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Herman Adlercreutz - One of the best experts on this subject based on the ideXlab platform.
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validation of ffq based assessment of dietary Lignans compared with serum enterolactone in swedish women
British Journal of Nutrition, 2013Co-Authors: Alicja Wolk, José L. Peñalvo, Niclas Hakansson, Jesper Lagergren, Herman Adlercreutz, Yunxia LuAbstract:The validity of using FFQ to assess dietary Lignans is uncertain. We aimed to validate the use of FFQ for the assessment of dietary intake of Lignans compared to the serum biomarker enterolactone, the main product of dietary Lignans' metabolism in human subjects. A random sample of women, aged 55–75 years, from the Swedish Mammography Cohort was selected. Information from two FFQ, the FFQ-87 (sixty-seven food items) and the FFQ-97 (ninety-three food items), and blood samples were collected. Dietary intake of Lignans (secoisolariciresinol, matairesinol, lariciresinol, pinoresinol, medioresinol and syringaresinol) was assessed by the FFQ. Serum concentrations of enterolactone were analysed by time-resolved fluoroimmunoassay. The correlation coefficient between energy-adjusted lignan intake and serum enterolactone was estimated in crude and multivariable-adjusted models, taking into account the factors potentially influencing the serum enterolactone. Among the 135 participants aged 55–75 years, with a mean BMI of 26·7 kg/m 2 , the average energy-adjusted intake of total Lignans was 1616 ( sd 424) and 1516 ( sd 409) μg/d according to the FFQ-87 (forty-five food items containing Lignans) and the FFQ-97 (sixty-five food items containing Lignans), respectively. The mean concentration of serum enterolactone was 23·2 ( sd 15·4) nmol/l. The adjusted Pearson's correlation between dietary intake of Lignans assessed by the FFQ-97 and serum enterolactone was statistically significant ( r 0·22, P = 0·01). No significant correlation was observed for the FFQ-87 ( r 0·09, P = 0·30). The present study indicates that the FFQ-97 might be better than the FFQ-87 for assessing dietary intake of Lignans, although the correlation was low.
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intake of Lignans is associated with serum enterolactone concentration in finnish men and women
Journal of Nutrition, 2003Co-Authors: Annamari Kilkkinen, Katariina Stumpf, Liisa M. Valsta, Herman Adlercreutz, Jarmo Virtamo, Pirjo PietinenAbstract:The mammalian Lignans (a form of phytoestrogens), metabolically derived by the intestinal microflora from dietary precursors, may have several health benefits. Information concerning their dietary sources and bioavailability is scarce. We assessed lignan intake via a 24-h dietary recall (n = 2852) and determined serum enterolactone (EL) concentration (n = 1784) in 25- to 64-y-old Finnish men and women participating in a national survey in 1997. Mean intake of Lignans [sum of matairesinol (MAT) and secoisolariciresinol (SECO)] in men and women was 173 microg/d (19 microg/MJ) and 151 microg/d (23 microg/MJ), respectively. SECO made up over two thirds of the total lignan intake. The major sources of SECO were fruit, berries and cereals, whereas MAT derived almost exclusively from cereals. Lignan intake was positively associated with serum EL concentration (r = 0.19, P < 0.0001), i.e., the mean EL concentration in the highest quintile of lignan intake was 50% higher than that in the lowest quintile. We conclude that Lignans are common components of the Finnish diet, although the mean daily intake is low (<0.2 mg). The main dietary sources of Lignans, i.e., whole grain, vegetables and fruits, are foods commonly associated with lower risk of cardiovascular diseases and cancer. Serum EL concentration is a feasible biomarker of lignan intake.
