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Sangeeta Dhaubhadel - One of the best experts on this subject based on the ideXlab platform.
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GmMYB176 Regulates Multiple Steps in Isoflavonoid Biosynthesis in Soybean.
Frontiers in plant science, 2019Co-Authors: Arun Kumaran Anguraj Vadivel, Justin B. Renaud, Sateesh Kagale, Sangeeta DhaubhadelAbstract:Isoflavonoids are a group of plant natural compounds synthesized almost exclusively by legumes, and are abundant in soybean seeds and roots. They play important roles in plant-microbial interactions and the induction of nod gene expression in Rhizobia that form nitrogen-fixing nodules on soybean roots. Isoflavonoids also contribute to the positive health effects associated with soybean consumption by humans and animals. An R1 MYB transcription factor GmMYB176 regulates isoflavonoid biosynthesis by activating chalcone synthase (CHS) 8 gene expression in soybean. Using a combination of transcriptomic and metabolomic analyses of GmMYB176-RNAi silenced (GmMYB176-Si), GmMYB176-overexpressed (GmMYB176-OE), and control soybean hairy roots, we identified a total of 33 differentially expressed genes (DEGs) and 995 differentially produced metabolite features (DPMF) in GmMYB176-Si hairy roots, and 5727 DEGs and 149 DPMFs in GmMYB176-OE hairy roots. By a targeted approach, 25 isoflavonoid biosynthetic genes and 6 metabolites were identified as differentially regulated in GmMYB176-OE and GmMYB176-Si soybean hairy roots. Taken together, our results demonstrate the complexity of isoflavonoid biosynthesis in soybean roots and suggest that a coordinated expression of pathway genes, substrate flux and product threshold level may contribute to the dynamic of the pathway regulation.
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Image_2_GmMYB176 Regulates Multiple Steps in Isoflavonoid Biosynthesis in Soybean.TIF
2019Co-Authors: Arun Kumaran Anguraj Vadivel, Sateesh Kagale, Justin Renaud, Sangeeta DhaubhadelAbstract:Isoflavonoids are a group of plant natural compounds synthesized almost exclusively by legumes, and are abundant in soybean seeds and roots. They play important roles in plant-microbial interactions and the induction of nod gene expression in Rhizobia that form nitrogen-fixing nodules on soybean roots. Isoflavonoids also contribute to the positive health effects associated with soybean consumption by humans and animals. An R1 MYB transcription factor GmMYB176 regulates isoflavonoid biosynthesis by activating chalcone synthase (CHS) 8 gene expression in soybean. Using a combination of transcriptomic and metabolomic analyses of GmMYB176-RNAi silenced (GmMYB176-Si), GmMYB176-overexpressed (GmMYB176-OE), and control soybean hairy roots, we identified a total of 33 differentially expressed genes (DEGs) and 995 differentially produced metabolite features (DPMF) in GmMYB176-Si hairy roots, and 5727 DEGs and 149 DPMFs in GmMYB176-OE hairy roots. By a targeted approach, 25 isoflavonoid biosynthetic genes and 6 metabolites were identified as differentially regulated in GmMYB176-OE and GmMYB176-Si soybean hairy roots. Taken together, our results demonstrate the complexity of isoflavonoid biosynthesis in soybean roots and suggest that a coordinated expression of pathway genes, substrate flux and product threshold level may contribute to the dynamic of the pathway regulation.
