On-line identification of tropane alkaloids from Erythroxylum vacciniifolium by liquid chromatography–UV detection–multiple mass spectrometry and liquid chromatography–nuclear magnetic resonance spectrometry
The bark of catuaba ( Erythroxylum vacciniifolium Martius, Erythroxylaceae), a tree native to the northern part of Brazil, was investigated for its alkaloid content. With the aim of obtaining preliminary structure information on-line, the alkaloid extract was analysed by high-performance liquid chro...
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| Veröffentlicht in: | Journal of Chromatography A 2003-12, Vol.1020 (1), p.75-89 |
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| container_title | Journal of Chromatography A |
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| creator | Zanolari, B. Wolfender, J.-L. Guilet, D. Marston, A. Queiroz, E.F. Paulo, M.Q. Hostettmann, K. |
| description | The bark of catuaba (
Erythroxylum vacciniifolium Martius, Erythroxylaceae), a tree native to the northern part of Brazil, was investigated for its alkaloid content. With the aim of obtaining preliminary structure information on-line, the alkaloid extract was analysed by high-performance liquid chromatography coupled to diode array UV detection, to mass spectrometry and to nuclear magnetic resonance. Interpretation of on-line spectroscopic data obtained from this extract led to structural elucidation of six new alkaloids and partial identification of 18 potentially original alkaloids bearing the same tropane skeleton esterified in positions 3 and 6 by 1-methyl-1H-pyrrol-2-carboxylic acid and/or 4-hydroxy-3,5-dimethoxybenzoic acid. |
| doi_str_mv | 10.1016/j.chroma.2003.08.052 |
| format | Article |
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Erythroxylum vacciniifolium Martius, Erythroxylaceae), a tree native to the northern part of Brazil, was investigated for its alkaloid content. With the aim of obtaining preliminary structure information on-line, the alkaloid extract was analysed by high-performance liquid chromatography coupled to diode array UV detection, to mass spectrometry and to nuclear magnetic resonance. Interpretation of on-line spectroscopic data obtained from this extract led to structural elucidation of six new alkaloids and partial identification of 18 potentially original alkaloids bearing the same tropane skeleton esterified in positions 3 and 6 by 1-methyl-1H-pyrrol-2-carboxylic acid and/or 4-hydroxy-3,5-dimethoxybenzoic acid.</description><identifier>ISSN: 0021-9673</identifier><identifier>DOI: 10.1016/j.chroma.2003.08.052</identifier><identifier>PMID: 14661759</identifier><identifier>CODEN: JOCRAM</identifier><language>eng</language><publisher>Amsterdam: Elsevier B.V</publisher><subject>Alkaloids ; Alkaloids - analysis ; Alkaloids - chemistry ; Biological and medical sciences ; Chromatography, High Pressure Liquid - methods ; Erythroxylaceae - chemistry ; Erythroxylum vacciniifolium ; General pharmacology ; Liquid chromatography–mass spectrometry ; Magnetic Resonance Spectroscopy - methods ; Mass Spectrometry - methods ; Medical sciences ; Molecular Structure ; Nuclear magnetic resonance spectrometry ; Pharmacognosy. Homeopathy. Health food ; Pharmacology. Drug treatments ; Spectrophotometry, Ultraviolet - methods ; Tropane alkaloids ; Tropanes - chemistry</subject><ispartof>Journal of Chromatography A, 2003-12, Vol.1020 (1), p.75-89</ispartof><rights>2003 Elsevier B.V.</rights><rights>2004 INIST-CNRS</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c388t-976014e2a0fec8653ccbf4e36fc99e4c9e403b120eb5f60780f411e877233a7a3</citedby><cites>FETCH-LOGICAL-c388t-976014e2a0fec8653ccbf4e36fc99e4c9e403b120eb5f60780f411e877233a7a3</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktohtml>$$Uhttps://www.sciencedirect.com/science/article/pii/S0021967303015486$$EHTML$$P50$$Gelsevier$$H</linktohtml><link.rule.ids>309,310,314,776,780,785,786,3537,23909,23910,25118,27901,27902,65306</link.rule.ids><backlink>$$Uhttp://pascal-francis.inist.fr/vibad/index.php?action=getRecordDetail&idt=15265704$$DView record in Pascal Francis$$Hfree_for_read</backlink><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/14661759$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Zanolari, B.