C-glycosyl flavonoid, aspalathin, is absorbed, methylated and glucuronidated intact in humans
Human bioavailability of the flavonoid dihydrochalcones is little understood, and no evidence exists for C-glycosyl flavonoid absorption in humans. The present study uses catechol-O-methyltransferase to generate methylated metabolites of aspalathin (a C-glycosyl dihydrochalcone from rooibos tea). On...
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| Veröffentlicht in: | Molecular nutrition & food research 2009-09, Vol.53 (9), p.1104-1111 |
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| creator | Courts, Fraser L Williamson, Gary |
| description | Human bioavailability of the flavonoid dihydrochalcones is little understood, and no evidence exists for C-glycosyl flavonoid absorption in humans. The present study uses catechol-O-methyltransferase to generate methylated metabolites of aspalathin (a C-glycosyl dihydrochalcone from rooibos tea). One of the methylated forms, both with and without glucuronidation, was detected using LC-MS/MS in the urine of human subjects (n = 6), demonstrating that deglycosylation is not a prerequisite for C-glycosyl flavonoid absorption. Methylation is catalysed by both intestine and liver cytosolic extracts. The results show that flavonoid C-glycosides are methylated and glucuronidated in vivo in an intact form in humans. |
| doi_str_mv | 10.1002/mnfr.200800569 |
| format | Article |
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The present study uses catechol-O-methyltransferase to generate methylated metabolites of aspalathin (a C-glycosyl dihydrochalcone from rooibos tea). One of the methylated forms, both with and without glucuronidation, was detected using LC-MS/MS in the urine of human subjects (n = 6), demonstrating that deglycosylation is not a prerequisite for C-glycosyl flavonoid absorption. Methylation is catalysed by both intestine and liver cytosolic extracts. The results show that flavonoid C-glycosides are methylated and glucuronidated in vivo in an intact form in humans.</description><identifier>ISSN: 1613-4125</identifier><identifier>EISSN: 1613-4133</identifier><identifier>DOI: 10.1002/mnfr.200800569</identifier><identifier>PMID: 19653227</identifier><language>eng</language><publisher>Weinheim: Wiley-VCH Verlag</publisher><subject>Absorption ; Adult ; Aspalathin ; Biological and medical sciences ; C-glycoside ; Catechol O-Methyltransferase - physiology ; Chalcones - pharmacokinetics ; Chromatography, High Pressure Liquid ; Female ; Flavonoid ; Food industries ; Fundamental and applied biological sciences. Psychology ; Glucuronides - metabolism ; Humans ; Intestines - metabolism ; Liver - metabolism ; Male ; Mass Spectrometry ; Methylation</subject><ispartof>Molecular nutrition & food research, 2009-09, Vol.53 (9), p.1104-1111</ispartof><rights>Copyright © 2009 WILEY‐VCH Verlag GmbH & Co. KGaA, Weinheim</rights><rights>2009 INIST-CNRS</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c5019-1e0e38dbe229d47b6dd5e010f3f6e3ce9e106448ffdb6072913d7b7d123a3a2b3</citedby><cites>FETCH-LOGICAL-c5019-1e0e38dbe229d47b6dd5e010f3f6e3ce9e106448ffdb6072913d7b7d123a3a2b3</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://onlinelibrary.wiley.com/doi/pdf/10.1002%2Fmnfr.200800569$$EPDF$$P50$$Gwiley$$H</linktopdf><linktohtml>$$Uhttps://onlinelibrary.wiley.com/doi/full/10.1002%2Fmnfr.200800569$$EHTML$$P50$$Gwiley$$H</linktohtml><link.rule.ids>314,780,784,1417,27924,27925,45574,45575</link.rule.ids><backlink>$$Uhttp://pascal-francis.inist.fr/vibad/index.php?action=getRecordDetail&idt=21938725$$DView record in Pascal Francis$$Hfree_for_read</backlink><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/19653227$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Courts, Fraser L</creatorcontrib><creatorcontrib>Williamson, Gary</creatorcontrib><title>C-glycosyl flavonoid, aspalathin, is absorbed, methylated and glucuronidated intact in humans</title><title>Molecular nutrition & food research</title><addtitle>Mol. Nutr. Food Res</addtitle><description>Human bioavailability of the flavonoid dihydrochalcones is little understood, and no evidence exists for C-glycosyl flavonoid absorption in humans. The present study uses catechol-O-methyltransferase to generate methylated metabolites of aspalathin (a C-glycosyl dihydrochalcone from rooibos tea). One of the methylated forms, both with and without glucuronidation, was detected using LC-MS/MS in the urine of human subjects (n = 6), demonstrating that deglycosylation is not a prerequisite for C-glycosyl flavonoid absorption. Methylation is catalysed by both intestine and liver cytosolic extracts. The results show that flavonoid C-glycosides are methylated and glucuronidated in vivo in an intact form in humans.