Isolation and Structure Elucidation of a New Indole Alkaloid from Rauvolfia serpentina Hairy Root Culture: The First Naturally Occurring Alkaloid of the Raumacline Group
Abstract A new monoterpenoid indole alkaloid, 10-hydroxy-N(α)-demethyl-19,20-dehydroraumacline (1), was isolated as a mixture of E- and Z-isomers from hairy root culture of RAUVOLFIA SERPENTINA Benth. ex Kurz (Apocynaceae) and the structure was determined by 1D and 2D NMR analyses. The new indole al...
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| Veröffentlicht in: | Planta medica 2002-05, Vol.68 (5), p.435-439 |
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| container_title | Planta medica |
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| creator | Sheludko, Yuri Gerasimenko, Irina Kolshorn, Heinz Stöckigt, Joachim |
| description | Abstract
A new monoterpenoid indole alkaloid, 10-hydroxy-N(α)-demethyl-19,20-dehydroraumacline (1), was isolated as a mixture of E- and Z-isomers from hairy root culture of RAUVOLFIA SERPENTINA Benth. ex Kurz (Apocynaceae) and the structure was determined by 1D and 2D NMR analyses. The new indole alkaloid represents the first naturally occurring alkaloid of the raumacline group and its putative biosynthetical pathway is discussed. |
| doi_str_mv | 10.1055/s-2002-32074 |
| format | Article |
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A new monoterpenoid indole alkaloid, 10-hydroxy-N(α)-demethyl-19,20-dehydroraumacline (1), was isolated as a mixture of E- and Z-isomers from hairy root culture of RAUVOLFIA SERPENTINA Benth. ex Kurz (Apocynaceae) and the structure was determined by 1D and 2D NMR analyses. The new indole alkaloid represents the first naturally occurring alkaloid of the raumacline group and its putative biosynthetical pathway is discussed.</description><identifier>ISSN: 0032-0943</identifier><identifier>EISSN: 1439-0221</identifier><identifier>DOI: 10.1055/s-2002-32074</identifier><identifier>PMID: 12058321</identifier><identifier>CODEN: PLMEAA</identifier><language>eng</language><publisher>Stuttgart: Thieme</publisher><subject>Biological and medical sciences ; Carbon Isotopes ; Cells, Cultured ; General pharmacology ; Indole Alkaloids ; Magnetic Resonance Spectroscopy ; Medical sciences ; Molecular Structure ; Original Paper ; Pharmacognosy. Homeopathy. Health food ; Pharmacology. Drug treatments ; Plant Extracts - chemistry ; Plant Extracts - isolation & purification ; Plant Roots - chemistry ; Rauwolfia ; Secologanin Tryptamine Alkaloids - chemistry ; Secologanin Tryptamine Alkaloids - isolation & purification ; Stereoisomerism</subject><ispartof>Planta medica, 2002-05, Vol.68 (5), p.435-439</ispartof><rights>Georg Thieme Verlag Stuttgart · New York</rights><rights>2002 INIST-CNRS</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c353t-f54994c8b2b452bba22f1de9f4df791d217e3e316be3aab374dbf41571e8df013</citedby></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://www.thieme-connect.de/products/ejournals/pdf/10.1055/s-2002-32074.pdf$$EPDF$$P50$$Gthieme$$H</linktopdf><linktohtml>$$Uhttps://www.thieme-connect.de/products/ejournals/html/10.1055/s-2002-32074$$EHTML$$P50$$Gthieme$$H</linktohtml><link.rule.ids>314,780,784,3016,3017,27923,27924,54558,54559</link.rule.ids><backlink>$$Uhttp://pascal-francis.inist.fr/vibad/index.php?action=getRecordDetail&idt=13682797$$DView record in Pascal Francis$$Hfree_for_read</backlink><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/12058321$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Sheludko, Yuri</creatorcontrib><creatorcontrib>Gerasimenko, Irina</creatorcontrib><creatorcontrib>Kolshorn, Heinz</creatorcontrib><creatorcontrib>Stöckigt, Joachim</creatorcontrib><title>Isolation and Structure Elucidation of a New Indole Alkaloid from Rauvolfia serpentina Hairy Root Culture: The First Naturally Occurring Alkaloid of the Raumacline Group</title><title>Planta medica</title><addtitle>Planta Med</addtitle><description>Abstract
A new monoterpenoid indole alkaloid, 10-hydroxy-N(α)-demethyl-19,20-dehydroraumacline (1), was isolated as a mixture of E- and Z-isomers from hairy root culture of RAUVOLFIA SERPENTINA Benth. ex Kurz (Apocynaceae) and the structure was determined by 1D and 2D NMR analyses. The new indole alkaloid represents the first naturally occurring alkaloid of the raumacline group and its putative biosynthetical pathway is discussed.