Lignans in flowering aerial parts of Linum species – Chemodiversity in the light of systematics and phylogeny
The lignan profiles of 41 Linum species as determined by HPLC-ESI/MS–MS are described and compared. Two major groups of species exist that accumulate cyclolignans mainly of the aryltetralin- and arylnaphthalene/aryldihydronaphthalene types, respectively. This division correlates strongly with recent...
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| Veröffentlicht in: | Phytochemistry (Oxford) 2010-10, Vol.71 (14), p.1714-1728 |
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| creator | Schmidt, Thomas J. Hemmati, Shiva Klaes, Michael Konuklugil, Belma Mohagheghzadeh, Abdolali Ionkova, Iliana Fuss, Elisabeth Wilhelm Alfermann, A. |
| description | The lignan profiles of 41
Linum species as determined by HPLC-ESI/MS–MS are described and compared. Two major groups of species exist that accumulate cyclolignans mainly of the aryltetralin- and arylnaphthalene/aryldihydronaphthalene types, respectively. This division correlates strongly with recent findings on the molecular phylogeny of the genus
Linum.
The aerial parts of 54 accessions representing 41
Linum species and four species of related genera were analysed for lignans by means of HPLC-ESI/MS–MS-UV/DAD. In total, 64 different lignans of the aryltetralin-, arylnaphthalene-, aryldihydronaphthalene-, dibenzylbutyrolactone-, and furofuran type were identified. According to their lignan profile, the
Linum species can be divided in two groups accumulating as major lignan types either cyclolignans of the aryltetralin-series on one hand, or aryldihydronaphthalenes/arylnaphthalenes, on the other. Five of the investigated
Linum species did not contain any detectable amounts of these lignans under the chosen analytical conditions. Furthermore, none of the lignans identified in
Linum species was detectable in representatives of three related genera, namely,
Reinwardtia (Linaceae, Linoideae),
Hugonia and
Indorouchera (Linaceae, Hugonioideae).
The two species groups differing in the types of the dominating cyclolignans comprise representatives of the major taxonomic sections. Representatives of sections Syllinum, Cathartolinum and Linopsis accumulate mainly aryltetralins while those of sections Linum and Dasylinum were found to contain mainly aryldihydronaphthalenes/-naphthalenes. These phytochemical data correlate very well with a recent study on the molecular phylogeny of
Linum/Linaceae, where a subdivision of
Linum into two major clades comprising representatives of the two mentioned groups was found. Thus, the distribution of lignans apparently reflecting phylogenetic interrelations at the infrageneric level, a plausible scenario for the evolution of lignan biosynthesis in the genus
Linum can now be presented. |
| doi_str_mv | 10.1016/j.phytochem.2010.06.015 |
| format | Article |
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Linum species as determined by HPLC-ESI/MS–MS are described and compared. Two major groups of species exist that accumulate cyclolignans mainly of the aryltetralin- and arylnaphthalene/aryldihydronaphthalene types, respectively. This division correlates strongly with recent findings on the molecular phylogeny of the genus
Linum.
The aerial parts of 54 accessions representing 41
Linum species and four species of related genera were analysed for lignans by means of HPLC-ESI/MS–MS-UV/DAD. In total, 64 different lignans of the aryltetralin-, arylnaphthalene-, aryldihydronaphthalene-, dibenzylbutyrolactone-, and furofuran type were identified. According to their lignan profile, the
Linum species can be divided in two groups accumulating as major lignan types either cyclolignans of the aryltetralin-series on one hand, or aryldihydronaphthalenes/arylnaphthalenes, on the other. Five of the investigated
Linum species did not contain any detectable amounts of these lignans under the chosen analytical conditions. Furthermore, none of the lignans identified in
Linum species was detectable in representatives of three related genera, namely,
Reinwardtia (Linaceae, Linoideae),
Hugonia and
Indorouchera (Linaceae, Hugonioideae).
