EU/US Properties Organoleptics Cosmetics Suppliers Safety Safety in use Safety references References Other Blenders Uses Occurrence Synonyms Articles Notes
 

(-)-matairesinol
(3R,4R)-3,4-bis[(4-hydroxy-3-methoxyphenyl)methyl]oxolan-2-one

Supplier Sponsors

CAS Number: 580-72-3Picture of molecule3D/inchi
FDA UNII: XLW63P8WUA
Nikkaji Web:J14.221B
Beilstein Number:7826317
MDL:MFCD03453216
XlogP3-AA:3.30 (est)
Molecular Weight:358.39054000
Formula:C20 H22 O6
BioActivity Summary:listing
NMR Predictor:Predict (works with chrome, Edge or firefox)
Category:flavor enhancers, bitter taste blockers
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Google Scholar:Search
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Google Patents:Search
US Patents:Search
EU Patents:Search
Pubchem Patents:Search
PubMed:Search
NCBI:Search
JECFA Food Flavoring:2210 (-)-matairesinol
FEMA Number:4762 (-)-matairesinol
FDA:No longer provide for the use of these seven synthetic flavoring substances
 
Physical Properties:
Appearance:white powder (est)
Assay: 95.00 to 100.00
Food Chemicals Codex Listed: No
Boiling Point: 593.03 °C. @ 760.00 mm Hg (est)
Flash Point: 414.00 °F. TCC ( 212.30 °C. ) (est)
logP (o/w): 1.655 (est)
Soluble in:
 water, 50.71 mg/L @ 25 °C (est)
 
Organoleptic Properties:
Odor and/or flavor descriptions from others (if found).
 
Cosmetic Information:
None found
 
Suppliers:
BOC Sciences
For experimental / research use only.
Matairesinol 98.5%
Coompo
For experimental / research use only.
Matairesinol from Plants ≥96%
Penta International
MATAIRESINOL
Santa Cruz Biotechnology
For experimental / research use only.
(-)-Matairesinol
Sigma-Aldrich
For experimental / research use only.
Matairesinol ≥85% (HPLC)
Chemical Sources Association
Need This Item for Flavor/Food?: You can contact the Chemical Sources Association
 
Safety Information:
 
Hazards identification
 
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements
 
Pictogram
 
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
Not determined
Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined
 
Safety in Use Information:
Category:
flavor enhancers, bitter taste blockers
Recommendation for (-)-matairesinol usage levels up to:
 not for fragrance use.
 
Use levels for FEMA GRAS flavoring substances on which the FEMA Expert Panel based its judgments that the substances are generally recognized as safe (GRAS).
The Expert Panel also publishes separate extensive reviews of scientific information on all FEMA GRAS flavoring substances and can be found at FEMA Flavor Ingredient Library
publication number: 26
Click here to view publication 26
 average usual ppmaverage maximum ppm
baked goods: --
beverages(nonalcoholic): 25.00000150.00000
beverages(alcoholic): --
breakfast cereal: --
cheese: --
chewing gum: 50.00000300.00000
condiments / relishes: --
confectionery froastings: 25.00000150.00000
egg products: --
fats / oils: --
fish products: --
frozen dairy: --
fruit ices: --
gelatins / puddings: --
granulated sugar: --
gravies: --
hard candy: --
imitation dairy: --
instant coffee / tea: 25.00000150.00000
jams / jellies: --
meat products: --
milk products: 25.00000150.00000
nut products: --
other grains: --
poultry: --
processed fruits: --
processed vegetables: --
reconstituted vegetables: --
seasonings / flavors: --
snack foods: --
soft candy: --
soups: --
sugar substitutes: --
sweet sauces: --
 
Safety References:
EPI System: View
Chemical Carcinogenesis Research Information System:Search
AIDS Citations:Search
Cancer Citations:Search
Toxicology Citations:Search
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :119205
National Institute of Allergy and Infectious Diseases:Data
WGK Germany:3
(3R,4R)-3,4-bis[(4-hydroxy-3-methoxyphenyl)methyl]oxolan-2-one
Chemidplus:0000580723
 
References:
 (3R,4R)-3,4-bis[(4-hydroxy-3-methoxyphenyl)methyl]oxolan-2-one
NIST Chemistry WebBook:Search Inchi
Pubchem (cid):119205
Pubchem (sid):135073998
 
