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6754-58-1,MFCD00210576
Catalog No.:AA003CQ2

6754-58-1 | Xanthohumol

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1mg
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5mg
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$13.00   $9.00
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10mg
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$16.00   $11.00
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25mg
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$38.00   $27.00
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100mg
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1g
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  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
  • Request for Quotation
  • Download SDS
  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
Technical Information
Catalog Number:
AA003CQ2
Chemical Name:
Xanthohumol
CAS Number:
6754-58-1
Molecular Formula:
C21H22O5
Molecular Weight:
354.3964
MDL Number:
MFCD00210576
SMILES:
COc1cc(O)c(c(c1C(=O)/C=C/c1ccc(cc1)O)O)CC=C(C)C
Properties
Properties
 
Form:
Solid  
MP:
157-159℃  
Solubility:
ethanol: soluble10mg/mL  
Storage:
Inert atmosphere;2-8℃;  

Computed Properties
 
Complexity:
515  
Covalently-Bonded Unit Count:
1  
Defined Bond Stereocenter Count:
1  
Heavy Atom Count:
26  
Hydrogen Bond Acceptor Count:
5  
Hydrogen Bond Donor Count:
3  
Rotatable Bond Count:
6  
XLogP3:
5.1  

Downstream Synthesis Route

[1]Popło´nski,Jarosław;Turlej,Eliza;Sordon,Sandra;Tronina,Tomasz;Bartma´nska,Agnieszka;Wietrzyk,Joanna;Huszcza,Ewa[Molecules,2018,vol.23,#4]

[2]CurrentPatentAssignee:AIGNER;COUILLARDDESPRES-US9527860,2016,B2Locationinpatent:Page/Pagecolumn36

[3]Kirchinger,Michael;Kirchinger,Michael;Bieler,Lara;Tevini,Julia;Vogl,Michael;Haschke-Becher,Elisabeth;Felder,ThomasK.;Couillard-Després,Sebastien;Riepl,Herbert;Urmann,Corinna[PlantaMedica,2019,vol.85,#16,p.1233-1241]

[4]Urmann,Corinna;Bieler,Lara;Priglinger,Eleni;Aigner,Ludwig;Couillard-Despres,Sebastien;Riepl,HerbertM.[JournalofNaturalProducts,2021,vol.84,#10,p.2675-2682]

[5]Stevens,JanF.;Ivancic,Monika;Hsu,VictorL.;Deinzer,MaxL.[Phytochemistry,1997,vol.44,#8,p.1575-1585]

[6]Cheng,Wanqing;Xu,Ting;Cui,Liping;Xue,Zihan;Liu,Jifeng;Yang,Ruige;Qin,Shangshang;Guo,Yong[JournalofMedicinalChemistry,2023,vol.66,#1,p.962-975]

[1]Popło´nski,Jarosław;Turlej,Eliza;Sordon,Sandra;Tronina,Tomasz;Bartma´nska,Agnieszka;Wietrzyk,Joanna;Huszcza,Ewa[Molecules,2018,vol.23,#4]

[2]Yang,Qian;Wang,Yu;Yang,Juan;Wu,Yi;Li,Liang-qun;Chen,Fa-ju;Wang,En-hua;Li,Li-lang;Yang,Yan;Yan,Yan-fang;Wang,Li;Ge,Li-juan;Yang,Li-shou;Yang,Xiao-sheng[SyntheticCommunications,2021,vol.51,#11,p.1723-1730]

[3]CurrentPatentAssignee:AIGNER;COUILLARDDESPRES-US9527860,2016,B2Locationinpatent:Page/Pagecolumn37

[4]Urmann,Corinna;Bieler,Lara;Priglinger,Eleni;Aigner,Ludwig;Couillard-Despres,Sebastien;Riepl,HerbertM.[JournalofNaturalProducts,2021,vol.84,#10,p.2675-2682]

[5]Wilhelm,Heike;Wessjohann,LudgerA.[Tetrahedron,2006,vol.62,#29,p.6961-6966]

[6]Wilhelm,Heike;Wessjohann,LudgerA.[Tetrahedron,2006,vol.62,#29,p.6961-6966]

Literature

Title: Xanthohumol inhibits the extracellular signal regulated kinase (ERK) signalling pathway and suppresses cell growth of lung adenocarcinoma cells.