The two species groups differing in the types of the dominating cyclolignans comprise representatives of the major taxonomic sections. Representatives of sections Syllinum, Cathartolinum and Linopsis accumulate mainly aryltetralins while those of sections Linum and Dasylinum were found to contain mainly aryldihydronaphthalenes/-naphthalenes. These phytochemical data correlate very well with a recent study on the molecular phylogeny of
Linum/Linaceae, where a subdivision of
Linum into two major clades comprising representatives of the two mentioned groups was found. Thus, the distribution of lignans apparently reflecting phylogenetic interrelations at the infrageneric level, a plausible scenario for the evolution of lignan biosynthesis in the genus
Linum can now be presented.</description><identifier>ISSN: 0031-9422</identifier><identifier>EISSN: 1873-3700</identifier><identifier>DOI: 10.1016/j.phytochem.2010.06.015</identifier><identifier>PMID: 20655554</identifier><language>eng</language><publisher>Amsterdam: Elsevier Ltd</publisher><subject>aerial parts ; Biological and medical sciences ; Chemical constitution ; Chemosystematics ; Chromatography, High Pressure Liquid ; Data processing ; Evolution ; Evolution, Molecular ; Flax - chemistry ; Flax - genetics ; flowering ; Fundamental and applied biological sciences. Psychology ; HPLC–MS ; Lignan ; lignans ; Lignans - chemistry ; Lignans - isolation & purification ; Linaceae ; Linum ; Molecular Structure ; Phylogeny ; Plant physiology and development ; Spectrometry, Mass, Electrospray Ionization</subject><ispartof>Phytochemistry (Oxford), 2010-10, Vol.71 (14), p.1714-1728</ispartof><rights>2010 Elsevier Ltd</rights><rights>2015 INIST-CNRS</rights><rights>Copyright © 2010 Elsevier Ltd. All rights reserved.</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c456t-2a78bec6b9e59126b452b9e6056eb307cd4f7e02cf2e7ad6e3b8679cd36b616b3</citedby><cites>FETCH-LOGICAL-c456t-2a78bec6b9e59126b452b9e6056eb307cd4f7e02cf2e7ad6e3b8679cd36b616b3</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktohtml>$$Uhttps://www.sciencedirect.com/science/article/pii/S0031942210002554$$EHTML$$P50$$Gelsevier$$H</linktohtml><link.rule.ids>314,776,780,3537,27901,27902,65306</link.rule.ids><backlink>$$Uhttp://pascal-francis.inist.fr/vibad/index.php?action=getRecordDetail&idt=23265332$$DView record in Pascal Francis$$Hfree_for_read</backlink><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/20655554$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Schmidt, Thomas J.</creatorcontrib><creatorcontrib>Hemmati, Shiva</creatorcontrib><creatorcontrib>Klaes, Michael</creatorcontrib><creatorcontrib>Konuklugil, Belma</creatorcontrib><creatorcontrib>Mohagheghzadeh, Abdolali</creatorcontrib><creatorcontrib>Ionkova, Iliana</creatorcontrib><creatorcontrib>Fuss, Elisabeth</creatorcontrib><creatorcontrib>Wilhelm Alfermann, A.</creatorcontrib><title>Lignans in flowering aerial parts of Linum species – Chemodiversity in the light of systematics and phylogeny</title><title>Phytochemistry (Oxford)</title><addtitle>Phytochemistry</addtitle><description>The lignan profiles of 41
Linum species as determined by HPLC-ESI/MS–MS are described and compared. Two major groups of species exist that accumulate cyclolignans mainly of the aryltetralin- and arylnaphthalene/aryldihydronaphthalene types, respectively. This division correlates strongly with recent findings on the molecular phylogeny of the genus
Linum.
The aerial parts of 54 accessions representing 41
Linum species and four species of related genera were analysed for lignans by means of HPLC-ESI/MS–MS-UV/DAD. In total, 64 different lignans of the aryltetralin-, arylnaphthalene-, aryldihydronaphthalene-, dibenzylbutyrolactone-, and furofuran type were identified. According to their lignan profile, the
Linum species can be divided in two groups accumulating as major lignan types either cyclolignans of the aryltetralin-series on one hand, or aryldihydronaphthalenes/arylnaphthalenes, on the other. Five of the investigated
Linum species did not contain any detectable amounts of these lignans under the chosen analytical conditions. Furthermore, none of the lignans identified in
Linum species was detectable in representatives of three related genera, namely,
Reinwardtia (Linaceae, Linoideae),
Hugonia and
Indorouchera (Linaceae, Hugonioideae).
