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Daidzein

Daidzein is a natural isoflavone compound found in soybeans and other legumes.
It has been studied for its potential health benefits, including its antioxidant, anti-inflammatory, and estrogen-like effects.
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Most cited protocols related to «Daidzein»

Samples collected at visit 1 were analyzed at the National Center for Environmental Health laboratories at CDC for nine phthalate metabolites [n = 1,149; monoethylphthalate (MEP), mono-butyl phthalate, mono-iso-butyl phthalate, mono-benzyl phthalate, mono-3-carboxypropyl phthalate, mono-2-ethyl-5-carboxypentyl phthalate, mono-(2-ethyl-5-hydroxylhexyl) phthalate, mono-(2-ethyl-5-oxohexyl) phthalate, and mono-(2-ethylhexyl) phthalate (MEHP)], seven phenols (benzophenone-3, bisphenol A, 2,5-dichlorophenol, triclosan; n = 1,149; methyl-, butyl-, and propyl- parabens, n = 1,059), and three phytoestrogens (daidzein, genistein, enterolactone; n = 1,150). Parabens were not measured early in the study. At least one urinary biomarker measurement was available among 1,151 girls, 985 with breast stages. We substituted limit of detection ( for results below the LOD. Adjustment for urine dilution was accomplished using creatinine, to account for difference in sampling (spot specimens at MSSM and KPNC, early-morning samples at Cincinnati) and interindividual variation in urine dilution. We included log-creatinine in models using continuous log-biomarker variables, and we created quintile cut points from creatinine-corrected concentrations (micrograms per gram creatinine). As previously described, to reduce multiple comparisons we combined the phthalate metabolites into two groups that represent similar sources and similar biologic activity, low- (< 250 Da) and high-molecular-weight (> 250 Da) phthalate metabolites (low MWP and high MWP) [details in Supplemental Material, Table 2 (doi:10.1289/ehp.0901690)]. We expressed high MWP molar sum as MEHP (molecular weight 278) and the low MWP as MEP (molecular weight 194) so that units were the same as the other analytes (micrograms per liter). Similarly, a molar sum of the paraben metabolites was created (paraben sum) expressed as propyl paraben (molecular weight 180.2). Models with the individual phthalate and paraben metabolites were consistent with the molar sum variables. Results using di(2-ethylhexyl)phthalate (DEHP)-sum metabolites were almost identical to those for the high MWP, and they represented 75% ± 16% (mean ± SD) of the high MWP biomarkers. Therefore, only the latter models are presented.
Laboratory techniques and quality control protocols are identical to those reported previously in a pilot study (Wolff et al. 2007 (link)). Briefly, urine undergoes an automated cleanup with enzymatic deconjugation, followed by high-performance liquid chromatography-isotope dilution tandem mass spectrometry quantification (Kato et al. 2005 (link); Rybak et al. 2008 ; Ye et al. 2005 (link), 2006 ). In addition to the internal CDC quality control procedures, we incorporated approximately 10% masked quality control specimens (n = 101) from a single urine pool. The coefficients of variation (SD/mean concentration) were < 10% for 13 analytes and were between 10% and 21% for the remaining six biomarkers.
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Publication 2010
2,3-bis(3'-hydroxybenzyl)butyrolactone Biological Markers Biopharmaceuticals bisphenol A Breast Creatinine daidzein Diethylhexyl Phthalate Enzymes Genistein High-Performance Liquid Chromatographies Isotopes Molar mono-(2-ethylhexyl)phthalate mono-benzyl phthalate mono-isobutyl phthalate monoethyl phthalate oxybenzone Parabens Phenols phthalate Phthalate, Dibutyl Phytoestrogens propylparaben Tandem Mass Spectrometry Technique, Dilution Triclosan Urine Woman
The subjects provided 7-day dietary records (DR) in 4 seasons (a total of 28 days): spring (May), summer (August), autumn (November) and winter (February). In Mito the PHC area, the study was launched in the spring of 1996, Half of the subjects from Chuo-higashi (n=32) joined the study in the summer of 1996, and the other half (n=44) in the winter of 1997. In other areas, the study began in winter of 1997.