</description><subject>Absorption</subject><subject>Adult</subject><subject>Aspalathin</subject><subject>Biological and medical sciences</subject><subject>C-glycoside</subject><subject>Catechol O-Methyltransferase - physiology</subject><subject>Chalcones - pharmacokinetics</subject><subject>Chromatography, High Pressure Liquid</subject><subject>Female</subject><subject>Flavonoid</subject><subject>Food industries</subject><subject>Fundamental and applied biological sciences. Psychology</subject><subject>Glucuronides - metabolism</subject><subject>Humans</subject><subject>Intestines - metabolism</subject><subject>Liver - metabolism</subject><subject>Male</subject><subject>Mass Spectrometry</subject><subject>Methylation</subject><issn>1613-4125</issn><issn>1613-4133</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2009</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNqFkE1v1DAQhiMEoqVw5Qi50FOzzNj5PMKWLZVKkYCChISsSWzvmjrJYifQ_Pu6zWrhxmlGM887H28UPUdYIAB73XbaLRhACZDl1YPoEHPkSYqcP9znLDuInnj_E4AjS_nj6ACrPOOMFYfRj2WytlPT-8nG2tLvvuuNPInJb8nSsDHdSWx8TLXvXa1Co1XDZgodJWPqZLy2YzO6vjPyvmS6gZohhHgzttT5p9EjTdarZ7t4FF2t3n1Zvk8uPp6dL99cJE0GWCWoQPFS1oqxSqZFnUuZKUDQXOeKN6pSCHmallrLOoeCVchlURcSGSdOrOZH0fE8d-v6X6Pyg2iNb5S11Kl-9CIvgpxnZQAXM9i43nuntNg605KbBIK4M1TcGSr2hgbBi93ksW6V_IvvHAzAqx1AviGrHXWN8XuOYcXLgmWBq2buj7Fq-s9a8eFy9enfI5JZa_ygbvZactfhM15k4tvlmUjfpqslfj8VXwP_cuY19YLWLtxz9ZkBcsC8KBE4vwUDw6hH</recordid><startdate>200909</startdate><enddate>200909</enddate><creator>Courts, Fraser L</creator><creator>Williamson, Gary</creator><general>Wiley-VCH Verlag</general><general>WILEY-VCH Verlag</general><general>WILEY‐VCH Verlag</general><general>Wiley</general><scope>FBQ</scope><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>200909</creationdate><title>C-glycosyl flavonoid, aspalathin, is absorbed, methylated and glucuronidated intact in humans</title><author>Courts, Fraser L ; Williamson, Gary</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c5019-1e0e38dbe229d47b6dd5e010f3f6e3ce9e106448ffdb6072913d7b7d123a3a2b3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2009</creationdate><topic>Absorption</topic><topic>Adult</topic><topic>Aspalathin</topic><topic>Biological and medical sciences</topic><topic>C-glycoside</topic><topic>Catechol O-Methyltransferase - physiology</topic><topic>Chalcones - pharmacokinetics</topic><topic>Chromatography, High Pressure Liquid</topic><topic>Female</topic><topic>Flavonoid</topic><topic>Food industries</topic><topic>Fundamental and applied biological sciences. Psychology</topic><topic>Glucuronides - metabolism</topic><topic>Humans</topic><topic>Intestines - metabolism</topic><topic>Liver - metabolism</topic><topic>Male</topic><topic>Mass Spectrometry</topic><topic>Methylation</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Courts, Fraser L</creatorcontrib><creatorcontrib>Williamson, Gary</creatorcontrib><collection>AGRIS</collection><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>Molecular nutrition & food research</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Courts, Fraser L</au><au>Williamson, Gary</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>C-glycosyl flavonoid, aspalathin, is absorbed, methylated and glucuronidated intact in humans</atitle><jtitle>Molecular nutrition & food research</jtitle><addtitle>Mol. Nutr. Food Res</addtitle><date>2009-09</date><risdate>2009</risdate><volume>53</volume><issue>9</issue><spage>1104</spage><epage>1111</epage><pages>1104-1111</pages><issn>1613-4125</issn><eissn>1613-4133</eissn><abstract>Human bioavailability of the flavonoid dihydrochalcones is little understood, and no evidence exists for C-glycosyl flavonoid absorption in humans. The present study uses catechol-O-methyltransferase to generate methylated metabolites of aspalathin (a C-glycosyl dihydrochalcone from rooibos tea). One of the methylated forms, both with and without glucuronidation, was detected using LC-MS/MS in the urine of human subjects (n = 6), demonstrating that deglycosylation is not a prerequisite for C-glycosyl flavonoid absorption. Methylation is catalysed by both intestine and liver cytosolic extracts. 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| ispartof | Molecular nutrition & food research, 2009-09, Vol.53 (9), p.1104-1111 |
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| language | eng |
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| source | MEDLINE; Wiley Online Library All Journals |
| subjects | Absorption Adult Aspalathin Biological and medical sciences C-glycoside Catechol O-Methyltransferase - physiology Chalcones - pharmacokinetics Chromatography, High Pressure Liquid Female Flavonoid Food industries Fundamental and applied biological sciences. Psychology Glucuronides - metabolism Humans Intestines - metabolism Liver - metabolism Male Mass Spectrometry Methylation |
| title | C-glycosyl flavonoid, aspalathin, is absorbed, methylated and glucuronidated intact in humans |
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