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Table_1_GmMYB176 Regulates Multiple Steps in Isoflavonoid Biosynthesis in Soybean.DOCX
2019Co-Authors: Arun Kumaran Anguraj Vadivel, Sateesh Kagale, Justin Renaud, Sangeeta DhaubhadelAbstract:Isoflavonoids are a group of plant natural compounds synthesized almost exclusively by legumes, and are abundant in soybean seeds and roots. They play important roles in plant-microbial interactions and the induction of nod gene expression in Rhizobia that form nitrogen-fixing nodules on soybean roots. Isoflavonoids also contribute to the positive health effects associated with soybean consumption by humans and animals. An R1 MYB transcription factor GmMYB176 regulates isoflavonoid biosynthesis by activating chalcone synthase (CHS) 8 gene expression in soybean. Using a combination of transcriptomic and metabolomic analyses of GmMYB176-RNAi silenced (GmMYB176-Si), GmMYB176-overexpressed (GmMYB176-OE), and control soybean hairy roots, we identified a total of 33 differentially expressed genes (DEGs) and 995 differentially produced metabolite features (DPMF) in GmMYB176-Si hairy roots, and 5727 DEGs and 149 DPMFs in GmMYB176-OE hairy roots. By a targeted approach, 25 isoflavonoid biosynthetic genes and 6 metabolites were identified as differentially regulated in GmMYB176-OE and GmMYB176-Si soybean hairy roots. Taken together, our results demonstrate the complexity of isoflavonoid biosynthesis in soybean roots and suggest that a coordinated expression of pathway genes, substrate flux and product threshold level may contribute to the dynamic of the pathway regulation.
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Table_4_GmMYB176 Regulates Multiple Steps in Isoflavonoid Biosynthesis in Soybean.XLSX
2019Co-Authors: Arun Kumaran Anguraj Vadivel, Sateesh Kagale, Justin Renaud, Sangeeta DhaubhadelAbstract:Isoflavonoids are a group of plant natural compounds synthesized almost exclusively by legumes, and are abundant in soybean seeds and roots. They play important roles in plant-microbial interactions and the induction of nod gene expression in Rhizobia that form nitrogen-fixing nodules on soybean roots. Isoflavonoids also contribute to the positive health effects associated with soybean consumption by humans and animals. An R1 MYB transcription factor GmMYB176 regulates isoflavonoid biosynthesis by activating chalcone synthase (CHS) 8 gene expression in soybean. Using a combination of transcriptomic and metabolomic analyses of GmMYB176-RNAi silenced (GmMYB176-Si), GmMYB176-overexpressed (GmMYB176-OE), and control soybean hairy roots, we identified a total of 33 differentially expressed genes (DEGs) and 995 differentially produced metabolite features (DPMF) in GmMYB176-Si hairy roots, and 5727 DEGs and 149 DPMFs in GmMYB176-OE hairy roots. By a targeted approach, 25 isoflavonoid biosynthetic genes and 6 metabolites were identified as differentially regulated in GmMYB176-OE and GmMYB176-Si soybean hairy roots. Taken together, our results demonstrate the complexity of isoflavonoid biosynthesis in soybean roots and suggest that a coordinated expression of pathway genes, substrate flux and product threshold level may contribute to the dynamic of the pathway regulation.
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Transcriptomic evidence for the control of soybean root isoflavonoid content by regulation of overlapping phenylpropanoid pathways
BMC Genomics, 2017Co-Authors: Mehran Dastmalchi, Patrick Chapman, Ryan S. Austin, Sangeeta DhaubhadelAbstract:Background Isoflavonoids are a class of specialized metabolites found predominantly in legumes. They play a role in signaling for symbiosis with nitrogen-fixing bacteria and inhibiting pathogen infection. Results A transcriptomic approach using soybean cultivars with high (Conrad and AC Colombe) and low (AC Glengarry and Pagoda) root isoflavonoid content was used to find elements that underlie this variation. Two genes, encoding the flavonoid-metabolizing enzymes, flavonoid 3′-hydroxylase ( GmF3′H ) and dihydroflavonol 4-reductase ( GmDFR ) , had lower expression levels in high isoflavonoid cultivars. These enzymes compete with isoflavonoid biosynthetic enzymes for the important branch-point substrate naringenin and its derivatives. Differentially expressed genes, between the two sets of cultivars, encode transcription factors, transporters and enzymatic families of interest, such as oxidoreductases, hydrolases and transferases. In addition, genes annotated with stress and disease response were upregulated in high isoflavonoid cultivars. Conclusions Coordinated regulation of genes involved in flavonoid metabolism could redirect flux into the isoflavonoid branch of the phenylpropanoid pathway, by reducing competition for the flavanone substrate. These candidate genes could help identify mechanisms to overcome the endogenous bottleneck to isoflavonoid production, facilitate biosynthesis in heterologous systems, and enhance crop resistance against pathogenic infections.