Weighed DRs were collected over 7 consecutive days in each of the 4 seasons. Dietitians from the PHC, the cities or towns in each area instructed the subjects to weigh all foods and beverages using the measuring spoons, cups and an electronic scale provided, and to record them in a booklet especially designed for the purpose. The subjects gave detailed descriptions of each food, the method of preparation and names of the recipes. The dietitians checked the records at subjects' homes at least once during the survey.
At the end of each season, the dietitians from the PHC reviewed the records in a standardized way, and coded all the foods recorded according to the Standardized Tables of Food Composition, 4th edition,5 If codes were not available for certain local foods, the dietitians substituted the food considered to be most similar by asking subjects for details on the food. When ingredients were not obtained for any already prepared recipes, the standard recipes developed by the authors were used.
Nutrient and food calculation was done by the method used in the Cohort I validation study.6 (link) The mean daily intake of energy and 16 nutrients was calculated from the records using the Standardized Tables of Food Composition, 4th edition.5 For cholesterol, and additional nutrients and compounds such as fatty acids (saturated, monounsaturated, n-3 polyunsaturated, n-6 polyunsaturated)7 (link), dietary fiber (water-soluble, -insoluble),8 (link) selenium9 (link) and carotenoids (alpha-carotene, beta-carotene, lycopene),10 (link) the original food composition tables were developed by filling in the missing values for the Japanese composition tables. For isoflavones (daidzein and genistein), the values in the specially developed food composition table for isoflavones in Japanese foods were used.11 (link),12 (link)Additional information about the diet, the standard portions/units for rice and green tea, and brand names for usually used cooking oil, sugar, soy sauce and miso (fermented soybeans) were reported. The frequency of eating out and dietary supplement use for the week was also recorded. Name, age, sex and occupation of all members in the family, self-reported physical activity level, and the number of steps counted by pedometer for one arbitrary day in each season were reported for information on demographic status and physical activity.
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Publication 2003
alpha-carotene beta Carotene Beverages Carbohydrates Carotenoids Cholesterol daidzein Diet Dietary Fiber Dietary Supplements Dietitian Fatty Acids Food Genistein Green Tea Isoflavones Japanese Lycopene Miso Mitomycin Nutrients Oryza sativa Soybeans Soy Sauce
This randomized, double-blind, placebo-controlled with two parallel arms was approved by the Institutional Review Board of the University of Texas Medical Branch (UTMB). Written informed consent was obtained from all subjects. The primary purpose was to study the biological effects of soy isoflavones in women, and those trial results will be reported separately. A secondary purpose was to validate riboflavin as a biomarker of adherence to daily ingestion of study pills in both placebo and active treatment arms of the study, as reported here. Trial registration: www.clinicaltrials.gov and the identifier is NCT00204490.
The study subjects were 197 premenopausal women between 30 and 42 years of age with regular monthly menstrual cycles. Four baseline visits consisted of two visits during each of two separate luteal phases not more than 6 months apart, after which 197 qualified subjects were randomized to treatment with isoflavone or placebo pills. Each placebo pill contained a 246 mg carbohydrate filler (90% maltodextrin and 10% Sethness caramel color). Each isoflavone pill contained 246 mg Nova Soy, which consisted of soy glycones (daidzin, genistin, and glycitin) and aglycones (daidzein, genistein, and glycitein) at a 9:1 molar ratio; the total aglycone equivalent amounts were 30 mg daidzein, 30 mg genistein, and 8.3 mg glycitein. Both the placebo pill and isoflavone pill also contained 15 mg riboflavin, 60 mg sorbitol, 3 mg magnesium stearate, and 676 mg dicalcium phosphate to give a final tablet weight of 1000 mg. Both pills were identical in appearance, designed by Dr. Brent Flickinger, and generously provided for this study at no cost by Archer Daniel Midland Co. (Decatur, IL).
