Composition of a Chemopreventive Proanthocyanidin-Rich Fraction from Cranberry Fruits Responsible for the Inhibition of 12-O-Tetradecanoyl Phorbol-13-acetate (TPA)-Induced Ornithine Decarboxylase (ODC) Activity
Phenolics from the American cranberry (Vaccinium macrocarpon) were fractionated into a series of proanthocyanidins and other flavonoid compounds by vacuum chromatography on a hydrophilic, porous polyvinylic gel permeation polymer. Antioxidant activity was not restricted to a particular class of comp...
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Veröffentlicht in: | Journal of agricultural and food chemistry 2002-02, Vol.50 (5), p.1063-1069 |
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creator | Kandil, Fayez E. Smith, Mary Ann L. Rogers, Randy B. Pépin, Marie-France Song, Lynda L. Pezzuto, John M. Seigler, David S. |
description | Phenolics from the American cranberry (Vaccinium macrocarpon) were fractionated into a series of proanthocyanidins and other flavonoid compounds by vacuum chromatography on a hydrophilic, porous polyvinylic gel permeation polymer. Antioxidant activity was not restricted to a particular class of components in the extract but was found in a wide range of the fractions. Significant chemopreventive activity, as indicated by an ornithine decarboxylase assay, was localized in one particular proanthocyanidin-rich fraction from the initial fractionation procedure. Further fractionation of the active anticarcinogenic fraction revealed the following components: seven flavonoids, mainly quercetin, myricetin, the corresponding 3-O-glycosides, (−)-epicatechin, (+)-catechin, and dimers of both gallocatechin and epigallocatechin types, and a series of oligomeric proanthocyanidins. Keywords: Anticarcinogenic activity; antioxidants; catechin; condensed tannins; cranberry; epicatechin; FRAP assay; ODC assay; proanthocyanidins; Vaccinium macrocarpon Ait. |
doi_str_mv | 10.1021/jf011136z |
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Antioxidant activity was not restricted to a particular class of components in the extract but was found in a wide range of the fractions. Significant chemopreventive activity, as indicated by an ornithine decarboxylase assay, was localized in one particular proanthocyanidin-rich fraction from the initial fractionation procedure. Further fractionation of the active anticarcinogenic fraction revealed the following components: seven flavonoids, mainly quercetin, myricetin, the corresponding 3-O-glycosides, (−)-epicatechin, (+)-catechin, and dimers of both gallocatechin and epigallocatechin types, and a series of oligomeric proanthocyanidins. Keywords: Anticarcinogenic activity; antioxidants; catechin; condensed tannins; cranberry; epicatechin; FRAP assay; ODC assay; proanthocyanidins; Vaccinium macrocarpon Ait.</description><identifier>ISSN: 0021-8561</identifier><identifier>EISSN: 1520-5118</identifier><identifier>DOI: 10.1021/jf011136z</identifier><identifier>PMID: 11853481</identifier><identifier>CODEN: JAFCAU</identifier><language>eng</language><publisher>Washington, DC: American Chemical Society</publisher><subject>Agronomy. Soil science and plant productions ; Animals ; Anthocyanins - chemistry ; Anti-Infective Agents - chemistry ; Anti-Infective Agents - pharmacology ; Antioxidants - pharmacology ; Biological and medical sciences ; Cell Line ; Chemical constitution ; Dimerization ; Economic plant physiology ; Epidermis - enzymology ; Flavonoids - chemistry ; Flavonoids - isolation & purification ; Flavonoids - pharmacology ; Fundamental and applied biological