Synonyms
4H-1-
benzopyran-4-one, 2-[(2R,3R)-2,3-dihydro-3-(4-hydroxy-3-methoxyphenyl)-2-(hydroxymethyl)-1,4-benzodioxin-6-yl]-2,3-dihydro-3,5,7-trihydroxy-, (2R,3R)-
(2R,3R)-2-((2R,3R)-2,3-
dihydro-3-(4-hydroxy-3-methoxyphenyl)-2-(hydroxymethyl)-1,4-benzodioxin-6-yl)-2,3-dihydro-3,5,7-trihydroxy-4H-1-benzopyran-4-one
[2R-[2a,3b,6(2R*,3R*)]]-2-[2,3-
dihydro-3-(4-hydroxy-3-methoxyphenyl)-2-(hydroxymethyl)-1,4-benzodioxin-6-yl]-2,3-dihydro-3,5,7-trihydroxy-4H-1-benzopyran-4-one
dura-silymarin
flavobin
silibinin
silliver
silybum substance E6
silymarin
(2R,3R)-3,5,7-
trihydroxy-2-((2R,3R)-3-(4-hydroxy-3-methoxyphenyl)-2-(hydroxymethyl)-2,3-dihydrobenzo[b][1,4]dioxin-6-yl)chroman-4-one
(2R,3R)-3,5,7-
trihydroxy-2-[(2R,3R)-3-(4-hydroxy-3-methoxy-phenyl)-2-hydroxymethyl-2,3-dihydro-benzo[1,4]dioxin-6-yl]-chroman-4-one
(2R,3R)-3,5,7-
trihydroxy-2-[(2R,3R)-3-(4-hydroxy-3-methoxyphenyl)-2-(hydroxymethyl)-2,3-dihydro-1,4-benzodioxin-6-yl]-2,3-dihydro-4H-chromen-4-one
(2R,3R)-3,5,7-
trihydroxy-2-[(2R,3R)-3-(4-hydroxy-3-methoxyphenyl)-2-(hydroxymethyl)-2,3-dihydro-1,4-benzodioxin-6-yl]-2,3-dihydrochromen-4-one
PubMed:
Taurine Attenuates Hepatic Inflammation in Chronic Alcohol-Fed Rats Through Inhibition of TLR4/MyD88 Signaling.
PubMed:
Hepatopathy following consumption of a commercially available blue-green algae dietary supplement in a dog.
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Silymarin and lycopene administration in periparturient dairy cows: effects on milk production and oxidative status.
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Effects of aqueous extract of Withania somnifera on some liver biochemical and histopathological parameters in male guinea pigs.
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Self-nanoemulsifying drug delivery systems ameliorate the oral delivery of silymarin in rats with Roux-en-Y gastric bypass surgery.
PubMed:
High-performance thin-layer chromatography linked with (bio)assays and mass spectrometry - a suited method for discovery and quantification of bioactive components? Exemplarily shown for turmeric and milk thistle extracts.
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Effects of Silybum marianum (L.) Gaertn. (silymarin) extract supplementation on antioxidant status and hs-CRP in patients with type 2 diabetes mellitus: a randomized, triple-blind, placebo-controlled clinical trial.
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Silybum marianum: Beyond Hepatoprotection.
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Silibinin mitigates zidovudine-induced hepatocellular degenerative changes, oxidative stress and hyperlipidaemia in rats.
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Proanthocyanidin-rich date seed extract protects against chemically induced hepatorenal toxicity.
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Blockade of lipid accumulation by silibinin in adipocytes and zebrafish.
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A comparative study on the therapeutic effects of silymarin and silymarin-loaded solid lipid nanoparticles on D-GaIN/TNF-α-induced liver damage in Balb/c mice.
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A novel approach for the efficient extraction of silybin from milk thistle fruits.
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CCl4 induced genotoxicity and DNA oxidative damages in rats: hepatoprotective effect of Sonchus arvensis.
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Silymarin in liposomes and ethosomes: pharmacokinetics and tissue distribution in free-moving rats by high-performance liquid chromatography-tandem mass spectrometry.
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Antioxidant and protective effect of inulin and catechin grafted inulin against CCl4-induced liver injury.
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Protective effects of Cholestin on ethanol induced oxidative stress in rats.
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Attenuation of anti-tuberculosis therapy induced hepatotoxicity by Spirulina fusiformis, a candidate food supplement.
