Bioavailability Is Improved by Enzymatic Modification of the Citrus Flavonoid Hesperidin in Humans: A Randomized, Double-Blind, Crossover Trial
Hesperidin is the predominant polyphenol consumed from citrus fruits and juices. However, hesperidin is proposed to have limited bioavailability due to the rutinoside moiety attached to the flavonoid. The aim of this study was to demonstrate in human subjects that the removal of the rhamnose group t...
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| Veröffentlicht in: | The Journal of nutrition 2006-02, Vol.136 (2), p.404-408 |
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| creator | Nielsen, Inge Lise F Chee, Winnie S. S Poulsen, Lea Offord-Cavin, Elizabeth Rasmussen, Salka E Frederiksen, Hanne Enslen, Marc Barron, Denis Horcajada, Marie-Noelle Williamson, Gary |
| description | Hesperidin is the predominant polyphenol consumed from citrus fruits and juices. However, hesperidin is proposed to have limited bioavailability due to the rutinoside moiety attached to the flavonoid. The aim of this study was to demonstrate in human subjects that the removal of the rhamnose group to yield the corresponding flavonoid glucoside (i.e., hesperetin-7-glucoside) will improve the bioavailability of the aglycone hesperetin. Healthy volunteers (n = 16) completed the double-blind, randomized, crossover study. Subjects randomly consumed hesperetin equivalents supplied as orange juice with natural hesperidin ("low dose"), orange juice treated with hesperidinase enzyme to yield hesperetin-7-glucoside, and orange juice fortified to obtain 3 times more hesperidin than naturally present ("high dose"). The area under the curve (AUC) for total plasma hesperetin of subjects consuming hesperetin-7-glucoside juice was 2-fold higher than that of subjects consuming the "low" dose hesperidin juice [3.45 ± 1.27 vs. 1.16 ± 0.52 mmol/(L·h), respectively, P > 0.0001]. The AUC for hesperetin after consuming the hesperetin-7-glucoside juice was improved to the level of the "high" dose hesperidin juice [4.16 ± 1.50 mmol/(L·h)]. The peak plasma concentrations (C[subscript max]) of hesperetin were 4-fold higher (2.60 ± 1.07 mmol/L, P < 0.0001) after subjects consumed hesperetin-7-glucoside juice compared with those consuming "low" dose hesperidin juice (0.48 ± 0.27 mmol/L), and 1.5-fold higher than those consuming "high" dose hesperidin juice (1.05 ± 0.25 mmol/L). The corresponding T[subscript max] was much faster (0.6 ± 0.1 h, P < 0.0001) after subjects consumed hesperetin-7-glucoside juice compared with "low" dose (7.0 ± 3.0 h) and "high" dose (7.4 ± 2.0 h) hesperidin juices. The results of this study demonstrated that the bioavailability of hesperidin was modulated by enzymatic conversion to hesperetin-7-glucoside, thus changing the absorption site from the colon to the small intestine. This may affect future interventions concerning the health benefits of citrus flavonoids. |
| doi_str_mv | 10.1093/jn/136.2.404 |
| format | Article |
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S ; Poulsen, Lea ; Offord-Cavin, Elizabeth ; Rasmussen, Salka E ; Frederiksen, Hanne ; Enslen, Marc ; Barron, Denis ; Horcajada, Marie-Noelle ; Williamson, Gary</creator><creatorcontrib>Nielsen, Inge Lise F ; Chee, Winnie S. S ; Poulsen, Lea ; Offord-Cavin, Elizabeth ; Rasmussen, Salka E ; Frederiksen, Hanne ; Enslen, Marc ; Barron, Denis ; Horcajada, Marie-Noelle ; Williamson, Gary</creatorcontrib><description>Hesperidin is the predominant polyphenol consumed from citrus fruits and juices. However, hesperidin is proposed to have limited bioavailability due to the rutinoside moiety attached to the flavonoid. The aim of this study was to demonstrate in human subjects that the removal of the rhamnose group to yield the corresponding flavonoid glucoside (i.e., hesperetin-7-glucoside) will improve the bioavailability of the aglycone hesperetin. Healthy volunteers (n = 16) completed the