Metabolic profiling of bioactive Pancratium canariense extracts by GC-MS

Introduction - Pancratium canariense Ker Gawler is a plant species belonging to family Amaryllidaceae. Plants from this family are known to synthesise a particular type of bioactive compounds, named Amaryllidaceae alkaloids, which have shown AChE inhibitory activity.Objective - To perform the metabo...

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Veröffentlicht in:Phytochemical analysis 2010, Vol.21 (1), p.80-88
Hauptverfasser: Torras-Claveria, Laura, Berkov, Strahil, Jáuregui, Olga, Caujapé, Juli, Viladomat, Francesc, Codina, Carles, Bastida, Jaume
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container_end_page 88
container_issue 1
container_start_page 80
container_title Phytochemical analysis
container_volume 21
creator Torras-Claveria, Laura
Berkov, Strahil
Jáuregui, Olga
Caujapé, Juli
Viladomat, Francesc
Codina, Carles
Bastida, Jaume
description Introduction - Pancratium canariense Ker Gawler is a plant species belonging to family Amaryllidaceae. Plants from this family are known to synthesise a particular type of bioactive compounds, named Amaryllidaceae alkaloids, which have shown AChE inhibitory activity.Objective - To perform the metabolite profiling of methanolic extracts from P. canariense in order to identify bioactive compounds.Methodology - Methanolic extracts from bulbs, leaves and fruits were separated into alkaloid-free apolar and polar fractions, as well as alkaloid fractions, and subjected to AChE assay. Metabolite profiling of extracts and fractions of P. canariense was carried out by GC-EI-MS and LC-ESI-TOF-MS.Results - AChE inhibitory activities of the alkaloid fractions at a concentration of 10 μg/mL were 29.80 ± 0.91, 40.93 ± 4.60 and 58.06 ± 1.18% for the bulbs, leaves and fruits, respectively. Seventy-six metabolites--mono-, di- and trisaccharides, fatty acids, amino acids, sterols as well as several Amaryllidaceae alkaloids--were detected. Further purification of the alkaloids from the methanolic extracts resulted in the detection of 31 compounds including several potent AChE inhibitors such as habranthine and galanthamine, and the structural elucidation of 3-O-acetylhabranthine, a new natural compound with potential AChE inhibitory activity.Conclusion - The described method resulted in effective integration of both GC-EI-MS and LC-ESI-TOF-MS strategies, which permitted the identification of many metabolites, as well as the structural elucidation of new compounds with potential AChE inhibitory activity. Copyright © 2009 John Wiley & Sons, Ltd.
doi_str_mv 10.1002/pca.1158
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Plants from this family are known to synthesise a particular type of bioactive compounds, named Amaryllidaceae alkaloids, which have shown AChE inhibitory activity.Objective - To perform the metabolite profiling of methanolic extracts from P. canariense in order to identify bioactive compounds.Methodology - Methanolic extracts from bulbs, leaves and fruits were separated into alkaloid-free apolar and polar fractions, as well as alkaloid fractions, and subjected to AChE assay. Metabolite profiling of extracts and fractions of P. canariense was carried out by GC-EI-MS and LC-ESI-TOF-MS.Results - AChE inhibitory activities of the alkaloid fractions at a concentration of 10 μg/mL were 29.80 ± 0.91, 40.93 ± 4.60 and 58.06 ± 1.18% for the bulbs, leaves and fruits, respectively. Seventy-six metabolites--mono-, di- and trisaccharides, fatty acids, amino acids, sterols as well as several Amaryllidaceae alkaloids--were detected. Further purification of the alkaloids from the methanolic extracts resulted in the detection of 31 compounds including several potent AChE inhibitors such as habranthine and galanthamine, and the structural elucidation of 3-O-acetylhabranthine, a new natural compound with potential AChE inhibitory activity.Conclusion - The described method resulted in effective integration of both GC-EI-MS and LC-ESI-TOF-MS strategies, which permitted the identification of many metabolites, as well as the structural elucidation of new compounds with potential AChE inhibitory activity. Copyright © 2009 John Wiley &amp; Sons, Ltd.