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Silymarin inhibits the progression of fibrosis in the early stages of liver injury in CClâ-treated rats.
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Serum oxidative stress markers and lipidomic profile to detect NASH patients responsive to an antioxidant treatment: a pilot study.
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Hepatoprotective effect of silymarin on di(2-ethylhexyl)phthalate (DEHP) induced injury in liver FL83B cells.
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Silybum marianum oil attenuates oxidative stress and ameliorates mitochondrial dysfunction in mice treated with D-galactose.
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Phyto-liposomes as nanoshuttles for water-insoluble silybin-phospholipid complex.
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Colostrum yield and piglet growth during lactation are related to gilt metabolic and hepatic status prepartum.
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Hepatoprotective activity of the neem-based constituent azadirachtin-A in carbon tetrachloride intoxicated Wistar rats.
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Silibinin attenuates MPPâº-induced neurotoxicity in the substantia nigra in vivo.
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Hepatoprotective effect of polyphenols rich methanolic extract of Amorphophallus commutatus var. wayanadensis against CCl4 induced hepatic injury in swiss albino mice.
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Effects of the plant extract silymarin on prolactin concentrations, mammary gland development, and oxidative stress in gestating gilts.
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The role of milk thistle extract in breast carcinoma cell line (MCF-7) apoptosis with doxorubicin.
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Antioxidant, anti-inflammatory and hepatoprotective effects of silymarin on hepatic dysfunction induced by sodium nitrite.
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Hepatoprotective role of Nicotiana plumbaginifolia Linn. against carbon tetrachloride-induced injuries.
PubMed:
Silibinin meglumine, a water-soluble form of milk thistle silymarin, is an orally active anti-cancer agent that impedes the epithelial-to-mesenchymal transition (EMT) in EGFR-mutant non-small-cell lung carcinoma cells.
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Increase of phosphatase and tensin homolog by silymarin to inhibit human pharynx squamous cancer.
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Protective effect of cordycepin-enriched Cordyceps militaris on alcoholic hepatotoxicity in Sprague-Dawley rats.
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Effects of yam peel extract against carbon tetrachloride-induced hepatotoxicity in rats.
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Antiosteoclastic activity of milk thistle extract after ovariectomy to suppress estrogen deficiency-induced osteoporosis.
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Resolution of liver fibrosis by isoquinoline alkaloid berberine in CClâ-intoxicated mice is mediated by suppression of oxidative stress and upregulation of MMP-2 expression.
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Structure-activity relationship for (+)-taxifolin isolated from silymarin as an inhibitor of amyloid β aggregation.
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Silibinin inhibits tumor growth through downregulation of extracellular signal-regulated kinase and Akt in vitro and in vivo in human ovarian cancer cells.
PubMed:
Antioxidant, free radical scavenging and liver protective effects of friedelin isolated from Azima tetracantha Lam. leaves.
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Protective effect of bark and empty pod extracts from Acacia auriculiformis against paracetamol intoxicated liver injury and alloxan induced type II diabetes.
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Biosafety and antioxidant effects of a beverage containing silymarin and arginine. A pilot, human intervention cross-over trial.
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Chemical composition and biological evaluation of Physalis peruviana root as hepato-renal protective agent.
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Protective effect of silymarin against ethanol-induced gastritis in rats: role of sulfhydryls, nitric oxide and gastric sensory afferents.
PubMed:
Effects of monascin on anti-inflammation mediated by Nrf2 activation in advanced glycation end product-treated THP-1 monocytes and methylglyoxal-treated wistar rats.
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Antihepatotoxic activity of a quantified Desmodium adscendens decoction and D-pinitol against chemically-induced liver damage in rats.
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Hepatoprotective effect of 2,3-dehydrosilybin on carbon tetrachloride-induced liver injury in rats.
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Silibinin inhibits the invasion of IL-6-stimulated colon cancer cells via selective JNK/AP-1/MMP-2 modulation in vitro.
PubMed:
Antioxidant activity, total phenolic and total flavonoid contents of whole plant extracts Torilis leptophylla L.
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Hepatoprotective effects of Gentiana asclepiadea L. extracts against carbon tetrachloride induced liver injury in rats.
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Potential antioxidant properties and hepatoprotective effects of an aqueous extract formula derived from three Chinese medicinal herbs against CCl(4)-induced liver injury in rats.
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Absorption and metabolism of milk thistle flavanolignans in humans.
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The use of galactogogues in the breastfeeding mother.