Other Information:
(IUPAC):Atomic Weights of the Elements 2011 (pdf)
Videos:The Periodic Table of Videos
tgsc:Atomic Weights use for this web site
(IUPAC):Periodic Table of the Elements
CHEBI:View
CHEMBL:View
KEGG (GenomeNet):C10682
HMDB (The Human Metabolome Database):HMDB35698
FooDB:FDB014417
VCF-Online:VCF Volatile Compounds in Food
ChemSpider:View
Wikipedia:View
EFSA Update of results on the monitoring of furan levels in food:Read Report
EFSA Previous report: Results on the monitoring of furan levels in food:Read Report
EFSA Report of the CONTAM Panel on provisional findings on furan in food:Read Report
 
Potential Blenders and core components note
None Found
 
Potential Uses:
None Found
 
Occurrence (nature, food, other):note
 bean fava bean seed
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 bean mung bean seed
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 burdock
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 burdock fruit
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 burdock plant
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 burdock seed
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 flax
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 pea black-eyed pea seed
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 safflower
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Synonyms:
 artigenin congener
2(3H)-furanone, dihydro-3,4-bis((4-hydroxy-3-methoxyphenyl)methyl)-, (3R-trans)-
2(3H)-furanone, dihydro-3,4-bis[(4-hydroxy-3-methoxyphenyl)methyl]-, (3R-trans)-
2(3H)-furanone, dihydro-3,4-bis[(4-hydroxy-3-methoxyphenyl)methyl]-, (3R,4R)-
(3R,4R)-3,4-bis(4-hydroxy-3-methoxybenzyl)dihydrofuran-2(3H)-one
3R,4R-bis((4-hydroxy-3-methoxyphenyl)methyl) dihydro-2(3H)-furanone
3R,4R-bis((4-hydroxy-3-methoxyphenyl)methyl)dihydro-2(3H)-furanone
(3R,4R)-3,4-bis[(4-hydroxy-3-methoxyphenyl)methyl]oxolan-2-one
(8R,8'R)-(-)-matairesinol
 

Articles:

PubMed:Active Components with Inhibitory Activities on IFN-γ/STAT1 and IL-6/STAT3 Signaling Pathways from Caulis Trachelospermi.
PubMed:[Chemical constituents of Tamarix chinensis].
PubMed:Microphynolides A and B, new spiro-γ-lactone glycosides from Thymelaea microphylla.
PubMed:Steroidal esters from Ferula sinkiangensis.
PubMed:Novel Lignan and stilbenoid mixture shows anticarcinogenic efficacy in preclinical PC-3M-luc2 prostate cancer model.
PubMed:Antiausterity activity of arctigenin enantiomers: importance of (2R,3R)-absolute configuration.
PubMed:New guaian-type sesquiterpene from Wikstroemia indica.
PubMed:Bioconversion of pinoresinol into matairesinol by use of recombinant Escherichia coli.
PubMed:Anti-osteoclastogenic activity of matairesinol via suppression of p38/ERK-NFATc1 signaling axis.
PubMed:Dietary phyto-oestrogens and the risk of ovarian and endometrial cancers: findings from two Australian case-control studies.
PubMed:Interaction of Carthamus tinctorius lignan arctigenin with the binding site of tryptophan-degrading enzyme indoleamine 2,3-dioxygenase.
PubMed:Chemical constituents and biological activities from roots of Enkleia siamensis.
PubMed:Lignans from Carthamus tinctorius suppress tryptophan breakdown via indoleamine 2,3-dioxygenase.
PubMed:Seasonal alteration in amounts of lignans and their glucosides and gene expression of the relevant biosynthetic enzymes in the Forsythia suspense leaf.
PubMed:Dietary intake and main sources of plant lignans in five European countries.
PubMed:Anti-austeric activity of phenolic constituents of seeds of Arctium lappa.
PubMed:Phenols, lignans and antioxidant properties of legume and sweet chestnut flours.
PubMed:Identification of adiponectin receptor agonist utilizing a fluorescence polarization based high throughput assay.
PubMed:The Effect of the Aerial Part of Lindera akoensis on Lipopolysaccharides (LPS)-Induced Nitric Oxide Production in RAW264.7 Cells.
PubMed:New limonoids and a dihydrobenzofuran norlignan from the roots of Toona sinensis.
PubMed:Dietary intake and major sources of plant lignans in Latvian men and women.
PubMed:Development of a food compositional database for the estimation of dietary intake of phyto-oestrogens in a group of postmenopausal women previously treated for breast cancer and validation with urinary excretion.
PubMed:Dietary intake of lignans and risk of esophageal and gastric adenocarcinoma: a cohort study in Sweden.
PubMed:Next generation sequencing in predicting gene function in podophyllotoxin biosynthesis.
PubMed:A biosensor fabricated by incorporation of a redox mediator into a carbon nanotube/nafion composite for tyrosinase immobilization: detection of matairesinol, an endocrine disruptor.
PubMed:A new lignan with anti-HBV activity from the roots of Bombax ceiba.
PubMed:Validation of FFQ-based assessment of dietary lignans compared with serum enterolactone in Swedish women.
PubMed:[Trace chemical constituents contained in Trachelospermum jasminoides and structure identification].
PubMed:Among plant lignans, pinoresinol has the strongest antiinflammatory properties in human intestinal Caco-2 cells.
PubMed:Effects of feeding dairy cows different legume-grass silages on milk phytoestrogen concentration.
PubMed:Lipophilic extractives from the cortex and pith of elephant grass ( Pennisetum purpureum Schumach.) stems.
PubMed:Matairesinol inhibits angiogenesis via suppression of mitochondrial reactive oxygen species.
PubMed:Optimum yields of dibenzylbutyrolactone-type lignans from Cynareae fruits, during their ripening, germination and enzymatic hydrolysis processes, determined by on-line chromatographic methods.
PubMed:Estimated intake of dietary phyto-oestrogens in Australian women and evaluation of correlates of phyto-oestrogen intake.
PubMed:Dietary intakes of total and specific lignans are associated with clinical breast tumor characteristics.
PubMed:Antiproliferative activity of lignans against the breast carcinoma cell lines MCF 7 and BT 20.
PubMed:Phytoestrogen consumption from foods and supplements and epithelial ovarian cancer risk: a population-based case control study.
PubMed:Association between dietary phyto-oestrogens and bone density in men and postmenopausal women.
PubMed:Immunomodulatory effect of (--)-matairesinol in vivo and ex vivo.
PubMed:Phytoestrogen intake and cardiovascular risk markers in Bangladeshi postmenopausal women.
PubMed:Identification and quantification of lignans in wheat bran by gas chromatography-electron capture detection.
