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67604-48-2,MFCD00006844
Catalog No.:AA00FB3E

67604-48-2 | 5,7-dihydroxy-2-(4-hydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-4-one

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5g
98%
in stock  
$8.00   $6.00
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10g
98%
in stock  
$13.00   $9.00
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500g
98%
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$316.00   $221.00
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  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
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  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
Technical Information
Catalog Number:
AA00FB3E
Chemical Name:
5,7-dihydroxy-2-(4-hydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-4-one
CAS Number:
67604-48-2
Molecular Formula:
C15H12O5
Molecular Weight:
272.2528
MDL Number:
MFCD00006844
SMILES:
Oc1ccc(cc1)C1CC(=O)c2c(O1)cc(cc2O)O
FEMA Number:
4797
Properties
Computed Properties
 
Complexity:
363  
Covalently-Bonded Unit Count:
1  
Heavy Atom Count:
20  
Hydrogen Bond Acceptor Count:
5  
Hydrogen Bond Donor Count:
3  
Rotatable Bond Count:
1  
Undefined Atom Stereocenter Count:
1  
XLogP3:
2.4  

Downstream Synthesis Route

[1]Bovicelli,Paolo;D'Angelo,Vittoria;Collalto,Daniela;Verzina,Antonio;D'Antona,Nicola;Lambusta,Daniela[JournalofPharmacyandPharmacology,2007,vol.59,#12,p.1697-1701]

[2]Lee,Yean-Jang;Wu,Tsao-Dong[JournaloftheChineseChemicalSociety,2001,vol.48,#2,p.201-206]

[3]Li,Yue;Cai,Shuanglian;He,Kailin;Wang,Qiuan[JournalofChemicalResearch,2014,vol.38,#5,p.287-290]

[4]Ahmed,Naseem;Ali,Hasrat;VanLier,JohanE.[TetrahedronLetters,2005,vol.46,#2,p.253-256]

[5]Narasimhachari;Seshadri[Proceedings-IndianAcademyofSciences,SectionA,1949,#30,p.151,157]

[6]Fatma,Waseem;Iqbal,Jawaid;Manchanda,Veena;Shaida,WarisA.;Rahman,Wasiur[JournalofChemicalResearch,Miniprint,1984,#9,p.2656-2671]

[7]CurrentPatentAssignee:SHANXIJIAHEPHARMACY-CN111004199,2020,ALocationinpatent:Paragraph0036;0038-0057

[8]Fujita,Rie;Hanaya,Kengo;Higashibayashi,Shuhei;Mandal,Susanta;Shoji,Mitsuru;Sugai,Takeshi[Heterocycles,2019,vol.99,#1,p.638-648]

[1]JournalofOrganicChemistry,2008,vol.73,p.8279-8285

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[5]JournalofMolecularStructure,2017,vol.1130,p.994-1000

[6]BeilsteinJournalofOrganicChemistry,2016,vol.12,p.2523-2534

[7]Nutrients,2017,vol.9

[8]Chirality,2017,vol.29,p.566-573

[9]Chirality,2018,vol.30,p.484-490

[1]Xiao,Zhu-Ping;Peng,Zhi-Yun;Dong,Jing-Jun;He,Juan;Ouyang,Hui;Feng,Yu-Ting;Lu,Chun-Lei;Lin,Wan-Qiang;Wang,Jin-Xiang;Xiang,Yin-Ping;Zhu,Hai-Liang[EuropeanJournalofMedicinalChemistry,2013,vol.63,p.685-695]

[2]Locationinpatent:schemeortableHamilton,MaryL.;Caulfield,JohnC.;Pickett,JohnA.;Hooper,AntonyM.[TetrahedronLetters,2009,vol.50,#40,p.5656-5659]

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Title: Naringenin inhibits α-glucosidase activity: a promising strategy for the regulation of postprandial hyperglycemia in high fat diet fed streptozotocin induced diabetic rats.

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Title: Protective effects of naringenin on carbon tetrachloride-induced acute nephrotoxicity in mouse kidney.

Journal: Chemico-biological interactions 20130925

Title: Flavanoids induce expression of the suppressor of cytokine signalling 3 (SOCS3) gene and suppress IL-6-activated signal transducer and activator of transcription 3 (STAT3) activation in vascular endothelial cells.

Journal: The Biochemical journal 20130901

Title: Major active components in grapefruit, orange, and apple juices responsible for OATP2B1-mediated drug interactions.

Journal: Journal of pharmaceutical sciences 20130901

Title: Protective effect of naringenin on hepatic and renal dysfunction and oxidative stress in arsenic intoxicated rats.

Journal: Molecular biology reports 20130501

Title: The dietary flavonoids naringenin and quercetin acutely impair glucose metabolism in rodents possibly via inhibition of hypothalamic insulin signalling.

Journal: The British journal of nutrition 20130328

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Journal: Chemico-biological interactions 20130325

Title: Naringenin prevents high glucose-induced mitochondria-mediated apoptosis involving AIF, Endo-G and caspases.

