Primary flavonoids in marigold dye: extraction, structure and involvement in the dyeing process
Flavonoids extracted from marigold flowers were investigated for their dyeing potential. Patulitrin (1) and patuletin (2) were isolated and their structures established using NMR and HPLC-MS. These compounds were identified as the main flavonoids present in the dyeing bath. Following the dyeing proc...
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| Veröffentlicht in: | Phytochemical analysis 2008, Vol.19 (1), p.46-51 |
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| creator | Guinot, Pauline Gargadennec, Annick Valette, Gilles Fruchier, Alain Andary, Claude |
| description | Flavonoids extracted from marigold flowers were investigated for their dyeing potential. Patulitrin (1) and patuletin (2) were isolated and their structures established using NMR and HPLC-MS. These compounds were identified as the main flavonoids present in the dyeing bath. Following the dyeing process, it was demonstrated that aglycone 2 bound more strongly to wool fibres than its glucoside 1. Moreover, analysis focused on 1 and 2 dynamics during plant growth revealed that these components were only found in flowers during and after flowering. The influence of growing location was also investigated and it appeared that cultivation under Mediterranean conditions enhanced biosynthesis of 1 and 2 . Finally, several solvents were tested for their potential to extract the flavonoids: the use of a water-ethanol mixture gave a high extraction efficiency and allowed selective extraction of 1 and 2. The implications of these results are discussed in relation to the development of marigold as a potential dyeing plant. Copyright © 2007 John Wiley & Sons, Ltd. |
| doi_str_mv | 10.1002/pca.1014 |
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Patulitrin (1) and patuletin (2) were isolated and their structures established using NMR and HPLC-MS. These compounds were identified as the main flavonoids present in the dyeing bath. Following the dyeing process, it was demonstrated that aglycone 2 bound more strongly to wool fibres than its glucoside 1. Moreover, analysis focused on 1 and 2 dynamics during plant growth revealed that these components were only found in flowers during and after flowering. The influence of growing location was also investigated and it appeared that cultivation under Mediterranean conditions enhanced biosynthesis of 1 and 2 . Finally, several solvents were tested for their potential to extract the flavonoids: the use of a water-ethanol mixture gave a high extraction efficiency and allowed selective extraction of 1 and 2. The implications of these results are discussed in relation to the development of marigold as a potential dyeing plant. Copyright © 2007 John Wiley & Sons, Ltd.</description><identifier>ISSN: 0958-0344</identifier><identifier>EISSN: 1099-1565</identifier><identifier>DOI: 10.1002/pca.1014</identifier><identifier>PMID: 17654539</identifier><language>eng</language><publisher>Chichester, UK: John Wiley & Sons, Ltd</publisher><subject>Animals ; Calendula - chemistry ; chemical analysis ; chemical constituents of plants ; chemical structure ; Chromatography, High Pressure Liquid - methods ; Colorimetry ; Coloring Agents - chemistry ; Coloring Agents - isolation & purification ; dyeing ; dyeing process ; dyes ; flavonoid extraction ; flavonoids ; Flavonoids - chemistry ; Flavonoids - isolation & purification ; high performance liquid chromatography ; HPLC-MS ; mass spectrometry ; NMR ; Nuclear Magnetic Resonance, Biomolecular ; patuletin ; patulitrin ; plant extracts ; Plant Extracts - chemistry ; spectral analysis ; Spectrometry, Mass, Electrospray Ionization ; Tagetes patula ; Wool - chemistry</subject><ispartof>Phytochemical analysis, 2008, Vol.19 (1), p.46-51</ispartof><rights>Copyright © 2007 John Wiley & Sons, Ltd.