Subjects were randomized in blocks of six using the PLAN procedure in SASã (SAS Version 9.3, SAS Institute, Inc. Cary, NC), which assured equal sizes of the study groups. All subjects, research staff, and investigators were blinded to the treatment assignments, which were known only to research pharmacists who dispensed supplies of the study pills but were not involved in other aspects of the trial. At each study visit subjects were given a three month supply of study pills in blister packs. Each blister for daily dosing contained two study pills and one prenatal vitamin pill (Rugby Prenavite Prenatal Formula, Swanson Health Products, Duluth, GA) that met the required daily intake of vitamins and minerals. Subjects were instructed to avoid vitamin supplements not provided by the study, and to take the pills contained in one blister pack daily for 5 days per week for up to 2 years.
Administration of study pills began on the second day of the menstrual bleeding following the fourth baseline visit. Study visits then occurred at 3-month intervals and between 20 to 24 days after onset of menstrual bleeding. Before each visit the subjects collected urine for 12 hours overnight in a 3 liter, light-protected container containing 1 gm sodium azide and 10 mL glycerol as preservatives. Aliquots of urine were stored at −20°C until analyzed for riboflavin by a high performance liquid chromatography (HPLC) with fluorescence detection (Chen et al., 2005 , Ramanujam et al., 2011 ), and for daidzein and genistein by a previously described gas chromatography-flame ionization detection (GC-FID) method (Lu et al., 1995 ).
All baseline and treatment phase urine samples were analyzed for riboflavin, daidzein, and genistein by one of the investigators who was blinded to treatment assignment. Riboflavin results were used in discussions with the study participants regarding their adherence to ingestion of study pills, whereas the isoflavone results remained blinded to the subjects and members of the study team until the trial ended and data were ready for analysis.
Publication 2016
Arm, Upper Biological Markers Biopharmaceuticals caramel color Carbohydrates Contraceptives, Oral daidzein daidzin dicalcium phosphate Dietary Supplements Ethics Committees, Research Flame Ionization Fluorescence Gas Chromatography Genistein genistin Glycerin glycitein glycitin High-Performance Liquid Chromatographies Isoflavones Light Luteal Phase magnesium stearate maltodextrin Menstrual Cycle Menstruation Minerals Molar Pharmaceutical Preservatives Placebos Riboflavin Sodium Azide Sorbitol Tablet Urine Vitamins Woman

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Publication 2015
WISH was a randomized, double-blind, placebo-controlled trial conducted from April 12, 2004 to March 19, 2009. Participants were postmenopausal women without vaginal bleeding >1 year and serum estradiol <20 pg/ml. Exclusion criteria were clinical signs, symptoms or personal history of CVD, diabetes mellitus or fasting serum glucose >6.99 mmol/L (126 mg/dl), fasting triglycerides >5.64 mmol/L (500 mg/dL), systolic blood pressure ≥160 mmHg and/or diastolic blood pressure ≥110 mmHg, untreated thyroid disease, serum creatinine >2 mg/dL, life-threatening illness with prognosis <5 years, alcohol intake >5 drinks/day or substance abuse, taking menopausal hormone therapy and soy, nut or related food allergies. Participants were recruited from the general population from the Greater Los Angeles area predominantly through media advertisement. The University of Southern California Institutional Review Board approved the study protocol; all participants provided written informed consent.
Participants were randomly assigned in a 1:1 ratio to daily 25 g soy protein containing 91 mg aglycon equivalents of naturally occurring isoflavones and its glycosides (154 mg total isoflavone conjugates plus aglycons): genistein 52 mg aglycon equivalents (88 mg total), daidzein 36 mg aglycon equivalents (61 mg total) and glycitein 3 mg aglycon equivalents (5 mg total) or daily total milk protein matched placebo (0 isoflavones) within 2 strata of carotid artery intima-media thickness (CIMT) (<0.75 mm, ≥0.75 mm). The placebo and active treatments were taken in 2 evenly divided doses daily delivered in either beverage powder-food packs or food bars to provide variety and to maintain compliance. ISP and placebo products were prepared without charge by the Solae Company (St. Louis, MO) and were identical in taste and appearance. Within each stratum, blocked randomization was implemented with a masked block size. Participants, investigators, staff, imaging specialists and data monitors were masked to treatment assignment. The randomization procedure is more fully described in the Supplemental Material.