Joanne L Slavin - One of the best experts on this subject based on the ideXlab platform.
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vegetables fruits and legumes effect on urinary isoflavonoid phytoestrogen and lignan excretion
Journal of The American Dietetic Association, 1995Co-Authors: Andrea M Hutchins, Johanna W Lampe, Margaret C Martini, Deborah R Campbell, Joanne L SlavinAbstract:Abstract Objective To compare the effect of vegetable, fruit, and legume consumption on urinary isoflavonoid phytoestrogen and lignan excretion. Design After 4 days of data collection, during which subjects consumed their habitual diets, subjects were randomly placed on four 9-day controlled experimental diets with each subject receiving each diet in a random order. Subjects Seven men and three women, aged 20 to 35 years, were recruited from the University of Minnesota Twin Cities community. Interventions All subjects consumed four experimental diets in an assigned random order: a controlled basal diet, a legume/allium diet (containing garbanzo beans, garlic, and onions), and diets low or high in vegetables and fruits (containing apples, pears, potatoes, and carrots). Main outcome measures Urine samples that were collected while subjects consumed their habitual diets and during the last 3 days of each feeding period were analyzed for isoflavonoid and lignan content using isotope dilution gas chromatography-mass spectrometry. Statistical analysis performed The effect of vegetable and fruit intake on urinary isoflavonoid and lignan excretion was analyzed using the general linear model procedure. Post hoc comparisons were made using Duncan's multiple range test. Results Subjects excreted more of the lignan enterodiol on the high vegetable/fruit diet compared with the basal and legume/allium diets ( P =.03); more of the Isoflavonoids O -desmethylangolensin ( O -DMA), genistein, and sum of Isoflavonoids on the legume/allium diet compared with the other controlled diets ( P P Conclusions Urinary lignan and isoflavonoid excretion changed in response to alterations in vegetable, fruit, and legume intake under controlled dietary conditions. J Am Diet Assoc. 1995; 95:769-774.
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urinary lignan and isoflavonoid excretion in men and women consuming vegetable and soy diets
Nutrition and Cancer, 1995Co-Authors: Lisa M Kirkman, Johanna W Lampe, Margaret C Martini, Deborah R Campbell, Joanne L SlavinAbstract:Urinary lignan and isoflavonoid excretion were examined in 11 men and 9 women consuming four nine-day controlled experimental diets: basal (vegetable free), carotenoid vegetable (carrot and spinach), cruciferous vegetable (broccoli and cauliflower), and soy (tofu and textured vegetable protein product). Three-day urine collections (Days 7-9) were analyzed for lignans and Isoflavonoids with use of isotope-dilution gas chromatography-mass spectrometry. Urinary excretion of the lignans enterodiol and enterolactone was higher during the carotenoid and cruciferous vegetable diets than during the basal diet (p = 0.0001), suggesting that these vegetables may provide a source of mammalian lignan precursors. Urinary excretion of the Isoflavonoids equol, O-desmethylangolensin, daidzein, and genistein was higher when subjects consumed soy diets than when they consumed the other test diets (p < 0.02). Gender differences in lignan excretion were observed. Men excreted more enterolactone (p = 0.006) and less enterodiol (p = 0.013) than women, implying a gender difference in colonic bacterial metabolism of lignans. There was no effect of gender on isoflavonoid excretion.