PubMed:Dibenzylbutyrolactone lignans from Forsythia koreana fruits attenuate lipopolysaccharide-induced inducible nitric oxide synthetase and cyclooxygenase-2 expressions through activation of nuclear factor-κb and mitogen-activated protein kinase in RAW264.7 cells.
PubMed:Bioactivity-guided isolation of antiproliferative compounds from Centaurea arenaria.
PubMed:Effect of dietary intervention on serum lignan levels in pregnant women - a controlled trial.
PubMed:IgE-suppressive activity of (-)-matairesinol and its structure-activity relationship.
PubMed:Antiasthmatic action of dibenzylbutyrolactone lignans from fruits of Forsythia viridissima on asthmatic responses to ovalbumin challenge in conscious guinea-pigs.
PubMed:A short semi-synthesis and complete NMR-spectroscopic characterization of the naturally occurring lignan glycoside matairesinol 4,4'-di-O-beta-D-diglucoside.
PubMed:Lignans inhibit cell growth via regulation of Wnt/beta-catenin signaling.
PubMed:Development of a high-throughput LC/APCI-MS method for the determination of thirteen phytoestrogens including gut microbial metabolites in human urine and serum.
PubMed:A new butanolide and a new secobutanolide from Litsea lii var. nunkao-tahangensis.
PubMed:Mass fragmentation study of the trimethylsilyl derivatives of arctiin, matairesinoside, arctigenin, phylligenin, matairesinol, pinoresinol and methylarctigenin: their gas and liquid chromatographic analysis in plant extracts.
PubMed:Breast, colorectal, and prostate cancer risk in the European Prospective Investigation into Cancer and Nutrition-Norfolk in relation to phytoestrogen intake derived from an improved database.
PubMed:Inhibition of Akt signaling by the lignan matairesinol sensitizes prostate cancer cells to TRAIL-induced apoptosis.
PubMed:Metabolic engineering of lignan biosynthesis in Forsythia cell culture.
PubMed:Dietary intake and urinary excretion of lignans in Finnish men.
PubMed:Inhibition of the discoloration of yellowtail dark muscle by lignan.
PubMed:Characterization of variation in the lignan content and composition of winter rye, spring wheat, and spring oat.
PubMed:Cytotoxic and HIF-1alpha inhibitory compounds from Crossosoma bigelovii.
PubMed:Conformational analysis of hydroxymatairesinol in aqueous solution with molecular dynamics.
PubMed:Quantitative aspects of the metabolism of lignans in pigs fed fibre-enriched rye and wheat bread.
PubMed:Phytoestrogen content of cereals and cereal-based foods consumed in the UK.
PubMed:Intake of the plant lignans matairesinol, secoisolariciresinol, pinoresinol, and lariciresinol in relation to vascular inflammation and endothelial dysfunction in middle age-elderly men and post-menopausal women living in Northern Italy.
PubMed:Dietary seaweed modifies estrogen and phytoestrogen metabolism in healthy postmenopausal women.
PubMed:Wounding response in xylem of Scots pine seedlings shows wide genetic variation and connection with the constitutive defence of heartwood.
PubMed:Isolation and bioactivities of furfuran type lignan compounds from edible plants.
PubMed:Induction of apoptosis by a synergistic lignan composition from Cedrus deodara in human cancer cells.
PubMed:Phytoestrogens and phytoestrogen metabolites differentially modulate immune parameters in human leukocytes.
PubMed:Phytoestrogen content of foods of animal origin: dairy products, eggs, meat, fish, and seafood.
PubMed:Chiral separation of the plant lignan matairesinol by capillary electrophoresis.
PubMed:Dietary consumption of phytochemicals and breast cancer risk in Mexican women.
PubMed:Stereochemistry and rearrangement reactions of hydroxylignanolactones.
PubMed:Cytotoxic activity of Ipomoea cairica.
PubMed:Stereochemistry of lignans in Phaleria macrocarpa (Scheff.) Boerl.
PubMed:Inhibition of P-glycoprotein and multidrug resistance protein 1 by dietary phytochemicals.
PubMed:Simultaneous high-performance liquid chromatographic determination of Cedrus deodara active constituents and their pharmacokinetic profile in mice.
PubMed:The chemopreventive effects of Saussurea salicifolia through induction of apoptosis and phase II detoxification enzyme.
PubMed:Dietary phytoestrogens, including isoflavones, lignans, and coumestrol, in nonvitamin, nonmineral supplements commonly consumed by women in Canada.
PubMed:[Non-taxoid chemical constituents from leaves of Taxus mairei].
PubMed:Neolignan glycosides from Symplocos caudata.
PubMed:Antimicrobiological activity of lignan: effect of benzylic oxygen and stereochemistry of 2,3-dibenzyl-4-butanolide and 3,4-dibenzyltetrahydrofuran lignans on activity.
