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Identifying three ecological chemotypes of Xanthium strumarium glandular trichomes using a combined NMR and LC-MS method

Xanthanolides, as the sesquiterpene lactones, are reportedly the major components for the pharmacological properties of X. strumarium L. species. Phytochemical studies indicated that the glandular structures on the surface of plant tissues would form the primary sites for the accumulation of this cl...

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Published in:PloS one 2013-10, Vol.8 (10), p.e76621-e76621
Main Authors: Chen, Fangfang, Hao, Fuhua, Li, Changfu, Gou, Junbo, Lu, Dayan, Gong, Fujun, Tang, Huiru, Zhang, Yansheng
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Hao, Fuhua
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Tang, Huiru
Zhang, Yansheng
description Xanthanolides, as the sesquiterpene lactones, are reportedly the major components for the pharmacological properties of X. strumarium L. species. Phytochemical studies indicated that the glandular structures on the surface of plant tissues would form the primary sites for the accumulation of this class of the compounds. As the interface between plants and their natural enemies, glandular trichomes may vary with respect to which of their chemicals are sequestered against different herbivores in different ecologies. However, to date, no data are available on the chemical characterisation of X. strumarium glandular cells. In this study, the trichome secretions of the X. strumarium species originating from nineteen unique areas across eleven provinces in China, were analysed by HPLC, LC-ESI-MS and NMR. For the first time three distinct chemotypes of X. strumarium glandular trichomes were discovered along with the qualitative and quantitative evaluations of their presence of xanthanolides; these were designated glandular cell Types I, II, and III, respectively. The main xanthanolides in Type I cells were 8-epi-xanthatin and xanthumin while no xanthatin was detected. Xanthatin, 8-epi-xanthatin, and xanthumin dominated in Type II cells with comparable levels of each being present. For Type III cells, significantly higher concentrations of 8-epi-xanthatin or xanthinosin (relative to xanthatin) were detected with xanthinosin only being observed in this type. Further research will focus on understanding the ecological and molecular mechanism causing these chemotype differences in X. strumarium glandular structures.
doi_str_mv 10.1371/journal.pone.0076621
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Phytochemical studies indicated that the glandular structures on the surface of plant tissues would form the primary sites for the accumulation of this class of the compounds. As the interface between plants and their natural enemies, glandular trichomes may vary with respect to which of their chemicals are sequestered against different herbivores in different ecologies. However, to date, no data are available on the chemical characterisation of X. strumarium glandular cells. In this study, the trichome secretions of the X. strumarium species originating from nineteen unique areas across eleven provinces in China, were analysed by HPLC, LC-ESI-MS and NMR. For the first time three distinct chemotypes of X. strumarium glandular trichomes were discovered along with the qualitative and quantitative evaluations of their presence of xanthanolides; these were designated glandular cell Types I, II, and III, respectively. The main xanthanolides in Type I cells were 8-epi-xanthatin and xanthumin while no xanthatin was detected. Xanthatin, 8-epi-xanthatin, and xanthumin dominated in Type II cells with comparable levels of each being present. For Type III cells, significantly higher concentrations of 8-epi-xanthatin or xanthinosin (relative to xanthatin) were detected with xanthinosin only being observed in this type. 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purification</subject><subject>Spectrometry, Mass, Electrospray Ionization</subject><subject>Staphylococcus infections</subject><subject>Trichomes</subject><subject>Trichomes - chemistry</subject><subject>Trichomes - classification</subject><subject>Trichomes - cytology</subject><subject>Trichomes - immunology</subject><subject>Xanthium</subject><subject>Xanthium - chemistry</subject><subject>Xanthium - immunology</subject><subject>Xanthium spinosum</subject><subject>Xanthium strumarium</subject><issn>1932-6203</issn><issn>1932-6203</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2013</creationdate><recordtype>article</recordtype><sourceid>PIMPY</sourceid><sourceid>DOA</sourceid><recordid>eNqNk12L1DAUhoso7rr6D0QDgujFjEmTpu2NsAx-DMy6sKviXUjT0zZD28wmqez8e1Onu0xlL6QXCclz3nPOm54oeknwktCUfNiawfayXe5MD0uMU85j8ig6JTmNFzzG9PHR_iR65twW44RmnD-NTmKG8yxh5DS6XZfQe13tdV8j31gABMq0ptZKtkg10Bm_34FDpkK_ZO8bPXTIeTt00o7bupV9ObTSIm-1akwX0MGNYhIp0xW6hxJ9u7hCAUOb1eLiGnXgG1M-j55UsnXwYlrPoh-fP31ffV1sLr-sV-ebheJ57Bc5sKwiWJEqiSlJCiJ5BkDyAnPCqVJYSUpwTkuV0rQs0jjOGY1ZJVMAngOnZ9Hrg-6uNU5MpjlBGM2DZwnBgVgfiNLIrdhZHVrbCyO1-HtgbC2k9Vq1IOKkUiXHXKmQg6hS8oKlGcukoqTMGAlaH6dsQ9FBqYK3VrYz0flNrxtRm9-CplmWxmMx7yYBa24GcF502ilog81ghrFuRhkO1tCAvvkHfbi7iaplaED3lQl51SgqzsfaWUwwC9TyASp8JXRahT-s0uF8FvB-FhAYD7e-loNzYn199f_s5c85-_aIbUC2vnGmHbw2vZuD7AAqa5yzUN2bTLAYB-TODTEOiJgGJIS9On6g-6C7iaB_ACT2CxY</recordid><startdate>20131002</startdate><enddate>20131002</enddate><creator>Chen, Fangfang</creator><creator>Hao, Fuhua</creator><creator>Li, Changfu</creator><creator>Gou, Junbo</creator><creator>Lu, Dayan</creator><creator>Gong, Fujun</creator><creator>Tang, Huiru</creator><creator>Zhang, Yansheng</creator><general>Public Library of Science</general><general>Public Library of Science (PLoS)</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>IOV</scope><scope>ISR</scope><scope>3V.