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

isoliquiritigenin
2-propen-1-one, 1-(2,4-dihydroxyphenyl)-3-(4-hydroxyphenyl)-, (E)-

Supplier Sponsors

Name:(E)-1-(2,4-dihydroxyphenyl)-3-(4-hydroxyphenyl)prop-2-en-1-one
CAS Number: 961-29-5Picture of molecule3D/inchi
FDA UNII: B9CTI9GB8F
Nikkaji Web:J74.686J
Beilstein Number:1914296
MDL:MFCD00075907
XlogP3-AA:3.20 (est)
Molecular Weight:256.25744000
Formula:C15 H12 O4
BioActivity Summary:listing
NMR Predictor:Predict (works with chrome, Edge or firefox)
Category:pharmaceuticals / chemical synthisis
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Google Scholar:Search
Google Books:Search
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Google Scholar: with word "odor"Search
Google Patents:Search
US Patents:Search
EU Patents:Search
Pubchem Patents:Search
PubMed:Search
NCBI:Search
 
Physical Properties:
Assay: 95.00 to 100.00
Food Chemicals Codex Listed: No
Boiling Point: 504.00 °C. @ 760.00 mm Hg (est)
Flash Point: 523.00 °F. TCC ( 272.70 °C. ) (est)
logP (o/w): 3.110 (est)
Soluble in:
 water, 230.3 mg/L @ 25 °C (est)
 
Organoleptic Properties:
Odor and/or flavor descriptions from others (if found).
 
Cosmetic Information:
CosIng:cosmetic data
Cosmetic Uses: skin conditioning - emollient
 
Suppliers:
Alfa Biotechnology
For experimental / research use only.
Isoliquiritigenin 98%
BOC Sciences
For experimental / research use only.
isoliquiritigenin >98%
Odor: characteristic
Use: Isoliquiritigenin, an anti-tumor flavonoid from the root of Glycyrrhiza glabra, inhibiting aldose reductase with an IC50 of 320 nM.
ExtraSynthese
For experimental / research use only.
isoLiquiritigenin (HPLC) ≥95%
Glentham Life Sciences
Isoliquirtigenin
Santa Cruz Biotechnology
For experimental / research use only.
isoLiquiritigenin ≥97%
Sigma-Aldrich: Sigma
For experimental / research use only.
isoLiquiritigenin powder
TCI AMERICA
For experimental / research use only.
isoliquiritigenin >97.0%(HPLC)(T)
 
Safety Information:
Preferred SDS: View
 
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:
intraperitoneal-mouse LDLo 3 gm/kg
United States Patent Document. Vol. #4898890,

oral-mouse LDLo 1 gm/kg
United States Patent Document. Vol. #4898890,

Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined
 
Safety in Use Information:
Category:
pharmaceuticals / chemical synthisis
Recommendation for isoliquiritigenin usage levels up to:
 not for fragrance use.
 
Recommendation for isoliquiritigenin flavor usage levels up to:
 not for flavor use.
 
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 :638278
National Institute of Allergy and Infectious Diseases:Data
WGK Germany:3
(E)-1-(2,4-dihydroxyphenyl)-3-(4-hydroxyphenyl)prop-2-en-1-one
Chemidplus:0000961295
RTECS:FL7080000 for cas# 961-29-5
 
References:
 (E)-1-(2,4-dihydroxyphenyl)-3-(4-hydroxyphenyl)prop-2-en-1-one
NIST Chemistry WebBook:Search Inchi
Canada Domestic Sub. List:961-29-5
Pubchem (cid):638278
Pubchem (sid):135031285
 
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):C08650
HMDB (The Human Metabolome Database):HMDB37316
FooDB:FDB016335
Export Tariff Code:2914.50.3000
VCF-Online:VCF Volatile Compounds in Food
ChemSpider:View
Wikipedia:View
 
Potential Blenders and core components note
None Found
 
Potential Uses:
None Found
 
Occurrence (nature, food, other):note
 soybean root
Search Trop Picture
 soybean seed
Search Trop Picture
 sunflower plant
Search Trop Picture
 
Synonyms:
 chalcone, 2',4,4'-trihydroxy-
(2E)-1-(2,4-dihydroxyphenyl)-3-(4-hydroxyphenyl)-2-propen-1-one
(2E)-1-(2,4-dihydroxyphenyl)-3-(4-hydroxyphenyl)prop-2-en-1-one
2-propen-1-one, 1-(2,4-dihydroxyphenyl)-3-(4-hydroxyphenyl)-, (E)-
2',4,4'-trihydroxychalcone
4,2',4'-trihydroxychalcone
 

Articles:

PubMed:Isoliquiritigenin Induces Apoptosis and Inhibits Xenograft Tumor Growth of Human Lung Cancer Cells by Targeting Both Wildtype and L858R/T790M Mutant EGFR.
PubMed:Synthesis and anti-tumor activity of novel aminomethylated derivatives of isoliquiritigenin.
PubMed:Effect of genotype and environment on five bioactive components of cultivated licorice (Glycyrrhiza uralensis FISCH.) populations in northern China.
PubMed:Natural product inhibitors of ocular angiogenesis.
PubMed:Chalcones as positive allosteric modulators of α7 nicotinic acetylcholine receptors: A new target for a privileged structure.
PubMed:Isoliquiritigenin is a potent inhibitor of NLRP3 inflammasome activation and diet-induced adipose tissue inflammation.
PubMed:Dietary compound isoliquiritigenin targets GRP78 to chemosensitize breast cancer stem cells via β-catenin/ABCG2 signaling.
PubMed:The licorice flavonoid isoliquiritigenin reduces DNA-binding activity of AhR in MCF-7 cells.
PubMed:Downregulation of COX-2 and CYP 4A signaling by isoliquiritigenin inhibits human breast cancer metastasis through preventing anoikis resistance, migration and invasion.
PubMed:Function of chalcone reductase gene CHR1 in soybean.
PubMed:Isoliquiritigenin, a flavonoid from licorice, blocks M2 macrophage polarization in colitis-associated tumorigenesis through downregulating PGE2 and IL-6.
PubMed:MicroRNA-25 regulates chemoresistance-associated autophagy in breast cancer cells, a process modulated by the natural autophagy inducer isoliquiritigenin.
PubMed:Isoliquiritigenin, a chalcone compound, enhances spontaneous inhibitory postsynaptic response.
PubMed:Downregulation of tumor necrosis factor and other proinflammatory biomarkers by polyphenols.
PubMed:Distribution patterns of the contents of five active components in taproot and stolon of Glycyrrhiza uralensis.
PubMed:Simultaneous Determination of 12 Index Components and Compatibility Changes in Longchai Decoction by Liquid Chromatography-Mass Spectrometry.
PubMed:The inhibitory effect of shakuyakukanzoto on K+ current in H9c2 cells.
PubMed:Nonsteroidal anti-inflammatory drug activated gene-1 (NAG-1) modulators from natural products as anti-cancer agents.
PubMed:Anti-hepatitis C virus compounds obtained from Glycyrrhiza uralensis and other Glycyrrhiza species.
PubMed:Transport of active flavonoids, based on cytotoxicity and lipophilicity: an evaluation using the blood-brain barrier cell and Caco-2 cell models.
PubMed:Correlation analysis between the rate of respiration in the root and the active components in licorice (Glycyrrhiza uralensis).
PubMed:Rikkunshito, a Japanese kampo medicine, ameliorates decreased feeding behavior via ghrelin and serotonin 2B receptor signaling in a novelty stress murine model.
PubMed:In vivo anti-diabetic activity of derivatives of isoliquiritigenin and liquiritigenin.
PubMed:Identification of key licorice constituents which interact with cytochrome P450: evaluation by LC/MS/MS cocktail assay and metabolic profiling.
PubMed:Combination of liquiritin, isoliquiritin and isoliquirigenin induce apoptotic cell death through upregulating p53 and p21 in the A549 non-small cell lung cancer cells.
PubMed:Isoliquiritigenin induces caspase-dependent apoptosis via downregulation of HPV16 E6 expression in cervical cancer Ca Ski cells.
PubMed:Natural antioxidant-isoliquiritigenin ameliorates contractile dysfunction of hypoxic cardiomyocytes via AMPK signaling pathway.
PubMed:Pharmacokinetics of isoliquiritigenin and its metabolites in rats: low bioavailability is primarily due to the hepatic and intestinal metabolism.
PubMed:Pharmacokinetics, biodistribution and bioavailability of isoliquiritigenin after intravenous and oral administration.
PubMed:Small molecule activators of the Nrf2-HO-1 antioxidant axis modulate heme metabolism and inflammation in BV2 microglia cells.
PubMed:Evaluation of cytotoxiciy and tumor-specificity of licorice flavonoids based on chemical structure.
PubMed:Isoliquiritigen enhances the antitumour activity and decreases the genotoxic effect of cyclophosphamide.
PubMed:Isoliquiritigenin-induced effects on Nrf2 mediated antioxidant defence in the HL-60 cell monocytic differentiation.
PubMed:Evaluation of estrogenic activity of licorice species in comparison with hops used in botanicals for menopausal symptoms.
PubMed:Employing bifunctional enzymes for enhanced extraction of bioactives from plants: flavonoids as an example.
PubMed:Pharmacokinetic comparisons of two different combinations of Shaoyao-Gancao Decoction in rats: competing mechanisms between paeoniflorin and glycyrrhetinic acid.
PubMed:Dietary compound isoliquiritigenin inhibits breast cancer neoangiogenesis via VEGF/VEGFR-2 signaling pathway.
PubMed:[Anti-inflammation of flavonoid compounds from Dalbergia odorifera T. Chen in lipopolysaccharide stimulated RAW264.7 macrophages].
PubMed:Pharmacokinetic comparisons of different combinations of Shaoyao-Gancao-Decoction in rats: simultaneous determination of ten active constituents by HPLC-MS/MS.
PubMed:Screening and determination for potential α-glucosidase inhibitory constituents from Dalbergia odorifera T. Chen using ultrafiltration-LC/ESI-MS(n).
PubMed:Syntheses and evaluation of novel isoliquiritigenin derivatives as potential dual inhibitors for amyloid-beta aggregation and 5-lipoxygenase.
PubMed:Flavonoids from Astragalus membranaceus and their inhibitory effects on LPS-stimulated pro-inflammatory cytokine production in bone marrow-derived dendritic cells.
