass of the ganglioside. 1 is a new ganglioside molecular species possessing a 2→11 linked linear-type trisialosyl moiety. Moreover, 1 exhibited neuritogenic activity in rat pheochromocytoma PC-12 cells in the presence of nerve growth factor. |
| doi_str_mv | 10.1248/cpb.53.1551 |
| format | Article |
| fullrecord | <record><control><sourceid>proquest_cross</sourceid><recordid>TN_cdi_proquest_miscellaneous_68867505</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><sourcerecordid>3133606401</sourcerecordid><originalsourceid>FETCH-LOGICAL-c578t-1a92343eb98653346c542083196662b9ac64c6c06e17d14e23c63848128bdb9a3</originalsourceid><addsrcrecordid>eNpdkc1uEzEURkcIRENhxR5ZQmIDE_w_nmVaQakUYFFYWx7PncTBGae2pyivxFPikLSVWNiW9R2de6Wvql4TPCeUq492180FmxMhyJNqRhhvakEpe1rNMMZtTZlkZ9WLlDYYU4Eb9rw6I5LRhqhmVv25cMGHlbPG-z1a2OzuAF35vQ3J9ZDQEMMWLVKGGMrffECczdF1Ct5kF0Zkxh7d5DjZPEVAYUAGfYPf5UzR5bCC0dn6XmrGlXf_tOhr8GAnbyK62YF193PyGorNxMGlNVq60f5yBnkDd25lsnlZPRuMT_Dq9J5XPz9_-nH5pV5-v7q-XCxrKxqVa2JayjiDrlVSMMalFZxixUgrpaRda6zkVlosgTQ94UCZlUxxRajq-hKz8-rd0buL4XaClPXWJQvemxHClLRUSjYCiwK-_Q_chCmOZTdNuMRMSanaQr0_UjaGlCIMehfd1sS9JlgfCtSlQC2YPhRY6Dcn59RtoX9kT40V4OIIbFI2K3gATMzOeniQ0dN9sD6GaxM1jOwvoa6uiw</addsrcrecordid><sourcetype>Aggregation Database</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype><pqid>1460386689</pqid></control><display><type>article</type><title>Biologically Active Glycosides from Asteroidea, 43. Isolation and Structure of a New Neuritogenic-Active Ganglioside Molecular Species from the Starfish Linckia laevigata</title><source>J-STAGE Free</source><source>MEDLINE</source><source>Elektronische Zeitschriftenbibliothek - Frei zugängliche E-Journals</source><source>Free Full-Text Journals in Chemistry</source><creator>Inagaki, Masanori ; Miyamoto, Tomofumi ; Isobe, Ryuichi ; Higuchi, Ryuichi</creator><creatorcontrib>Inagaki, Masanori ; Miyamoto, Tomofumi ; Isobe, Ryuichi ; Higuchi, Ryuichi</creatorcontrib><description>A ganglioside molecular species, LLG-5 (1), has been obtained from the water soluble lipid fraction of the CHCl3/MeOH extract of the starfish Linckia laevigata. On the basis of chemical and spectroscopic findings, the structure of 1 has been elucidated. Negative ion FAB-MS provided important information both on the structure of the sugar moiety and on the molecular mass of the ganglioside. 1 is a new ganglioside molecular species possessing a 2→11 linked linear-type trisialosyl moiety. Moreover, 1 exhibited neuritogenic activity in rat pheochromocytoma PC-12 cells in the presence of nerve growth factor.</description><identifier>ISSN: 0009-2363</identifier><identifier>EISSN: 1347-5223</identifier><identifier>DOI: 10.1248/cpb.53.1551</identifier><identifier>PMID: 16327187</identifier><language>eng</language><publisher>Japan: The Pharmaceutical Society of Japan</publisher><subject>Animals ; ganglioside ; Gangliosides - chemistry ; Gangliosides - isolation & purification ; Gangliosides - pharmacology ; Gas Chromatography-Mass Spectrometry ; Glycosides - chemistry ; Glycosides - isolation & purification ; Glycosides - pharmacology ; glycosphingolipid ; Hydrolysis ; Linckia laevigata ; Magnetic Resonance Spectroscopy ; Methanol ; Neurites - drug effects ; PC12 Cells ; Rats ; Spectrophotometry, Infrared ; starfish ; Starfish - chemistry ; Sugar Alcohols - chemistry</subject><ispartof>Chemical and Pharmaceutical Bulletin, 2005, Vol.53(12), pp.1551-1554</ispartof><rights>2005 The Pharmaceutical Society of Japan</rights><rights>Copyright Japan Science and Technology Agency 2005</rights><lds50>peer_reviewed</lds50><oa>free_for_read</oa><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c578t-1a92343eb98653346c542083196662b9ac64c6c06e17d14e23c63848128bdb9a3</citedby><cites>FETCH-LOGICAL-c578t-1a92343eb98653346c542083196662b9ac64c6c06e17d14e23c63848128bdb9a3</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,776,780,1876,4009,27902,27903,27904</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/16327187$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Inagaki, Masanori</creatorcontrib><creatorcontrib>Miyamoto, Tomofumi</creatorcontrib><creatorcontrib>Isobe, Ryuichi</creatorcontrib><creatorcontrib>Higuchi, Ryuichi</creatorcontrib><title>Biologically Active Glycosides from Asteroidea, 43. Isolation and Structure of a New Neuritogenic-Active Ganglioside Molecular Species from the Starfish Linckia laevigata</title><title>Chemical & pharmaceutical bulletin</title><addtitle>Chem. Pharm. Bull.