double-blind, randomized, crossover study. Subjects randomly consumed hesperetin equivalents supplied as orange juice with natural hesperidin ("low dose"), orange juice treated with hesperidinase enzyme to yield hesperetin-7-glucoside, and orange juice fortified to obtain 3 times more hesperidin than naturally present ("high dose"). The area under the curve (AUC) for total plasma hesperetin of subjects consuming hesperetin-7-glucoside juice was 2-fold higher than that of subjects consuming the "low" dose hesperidin juice [3.45 ± 1.27 vs. 1.16 ± 0.52 mmol/(L·h), respectively, P > 0.0001]. The AUC for hesperetin after consuming the hesperetin-7-glucoside juice was improved to the level of the "high" dose hesperidin juice [4.16 ± 1.50 mmol/(L·h)]. The peak plasma concentrations (C[subscript max]) of hesperetin were 4-fold higher (2.60 ± 1.07 mmol/L, P < 0.0001) after subjects consumed hesperetin-7-glucoside juice compared with those consuming "low" dose hesperidin juice (0.48 ± 0.27 mmol/L), and 1.5-fold higher than those consuming "high" dose hesperidin juice (1.05 ± 0.25 mmol/L). The corresponding T[subscript max] was much faster (0.6 ± 0.1 h, P < 0.0001) after subjects consumed hesperetin-7-glucoside juice compared with "low" dose (7.0 ± 3.0 h) and "high" dose (7.4 ± 2.0 h) hesperidin juices. The results of this study demonstrated that the bioavailability of hesperidin was modulated by enzymatic conversion to hesperetin-7-glucoside, thus changing the absorption site from the colon to the small intestine. This may affect future interventions concerning the health benefits of citrus flavonoids.</description><identifier>ISSN: 0022-3166</identifier><identifier>EISSN: 1541-6100</identifier><identifier>DOI: 10.1093/jn/136.2.404</identifier><identifier>PMID: 16424119</identifier><identifier>CODEN: JONUAI</identifier><language>eng</language><publisher>Bethesda, MD: American Society for Nutritional Sciences</publisher><subject>Adult ; bioavailability ; Biological and medical sciences ; Biological Availability ; Citrus - chemistry ; citrus fruits ; colon ; Cross-Over Studies ; Double-Blind Method ; enzymatic reactions ; Feeding. Feeding behavior ; Female ; Food and Nutrition ; food fortification ; Fundamental and applied biological sciences. Psychology ; glucosides ; hesperetin ; hesperidin ; Hesperidin - chemistry ; Hesperidin - metabolism ; Hesperidin - pharmacokinetics ; hesperidinase ; human nutrition ; Humans ; intestinal absorption ; Life Sciences ; Male ; metabolism ; Molecular Structure ; orange juice ; pharmacokinetics ; rhamnose ; rutin ; small intestine ; Time Factors ; Vertebrates: anatomy and physiology, studies on body, several organs or systems</subject><ispartof>The Journal of nutrition, 2006-02, Vol.136 (2), p.404-408</ispartof><rights>2006 INIST-CNRS</rights><rights>Distributed under a Creative Commons Attribution 4.0 International License</rights><lds50>peer_reviewed</lds50><oa>free_for_read</oa><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c481t-8c55d7c075484996f57debc88e17e1c35b250d68eb8536dc094a42bec9557eee3</citedby><cites>FETCH-LOGICAL-c481t-8c55d7c075484996f57debc88e17e1c35b250d68eb8536dc094a42bec9557eee3</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>230,314,776,780,881,27901,27902</link.rule.ids><backlink>$$Uhttp://pascal-francis.inist.fr/vibad/index.php?action=getRecordDetail&idt=17448201$$DView record in Pascal Francis$$Hfree_for_read</backlink><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/16424119$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink><backlink>$$Uhttps://hal.inrae.fr/hal-02664045$$DView record in HAL$$Hfree_for_read</backlink></links><search><creatorcontrib>Nielsen, Inge Lise F</creatorcontrib><creatorcontrib>Chee, Winnie S. S</creatorcontrib><creatorcontrib>Poulsen, Lea</creatorcontrib><creatorcontrib>Offord-Cavin, Elizabeth</creatorcontrib><creatorcontrib>Rasmussen, Salka