A state-of-the-art overview of the effect of metabolic conjugation on the biological activity of flavonoids
Diets rich in flavonoids are associated with various positive health effects. Most in vitro research conducted to elucidate the modes of action of flavonoids uses flavonoid aglycones, but not their circulating conjugated metabolites. Conjugation alters the physico-chemical properties of flavonoids a...
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| Veröffentlicht in: | Food & function 2012, Vol.3 (1), p.18-118 |
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| creator | Beekmann, Karsten Actis-Goretta, Lucas van Bladeren, Peter J Dionisi, Fabiola Destaillats, Frederic Rietjens, Ivonne M. C. M |
| description | Diets rich in flavonoids are associated with various positive health effects. Most
in vitro
research conducted to elucidate the modes of action of flavonoids uses flavonoid aglycones, but not their circulating conjugated metabolites. Conjugation alters the physico-chemical properties of flavonoids and it is widely assumed that this can affect their biological activity. This article gives a state-of-the-art overview of scientific literature reporting on the effect of metabolic conjugation on the biological activity of flavonoids. The biological activity of flavonoid aglycones is compared to that of their conjugates for a broad range of endpoints. Even though there is only limited literature available, it is shown that contrary to common belief, conjugation does not always decrease the biological activity of flavonoids. There are also endpoints which are unaffected by conjugation, and endpoints on which the conjugates have a higher or inverse activity when compared to the aglycone. The effects of conjugation can differ depending on the type and position of conjugation, the flavonoid concentration, the endpoint studied and the assay system used so that no general rules can be deducted. It is concluded that further studies on the effects of conjugation have to be done on a case-by-case basis, and characterization of the stability and metabolic fate of the flavonoids in the assay system under consideration is needed to avoid false positive or false negative outcomes.
A state-of-the-art overview is presented of the scientific literature available on the biological activity of flavonoid conjugates compared to that of their aglycones providing insight in the effect of metabolic conjugation on the biological activity of flavonoids. |
| doi_str_mv | 10.1039/c2fo30065f |
| format | Article |
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in vitro
research conducted to elucidate the modes of action of flavonoids uses flavonoid aglycones, but not their circulating conjugated metabolites. Conjugation alters the physico-chemical properties of flavonoids and it is widely assumed that this can affect their biological activity. This article gives a state-of-the-art overview of scientific literature reporting on the effect of metabolic conjugation on the biological activity of flavonoids. The biological activity of flavonoid aglycones is compared to that of their conjugates for a broad range of endpoints. Even though there is only limited literature available, it is shown that contrary to common belief, conjugation does not always decrease the biological activity of flavonoids. There are also endpoints which are unaffected by conjugation, and endpoints on which the conjugates have a higher or inverse activity when compared to the aglycone. The effects of conjugation can differ depending on the type and position of conjugation, the flavonoid concentration, the endpoint studied and the assay system used so that no general rules can be deducted. It is concluded that further studies on the effects of conjugation have to be done on a case-by-case basis, and characterization of the stability and metabolic fate of the flavonoids in the assay system under consideration is needed to avoid false positive or false negative outcomes.