Journal: Toxicology 20160516

Title: Induction of NAD(P)H:Quinone Oxidoreductase 1 (NQO1) by Glycyrrhiza Species Used for Women's Health: Differential Effects of the Michael Acceptors Isoliquiritigenin and Licochalcone A.

Journal: Chemical research in toxicology 20151116

Title: Xanthohumol inhibits cell cycle progression and proliferation of larynx cancer cells in vitro.

Journal: Chemico-biological interactions 20151005

Title: Curcumin analogue identified as hyaluronan export inhibitor by virtual docking to the ABC transporter MRP5.

Journal: Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association 20131201

Title: Xanthohumol modulates the expression of osteoclast-specific genes during osteoclastogenesis in RAW264.7 cells.

Journal: Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association 20131201

Title: Xanthohumol attenuates tumour cell-mediated breaching of the lymphendothelial barrier and prevents intravasation and metastasis.

Journal: Archives of toxicology 20130701

Title: 2-Hydroxychalcone and xanthohumol inhibit invasion of triple negative breast cancer cells.

Journal: Chemico-biological interactions 20130525

Title: Xanthohumol induces phase II enzymes via Nrf2 in human hepatocytes in vitro.

Journal: Toxicology in vitro : an international journal published in association with BIBRA 20130201

Title: Xanthohumol induces different cytotoxicity and apoptotic pathways in malignant and normal astrocytes.

Journal: Phytotherapy research : PTR 20121101

Title: Prenylated chalcone xanthohumol associates with histones in breast cancer cells--a novel target identified by a monoclonal antibody.

Journal: Molecular nutrition & food research 20121101

Title: Xanthohumol prevents carbon tetrachloride-induced acute liver injury in rats.

Journal: Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association 20121001

Title: The AKT/NF-κB inhibitor xanthohumol is a potent anti-lymphocytic leukemia drug overcoming chemoresistance and cell infiltration.

Journal: Biochemical pharmacology 20120615

Title: Xanthohumol inhibits growth and vascularization of developing endometriotic lesions.

Journal: Human reproduction (Oxford, England) 20120601

Title: Inverse Virtual Screening allows the discovery of the biological activity of natural compounds.

Journal: Bioorganic & medicinal chemistry 20120601

Title: Xanthohumol impairs autophagosome maturation through direct inhibition of valosin-containing protein.

Journal: ACS chemical biology 20120518

Title: Protective effects of arachidonic acid against palmitic acid-mediated lipotoxicity in HIT-T15 cells.

Journal: Molecular and cellular biochemistry 20120501

Title: Protective effects of xanthohumol against the genotoxicity of heterocyclic aromatic amines MeIQx and PhIP in bacteria and in human hepatoma (HepG2) cells.

Journal: Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association 20120301

Title: Pharmacokinetics of xanthohumol and metabolites in rats after oral and intravenous administration.

Journal: Molecular nutrition & food research 20120301

Title: Neuroprotective effects of xanthohumol, a prenylated flavonoid from hops (Humulus lupulus), in ischemic stroke of rats.

Journal: Journal of agricultural and food chemistry 20120227

Title: Xanthohumol, a prenylated chalcone derived from hops, suppresses cancer cell invasion through inhibiting the expression of CXCR4 chemokine receptor.

Journal: Current molecular medicine 20120201

Title: Preliminary in vitro study on the effect of xanthohumol on rumen methanogenesis.

Journal: Archives of animal nutrition 20120201

Title: Xanthohumol-supplemented beer modulates angiogenesis and inflammation in a skin wound healing model. Involvement of local adipocytes.

