Switchgrass Water Extracts: Extraction, Separation and Biological Activity of Rutin and Quercitrin
Switchgrass (Panicum virgatum L.) has recently received significant attention as a possible feedstock for the production of liquid fuels such as ethanol. In addition, switchgrass may also be a source of valuable co-products, such as antioxidants, and our laboratory recently reported that switchgrass...
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Veröffentlicht in: | Journal of agricultural and food chemistry 2009-09, Vol.57 (17), p.7763-7770 |
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container_title | Journal of agricultural and food chemistry |
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creator | Uppugundla, Nirmal Engelberth, Abigail Vandhana Ravindranath, Sathya Clausen, Edgar C Lay, Jackson O Gidden, Jennifer Carrier, Danielle Julie |
description | Switchgrass (Panicum virgatum L.) has recently received significant attention as a possible feedstock for the production of liquid fuels such as ethanol. In addition, switchgrass may also be a source of valuable co-products, such as antioxidants, and our laboratory recently reported that switchgrass contains policosanols and α-tocopherol. Motivation for this work began when a switchgrass sample was extracted with water at 50 °C and was then tested for low-density lipoprotein (LDL) oxidation inhibition activity using the Thiobarbituric Acid Reactive Substances (TBARS) assay. The TBARS results showed that the switchgrass water extracts inhibited LDL oxidation by as much as 70% in comparison to the control. Liquid chromatography coupled with mass spectrometry (LC-MS) and high performance liquid chromatography (HPLC) were used to identify the compounds that were responsible for LDL oxidation inhibition activity as flavonoids: quercitrin (quercetin-3-O-rhamnoside) and rutin (quercetin-3-O-rutinoside). To maximize flavonoid concentrations, switchgrass was then extracted with water and 60% methanol at different temperatures. The 60% methanol treatment resulted in higher rutin and quercitrin yields when compared to water-only extraction; however, the use of this solvent would not be practical with current biorefinery technology. Centrifugal partition chromatography (CPC) was then used to purify rutin and quercitrin from the switchgrass water extract, which were then tested via the TBARS assay and shown to exhibit lipid peroxidation inhibition activity similar to that obtained with pure flavonoid standards. This is the first report on the presence of rutin and quercitrin in switchgrass. The results support the extraction of viable coproducts from switchgrass prior to conversion to liquid fuel. |
doi_str_mv | 10.1021/jf900998q |
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In addition, switchgrass may also be a source of valuable co-products, such as antioxidants, and our laboratory recently reported that switchgrass contains policosanols and α-tocopherol. Motivation for this work began when a switchgrass sample was extracted with water at 50 °C and was then tested for low-density lipoprotein (LDL) oxidation inhibition activity using the Thiobarbituric Acid Reactive Substances (TBARS) assay. The TBARS results showed that the switchgrass water extracts inhibited LDL oxidation by as much as 70% in comparison to the control. Liquid chromatography coupled with mass spectrometry (LC-MS) and high performance liquid chromatography (HPLC) were used to identify the compounds that were responsible for LDL oxidation inhibition activity as flavonoids: quercitrin (quercetin-3-O-rhamnoside) and rutin (quercetin-3-O-rutinoside). To maximize flavonoid concentrations, switchgrass was then extracted with water and 60% methanol at different temperatures. The 60% methanol treatment resulted in higher rutin and quercitrin yields when compared to water-only extraction; however, the use of this solvent would not be practical with current biorefinery technology. Centrifugal partition chromatography (CPC) was then used to purify rutin and quercitrin from the switchgrass water extract, which were then tested via the TBARS assay and shown to exhibit lipid peroxidation inhibition activity similar to that obtained with pure flavonoid standards. This is the first report on the presence of rutin and quercitrin in switchgrass. The results support the extraction of viable coproducts from switchgrass prior to conversion to liquid fuel.