Synthesis and quantitative analysis of plasma-targeted metabolites of catechin and epicatechin
Grape seed polyphenolic extract (GSPE) rich in the flavan-3-ols (+)-catechin and (-)-epicatechin beneficially modulates Alzheimer's Disease phenotypes in animal models. The parent molecules in the extract are converted to a series of methylated and glucuronidated derivatives. To fully character...
Ausführliche Beschreibung
Gespeichert in:
| Autor*in: |
Blount, Jack W [verfasserIn] |
|---|
| Format: |
Artikel |
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| Sprache: |
Englisch |
| Erschienen: |
2015 |
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| Schlagwörter: |
Grape Seed Extract - chemical synthesis |
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| Übergeordnetes Werk: |
Enthalten in: Journal of agricultural and food chemistry - Columbus, Ohio : American Chemical Soc., 1953, 63(2015), 8, Seite 2233 |
|---|---|
| Übergeordnetes Werk: |
volume:63 ; year:2015 ; number:8 ; pages:2233 |
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| 520 | |a Grape seed polyphenolic extract (GSPE) rich in the flavan-3-ols (+)-catechin and (-)-epicatechin beneficially modulates Alzheimer's Disease phenotypes in animal models. The parent molecules in the extract are converted to a series of methylated and glucuronidated derivatives. To fully characterize these metabolites and establish a robust quantitative assay of their levels in biological fluids, we have implemented a partial synthetic approach utilizing chemical methylation followed by enzymatic glucuronidation. Liquid chromatography/time-of-flight mass spectrometry (LC-TOF-MS) and nuclear magnetic resonance (NMR) spectroscopy were used to assign unequivocal structures to the compounds. An analytical method using solid-phase extraction and LC-MS/MS in selective reaction monitoring mode (SRM) was validated for their quantitation in plasma. These studies provide a basis for improvements in future work on the bioavailability, metabolism, and mechanism of action of metabolites derived from dietary flavan-3-ols in a range of interventions. | ||
| 650 | 4 | |a Grape Seed Extract - chemical synthesis | |
| 650 | 4 | |a Grape Seed Extract - metabolism | |
| 650 | 4 | |a Catechin - metabolism | |
| 650 | 4 | |a Catechin - chemical synthesis | |
| 650 | 4 | |a Grape Seed Extract - blood | |
| 650 | 4 | |a Catechin - blood | |
| 700 | 1 | |a Redan, Benjamin W |4 oth | |
| 700 | 1 | |a Ferruzzi, Mario G |4 oth | |
| 700 | 1 | |a Reuhs, Bradley L |4 oth | |
| 700 | 1 | |a Cooper, Bruce R |4 oth | |
| 700 | 1 | |a Harwood, John S |4 oth | |
| 700 | 1 | |a Shulaev, Vladimir |4 oth | |
| 700 | 1 | |a Pasinetti, Giulio |4 oth | |
| 700 | 1 | |a Dixon, Richard A |4 oth | |
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PQ20160617 (DE-627)OLC1963009428 (DE-599)GBVOLC1963009428 (PRQ)p834-744f5daf3af0cdec66f39d30f4c6900ed650c9f46acc81b62715a6c6c01425970 (KEY)0011841920150000063000802233synthesisandquantitativeanalysisofplasmatargetedme DE-627 ger DE-627 rakwb eng 630 640 540 DNB 58.27 bkl 58.34 bkl 42.63 bkl Blount, Jack W verfasserin aut Synthesis and quantitative analysis of plasma-targeted metabolites of catechin and epicatechin 2015 Text txt rdacontent ohne Hilfsmittel zu benutzen n rdamedia Band nc rdacarrier Grape seed polyphenolic extract (GSPE) rich in the flavan-3-ols (+)-catechin and (-)-epicatechin beneficially modulates Alzheimer's Disease phenotypes in animal models. The parent molecules in the extract are converted to a series of methylated and glucuronidated derivatives. To fully characterize these metabolites and establish a robust quantitative assay of their levels in biological fluids, we have implemented a partial synthetic approach utilizing chemical methylation followed by enzymatic glucuronidation. Liquid chromatography/time-of-flight mass spectrometry (LC-TOF-MS) and nuclear magnetic resonance (NMR) spectroscopy were used to assign unequivocal