E</creatorcontrib><creatorcontrib>Frederiksen, Hanne</creatorcontrib><creatorcontrib>Enslen, Marc</creatorcontrib><creatorcontrib>Barron, Denis</creatorcontrib><creatorcontrib>Horcajada, Marie-Noelle</creatorcontrib><creatorcontrib>Williamson, Gary</creatorcontrib><title>Bioavailability Is Improved by Enzymatic Modification of the Citrus Flavonoid Hesperidin in Humans: A Randomized, Double-Blind, Crossover Trial</title><title>The Journal of nutrition</title><addtitle>J Nutr</addtitle><description>Hesperidin is the predominant polyphenol consumed from citrus fruits and juices. However, hesperidin is proposed to have limited bioavailability due to the rutinoside moiety attached to the flavonoid. The aim of this study was to demonstrate in human subjects that the removal of the rhamnose group to yield the corresponding flavonoid glucoside (i.e., hesperetin-7-glucoside) will improve the bioavailability of the aglycone hesperetin. Healthy volunteers (n = 16) completed the double-blind, randomized, crossover study. Subjects randomly consumed hesperetin equivalents supplied as orange juice with natural hesperidin ("low dose"), orange juice treated with hesperidinase enzyme to yield hesperetin-7-glucoside, and orange juice fortified to obtain 3 times more hesperidin than naturally present ("high dose"). The area under the curve (AUC) for total plasma hesperetin of subjects consuming hesperetin-7-glucoside juice was 2-fold higher than that of subjects consuming the "low" dose hesperidin juice [3.45 ± 1.27 vs. 1.16 ± 0.52 mmol/(L·h), respectively, P > 0.0001]. The AUC for hesperetin after consuming the hesperetin-7-glucoside juice was improved to the level of the "high" dose hesperidin juice [4.16 ± 1.50 mmol/(L·h)]. The peak plasma concentrations (C[subscript max]) of hesperetin were 4-fold higher (2.60 ± 1.07 mmol/L, P < 0.0001) after subjects consumed hesperetin-7-glucoside juice compared with those consuming "low" dose hesperidin juice (0.48 ± 0.27 mmol/L), and 1.5-fold higher than those consuming "high" dose hesperidin juice (1.05 ± 0.25 mmol/L). The corresponding T[subscript max] was much faster (0.6 ± 0.1 h, P < 0.0001) after subjects consumed hesperetin-7-glucoside juice compared with "low" dose (7.0 ± 3.0 h) and "high" dose (7.4 ± 2.0 h) hesperidin juices. The results of this study demonstrated that the bioavailability of hesperidin was modulated by enzymatic conversion to hesperetin-7-glucoside, thus changing the absorption site from the colon to the small intestine. This may affect future interventions concerning the health benefits of citrus flavonoids.</description><subject>Adult</subject><subject>bioavailability</subject><subject>Biological and medical sciences</subject><subject>Biological Availability</subject><subject>Citrus - chemistry</subject><subject>citrus fruits</subject><subject>colon</subject><subject>Cross-Over Studies</subject><subject>Double-Blind Method</subject><subject>enzymatic reactions</subject><subject>Feeding. Feeding behavior</subject><subject>Female</subject><subject>Food and Nutrition</subject><subject>food fortification</subject><subject>Fundamental and applied biological sciences. Psychology</subject><subject>glucosides</subject><subject>hesperetin</subject><subject>hesperidin</subject><subject>Hesperidin - chemistry</subject><subject>Hesperidin - metabolism</subject><subject>Hesperidin - pharmacokinetics</subject><subject>hesperidinase</subject><subject>human nutrition</subject><subject>Humans</subject><subject>intestinal absorption</subject><subject>Life Sciences</subject><subject>Male</subject><subject>metabolism</subject><subject>Molecular Structure</subject><subject>orange juice</subject><subject>pharmacokinetics</subject><subject>rhamnose</subject><subject>rutin</subject><subject>small intestine</subject><subject>Time Factors</subject><subject>Vertebrates: anatomy and physiology, studies on body, several organs or