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Ameliorative effect of silibinin against N-nitrosodimethylamine-induced hepatic fibrosis in rats.
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Silymarin decreases connective tissue growth factor to improve liver fibrosis in rats treated with carbon tetrachloride.
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Hepatoprotection with a chloroform extract of Launaea procumbens against CCl4-induced injuries in rats.
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Beneficial Effects of Ocimum gratissimum Aqueous Extract on Rats with CCl(4)-Induced Acute Liver Injury.
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Food-related compounds that modulate expression of inducible nitric oxide synthase may act as its inhibitors.
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Edible oils for liver protection: hepatoprotective potentiality of Moringa oleifera seed oil against chemical-induced hepatitis in rats.
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Antioxidant effect of silymarin on paraquat-induced human lung adenocarcinoma A549 cell line.
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Mulberry water extracts (MWEs) ameliorated carbon tetrachloride-induced liver damages in rat.
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Novel antiosteoclastogenic activity of phloretin antagonizing RANKL-induced osteoclast differentiation of murine macrophages.
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Autophagy, polyphenols and healthy ageing.
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Osteogenic activity of silymarin through enhancement of alkaline phosphatase and osteocalcin in osteoblasts and tibia-fractured mice.
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A profile of bioactive compounds of Rumex vesicarius L.
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Identification of novel mechanisms of silymarin on the carbon tetrachloride-induced liver fibrosis in mice by nuclear factor-κB bioluminescent imaging-guided transcriptomic analysis.
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DPPH free radical scavenging activity and phenotypic difference in hepatoprotective plant (Silybum marianum L.).
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Flavonoids, a ubiquitous dietary phenolic subclass, exert extensive in vitro anti-invasive and in vivo anti-metastatic activities.
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In vitro determination of anticryptosporidial activity of phytogenic extracts and compounds.
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Hepatoprotection of Gentiana scabra extract and polyphenols in liver of carbon tetrachloride-intoxicated mice.
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[Determination of active components in silymarin by UPLC-ESIMS].
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Hepatoprotection of silymarin against thioacetamide-induced chronic liver fibrosis.
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Osteoblastogenesis and osteoprotection enhanced by flavonolignan silibinin in osteoblasts and osteoclasts.
PubMed:
Hepatoprotective effects of methanol extract of Carissa opaca leaves on CCl4-induced damage in rat.
PubMed:
Bioactive phytochemicals of leaf essential oils of Cinnamomum osmophloeum prevent lipopolysaccharide/D-galactosamine (LPS/D-GalN)-induced acute hepatitis in mice.
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Toxicology and carcinogenesis studies of milk thistle extract (CAS No. 84604-20-6) in F344/N rats and B6C3F1 mice (Feed Studies).
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Effects of long-term silymarin oral supplementation on the blood biochemical profile of rainbow trout (Oncorhynchus mykiss).
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In vitro and in vivo antioxidant activity of Symplocos cochinchinensis S. Moore leaves containing phenolic compounds.
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Effects of Antrodia camphorata on alcohol clearance and antifibrosis in livers of rats continuously fed alcohol.
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Oral administration of Trapa taiwanensis Nakai fruit skin extracts conferring hepatoprotection from CCl4-caused injury.
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Highly sensitive detection of silybin based on adsorptive stripping analysis at single-sided heated screen-printed carbon electrodes modified with multi-walled carbon nanotubes with direct current heating.
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Gentiana manshurica Kitagawa reverses acute alcohol-induced liver steatosis through blocking sterol regulatory element-binding protein-1 maturation.
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Hepatoprotection by freshwater clam extract against CCl4-induced hepatic damage in rats.
PubMed:
Regulation of survival, proliferation, invasion, angiogenesis, and metastasis of tumor cells through modulation of inflammatory pathways by nutraceuticals.
PubMed:
Rapid separation and characterization of active flavonolignans of Silybum marianum by ultra-performance liquid chromatography coupled with electrospray tandem mass spectrometry.
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Silymarin: a novel antioxidant with antiglycation and antiinflammatory properties in vitro and in vivo.
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Effects of plant-derived polyphenols on TNF-alpha and nitric oxide production induced by advanced glycation endproducts.
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Involvement of multiple molecular events in pyrogallol-induced hepatotoxicity and silymarin-mediated protection: evidence from gene expression profiles.
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Influence of chrysin on hepatic marker enzymes and lipid profile against D-galactosamine-induced hepatotoxicity rats.