</rights><rights>(c) 2007 John Wiley & Sons, Ltd.</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c3814-34623f4d00c92d578acf228e145db8b8875bee2cafc681520b26e7c5c39f39e63</citedby><cites>FETCH-LOGICAL-c3814-34623f4d00c92d578acf228e145db8b8875bee2cafc681520b26e7c5c39f39e63</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.1014$$EPDF$$P50$$Gwiley$$H</linktopdf><linktohtml>$$Uhttps://onlinelibrary.wiley.com/doi/full/10.1002%2Fpca.1014$$EHTML$$P50$$Gwiley$$H</linktohtml><link.rule.ids>315,781,785,1418,4025,27928,27929,27930,45579,45580</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/17654539$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Guinot, Pauline</creatorcontrib><creatorcontrib>Gargadennec, Annick</creatorcontrib><creatorcontrib>Valette, Gilles</creatorcontrib><creatorcontrib>Fruchier, Alain</creatorcontrib><creatorcontrib>Andary, Claude</creatorcontrib><title>Primary flavonoids in marigold dye: extraction, structure and involvement in the dyeing process</title><title>Phytochemical analysis</title><addtitle>Phytochem. Anal</addtitle><description>Flavonoids extracted from marigold flowers were investigated for their dyeing potential. Patulitrin (1) and patuletin (2) were isolated and their structures established using NMR and HPLC-MS. These compounds were identified as the main flavonoids present in the dyeing bath. Following the dyeing process, it was demonstrated that aglycone 2 bound more strongly to wool fibres than its glucoside 1. Moreover, analysis focused on 1 and 2 dynamics during plant growth revealed that these components were only found in flowers during and after flowering. The influence of growing location was also investigated and it appeared that cultivation under Mediterranean conditions enhanced biosynthesis of 1 and 2 . Finally, several solvents were tested for their potential to extract the flavonoids: the use of a water-ethanol mixture gave a high extraction efficiency and allowed selective extraction of 1 and 2. The implications of these results are discussed in relation to the development of marigold as a potential dyeing plant. Copyright © 2007 John Wiley & Sons, Ltd.</description><subject>Animals</subject><subject>Calendula - chemistry</subject><subject>chemical analysis</subject><subject>chemical constituents of plants</subject><subject>chemical structure</subject><subject>Chromatography, High Pressure Liquid - methods</subject><subject>Colorimetry</subject><subject>Coloring Agents - chemistry</subject><subject>Coloring Agents - isolation & purification</subject><subject>dyeing</subject><subject>dyeing process</subject><subject>dyes</subject><subject>flavonoid extraction</subject><subject>flavonoids</subject><subject>Flavonoids - chemistry</subject><subject>Flavonoids - isolation & purification</subject><subject>high performance liquid chromatography</subject><subject>HPLC-MS</subject><subject>mass spectrometry</subject><subject>NMR</subject><subject>Nuclear Magnetic Resonance, Biomolecular</subject><subject>patuletin</subject><subject>patulitrin</subject><subject>plant extracts</subject><subject>Plant Extracts - chemistry</subject><subject>spectral analysis</subject><subject>Spectrometry, Mass, Electrospray Ionization</subject><subject>Tagetes patula</subject><subject>Wool - chemistry</subject><issn>0958-0344</issn><issn>1099-1565</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2008</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNp10M1u1DAUBWALgehQkHgCyKpiQcD_dthVo9IiVSUCSpeW49wMhkw82Mm08_Z4lAhWrGzZ3z1XOgi9JPgdwZi-3zmbL4Q_QiuCq6okQorHaIUroUvMOD9Bz1L6iXH-q-RTdEKUFFywaoVMHf3WxkPR9XYfhuDbVPihyE9-E_q2aA_woYCHMVo3-jC8LdIYJzdOEQo7tJnuQ7-HLQzjcWz8AccJP2yKXQwOUnqOnnS2T_BiOU_R7ceLb-ur8vrz5af1-XXpmCa8ZFxS1vEWY1fRVihtXUepBsJF2-hGayUaAOps56QmguKGSlBOOFZ1rALJTtHZnJv3_p4gjWbrk4O-twOEKRmFmeYa0wzfzNDFkFKEzuzmBgzB5limyWWaY5mZvloyp2YL7T-4tJdBOYN738Phv0GmXp8vgYv3aYSHv97GX0YqpoS5u7k0X1R9V1_V2HzP_vXsOxuM3USfzO1XignDWAtFmGR_ALbplvI</recordid><startdate>2008</startdate><enddate>2008</enddate><creator>Guinot, Pauline</creator><creator>Gargadennec, Annick</creator><creator>Valette, Gilles</creator><creator>Fruchier, Alain</creator><creator>Andary, Claude</creator><general>John