systems</subject><issn>0022-3166</issn><issn>1541-6100</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2006</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNpF0U9r2zAUAHAxNtas223nTZcdBnX6ZEuy3VuatUsgY7C1ZyFL8qogS0FyAumX2FeeTMIKAv37PT3xHkIfCcwJtNX11l-Tis_LOQX6Cs0Io6TgBOA1mgGUZVERzi_Qu5S2AEBo27xFF4TTkhLSztDfWxvkQVonO-vseMTrhNfDLoaD0bg74jv_fBzkaBX-EbTtrcrr4HHo8fhk8NKOcZ_wvZOH4IPVeGXSzkSrrcd5rPaD9OkGL_Av6XUY7LPRV_hb2HfOFLfO-rxbxpBSzhbxQ7TSvUdveumS-XCeL9Hj_d3DclVsfn5fLxebQtGGjEWjGNO1gprRhrYt71mtTaeaxpDaEFWxrmSgeWO6hlVcK2ippGVnVMtYbYypLtHX07tP0oldtIOMRxGkFavFRkxnUHKeK8oOJNurk1XTX6Pp_wcQEFMPxNaL3ANRihyR-acT3-27wegXfC56Bl_OQCYlXR-lVza9uJrSpoQp7-eT62UQ8k_M5vH3dAEEGFScV_8AncCYlg</recordid><startdate>20060201</startdate><enddate>20060201</enddate><creator>Nielsen, Inge Lise F</creator><creator>Chee, Winnie S. S</creator><creator>Poulsen, Lea</creator><creator>Offord-Cavin, Elizabeth</creator><creator>Rasmussen, Salka E</creator><creator>Frederiksen, Hanne</creator><creator>Enslen, Marc</creator><creator>Barron, Denis</creator><creator>Horcajada, Marie-Noelle</creator><creator>Williamson, Gary</creator><general>American Society for Nutritional Sciences</general><general>American Society for Nutrition</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>1XC</scope></search><sort><creationdate>20060201</creationdate><title>Bioavailability Is Improved by Enzymatic Modification of the Citrus Flavonoid Hesperidin in Humans: A Randomized, Double-Blind, Crossover Trial</title><author>Nielsen, Inge Lise F ; Chee, Winnie S. S ; Poulsen, Lea ; Offord-Cavin, Elizabeth ; Rasmussen, Salka E ; Frederiksen, Hanne ; Enslen, Marc ; Barron, Denis ; Horcajada, Marie-Noelle ; Williamson, Gary</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c481t-8c55d7c075484996f57debc88e17e1c35b250d68eb8536dc094a42bec9557eee3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2006</creationdate><topic>Adult</topic><topic>bioavailability</topic><topic>Biological and medical sciences</topic><topic>Biological Availability</topic><topic>Citrus - chemistry</topic><topic>citrus fruits</topic><topic>colon</topic><topic>Cross-Over Studies</topic><topic>Double-Blind Method</topic><topic>enzymatic reactions</topic><topic>Feeding. Feeding behavior</topic><topic>Female</topic><topic>Food and Nutrition</topic><topic>food fortification</topic><topic>Fundamental and applied biological sciences. Psychology</topic><topic>glucosides</topic><topic>hesperetin</topic><topic>hesperidin</topic><topic>Hesperidin - chemistry</topic><topic>Hesperidin - metabolism</topic><topic>Hesperidin - pharmacokinetics</topic><topic>hesperidinase</topic><topic>human nutrition</topic><topic>Humans</topic><topic>intestinal absorption</topic><topic>Life Sciences</topic><topic>Male</topic><topic>metabolism</topic><topic>Molecular Structure</topic><topic>orange juice</topic><topic>pharmacokinetics</topic><topic>rhamnose</topic><topic>rutin</topic><topic>small intestine</topic><topic>Time Factors</topic><topic>Vertebrates: anatomy and physiology, studies on body, several organs or systems</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Nielsen, Inge Lise F</creatorcontrib><creatorcontrib>Chee, Winnie S. S</creatorcontrib><creatorcontrib>Poulsen, Lea</creatorcontrib><creatorcontrib>Offord-Cavin, Elizabeth</creatorcontrib><creatorcontrib>Rasmussen, Salka E</creatorcontrib><creatorcontrib>Frederiksen, Hanne</creatorcontrib><creatorcontrib>Enslen, Marc</creatorcontrib><creatorcontrib>Barron, Denis</creatorcontrib><creatorcontrib>Horcajada, Marie-Noelle</creatorcontrib><creatorcontrib>Williamson, Gary</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>Hyper Article en Ligne (HAL)</collection><jtitle>The Journal of nutrition</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Nielsen, Inge Lise F</au><au>Chee, Winnie S. S</au><au>Poulsen, Lea</au><au>Offord-Cavin, Elizabeth</au><au>Rasmussen, Salka E</au><au>Frederiksen, Hanne</au><au>Enslen, Marc</au><au>Barron, Denis</au><au>Horcajada, Marie-Noelle</au><au>Williamson, Gary</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Bioavailability