PubMed:
Protective effects of silica hydride against carbon tetrachloride-induced hepatotoxicity in mice.
PubMed:
Fruiting body of Niuchangchih (Antrodia camphorata) protects livers against chronic alcohol consumption damage.
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Establishment of a methodology for investigating protectants against ethanol-induced hepatotoxicity.
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Silymarin, the antioxidant component and Silybum marianum extracts prevent liver damage.
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Hepatoprotection of chlorella against carbon tetrachloride-induced oxidative damage in rats.
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Effect of carvacrol on hepatic marker enzymes and antioxidant status in D-galactosamine-induced hepatotoxicity in rats.
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Effect of silymarin on biochemical parameters of oxidative stress in aged and young rat brain.
PubMed:
Protective effects of seabuckthorn (Hippophae rhamnoides L.) seed oil against carbon tetrachloride-induced hepatotoxicity in mice.
PubMed:
Improvement for high fat diet-induced hepatic injuries and oxidative stress by flavonoid-enriched extract from Nelumbo nucifera leaf.
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Hepatoprotective activity of polyherbal formulation (Normeta) in oxidative stress induced by alcohol, polyunsaturated fatty acids and iron in rats.
PubMed:
Hepatoprotective effect of electrolyzed reduced water against carbon tetrachloride-induced liver damage in mice.
PubMed:
Mushroom poisoning in children: clinical presentation and outcome.
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PEGylated lactoferrin enhanced its hepatoprotective effects on acute liver injury induced by carbon tetrachloride in rats.
PubMed:
Protective effect of Acacia confusa bark extract and its active compound gallic acid against carbon tetrachloride-induced chronic liver injury in rats.
PubMed:
Silibinin protects OTA-mediated TNF-alpha release from perfused rat livers and isolated rat Kupffer cells.
PubMed:
Synergistic anti-cancer effect of baicalein and silymarin on human hepatoma HepG2 Cells.
PubMed:
Protective effects of Coriandrum sativum extracts on carbon tetrachloride-induced hepatotoxicity in rats.
PubMed:
[The comparative analysis of two methods of an estimation a butter's quality at its long storage and influence of a thistle spotty extracts on a period of storage].
PubMed:
Glycyrrhizic acid modulates t-BHP induced apoptosis in primary rat hepatocytes.
PubMed:
In vitro antioxidant activity of silymarin.
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Effect of silymarin on metabolic factors of food-restricted over conditioned Wistar rats.
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Sodium borohydride/chloranil-based assay for quantifying total flavonoids.
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Protective effects of Dunaliella salina--a carotenoids-rich alga, against carbon tetrachloride-induced hepatotoxicity in mice.
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Hepatoprotective and antioxidant effects of Commiphora berryi (Arn) Engl bark extract against CCl(4)-induced oxidative damage in rats.
PubMed:
Multiple treatment of propolis extract ameliorates carbon tetrachloride induced liver injury in rats.
PubMed:
Moringa oleifera Lam prevents acetaminophen induced liver injury through restoration of glutathione level.
PubMed:
Silymarin prevents adriamycin-induced cardiotoxicity and nephrotoxicity in rats.
PubMed:
Milk thistle extracts inhibit the oxidation of low-density lipoprotein (LDL) and subsequent scavenger receptor-dependent monocyte adhesion.
PubMed:
Separation and determination of flavonoids using microemulsion EKC with electrochemical detection.
PubMed:
Plant-derived polyphenols attenuate lipopolysaccharide-induced nitric oxide and tumour necrosis factor production in murine microglia and macrophages.
PubMed:
Maca (Lepidium meyenii) and yacon (Smallanthus sonchifolius) in combination with silymarin as food supplements: in vivo safety assessment.
PubMed:
Cell cycle control as a basis for cancer chemoprevention through dietary agents.
PubMed:
Inhibition effect of flavonoids on monocarboxylate transporter 1 (MCT1) in Caco-2 cells.
PubMed:
Silymarin as an adjunct to glibenclamide therapy improves long-term and postprandial glycemic control and body mass index in type 2 diabetes.
PubMed:
The potential of milk thistle (Silybum marianum L.), an Israeli native, as a source of edible sprouts rich in antioxidants.
PubMed:
Therapeutic value of orally administered silibinin in renal cell carcinoma: manipulation of insulin-like growth factor binding protein-3 levels.
PubMed:
Effects of Picrorrhiza rhizoma water extracts on the subacute liver damages induced by carbon tetrachloride.