Journal: Journal of cellular biochemistry 20120101

Title: Flavonoid production in transgenic hop (Humulus lupulus L.) altered by PAP1/MYB75 from Arabidopsis thaliana L.

Journal: Plant cell reports 20120101

Title: Search method for inhibitors of Staphyloxanthin production by methicillin-resistant Staphylococcus aureus.

Journal: Biological & pharmaceutical bulletin 20120101

Title: Geranyl derivative of phloroacetophenone induces cancer cell-specific apoptosis through Bax-mediated mitochondrial pathway in MCF-7 human breast cancer cells.

Journal: Biological & pharmaceutical bulletin 20120101

Title: Protective effect of xanthohumol on toxin-induced liver inflammation and fibrosis.

Journal: International journal of clinical and experimental pathology 20120101

Title: Pitfalls in cell culture work with xanthohumol.

Journal: Die Pharmazie 20120101

Title: Anticancer agent xanthohumol inhibits IL-2 induced signaling pathways involved in T cell proliferation.

Journal: Journal of experimental therapeutics & oncology 20120101

Title: Xanthohumol uptake and intracellular kinetics in hepatocytes, hepatic stellate cells, and intestinal cells.

Journal: Journal of agricultural and food chemistry 20111228

Title: Xanthohumol induces apoptosis in human malignant glioblastoma cells by increasing reactive oxygen species and activating MAPK pathways.

Journal: Journal of natural products 20111227

Title: Xanthohumol decreases Notch1 expression and cell growth by cell cycle arrest and induction of apoptosis in epithelial ovarian cancer cell lines.

Journal: Gynecologic oncology 20110801

Title: Novel application of square-wave adsorptive-stripping voltammetry for the determination of xanthohumol in spent hops.

Journal: Journal of agricultural and food chemistry 20110727

Title: Magnetic mixed hemimicelles solid-phase extraction of xanthohumol in beer coupled with high-performance liquid chromatography determination.

Journal: Journal of separation science 20110601

Title: Xanthohumol from the hop plant stimulates osteoblast differentiation by RUNX2 activation.

Journal: Biochemical and biophysical research communications 20110527

Title: Discovery of sulfated sterols from marine invertebrates as a new class of marine natural antagonists of farnesoid-X-receptor.

Journal: Journal of medicinal chemistry 20110310

Title: Inhibitors of hyaluronan export from hops prevent osteoarthritic reactions.

Journal: Molecular nutrition & food research 20110301

Title: Anti-inflammatory activity of xanthohumol involves heme oxygenase-1 induction via NRF2-ARE signaling in microglial BV2 cells.

Journal: Neurochemistry international 20110201

Title: Screening natural products for inhibitors of quinone reductase-2 using ultrafiltration LC-MS.

Journal: Analytical chemistry 20110201

Title: Chemopreventive effect of dietary polyphenols in colorectal cancer cell lines.

Journal: Nutrition research (New York, N.Y.) 20110201

Title: In vitro studies on the inhibition of colon cancer by butyrate and polyphenolic compounds.

Journal: Nutrition and cancer 20110101

Title: Surface plasmon resonance analysis of interactions between diacylglycerol acyltransferase and its interacting molecules.

Journal: Bioscience, biotechnology, and biochemistry 20110101

Title: Polyphenols in alcoholic beverages activating constitutive androstane receptor CAR.

Journal: Bioscience, biotechnology, and biochemistry 20110101

Title: Quantification of xanthohumol, isoxanthohumol, 8-prenylnaringenin, and 6-prenylnaringenin in hop extracts and derived capsules using secondary standards.

Journal: Talanta 20101215

Title: Re-evaluation of superoxide scavenging capacity of xanthohumol.

Journal: Free radical research 20101201

Title: Xanthohumol and related prenylated flavonoids inhibit inflammatory cytokine production in LPS-activated THP-1 monocytes: structure-activity relationships and in silico binding to myeloid differentiation protein-2 (MD-2).