PubMed:Rikkunshito and isoliquiritigenin counteract 5-HT-induced 2C receptor-mediated activation of pro-opiomelanocortin neurons in the hypothalamic arcuate nucleus.
PubMed:Isoliquiritigenin induces growth inhibition and apoptosis through downregulating arachidonic acid metabolic network and the deactivation of PI3K/Akt in human breast cancer.
PubMed:Pharmacokinetic study of four flavones of Glycyrrhiza in rat plasma using HPLC-MS.
PubMed:Preparation of isoliquiritigenin-loaded nanostructured lipid carrier and the in vivo evaluation in tumor-bearing mice.
PubMed:HPLC of flavanones and chalcones in different species and clones of Salix.
PubMed:[Study on in vitro anti-inflammatory activity of total flavonoids from Glycyrrhizae Radix et Rhizoma and its ingredients].
PubMed:Simultaneous quantification of paeoniflorin, nobiletin, tangeretin, liquiritigenin, isoliquiritigenin, liquiritin and formononetin from Si-Ni-San extract in rat plasma and tissues by liquid chromatography-tandem mass spectrometry.
PubMed:Involvement of the mitochondrion-dependent and the endoplasmic reticulum stress-signaling pathways in isoliquiritigenin-induced apoptosis of HeLa cell.
PubMed:Dynamic residual complexity of the isoliquiritigenin-liquiritigenin interconversion during bioassay.
PubMed:Novel plant-derived target drugs: a step forward from licorice?
PubMed:The inhibitory effect of roasted licorice extract on human metastatic breast cancer cell-induced bone destruction.
PubMed:A new approach for pharmacokinetic studies of natural products: measurement of isoliquiritigenin levels in mice plasma, urine and feces using modified automated dosing/blood sampling system.
PubMed:Simultaneous quantitative determination of nine active chemical compositions in traditional Chinese medicine Glycyrrhiza by RP-HPLC with full-time five-wavelength fusion method.
PubMed:Inhibitory effects of isoliquiritigenin on the migration and invasion of human breast cancer cells.
PubMed:Isoliquiritigenin-induced differentiation in mouse melanoma B16F0 cell line.
PubMed:Development of sample preparation method for isoliquiritigenin, liquiritin, and glycyrrhizic acid analysis in licorice by ionic liquids-ultrasound based extraction and high-performance liquid chromatography detection.
PubMed:Isoliquiritigenin showed strong inhibitory effects towards multiple UDP-glucuronosyltransferase (UGT) isoform-catalyzed 4-methylumbelliferone (4-MU) glucuronidation.
PubMed:Isoliquiritigenin inhibits proliferation and induces apoptosis of U87 human glioma cells in vitro.
PubMed:Polyphenols inhibit indoleamine 3,5-dioxygenase-1 enzymatic activity--a role of immunomodulation in chemoprevention.
PubMed:Glycyrrhiza uralensis flavonoids present in anti-asthma formula, ASHMI™, inhibit memory Th2 responses in vitro and in vivo.
PubMed:Antispasmodic effect of shakuyakukanzoto extract on experimental muscle cramps in vivo: role of the active constituents of Glycyrrhizae radix.
PubMed:NADPH oxidase-derived reactive oxygen species are involved in the HL-60 cell monocytic differentiation induced by isoliquiritigenin.
PubMed:Isoliquiritigenin enhances radiosensitivity of HepG2 cells via disturbance of redox status.
PubMed:Molecular signatures in response to Isoliquiritigenin in lymphoblastoid cell lines.
PubMed:Involvement of endoplasmic reticulum stress in isoliquiritigenin-induced SKOV-3 cell apoptosis.
PubMed:Analytical strategy to reveal the in vivo process of multi-component herbal medicine: a pharmacokinetic study of licorice using liquid chromatography coupled with triple quadrupole mass spectrometry.
PubMed:Decrease of microRNA-122 causes hepatic insulin resistance by inducing protein tyrosine phosphatase 1B, which is reversed by licorice flavonoid.
PubMed:The isolation of bioactive flavonoids from Jacaranda obtusifolia H. B. K. ssp. rhombifolia (G. F. W. Meijer) Gentry.
PubMed:Natural chalcones as dual inhibitors of HDACs and NF-κB.
PubMed:Isoliquiritigenin treatment induces apoptosis by increasing intracellular ROS levels in HeLa cells.
PubMed:Isoliquiritigenin inhibits the growth of multiple myeloma via blocking IL-6 signaling.
PubMed:Inhibitory effects of Glycyrrhizae radix and its active component, isoliquiritigenin, on Aβ(25-35)-induced neurotoxicity in cultured rat cortical neurons.
PubMed:Tracking antiangiogenic components from Glycyrrhiza uralensis Fisch. based on zebrafish assays using high-speed countercurrent chromatography.
PubMed:Isoliquiritigenin isolated from Glycyrrhiza uralensis protects neuronal cells against glutamate-induced mitochondrial dysfunction.
PubMed:Licorice isoliquiritigenin suppresses RANKL-induced osteoclastogenesis in vitro and prevents inflammatory bone loss in vivo.
PubMed:A new flavonol from Oxytropis ochrocephala Bunge.
PubMed:Neuroprotective and anti-inflammatory effects of flavonoids isolated from Rhus verniciflua in neuronal HT22 and microglial BV2 cell lines.
PubMed:Isoliquiritigenin isolated from licorice Glycyrrhiza uralensis prevents 6-hydroxydopamine-induced apoptosis in dopaminergic neurons.
PubMed:Glycyrrhizin and isoliquiritigenin suppress the LPS sensor toll-like receptor 4/MD-2 complex signaling in a different manner.
PubMed:Analgesic and uterine relaxant effects of isoliquiritigenin, a flavone from Glycyrrhiza glabra.
PubMed:Comparative metabolite profiling and fingerprinting of medicinal licorice roots using a multiplex approach of GC-MS, LC-MS and 1D NMR techniques.