PubMed:Chemically standardized isolates from Cedrus deodara stem wood having anticancer activity.
PubMed:Assessing phytochemical intake in a group of Mexican women.
PubMed:Relation between plasma enterodiol and enterolactone and dietary intake of lignans in a Dutch endoscopy-based population.
PubMed:A convenient route to the synthesis of isotopomeric dihydro-2(3H)furanones.
PubMed:Dietary lignan intake and postmenopausal breast cancer risk by estrogen and progesterone receptor status.
PubMed:Validation of a phytoestrogen food frequency questionnaire with urinary concentrations of isoflavones and lignan metabolites in premenopausal women.
PubMed:Effect of benzylic oxygen on the cytotoxic activity for colon 26 cell line of phenolic lignans.
PubMed:Urinary phytoestrogen excretion of rats bearing methylnitrosourea-induced mammary carcinoma in response to treatment with 2-methoxyestradiol.
PubMed:Secoisolariciresinol and matairesinol of sea buckthorn (Hippophaë rhamnoides L.) berries of different subspecies and harvesting times.
PubMed:Americanin, a bioactive dibenzylbutyrolactone lignan, from the seeds of Centaurea americana.
PubMed:Radical and superoxide scavenging activities of matairesinol and oxidized matairesinol.
PubMed:Assessing exposure to lignans and their metabolites in humans.
PubMed:Phytoestrogen content of foods consumed in Canada, including isoflavones, lignans, and coumestan.
PubMed:Intakes of 4 dietary lignans and cause-specific and all-cause mortality in the Zutphen Elderly Study.
PubMed:Occurrence and activity of human intestinal bacteria involved in the conversion of dietary lignans.
PubMed:Inverse association of antioxidant and phytoestrogen nutrient intake with adult glioma in the San Francisco Bay Area: a case-control study.
PubMed:CYP17 genotype modifies the association between lignan supply and premenopausal breast cancer risk in humans.
PubMed:Lignans from Arnica species.
PubMed:Lignans from Saussurea conica and their NO production suppressing activity.
PubMed:A preparative isolation and purification of arctigenin and matairesinol from Forsythia koreana by centrifugal partition chromatography.
PubMed:Antiproliferative and apoptotic effects of butyrolactone lignans from Arctium lappa on leukemic cells.
PubMed:High accumulation of dehydrodiconiferyl alcohol-4-beta-D: -glucoside in free and immobilized Linum usitatissimum cell cultures.
PubMed:Secoisolariciresinol dehydrogenase: mode of catalysis and stereospecificity of hydride transfer in Podophyllum peltatum.
PubMed:Determination of plant and enterolignans in human serum by high-performance liquid chromatography with tandem mass spectrometric detection.
PubMed:Quantification of lignans in food using isotope dilution gas chromatography/mass spectrometry.
PubMed:A novel lignan composition from Cedrus deodara induces apoptosis and early nitric oxide generation in human leukemia Molt-4 and HL-60 cells.
PubMed:Effect of benzylic oxygen on the antioxidant activity of phenolic lignans.
PubMed:A new benzophenanthridine alkaloid from Zanthoxylum buesgenii.
PubMed:Chemical studies on antioxidant mechanisms and free radical scavenging properties of lignans.
PubMed:Flax-seed extracts with phytoestrogenic effects on a hormone receptor-positive tumour cell line.
PubMed:Preclinical evaluation of rapeseed, raspberry, and pine bark phenolics for health related effects.
PubMed:Sesquiterpenes from Centaurea aspera.
PubMed:The plant lignans matairesinol and secoisolariciresinol administered to Min mice do not protect against intestinal tumor formation.
PubMed:New indolopyridoquinazoline, benzo[c]phenanthridines and cytotoxic constituents from Zanthoxylum integrifoliolum.
PubMed:Lignan contents of Dutch plant foods: a database including lariciresinol, pinoresinol, secoisolariciresinol and matairesinol.
PubMed:Intake of the plant lignans secoisolariciresinol, matairesinol, lariciresinol, and pinoresinol in Dutch men and women.
PubMed:New lignan metabolites in rat urine.
PubMed:Crystal structures of apo-form and binary/ternary complexes of Podophyllum secoisolariciresinol dehydrogenase, an enzyme involved in formation of health-protecting and plant defense lignans.
PubMed:A thirteen week dietary toxicity study with 7-hydroxymatairesinol potassium acetate (HMRlignan) in rats.
PubMed:A semiquantitative food frequency questionnaire is a valid indicator of the usual intake of phytoestrogens by south Asian women in the UK relative to multiple 24-h dietary recalls and multiple plasma samples.