</description><subject>Biological and medical sciences</subject><subject>Carbon Isotopes</subject><subject>Cells, Cultured</subject><subject>General pharmacology</subject><subject>Indole Alkaloids</subject><subject>Magnetic Resonance Spectroscopy</subject><subject>Medical sciences</subject><subject>Molecular Structure</subject><subject>Original Paper</subject><subject>Pharmacognosy. Homeopathy. Health food</subject><subject>Pharmacology. Drug treatments</subject><subject>Plant Extracts - chemistry</subject><subject>Plant Extracts - isolation & purification</subject><subject>Plant Roots - chemistry</subject><subject>Rauwolfia</subject><subject>Secologanin Tryptamine Alkaloids - chemistry</subject><subject>Secologanin Tryptamine Alkaloids - isolation & purification</subject><subject>Stereoisomerism</subject><issn>0032-0943</issn><issn>1439-0221</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2002</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNpt0U1v1DAQBmALgei2cOOMfIFLCfgrTcKtWvVjpaqVSjlHE3tMXRx7a8eg_Un8S7LsSnvhZGn86B1pXkLecfaZs7r-kivBmKikYI16QRZcya5iQvCXZMGYFBXrlDwixzk_McZVx9hrcsQFq1sp-IL8WeXoYXIxUAiGfptS0VNJSC980c7sfqKlQG_xN10FEz3Sc_8TfHSG2hRHeg_lV_TWAc2Y1hgmF4Beg0sbeh_jRJfFbxO_0odHpJcu5YnewjwB7zf0TuuSkgs_DqHztmmWc-wI2ruA9CrFsn5DXlnwGd_u3xPy_fLiYXld3dxdrZbnN5WWtZwqW6uuU7odxKBqMQwghOUGO6uMbTpuBG9QouRnA0qAQTbKDFbxuuHYGsu4PCEfd7nrFJ8L5qkfXdboPQSMJfcNb7lsRDfDTzuoU8w5oe3XyY2QNj1n_baaPvfbavp_1cz8_T63DCOaA953MYMPewBZg7cJgnb54ORZK5qumd3pzk2PDkfsn2JJYb7I_9f-BZ9dppk</recordid><startdate>20020501</startdate><enddate>20020501</enddate><creator>Sheludko, Yuri</creator><creator>Gerasimenko, Irina</creator><creator>Kolshorn, Heinz</creator><creator>Stöckigt, Joachim</creator><general>Thieme</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>20020501</creationdate><title>Isolation and Structure Elucidation of a New Indole Alkaloid from Rauvolfia serpentina Hairy Root Culture: The First Naturally Occurring Alkaloid of the Raumacline Group</title><author>Sheludko, Yuri ; Gerasimenko, Irina ; Kolshorn, Heinz ; Stöckigt, Joachim</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c353t-f54994c8b2b452bba22f1de9f4df791d217e3e316be3aab374dbf41571e8df013</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2002</creationdate><topic>Biological and medical sciences</topic><topic>Carbon Isotopes</topic><topic>Cells, Cultured</topic><topic>General pharmacology</topic><topic>Indole Alkaloids</topic><topic>Magnetic Resonance Spectroscopy</topic><topic>Medical sciences</topic><topic>Molecular Structure</topic><topic>Original Paper</topic><topic>Pharmacognosy. Homeopathy. Health food</topic><topic>Pharmacology. Drug treatments</topic><topic>Plant Extracts - chemistry</topic><topic>Plant Extracts - isolation & purification</topic><topic>Plant Roots - chemistry</topic><topic>Rauwolfia</topic><topic>Secologanin Tryptamine Alkaloids - chemistry</topic><topic>Secologanin Tryptamine Alkaloids - isolation & purification</topic><topic>Stereoisomerism</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Sheludko, Yuri</creatorcontrib><creatorcontrib>Gerasimenko, Irina</creatorcontrib><creatorcontrib>Kolshorn, Heinz</creatorcontrib><creatorcontrib>Stöckigt, Joachim</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>Planta medica</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Sheludko, Yuri</au><au>Gerasimenko, Irina</au><au>Kolshorn, Heinz</au><au>Stöckigt, Joachim</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Isolation and Structure Elucidation of a New Indole Alkaloid from Rauvolfia serpentina Hairy Root Culture: The First Naturally Occurring Alkaloid of the Raumacline Group</atitle><jtitle>Planta medica</jtitle><addtitle>Planta Med</addtitle><date>2002-05-01</date><risdate>2002</risdate><volume>68</volume><issue>5</issue><spage>435</spage><epage>439</epage><pages>435-439</pages><issn>0032-0943</issn><eissn>1439-0221</eissn><coden>PLMEAA</coden><abstract>Abstract
A new monoterpenoid indole alkaloid, 10-hydroxy-N(α)-demethyl-19,20-dehydroraumacline (1), was isolated as a mixture of E- and Z-isomers from hairy root culture of RAUVOLFIA SERPENTINA Benth. ex Kurz (Apocynaceae) and the structure was determined by 1D and 2D NMR analyses. The new indole alkaloid represents the first naturally occurring alkaloid of the raumacline group and its putative biosynthetical pathway is discussed.</abstract><cop>Stuttgart</cop><cop>New York, NY</cop><pub>Thieme</pub><pmid>12058321</pmid><doi>10.1055/s-2002-32074</doi><tpages>5</tpages></addata></record> |
| fulltext | fulltext |
| identifier | ISSN: 0032-0943 |
| ispartof | Planta medica, 2002-05, Vol.68 (5), p.435-439 |
| issn | 0032-0943 1439-0221 |
| language | eng |
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| source | MEDLINE; Thieme Connect Journals |
| subjects | Biological and medical sciences Carbon Isotopes Cells, Cultured General pharmacology Indole Alkaloids Magnetic Resonance Spectroscopy Medical sciences Molecular Structure Original Paper Pharmacognosy. Homeopathy. Health food Pharmacology. Drug treatments Plant Extracts - chemistry Plant Extracts - isolation & purification Plant Roots - chemistry Rauwolfia Secologanin Tryptamine Alkaloids - chemistry Secologanin Tryptamine Alkaloids - isolation & purification Stereoisomerism |
| title | Isolation and Structure Elucidation of a New Indole Alkaloid from Rauvolfia serpentina Hairy Root Culture: The First Naturally Occurring Alkaloid of the Raumacline Group |
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