</description><identifier>ISSN: 0958-0344</identifier><identifier>EISSN: 1099-1565</identifier><identifier>DOI: 10.1002/pca.1158</identifier><identifier>PMID: 19774542</identifier><language>eng</language><publisher>Chichester, UK: John Wiley &amp; Sons, Ltd</publisher><subject>acetylcholinesterase inhibitors ; alkaloids ; Amaryllidaceae alkaloids ; analytical methods ; chemical analysis ; chemical constituents of plants ; cholinesterase inhibitors ; Cholinesterase Inhibitors - metabolism ; Cholinesterase Inhibitors - pharmacology ; Chromatography, Liquid - methods ; gas chromatography ; Gas Chromatography-Mass Spectrometry - methods ; GC-EI-MS ; LC-ESI-TOF-MS ; Liliaceae - metabolism ; mass spectrometry ; medicinal plants ; Metabolic profiling ; metabolome ; Metabolomics ; Pancratium ; Pancratium canariense ; phytochemicals ; plant extracts ; Plant Extracts - metabolism ; Plant Extracts - pharmacology ; spectral analysis</subject><ispartof>Phytochemical analysis, 2010, Vol.21 (1), p.80-88</ispartof><rights>Copyright © 2009 John Wiley &amp; Sons, Ltd.</rights><rights>(c) 2009 John Wiley &amp; Sons, Ltd.</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c3828-ac8fe7be0e8319be0984782ae7ea01c0f51780d7aa152cfc4efb51afb6b841043</citedby><cites>FETCH-LOGICAL-c3828-ac8fe7be0e8319be0984782ae7ea01c0f51780d7aa152cfc4efb51afb6b841043</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.1158$$EPDF$$P50$$Gwiley$$H</linktopdf><linktohtml>$$Uhttps://onlinelibrary.wiley.com/doi/full/10.1002%2Fpca.1158$$EHTML$$P50$$Gwiley$$H</linktohtml><link.rule.ids>314,780,784,1417,4024,27923,27924,27925,45574,45575</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/19774542$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Torras-Claveria, Laura</creatorcontrib><creatorcontrib>Berkov, Strahil</creatorcontrib><creatorcontrib>Jáuregui, Olga</creatorcontrib><creatorcontrib>Caujapé, Juli</creatorcontrib><creatorcontrib>Viladomat, Francesc</creatorcontrib><creatorcontrib>Codina, Carles</creatorcontrib><creatorcontrib>Bastida, Jaume</creatorcontrib><title>Metabolic profiling of bioactive Pancratium canariense extracts by GC-MS</title><title>Phytochemical analysis</title><addtitle>Phytochem. Anal</addtitle><description>Introduction - Pancratium canariense Ker Gawler is a plant species belonging to family Amaryllidaceae. Plants from this family are known to synthesise a particular type of bioactive compounds, named Amaryllidaceae alkaloids, which have shown AChE inhibitory activity.Objective - To perform the metabolite profiling of methanolic extracts from P. canariense in order to identify bioactive compounds.Methodology - Methanolic extracts from bulbs, leaves and fruits were separated into alkaloid-free apolar and polar fractions, as well as alkaloid fractions, and subjected to AChE assay. Metabolite profiling of extracts and fractions of P. canariense was carried out by GC-EI-MS and LC-ESI-TOF-MS.Results - AChE inhibitory activities of the alkaloid fractions at a concentration of 10 μg/mL were 29.80 ± 0.91, 40.93 ± 4.60 and 58.06 ± 1.18% for the bulbs, leaves and fruits, respectively. Seventy-six metabolites--mono-, di- and trisaccharides, fatty acids, amino acids, sterols as well as several Amaryllidaceae alkaloids--were detected. Further purification of the alkaloids from the methanolic extracts resulted in the detection of 31 compounds including several potent AChE inhibitors such as habranthine and galanthamine, and the structural elucidation of 3-O-acetylhabranthine, a new natural compound with potential AChE inhibitory activity.Conclusion - The described method resulted in effective integration of both GC-EI-MS and LC-ESI-TOF-MS strategies, which permitted the identification of many metabolites, as well as the structural elucidation of new compounds with potential AChE inhibitory activity. Copyright © 2009 John Wiley &amp; Sons, Ltd.