PubMed:Urinary excretion of lignans after administration of isolated plant lignans to rats: the effect of single dose and ten-day exposures.
PubMed:Inhibitory effects of lignans on the activity of human matrix metalloproteinase 7 (matrilysin).
PubMed:Determination of lignans in human plasma by liquid chromatography with coulometric electrode array detection.
PubMed:Optimization of a liquid chromatography-tandem mass spectrometry method for quantification of the plant lignans secoisolariciresinol, matairesinol, lariciresinol, and pinoresinol in foods.
PubMed:Effects of defatted safflower seed extract and phenolic compounds in diet on plasma and liver lipid in ovariectomized rats fed high-cholesterol diets.
PubMed:Dietary lignan intakes and risk of pre- and postmenopausal breast cancer.
PubMed:Plant lignans in soy-based health supplements.
PubMed:Identification and concentration of soy phytoestrogens in commercial dog foods.
PubMed:Radical carboxyarylation approach to lignans. Total synthesis of (-)-arctigenin, (-)-matairesinol, and related natural products.
PubMed:Dietary phytoestrogen intake and premenopausal breast cancer risk in a German case-control study.
PubMed:Dietary lignins are precursors of mammalian lignans in rats.
PubMed:Liquid chromatography method for plant and mammalian lignans in human urine.
PubMed:[Phytoestrogens].
PubMed:Studies on the metabolism of the plant lignans secoisolariciresinol and matairesinol.
PubMed:Biosynthesis of yatein in Anthriscus sylvestris.
PubMed:Urinary and serum concentrations of seven phytoestrogens in a human reference population subset.
PubMed:Liquid chromatographic-tandem mass spectrometric method for the plant lignan 7-hydroxymatairesinol and its potential metabolites in human plasma.
PubMed:Lignan precursors from flaxseed or rye bran do not protect against the development of intestinal neoplasia in ApcMin mice.
PubMed:[Studies on chemical constituents of Stellera chamejasma L].
PubMed:Intake of lignans is associated with serum enterolactone concentration in Finnish men and women.
PubMed:Rye bread in the diet of pigs enhances the formation of enterolactone and increases its levels in plasma, urine and feces.
PubMed:Bioavailability of phyto-oestrogens.
PubMed:Phyto-oestrogen database of foods and average intake in Finland.
PubMed:Phyto-oestrogen levels in foods: the design and construction of the VENUS database.
PubMed:Characterization of (-)-matairesinol as a potent inhibitor of casein kinase I in vitro.
PubMed:Isoflavonoid and lignan phytoestrogens as dietary biomarkers.
PubMed:Identification and stereochemical characterization of lignans in flaxseed and pumpkin seeds.
PubMed:Synthesis of (-)-matairesinol, (-)-enterolactone, and (-)-enterodiol from the natural lignan hydroxymatairesinol.
PubMed:New biflavanones and bioactive compounds from Stellera chamaejasme L.
PubMed:Beneficial role of dietary phytoestrogens in obesity and diabetes.
PubMed:Oxidative metabolites and genotoxic potential of mammalian and plant lignans in vitro.
PubMed:Structural determinants of plant lignans for the formation of enterolactone in vivo.
PubMed:Mammalian phytoestrogens: enterodiol and enterolactone.
PubMed:Determination of matairesinol in flax seed by HPLC with coulometric electrode array detection.
PubMed:Stereochemical diversity in lignan biosynthesis of Arctium lappa L.
PubMed:Intake of dietary phytoestrogens by Dutch women.
PubMed:Free radical scavenging active components from Cedrus deodara.
PubMed:Anti-AIDS agents. 46. Anti-HIV activity of harman, an anti-HIV principle from Symplocos setchuensis, and its derivatives.
PubMed:In vitro metabolism of plant lignans: new precursors of mammalian lignans enterolactone and enterodiol.
PubMed:Sesquiterpene lactones from Centaurea tweediei.
PubMed:Intake of dietary phytoestrogens is low in postmenopausal women in the United States: the Framingham study(1-4).
PubMed:Dietary phytoestrogens: a possible role in renal disease protection.
PubMed:In vitro inhibitory effects of Daphne oleoides ssp. oleoides on inflammatory cytokines and activity-guided isolation of active constituents.
PubMed:Secoisolariciresinol dehydrogenase purification, cloning, and functional expression. Implications for human health protection.
PubMed:Dirigent-mediated podophyllotoxin biosynthesis in Linum flavum and Podophyllum peltatum.
PubMed:Extraction and quantification of lignan phytoestrogens in food and human samples.
PubMed:Flaxseed influences urinary lignan excretion in a dose-dependent manner in postmenopausal women.