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in vitro metabolism of plant Lignans new precursors of mammalian Lignans enterolactone and enterodiol
Journal of Agricultural and Food Chemistry, 2001Co-Authors: Satu-maarit Heinonen, Kristina Wahala, Kirsi Liukkonen, Takeshi Deyama, Sansei Nishibe, Tarja Nurmi, Kaisa Poutanen, Herman AdlercreutzAbstract:The metabolism of the plant Lignans matairesinol, secoisolariciresinol, pinoresinol, syringaresinol, arctigenin, 7-hydroxymatairesinol, isolariciresinol, and lariciresinol by human fecal microflora was investigated to study their properties as mammalian lignan precursors. The quantitative analyses of lignan precursors and the mammalian Lignans enterolactone and enterodiol were performed by HPLC with coulometric electrode array detector. The metabolic products, including mammalian Lignans, were characterized as trimethylsilyl derivatives by gas chromatography−mass spectrometry. Matairesinol, secoisolariciresinol, lariciresinol, and pinoresinol were converted to mammalian Lignans only. Several metabolites were isolated and tentatively identified as for syringaresinol and arctigenin in addition to the mammalian Lignans. Metabolites of 7-hydroxymatairesinol were characterized as enterolactone and 7-hydroxyenterolactone by comparison with authentic reference compounds. A metabolic scheme describing the convers...
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determinants of serum enterolactone concentration
The American Journal of Clinical Nutrition, 2001Co-Authors: Annamari Kilkkinen, Katariina Stumpf, Heli Tapanainen, Pirjo Pietinen, Liisa M. Valsta, Herman AdlercreutzAbstract:Background: The lignan enterolactone, which is produced by the intestinal microflora from dietary precursors, may protect against hormone-dependent cancers and cardiovascular diseases. Objective: We examined the cross-sectional associations between the serum enterolactone concentration and variables related to diet and health in Finnish adults. Design: Serum enterolactone was measured by using time-resolved fluoroimmunoassay in 2380 Finnish men and women aged 25-64 y who were participating in a cross-sectional national survey in 1997. Background information was collected with self-administered questionnaires and the diet was assessed with a food-frequency questionnaire. Results: The median serum enterolactone concentration was 13.8 nmol/L (range: 0-95.6 nmol/L) in men and 16.6 nmol/L (range: 0-182.6 nmol/L) in women. Multiple regression analyses showed positive associations in men between the serum enterolactone concentration and constipation, consumption of whole-grain products, and intake of fruit and berries. In women, the serum enterolactone concentration was positively and independently associated with consumption of vegetables, subject age, and constipation and was negatively associated with smoking. Furthermore, female subjects of normal weight had significantly higher serum enterolactone concentrations than did their underweight or obese peers. Conclusions: The serum enterolactone concentration varies widely in the population. Of the variables we examined, the most important determinants of the serum enterolactone concentration were consumption of lignan-containing foods and constipation; however, these appeared to explain only a small part of the variation. Therefore, the role of gut microflora in the metabolism of Lignans might be very important. Further studies will also be needed to determine the bioavailability and absorption rate of Lignans.
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phyto oestrogen content of berries and plasma concentrations and urinary excretion of enterolactone after a single strawberry meal in human subjects
British Journal of Nutrition, 2000Co-Authors: Witold Mazur, Kristina Wahala, Mariko Uehara, Herman AdlercreutzAbstract:Quantitative data on phyto-oestrogen, particularly lignan, content in edible plants are insufficient. We, therefore, measured isoflavonoids and Lignans in nine edible berries using an isotope dilution gas chromatography–mass spectrometry method for foods and found substantial concentrations of the lignan secoisolariciresinol (1·39–37·18 mg/kg DM), low amounts of matairesinol (0–0·78 mg/kg DM) and no isoflavones. To determine pharmacokinetics and urinary excretion pattern of the mammalian lignan enterolactone derived from plant Lignans, a study with human subjects was conducted. Five healthy women and two men consumed, after a 72 h period of a phyto-oestrogen-free regimen, a single strawberry-meal containing known amounts of plant Lignans. Basal and post-meal blood and urine samples were collected at short intervals. The samples were analysed using time-resolved fluoroimmunoassay of enterolactone. The meal increased plasma concentration of enterolactone after 8–24 h and in urine in the 13–24 h and 25–36 h urine collections. High individual variability of the metabolic response was observed. Enterolactone excreted in the urine collected throughout the 48 h post-meal yielded on average 114 % of the plant Lignans consumed. It is concluded that berries containing relatively high concentrations of plant Lignans contribute to plasma and urinary levels of mammalian enterolactone in human subjects.
Kristina Wahala - One of the best experts on this subject based on the ideXlab platform.