</description><subject>acetylcholinesterase inhibitors</subject><subject>alkaloids</subject><subject>Amaryllidaceae alkaloids</subject><subject>analytical methods</subject><subject>chemical analysis</subject><subject>chemical constituents of plants</subject><subject>cholinesterase inhibitors</subject><subject>Cholinesterase Inhibitors - metabolism</subject><subject>Cholinesterase Inhibitors - pharmacology</subject><subject>Chromatography, Liquid - methods</subject><subject>gas chromatography</subject><subject>Gas Chromatography-Mass Spectrometry - methods</subject><subject>GC-EI-MS</subject><subject>LC-ESI-TOF-MS</subject><subject>Liliaceae - metabolism</subject><subject>mass spectrometry</subject><subject>medicinal plants</subject><subject>Metabolic profiling</subject><subject>metabolome</subject><subject>Metabolomics</subject><subject>Pancratium</subject><subject>Pancratium canariense</subject><subject>phytochemicals</subject><subject>plant extracts</subject><subject>Plant Extracts - metabolism</subject><subject>Plant Extracts - pharmacology</subject><subject>spectral analysis</subject><issn>0958-0344</issn><issn>1099-1565</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2010</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNp10E1P3DAQBmALtSpbqMQvaHODS2Acx7FzRCvYrbR8SICQuFgTM0Zus8liZ4H99_Vqo_bU01iaR688L2NHHE45QHG2snjKudR7bMKhrnMuK_mJTaCWOgdRlvvsa4y_ANKurr6wfV4rVcqymLD5FQ3Y9K232Sr0zre-e8l6lzW-Rzv4N8pusbMBB79eZhY7DJ66SBl9DCGBmDWbbDbNr-4O2WeHbaRv4zxgD5cX99N5vriZ_ZyeL3IrdKFztNqRaghIC16nWetS6QJJEQK34CRXGp4VIpeFdbYk10iOrqkaXXIoxQE73uWm776uKQ5m6aOltsWO-nU0SohKpTtFkic7aUMfYyBnVsEvMWwMB7OtzaTazLa2RL-PoetmSc__4NhTAvkOvPuWNv8NMrfT8zFw9D4O9PHXY_htKiWUNI_XM_P0KIVazMFUyf_YeYe9wZfgo3m4K4AL4IpX28cfDuGOIA</recordid><startdate>2010</startdate><enddate>2010</enddate><creator>Torras-Claveria, Laura</creator><creator>Berkov, Strahil</creator><creator>Jáuregui, Olga</creator><creator>Caujapé, Juli</creator><creator>Viladomat, Francesc</creator><creator>Codina, Carles</creator><creator>Bastida, Jaume</creator><general>John Wiley &amp; Sons, Ltd</general><scope>FBQ</scope><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>7X8</scope></search><sort><creationdate>2010</creationdate><title>Metabolic profiling of bioactive Pancratium canariense extracts by GC-MS</title><author>Torras-Claveria, Laura ; Berkov, Strahil ; Jáuregui, Olga ; Caujapé, Juli ; Viladomat, Francesc ; Codina, Carles ; Bastida, Jaume</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c3828-ac8fe7be0e8319be0984782ae7ea01c0f51780d7aa152cfc4efb51afb6b841043</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2010</creationdate><topic>acetylcholinesterase inhibitors</topic><topic>alkaloids</topic><topic>Amaryllidaceae alkaloids</topic><topic>analytical methods</topic><topic>chemical analysis</topic><topic>chemical constituents of plants</topic><topic>cholinesterase inhibitors</topic><topic>Cholinesterase Inhibitors - metabolism</topic><topic>Cholinesterase Inhibitors - pharmacology</topic><topic>Chromatography, Liquid - methods</topic><topic>gas chromatography</topic><topic>Gas Chromatography-Mass Spectrometry - methods</topic><topic>GC-EI-MS</topic><topic>LC-ESI-TOF-MS</topic><topic>Liliaceae - metabolism</topic><topic>mass spectrometry</topic><topic>medicinal plants</topic><topic>Metabolic profiling</topic><topic>metabolome</topic><topic>Metabolomics</topic><topic>Pancratium</topic><topic>Pancratium canariense</topic><topic>phytochemicals</topic><topic>plant