structures to the compounds. An analytical method using solid-phase extraction and LC-MS/MS in selective reaction monitoring mode (SRM) was validated for their quantitation in plasma. These studies provide a basis for improvements in future work on the bioavailability, metabolism, and mechanism of action of metabolites derived from dietary flavan-3-ols in a range of interventions. Grape Seed Extract - chemical synthesis Grape Seed Extract - metabolism Catechin - metabolism Catechin - chemical synthesis Grape Seed Extract - blood Catechin - blood Redan, Benjamin W oth Ferruzzi, Mario G oth Reuhs, Bradley L oth Cooper, Bruce R oth Harwood, John S oth Shulaev, Vladimir oth Pasinetti, Giulio oth Dixon, Richard A oth Enthalten in Journal of agricultural and food chemistry Columbus, Ohio : American Chemical Soc., 1953 63(2015), 8, Seite 2233 (DE-627)129602795 (DE-600)241619-0 (DE-576)015096610 0021-8561 nnns volume:63 year:2015 number:8 pages:2233 http://www.ncbi.nlm.nih.gov/pubmed/25671729 GBV_USEFLAG_A SYSFLAG_A GBV_OLC SSG-OLC-TEC SSG-OLC-CHE SSG-OLC-PHA SSG-OLC-DE-84 SSG-OPC-FOR GBV_ILN_70 GBV_ILN_2006 GBV_ILN_4219 58.27 AVZ 58.34 AVZ 42.63 AVZ AR 63 2015 8 2233 |
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PQ20160617 (DE-627)OLC1963009428 (DE-599)GBVOLC1963009428 (PRQ)p834-744f5daf3af0cdec66f39d30f4c6900ed650c9f46acc81b62715a6c6c01425970 (KEY)0011841920150000063000802233synthesisandquantitativeanalysisofplasmatargetedme DE-627 ger DE-627 rakwb eng 630 640 540 DNB 58.27 bkl 58.34 bkl 42.63 bkl Blount, Jack W verfasserin aut Synthesis and quantitative analysis of plasma-targeted metabolites of catechin and epicatechin 2015 Text txt rdacontent ohne Hilfsmittel zu benutzen n rdamedia Band nc rdacarrier Grape seed polyphenolic extract (GSPE) rich in the flavan-3-ols (+)-catechin and (-)-epicatechin beneficially modulates Alzheimer's Disease phenotypes in animal models. The parent molecules in the extract are converted to a series of methylated and glucuronidated derivatives. To fully characterize these metabolites and establish a robust quantitative assay of their levels in biological fluids, we have implemented a partial synthetic approach utilizing chemical methylation followed by enzymatic glucuronidation. Liquid chromatography/time-of-flight mass spectrometry (LC-TOF-MS) and nuclear magnetic resonance (NMR) spectroscopy were used to assign unequivocal structures to the compounds. An analytical method using solid-phase extraction and LC-MS/MS in selective reaction monitoring mode (SRM) was validated for their quantitation in plasma. These studies provide a basis for improvements in future work on the bioavailability, metabolism, and mechanism of action of metabolites derived from dietary flavan-3-ols in a range of interventions. Grape Seed Extract - chemical synthesis Grape Seed Extract - metabolism Catechin - metabolism Catechin - chemical synthesis Grape Seed Extract - blood Catechin - blood Redan, Benjamin W oth Ferruzzi, Mario G oth Reuhs, Bradley L oth Cooper, Bruce R oth Harwood, John S oth Shulaev, Vladimir oth Pasinetti, Giulio oth Dixon, Richard A oth Enthalten in Journal of agricultural and food chemistry Columbus, Ohio : American Chemical Soc., 1953 63(2015), 8, Seite 2233 (DE-627)129602795 (DE-600)241619-0 (DE-576)015096610 0021-8561 nnns volume:63 year:2015 number:8 pages:2233 http://www.ncbi.nlm.nih.gov/pubmed/25671729 GBV_USEFLAG_A SYSFLAG_A GBV_OLC SSG-OLC-TEC SSG-OLC-CHE SSG-OLC-PHA SSG-OLC-DE-84 SSG-OPC-FOR GBV_ILN_70 GBV_ILN_2006 GBV_ILN_4219 58.27 AVZ 58.34 AVZ 42.63 AVZ AR 63 2015 8 2233 |
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Enthalten in Journal of agricultural and food chemistry 63(2015), 8, Seite 2233 volume:63 year:2015 number:8 pages:2233 |
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Blount, Jack W @@aut@@ Redan, Benjamin W @@oth@@ Ferruzzi, Mario G @@oth@@ Reuhs, Bradley L @@oth@@ Cooper, Bruce R @@oth@@ Harwood, John S @@oth@@ Shulaev, Vladimir @@oth@@ Pasinetti, Giulio @@oth@@ Dixon, Richard A @@oth@@ |