Journal: Planta medica 20101001

Title: Recovery and metabolism of xanthohumol in germ-free and human microbiota-associated rats.

Journal: Molecular nutrition & food research 20101001

Title: Xanthohumol, a prenylated flavonoid contained in beer, prevents the induction of preneoplastic lesions and DNA damage in liver and colon induced by the heterocyclic aromatic amine amino-3-methyl-imidazo[4,5-f]quinoline (IQ).

Journal: Mutation research 20100910

Title: Growth inhibitory and apoptosis-inducing effects of xanthohumol, a prenylated chalone present in hops, in human prostate cancer cells.

Journal: Anticancer research 20100901

Title: Xanthohumol-induced transient superoxide anion radical formation triggers cancer cells into apoptosis via a mitochondria-mediated mechanism.

Journal: FASEB journal : official publication of the Federation of American Societies for Experimental Biology 20100801

Title: Xanthohumol, a chalcon derived from hops, inhibits hepatic inflammation and fibrosis.

Journal: Molecular nutrition & food research 20100701

Title: Triggering of dendritic cell apoptosis by xanthohumol.

Journal: Molecular nutrition & food research 20100701

Title: Xanthohumol feeding does not impair organ function and homoeostasis in mice.

Journal: Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association 20100701

Title: Xanthohumol, a prenylated chalcone from hops, modulates hepatic expression of genes involved in thyroid hormone distribution and metabolism.

Journal: Molecular nutrition & food research 20100701

Title: Disposition of hop prenylflavonoids in human breast tissue.

Journal: Molecular nutrition & food research 20100701

Title: Identification of new phase II metabolites of xanthohumol in rat in vivo biotransformation of hop extracts using high-performance liquid chromatography electrospray ionization tandem mass spectrometry.

Journal: Journal of chromatography. A 20100618

Title: Synthesis, cytotoxicity, anti-oxidative and anti-inflammatory activity of chalcones and influence of A-ring modifications on the pharmacological effect.

Journal: European journal of medicinal chemistry 20100601

Title: Isolation of phenolic compounds from hop extracts using polyvinylpolypyrrolidone: characterization by high-performance liquid chromatography-diode array detection-electrospray tandem mass spectrometry.

Journal: Journal of chromatography. A 20100507

Title: Xanthohumol inhibits IL-12 production and reduces chronic allergic contact dermatitis.

Journal: International immunopharmacology 20100501

Title: Determination of xanthohumol in beer based on cloud point extraction coupled with high performance liquid chromatography.

Journal: Talanta 20100415

Title: Xanthohumol enhances antiviral effect of interferon alpha-2b against bovine viral diarrhea virus, a surrogate of hepatitis C virus.

Journal: Phytomedicine : international journal of phytotherapy and phytopharmacology 20100401

Title: Xanthohumol inhibits the neuroendocrine transcription factor achaete-scute complex-like 1, suppresses proliferation, and induces phosphorylated ERK1/2 in medullary thyroid cancer.

Journal: American journal of surgery 20100301

Title: Xanthohumol, a prenylated chalcone derived from hops, inhibits proliferation, migration and interleukin-8 expression of hepatocellular carcinoma cells.

Journal: International journal of oncology 20100201

Title: Direct inhibition of elastase and matrixmetalloproteinases and stimulation of biosynthesis of fibrillar collagens, elastin, and fibrillins by xanthohumol.

Journal: Journal of cosmetic science 20100101

Title: Modulation of aflatoxin B1-mediated genotoxicity in primary cultures of human hepatocytes by diindolylmethane, curcumin, and xanthohumols.

Journal: Toxicological sciences : an official journal of the Society of Toxicology 20091201

Title: Inhibition of bovine viral diarrhea virus in vitro by xanthohumol: comparisons with ribavirin and interferon-alpha and implications for the development of anti-hepatitis C virus agents.

Journal: European journal of pharmaceutical sciences : official journal of the European Federation for Pharmaceutical Sciences 20091105

Title: Characterization of prenylflavonoids and hop bitter acids in various classes of Czech beers and hop extracts using high-performance liquid chromatography-mass spectrometry.