A state-of-the-art overview is presented of the scientific literature available on the biological activity of flavonoid conjugates compared to that of their aglycones providing insight in the effect of metabolic conjugation on the biological activity of flavonoids.</description><identifier>ISSN: 2042-6496</identifier><identifier>EISSN: 2042-650X</identifier><identifier>DOI: 10.1039/c2fo30065f</identifier><identifier>PMID: 22751838</identifier><language>eng</language><publisher>England</publisher><subject>adhesion molecules ; Angiogenesis Inducing Agents - metabolism ; antioxidant properties ; cardiovascular-disease ; Cell Adhesion - drug effects ; Cyclooxygenase 2 - genetics ; Cyclooxygenase 2 - metabolism ; Diet ; Endpoint Determination ; Flavonoids - metabolism ; Humans ; in-vivo metabolites ; induced cell-death ; Lipoproteins - metabolism ; low-density-lipoprotein ; organic anion transporters ; Oxidative Stress - drug effects ; plasma metabolites ; quercetin glucuronides ; Reactive Oxygen Species - metabolism ; Reactive Oxygen Species - pharmacology ; tea polyphenol (-)-epigallocatechin-3-gallate ; Vasodilation - drug effects</subject><ispartof>Food & function, 2012, Vol.3 (1), p.18-118</ispartof><rights>Wageningen University & Research</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c452t-8f22c2999ec3e0851191131b731a888019f390c30ff3168e81779a3aaf2df6413</citedby><cites>FETCH-LOGICAL-c452t-8f22c2999ec3e0851191131b731a888019f390c30ff3168e81779a3aaf2df6413</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>230,314,776,780,881,4010,27900,27901,27902</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/22751838$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Beekmann, Karsten</creatorcontrib><creatorcontrib>Actis-Goretta, Lucas</creatorcontrib><creatorcontrib>van Bladeren, Peter J</creatorcontrib><creatorcontrib>Dionisi, Fabiola</creatorcontrib><creatorcontrib>Destaillats, Frederic</creatorcontrib><creatorcontrib>Rietjens, Ivonne M. C. M</creatorcontrib><title>A state-of-the-art overview of the effect of metabolic conjugation on the biological activity of flavonoids</title><title>Food & function</title><addtitle>Food Funct</addtitle><description>Diets rich in flavonoids are associated with various positive health effects. Most
in vitro
research conducted to elucidate the modes of action of flavonoids uses flavonoid aglycones, but not their circulating conjugated metabolites. Conjugation alters the physico-chemical properties of flavonoids and it is widely assumed that this can affect their biological activity. This article gives a state-of-the-art overview of scientific literature reporting on the effect of metabolic conjugation on the biological activity of flavonoids. The biological activity of flavonoid aglycones is compared to that of their conjugates for a broad range of endpoints. Even though there is only limited literature available, it is shown that contrary to common belief, conjugation does not always decrease the biological activity of flavonoids. There are also endpoints which are unaffected by conjugation, and endpoints on which the conjugates have a higher or inverse activity when compared to the aglycone. The effects of conjugation can differ depending on the type and position of conjugation, the flavonoid concentration, the endpoint studied and the assay system used so that no general rules can be deducted. It is concluded that further studies on the effects of conjugation have to be done on a case-by-case basis, and characterization of the stability and metabolic fate of the flavonoids in the assay system under consideration is needed to avoid false positive or false negative outcomes.
A state-of-the-art overview is presented of the scientific literature available on the biological activity of flavonoid conjugates compared to that of their aglycones providing insight in the effect of metabolic conjugation on the biological activity of flavonoids.