PubMed:Characterization and quantification of major constituents of Xue Fu Zhu Yu by UPLC-DAD-MS/MS.
PubMed:Novel action of the chalcone isoliquiritigenin as a cystic fibrosis transmembrane conductance regulator (CFTR) inhibitor: potential therapy for cholera and polycystic kidney disease.
PubMed:[Chemical constituents from the roots of Hedysarum polybotrys].
PubMed:Antibacterial activity of the flavonoids from Dalbergia odorifera on Ralstonia solanacearum.
PubMed:Determination of isoliquiritigenin and its distribution in mice by synchronous fluorescence spectrometry.
PubMed:Screening for natural chemoprevention agents that modify human Keap1.
PubMed:Mammalian target of rapamycin regulates isoliquiritigenin-induced autophagic and apoptotic cell death in adenoid cystic carcinoma cells.
PubMed:Isoliquiritigenin, a chalcone compound, is a positive allosteric modulator of GABAA receptors and shows hypnotic effects.
PubMed:Comparative evaluation of two structurally related flavonoids, isoliquiritigenin and liquiritigenin, for their oral infection therapeutic potential.
PubMed:Determination of pinostrobin in rat plasma by LC-MS/MS: application to pharmacokinetics.
PubMed:Elucidation of the methyl transfer mechanism catalyzed by chalcone O-methyltransferase: a density functional study.
PubMed:Traditional chinese medicine for senile dementia.
PubMed:Isoliquiritigenin (4,2',4'-trihydroxychalcone): a new matrix-assisted laser desorption/ionization matrix with outstanding properties for the analysis of neutral oligosaccharides.
PubMed:A new phenolic compound with anticancer activity from the wood of Millettia leucantha.
PubMed:Reinvestigation of the synthesis of isoliquiritigenin: application of Horner-Wadsworth-Emmons reaction and Claisen-Schmidt condensation.
PubMed:Isoliquiritigenin from licorice root suppressed neovascularisation in experimental ocular angiogenesis models.
PubMed:Potential utility of natural products as regulators of breast cancer-associated aromatase promoters.
PubMed:Isoliquiritigenin is a novel NMDA receptor antagonist in kampo medicine yokukansan.
PubMed:Cuban and Brazilian red propolis: botanical origin and comparative analysis by high-performance liquid chromatography-photodiode array detection/electrospray ionization tandem mass spectrometry.
PubMed:Brazilian red propolis: unreported substances, antioxidant and antimicrobial activities.
PubMed:Molecular characterization of a membrane-bound prenyltransferase specific for isoflavone from Sophora flavescens.
PubMed:Preparation and assay of C-glucosyltransferase from roots of Pueraria lobata.
PubMed:Modulation of lipopolysaccharide-induced pro-inflammatory mediators by an extract of Glycyrrhiza glabra and its phytoconstituents.
PubMed:Antiobesity and lipid lowering effects of Glycyrrhiza chalcones: experimental and computational studies.
PubMed:HPLC-DAD-MS analysis of dyes identified in textiles from Mount Athos.
PubMed:[Chemical constituents of Indigofera pseudotinctoria].
PubMed:Design, synthesis and SAR study of hydroxychalcone inhibitors of human β-secretase (BACE1).
PubMed:The role of chalcones in suppression of NF-κB-mediated inflammation and cancer.
PubMed:[On-line sample stacking for the analysis of glycyrrhiza flavonoids by anion selective exhaustive injection-sweeping micellar electrokinetic chromatography].
PubMed:Phytoestrogenic compounds in alfalfa sprout (Medicago sativa) beyond coumestrol.
PubMed:20S proteasome inhibitory activity of flavonoids isolated from Spatholobus suberectus.
PubMed:Chemical constituents of the bark of Dipteryx alata vogel, an active species against Bothrops jararacussu venom.
PubMed:Effects of ILTG on DAPK1 promoter methylation in colon and leukemia cancer cell lines.
PubMed:[Studies on changes of in vitro and in vivo material base of Shaoyao Gancao decoction based on HPLC-DAD-ESI-MS].
PubMed:Antidiarrheal activity of extracts and compound from Trilepisium madagascariense stem bark.
PubMed:Dual inhibitory effect of Glycyrrhiza glabra (GutGard™) on COX and LOX products.
PubMed:Inhibition of liver X receptor-α-dependent hepatic steatosis by isoliquiritigenin, a licorice antioxidant flavonoid, as mediated by JNK1 inhibition.
PubMed:Liquiritigenin derivatives and their hepatotoprotective activity.
PubMed:Prenylflavonoids from Glycyrrhiza uralensis and their protein tyrosine phosphatase-1B inhibitory activities.
PubMed:Suppression of homodimerization of toll-like receptor 4 by isoliquiritigenin.
PubMed:In vitro screening for angiostatic potential of herbal chemicals.
PubMed:Sensitivity and resistance towards isoliquiritigenin, doxorubicin and methotrexate in T cell acute lymphoblastic leukaemia cell lines by pharmacogenomics.
PubMed:Mammalian target of rapamycin pathway promotes tumor-induced angiogenesis in adenoid cystic carcinoma: its suppression by isoliquiritigenin through dual activation of c-Jun NH2-terminal kinase and inhibition of extracellular signal-regulated kinase.
PubMed:Aldose reductase inhibitory compounds from Glycyrrhiza uralensis.
PubMed:Isoliquiritigenin, a natural anti-oxidant, selectively inhibits the proliferation of prostate cancer cells.
PubMed:Isoliquiritigenin suppresses the Toll-interleukin-1 receptor domain-containing adapter inducing interferon-beta (TRIF)-dependent signaling pathway of Toll-like receptors by targeting TBK1.