sciences. Psychology ; General pharmacology ; Medical sciences ; Mice ; Ornithine Decarboxylase - metabolism ; Ornithine Decarboxylase Inhibitors ; Pharmacognosy. Homeopathy. Health food ; Pharmacology. Drug treatments ; Plant Extracts - chemistry ; Proanthocyanidins ; Tetradecanoylphorbol Acetate - antagonists & inhibitors ; Tetradecanoylphorbol Acetate - pharmacology ; Vaccinium macrocarpon - chemistry</subject><ispartof>Journal of agricultural and food chemistry, 2002-02, Vol.50 (5), p.1063-1069</ispartof><rights>Copyright © 2002 American Chemical Society</rights><rights>2002 INIST-CNRS</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-a379t-6000cfbd8fdf57396f248d5feb03ac26fc0f3d9339ad7d60e4967ff4e6d1f0963</citedby><cites>FETCH-LOGICAL-a379t-6000cfbd8fdf57396f248d5feb03ac26fc0f3d9339ad7d60e4967ff4e6d1f0963</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/jf011136z$$EPDF$$P50$$Gacs$$H</linktopdf><linktohtml>$$Uhttps://pubs.acs.org/doi/10.1021/jf011136z$$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=13506877$$DView record in Pascal Francis$$Hfree_for_read</backlink><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/11853481$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Kandil, Fayez E.</creatorcontrib><creatorcontrib>Smith, Mary Ann L.</creatorcontrib><creatorcontrib>Rogers, Randy B.</creatorcontrib><creatorcontrib>Pépin, Marie-France</creatorcontrib><creatorcontrib>Song, Lynda L.</creatorcontrib><creatorcontrib>Pezzuto, John M.</creatorcontrib><creatorcontrib>Seigler, David S.</creatorcontrib><title>Composition of a Chemopreventive Proanthocyanidin-Rich Fraction from Cranberry Fruits Responsible for the Inhibition of 12-O-Tetradecanoyl Phorbol-13-acetate (TPA)-Induced Ornithine Decarboxylase (ODC) Activity</title><title>Journal of agricultural and food chemistry</title><addtitle>J. Agric. Food Chem</addtitle><description>Phenolics from the American cranberry (Vaccinium macrocarpon) were fractionated into a series of proanthocyanidins and other flavonoid compounds by vacuum chromatography on a hydrophilic, porous polyvinylic gel permeation polymer. Antioxidant activity was not restricted to a particular class of components in the extract but was found in a wide range of the fractions. Significant chemopreventive activity, as indicated by an ornithine decarboxylase assay, was localized in one particular proanthocyanidin-rich fraction from the initial fractionation procedure. Further fractionation of the active anticarcinogenic fraction revealed the following components: seven flavonoids, mainly quercetin, myricetin, the corresponding 3-O-glycosides, (−)-epicatechin, (+)-catechin, and dimers of both gallocatechin and epigallocatechin types, and a series of oligomeric proanthocyanidins. Keywords: Anticarcinogenic activity; antioxidants; catechin; condensed tannins; cranberry; epicatechin; FRAP assay; ODC assay; proanthocyanidins; Vaccinium macrocarpon Ait.</description><subject>Agronomy. Soil science and plant productions</subject><subject>Animals</subject><subject>Anthocyanins - chemistry</subject><subject>Anti-Infective Agents - chemistry</subject><subject>Anti-Infective Agents - pharmacology</subject><subject>Antioxidants - pharmacology</subject><subject>Biological and medical sciences</subject><subject>Cell Line</subject><subject>Chemical constitution</subject><subject>Dimerization</subject><subject>Economic plant physiology</subject><subject>Epidermis - enzymology</subject><subject>Flavonoids - chemistry</subject><subject>Flavonoids - isolation & purification</subject><subject>Flavonoids - pharmacology</subject><subject>Fundamental and applied biological sciences. Psychology</subject><subject>General pharmacology</subject><subject>Medical sciences</subject><subject>Mice</subject><subject>Ornithine Decarboxylase - metabolism</subject><subject>Ornithine Decarboxylase Inhibitors</subject><subject>Pharmacognosy. Homeopathy. Health food</subject><subject>Pharmacology. Drug treatments</subject><subject>Plant Extracts - chemistry</subject><subject>Proanthocyanidins</subject><subject>Tetradecanoylphorbol Acetate - antagonists & inhibitors</subject><subject>Tetradecanoylphorbol Acetate - pharmacology</subject><subject>Vaccinium macrocarpon - chemistry</subject><issn>0021-8561</issn><issn>1520-5118</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2002</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNptkc1uEzEUhUcIRNPCghdA3iA1C4MdZzwzy2hKaaRKidIg2I089rXGYWJHthN1eMw-EYZEyYbVle757o_OybIPlHymZEK_bDShlDL--1U2ovmE4JzS8nU2IknEZc7pVXYdwoYQUuYFeZtdJTln05KOspfabXcumGicRU4jgeoOtm7n4QA2mgOgpXfCxs7JQVijjMUrIzt074X8N6O926LaC9uC90Pq700MaAVh52wwbQ9IO49iB2huO9OeD9EJXuA1RC8USGHd0KNl53zrekwZFhKiiIBu18vZGM-t2ktQaOGtiZ2xgO7STGKfh16ERC3u6jGapYcOJg7vsjda9AHen-pN9v3-67p-wI-Lb_N69ogFK6qIebJD6laVWum8YBXXk2mpcg0tYUJOuJZEM1UxVglVKE5gWvFC6ylwRTWpOLvJxse90rsQPOhm581W-KGhpPmbS3POJbEfj-xu325BXchTEAn4dAJEkKLXyVBpwoVjOeFlUSQOHzkTIjyfdeF_NbxgRd6sl0_N0w_OHqriZ7O67BUyNBu39zZZ8p8H_wC_mrRT</recordid><startdate>20020227</startdate><enddate>20020227</enddate><creator>Kandil, Fayez E.</creator><creator>Smith, Mary Ann L.</creator><creator>Rogers, Randy B.</creator><creator>Pépin, Marie-France</creator><creator>Song, Lynda L.</creator><creator>Pezzuto, John M.</creator><creator>Seigler, David S.</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></search><sort><creationdate>20020227</creationdate><title>Composition of a Chemopreventive Proanthocyanidin-Rich Fraction from Cranberry Fruits Responsible for the Inhibition of 12-O-Tetradecanoyl Phorbol-13-acetate (TPA)-Induced Ornithine Decarboxylase (ODC) Activity</title><author>Kandil, Fayez E. ; Smith, Mary Ann L. ; Rogers, Randy B. ; Pépin, Marie-France ; Song, Lynda L. ; Pezzuto, John M. ; Seigler, David S.</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-a379t-6000cfbd8fdf57396f248d5feb03ac26fc0f3d9339ad7d60e4967ff4e6d1f0963</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2002</creationdate><topic>Agronomy. Soil science and plant productions</topic><topic>Animals</topic><topic>Anthocyanins - chemistry</topic><topic>Anti-Infective Agents - chemistry</topic><topic>Anti-Infective Agents - pharmacology</topic><topic>Antioxidants - pharmacology</topic><topic>Biological and medical sciences</topic><topic>Cell Line</topic><topic>Chemical constitution</topic><topic>Dimerization</topic><topic>Economic plant physiology</topic><topic>Epidermis - enzymology</topic><topic>Flavonoids - chemistry</topic><topic>Flavonoids - isolation & purification</topic><topic>Flavonoids - pharmacology</topic><topic>Fundamental and applied biological sciences. Psychology</topic><topic>General pharmacology</topic><topic>Medical sciences</topic><topic>Mice</topic><topic>Ornithine Decarboxylase - metabolism</topic><topic>Ornithine Decarboxylase Inhibitors</topic><topic>Pharmacognosy. Homeopathy. Health food</topic><topic>Pharmacology. Drug treatments</topic><topic>Plant Extracts - chemistry</topic><topic>Proanthocyanidins</topic><topic>Tetradecanoylphorbol Acetate - antagonists & inhibitors</topic><topic>Tetradecanoylphorbol Acetate - pharmacology</topic><topic>Vaccinium macrocarpon - chemistry</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Kandil, Fayez E.