Wiley & 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>2008</creationdate><title>Primary flavonoids in marigold dye: extraction, structure and involvement in the dyeing process</title><author>Guinot, Pauline ; Gargadennec, Annick ; Valette, Gilles ; Fruchier, Alain ; Andary, Claude</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c3814-34623f4d00c92d578acf228e145db8b8875bee2cafc681520b26e7c5c39f39e63</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2008</creationdate><topic>Animals</topic><topic>Calendula - chemistry</topic><topic>chemical analysis</topic><topic>chemical constituents of plants</topic><topic>chemical structure</topic><topic>Chromatography, High Pressure Liquid - methods</topic><topic>Colorimetry</topic><topic>Coloring Agents - chemistry</topic><topic>Coloring Agents - isolation & purification</topic><topic>dyeing</topic><topic>dyeing process</topic><topic>dyes</topic><topic>flavonoid extraction</topic><topic>flavonoids</topic><topic>Flavonoids - chemistry</topic><topic>Flavonoids - isolation & purification</topic><topic>high performance liquid chromatography</topic><topic>HPLC-MS</topic><topic>mass spectrometry</topic><topic>NMR</topic><topic>Nuclear Magnetic Resonance, Biomolecular</topic><topic>patuletin</topic><topic>patulitrin</topic><topic>plant extracts</topic><topic>Plant Extracts - chemistry</topic><topic>spectral analysis</topic><topic>Spectrometry, Mass, Electrospray Ionization</topic><topic>Tagetes patula</topic><topic>Wool - chemistry</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Guinot, Pauline</creatorcontrib><creatorcontrib>Gargadennec, Annick</creatorcontrib><creatorcontrib>Valette, Gilles</creatorcontrib><creatorcontrib>Fruchier, Alain</creatorcontrib><creatorcontrib>Andary, Claude</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>Guinot, Pauline</au><au>Gargadennec, Annick</au><au>Valette, Gilles</au><au>Fruchier, Alain</au><au>Andary, Claude</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Primary flavonoids in marigold dye: extraction, structure and involvement in the dyeing process</atitle><jtitle>Phytochemical analysis</jtitle><addtitle>Phytochem. 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Finally, several solvents were tested for their potential to extract the flavonoids: the use of a water-ethanol mixture gave a high extraction efficiency and allowed selective extraction of 1 and 2. The implications of these results are discussed in relation to the development of marigold as a potential dyeing plant. Copyright © 2007 John Wiley & Sons, Ltd.</abstract><cop>Chichester, UK</cop><pub>John Wiley & Sons, Ltd</pub><pmid>17654539</pmid><doi>10.1002/pca.1014</doi><tpages>6</tpages></addata></record> |
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| subjects | Animals Calendula - chemistry chemical analysis chemical constituents of plants chemical structure Chromatography, High Pressure Liquid - methods Colorimetry Coloring Agents - chemistry Coloring Agents - isolation & purification dyeing dyeing process dyes flavonoid extraction flavonoids Flavonoids - chemistry Flavonoids - isolation & purification high performance liquid chromatography HPLC-MS mass spectrometry NMR Nuclear Magnetic Resonance, Biomolecular patuletin patulitrin plant extracts Plant Extracts - chemistry spectral analysis Spectrometry, Mass, Electrospray Ionization Tagetes patula Wool - chemistry |
| title | Primary flavonoids in marigold dye: extraction, structure and involvement in the dyeing process |
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