Proanthocyanidin Composition in the Seed Coat of Lentils (Lens culinaris L.)
Lentils (Lens culinaris L.) are a popular food in many countries. However, little is known about their phenolic composition. Because polyphenols in lentils are located essentially in their seed coat, the objective of this work was to study the composition of proanthocyanidins, the major group of pol...
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Veröffentlicht in: | Journal of agricultural and food chemistry 2003-12, Vol.51 (27), p.7999-8004 |
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creator | Dueñas, M Sun, Baoshan Hernández, Teresa Estrella, Isabel Spranger, M. Isabel |
description | Lentils (Lens culinaris L.) are a popular food in many countries. However, little is known about their phenolic composition. Because polyphenols in lentils are located essentially in their seed coat, the objective of this work was to study the composition of proanthocyanidins, the major group of polyphenols, in this part of the tissue. The use of C18 Sep-Pak cartridges permitted the fractionation of lentil seed coat extract into monomer, oligomer, and polymer proanthocyanidin fractions. Subsequent thiolysis of oligomer and polymer fractions followed by HPLC analysis allowed the mean degree of polymerization (mDP) and the structural composition of proanthocyanidins to be determined. A fractionation of lentil seed coat extracts on a polyamide column followed by HPLC and HPLC-DAD-MS analyses was used to identify the individual proanthocyanidins. The results showed that the major monomeric flavan-3-ol was (+) catechin-3-glucose, with lesser amounts of (+)-catechin and (−)-epicatechin. In the oligomer fraction, various dimer, trimer, and tetramer proanthocyanidins constituted of catechin, gallocatechin, and catechin gallate units were identified, and several procyanidins and prodelphinidins from pentamers to nonamers constitute the polymer fraction. The most abundant proanthocyanidins in the seed coat of lentils are the polymers (65−75%), with a mDP of 7−9, followed by the oligomers (20−30%), with a mDP of 4−5. Keywords: Lentils; seed coat; proanthocyanidins |
doi_str_mv | 10.1021/jf0303215 |
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Isabel</creator><creatorcontrib>Dueñas, M ; Sun, Baoshan ; Hernández, Teresa ; Estrella, Isabel ; Spranger, M. Isabel</creatorcontrib><description>Lentils (Lens culinaris L.) are a popular food in many countries. However, little is known about their phenolic composition. Because polyphenols in lentils are located essentially in their seed coat, the objective of this work was to study the composition of proanthocyanidins, the major group of polyphenols, in this part of the tissue. The use of C18 Sep-Pak cartridges permitted the fractionation of lentil seed coat extract into monomer, oligomer, and polymer proanthocyanidin fractions. Subsequent thiolysis of oligomer and polymer fractions followed by HPLC analysis allowed the mean degree of polymerization (mDP) and the structural composition of proanthocyanidins to be determined. A fractionation of lentil seed coat extracts on a polyamide column followed by HPLC and HPLC-DAD-MS analyses was used to identify the individual proanthocyanidins. The results showed that the major monomeric flavan-3-ol was (+) catechin-3-glucose, with lesser amounts of (+)-catechin and (−)-epicatechin. In the oligomer fraction, various dimer, trimer, and tetramer proanthocyanidins constituted of catechin, gallocatechin, and catechin gallate units were identified, and several procyanidins and prodelphinidins from pentamers to nonamers constitute the polymer fraction. The most abundant proanthocyanidins in the seed coat of lentils are the polymers (65−75%), with a mDP of 7−9, followed by the oligomers (20−30%), with a mDP of 4−5. 