</description><subject>adhesion molecules</subject><subject>Angiogenesis Inducing Agents - metabolism</subject><subject>antioxidant properties</subject><subject>cardiovascular-disease</subject><subject>Cell Adhesion - drug effects</subject><subject>Cyclooxygenase 2 - genetics</subject><subject>Cyclooxygenase 2 - metabolism</subject><subject>Diet</subject><subject>Endpoint Determination</subject><subject>Flavonoids - metabolism</subject><subject>Humans</subject><subject>in-vivo metabolites</subject><subject>induced cell-death</subject><subject>Lipoproteins - metabolism</subject><subject>low-density-lipoprotein</subject><subject>organic anion transporters</subject><subject>Oxidative Stress - drug effects</subject><subject>plasma metabolites</subject><subject>quercetin glucuronides</subject><subject>Reactive Oxygen Species - metabolism</subject><subject>Reactive Oxygen Species - pharmacology</subject><subject>tea polyphenol (-)-epigallocatechin-3-gallate</subject><subject>Vasodilation - drug effects</subject><issn>2042-6496</issn><issn>2042-650X</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2012</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNp9kEtLAzEUhYMottRu3CvjVhjNYx6Ju1J8QcGNgruQySQ1dTopSTql_94Mo-3OcMm9yf3OWRwALhG8Q5Cwe4m1JRAWuT4BYwwznBY5_Dz9mzNWjMDU-xWMhzBGGT0HI4zLHFFCx-B7lvgggkqtTsOXSoULie2U64zaJVYn8S9RWisZ-tdaBVHZxshE2na1XYpgbJvE6rHK2MYujRRNImQwnQn7XqMb0dnWmtpfgDMtGq-mv30CPp4e3-cv6eLt-XU-W6Qyy3FIqcZYYsaYkkRBmiPEECKoKgkSlFKImCYMSgK1JqigiqKyZIIIoXGtiwyRCXgYfHdiqVrTxou3wknjuRWGN6Zywu35but42_Rts608zzKEijyKbwexdNZ7pzTfOLPueQR5nzg_Jh7h6wGODmtVH9C_fCNwMwDOy8P2aMA3dW9y9R9DfgAaNJMj</recordid><startdate>2012</startdate><enddate>2012</enddate><creator>Beekmann, Karsten</creator><creator>Actis-Goretta, Lucas</creator><creator>van Bladeren, Peter J</creator><creator>Dionisi, Fabiola</creator><creator>Destaillats, Frederic</creator><creator>Rietjens, Ivonne M. C. M</creator><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>QVL</scope></search><sort><creationdate>2012</creationdate><title>A state-of-the-art overview of the effect of metabolic conjugation on the biological activity of flavonoids</title><author>Beekmann, Karsten ; Actis-Goretta, Lucas ; van Bladeren, Peter J ; Dionisi, Fabiola ; Destaillats, Frederic ; Rietjens, Ivonne M. C. 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M</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>A state-of-the-art overview of the effect of metabolic conjugation on the biological activity of flavonoids</atitle><jtitle>Food & function</jtitle><addtitle>Food Funct</addtitle><date>2012</date><risdate>2012</risdate><volume>3</volume><issue>1</issue><spage>18</spage><epage>118</epage><pages>18-118</pages><issn>2042-6496</issn><eissn>2042-650X</eissn><abstract>Diets rich in flavonoids are associated with various positive health effects. Most
in vitro
research conducted to elucidate the modes of action of flavonoids uses flavonoid aglycones, but not their circulating conjugated metabolites. Conjugation alters the physico-chemical properties of flavonoids and it is widely assumed that this can affect their biological activity. This article gives a state-of-the-art overview of scientific literature reporting on the effect of metabolic conjugation on the biological activity of flavonoids. The biological activity of flavonoid aglycones is compared to that of their conjugates for a broad range of endpoints. Even though there is only limited literature available, it is shown that contrary to common belief, conjugation does not always decrease the biological activity of flavonoids. There are also endpoints which are unaffected by conjugation, and endpoints on which the conjugates have a higher or inverse activity when compared to the aglycone. The effects of conjugation can differ depending on the type and position of conjugation, the flavonoid concentration, the endpoint studied and the assay system used so that no general rules can be deducted. It is concluded that further studies on the effects of conjugation have to be done on a case-by-case basis, and characterization of the stability and metabolic fate of the flavonoids in the assay system under consideration is needed to avoid false positive or false negative outcomes.
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| source | MEDLINE; Royal Society Of Chemistry Journals 2008-; Alma/SFX Local Collection |
| subjects | adhesion molecules Angiogenesis Inducing Agents - metabolism antioxidant properties cardiovascular-disease Cell Adhesion - drug effects Cyclooxygenase 2 - genetics Cyclooxygenase 2 - metabolism Diet Endpoint Determination Flavonoids - metabolism Humans in-vivo metabolites induced cell-death Lipoproteins - metabolism low-density-lipoprotein organic anion transporters Oxidative Stress - drug effects plasma metabolites quercetin glucuronides Reactive Oxygen Species - metabolism Reactive Oxygen Species - pharmacology tea polyphenol (-)-epigallocatechin-3-gallate Vasodilation - drug effects |
| title | A state-of-the-art overview of the effect of metabolic conjugation on the biological activity of flavonoids |
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