</description><identifier>ISSN: 0021-8561</identifier><identifier>EISSN: 1520-5118</identifier><identifier>DOI: 10.1021/jf900998q</identifier><identifier>PMID: 19691281</identifier><identifier>CODEN: JAFCAU</identifier><language>eng</language><publisher>Washington, DC: American Chemical Society</publisher><subject>antioxidant activity ; Antioxidants - isolation & purification ; Biofuels and Bioproducts Chemistry ; Biological and medical sciences ; extraction ; flavonoids ; Food engineering ; Food industries ; Fundamental and applied biological sciences. Psychology ; General aspects ; Humans ; lipid peroxidation ; Lipid Peroxidation - drug effects ; Lipoproteins, LDL - chemistry ; low density lipoprotein ; methanol ; Panicum - chemistry ; Panicum virgatum ; phytochemicals ; plant extracts ; Plant Extracts - chemistry ; quantitative analysis ; Quercetin - analogs & derivatives ; Quercetin - isolation & purification ; Quercetin - pharmacology ; quercitrin ; rutin ; Rutin - isolation & purification ; Rutin - pharmacology ; separation ; Thiobarbituric Acid Reactive Substances - analysis ; water</subject><ispartof>Journal of agricultural and food chemistry, 2009-09, Vol.57 (17), p.7763-7770</ispartof><rights>Copyright © 2009 American Chemical Society</rights><rights>2009 INIST-CNRS</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-a434t-fd8ac3d76d40ca68ec7681793bb2ed652c540a730f25d8ee4fefccbabb9df9423</citedby></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://pubs.acs.org/doi/pdf/10.1021/jf900998q$$EPDF$$P50$$Gacs$$H</linktopdf><linktohtml>$$Uhttps://pubs.acs.org/doi/10.1021/jf900998q$$EHTML$$P50$$Gacs$$H</linktohtml><link.rule.ids>314,776,780,2752,27053,27901,27902,56713,56763</link.rule.ids><backlink>$$Uhttp://pascal-francis.inist.fr/vibad/index.php?action=getRecordDetail&idt=22077360$$DView record in Pascal Francis$$Hfree_for_read</backlink><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/19691281$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Uppugundla, Nirmal</creatorcontrib><creatorcontrib>Engelberth, Abigail</creatorcontrib><creatorcontrib>Vandhana Ravindranath, Sathya</creatorcontrib><creatorcontrib>Clausen, Edgar C</creatorcontrib><creatorcontrib>Lay, Jackson O</creatorcontrib><creatorcontrib>Gidden, Jennifer</creatorcontrib><creatorcontrib>Carrier, Danielle Julie</creatorcontrib><title>Switchgrass Water Extracts: Extraction, Separation and Biological Activity of Rutin and Quercitrin</title><title>Journal of agricultural and food chemistry</title><addtitle>J. Agric. Food Chem</addtitle><description>Switchgrass (Panicum virgatum L.) has recently received significant attention as a possible feedstock for the production of liquid fuels such as ethanol. In addition, switchgrass may also be a source of valuable co-products, such as antioxidants, and our laboratory recently reported that switchgrass contains policosanols and α-tocopherol. Motivation for this work began when a switchgrass sample was extracted with water at 50 °C and was then tested for low-density lipoprotein (LDL) oxidation inhibition activity using the Thiobarbituric Acid Reactive Substances (TBARS) assay. The TBARS results showed that the switchgrass water extracts inhibited LDL oxidation by as much as 70% in comparison to the control. Liquid chromatography coupled with mass spectrometry (LC-MS) and high performance liquid chromatography (HPLC) were used to identify the compounds that were responsible for LDL oxidation inhibition activity as flavonoids: quercitrin (quercetin-3-O-rhamnoside) and rutin (quercetin-3-O-rutinoside). To maximize flavonoid concentrations, switchgrass was then extracted with water and 60% methanol at different temperatures. The 60% methanol treatment resulted in higher rutin and quercitrin yields when compared to water-only extraction; however, the use of this solvent would not be practical with current biorefinery technology. Centrifugal partition chromatography (CPC) was then used to purify rutin and quercitrin from the switchgrass water extract, which were then tested via the TBARS assay and shown to exhibit lipid peroxidation inhibition activity similar to that obtained with pure flavonoid standards. This is the first report on the presence of rutin and quercitrin in switchgrass. The results support the extraction of viable coproducts from switchgrass prior to conversion to liquid fuel.