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urinary lignan and isoflavonoid excretion in premenopausal women consuming flaxseed powder
The American Journal of Clinical Nutrition, 1994Co-Authors: Johanna W Lampe, Margaret C Martini, Herman Adlercreutz, Mindy S Kurzer, Joanne L SlavinAbstract:Lignans and isoflavonoid phytoestrogens, produced from plant precursors by colonic bacteria, may protect against certain cancers. We examined the effects of flaxseed consumption on urinary lignans and Isoflavonoids. Eighteen women consumed their usual omnivorous diets for three menstrual cycles and their usual diets supplemented with flaxseed powder (10 g/d) for three cycles in a randomized crossover design. Three-day urine samples from follicular and luteal phases were analyzed for lignans and Isoflavonoids by isotope-dilution gas chromatography--mass spectrometry. Excretion of the lignans enterodiol and enterolactone increased with flaxseed from 1.09 +/- 1.08 and 3.16 +/- 1.47 to 19.48 +/- 1.10 and 27.79 +/- 1.50 mumol/d, respectively (P < 0.0002). Enterodiol and enterolactone excretion varied among subjects in response to flaxseed (3- to 285-fold increase). There were no differences in excretion of Isoflavonoids (daidzein, genistein, equol, and O-desmethylangolensin) or the lignan matairesinol with flaxseed. Excretion was not altered by phase of menstrual cycle or duration of flaxseed consumption.
Johanna W Lampe - One of the best experts on this subject based on the ideXlab platform.
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urinary isoflavonoid and lignan excretion on a western diet relation to soy vegetable and fruit intake
Cancer Epidemiology Biomarkers & Prevention, 1999Co-Authors: Johanna W Lampe, Kristina Wahala, Deborah R Gustafson, Andrea M Hutchins, Margaret C Martini, Sue Li, Gregory A Grandits, John D PotterAbstract:Dietary isoflavone and lignan phytoestrogens are potential chemopreventive agents. This has led to a need to monitor exposure to these compounds in human populations and to determine which components of a mixed diet contribute to the exposure. Typically, urinary isoflavonoid excretion is associated with soy consumption and that of lignans is associated with whole grains. However, other plant foods are known to contain phytoestrogen precursors. The purpose of this study was to examine the association between urinary isoflavonoid and lignan excretion and intakes of vegetables and fruits (VF P = 0.0001), O -desmethylangolensin ( r = 0.37; P = 0.0002), daidzein ( r = 0.34; P = 0.0007), and the sum of Isoflavonoids ( r = 0.39; P = 0.0001). There was no association between equol excretion and soy intake or between the Isoflavonoids and any other VF however, additional “hidden sources” of soy may also contribute to exposure. In contrast, a variety of fiber-containing foods contributed to lignan excretion; the sum of the urinary lignans, enterodiol, enterolactone, and matairesinol, was associated with intake of total F ( r = 0.27; P = 0.008), total VF P = 0.01), soyfoods ( r = 0.28; P = 0.006), and dietary fiber ( r = 0.36; P = 0.0003). Overall, urinary phytoestrogens (Isoflavonoids + lignans) were significantly higher in “high” compared with “low” VF thus, the urinary phytoestrogens may also be a useful marker of healthier dietary patterns.
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vegetables fruits and legumes effect on urinary isoflavonoid phytoestrogen and lignan excretion
Journal of The American Dietetic Association, 1995Co-Authors: Andrea M Hutchins, Johanna W Lampe, Margaret C Martini, Deborah R Campbell, Joanne L SlavinAbstract:Abstract Objective To compare the effect of vegetable, fruit, and legume consumption on urinary isoflavonoid phytoestrogen and lignan excretion. Design After 4 days of data collection, during which subjects consumed their habitual diets, subjects were randomly placed on four 9-day controlled experimental diets with each subject receiving each diet in a random order. Subjects Seven men and three women, aged 20 to 35 years, were recruited from the University of Minnesota Twin Cities community. Interventions All subjects consumed four experimental diets in an assigned random order: a controlled basal diet, a legume/allium diet (containing garbanzo beans, garlic, and onions), and diets low or high in vegetables and fruits (containing apples, pears, potatoes, and carrots). Main outcome measures Urine samples that were collected while subjects consumed their habitual diets and during the last 3 days of each feeding period were analyzed for isoflavonoid and lignan content using isotope dilution gas chromatography-mass spectrometry. Statistical analysis performed The effect of vegetable and fruit intake on urinary isoflavonoid and lignan excretion was analyzed using the general linear model procedure. Post hoc comparisons were made using Duncan's multiple range test. Results Subjects excreted more of the lignan enterodiol on the high vegetable/fruit diet compared with the basal and legume/allium diets ( P =.03); more of the Isoflavonoids O -desmethylangolensin ( O -DMA), genistein, and sum of Isoflavonoids on the legume/allium diet compared with the other controlled diets ( P P Conclusions Urinary lignan and isoflavonoid excretion changed in response to alterations in vegetable, fruit, and legume intake under controlled dietary conditions. J Am Diet Assoc. 1995; 95:769-774.