extracts</topic><topic>Plant Extracts - metabolism</topic><topic>Plant Extracts - pharmacology</topic><topic>spectral analysis</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Torras-Claveria, Laura</creatorcontrib><creatorcontrib>Berkov, Strahil</creatorcontrib><creatorcontrib>Jáuregui, Olga</creatorcontrib><creatorcontrib>Caujapé, Juli</creatorcontrib><creatorcontrib>Viladomat, Francesc</creatorcontrib><creatorcontrib>Codina, Carles</creatorcontrib><creatorcontrib>Bastida, Jaume</creatorcontrib><collection>AGRIS</collection><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>MEDLINE - Academic</collection><jtitle>Phytochemical analysis</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Torras-Claveria, Laura</au><au>Berkov, Strahil</au><au>Jáuregui, Olga</au><au>Caujapé, Juli</au><au>Viladomat, Francesc</au><au>Codina, Carles</au><au>Bastida, Jaume</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Metabolic profiling of bioactive Pancratium canariense extracts by GC-MS</atitle><jtitle>Phytochemical analysis</jtitle><addtitle>Phytochem. Anal</addtitle><date>2010</date><risdate>2010</risdate><volume>21</volume><issue>1</issue><spage>80</spage><epage>88</epage><pages>80-88</pages><issn>0958-0344</issn><eissn>1099-1565</eissn><abstract>Introduction - Pancratium canariense Ker Gawler is a plant species belonging to family Amaryllidaceae. Plants from this family are known to synthesise a particular type of bioactive compounds, named Amaryllidaceae alkaloids, which have shown AChE inhibitory activity.Objective - To perform the metabolite profiling of methanolic extracts from P. canariense in order to identify bioactive compounds.Methodology - Methanolic extracts from bulbs, leaves and fruits were separated into alkaloid-free apolar and polar fractions, as well as alkaloid fractions, and subjected to AChE assay. Metabolite profiling of extracts and fractions of P. canariense was carried out by GC-EI-MS and LC-ESI-TOF-MS.Results - AChE inhibitory activities of the alkaloid fractions at a concentration of 10 μg/mL were 29.80 ± 0.91, 40.93 ± 4.60 and 58.06 ± 1.18% for the bulbs, leaves and fruits, respectively. Seventy-six metabolites--mono-, di- and trisaccharides, fatty acids, amino acids, sterols as well as several Amaryllidaceae alkaloids--were detected. Further purification of the alkaloids from the methanolic extracts resulted in the detection of 31 compounds including several potent AChE inhibitors such as habranthine and galanthamine, and the structural elucidation of 3-O-acetylhabranthine, a new natural compound with potential AChE inhibitory activity.Conclusion - The described method resulted in effective integration of both GC-EI-MS and LC-ESI-TOF-MS strategies, which permitted the identification of many metabolites, as well as the structural elucidation of new compounds with potential AChE inhibitory activity. Copyright © 2009 John Wiley &amp; Sons, Ltd.</abstract><cop>Chichester, UK</cop><pub>John Wiley &amp; Sons, Ltd</pub><pmid>19774542</pmid><doi>10.1002/pca.1158</doi><tpages>9</tpages></addata></record>
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subjects acetylcholinesterase inhibitors
alkaloids
Amaryllidaceae alkaloids
analytical methods
chemical analysis
chemical constituents of plants
cholinesterase inhibitors
Cholinesterase Inhibitors - metabolism
Cholinesterase Inhibitors - pharmacology
Chromatography, Liquid - methods
gas chromatography
Gas Chromatography-Mass Spectrometry - methods
GC-EI-MS
LC-ESI-TOF-MS
Liliaceae - metabolism
mass spectrometry
medicinal plants
Metabolic profiling
metabolome
Metabolomics
Pancratium
Pancratium canariense
phytochemicals
plant extracts
Plant Extracts - metabolism
Plant Extracts - pharmacology
spectral analysis
title Metabolic profiling of bioactive Pancratium canariense extracts by GC-MS
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