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in vitro metabolism of plant Lignans new precursors of mammalian Lignans enterolactone and enterodiol
Journal of Agricultural and Food Chemistry, 2001Co-Authors: Satu-maarit Heinonen, Kristina Wahala, Kirsi Liukkonen, Takeshi Deyama, Sansei Nishibe, Tarja Nurmi, Kaisa Poutanen, Herman AdlercreutzAbstract:The metabolism of the plant Lignans matairesinol, secoisolariciresinol, pinoresinol, syringaresinol, arctigenin, 7-hydroxymatairesinol, isolariciresinol, and lariciresinol by human fecal microflora was investigated to study their properties as mammalian lignan precursors. The quantitative analyses of lignan precursors and the mammalian Lignans enterolactone and enterodiol were performed by HPLC with coulometric electrode array detector. The metabolic products, including mammalian Lignans, were characterized as trimethylsilyl derivatives by gas chromatography−mass spectrometry. Matairesinol, secoisolariciresinol, lariciresinol, and pinoresinol were converted to mammalian Lignans only. Several metabolites were isolated and tentatively identified as for syringaresinol and arctigenin in addition to the mammalian Lignans. Metabolites of 7-hydroxymatairesinol were characterized as enterolactone and 7-hydroxyenterolactone by comparison with authentic reference compounds. A metabolic scheme describing the convers...
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in vitro metabolism of plant Lignans new precursors of mammalian Lignans enterolactone and enterodiol
Journal of Agricultural and Food Chemistry, 2001Co-Authors: Satu Heinone, Kristina Wahala, Takeshi Deyama, Sansei Nishibe, Tarja Nurmi, Kirsi Liukkone, Kaisa Poutane, Herma AdlercreutzAbstract:The metabolism of the plant Lignans matairesinol, secoisolariciresinol, pinoresinol, syringaresinol, arctigenin, 7-hydroxymatairesinol, isolariciresinol, and lariciresinol by human fecal microflora was investigated to study their properties as mammalian lignan precursors. The quantitative analyses of lignan precursors and the mammalian Lignans enterolactone and enterodiol were performed by HPLC with coulometric electrode array detector. The metabolic products, including mammalian Lignans, were characterized as trimethylsilyl derivatives by gas chromatography-mass spectrometry. Matairesinol, secoisolariciresinol, lariciresinol, and pinoresinol were converted to mammalian Lignans only. Several metabolites were isolated and tentatively identified as for syringaresinol and arctigenin in addition to the mammalian Lignans. Metabolites of 7-hydroxymatairesinol were characterized as enterolactone and 7-hydroxyenterolactone by comparison with authentic reference compounds. A metabolic scheme describing the conversion of the most abundant new mammalian lignan precursors, pinoresinol and lariciresinol, is presented.
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synthesis of enterolactone and enterodiol precursors as potential inhibitors of human estrogen synthetase aromatase
Steroids, 2000Co-Authors: Tapio Mäkelä, Kristina Wahala, Tapio HaseAbstract:A series of variably substituted derivatives of lignan lactones and diols were prepared using tandem conjugate addition reaction as a key step. These theoretical precursors of the mammalian Lignans enterolactone 1 and enterodiol 3 are moderate or weak inhibitors of human aromatase activity.
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phyto oestrogen content of berries and plasma concentrations and urinary excretion of enterolactone after a single strawberry meal in human subjects
British Journal of Nutrition, 2000Co-Authors: Witold Mazur, Kristina Wahala, Mariko Uehara, Herman AdlercreutzAbstract:Quantitative data on phyto-oestrogen, particularly lignan, content in edible plants are insufficient. We, therefore, measured isoflavonoids and Lignans in nine edible berries using an isotope dilution gas chromatography–mass spectrometry method for foods and found substantial concentrations of the lignan secoisolariciresinol (1·39–37·18 mg/kg DM), low amounts of matairesinol (0–0·78 mg/kg DM) and no isoflavones. To determine pharmacokinetics and urinary excretion pattern of the mammalian lignan enterolactone derived from plant Lignans, a study with human subjects was conducted. Five healthy women and two men consumed, after a 72 h period of a phyto-oestrogen-free regimen, a single strawberry-meal containing known amounts of plant Lignans. Basal and post-meal blood and urine samples were collected at short intervals. The samples were analysed using time-resolved fluoroimmunoassay of enterolactone. The meal increased plasma concentration of enterolactone after 8–24 h and in urine in the 13–24 h and 25–36 h urine collections. High individual variability of the metabolic response was observed. Enterolactone excreted in the urine collected throughout the 48 h post-meal yielded on average 114 % of the plant Lignans consumed. It is concluded that berries containing relatively high concentrations of plant Lignans contribute to plasma and urinary levels of mammalian enterolactone in human subjects.