Journal: Journal of chromatography. A 20091023

Title: Antioxidant effects of xanthohumol and functional impact on hepatic ischemia-reperfusion injury.

Journal: Journal of natural products 20091001

Title: Xanthohumol activates the proapoptotic arm of the unfolded protein response in chronic lymphocytic leukemia.

Journal: Anticancer research 20091001

Title: Xanthohumol from hop (Humulus lupulus L.) is an efficient inhibitor of monocyte chemoattractant protein-1 and tumor necrosis factor-alpha release in LPS-stimulated RAW 264.7 mouse macrophages and U937 human monocytes.

Journal: Journal of agricultural and food chemistry 20090826

Title: Inhibition of suicidal erythrocyte death by xanthohumol.

Journal: Journal of agricultural and food chemistry 20090826

Title: Anti-obesity effects of xanthohumol plus guggulsterone in 3T3-L1 adipocytes.

Journal: Journal of medicinal food 20090801

Title: Dynamic residual complexity of natural products by qHNMR: solution stability of desmethylxanthohumol.

Journal: Planta medica 20090601

Title: Fundamentals and health benefits of xanthohumol, a natural product derived from hops and beer.

Journal: Natural product communications 20090501

Title: [Determination of xanthohumol in beer by solid-phase extraction-high performance liquid chromatography].

Journal: Se pu = Chinese journal of chromatography 20090501

Title: In vitro evaluation of antibacterial, anticollagenase, and antioxidant activities of hop components (Humulus lupulus) addressing acne vulgaris.

Journal: Phytomedicine : international journal of phytotherapy and phytopharmacology 20090401

Title: Modification of the cysteine residues in IkappaBalpha kinase and NF-kappaB (p65) by xanthohumol leads to suppression of NF-kappaB-regulated gene products and potentiation of apoptosis in leukemia cells.

Journal: Blood 20090226

Title: LC-MS/MS quantitation of hop-derived bitter compounds in beer using the ECHO technique.

Journal: Journal of agricultural and food chemistry 20090225

Title: Increased IL-2 production in T cells by xanthohumol through enhanced NF-AT and AP-1 activity.

Journal: International immunopharmacology 20090101

Title: Immunomodulatory activity of xanthohumol: inhibition of T cell proliferation, cell-mediated cytotoxicity and Th1 cytokine production through suppression of NF-kappaB.

Journal: Immunopharmacology and immunotoxicology 20090101

Title: Xanthohumol influences preadipocyte differentiation: implication of antiproliferative and apoptotic effects.

Journal: Journal of agricultural and food chemistry 20081224

Title: Effects of dietary flavonoids on the transport of cimetidine via P-glycoprotein and cationic transporters in Caco-2 and LLC-PK1 cell models.

Journal: Xenobiotica; the fate of foreign compounds in biological systems 20081201

Title: Inhibitory effects of xanthohumol from hops (Humulus lupulus L.) on human hepatocellular carcinoma cell lines.

Journal: Phytotherapy research : PTR 20081101

Title: Antileukemia effects of xanthohumol in Bcr/Abl-transformed cells involve nuclear factor-kappaB and p53 modulation.

Journal: Molecular cancer therapeutics 20080901

Title: Xanthohumol inhibits inflammatory factor production and angiogenesis in breast cancer xenografts.

Journal: Journal of cellular biochemistry 20080801

Title: Synthesis, cytotoxicity, and antioxidative activity of minor prenylated chalcones from Humulus lupulus.

Journal: Journal of natural products 20080701

Title: Effect of xanthohumol on melanogenesis in B16 melanoma cells.

Journal: Experimental & molecular medicine 20080630

Title: Enhanced effects of xanthohumol plus honokiol on apoptosis in 3T3-L1 adipocytes.