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Psychology ; Lens Plant - chemistry ; Polymers - analysis ; Proanthocyanidins - analysis ; Proanthocyanidins - chemistry ; Seeds - chemistry ; Spectrometry, Mass, Electrospray Ionization</subject><ispartof>Journal of agricultural and food chemistry, 2003-12, Vol.51 (27), p.7999-8004</ispartof><rights>Copyright © 2003 American Chemical Society</rights><rights>2004 INIST-CNRS</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-a445t-6ad869ff872a631e693245cfe6958aaf2ff93ed359063c335b7cf208b3634f213</citedby><cites>FETCH-LOGICAL-a445t-6ad869ff872a631e693245cfe6958aaf2ff93ed359063c335b7cf208b3634f213</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://pubs.acs.org/doi/pdf/10.1021/jf0303215$$EPDF$$P50$$Gacs$$H</linktopdf><linktohtml>$$Uhttps://pubs.acs.org/doi/10.1021/jf0303215$$EHTML$$P50$$Gacs$$H</linktohtml><link.rule.ids>314,780,784,2765,27076,27924,27925,56738,56788</link.rule.ids><backlink>$$Uhttp://pascal-francis.inist.fr/vibad/index.php?action=getRecordDetail&idt=15390474$$DView record in Pascal Francis$$Hfree_for_read</backlink><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/14690386$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Dueñas, M</creatorcontrib><creatorcontrib>Sun, Baoshan</creatorcontrib><creatorcontrib>Hernández, Teresa</creatorcontrib><creatorcontrib>Estrella, Isabel</creatorcontrib><creatorcontrib>Spranger, M. Isabel</creatorcontrib><title>Proanthocyanidin Composition in the Seed Coat of Lentils (Lens culinaris L.)</title><title>Journal of agricultural and food chemistry</title><addtitle>J. Agric. Food Chem</addtitle><description>Lentils (Lens culinaris L.) are a popular food in many countries. However, little is known about their phenolic composition. Because polyphenols in lentils are located essentially in their seed coat, the objective of this work was to study the composition of proanthocyanidins, the major group of polyphenols, in this part of the tissue. The use of C18 Sep-Pak cartridges permitted the fractionation of lentil seed coat extract into monomer, oligomer, and polymer proanthocyanidin fractions. Subsequent thiolysis of oligomer and polymer fractions followed by HPLC analysis allowed the mean degree of polymerization (mDP) and the structural composition of proanthocyanidins to be determined. A fractionation of lentil seed coat extracts on a polyamide column followed by HPLC and HPLC-DAD-MS analyses was used to identify the individual proanthocyanidins. The results showed that the major monomeric flavan-3-ol was (+) catechin-3-glucose, with lesser amounts of (+)-catechin and (−)-epicatechin. In the oligomer fraction, various dimer, trimer, and tetramer proanthocyanidins constituted of catechin, gallocatechin, and catechin gallate units were identified, and several procyanidins and prodelphinidins from pentamers to nonamers constitute the polymer fraction. The most abundant proanthocyanidins in the seed coat of lentils are the polymers (65−75%), with a mDP of 7−9, followed by the oligomers (20−30%), with a mDP of 4−5. Keywords: Lentils; seed coat; proanthocyanidins</description><subject>Benzaldehydes - analysis</subject><subject>Biological and medical sciences</subject><subject>Catechin - analysis</subject><subject>Chromatography, High Pressure Liquid</subject><subject>Food industries</subject><subject>Fruit and vegetable industries</subject><subject>Fundamental and applied biological sciences. Psychology</subject><subject>Lens Plant - chemistry</subject><subject>Polymers - analysis</subject><subject>Proanthocyanidins - analysis</subject><subject>Proanthocyanidins - chemistry</subject><subject>Seeds - chemistry</subject><subject>Spectrometry, Mass, Electrospray Ionization</subject><issn>0021-8561</issn><issn>1520-5118</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2003</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNpt0E9P2zAYBnALgaDrduALoFxA4xCw4_hPjlNFx1gkKpVpEhfrrWMLl9Tu7EQa335GrehlJ7_2-9Mj60HonOAbgityu7aYYloRdoQmhFW4ZITIYzTBeVlKxskZ-pTSGmMsmcCn6IzUvMFU8glqFzGAH16CfgPvOueLWdhsQ3KDC77I1-HFFEtjuvwOQxFs0Ro_uD4VX_OQCj32zkN0qWhvrj-jEwt9Ml_25xT9mt89ze7L9vH7j9m3toS6ZkPJoZO8sVaKCjglhje0qpm2eWASwFbWNtR0lDWYU00pWwltKyxXlNPaVoRO0dUudxvDn9GkQW1c0qbvwZswJiVILWjDWYbXO6hjSCkaq7bRbSC-KYLVe3Xqo7psL_ah42pjuoPcd5XB5R5A0tDbCF67dHCMNrgWdXblzrk0mL8fe4ivigsqmHpaLNXP362Qc_6sHg65oJNahzH63N1_PvgPpjqOuQ</recordid><startdate>20031231</startdate><enddate>20031231</enddate><creator>Dueñas, M</creator><creator>Sun, Baoshan</creator><creator>Hernández, Teresa</creator><creator>Estrella, Isabel</creator><creator>Spranger, M. Isabel</creator><general>American Chemical Society</general><scope>BSCLL</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></search><sort><creationdate>20031231</creationdate><title>Proanthocyanidin Composition in the Seed Coat of Lentils (Lens culinaris L.)