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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.
Sansei Nishibe - One of the best experts on this subject based on the ideXlab platform.
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quantification of a broad spectrum of Lignans in cereals oilseeds and nuts
Journal of Agricultural and Food Chemistry, 2007Co-Authors: Annika Smeds, Takeshi Deyama, Stefan Willför, Rainer Sjöholm, Patrik Eklund, Sansei Nishibe, Bjarne HolmbomAbstract:Twenty-four plant Lignans were analyzed by high-performance liquid chromatography−tandem mass spectrometry in bran extracts of 16 cereal species, in four nut species, and in two oilseed species (sesame seeds and linseeds). Eighteen of these were Lignans previously unidentified in these species, and of these, 16 were identified in the analyzed samples. Four different extraction methods were applied as follows: alkaline extraction, mild acid extraction, a combination of alkaline and mild acid extraction, or accelerated solvent extraction. The extraction method was of great importance for the lignan yield. 7-Hydroxymatairesinol, which has not previously been detected in cereals because of destructive extraction methods, was the dominant lignan in wheat, triticale, oat, barley, millet, corn bran, and amaranth whole grain. Syringaresinol was the other dominant cereal lignan. Wheat and rye bran had the highest lignan content of all cereals; however, linseeds and sesame seeds were by far the most lignan-rich of...
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quantification of a broad spectrum of Lignans in cereals oilseeds and nuts
Journal of Agricultural and Food Chemistry, 2007Co-Authors: Annika Smeds, Takeshi Deyama, Rainer Sjöholm, Patrik Eklund, Sansei Nishibe, Stefa Willfo, Jarne HolmbomAbstract:Twenty-four plant Lignans were analyzed by high-performance liquid chromatography-tandem mass spectrometry in bran extracts of 16 cereal species, in four nut species, and in two oilseed species (sesame seeds and linseeds). Eighteen of these were Lignans previously unidentified in these species, and of these, 16 were identified in the analyzed samples. Four different extraction methods were applied as follows: alkaline extraction, mild acid extraction, a combination of alkaline and mild acid extraction, or accelerated solvent extraction. The extraction method was of great importance for the lignan yield. 7-Hydroxymatairesinol, which has not previously been detected in cereals because of destructive extraction methods, was the dominant lignan in wheat, triticale, oat, barley, millet, corn bran, and amaranth whole grain. Syringaresinol was the other dominant cereal lignan. Wheat and rye bran had the highest lignan content of all cereals; however, linseeds and sesame seeds were by far the most lignan-rich of the studied species.
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in vitro metabolism of plant Lignans new precursors of mammalian Lignans enterolactone and enterodiol
Journal of Agricultural and Food Chemistry, 2001Co-Authors: Satu-maarit Heinonen, Kristina Wahala, Kirsi Liukkonen, Takeshi Deyama, Sansei Nishibe, Tarja Nurmi, Kaisa Poutanen, Herman AdlercreutzAbstract:The metabolism of the plant Lignans matairesinol, secoisolariciresinol, pinoresinol, syringaresinol, arctigenin, 7-hydroxymatairesinol, isolariciresinol, and lariciresinol by human fecal microflora was investigated to study their properties as mammalian lignan precursors. The quantitative analyses of lignan precursors and the mammalian Lignans enterolactone and enterodiol were performed by HPLC with coulometric electrode array detector. The metabolic products, including mammalian Lignans, were characterized as trimethylsilyl derivatives by gas chromatography−mass spectrometry. Matairesinol, secoisolariciresinol, lariciresinol, and pinoresinol were converted to mammalian Lignans only. Several metabolites were isolated and tentatively identified as for syringaresinol and arctigenin in addition to the mammalian Lignans. Metabolites of 7-hydroxymatairesinol were characterized as enterolactone and 7-hydroxyenterolactone by comparison with authentic reference compounds. A metabolic scheme describing the convers...