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urinary lignan and isoflavonoid excretion in men and women consuming vegetable and soy diets
Nutrition and Cancer, 1995Co-Authors: Lisa M Kirkman, Johanna W Lampe, Margaret C Martini, Deborah R Campbell, Joanne L SlavinAbstract:Urinary lignan and isoflavonoid excretion were examined in 11 men and 9 women consuming four nine-day controlled experimental diets: basal (vegetable free), carotenoid vegetable (carrot and spinach), cruciferous vegetable (broccoli and cauliflower), and soy (tofu and textured vegetable protein product). Three-day urine collections (Days 7-9) were analyzed for lignans and Isoflavonoids with use of isotope-dilution gas chromatography-mass spectrometry. Urinary excretion of the lignans enterodiol and enterolactone was higher during the carotenoid and cruciferous vegetable diets than during the basal diet (p = 0.0001), suggesting that these vegetables may provide a source of mammalian lignan precursors. Urinary excretion of the Isoflavonoids equol, O-desmethylangolensin, daidzein, and genistein was higher when subjects consumed soy diets than when they consumed the other test diets (p < 0.02). Gender differences in lignan excretion were observed. Men excreted more enterolactone (p = 0.006) and less enterodiol (p = 0.013) than women, implying a gender difference in colonic bacterial metabolism of lignans. There was no effect of gender on isoflavonoid excretion.
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urinary lignan and isoflavonoid excretion in premenopausal women consuming flaxseed powder
The American Journal of Clinical Nutrition, 1994Co-Authors: Johanna W Lampe, Margaret C Martini, Herman Adlercreutz, Mindy S Kurzer, Joanne L SlavinAbstract:Lignans and isoflavonoid phytoestrogens, produced from plant precursors by colonic bacteria, may protect against certain cancers. We examined the effects of flaxseed consumption on urinary lignans and Isoflavonoids. Eighteen women consumed their usual omnivorous diets for three menstrual cycles and their usual diets supplemented with flaxseed powder (10 g/d) for three cycles in a randomized crossover design. Three-day urine samples from follicular and luteal phases were analyzed for lignans and Isoflavonoids by isotope-dilution gas chromatography--mass spectrometry. Excretion of the lignans enterodiol and enterolactone increased with flaxseed from 1.09 +/- 1.08 and 3.16 +/- 1.47 to 19.48 +/- 1.10 and 27.79 +/- 1.50 mumol/d, respectively (P < 0.0002). Enterodiol and enterolactone excretion varied among subjects in response to flaxseed (3- to 285-fold increase). There were no differences in excretion of Isoflavonoids (daidzein, genistein, equol, and O-desmethylangolensin) or the lignan matairesinol with flaxseed. Excretion was not altered by phase of menstrual cycle or duration of flaxseed consumption.
Margaret C Martini - One of the best experts on this subject based on the ideXlab platform.