PubMed:Rikkunshito and 5-HT2C receptor antagonist improve cisplatin-induced anorexia via hypothalamic ghrelin interaction.
PubMed:Isoliquiritigenin entails blockade of TGF-beta1-SMAD signaling for retarding high glucose-induced mesangial matrix accumulation.
PubMed:Plasma pharmacokinetics and tissue distribution study of cajaninstilbene acid in rats by liquid chromatography with tandem mass spectrometry.
PubMed:Fuscacarpans A-C, new pterocarpans from the stems of Erythrina fusca.
PubMed:Cancer chemopreventive activity and metabolism of isoliquiritigenin, a compound found in licorice.
PubMed:Inhibition of neuraminidase activity by polyphenol compounds isolated from the roots of Glycyrrhiza uralensis.
PubMed:Isoliquiritigenin 2'-methyl ether induces growth inhibition and apoptosis in oral cancer cells via heme oxygenase-1.
PubMed:The licorice flavonoid isoliquiritigenin suppresses phorbol ester-induced cyclooxygenase-2 expression in the non-tumorigenic MCF-10A breast cell line.
PubMed:AMPK-mediated GSK3beta inhibition by isoliquiritigenin contributes to protecting mitochondria against iron-catalyzed oxidative stress.
PubMed:Real-time detection of the early event of cytotoxicity of herbal ingredients on single leukemia cells studied in a microfluidic biochip.
PubMed:Determination of flavonoids in licorice using acid hydrolysis and reversed-phase HPLC and evaluation of the chemical quality of cultivated licorice.
PubMed:Anticancer effects of flavonoid derivatives isolated from Millettia reticulata Benth in SK-Hep-1 human hepatocellular carcinoma cells.
PubMed:Interactions between thrombin and natural products of Millettia nitita var. hirsutissima using capillary zone electrophoresis.
PubMed:Separation, characterization and dose-effect relationship of the PPARgamma-activating bio-active constituents in the Chinese herb formulation 'San-Ao decoction'.
PubMed:Rikkunshito ameliorates the aging-associated decrease in ghrelin receptor reactivity via phosphodiesterase III inhibition.
PubMed:[Chalcones from Bauhinia glauca subsp. pernervosa].
PubMed:Protective effects of isoliquiritigenin against methamphetamine-induced neurotoxicity in mice.
PubMed:Suppression of the TRIF-dependent signaling pathway of toll-like receptors by isoliquiritigenin in RAW264.7 macrophages.
PubMed:Structures of new flavonoids and benzofuran-type stilbene and degranulation inhibitors of rat basophilic leukemia cells from the Brazilian herbal medicine Cissus sicyoides.
PubMed:Simultaneous determination of five flavonoids in licorice using pressurized liquid extraction and capillary electrochromatography coupled with peak suppression diode array detection.
PubMed:[Studies on chemical constituents of root of Millettia speciosa].
PubMed:Integrated metabolite and transcript profiling identify a biosynthetic mechanism for hispidol in Medicago truncatula cell cultures.
PubMed:Combination of isoliquiritigenin and tumor necrosis factor-related apoptosis-inducing ligand induces apoptosis in colon cancer HT29 cells.
PubMed:Shallot and licorice constituent isoliquiritigenin arrests cell cycle progression and induces apoptosis through the induction of ATM/p53 and initiation of the mitochondrial system in human cervical carcinoma HeLa cells.
PubMed:Cytoprotective constituents of the heartwood of Caesalpinia sappan on glutamate-induced oxidative damage in HT22 cells.
PubMed:Proteomic and behavioral analysis of response to isoliquiritigenin in brains of acute cocaine treated rats.
PubMed:Phytochemical analysis of young fustic (Cotinus coggygria heartwood) and identification of isolated colourants in historical textiles.
PubMed:Bioactive flavonoids of the flowers of Butea monosperma.
PubMed:Induction of cell cycle arrest in prostate cancer cells by the dietary compound isoliquiritigenin.
PubMed:Glycyrrhiza inflata-derived chalcones, Licochalcone A, Licochalcone B and Licochalcone D, inhibit phosphorylation of NF-kappaB p65 in LPS signaling pathway.
PubMed:Cytotoxic activity of isoliquiritigenin towards CCRF-CEM leukemia cells and its effect on DNA damage.
PubMed:Isoliquiritigenin, from Dalbergia odorifera, up-regulates anti-inflammatory heme oxygenase-1 expression in RAW264.7 macrophages.
PubMed:Isoliquiritigenin induces G2 and M phase arrest by inducing DNA damage and by inhibiting the metaphase/anaphase transition.
PubMed:Licorice isoliquiritigenin dampens angiogenic activity via inhibition of MAPK-responsive signaling pathways leading to induction of matrix metalloproteinases.
PubMed:Novel herbal flavonoids promote apoptosis but differentially induce cell cycle arrest in human colon cancer cell.
PubMed:Small molecule modifier screen for kit-dependent functions in zebrafish embryonic melanocytes.
PubMed:Licorice flavonoids inhibit eotaxin-1 secretion by human fetal lung fibroblasts in vitro.
PubMed:Isoliquiritigenin induces monocytic differentiation of HL-60 cells.
PubMed:Inhibitory effects of isoliquiritigenin and licorice extract on voltage-dependent K(+) currents in H9c2 cells.
PubMed:Isoliquiritigenin, a flavonoid from licorice, plays a dual role in regulating gastrointestinal motility in vitro and in vivo.
PubMed:Survey of Glycyrrhizae Radix resources in Mongolia: chemical assessment of the underground part of Glycyrrhiza uralensis and comparison with Chinese Glycyrrhizea Radix.
PubMed:Dietary administration of the licorice flavonoid isoliquiritigenin deters the growth of MCF-7 cells overexpressing aromatase.