</creatorcontrib><creatorcontrib>Smith, Mary Ann L.</creatorcontrib><creatorcontrib>Rogers, Randy B.</creatorcontrib><creatorcontrib>Pépin, Marie-France</creatorcontrib><creatorcontrib>Song, Lynda L.</creatorcontrib><creatorcontrib>Pezzuto, John M.</creatorcontrib><creatorcontrib>Seigler, David S.</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><jtitle>Journal of agricultural and food chemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Kandil, Fayez E.</au><au>Smith, Mary Ann L.</au><au>Rogers, Randy B.</au><au>Pépin, Marie-France</au><au>Song, Lynda L.</au><au>Pezzuto, John M.</au><au>Seigler, David S.</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Composition of a Chemopreventive Proanthocyanidin-Rich Fraction from Cranberry Fruits Responsible for the Inhibition of 12-O-Tetradecanoyl Phorbol-13-acetate (TPA)-Induced Ornithine Decarboxylase (ODC) Activity</atitle><jtitle>Journal of agricultural and food chemistry</jtitle><addtitle>J. Agric. Food Chem</addtitle><date>2002-02-27</date><risdate>2002</risdate><volume>50</volume><issue>5</issue><spage>1063</spage><epage>1069</epage><pages>1063-1069</pages><issn>0021-8561</issn><eissn>1520-5118</eissn><coden>JAFCAU</coden><abstract>Phenolics from the American cranberry (Vaccinium macrocarpon) were fractionated into a series of proanthocyanidins and other flavonoid compounds by vacuum chromatography on a hydrophilic, porous polyvinylic gel permeation polymer. Antioxidant activity was not restricted to a particular class of components in the extract but was found in a wide range of the fractions. Significant chemopreventive activity, as indicated by an ornithine decarboxylase assay, was localized in one particular proanthocyanidin-rich fraction from the initial fractionation procedure. Further fractionation of the active anticarcinogenic fraction revealed the following components: seven flavonoids, mainly quercetin, myricetin, the corresponding 3-O-glycosides, (−)-epicatechin, (+)-catechin, and dimers of both gallocatechin and epigallocatechin types, and a series of oligomeric proanthocyanidins. Keywords: Anticarcinogenic activity; antioxidants; catechin; condensed tannins; cranberry; epicatechin; FRAP assay; ODC assay; proanthocyanidins; Vaccinium macrocarpon Ait.</abstract><cop>Washington, DC</cop><pub>American Chemical Society</pub><pmid>11853481</pmid><doi>10.1021/jf011136z</doi><tpages>7</tpages></addata></record> |
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subjects | Agronomy. Soil science and plant productions Animals Anthocyanins - chemistry Anti-Infective Agents - chemistry Anti-Infective Agents - pharmacology Antioxidants - pharmacology Biological and medical sciences Cell Line Chemical constitution Dimerization Economic plant physiology Epidermis - enzymology Flavonoids - chemistry Flavonoids - isolation & purification Flavonoids - pharmacology Fundamental and applied biological sciences. Psychology General pharmacology Medical sciences Mice Ornithine Decarboxylase - metabolism Ornithine Decarboxylase Inhibitors Pharmacognosy. Homeopathy. Health food Pharmacology. Drug treatments Plant Extracts - chemistry Proanthocyanidins Tetradecanoylphorbol Acetate - antagonists & inhibitors Tetradecanoylphorbol Acetate - pharmacology Vaccinium macrocarpon - chemistry |
title | Composition of a Chemopreventive Proanthocyanidin-Rich Fraction from Cranberry Fruits Responsible for the Inhibition of 12-O-Tetradecanoyl Phorbol-13-acetate (TPA)-Induced Ornithine Decarboxylase (ODC) Activity |
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