The two species groups differing in the types of the dominating cyclolignans comprise representatives of the major taxonomic sections. Representatives of sections Syllinum, Cathartolinum and Linopsis accumulate mainly aryltetralins while those of sections Linum and Dasylinum were found to contain mainly aryldihydronaphthalenes/-naphthalenes. These phytochemical data correlate very well with a recent study on the molecular phylogeny of
Linum/Linaceae, where a subdivision of
Linum into two major clades comprising representatives of the two mentioned groups was found. Thus, the distribution of lignans apparently reflecting phylogenetic interrelations at the infrageneric level, a plausible scenario for the evolution of lignan biosynthesis in the genus
Linum can now be presented.</description><subject>aerial parts</subject><subject>Biological and medical sciences</subject><subject>Chemical constitution</subject><subject>Chemosystematics</subject><subject>Chromatography, High Pressure Liquid</subject><subject>Data processing</subject><subject>Evolution</subject><subject>Evolution, Molecular</subject><subject>Flax - chemistry</subject><subject>Flax - genetics</subject><subject>flowering</subject><subject>Fundamental and applied biological sciences. Psychology</subject><subject>HPLC–MS</subject><subject>Lignan</subject><subject>lignans</subject><subject>Lignans - chemistry</subject><subject>Lignans - isolation & purification</subject><subject>Linaceae</subject><subject>Linum</subject><subject>Molecular Structure</subject><subject>Phylogeny</subject><subject>Plant physiology and development</subject><subject>Spectrometry, Mass, Electrospray Ionization</subject><issn>0031-9422</issn><issn>1873-3700</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2010</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNqFkc2O2yAYRVHVqpNO-wodNlVXTvkx4CxHUf-kSF20s0YYf3aIbHCBzMi7vkPfsE9SoqTT5bABoXO5nzgI3VCypoTKD4f1vF9ysHuY1oyUWyLXhIpnaEUbxSuuCHmOVoRwWm1qxq7Qq5QOhBAhpHyJrhiRoqx6hcLODd74hJ3H_RgeIDo_YFM2M-LZxJxw6PHO-eOE0wzWQcJ_fv3G29IcOncPMbm8nNJ5D3h0wz6fAmlJGSaTnU3Y-A6XaccwgF9eoxe9GRO8uezX6O7Txx_bL9Xu2-ev29tdZWshc8WMalqwst2A2FAm21qwcpZESGg5UbarewWE2Z6BMp0E3jZSbWzHZSupbPk1en9-d47h5xFS1pNLFsbReAjHpAuteMOlfJJUoiZsw2ldSHUmbQwpRej1HN1k4qIp0Sct-qAfteiTFk2kLlpK8u2l49hO0D3m_nkowLsLYJI1Yx-Nty795ziTgnNWuJsz15ugzRALc_e9NNXFrSxFTSFuzwSU3713EHUq0ryFzkWwWXfBPTnuX-U9uyA</recordid><startdate>20101001</startdate><enddate>20101001</enddate><creator>Schmidt, Thomas J.</creator><creator>Hemmati, Shiva</creator><creator>Klaes, Michael</creator><creator>Konuklugil, Belma</creator><creator>Mohagheghzadeh, Abdolali</creator><creator>Ionkova, Iliana</creator><creator>Fuss, Elisabeth</creator><creator>Wilhelm Alfermann, A.</creator><general>Elsevier Ltd</general><general>Elsevier</general><scope>FBQ</scope><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><scope>8FD</scope><scope>FR3</scope><scope>P64</scope><scope>RC3</scope></search><sort><creationdate>20101001</creationdate><title>Lignans in flowering aerial parts of Linum species – Chemodiversity in the light of systematics and phylogeny</title><author>Schmidt, Thomas J. ; Hemmati, Shiva ; Klaes, Michael ; Konuklugil, Belma ; Mohagheghzadeh, Abdolali ; Ionkova, Iliana ; Fuss, Elisabeth ; Wilhelm Alfermann, A.</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c456t-2a78bec6b9e59126b452b9e6056eb307cd4f7e02cf2e7ad6e3b8679cd36b616b3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2010</creationdate><topic>aerial parts</topic><topic>Biological and medical sciences</topic><topic>Chemical constitution</topic><topic>Chemosystematics</topic><topic>Chromatography, High Pressure Liquid</topic><topic>Data processing</topic><topic>Evolution</topic><topic>Evolution, Molecular</topic><topic>Flax - chemistry</topic><topic>Flax - genetics</topic><topic>flowering</topic><topic>Fundamental and applied biological sciences. Psychology</topic><topic>HPLC–MS</topic><topic>Lignan</topic><topic>lignans</topic><topic>Lignans - chemistry</topic><topic>Lignans - isolation & purification</topic><topic>Linaceae</topic><topic>Linum</topic><topic>Molecular Structure</topic><topic>Phylogeny</topic><topic>Plant physiology and development</topic><topic>Spectrometry, Mass, Electrospray Ionization</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Schmidt, Thomas J.