PubMed:Isoliquiritigenin inhibits migration and invasion of prostate cancer cells: possible mediation by decreased JNK/AP-1 signaling.
PubMed:Transport and metabolism of flavonoids from Chinese herbal remedy Xiaochaihu- tang across human intestinal Caco-2 cell monolayers.
PubMed:Biotransformation of the chemopreventive agent 2',4',4-trihydroxychalcone (isoliquiritigenin) by UDP-glucuronosyltransferases.
PubMed:Two flavonoids extracts from Glycyrrhizae radix inhibit in vitro hepatitis C virus replication.
PubMed:Isoliquiritigenin inhibits cell proliferation by a heme oxygenase-dependent pathway in rat hepatic stellate cells.
PubMed:Isoliquiritigenin suppresses cocaine-induced extracellular dopamine release in rat brain through GABA(B) receptor.
PubMed:Induction of growth inhibition and apoptosis in human uterine leiomyoma cells by isoliquiritigenin.
PubMed:Dynamic effects on reaction rates in a Michael addition catalyzed by chalcone isomerase. Beyond the frozen environment approach.
PubMed:Antimicrobial and antioxidative activities of bioactive constituents from Hydnophytum formicarum Jack.
PubMed:Isoliquiritigenin, a flavonoid from licorice, relaxes guinea-pig tracheal smooth muscle in vitro and in vivo: role of cGMP/PKG pathway.
PubMed:Same-single-cell analysis for the study of drug efflux modulation of multidrug resistant cells using a microfluidic chip.
PubMed:Rikkunshito, an herbal medicine, suppresses cisplatin-induced anorexia in rats via 5-HT2 receptor antagonism.
PubMed:Isoliquiritigenin inhibits tumor growth and protects the kidney and liver against chemotherapy-induced toxicity in a mouse xenograft model of colon carcinoma.
PubMed:[Chemical constituents from Spatholobus sinensis].
PubMed:[Studies on chemical constituents from stems and leaves of Adenanthera pavanina].
PubMed:Isoliquiritigenin isolated from the roots of Glycyrrhiza uralensis inhibits LPS-induced iNOS and COX-2 expression via the attenuation of NF-kappaB in RAW 264.7 macrophages.
PubMed:Down-regulation of androgen-receptor and PSA by phytochemicals.
PubMed:Determination of nine active components in Radix Hedysari and Radix Astragali using capillary HPLC with diode array detection and MS detection.
PubMed:Estrogenic activities of isoflavones and flavones and their structure-activity relationships.
PubMed:Saireito probably prevents mesangial cell proliferation in HIGA mice via PDGF-BB tyrosine kinase inhibition.
PubMed:Real-time monitoring of intracellular calcium dynamic mobilization of a single cardiomyocyte in a microfluidic chip pertaining to drug discovery.
PubMed:In vitro metabolism of isoliquiritigenin by human liver microsomes.
PubMed:Sites of alkylation of human Keap1 by natural chemoprevention agents.
PubMed:2-Hydroxyisoflavanone dehydratase is a critical determinant of isoflavone productivity in hairy root cultures of Lotus japonicus.
PubMed:Flavonoid inhibitors as novel antimycobacterial agents targeting Rv0636, a putative dehydratase enzyme involved in Mycobacterium tuberculosis fatty acid synthase II.
PubMed:Simultaneous analysis of glycyrrhizin, paeoniflorin, quercetin, ferulic acid, liquiritin, formononetin, benzoic acid and isoliquiritigenin in the Chinese proprietary medicine Xiao Yao Wan by HPLC.
PubMed:Enzymatic effects on reactant and transition states. The case of chalcone isomerase.
PubMed:Crystal structure of Medicago truncatula UGT85H2--insights into the structural basis of a multifunctional (iso)flavonoid glycosyltransferase.
PubMed:[Relative adscriptions of components in the effective fractions of Yinqiao decoction and its composing individual herbs].
PubMed:Anti-oxidant constituents of the roots and stolons of licorice (Glycyrrhiza glabra).
PubMed:Isoliquiritigenin (ISL) inhibits ErbB3 signaling in prostate cancer cells.
PubMed:Simultaneous quantification of multiple licorice flavonoids in rat plasma.
PubMed:Isoliquiritigenin inhibits IkappaB kinase activity and ROS generation to block TNF-alpha induced expression of cell adhesion molecules on human endothelial cells.
PubMed:Involvement of the alpha4beta2 nicotinic receptor subtype in nicotine-induced attenuation of delta9-THC cerebellar ataxia: role of cerebellar nitric oxide.
PubMed:Blockade of cytokine-induced endothelial cell adhesion molecule expression by licorice isoliquiritigenin through NF-kappaB signal disruption.
PubMed:Simultaneous quantification of flavonoids and triterpenoids in licorice using HPLC.
PubMed:Isoliquiritigenin, one of the antispasmodic principles of Glycyrrhiza ularensis roots, acts in the lower part of intestine.
PubMed:Pathway engineering for healthy phytochemicals leading to the production of novel flavonoids in tomato fruit.
PubMed:Metallothionein mediates cardioprotection of isoliquiritigenin against ischemia-reperfusion through JAK2/STAT3 activation.
PubMed:Isoliquiritigenin selectively inhibits H(2) histamine receptor signaling.
PubMed:Quinone reductase induction as a biomarker for cancer chemoprevention.
PubMed:Antagonism of ethanol ataxia by intracerebellar nicotine: possible modulation by mouse cerebellar nitric oxide and cGMP.
PubMed:Isoliquiritigenin induces apoptosis by depolarizing mitochondrial membranes in prostate cancer cells.
PubMed:Protective effects of isoliquiritigenin in transient middle cerebral artery occlusion-induced focal cerebral ischemia in rats.
PubMed:Isoflavonoids and other compounds from Psorothamnus arborescens with antiprotozoal activities.