Journal: Obesity (Silver Spring, Md.) 20080601

Title: Natural and non-natural prenylated chalcones: synthesis, cytotoxicity and anti-oxidative activity.

Journal: Bioorganic & medicinal chemistry 20080415

Title: Differential anti-inflammatory pathway by xanthohumol in IFN-gamma and LPS-activated macrophages.

Journal: International immunopharmacology 20080401

Title: Antimutagenicity of hops (Humulus lupulus L.): bioassay-directed fractionation and isolation of xanthohumol.

Journal: Phytomedicine : international journal of phytotherapy and phytopharmacology 20080301

Title: Antigenotoxic effect of Xanthohumol in rat liver slices.

Journal: Toxicology in vitro : an international journal published in association with BIBRA 20080301

Title: Positive antibacterial co-action between hop (Humulus lupulus) constituents and selected antibiotics.

Journal: Phytomedicine : international journal of phytotherapy and phytopharmacology 20080301

Title: Treatment of PC-3 and DU145 prostate cancer cells by prenylflavonoids from hop (Humulus lupulus L.) induces a caspase-independent form of cell death.

Journal: Phytotherapy research : PTR 20080201

Title: EST analysis of hop glandular trichomes identifies an O-methyltransferase that catalyzes the biosynthesis of xanthohumol.

Journal: The Plant cell 20080101

Title: New prenylchalcones from the hops of Humulus lupulus.

Journal: Journal of Asian natural products research 20080101

Title: Glycosylation of xanthohumol by fungi.

Journal: Zeitschrift fur Naturforschung. C, Journal of biosciences 20080101

Title: Microbial and dietary factors associated with the 8-prenylnaringenin producer phenotype: a dietary intervention trial with fifty healthy post-menopausal Caucasian women.

Journal: The British journal of nutrition 20071101

Title: AKT/NF-kappaB inhibitor xanthohumol targets cell growth and angiogenesis in hematologic malignancies.

Journal: Cancer 20071101

Title: Effect of xanthohumol and isoxanthohumol on 3T3-L1 cell apoptosis and adipogenesis.

Journal: Apoptosis : an international journal on programmed cell death 20071101

Title: Inhibition of topoisomerase I activity and efflux drug transporters' expression by xanthohumol. from hops.

Journal: Archives of pharmacal research 20071101

Title: Total synthesis of xanthohumol.

Journal: Journal of natural products 20070901

Title: Protective effects of xanthohumol against the genotoxicity of benzo(a)pyrene (BaP), 2-amino-3-methylimidazo[4,5-f]quinoline (IQ) and tert-butyl hydroperoxide (t-BOOH) in HepG2 human hepatoma cells.

Journal: Mutation research 20070815

Title: Binding of the hop (Humulus lupulus L.) chalcone xanthohumol to cytosolic proteins in Caco-2 intestinal epithelial cells.

Journal: Molecular nutrition & food research 20070701

Title: Analysis of xanthohumol and isoxanthohumol in different hop products by liquid chromatography-diode array detection-electrospray ionization tandem mass spectrometry.

Journal: Journal of chromatography. A 20070525

Title: Sensitive electrochemical detection method for alpha-acids, beta-acids and xanthohumol in hops (Humulus lupulus L.).

Journal: Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20070501

Title: Determination of xanthohumol in hops (Humulus lupulus L.) by nonaqueous CE.

Journal: Electrophoresis 20070301

Title: Anticoccidial effects of xanthohumol.

Journal: Avian diseases 20070301

Title: Xanthohumol, a prenylflavonoid derived from hops induces apoptosis and inhibits NF-kappaB activation in prostate epithelial cells.

Journal: Cancer letters 20070208

Title: Distinct modulation of alkaline phosphatase isoenzymes by 17beta-estradiol and xanthohumol in breast cancer MCF-7 cells.

Journal: Clinical biochemistry 20070201

Title: Inhibition of S1P by polyphenols prevents inflammation and angiogenesis: NFkappaB, a downstream effector?