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in vitro metabolism of plant Lignans new precursors of mammalian Lignans enterolactone and enterodiol
Journal of Agricultural and Food Chemistry, 2001Co-Authors: Satu Heinone, Kristina Wahala, Takeshi Deyama, Sansei Nishibe, Tarja Nurmi, Kirsi Liukkone, Kaisa Poutane, Herma AdlercreutzAbstract:The metabolism of the plant Lignans matairesinol, secoisolariciresinol, pinoresinol, syringaresinol, arctigenin, 7-hydroxymatairesinol, isolariciresinol, and lariciresinol by human fecal microflora was investigated to study their properties as mammalian lignan precursors. The quantitative analyses of lignan precursors and the mammalian Lignans enterolactone and enterodiol were performed by HPLC with coulometric electrode array detector. The metabolic products, including mammalian Lignans, were characterized as trimethylsilyl derivatives by gas chromatography-mass spectrometry. Matairesinol, secoisolariciresinol, lariciresinol, and pinoresinol were converted to mammalian Lignans only. Several metabolites were isolated and tentatively identified as for syringaresinol and arctigenin in addition to the mammalian Lignans. Metabolites of 7-hydroxymatairesinol were characterized as enterolactone and 7-hydroxyenterolactone by comparison with authentic reference compounds. A metabolic scheme describing the conversion of the most abundant new mammalian lignan precursors, pinoresinol and lariciresinol, is presented.
Takeshi Deyama - One of the best experts on this subject based on the ideXlab platform.
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quantification of a broad spectrum of Lignans in cereals oilseeds and nuts
Journal of Agricultural and Food Chemistry, 2007Co-Authors: Annika Smeds, Takeshi Deyama, Stefan Willför, Rainer Sjöholm, Patrik Eklund, Sansei Nishibe, Bjarne HolmbomAbstract:Twenty-four plant Lignans were analyzed by high-performance liquid chromatography−tandem mass spectrometry in bran extracts of 16 cereal species, in four nut species, and in two oilseed species (sesame seeds and linseeds). Eighteen of these were Lignans previously unidentified in these species, and of these, 16 were identified in the analyzed samples. Four different extraction methods were applied as follows: alkaline extraction, mild acid extraction, a combination of alkaline and mild acid extraction, or accelerated solvent extraction. The extraction method was of great importance for the lignan yield. 7-Hydroxymatairesinol, which has not previously been detected in cereals because of destructive extraction methods, was the dominant lignan in wheat, triticale, oat, barley, millet, corn bran, and amaranth whole grain. Syringaresinol was the other dominant cereal lignan. Wheat and rye bran had the highest lignan content of all cereals; however, linseeds and sesame seeds were by far the most lignan-rich of...
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quantification of a broad spectrum of Lignans in cereals oilseeds and nuts
Journal of Agricultural and Food Chemistry, 2007Co-Authors: Annika Smeds, Takeshi Deyama, Rainer Sjöholm, Patrik Eklund, Sansei Nishibe, Stefa Willfo, Jarne HolmbomAbstract:Twenty-four plant Lignans were analyzed by high-performance liquid chromatography-tandem mass spectrometry in bran extracts of 16 cereal species, in four nut species, and in two oilseed species (sesame seeds and linseeds). Eighteen of these were Lignans previously unidentified in these species, and of these, 16 were identified in the analyzed samples. Four different extraction methods were applied as follows: alkaline extraction, mild acid extraction, a combination of alkaline and mild acid extraction, or accelerated solvent extraction. The extraction method was of great importance for the lignan yield. 7-Hydroxymatairesinol, which has not previously been detected in cereals because of destructive extraction methods, was the dominant lignan in wheat, triticale, oat, barley, millet, corn bran, and amaranth whole grain. Syringaresinol was the other dominant cereal lignan. Wheat and rye bran had the highest lignan content of all cereals; however, linseeds and sesame seeds were by far the most lignan-rich of the studied species.