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urinary isoflavonoid and lignan excretion on a western diet relation to soy vegetable and fruit intake
Cancer Epidemiology Biomarkers & Prevention, 1999Co-Authors: Johanna W Lampe, Kristina Wahala, Deborah R Gustafson, Andrea M Hutchins, Margaret C Martini, Sue Li, Gregory A Grandits, John D PotterAbstract:Dietary isoflavone and lignan phytoestrogens are potential chemopreventive agents. This has led to a need to monitor exposure to these compounds in human populations and to determine which components of a mixed diet contribute to the exposure. Typically, urinary isoflavonoid excretion is associated with soy consumption and that of lignans is associated with whole grains. However, other plant foods are known to contain phytoestrogen precursors. The purpose of this study was to examine the association between urinary isoflavonoid and lignan excretion and intakes of vegetables and fruits (VF P = 0.0001), O -desmethylangolensin ( r = 0.37; P = 0.0002), daidzein ( r = 0.34; P = 0.0007), and the sum of Isoflavonoids ( r = 0.39; P = 0.0001). There was no association between equol excretion and soy intake or between the Isoflavonoids and any other VF however, additional “hidden sources” of soy may also contribute to exposure. In contrast, a variety of fiber-containing foods contributed to lignan excretion; the sum of the urinary lignans, enterodiol, enterolactone, and matairesinol, was associated with intake of total F ( r = 0.27; P = 0.008), total VF P = 0.01), soyfoods ( r = 0.28; P = 0.006), and dietary fiber ( r = 0.36; P = 0.0003). Overall, urinary phytoestrogens (Isoflavonoids + lignans) were significantly higher in “high” compared with “low” VF thus, the urinary phytoestrogens may also be a useful marker of healthier dietary patterns.
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vegetables fruits and legumes effect on urinary isoflavonoid phytoestrogen and lignan excretion
Journal of The American Dietetic Association, 1995Co-Authors: Andrea M Hutchins, Johanna W Lampe, Margaret C Martini, Deborah R Campbell, Joanne L SlavinAbstract:Abstract Objective To compare the effect of vegetable, fruit, and legume consumption on urinary isoflavonoid phytoestrogen and lignan excretion. Design After 4 days of data collection, during which subjects consumed their habitual diets, subjects were randomly placed on four 9-day controlled experimental diets with each subject receiving each diet in a random order. Subjects Seven men and three women, aged 20 to 35 years, were recruited from the University of Minnesota Twin Cities community. Interventions All subjects consumed four experimental diets in an assigned random order: a controlled basal diet, a legume/allium diet (containing garbanzo beans, garlic, and onions), and diets low or high in vegetables and fruits (containing apples, pears, potatoes, and carrots). Main outcome measures Urine samples that were collected while subjects consumed their habitual diets and during the last 3 days of each feeding period were analyzed for isoflavonoid and lignan content using isotope dilution gas chromatography-mass spectrometry. Statistical analysis performed The effect of vegetable and fruit intake on urinary isoflavonoid and lignan excretion was analyzed using the general linear model procedure. Post hoc comparisons were made using Duncan's multiple range test. Results Subjects excreted more of the lignan enterodiol on the high vegetable/fruit diet compared with the basal and legume/allium diets ( P =.03); more of the Isoflavonoids O -desmethylangolensin ( O -DMA), genistein, and sum of Isoflavonoids on the legume/allium diet compared with the other controlled diets ( P P Conclusions Urinary lignan and isoflavonoid excretion changed in response to alterations in vegetable, fruit, and legume intake under controlled dietary conditions. J Am Diet Assoc. 1995; 95:769-774.
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urinary lignan and isoflavonoid excretion in men and women consuming vegetable and soy diets
Nutrition and Cancer, 1995Co-Authors: Lisa M Kirkman, Johanna W Lampe, Margaret C Martini, Deborah R Campbell, Joanne L SlavinAbstract:Urinary lignan and isoflavonoid excretion were examined in 11 men and 9 women consuming four nine-day controlled experimental diets: basal (vegetable free), carotenoid vegetable (carrot and spinach), cruciferous vegetable (broccoli and cauliflower), and soy (tofu and textured vegetable protein product). Three-day urine collections (Days 7-9) were analyzed for lignans and Isoflavonoids with use of isotope-dilution gas chromatography-mass spectrometry. Urinary excretion of the lignans enterodiol and enterolactone was higher during the carotenoid and cruciferous vegetable diets than during the basal diet (p = 0.0001), suggesting that these vegetables may provide a source of mammalian lignan precursors. Urinary excretion of the Isoflavonoids equol, O-desmethylangolensin, daidzein, and genistein was higher when subjects consumed soy diets than when they consumed the other test diets (p < 0.02). Gender differences in lignan excretion were observed. Men excreted more enterolactone (p = 0.006) and less enterodiol (p = 0.013) than women, implying a gender difference in colonic bacterial metabolism of lignans. There was no effect of gender on isoflavonoid excretion.