PubMed:Genista tinctoria hairy root cultures for selective production of isoliquiritigenin.
PubMed:Cyclooxygenase-2 plays a suppressive role for induction of apoptosis in isoliquiritigenin-treated mouse colon cancer cells.
PubMed:Norditerpenoid alkaloids and other components from the processed tubers of Aconitum carmichaeli.
PubMed:Two new isoflavonoids from Bowdichia virgilioides.
PubMed:Isoflavonoids isolated from Cuban propolis.
PubMed:CYP3A4 inhibitors isolated from Licorice.
PubMed:Binding of phytoestrogens to rat uterine estrogen receptors and human sex hormone-binding globulins.
PubMed:Tumor-specificity and apoptosis-inducing activity of stilbenes and flavonoids.
PubMed:Brazilian phytopharmaceuticals--evaluation against hospital bacteria.
PubMed:One step isolation and purification of liquiritigenin and isoliquiritigenin from Glycyrrhiza uralensis Risch. using high-speed counter-current chromatography.
PubMed:Modifying specific cysteines of the electrophile-sensing human Keap1 protein is insufficient to disrupt binding to the Nrf2 domain Neh2.
PubMed:Structural elucidation of chalcone reductase and implications for deoxychalcone biosynthesis.
PubMed:Cytotoxic allyl retrochalcone from the roots of Glycyrrhiza inflata.
PubMed:Effect of isoliquiritigenin on viability and differentiated functions of human hepatocytes maintained on PEEK-WC-polyurethane membranes.
PubMed:Isolation and synthesis of a dimeric dihydrochalcone from Agapanthus africanus.
PubMed:Isoliquiritigenin induces apoptosis and cell cycle arrest through p53-dependent pathway in Hep G2 cells.
PubMed:Cytotoxic flavonoids from Platymiscium floribundum.
PubMed:Isoliquiritigenin inhibits cell proliferation and induces apoptosis in human hepatoma cells.
PubMed:[Studies on chemical constituents of sini tang].
PubMed:Probing biosynthesis of plant polyketides with synthetic N-acetylcysteamine thioesters.
PubMed:Chemical analysis of raw, dry-roasted, and honey-roasted licorice by capillary electrophoresis.
PubMed:Natural inhibitors of carcinogenesis.
PubMed:Determination of liquiritigenin and isoliquiritigenin in Glycyrrhiza uralensis and its medicinal preparations by capillary electrophoresis with electrochemical detection.
PubMed:Isoliquiritigenin inhibits the proliferation and induces the apoptosis of human non-small cell lung cancer a549 cells.
PubMed:Chalcones as potent tyrosinase inhibitors: the effect of hydroxyl positions and numbers.
PubMed:Molecular cytotoxic mechanisms of anticancer hydroxychalcones.
PubMed:Transport, retention and fluorescent measurement of single biological cells studied in microfluidic chips.
PubMed:Isoliquiritigenin, a flavonoid from licorice, reduces prostaglandin E2 and nitric oxide, causes apoptosis, and suppresses aberrant crypt foci development.
PubMed:First bacterial chalcone isomerase isolated from Eubacterium ramulus.
PubMed:Induction of cell cycle arrest and p21(CIP1/WAF1) expression in human lung cancer cells by isoliquiritigenin.
PubMed:Cytoprotective effects of Glycyrrhizae radix extract and its active component liquiritigenin against cadmium-induced toxicity (effects on bad translocation and cytochrome c-mediated PARP cleavage).
PubMed:[Studies on chemical constituents from the root of Polygonatum kingianum].
PubMed:New prenylated isoflavanones and other constituents of Lespedeza bicolor.
PubMed:The inhibitory effects of flavonoids and antiestrogens on the Glut1 glucose transporter in human erythrocytes.
PubMed:Flavonoids from Dalbergia louvelii and their antiplasmodial activity.
PubMed:[Studies on chemical constituents of Hedysarum polybotrys].
PubMed:Effects of phosphodiesterase 3,4,5 inhibitors on hepatocyte cAMP levels, glycogenolysis, gluconeogenesis and susceptibility to a mitochondrial toxin.
PubMed:Potential cncer chemopreventive flavonoids from the stems of Tephrosia toxicaria.
PubMed:Cloning, characterization and regulation of a family of phi class glutathione transferases from wheat.
PubMed:Potential cancer chemopreventive constituents of the seeds of Dipteryx odorata (tonka bean).
PubMed:Isoliquiritigenin inhibits the growth of prostate cancer.
PubMed:Legume natural products: understanding and manipulating complex pathways for human and animal health.
PubMed:Glabrene and isoliquiritigenin as tyrosinase inhibitors from licorice roots.
PubMed:Estrogenic and antiproliferative activities of isoliquiritigenin in MCF7 breast cancer cells.
PubMed:Prooxidant activity and cellular effects of the phenoxyl radicals of dietary flavonoids and other polyphenolics.
PubMed:[Determination of three flavonoids and ferulic acid in Pleurospermum hookeri C. B. Clarke var. thomsonii C. B. Clarke by HPLC].
PubMed:Isoliquiritigenin suppresses pulmonary metastasis of mouse renal cell carcinoma.
PubMed:Metabolism of constituents in Huangqin-Tang, a prescription in traditional Chinese medicine, by human intestinal flora.
PubMed:Role of hydrogen bonds in the reaction mechanism of chalcone isomerase.
PubMed:Chalcones: structural requirements for antioxidant, estrogenic and antiproliferative activities.
PubMed:Studies on cancer chemoprevention by traditional folk medicines XXV. Inhibitory effect of isoliquiritigenin on azoxymethane-induced murine colon aberrant crypt focus formation and carcinogenesis.
PubMed:Apoptosis induced by isoliquiritigenin in human gastric cancer MGC-803 cells.
PubMed:Estrogen-like activity of glabrene and other constituents isolated from licorice root.