PubMed:Lignans causing photodiscoloration of Tsuga heterophylla: 8-hydroxy-oxomatairesinol from sapwood.
PubMed:Hydroxymatairesinol, a novel enterolactone precursor with antitumor properties from coniferous tree (Picea abies).
PubMed:Phyto-oestrogen content of berries, and plasma concentrations and urinary excretion of enterolactone after a single strawberry-meal in human subjects.
PubMed:Assessing phytoestrogen exposure in epidemiologic studies: development of a database (United States).
PubMed:Isoflavonoids and lignans have different potentials to modulate oxidative genetic damage in human colon cells.
PubMed:Interindividual variation in metabolism of soy isoflavones and lignans: influence of habitual diet on equol production by the gut microflora.
PubMed:Urinary isoflavonoid and lignan excretion on a Western diet: relation to soy, vegetable, and fruit intake.
PubMed:Isolation and characterization of the lignans, isolariciresinol and pinoresinol, in flaxseed meal.
PubMed:Phytoestrogen content in foods.
PubMed:Experimental studies on lignans and cancer.
PubMed:Time-resolved fluoroimmunoassay for plasma enterolactone.
PubMed:Synthesis of deuterated plant lignans for gas chromatography-mass spectrometry analysis.
PubMed:Studies on the genotoxicity of the mammalian lignans enterolactone and enterodiol and their metabolic precursors at various endpoints in vitro.
PubMed:Lignan and isoflavonoid concentrations in tea and coffee.
PubMed:Lignans interfering with 5 alpha-dihydrotestosterone binding to human sex hormone-binding globulin.
PubMed:Bioactive iridoids and a new lignan from Allamanda cathartica and Himatanthus fallax from the Suriname rainforest.
PubMed:Case-control study of phyto-oestrogens and breast cancer.
PubMed:Isotope dilution gas chromatographic-mass spectrometric method for the determination of isoflavonoids, coumestrol, and lignans in food samples.
PubMed:Constituents of the Egyptian Centaurea scoparia. III. Phenolic constituents of the aerial parts.
PubMed:Fecal lignan and isoflavonoid excretion in premenopausal women consuming flaxseed powder.
PubMed:Isotope dilution gas chromatographic-mass spectrometric method for the determination of unconjugated lignans and isoflavonoids in human feces, with preliminary results in omnivorous and vegetarian women.
PubMed:Biological activity of secondary metabolites from Bupleurum salicifolium (Umbelliferae).
PubMed:Lignan and isoflavonoid conjugates in human urine.
PubMed:Antibiotic activity and absolute configuation of 8S-heptadeca-2(Z),9(Z)-diene-4,6-diyne-1,8-diol from Bupleurum salicifolium.
PubMed:Urinary lignan and isoflavonoid excretion in premenopausal women consuming flaxseed powder.
PubMed:Phenolic Constituents of Selaginella doederleinii.
PubMed:Inhibition of potato cyst nematode hatch by lignans fromBupleurum salicifolium (Unbelliferae).
PubMed:Natural flavonoids and lignans are potent cytostatic agents against human leukemic HL-60 cells.
PubMed:Lignification in cell suspension cultures of Pinus taeda. In situ characterization of a gymnosperm lignin.
PubMed:Quantitative determination of lignans and isoflavonoids in plasma of omnivorous and vegetarian women by isotope dilution gas chromatography-mass spectrometry.
PubMed:[Studies on the chemical constituents of Arctium lappa L].
PubMed:Isotope dilution gas chromatographic-mass spectrometric method for the determination of lignans and isoflavonoids in human urine, including identification of genistein.
PubMed:Formation of lignans (-)-secoisolariciresinol and (-)-matairesinol with Forsythia intermedia cell-free extracts.
PubMed:The accumulation of podophyllotoxin-β-D-glucoside by cell suspension cultures derived from the conifer Callitris drummondii.
PubMed:Lignans and Other Constituents of Centaurea sphaerocephala ssp. polyacantha.
PubMed:Lignans and other constituents from South and central american zanthoxylum species.
PubMed:Detection and identification of the plant lignans lariciresinol, isolariciresinol and secoisolariciresinol in human urine.
PubMed:Production and metabolism of lignans by the human faecal flora.
PubMed:[On the presence of lignane glucosides in the Forsythia family. 2. Isolation of (-)-matairesinol-4'-beta-D-glucopyranoside].
 
Notes:
lignan that is a central precursor in plants in the biosynthesis of numerous lignans (coordinate with specific). Matairesinol is a plant lignan. It occurs with secoisolariciresinol in numerous foods such as oil seeds, whole grains, vegetables, and fruits. (Wikipedia)
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