Journal: Free radical biology & medicine 20070115

Title: Relevance of organic farming and effect of climatological conditions on the formation of alpha-acids, beta-acids, desmethylxanthohumol, and xanthohumol in hop (Humulus lupulus L.).

Journal: Journal of agricultural and food chemistry 20070110

Title: Anti-proliferative properties of prenylated flavonoids from hops (Humulus lupulus L.) in human prostate cancer cell lines.

Journal: Phytomedicine : international journal of phytotherapy and phytopharmacology 20061101

Title: Microbial metabolism of the prenylated chalcone xanthohumol.

Journal: Journal of natural products 20061001

Title: Influence of xanthohumol on the binding behavior of GABAA receptors and their lateral mobility at hippocampal neurons.

Journal: Planta medica 20060601

Title: Effect of hop (Humulus lupulus L.) flavonoids on aromatase (estrogen synthase) activity.

Journal: Journal of agricultural and food chemistry 20060419

Title: Mechanisms of the antiangiogenic activity by the hop flavonoid xanthohumol: NF-kappaB and Akt as targets.

Journal: FASEB journal : official publication of the Federation of American Societies for Experimental Biology 20060301

Title: Antiinvasive effect of xanthohumol, a prenylated chalcone present in hops (Humulus lupulus L.) and beer.

Journal: International journal of cancer 20051220

Title: Xanthohumol, the chalcone from beer hops (Humulus lupulus L.), is the ligand for farnesoid X receptor and ameliorates lipid and glucose metabolism in KK-A(y) mice.

Journal: Biochemical and biophysical research communications 20051028

Title: Xanthohumol induces apoptosis in cultured 40-16 human colon cancer cells by activation of the death receptor- and mitochondrial pathway.

Journal: Molecular nutrition & food research 20050901

Title: Regulation of osteoblastic phenotype and gene expression by hop-derived phytoestrogens.

Journal: The Journal of steroid biochemistry and molecular biology 20050901

Title: Biosynthetic (14)C-labelling of xanthohumol in hop cones.

Journal: Molecular nutrition & food research 20050901

Title: Xanthohumol does not affect the composition of rat intestinal microbiota.

Journal: Molecular nutrition & food research 20050901

Title: Xanthohumol stimulates iodide uptake in rat thyroid-derived FRTL-5 cells.

Journal: Molecular nutrition & food research 20050901

Title: In vitro phase II metabolism of xanthohumol by human UDP-glucuronosyltransferases and sulfotransferases.

Journal: Molecular nutrition & food research 20050901

Title: A safety study of oral xanthohumol administration and its influence on fertility in Sprague Dawley rats.

Journal: Molecular nutrition & food research 20050901

Title: Broad spectrum anti-infective potential of xanthohumol from hop (Humulus lupulus L.) in comparison with activities of other hop constituents and xanthohumol metabolites.

Journal: Molecular nutrition & food research 20050901

Title: Enrichment of xanthohumol in the brewing process.

Journal: Molecular nutrition & food research 20050901

Title: Xanthohumol, a new all-rounder?

Journal: Molecular nutrition & food research 20050901

Title: Xanthohumol kills B-chronic lymphocytic leukemia cells by an apoptotic mechanism.

Journal: Molecular nutrition & food research 20050901

Title: Activation of proestrogens from hops (Humulus lupulus L.) by intestinal microbiota; conversion of isoxanthohumol into 8-prenylnaringenin.

Journal: Journal of agricultural and food chemistry 20050810

Title: Xanthohumol isolated from Humulus lupulus Inhibits menadione-induced DNA damage through induction of quinone reductase.

Journal: Chemical research in toxicology 20050801

Title: 13C-labelling of xanthohumol in hop cones (Humulus lupulus).

Journal: Planta medica 20050601

Title: Enhanced antitumor activity of xanthohumol, a diacylglycerol acyltransferase inhibitor, under hypoxia.

Journal: Cancer letters 20050310

Title: Metabolism of xanthohumol and isoxanthohumol, prenylated flavonoids from hops (Humulus lupulus L.), by human liver microsomes.