Clinic visits occurred every month for the first 6 months and then every other month for the remainder of the trial. At every clinic visit, data regarding dietary intake, product compliance, non-study medications and nutritional products, clinical adverse events as well as vital signs were ascertained. Every 6 months, laboratory determinations were performed (including ultrasound determinations of CIMT, lipids and isoflavones) and lifestyle and medical questionnaires administered. DXA bone scans, mammograms, pelvic examinations with Pap smears, transvaginal ultrasounds (and endometrial biopsies when indicated) and chemistry panels and complete blood counts were performed at baseline and annually. Cognitive assessments were completed at baseline and at the final follow-up visit (2.5-years).
The initial 2.5-year treatment period was increased to 3 years (an optional additional 6 month study visit) by the External Data and Safety Monitoring Board to increase the chance of detecting treatment group differences on the primary endpoint. Interim analyses of the primary trial endpoint were not performed.
The primary trial endpoint was the rate of change in the right distal common carotid artery intima-media thickness (CIMT). Sample size based on CIMT progression required 150 participants/arm (including an anticipated 10% annual dropout rate) to detect a difference in the rate of CIMT progression of 12.4 μm/year (based on unopposed estrogen randomized controlled trial data (24 (link))) at 0.05-significance (2-sided) with 90% power. A total of 350 participants were recruited.
Publication 2011

Most recents protocols related to «Daidzein»

The equol-producing capability of each bacterial strain included in the synthetic bacterial communities was confirmed before colonizing the mice. At the conclusion of the mouse study, the concentrations of the daidzein and equol were also quantified in the serum collected from the mice to determine the equol-producing status of the mice. Each bacterial strain was grown in culture media supplemented with 100 μM daidzein (Cat. No. D-2946, LC Laboratories, Woburn, MA, USA). The concentrations of equol and daidzein in the culture media were quantified using an Ultivo Triple Quadrupole LC-MS/MS (Model G6465A, Agilent Technologies, Santa Clara, CA, USA) after a double ethyl acetate extraction [34 (link),35 (link),36 (link)]. An internal standard, 4-hydroxybenzophenone (4-HBP) (Cat. No. H20202, Sigma-Aldrich, St. Louis, MO, USA), was added to each sample before extractions. For each sample, 1 mL of culture media was mixed with 6 mL of HPLC grade ethyl acetate, vortexed for 60 s, and centrifuged at 3220× g for 5 min at room temperature. This extraction was repeated, and the solvent phase was removed to another tube. Samples were dried using nitrogen and re-suspended in HPLC-grade methanol and filtered through a 4 mm PVFD membrane 0.45 μM filter unit (Cat. No. SLHV004SL, Millipore Sigma, St. Louis, MO, USA) before analysis. Serum collected from gnotobiotic mice colonized with the Equol(−) and Equol(+) communities were analyzed for levels of daidzein and equol [37 (link)]. From each mouse, 100 μL of serum was mixed with 100 μL of acetate buffer (0.2 mol/L, pH 5.0) containing 100 units of ß-glucuronidase/aryl sulfatase (Cat. No. 1041140002, Sigma-Aldrich, St. Louis, MO, USA) and 50 μM of the internal standard 4-HBP (Cat. No. H20202, Sigma-Aldrich, St. Louis, MO, USA). Samples were incubated for 15 h at 37 °C and then vortexed with 400 μL of HPLC-grade methanol and sonicated for 5 min. The samples were then centrifuged at 5000× g for 5 min at 4 °C. The supernatant was filtered through a 4 mm PVFD membrane 0.45 μM filter (Cat. No. SLHV004SL, Millipore Sigma, St. Louis, MO, USA) to eliminate proteins. Samples were subjected to the same LC-MS/MS procedure as for bacterial culture extractions. Serum from germ-free mice was used as a negative control for equol. Standard curves were established by spiking germ-free mouse serum with a gradient of known concentrations of daidzein and equol ranging from 0.05 μM to 50 μM.