</scope><scope>7QG</scope><scope>7QL</scope><scope>7QO</scope><scope>7RV</scope><scope>7SN</scope><scope>7SS</scope><scope>7T5</scope><scope>7TG</scope><scope>7TM</scope><scope>7U9</scope><scope>7X2</scope><scope>7X7</scope><scope>7XB</scope><scope>88E</scope><scope>8AO</scope><scope>8C1</scope><scope>8FD</scope><scope>8FE</scope><scope>8FG</scope><scope>8FH</scope><scope>8FI</scope><scope>8FJ</scope><scope>8FK</scope><scope>ABJCF</scope><scope>ABUWG</scope><scope>AEUYN</scope><scope>AFKRA</scope><scope>ARAPS</scope><scope>ATCPS</scope><scope>AZQEC</scope><scope>BBNVY</scope><scope>BENPR</scope><scope>BGLVJ</scope><scope>BHPHI</scope><scope>C1K</scope><scope>CCPQU</scope><scope>D1I</scope><scope>DWQXO</scope><scope>FR3</scope><scope>FYUFA</scope><scope>GHDGH</scope><scope>GNUQQ</scope><scope>H94</scope><scope>HCIFZ</scope><scope>K9.</scope><scope>KB.</scope><scope>KB0</scope><scope>KL.</scope><scope>L6V</scope><scope>LK8</scope><scope>M0K</scope><scope>M0S</scope><scope>M1P</scope><scope>M7N</scope><scope>M7P</scope><scope>M7S</scope><scope>NAPCQ</scope><scope>P5Z</scope><scope>P62</scope><scope>P64</scope><scope>PATMY</scope><scope>PDBOC</scope><scope>PIMPY</scope><scope>PQEST</scope><scope>PQQKQ</scope><scope>PQUKI</scope><scope>PRINS</scope><scope>PTHSS</scope><scope>PYCSY</scope><scope>RC3</scope><scope>7X8</scope><scope>5PM</scope><scope>DOA</scope></search><sort><creationdate>20131002</creationdate><title>Identifying three ecological chemotypes of Xanthium strumarium glandular trichomes using a combined NMR and LC-MS method</title><author>Chen, Fangfang ; 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Phytochemical studies indicated that the glandular structures on the surface of plant tissues would form the primary sites for the accumulation of this class of the compounds. As the interface between plants and their natural enemies, glandular trichomes may vary with respect to which of their chemicals are sequestered against different herbivores in different ecologies. However, to date, no data are available on the chemical characterisation of X. strumarium glandular cells. In this study, the trichome secretions of the X. strumarium species originating from nineteen unique areas across eleven provinces in China, were analysed by HPLC, LC-ESI-MS and NMR. For the first time three distinct chemotypes of X. strumarium glandular trichomes were discovered along with the qualitative and quantitative evaluations of their presence of xanthanolides; these were designated glandular cell Types I, II, and III, respectively. The main xanthanolides in Type I cells were 8-epi-xanthatin and xanthumin while no xanthatin was detected. Xanthatin, 8-epi-xanthatin, and xanthumin dominated in Type II cells with comparable levels of each being present. For Type III cells, significantly higher concentrations of 8-epi-xanthatin or xanthinosin (relative to xanthatin) were detected with xanthinosin only being observed in this type. Further research will focus on understanding the ecological and molecular mechanism causing these chemotype differences in X. strumarium glandular structures.</abstract><cop>United States</cop><pub>Public Library of Science</pub><pmid>24098541</pmid><doi>10.1371/journal.pone.0076621</doi><tpages>e76621</tpages><oa>free_for_read</oa></addata></record>
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subjects Animals
Antineoplastic Agents, Phytogenic
Artemisia annua
Asteraceae
Biosynthesis
Botanical gardens
Chromatography, High Pressure Liquid
Ecological effects
Furans - isolation & purification
Germplasm
Herbivores
Herbivory - physiology
High-performance liquid chromatography
Laboratories
Lactones
Lactones - isolation & purification
Leaves
Liquid chromatography
Localization
Magnetic Resonance Spectroscopy
Mass spectrometry
Metabolism
Metabolites
Molecular chains
Molecular physics
Natural enemies
NMR
Nuclear magnetic resonance
Pharmacology
Physics
Physiological aspects
Plant tissues
Ruminants - physiology
Secretions
Seeds
Sesquiterpene lactones
Sesquiterpenes - isolation & purification
Spectrometry, Mass, Electrospray Ionization
Staphylococcus infections
Trichomes
Trichomes - chemistry
Trichomes - classification
Trichomes - cytology
Trichomes - immunology
Xanthium
Xanthium - chemistry
Xanthium - immunology
Xanthium spinosum
Xanthium strumarium
title Identifying three ecological chemotypes of Xanthium strumarium glandular trichomes using a combined NMR and LC-MS method
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