</addtitle><description>A ganglioside molecular species, LLG-5 (1), has been obtained from the water soluble lipid fraction of the CHCl3/MeOH extract of the starfish Linckia laevigata. On the basis of chemical and spectroscopic findings, the structure of 1 has been elucidated. Negative ion FAB-MS provided important information both on the structure of the sugar moiety and on the molecular mass of the ganglioside. 1 is a new ganglioside molecular species possessing a 2→11 linked linear-type trisialosyl moiety. Moreover, 1 exhibited neuritogenic activity in rat pheochromocytoma PC-12 cells in the presence of nerve growth factor.</description><subject>Animals</subject><subject>ganglioside</subject><subject>Gangliosides - chemistry</subject><subject>Gangliosides - isolation & purification</subject><subject>Gangliosides - pharmacology</subject><subject>Gas Chromatography-Mass Spectrometry</subject><subject>Glycosides - chemistry</subject><subject>Glycosides - isolation & purification</subject><subject>Glycosides - pharmacology</subject><subject>glycosphingolipid</subject><subject>Hydrolysis</subject><subject>Linckia laevigata</subject><subject>Magnetic Resonance Spectroscopy</subject><subject>Methanol</subject><subject>Neurites - drug effects</subject><subject>PC12 Cells</subject><subject>Rats</subject><subject>Spectrophotometry, Infrared</subject><subject>starfish</subject><subject>Starfish - chemistry</subject><subject>Sugar Alcohols - chemistry</subject><issn>0009-2363</issn><issn>1347-5223</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2005</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNpdkc1uEzEURkcIRENhxR5ZQmIDE_w_nmVaQakUYFFYWx7PncTBGae2pyivxFPikLSVWNiW9R2de6Wvql4TPCeUq492180FmxMhyJNqRhhvakEpe1rNMMZtTZlkZ9WLlDYYU4Eb9rw6I5LRhqhmVv25cMGHlbPG-z1a2OzuAF35vQ3J9ZDQEMMWLVKGGMrffECczdF1Ct5kF0Zkxh7d5DjZPEVAYUAGfYPf5UzR5bCC0dn6XmrGlXf_tOhr8GAnbyK62YF193PyGorNxMGlNVq60f5yBnkDd25lsnlZPRuMT_Dq9J5XPz9_-nH5pV5-v7q-XCxrKxqVa2JayjiDrlVSMMalFZxixUgrpaRda6zkVlosgTQ94UCZlUxxRajq-hKz8-rd0buL4XaClPXWJQvemxHClLRUSjYCiwK-_Q_chCmOZTdNuMRMSanaQr0_UjaGlCIMehfd1sS9JlgfCtSlQC2YPhRY6Dcn59RtoX9kT40V4OIIbFI2K3gATMzOeniQ0dN9sD6GaxM1jOwvoa6uiw</recordid><startdate>2005</startdate><enddate>2005</enddate><creator>Inagaki, Masanori</creator><creator>Miyamoto, Tomofumi</creator><creator>Isobe, Ryuichi</creator><creator>Higuchi, Ryuichi</creator><general>The Pharmaceutical Society of Japan</general><general>Japan Science and Technology Agency</general><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>7TK</scope><scope>7TM</scope><scope>7U9</scope><scope>H94</scope><scope>7X8</scope></search><sort><creationdate>2005</creationdate><title>Biologically Active Glycosides from Asteroidea, 43. Isolation and Structure of a New Neuritogenic-Active Ganglioside Molecular Species from the Starfish Linckia laevigata</title><author>Inagaki, Masanori ; Miyamoto, Tomofumi ; Isobe, Ryuichi ; Higuchi, Ryuichi</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c578t-1a92343eb98653346c542083196662b9ac64c6c06e17d14e23c63848128bdb9a3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2005</creationdate><topic>Animals</topic><topic>ganglioside</topic><topic>Gangliosides - chemistry</topic><topic>Gangliosides - isolation & purification</topic><topic>Gangliosides - pharmacology</topic><topic>Gas Chromatography-Mass Spectrometry</topic><topic>Glycosides - chemistry</topic><topic>Glycosides - isolation & purification</topic><topic>Glycosides - pharmacology</topic><topic>glycosphingolipid</topic><topic>Hydrolysis</topic><topic>Linckia laevigata</topic><topic>Magnetic Resonance Spectroscopy</topic><topic>Methanol</topic><topic>Neurites - drug effects</topic><topic>PC12 Cells</topic><topic>Rats</topic><topic>Spectrophotometry, Infrared</topic><topic>starfish</topic><topic>Starfish - chemistry</topic><topic>Sugar Alcohols - chemistry</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Inagaki, Masanori</creatorcontrib><creatorcontrib>Miyamoto, Tomofumi</creatorcontrib><creatorcontrib>Isobe, Ryuichi</creatorcontrib><creatorcontrib>Higuchi, Ryuichi</creatorcontrib><collection>Medline</collection><collection>MEDLINE</collection><collection>MEDLINE (Ovid)</collection><collection>MEDLINE</collection><collection>MEDLINE</collection><collection>PubMed</collection><collection>CrossRef</collection><collection>Neurosciences Abstracts</collection><collection>Nucleic Acids Abstracts</collection><collection>Virology and AIDS Abstracts</collection><collection>AIDS and Cancer Research Abstracts</collection><collection>MEDLINE - Academic</collection><jtitle>Chemical & pharmaceutical bulletin</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Inagaki, Masanori</au><au>Miyamoto, Tomofumi</au><au>Isobe, Ryuichi</au><au>Higuchi, Ryuichi</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Biologically Active Glycosides from Asteroidea, 43. Isolation and Structure of a New Neuritogenic-Active Ganglioside Molecular Species from the Starfish Linckia laevigata</atitle><jtitle>Chemical & pharmaceutical bulletin</jtitle><addtitle>Chem. Pharm. Bull.</addtitle><date>2005</date><risdate>2005</risdate><volume>53</volume><issue>12</issue><spage>1551</spage><epage>1554</epage><pages>1551-1554</pages><issn>0009-2363</issn><eissn>1347-5223</eissn><abstract>A ganglioside molecular species, LLG-5 (1), has been obtained from the water soluble lipid fraction of the CHCl3/MeOH extract of the starfish Linckia laevigata. On the basis of chemical and spectroscopic findings, the structure of 1 has been elucidated. Negative ion FAB-MS provided important information both on the structure of the sugar moiety and on the molecular mass of the ganglioside. 1 is a new ganglioside molecular species possessing a 2→11 linked linear-type trisialosyl moiety. Moreover, 1 exhibited neuritogenic activity in rat pheochromocytoma PC-12 cells in the presence of nerve growth factor.</abstract><cop>Japan</cop><pub>The Pharmaceutical Society of Japan</pub><pmid>16327187</pmid><doi>10.1248/cpb.53.1551</doi><tpages>4</tpages><oa>free_for_read</oa></addata></record> |
| fulltext | fulltext |
| identifier | ISSN: 0009-2363 |
| ispartof | Chemical and Pharmaceutical Bulletin, 2005, Vol.53(12), pp.1551-1554 |
| issn | 0009-2363 1347-5223 |
| language | eng |
| recordid | cdi_proquest_miscellaneous_68867505 |
| source | J-STAGE Free; MEDLINE; Elektronische Zeitschriftenbibliothek - Frei zugängliche E-Journals; Free Full-Text Journals in Chemistry |
| subjects | Animals ganglioside Gangliosides - chemistry Gangliosides - isolation & purification Gangliosides - pharmacology Gas Chromatography-Mass Spectrometry Glycosides - chemistry Glycosides - isolation & purification Glycosides - pharmacology glycosphingolipid Hydrolysis Linckia laevigata Magnetic Resonance Spectroscopy Methanol Neurites - drug effects PC12 Cells Rats Spectrophotometry, Infrared starfish Starfish - chemistry Sugar Alcohols - chemistry |
| title | Biologically Active Glycosides from Asteroidea, 43. Isolation and Structure of a New Neuritogenic-Active Ganglioside Molecular Species from the Starfish Linckia laevigata |
| url | https://sfx.bib-bvb.de/sfx_tum?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2025-01-25T17%3A47%3A42IST&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=Biologically%20Active%20Glycosides%20from%20Asteroidea,%2043.%20Isolation%20and%20Structure%20of%20a%20New%20Neuritogenic-Active%20Ganglioside%20Molecular%20Species%20from%20the%20Starfish%20Linckia%20laevigata&rft.jtitle=Chemical%20&%20pharmaceutical%20bulletin&rft.au=Inagaki,%20Masanori&rft.date=2005&rft.volume=53&rft.issue=12&rft.spage=1551&rft.epage=1554&rft.pages=1551-1554&rft.issn=0009-2363&rft.eissn=1347-5223&rft_id=info:doi/10.1248/cpb.53.1551&rft_dat=%3Cproquest_cross%3E3133606401%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=1460386689&rft_id=info:pmid/16327187&rfr_iscdi=true |