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Publication 2024
1H NMR (400 MHz, DMSO-D6) δ 10.80 (s, 1H, H-5′), 9.55 (s, 1H, H-11), 8.29 (s, 1H, H-2), 7.97 (d, J = 8.8 Hz, 1H, H-5), 7.42–7.36 (m, 2H, H-2′ and H-2″), 6.94 (dd, J = 8.8, 2.3 Hz, 1H, H-6), 6.86 (d, J = 2.2 Hz, 1H, H-8), 6.84–6.78 (m, 2H, H-3′ and H-3″). 13C NMR (101 MHz, DMSO-D6) δ 174.74 (C-4), 162.55 (C-7), 157.47 (C-9), 157.22 (C-4′), 152.87 (C-2), 130.13 (C-2′ and C-2″), 127.34 (C-5), 123.52 (C-3), 122.58 (C-1′), 116.67 (C-10), 115.16 (C-3′ and C-3″), 114.99 (C-6), and 102.14 (C-8).
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Publication 2024
Bacterial strains were cultured overnight at 28°C in 2 ml of peptone-beef extract medium. Bacterial cells adjusted to OD600 = 1.0 were collected by centrifugation at 13000 x g for 1 min and washed twice with MS medium. The resulting bacterial pellet was resuspended in 2 ml of MS medium supplemented with daidzein a concentration of 20 μM and cultured at 28°C. For the time course daidzein degradation assay of the V35 wild-type strain, 100 μl of culture supernatant was collected at 0, 1, 2, 4, and 8 h, immediately mixed with equivalent volume of methanol, and centrifuged at 13000 x g for 1 min. Daidzein degradation of ifc mutants was conducted for 48 h of cultivation. After filtration through a 0.45-μm Minisart RC4 filter (Sartorius, Germany), collected samples were stored at −30°C until UPLC and LC–MS analysis. Detailed methods for UPLC and LC–MS analysis can be found in Supplemental Methods.
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Publication 2024
After inducing calcium deficiency, both the sham (S) and ovariectomized (O) groups were given a standard diet with calcium citrate tetrahydrate. The ovariectomized (O) group was further divided into four subgroups, each comprising eight rats, and these subgroups received a standard diet enriched with calcium citrate tetrahydrate. Table 1 displays the diet formulas. Throughout the 6-week intervention period, the rats had unrestricted access to the diets and deionized water.
The selection of daidzein and tempeh doses was informed by prior studies that established their beneficial impacts on the skeletal well-being of rodents and humans. Through a comprehensive analysis of aglycon content, specifically daidzein, glycitein, and genistein, it has been demonstrated that the optimal daily consumption of tempeh should be set at 250 g [35 (link)]. The dosage of daidzein at 10 mg/kg diet was chosen based on our previous research [27 (link),28 (link),36 (link),37 (link),38 (link)], and the quantity of tempeh corresponds to the daidzein content. In this study, the amount of tempeh was adjusted to the appropriate amount of pure daidzein. To incorporate 250 g/kg of tempeh flour and 10 mg/kg of daidzein into the AIN93M diets, we carefully adjusted the diets by replacing starch with 250 g and 10 milligrams of the corresponding ingredients. This approach ensured that the diets had the correct amount of tempeh flour or daidzein while being nutritionally consistent.
We determined the dosages of isoflavones by referencing prior studies that have documented their positive impacts on bone health in both rodents and humans [35 (link)]. Furthermore, long-term therapy with alendronate bisphosphonate at a dosage of 3 mg/kg/day has been shown to benefit fracture healing and bone remodeling in ovariectomized rats [39 (link)]. The dose of alendronate bisphosphonate was adjusted weekly after measuring the rats’ body weight.