</description><subject>antioxidant activity</subject><subject>Antioxidants - isolation & purification</subject><subject>Biofuels and Bioproducts Chemistry</subject><subject>Biological and medical sciences</subject><subject>extraction</subject><subject>flavonoids</subject><subject>Food engineering</subject><subject>Food industries</subject><subject>Fundamental and applied biological sciences. Psychology</subject><subject>General aspects</subject><subject>Humans</subject><subject>lipid peroxidation</subject><subject>Lipid Peroxidation - drug effects</subject><subject>Lipoproteins, LDL - chemistry</subject><subject>low density lipoprotein</subject><subject>methanol</subject><subject>Panicum - chemistry</subject><subject>Panicum virgatum</subject><subject>phytochemicals</subject><subject>plant extracts</subject><subject>Plant Extracts - chemistry</subject><subject>quantitative analysis</subject><subject>Quercetin - analogs & derivatives</subject><subject>Quercetin - isolation & purification</subject><subject>Quercetin - pharmacology</subject><subject>quercitrin</subject><subject>rutin</subject><subject>Rutin - isolation & purification</subject><subject>Rutin - pharmacology</subject><subject>separation</subject><subject>Thiobarbituric Acid Reactive Substances - analysis</subject><subject>water</subject><issn>0021-8561</issn><issn>1520-5118</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2009</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNpt0E1v1DAQBmALgei2cOAPQC4IVSIw_khscytVW5AqIVgqjtHEsRevsvHWdlr673G1S3vhNCPNo1ejl5BXFD5QYPTj2mkArdX1E7KgDYO6oVQ9JQsox1o1LT0ghymtAUA1Ep6TA6pbTZmiC9Ivb302v1cRU6p-YbaxOvuTI5qcPv3bfJjeV0u7xYj3e4XTUH32YQwrb3CsToq48fmuCq76MWe_A99nG43P0U8vyDOHY7Iv9_OIXJ2f_Tz9Ul9-u_h6enJZo-Ai125QaPgg20GAwVZZI1tFpeZ9z-zQNsw0AlBycKwZlLXCWWdMj32vB6cF40fk3S53G8P1bFPuNj4ZO4442TCnTnIBXFChizzeSRNDStG6bhv9BuNdR6G7b7R7aLTY1_vUud_Y4VHuKyzg7R5gKnW4iJPx6cExBlLyFop7s3MOQ4erWMzVkgHlQFupmBaPSWhStw5znEpd_3npL36GlKg</recordid><startdate>20090909</startdate><enddate>20090909</enddate><creator>Uppugundla, Nirmal</creator><creator>Engelberth, Abigail</creator><creator>Vandhana Ravindranath, Sathya</creator><creator>Clausen, Edgar C</creator><creator>Lay, Jackson O</creator><creator>Gidden, Jennifer</creator><creator>Carrier, Danielle Julie</creator><general>American Chemical Society</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></search><sort><creationdate>20090909</creationdate><title>Switchgrass Water Extracts: Extraction, Separation and Biological Activity of Rutin and Quercitrin</title><author>Uppugundla, Nirmal ; Engelberth, Abigail ; Vandhana Ravindranath, Sathya ; Clausen, Edgar C ; Lay, Jackson O ; Gidden, Jennifer ; Carrier, Danielle Julie</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-a434t-fd8ac3d76d40ca68ec7681793bb2ed652c540a730f25d8ee4fefccbabb9df9423</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2009</creationdate><topic>antioxidant activity</topic><topic>Antioxidants - isolation & purification</topic><topic>Biofuels and Bioproducts Chemistry</topic><topic>Biological and medical sciences</topic><topic>extraction</topic><topic>flavonoids</topic><topic>Food engineering</topic><topic>Food industries</topic><topic>Fundamental and applied biological sciences. Psychology</topic><topic>General aspects</topic><topic>Humans</topic><topic>lipid peroxidation</topic><topic>Lipid Peroxidation - drug effects</topic><topic>Lipoproteins, LDL - chemistry</topic><topic>low density lipoprotein</topic><topic>methanol</topic><topic>Panicum - chemistry</topic><topic>Panicum virgatum</topic><topic>phytochemicals</topic><topic>plant extracts</topic><topic>Plant Extracts - chemistry</topic><topic>quantitative analysis</topic><topic>Quercetin - analogs & derivatives</topic><topic>Quercetin - isolation & purification</topic><topic>Quercetin - pharmacology</topic><topic>quercitrin</topic><topic>rutin</topic><topic>Rutin - isolation & purification</topic><topic>Rutin - pharmacology</topic><topic>separation</topic><topic>Thiobarbituric Acid Reactive Substances - analysis</topic><topic>water</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Uppugundla, Nirmal</creatorcontrib><creatorcontrib>Engelberth, Abigail</creatorcontrib><creatorcontrib>Vandhana Ravindranath, Sathya</creatorcontrib><creatorcontrib>Clausen, Edgar C</creatorcontrib><creatorcontrib>Lay, Jackson O</creatorcontrib><creatorcontrib>Gidden, Jennifer</creatorcontrib><creatorcontrib>Carrier, Danielle Julie</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><jtitle>Journal of agricultural and food chemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Uppugundla, Nirmal</au><au>Engelberth, Abigail</au><au>Vandhana Ravindranath, Sathya</au><au>Clausen, Edgar C</au><au>Lay, Jackson O</au><au>Gidden, Jennifer</au><au>Carrier, Danielle Julie</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Switchgrass Water Extracts: Extraction, Separation and Biological Activity of Rutin and Quercitrin</atitle><jtitle>Journal of agricultural and food chemistry</jtitle><addtitle>J. Agric. Food Chem</addtitle><date>2009-09-09</date><risdate>2009</risdate><volume>57</volume><issue>17</issue><spage>7763</spage><epage>7770</epage><pages>7763-7770</pages><issn>0021-8561</issn><eissn>1520-5118</eissn><coden>JAFCAU</coden><abstract>Switchgrass (Panicum virgatum L.) has recently received significant attention as a possible feedstock for the production of liquid fuels such as ethanol. In addition, switchgrass may also be a source of valuable co-products, such as antioxidants, and our laboratory recently reported that switchgrass contains policosanols and α-tocopherol. Motivation for this work began when a switchgrass sample was extracted with water at 50 °C and was then tested for low-density lipoprotein (LDL) oxidation inhibition activity using the Thiobarbituric Acid Reactive Substances (TBARS) assay. The TBARS results showed that the switchgrass water extracts inhibited LDL oxidation by as much as 70% in comparison to the control. Liquid chromatography coupled with mass spectrometry (LC-MS) and high performance liquid chromatography (HPLC) were used to identify the compounds that were responsible for LDL oxidation inhibition activity as flavonoids: quercitrin (quercetin-3-O-rhamnoside) and rutin (quercetin-3-O-rutinoside). To maximize flavonoid concentrations, switchgrass was then extracted with water and 60% methanol at different temperatures. The 60% methanol treatment resulted in higher rutin and quercitrin yields when compared to water-only extraction; however, the use of this solvent would not be practical with current biorefinery technology. Centrifugal partition chromatography (CPC) was then used to purify rutin and quercitrin from the switchgrass water extract, which were then tested via the TBARS assay and shown to exhibit lipid peroxidation inhibition activity similar to that obtained with pure flavonoid standards. This is the first report on the presence of rutin and quercitrin in switchgrass. The results support the extraction of viable coproducts from switchgrass prior to conversion to liquid fuel.</abstract><cop>Washington, DC</cop><pub>American Chemical Society</pub><pmid>19691281</pmid><doi>10.1021/jf900998q</doi><tpages>8</tpages></addata></record> |
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subjects | antioxidant activity Antioxidants - isolation & purification Biofuels and Bioproducts Chemistry Biological and medical sciences extraction flavonoids Food engineering Food industries Fundamental and applied biological sciences. Psychology General aspects Humans lipid peroxidation Lipid Peroxidation - drug effects Lipoproteins, LDL - chemistry low density lipoprotein methanol Panicum - chemistry Panicum virgatum phytochemicals plant extracts Plant Extracts - chemistry quantitative analysis Quercetin - analogs & derivatives Quercetin - isolation & purification Quercetin - pharmacology quercitrin rutin Rutin - isolation & purification Rutin - pharmacology separation Thiobarbituric Acid Reactive Substances - analysis water |
title | Switchgrass Water Extracts: Extraction, Separation and Biological Activity of Rutin and Quercitrin |
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