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in vitro metabolism of plant Lignans new precursors of mammalian Lignans enterolactone and enterodiol
Journal of Agricultural and Food Chemistry, 2001Co-Authors: Satu-maarit Heinonen, Kristina Wahala, Kirsi Liukkonen, Takeshi Deyama, Sansei Nishibe, Tarja Nurmi, Kaisa Poutanen, Herman AdlercreutzAbstract:The metabolism of the plant Lignans matairesinol, secoisolariciresinol, pinoresinol, syringaresinol, arctigenin, 7-hydroxymatairesinol, isolariciresinol, and lariciresinol by human fecal microflora was investigated to study their properties as mammalian lignan precursors. The quantitative analyses of lignan precursors and the mammalian Lignans enterolactone and enterodiol were performed by HPLC with coulometric electrode array detector. The metabolic products, including mammalian Lignans, were characterized as trimethylsilyl derivatives by gas chromatography−mass spectrometry. Matairesinol, secoisolariciresinol, lariciresinol, and pinoresinol were converted to mammalian Lignans only. Several metabolites were isolated and tentatively identified as for syringaresinol and arctigenin in addition to the mammalian Lignans. Metabolites of 7-hydroxymatairesinol were characterized as enterolactone and 7-hydroxyenterolactone by comparison with authentic reference compounds. A metabolic scheme describing the convers...
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in vitro metabolism of plant Lignans new precursors of mammalian Lignans enterolactone and enterodiol
Journal of Agricultural and Food Chemistry, 2001Co-Authors: Satu Heinone, Kristina Wahala, Takeshi Deyama, Sansei Nishibe, Tarja Nurmi, Kirsi Liukkone, Kaisa Poutane, Herma AdlercreutzAbstract:The metabolism of the plant Lignans matairesinol, secoisolariciresinol, pinoresinol, syringaresinol, arctigenin, 7-hydroxymatairesinol, isolariciresinol, and lariciresinol by human fecal microflora was investigated to study their properties as mammalian lignan precursors. The quantitative analyses of lignan precursors and the mammalian Lignans enterolactone and enterodiol were performed by HPLC with coulometric electrode array detector. The metabolic products, including mammalian Lignans, were characterized as trimethylsilyl derivatives by gas chromatography-mass spectrometry. Matairesinol, secoisolariciresinol, lariciresinol, and pinoresinol were converted to mammalian Lignans only. Several metabolites were isolated and tentatively identified as for syringaresinol and arctigenin in addition to the mammalian Lignans. Metabolites of 7-hydroxymatairesinol were characterized as enterolactone and 7-hydroxyenterolactone by comparison with authentic reference compounds. A metabolic scheme describing the conversion of the most abundant new mammalian lignan precursors, pinoresinol and lariciresinol, is presented.
Annika Smeds - One of the best experts on this subject based on the ideXlab platform.
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quantification of a broad spectrum of Lignans in cereals oilseeds and nuts
Journal of Agricultural and Food Chemistry, 2007Co-Authors: Annika Smeds, Takeshi Deyama, Stefan Willför, Rainer Sjöholm, Patrik Eklund, Sansei Nishibe, Bjarne HolmbomAbstract:Twenty-four plant Lignans were analyzed by high-performance liquid chromatography−tandem mass spectrometry in bran extracts of 16 cereal species, in four nut species, and in two oilseed species (sesame seeds and linseeds). Eighteen of these were Lignans previously unidentified in these species, and of these, 16 were identified in the analyzed samples. Four different extraction methods were applied as follows: alkaline extraction, mild acid extraction, a combination of alkaline and mild acid extraction, or accelerated solvent extraction. The extraction method was of great importance for the lignan yield. 7-Hydroxymatairesinol, which has not previously been detected in cereals because of destructive extraction methods, was the dominant lignan in wheat, triticale, oat, barley, millet, corn bran, and amaranth whole grain. Syringaresinol was the other dominant cereal lignan. Wheat and rye bran had the highest lignan content of all cereals; however, linseeds and sesame seeds were by far the most lignan-rich of...