</title><author>Dueñas, M ; Sun, Baoshan ; Hernández, Teresa ; Estrella, Isabel ; Spranger, M. Isabel</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-a445t-6ad869ff872a631e693245cfe6958aaf2ff93ed359063c335b7cf208b3634f213</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2003</creationdate><topic>Benzaldehydes - analysis</topic><topic>Biological and medical sciences</topic><topic>Catechin - analysis</topic><topic>Chromatography, High Pressure Liquid</topic><topic>Food industries</topic><topic>Fruit and vegetable industries</topic><topic>Fundamental and applied biological sciences. Psychology</topic><topic>Lens Plant - chemistry</topic><topic>Polymers - analysis</topic><topic>Proanthocyanidins - analysis</topic><topic>Proanthocyanidins - chemistry</topic><topic>Seeds - chemistry</topic><topic>Spectrometry, Mass, Electrospray Ionization</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Dueñas, M</creatorcontrib><creatorcontrib>Sun, Baoshan</creatorcontrib><creatorcontrib>Hernández, Teresa</creatorcontrib><creatorcontrib>Estrella, Isabel</creatorcontrib><creatorcontrib>Spranger, M. Isabel</creatorcontrib><collection>Istex</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><jtitle>Journal of agricultural and food chemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Dueñas, M</au><au>Sun, Baoshan</au><au>Hernández, Teresa</au><au>Estrella, Isabel</au><au>Spranger, M. Isabel</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Proanthocyanidin Composition in the Seed Coat of Lentils (Lens culinaris L.)</atitle><jtitle>Journal of agricultural and food chemistry</jtitle><addtitle>J. Agric. Food Chem</addtitle><date>2003-12-31</date><risdate>2003</risdate><volume>51</volume><issue>27</issue><spage>7999</spage><epage>8004</epage><pages>7999-8004</pages><issn>0021-8561</issn><eissn>1520-5118</eissn><coden>JAFCAU</coden><abstract>Lentils (Lens culinaris L.) are a popular food in many countries. However, little is known about their phenolic composition. Because polyphenols in lentils are located essentially in their seed coat, the objective of this work was to study the composition of proanthocyanidins, the major group of polyphenols, in this part of the tissue. The use of C18 Sep-Pak cartridges permitted the fractionation of lentil seed coat extract into monomer, oligomer, and polymer proanthocyanidin fractions. Subsequent thiolysis of oligomer and polymer fractions followed by HPLC analysis allowed the mean degree of polymerization (mDP) and the structural composition of proanthocyanidins to be determined. A fractionation of lentil seed coat extracts on a polyamide column followed by HPLC and HPLC-DAD-MS analyses was used to identify the individual proanthocyanidins. The results showed that the major monomeric flavan-3-ol was (+) catechin-3-glucose, with lesser amounts of (+)-catechin and (−)-epicatechin. In the oligomer fraction, various dimer, trimer, and tetramer proanthocyanidins constituted of catechin, gallocatechin, and catechin gallate units were identified, and several procyanidins and prodelphinidins from pentamers to nonamers constitute the polymer fraction. The most abundant proanthocyanidins in the seed coat of lentils are the polymers (65−75%), with a mDP of 7−9, followed by the oligomers (20−30%), with a mDP of 4−5. Keywords: Lentils; seed coat; proanthocyanidins</abstract><cop>Washington, DC</cop><pub>American Chemical Society</pub><pmid>14690386</pmid><doi>10.1021/jf0303215</doi><tpages>6</tpages></addata></record> |
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subjects | Benzaldehydes - analysis Biological and medical sciences Catechin - analysis Chromatography, High Pressure Liquid Food industries Fruit and vegetable industries Fundamental and applied biological sciences. Psychology Lens Plant - chemistry Polymers - analysis Proanthocyanidins - analysis Proanthocyanidins - chemistry Seeds - chemistry Spectrometry, Mass, Electrospray Ionization |
title | Proanthocyanidin Composition in the Seed Coat of Lentils (Lens culinaris L.) |
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