Journal: Journal of mass spectrometry : JMS 20050301

Title: Prenylflavonoids and phloroglucinol derivatives from hops (Humulus lupulus).

Journal: Journal of natural products 20050101

Title: A safety study of oral tangeretin and xanthohumol administration to laboratory mice.

Journal: In vivo (Athens, Greece) 20050101

Title: Xanthohumol, a novel anti-HIV-1 agent purified from Hops Humulus lupulus.

Journal: Antiviral research 20041201

Title: High-performance liquid chromatographic determination of xanthohumol in rat plasma, urine, and fecal samples.

Journal: Journal of chromatographic science 20040801

Title: Xanthohumol and related prenylflavonoids from hops and beer: to your good health!

Journal: Phytochemistry 20040501

Title: Xanthohumol metabolites in faeces of rats.

Journal: Phytochemistry 20040301

Title: Antiviral activity of hop constituents against a series of DNA and RNA viruses.

Journal: Antiviral research 20040101

Title: Identification and biological activity of microbial metabolites of xanthohumol.

Journal: Chemical & pharmaceutical bulletin 20031101

Title: Inhibition of peroxynitrite-mediated LDL oxidation by prenylated flavonoids: the alpha,beta-unsaturated keto functionality of 2'-hydroxychalcones as a novel antioxidant pharmacophore.

Journal: Chemical research in toxicology 20031001

Title: Formation and accumulation of alpha-acids, beta-acids, desmethylxanthohumol, and xanthohumol during flowering of hops (Humulus lupulus L.).

Journal: Journal of agricultural and food chemistry 20030716

Title: Microbial transformation of xanthohumol.

Journal: Phytochemistry 20030301

Title: Cancer chemopreventive activity of Xanthohumol, a natural product derived from hop.

Journal: Molecular cancer therapeutics 20020901

Title: Identification, quantitation and biological activity of phytoestrogens in a dietary supplement for breast enhancement.

Journal: Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association 20011201

Title: Influence of prenylated and non-prenylated flavonoids on liver microsomal lipid peroxidation and oxidative injury in rat hepatocytes.

Journal: Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association 20010501

Title: In vitro glucuronidation of xanthohumol, a flavonoid in hop and beer, by rat and human liver microsomes.

Journal: FEBS letters 20010302

Title: In vitro biotransformation of xanthohumol, a flavonoid from hops (Humulus lupulus), by rat liver microsomes.

Journal: Drug metabolism and disposition: the biological fate of chemicals 20010301

Title: Luzak B, et al. Xanthohumol from hop cones (Humulus lupulus L.) prevents ADP-induced platelet reactivity. Arch Physiol Biochem. 2016 Nov 18:1-7

Title: Arnaiz-Cot JJ, et al. Xanthohumol modulates calcium signaling in rat ventricular myocytes: Possible Antiarrhythmic properties. J Pharmacol Exp Ther. 2016 Nov 4. pii: jpet.116.236588

Title: Gallo C, et al. Hop derived flavonoid xanthohumol inhibits endothelial cell functions via AMPK activation. Oncotarget. 2016 Aug 1

Title: Chen PH, et al. The miR-204-3p-targeted IGFBP2 pathway is involved in xanthohumol-induced glioma cell apoptotic death. Neuropharmacology. 2016 Nov;110(Pt A):362-75.

Title: Inokoshi J, et al. Expression of two human acyl-CoA:diacylglycerol acyltransferase isozymes in yeast and selectivity of microbial inhibitors toward the isozymes. J Antibiot (Tokyo). 2009;62(1):51-54.

Title: Buckwold VE, et al. Antiviral activity of hop constituents against a series of DNA and RNA viruses. Antiviral Res. 2004 Jan;61(1):57-62.

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Tags:6754-58-1 Molecular Formula|6754-58-1 MDL|6754-58-1 SMILES|6754-58-1 Xanthohumol