</creatorcontrib><creatorcontrib>Wolfender, J.-L.</creatorcontrib><creatorcontrib>Guilet, D.</creatorcontrib><creatorcontrib>Marston, A.</creatorcontrib><creatorcontrib>Queiroz, E.F.</creatorcontrib><creatorcontrib>Paulo, M.Q.</creatorcontrib><creatorcontrib>Hostettmann, K.</creatorcontrib><title>On-line identification of tropane alkaloids from Erythroxylum vacciniifolium by liquid chromatography–UV detection–multiple mass spectrometry and liquid chromatography–nuclear magnetic resonance spectrometry</title><title>Journal of Chromatography A</title><addtitle>J Chromatogr A</addtitle><description>The bark of catuaba (
Erythroxylum vacciniifolium Martius, Erythroxylaceae), a tree native to the northern part of Brazil, was investigated for its alkaloid content. With the aim of obtaining preliminary structure information on-line, the alkaloid extract was analysed by high-performance liquid chromatography coupled to diode array UV detection, to mass spectrometry and to nuclear magnetic resonance. Interpretation of on-line spectroscopic data obtained from this extract led to structural elucidation of six new alkaloids and partial identification of 18 potentially original alkaloids bearing the same tropane skeleton esterified in positions 3 and 6 by 1-methyl-1H-pyrrol-2-carboxylic acid and/or 4-hydroxy-3,5-dimethoxybenzoic acid.</description><subject>Alkaloids</subject><subject>Alkaloids - analysis</subject><subject>Alkaloids - chemistry</subject><subject>Biological and medical sciences</subject><subject>Chromatography, High Pressure Liquid - methods</subject><subject>Erythroxylaceae - chemistry</subject><subject>Erythroxylum vacciniifolium</subject><subject>General pharmacology</subject><subject>Liquid chromatography–mass spectrometry</subject><subject>Magnetic Resonance Spectroscopy - methods</subject><subject>Mass Spectrometry - methods</subject><subject>Medical sciences</subject><subject>Molecular Structure</subject><subject>Nuclear magnetic resonance spectrometry</subject><subject>Pharmacognosy. Homeopathy. Health food</subject><subject>Pharmacology. Drug treatments</subject><subject>Spectrophotometry, Ultraviolet - methods</subject><subject>Tropane alkaloids</subject><subject>Tropanes - chemistry</subject><issn>0021-9673</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2003</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNp9Uctu1TAQzQJES-EPEPIGdjfYcRInGyRUlYdUqRvK1nKccTsXx05tp2p2_APfxg_wJfgqV6pYwMKyRnPOmZlziuIVoyWjrH23L_Vt8JMqK0p5SbuSNtWT4pTSiu36VvCT4nmMe0qZoKJ6Vpywum2ZaPrT4teV21l0QHAEl9CgVgm9I96QFPysckfZ78p6HCMxeQa5CGvKwx5Wu0zkXmmNDtF4i7kcVmLxbsGRbPskfxPUfLv-_vHz-hsZIYE-qOdyWmzC2QKZVIwkzrmRCZDCSpQb_6niFm1Bhcy6cZBQkwDRO-U0_KXxonhqlI3w8vifFdcfL76ef95dXn36cv7hcqd516VdL1rKaqgUNaC7tuFaD6YG3hrd91Dr_CgfWEVhaExLRUdNzRh0QlScK6H4WfF2052Dv1sgJjlh1GBt9s0vUQpWc9Z1fQbWG1AHH2MAI-eAkwqrZFQeIpR7uR0rDxFK2skcYaa9PuovwwTjI-mYXwa8OQJU1MqakK3A-IhrqrYRtM649xsOshv3CEFGjZBtGzFk2-To8f-b_AGhGcmg</recordid><startdate>20031205</startdate><enddate>20031205</enddate><creator>Zanolari, B.</creator><creator>Wolfender, J.-L.</creator><creator>Guilet, D.</creator><creator>Marston, A.</creator><creator>Queiroz, E.F.</creator><creator>Paulo, M.Q.</creator><creator>Hostettmann, K.</creator><general>Elsevier B.V</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>20031205</creationdate><title>On-line identification of tropane alkaloids from Erythroxylum vacciniifolium by liquid chromatography–UV detection–multiple mass spectrometry and liquid chromatography–nuclear magnetic resonance spectrometry</title><author>Zanolari, B. ; Wolfender, J.-L. ; Guilet, D. ; Marston, A. ; Queiroz, E.F. ; Paulo, M.Q. ; Hostettmann, K.