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urinary lignan and isoflavonoid excretion in premenopausal women consuming flaxseed powder
The American Journal of Clinical Nutrition, 1994Co-Authors: Johanna W Lampe, Margaret C Martini, Herman Adlercreutz, Mindy S Kurzer, Joanne L SlavinAbstract:Lignans and isoflavonoid phytoestrogens, produced from plant precursors by colonic bacteria, may protect against certain cancers. We examined the effects of flaxseed consumption on urinary lignans and Isoflavonoids. Eighteen women consumed their usual omnivorous diets for three menstrual cycles and their usual diets supplemented with flaxseed powder (10 g/d) for three cycles in a randomized crossover design. Three-day urine samples from follicular and luteal phases were analyzed for lignans and Isoflavonoids by isotope-dilution gas chromatography--mass spectrometry. Excretion of the lignans enterodiol and enterolactone increased with flaxseed from 1.09 +/- 1.08 and 3.16 +/- 1.47 to 19.48 +/- 1.10 and 27.79 +/- 1.50 mumol/d, respectively (P < 0.0002). Enterodiol and enterolactone excretion varied among subjects in response to flaxseed (3- to 285-fold increase). There were no differences in excretion of Isoflavonoids (daidzein, genistein, equol, and O-desmethylangolensin) or the lignan matairesinol with flaxseed. Excretion was not altered by phase of menstrual cycle or duration of flaxseed consumption.
Oldřich Lapčík - One of the best experts on this subject based on the ideXlab platform.
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Isoflavonoids in the Amaryllidaceae family
Natural product research, 2014Co-Authors: Petra Mikšátková, Petra Lanková, Lukas Huml, Oldřich LapčíkAbstract:Plants of the Amaryllidaceae family are known as producers of biologically active alkaloids. Besides these a variety of flavonoids, including flavones, chalcones and chromones, have been detected in the Amaryllidaceous plants. In this study, we have analysed 16 representatives of the family for the presence of Isoflavonoids. The water/ethanolic extracts were analysed with HPLC-ESI-MS both without any pre-treatment and after immunoaffinity chromatography as a clean-up step. Four individual immunosorbents specific for biochanin A, daidzein and genistein were used. In addition, five enzyme-linked immunosorbent assays specific for the above-mentioned Isoflavonoids and their derivatives have been used for the analysis of the extracts after fractionation by semi-preparative HPLC. Fifteen selected Isoflavonoids were detected in the studied samples, and the amount of individual compounds ranged between ca. 0.8 and 400 ng/g of dry weight. This study extends the number of known isoflavonoid-producing families within the monocotyledonous plants.
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Isoflavonoids in the Amaryllidaceae family
Natural product research, 2014Co-Authors: Petra Mikšátková, Petra Lanková, Lukas Huml, Oldřich LapčíkAbstract:Plants of the Amaryllidaceae family are known as producers of biologically active alkaloids. Besides these a variety of flavonoids, including flavones, chalcones and chromones, have been detected in the Amaryllidaceous plants. In this study, we have analysed 16 representatives of the family for the presence of Isoflavonoids. The water/ethanolic extracts were analysed with HPLC-ESI-MS both without any pre-treatment and after immunoaffinity chromatography as a clean-up step. Four individual immunosorbents specific for biochanin A, daidzein and genistein were used. In addition, five enzyme-linked immunosorbent assays specific for the above-mentioned Isoflavonoids and their derivatives have been used for the analysis of the extracts after fractionation by semi-preparative HPLC. Fifteen selected Isoflavonoids were detected in the studied samples, and the amount of individual compounds ranged between ca. 0.8 and 400 ng/g of dry weight. This study extends the number of known isoflavonoid-producing families withi...