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Publication 2024
SIA kit bare gold chips were sonicated in acetone for 10 min, ethanol for 2 min, and isopropanol for 2 min, followed by washing in SC1 solution (Milli-Q water: ammonia: hydrogen peroxide water 5:1:1) for 20 min at 90 ℃. The washed sensor gold chips were immersed in 10 mM carboxy-EG₆ undecanethiol in ethanol solution and placed in an incubator at 18.0 ℃. A selfassembled monolayer (SAM) was formed in 24 h. Then, the gold surface was rinsed with Milli-Q water (pumped three times with a pipette). The gold film was immersed in 0.4 M EDC in Milli-Q water solution and 0.1 M NHS in Milli-Q water at a ratio of 1:1, pumped three times with a pipette, and allowed to react at room temperature (25 ℃) for 30 min. The reaction was followed by rinsing with Milli-Q water. After carboxyl group activation, 10 mM mono-N-t-Boc-NH-dPEG₁₁ amine in Borate 8.5 buffer and amino-dPEG₄-alcohol (diluted in 10 mM Borate 8.5 buffer) were mixed dropwise at a ratio of 6:4 and pumped three times. The mixture was allowed to react for 60 min. After the reaction, the gold surface was rinsed with Milli-Q water. The Boc (tert-butoxycarbonyl) protecting group at the amino group end of the oligo ethylene glycol (OEG) chain was deprotected by immersing the gold surface in 4 M HCl for 1 h. Simultaneously with the hydrochloric immersion acid, 20 µl each of 0.4 mM EDC Milli-Q water solution, 0.1 mM NHS/DMF solution, and CED were placed in a microtube and allowed to react for 60 min to activate the analogs to be immobilized. After 60 min of reaction, the chip surface was rinsed with Milli-Q water, and 50 µl of the mixture of activated antigen analogs and 4 µl of triethylamine were added dropwise to immobilize the antigen analogs on the gold chip surface for 120 min.
The Biacore X100 Plus package (Cytiva) was used for SPR measurement. PBST was used as the running buffer. Only the antibody or antibody/daidzein mixtures were run for 5 min at 25 ℃ at a flow rate of 30 μL/min. After the distribution was finished, the flow was switched to a running buffer, and then the antibody was dissociated using 20 mM NaOH to regenerate the sensor surface. PBST was used to dilute the antibody solution and daidzein.
In the indirect competitive assay of the SPR sensor, four concentrations of antibody, 5 ppt, 50 ppt, 500 ppt, and 5 ppb, were measured for the rabbit-derived anti-daidzein polyclonal antibody at 50 ppm. For the rat anti-daidzein monoclonal antibody (diluted in PBST), the final concentration of the antibody was 6.25 ppm, and 5 ppt, 50 ppt, 500 ppt, 5 ppb, 50 ppb, and 500 ppb of daidzein were measured. The antibody and daidzein solutions were mixed at a 1:1 ratio. The SPR sensor response (Δθ 0 ) during the flow of only the antibody was recorded, and Δθ 1 was measured when a mixture of the antibody and daidzein or CED was introduced. The antibody binding rate was then calculated as Δθ 1 /Δθ 0 . (15) (link) The calibration curve was obtained by fourparameter fitting using BIAevaluation software. The IC 50 concentration is the concentration of analyte at which the binding is 50%. The cross-reactivity (CR) was calculated using IC 50 as follows: (17) (link) 100
where C * is the concentration of the daidzein standard solution with 50% inhibition and C is the concentration of analyte that cross-reacts with 50% inhibition.
Publication 2024

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Daidzein is a naturally occurring isoflavone compound. It functions as an antioxidant and has been studied for its potential biological activities.
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More about "Daidzein"

Daidzein is a natural isoflavone compound found in soybeans, legumes, and other plant sources.
It has been studied extensively for its potential health benefits, including its antioxidant, anti-inflammatory, and estrogen-like properties.
Daidzein is closely related to other phytoestrogens like Genistein, Genistin, and Daidzin, as well as flavonoids such as Quercetin, Gallic acid, Rutin, Formononetin, Naringenin, and Catechin.
These compounds share similar chemical structures and potential therapeutic applications.
PubCompare.ai's innovative AI-powered protocol comparison tool can help researchers efficiently locate and evaluate the best protocols from literature, preprints, and patents related to Daidzein and related phytoestrogens, allowing for reproducible and accurate findings in this rapidly evolving field of study.
By leveraging the insights and synergies between these related compounds, researchers can gain a more comprehensive understanding of the health benefits and optimal applications of Daidzein and similar natural compounds.