</creatorcontrib><creatorcontrib>Hemmati, Shiva</creatorcontrib><creatorcontrib>Klaes, Michael</creatorcontrib><creatorcontrib>Konuklugil, Belma</creatorcontrib><creatorcontrib>Mohagheghzadeh, Abdolali</creatorcontrib><creatorcontrib>Ionkova, Iliana</creatorcontrib><creatorcontrib>Fuss, Elisabeth</creatorcontrib><creatorcontrib>Wilhelm Alfermann, A.</creatorcontrib><collection>AGRIS</collection><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><collection>Technology Research Database</collection><collection>Engineering Research Database</collection><collection>Biotechnology and BioEngineering Abstracts</collection><collection>Genetics Abstracts</collection><jtitle>Phytochemistry (Oxford)</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Schmidt, Thomas J.</au><au>Hemmati, Shiva</au><au>Klaes, Michael</au><au>Konuklugil, Belma</au><au>Mohagheghzadeh, Abdolali</au><au>Ionkova, Iliana</au><au>Fuss, Elisabeth</au><au>Wilhelm Alfermann, A.</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Lignans in flowering aerial parts of Linum species – Chemodiversity in the light of systematics and phylogeny</atitle><jtitle>Phytochemistry (Oxford)</jtitle><addtitle>Phytochemistry</addtitle><date>2010-10-01</date><risdate>2010</risdate><volume>71</volume><issue>14</issue><spage>1714</spage><epage>1728</epage><pages>1714-1728</pages><issn>0031-9422</issn><eissn>1873-3700</eissn><abstract>The lignan profiles of 41
Linum species as determined by HPLC-ESI/MS–MS are described and compared. Two major groups of species exist that accumulate cyclolignans mainly of the aryltetralin- and arylnaphthalene/aryldihydronaphthalene types, respectively. This division correlates strongly with recent findings on the molecular phylogeny of the genus
Linum.
The aerial parts of 54 accessions representing 41
Linum species and four species of related genera were analysed for lignans by means of HPLC-ESI/MS–MS-UV/DAD. In total, 64 different lignans of the aryltetralin-, arylnaphthalene-, aryldihydronaphthalene-, dibenzylbutyrolactone-, and furofuran type were identified. According to their lignan profile, the
Linum species can be divided in two groups accumulating as major lignan types either cyclolignans of the aryltetralin-series on one hand, or aryldihydronaphthalenes/arylnaphthalenes, on the other. Five of the investigated
Linum species did not contain any detectable amounts of these lignans under the chosen analytical conditions. Furthermore, none of the lignans identified in
Linum species was detectable in representatives of three related genera, namely,
Reinwardtia (Linaceae, Linoideae),
Hugonia and
Indorouchera (Linaceae, Hugonioideae).
The two species groups differing in the types of the dominating cyclolignans comprise representatives of the major taxonomic sections. Representatives of sections Syllinum, Cathartolinum and Linopsis accumulate mainly aryltetralins while those of sections Linum and Dasylinum were found to contain mainly aryldihydronaphthalenes/-naphthalenes. These phytochemical data correlate very well with a recent study on the molecular phylogeny of
Linum/Linaceae, where a subdivision of
Linum into two major clades comprising representatives of the two mentioned groups was found. Thus, the distribution of lignans apparently reflecting phylogenetic interrelations at the infrageneric level, a plausible scenario for the evolution of lignan biosynthesis in the genus
Linum can now be presented.</abstract><cop>Amsterdam</cop><pub>Elsevier Ltd</pub><pmid>20655554</pmid><doi>10.1016/j.phytochem.2010.06.015</doi><tpages>15</tpages></addata></record> |
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| ispartof | Phytochemistry (Oxford), 2010-10, Vol.71 (14), p.1714-1728 |
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| subjects | aerial parts Biological and medical sciences Chemical constitution Chemosystematics Chromatography, High Pressure Liquid Data processing Evolution Evolution, Molecular Flax - chemistry Flax - genetics flowering Fundamental and applied biological sciences. Psychology HPLC–MS Lignan lignans Lignans - chemistry Lignans - isolation & purification Linaceae Linum Molecular Structure Phylogeny Plant physiology and development Spectrometry, Mass, Electrospray Ionization |
| title | Lignans in flowering aerial parts of Linum species – Chemodiversity in the light of systematics and phylogeny |
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