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Immunochemical and HPLC identification of Isoflavonoids in the Apiaceae family
Biochemical Systematics and Ecology, 2012Co-Authors: Khaled Abdulmanea, E.a. Prokudina, Petra Lanková, Lucie Vaníčková, Radka Koblovská, Václav Zelený, Oldřich LapčíkAbstract:Ethanolic extracts of 23 species of the Apiaceae family were analyzed for their flavonoid and isoflavonoid content, using the following methods: high-performance liquid chromatography coupled with mass spectrometry (HPLC-MS); semi-preparative HPLC with Enzyme Linked Immunosorbent Assay (HPLC-ELISA); and immunoaffinity extraction (IAE). Rutin and quercetin-3-glucoside were the most abundant flavonoid glycosides and the most abundant flavonoid aglycone was apigenin. The Isoflavonoids daidzein, genistein, sissotrin and formononetin were also found. The estimated content of individual compounds ranged from 1 to over 800 mg/kg (dry weight) for flavonoids, and from 0.2 to over 60 mg/kg for Isoflavonoids. The probable reason why Isoflavonoids have rarely been reported in the Apiaceae previously is that they occur in far smaller quantities than in families usually associated with Isoflavonoids, such as the Leguminosae, but the sensitive methods used made their detection possible.
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Development of sorbents for immunoaffinity extraction of Isoflavonoids
Phytochemistry Letters, 2011Co-Authors: E.a. Prokudina, Petra Lanková, Radka Koblovská, N. Al-maharik, Oldřich LapčíkAbstract:The majority of currently known Isoflavonoids has been detected in and isolated from the Leguminosae; however, their presence has also been reported in numerous non-legumes. Detection of these secondary metabolites in non-legumes is impeded by the complex matrix of plant material and low concentration of the analytes. In this study, we present a combination of immunoaffinity chromatography (IAC) and HPLC–ESI-MS as a new tool for the detection of Isoflavonoids. Immunoglobulin fractions of polyclonal rabbit antisera against conjugates of bovine serum albumin (BSA) with selected Isoflavonoids (i.e. biochanin A, genistein and daidzein) were immobilized on a commercially available Affi-Gel 10 support. Immunosorbents were characterized according to their specificity and binding capacity and used in an off-line combination with HPLC–ESI-MS for a pilot study of isoflavonoid presence in Maclura pomifera and Ficus carica (Moraceae).
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Isoflavonoids are present in Arabidopsis thaliana despite the absence of any homologue to known isoflavonoid synthases.
Plant physiology and biochemistry : PPB, 2006Co-Authors: Oldřich Lapčík, Radka Koblovská, Zuzana Mackova, D Honys, M Vitkova, B KlejdusAbstract:Extracts from Arabidopsis thaliana leaves and inflorescence stalks and from Lepidium sativa (Brassicaceae) seedlings were analysed by HPLC-MS-SIM and by five isoflavonoid-specific ELISA methods after the HPLC fractionation of samples, in order to determine presence of Isoflavonoids. Individual ELISAs were specific for daidzein, genistein, biochanin A and for their derivatives substituted either at the 4'- or at the 7- positions. Both analytical approaches revealed homologous spectra of Isoflavonoids in both plant species. As the ononin specific immunoassay was not available this compound was only detected by HPLC-MS. Formononetin and prunetin represented the main aglycones followed by biochanin A, daidzein and genistein; sissotrin was the most abundant isoflavonoid glycoside followed by ononin, daidzin and genistin. The content of individual compounds ranged from a few micrograms up to 2.2 mg kg(-1) (dry weight). Expression profiles of A. thaliana genes homologous to enzymes involved in isoflavonoid synthesis and metabolism were extracted from publicly available transcriptomic datasets for various tissues. Genes likely to be involved in important steps of the isoflavonoid metabolism in A. thaliana were identified. However, in accord with the previously published data, no homologue to isoflavone synthases known from the Fabaceae plants was found. These aryl migrating enzymes belong to the CYP93C family that is absent in A. thaliana. We conclude that another gene must be responsible for biosynthesis of the isoflavone skeleton in Brassicaceae.