PubMed:In vitro inhibition of rat monoamine oxidase by liquiritigenin and isoliquiritigenin isolated from Sinofranchetia chinensis.
PubMed:Determination of 14 chemical constituents in the traditional Chinese medicinal preparation Huangqin-Tang by high performance liquid chromatography.
PubMed:Influence of natural and synthetic compounds on cell surface expression of cell adhesion molecules, ICAM-1 and VCAM-1.
PubMed:Structures of two natural product methyltransferases reveal the basis for substrate specificity in plant O-methyltransferases.
PubMed:A drug over the millennia: pharmacognosy, chemistry, and pharmacology of licorice.
PubMed:Flavonoids inhibit cell growth and induce apoptosis in B16 melanoma 4A5 cells.
PubMed:Minor phenolics from Crinum bulbispermum bulbs.
PubMed:Inhibition of xanthine oxidase by liquiritigenin and isoliquiritigenin isolated from Sinofranchetia chinensis.
PubMed:Saponins isolated from Allium chinense G. Don and antitumor-promoting activities of isoliquiritigenin and laxogenin from the same drug.
PubMed:An isoflavone from Pterocarpus santalinus.
PubMed:Migration behavior and separation of active components in Glycyrrhiza uralensis Fisch and its commercial extract by micellar electrokinetic capillary chromatography.
PubMed:Seasonal variation of glycyrrhizin and isoliquiritigenin glycosides in the root of Glycyrrhiza glabra L.
PubMed:Antioxidative and superoxide scavenging activities of retrochalcones in Glycyrrhiza inflata.
PubMed:Three new flavonoids and antiallergic, anti-inflammatory constituents from the heartwood of Dalbergia odorifera.
PubMed:Anthocyanin-producing dandelion callus as a chalcone synthase source in recombinant polyketide reductase assay.
PubMed:Cardiac effects of isoliquiritigenin.
PubMed:Differential effects of isoliquiritigenin and YC-1 in rat aortic smooth muscle.
PubMed:Enzymic O-methylation of isoliquiritigenin and licodione in alfalfa and licorice cultures.
PubMed:Antioxidant constituents from licorice roots: isolation, structure elucidation and antioxidative capacity toward LDL oxidation.
PubMed:Antitumorigenic activities of chalcones. I. Inhibitory effects of chalcone derivatives on 32Pi-incorporation into phospholipids of HeLa cells promoted by 12-O-tetradecanoyl-phorbol 13-acetate (TPA).
PubMed:Inhibitory effect of isoliquiritin, a compound in licorice root, on angiogenesis in vivo and tube formation in vitro.
PubMed:Reaction mechanisms of homodimeric plant polyketide synthase (stilbenes and chalcone synthase). A single active site for the condensing reaction is sufficient for synthesis of stilbenes, chalcones, and 6'-deoxychalcones.
PubMed:Vasorelaxant effect of isoliquiritigenin, a novel soluble guanylate cyclase activator, in rat aorta.
PubMed:Molecular characterization and expression of alfalfa isoliquiritigenin 2'-O-methyltransferase, an enzyme specifically involved in the biosynthesis of an inducer of Rhizobium meliloti nodulation genes.
PubMed:Saponin and sapogenol. L. On the constituents of the roots of Glycyrrhiza uralensis Fischer from Xinjiang, China. Chemical structures of licorice-saponin L3 and isoliquiritin apioside.
PubMed:Enzymatic synthesis of 6'-deoxychalcone in cultured Glycyrrhiza echinata cells.
PubMed:Inhibitory effects of some natural products on the activation of hyaluronidase and their anti-allergic actions.
PubMed:Isoliquiritigenin, a strong nod gene- and glyceollin resistance-inducing flavonoid from soybean root exudate.
PubMed:Anti-platelet action of isoliquiritigenin, an aldose reductase inhibitor in licorice.
PubMed:Identification, purification, and characterization of S-adenosyl-L-methionine: isoliquiritigenin 2'-O-methyltransferase from alfalfa (Medicago sativa L.).
PubMed:The role of cyclic adenosine 3',5'-monophosphate and polyol metabolism in diabetic neuropathy.
PubMed:Effects of aldose reductase inhibitors on prostacyclin (PGI2) synthesis by aortic rings from rats with streptozotocin-induced diabetes.
PubMed:Inhibition of adenosine 3',5'-cyclic monophosphate phosphodiesterase by flavonoids from licorice roots and 4-arylcoumarins.
PubMed:Induced plant responses to pathogen attack. Analysis and heterologous expression of the key enzyme in the biosynthesis of phytoalexins in soybean (Glycine max L. Merr. cv. Harosoy 63).
PubMed:The potent anti-tumor-promoting agent isoliquiritigenin.
PubMed:[Quality evaluation of Chinese licorice].
PubMed:Isoliquiritigenin: a new aldose reductase inhibitor from glycyrrhizae radix.
PubMed:Phytoalexin synthesis in soybean cells: elicitor induction of reductase involved in biosynthesis of 6'-deoxychalcone.
PubMed:NAD(P)H-dependent 6'-deoxychalcone synthase activity in Glycyrrhiza echinata cells induced by yeast extract.
PubMed:Flavone modulators of rat hepatic aryl hydrocarbon hydroxylase.
PubMed:Metabolism and excretion of butein, 2',3,4-trihydroxychalcone, 3-O-methylbutein, 4-O-methylbutein and 2',4',4-trihydroxychalcone in the rat.
PubMed:Mutagenicities of 61 flavonoids and 11 related compounds.
PubMed:Regulation of Phytoalexin Synthesis in Jackbean Callus Cultures: Stimulation of Phenylalanine Ammonia-Lyase and o-Methyltransferase.
PubMed:Purification and kinetic properties of chalcone-flavanone isomerase from soya bean.
PubMed:The peroxidase-catalysed oxidation of a chalcone and its possible physiological significance.
 
Notes:
a precursor to many flavonones in many plants. Isol. from Medicago spp.
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