</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c388t-976014e2a0fec8653ccbf4e36fc99e4c9e403b120eb5f60780f411e877233a7a3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2003</creationdate><topic>Alkaloids</topic><topic>Alkaloids - analysis</topic><topic>Alkaloids - chemistry</topic><topic>Biological and medical sciences</topic><topic>Chromatography, High Pressure Liquid - methods</topic><topic>Erythroxylaceae - chemistry</topic><topic>Erythroxylum vacciniifolium</topic><topic>General pharmacology</topic><topic>Liquid chromatography–mass spectrometry</topic><topic>Magnetic Resonance Spectroscopy - methods</topic><topic>Mass Spectrometry - methods</topic><topic>Medical sciences</topic><topic>Molecular Structure</topic><topic>Nuclear magnetic resonance spectrometry</topic><topic>Pharmacognosy. Homeopathy. Health food</topic><topic>Pharmacology. Drug treatments</topic><topic>Spectrophotometry, Ultraviolet - methods</topic><topic>Tropane alkaloids</topic><topic>Tropanes - chemistry</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Zanolari, B.</creatorcontrib><creatorcontrib>Wolfender, J.-L.</creatorcontrib><creatorcontrib>Guilet, D.</creatorcontrib><creatorcontrib>Marston, A.</creatorcontrib><creatorcontrib>Queiroz, E.F.</creatorcontrib><creatorcontrib>Paulo, M.Q.</creatorcontrib><creatorcontrib>Hostettmann, K.</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>Journal of Chromatography A</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Zanolari, B.</au><au>Wolfender, J.-L.</au><au>Guilet, D.</au><au>Marston, A.</au><au>Queiroz, E.F.</au><au>Paulo, M.Q.</au><au>Hostettmann, K.</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>On-line identification of tropane alkaloids from Erythroxylum vacciniifolium by liquid chromatography–UV detection–multiple mass spectrometry and liquid chromatography–nuclear magnetic resonance spectrometry</atitle><jtitle>Journal of Chromatography A</jtitle><addtitle>J Chromatogr A</addtitle><date>2003-12-05</date><risdate>2003</risdate><volume>1020</volume><issue>1</issue><spage>75</spage><epage>89</epage><pages>75-89</pages><issn>0021-9673</issn><coden>JOCRAM</coden><abstract>The bark of catuaba (
Erythroxylum vacciniifolium Martius, Erythroxylaceae), a tree native to the northern part of Brazil, was investigated for its alkaloid content. With the aim of obtaining preliminary structure information on-line, the alkaloid extract was analysed by high-performance liquid chromatography coupled to diode array UV detection, to mass spectrometry and to nuclear magnetic resonance. Interpretation of on-line spectroscopic data obtained from this extract led to structural elucidation of six new alkaloids and partial identification of 18 potentially original alkaloids bearing the same tropane skeleton esterified in positions 3 and 6 by 1-methyl-1H-pyrrol-2-carboxylic acid and/or 4-hydroxy-3,5-dimethoxybenzoic acid.</abstract><cop>Amsterdam</cop><pub>Elsevier B.V</pub><pmid>14661759</pmid><doi>10.1016/j.chroma.2003.08.052</doi><tpages>15</tpages></addata></record> |
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| subjects | Alkaloids Alkaloids - analysis Alkaloids - chemistry Biological and medical sciences Chromatography, High Pressure Liquid - methods Erythroxylaceae - chemistry Erythroxylum vacciniifolium General pharmacology Liquid chromatography–mass spectrometry Magnetic Resonance Spectroscopy - methods Mass Spectrometry - methods Medical sciences Molecular Structure Nuclear magnetic resonance spectrometry Pharmacognosy. Homeopathy. Health food Pharmacology. Drug treatments Spectrophotometry, Ultraviolet - methods Tropane alkaloids Tropanes - chemistry |
| title | On-line identification of tropane alkaloids from Erythroxylum vacciniifolium by liquid chromatography–UV detection–multiple mass spectrometry and liquid chromatography–nuclear magnetic resonance spectrometry |
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