Is Improved by Enzymatic Modification of the Citrus Flavonoid Hesperidin in Humans: A Randomized, Double-Blind, Crossover Trial</atitle><jtitle>The Journal of nutrition</jtitle><addtitle>J Nutr</addtitle><date>2006-02-01</date><risdate>2006</risdate><volume>136</volume><issue>2</issue><spage>404</spage><epage>408</epage><pages>404-408</pages><issn>0022-3166</issn><eissn>1541-6100</eissn><coden>JONUAI</coden><abstract>Hesperidin is the predominant polyphenol consumed from citrus fruits and juices. However, hesperidin is proposed to have limited bioavailability due to the rutinoside moiety attached to the flavonoid. The aim of this study was to demonstrate in human subjects that the removal of the rhamnose group to yield the corresponding flavonoid glucoside (i.e., hesperetin-7-glucoside) will improve the bioavailability of the aglycone hesperetin. Healthy volunteers (n = 16) completed the double-blind, randomized, crossover study. Subjects randomly consumed hesperetin equivalents supplied as orange juice with natural hesperidin ("low dose"), orange juice treated with hesperidinase enzyme to yield hesperetin-7-glucoside, and orange juice fortified to obtain 3 times more hesperidin than naturally present ("high dose"). The area under the curve (AUC) for total plasma hesperetin of subjects consuming hesperetin-7-glucoside juice was 2-fold higher than that of subjects consuming the "low" dose hesperidin juice [3.45 ± 1.27 vs. 1.16 ± 0.52 mmol/(L·h), respectively, P > 0.0001]. The AUC for hesperetin after consuming the hesperetin-7-glucoside juice was improved to the level of the "high" dose hesperidin juice [4.16 ± 1.50 mmol/(L·h)]. The peak plasma concentrations (C[subscript max]) of hesperetin were 4-fold higher (2.60 ± 1.07 mmol/L, P < 0.0001) after subjects consumed hesperetin-7-glucoside juice compared with those consuming "low" dose hesperidin juice (0.48 ± 0.27 mmol/L), and 1.5-fold higher than those consuming "high" dose hesperidin juice (1.05 ± 0.25 mmol/L). The corresponding T[subscript max] was much faster (0.6 ± 0.1 h, P < 0.0001) after subjects consumed hesperetin-7-glucoside juice compared with "low" dose (7.0 ± 3.0 h) and "high" dose (7.4 ± 2.0 h) hesperidin juices. The results of this study demonstrated that the bioavailability of hesperidin was modulated by enzymatic conversion to hesperetin-7-glucoside, thus changing the absorption site from the colon to the small intestine. This may affect future interventions concerning the health benefits of citrus flavonoids.</abstract><cop>Bethesda, MD</cop><pub>American Society for Nutritional Sciences</pub><pmid>16424119</pmid><doi>10.1093/jn/136.2.404</doi><tpages>5</tpages><oa>free_for_read</oa></addata></record> |
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| ispartof | The Journal of nutrition, 2006-02, Vol.136 (2), p.404-408 |
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| source | MEDLINE; EZB-FREE-00999 freely available EZB journals; Alma/SFX Local Collection |
| subjects | Adult bioavailability Biological and medical sciences Biological Availability Citrus - chemistry citrus fruits colon Cross-Over Studies Double-Blind Method enzymatic reactions Feeding. Feeding behavior Female Food and Nutrition food fortification Fundamental and applied biological sciences. Psychology glucosides hesperetin hesperidin Hesperidin - chemistry Hesperidin - metabolism Hesperidin - pharmacokinetics hesperidinase human nutrition Humans intestinal absorption Life Sciences Male metabolism Molecular Structure orange juice pharmacokinetics rhamnose rutin small intestine Time Factors Vertebrates: anatomy and physiology, studies on body, several organs or systems |
| title | Bioavailability Is Improved by Enzymatic Modification of the Citrus Flavonoid Hesperidin in Humans: A Randomized, Double-Blind, Crossover Trial |
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