PubMed:
Antioxidant and protective effect of an oleanolic acid-enriched extract of A. deliciosa root on carbon tetrachloride induced rat liver injury.
PubMed:
Quantitation of silibinin, a putative cancer chemopreventive agent derived from milk thistle (Silybum marianum), in human plasma by high-performance liquid chromatography and identification of possible metabolites.
PubMed:
Hepatoprotective and antioxidative effects of total phenolics from Laggera pterodonta on chemical-induced injury in primary cultured neonatal rat hepatocytes.
PubMed:
Effects of the plant flavonoids silymarin and quercetin on arsenite-induced oxidative stress in CHO-K1 cells.
PubMed:
Silibinin suppresses PMA-induced MMP-9 expression by blocking the AP-1 activation via MAPK signaling pathways in MCF-7 human breast carcinoma cells.
PubMed:
Phytochemicals induce breast cancer resistance protein in Caco-2 cells and enhance the transport of benzo[a]pyrene-3-sulfate.
PubMed:
[The use of flavolignans of "Silybum marianum (L.) Gaertn." to create a new fat product--fortified butter].
PubMed:
Molecular targets of dietary agents for prevention and therapy of cancer.
PubMed:
A silychristin isomer and variation of flavonolignan levels in milk thistle (Silybum marianum) fruits.
PubMed:
The protective effects of Hibiscus sabdariffa extract on CCl4-induced liver fibrosis in rats.
PubMed:
Modulatory effects of plant phenols on human multidrug-resistance proteins 1, 4 and 5 (ABCC1, 4 and 5).
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Protective effect of ursolic acid on ethanol-mediated experimental liver damage in rats.
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Dietary antioxidant compounds and liver health.
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Efficacy of silymarin-phospholipid complex in reducing the toxicity of aflatoxin B1 in broiler chicks.
PubMed:
[Hepatoprotective effects of silymarin in androgenic-anabolic steroid-induced liver damage].
PubMed:
Effects of silymarin, a natural hepatoprotector, in periparturient dairy cows.
PubMed:
Combined effects of multiple flavonoids on breast cancer resistance protein (ABCG2)-mediated transport.
PubMed:
Silibinin inhibits the invasion of human lung cancer cells via decreased productions of urokinase-plasminogen activator and matrix metalloproteinase-2.
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Silymarin, a possible hepatoprotector in dairy cows: biochemical and histological observations.
PubMed:
Antioxidant action of Moringa oleifera Lam. (drumstick) against antitubercular drugs induced lipid peroxidation in rats.
PubMed:
Influence of Piper betle on hepatic marker enzymes and tissue antioxidant status in ethanol-treated Wistar rats.
PubMed:
The evaluation of reno- and hepatoprotective effects of huai-shan-yao (Rhizome Dioscoreae).
PubMed:
Hepatoprotective activity of Moringa oleifera on antitubercular drug-induced liver damage in rats.
PubMed:
Dietary feeding of silibinin inhibits advance human prostate carcinoma growth in athymic nude mice and increases plasma insulin-like growth factor-binding protein-3 levels.
PubMed:
Hepatoprotective and anti-Helicobacter pylori activities of constituents from Brazilian propolis.
PubMed:
Allied studies on the effect of Rosmarinus officinalis L. on experimental hepatotoxicity and mutagenesis.
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Food constituents attenuate monoamine oxidase activity and peroxide levels in C6 astrocyte cells.
PubMed:
Interference by carbohydrate substrates, flavonoids, and monosaccharide derivatives on bacterial beta-D-glucuronidase assays.
PubMed:
[Biologically active additive from milk thistle in the solution of public health problems].
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In vitro attenuation of nitric oxide production in C6 astrocyte cell culture by various dietary compounds.
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Flavonoids modulate comet assay responses to food mutagens in human lymphocytes and sperm.
PubMed:
Protective effect of flavonoids and tocopherol in high altitude hypoxia in the rat: comparison with ascorbic acid.
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Free radical scavenging and antioxidative properties of 'silibin' complexes on microsomal lipid peroxidation.
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Modulating effects of flavonoids on food mutagens in human blood and sperm samples in the comet assay.
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Effect of silymarin on different acute inflammation models and on leukocyte migration.
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Amanita poisoning during the second trimester of pregnancy. A case report and a review of the literature.
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Research note: efficacy of various flavonoids and simple phenolics in prevention of nutritional myopathy in the chick.