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Synthesis and quantitative analysis of plasma-targeted metabolites of catechin and epicatechin |
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synthesis and quantitative analysis of plasma-targeted metabolites of catechin and epicatechin |
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Synthesis and quantitative analysis of plasma-targeted metabolites of catechin and epicatechin |
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Grape seed polyphenolic extract (GSPE) rich in the flavan-3-ols (+)-catechin and (-)-epicatechin beneficially modulates Alzheimer's Disease phenotypes in animal models. The parent molecules in the extract are converted to a series of methylated and glucuronidated derivatives. To fully characterize these metabolites and establish a robust quantitative assay of their levels in biological fluids, we have implemented a partial synthetic approach utilizing chemical methylation followed by enzymatic glucuronidation. Liquid chromatography/time-of-flight mass spectrometry (LC-TOF-MS) and nuclear magnetic resonance (NMR) spectroscopy were used to assign unequivocal structures to the compounds. An analytical method using solid-phase extraction and LC-MS/MS in selective reaction monitoring mode (SRM) was validated for their quantitation in plasma. These studies provide a basis for improvements in future work on the bioavailability, metabolism, and mechanism of action of metabolites derived from dietary flavan-3-ols in a range of interventions. |
| abstractGer |
Grape seed polyphenolic extract (GSPE) rich in the flavan-3-ols (+)-catechin and (-)-epicatechin beneficially modulates Alzheimer's Disease phenotypes in animal models. The parent molecules in the extract are converted to a series of methylated and glucuronidated derivatives. To fully characterize these metabolites and establish a robust quantitative assay of their levels in biological fluids, we have implemented a partial synthetic approach utilizing chemical methylation followed by enzymatic glucuronidation. Liquid chromatography/time-of-flight mass spectrometry (LC-TOF-MS) and nuclear magnetic resonance (NMR) spectroscopy were used to assign unequivocal structures to the compounds. An analytical method using solid-phase extraction and LC-MS/MS in selective reaction monitoring mode (SRM) was validated for their quantitation in plasma. These studies provide a basis for improvements in future work on the bioavailability, metabolism, and mechanism of action of metabolites derived from dietary flavan-3-ols in a range of interventions. |
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Grape seed polyphenolic extract (GSPE) rich in the flavan-3-ols (+)-catechin and (-)-epicatechin beneficially modulates Alzheimer's Disease phenotypes in animal models. The parent molecules in the extract are converted to a series of methylated and glucuronidated derivatives. To fully characterize these metabolites and establish a robust quantitative assay of their levels in biological fluids, we have implemented a partial synthetic approach utilizing chemical methylation followed by enzymatic glucuronidation. Liquid chromatography/time-of-flight mass spectrometry (LC-TOF-MS) and nuclear magnetic resonance (NMR) spectroscopy were used to assign unequivocal structures to the compounds. An analytical method using solid-phase extraction and LC-MS/MS in selective reaction monitoring mode (SRM) was validated for their quantitation in plasma. These studies provide a basis for improvements in future work on the bioavailability, metabolism, and mechanism of action of metabolites derived from dietary flavan-3-ols in a range of interventions. |
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Synthesis and quantitative analysis of plasma-targeted metabolites of catechin and epicatechin |
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