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quantification of a broad spectrum of Lignans in cereals oilseeds and nuts
Journal of Agricultural and Food Chemistry, 2007Co-Authors: Annika Smeds, Takeshi Deyama, Rainer Sjöholm, Patrik Eklund, Sansei Nishibe, Stefa Willfo, Jarne HolmbomAbstract:Twenty-four plant Lignans were analyzed by high-performance liquid chromatography-tandem mass spectrometry in bran extracts of 16 cereal species, in four nut species, and in two oilseed species (sesame seeds and linseeds). Eighteen of these were Lignans previously unidentified in these species, and of these, 16 were identified in the analyzed samples. Four different extraction methods were applied as follows: alkaline extraction, mild acid extraction, a combination of alkaline and mild acid extraction, or accelerated solvent extraction. The extraction method was of great importance for the lignan yield. 7-Hydroxymatairesinol, which has not previously been detected in cereals because of destructive extraction methods, was the dominant lignan in wheat, triticale, oat, barley, millet, corn bran, and amaranth whole grain. Syringaresinol was the other dominant cereal lignan. Wheat and rye bran had the highest lignan content of all cereals; however, linseeds and sesame seeds were by far the most lignan-rich of the studied species.
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chromatographic analysis of Lignans
Journal of Chromatography A, 2006Co-Authors: Stefa Willfo, Annika Smeds, Jarne HolmbomAbstract:Abstract Methods and procedures for analysis of Lignans in trees and other plants are reviewed. The importance of cautious sample handling and pretreatment procedures to avoid contamination, loss of sample, and unwanted chemical reactions is discussed. Sequential extraction with a non-polar solvent followed by extraction with acetone or ethanol is recommended to separate the Lignans from the plant matrix. An additional step of acid, alkaline, or enzymatic hydrolysis may be necessary for some plant matrixes. Flash chromatography is a convenient method for preparative separation and isolation of pure Lignans from raw extracts. TLC is very suitable for qualitative screening of extracts and for monitoring of lignan isolation and purification steps. Trimethylsilyl ethers of Lignans can be separated and quantified by GC even in the case of complex mixtures of Lignans and other polyphenols, and the Lignans can be identified by GC–MS in a routine manner. HPLC on reversed-phase columns is especially suited for analysis of Lignans and their metabolites in biological matrixes. The recent development of HPLC-electrospray ionisation (ESI)-iontrap MS (MS n ) and corresponding techniques with high sensitivity and selectivity has proven valuable in lignan analysis. Lignan enantiomers can be separated on chiral HPLC columns.
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structural determinants of plant Lignans for the formation of enterolactone in vivo
Journal of Chromatography B: Biomedical Sciences and Applications, 2002Co-Authors: Niina Saarinen, Annika Smeds, Rainer Sjöholm, Sari Makela, Jenni Ammala, Kristo Hakala, Juhamatti Pihlava, Eevaliisa Ryhanen, Risto SanttiAbstract:The quantity of mammalian Lignans enterolactone (ENL) and enterodiol (END) and of plant Lignans secoisolariciresinol (SECO) and 7-hydroxymatairesinol (HMR) excreted in a 24-h rat urine sample was measured after a single p.o. dose of an equivalent quantity of secoisolariciresinol diglycoside (SDG), secoisolariciresinol (SECO), matairesinol (MR), 7-hydroxymatairesinol (HMR) and ENL. Plant Lignans (SECO and HMR) were partially absorbed as such. The aglycone form of SECO was more efficiently converted into mammalian Lignans END and ENL than the glycosylated form, SDG. Of plant Lignans, MR produced the highest quantities of ENL: the quantity was over twofold compared with HMR or SDG. The majority of the animals, which had been given SECO, excreted higher quantities of END than ENL into urine, but ENL was the main lignan metabolite after SDG. The highest quantities of ENL in urine were measured after the administration of ENL as such. The (-)SECO isolated from Araucaria angustifolia was converted into (-)ENL only. The administration of (-)SDG, which was shown to produce (+)SECO, resulted in excretion of (+)ENL only and (-)HMR was converted into (-)ENL only. This confirmed that the absolute configurations at C8 and C8' are not changed during the microbial metabolism. Whether the biological effects are enantiomer-specific, remains to be resolved.