Journal: Apoptosis : an international journal on programmed cell death 20130101

Title: Participation of antioxidant and cholinergic system in protective effect of naringenin against type-2 diabetes-induced memory dysfunction in rats.

Journal: Neuroscience 20121213

Title: Comparison between 8-prenylnarigenin and narigenin concerning their activities on promotion of rat bone marrow stromal cells' osteogenic differentiation in vitro.

Journal: Cell proliferation 20121201

Title: Divergent antiviral effects of bioflavonoids on the hepatitis C virus life cycle.

Journal: Virology 20121125

Title: Rat α-Fetoprotein binding affinities of a large set of structurally diverse chemicals elucidated the relationships between structures and binding affinities.

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Title: Enhancing the anticancer effect of the histone deacetylase inhibitor by activating transglutaminase.

Journal: European journal of cancer (Oxford, England : 1990) 20121101

Title: A novel class of sticky peel and light green mutations causes cuticle deficiency in leaves and fruits of tomato (Solanum lycopersicum).

Journal: Planta 20121101

Title: The potential bioproduction of the pharmaceutical agent sakuranetin, a flavonoid phytoalexin in rice.

Journal: Bioengineered 20121101

Title: Naringenin and quercetin reverse the effect of hypobaric hypoxia and elicit neuroprotective response in the murine model.

Journal: Brain research 20121024

Title: Antidepressant-like behavioral, neurochemical and neuroendocrine effects of naringenin in the mouse repeated tail suspension test.

Journal: Progress in neuro-psychopharmacology & biological psychiatry 20121001

Title: Selected nutraceutic screening by therapeutic effects on doxorubicin-induced chronic kidney disease.

Journal: Molecular nutrition & food research 20121001

Title: Changes in the polyphenol profile of tomato juices processed by pulsed electric fields.

Journal: Journal of agricultural and food chemistry 20120926

Title: Grapefruit juice and its constituents augment the effect of low pH on inhibition of survival and adherence to intestinal epithelial cells of Salmonella enterica serovar Typhimurium PT193.

Journal: International journal of food microbiology 20120903

Title: Antihyperglycemic and antioxidant effects of a flavanone, naringenin, in streptozotocin-nicotinamide-induced experimental diabetic rats.

Journal: Journal of physiology and biochemistry 20120901

Title: Molluscicidal activity of Aglaia duperreana and the constituents of its twigs and leaves.

Journal: Fitoterapia 20120901

Title: Naringenin inhibits TNF-α induced VSMC proliferation and migration via induction of HO-1.

Journal: Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association 20120901

Title: Anti-inflammatory role of naringenin in rats with ethanol induced liver injury.

Journal: Toxicology mechanisms and methods 20120901

Title: The naringenin-induced proapoptotic effect in breast cancer cell lines holds out against a high bisphenol a background.

Journal: IUBMB life 20120801

Title: UPLC-MS/MS determination of paeoniflorin, naringin, naringenin and glycyrrhetinic acid in rat plasma and its application to a pharmacokinetic study after oral administration of Si-Ni-San decoction.

Journal: Journal of pharmaceutical and biomedical analysis 20120701

Title: Naringenin attenuates the release of pro-inflammatory mediators from lipopolysaccharide-stimulated BV2 microglia by inactivating nuclear factor-κB and inhibiting mitogen-activated protein kinases.

Journal: International journal of molecular medicine 20120701

Title: Naringin attenuates enhanced cough, airway hyperresponsiveness and airway inflammation in a guinea pig model of chronic bronchitis induced by cigarette smoke.

Journal: International immunopharmacology 20120701

Title: Flavonoids protect pancreatic beta-cells from cytokines mediated apoptosis through the activation of PI3-kinase pathway.

Journal: Cytokine 20120701

Title: A genome-wide regulatory framework identifies maize pericarp color1 controlled genes.

Journal: The Plant cell 20120701

Title: Anticomplement and antimicrobial activities of flavonoids from Entada phaseoloides.

Journal: Natural product communications 20120701

Title: ID-CUBE direct analysis in real time high-resolution mass spectrometry and its capabilities in the identification of phenolic components from the green leaves of Bergenia crassifolia L.

Journal: Rapid communications in mass spectrometry : RCM 20120615

Title: Protective effect of naringenin against lead-induced oxidative stress in rats.

Journal: Biological trace element research 20120601

Title: Purification and identification of naringenin 7-O-methyltransferase, a key enzyme in biosynthesis of flavonoid phytoalexin sakuranetin in rice.

Journal: The Journal of biological chemistry 20120601

Title: Real-time separation of natural products by ultrafast 2D NMR coupled to on-line HPLC.

Journal: The Analyst 20120521

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Title: Interaction of antioxidant flavonoids with calf thymus DNA analyzed by spectroscopic and electrochemical methods.

Journal: Journal of pharmaceutical and biomedical analysis 20120407

Title: SULT1A3-mediated regiospecific 7-O-sulfation of flavonoids in Caco-2 cells can be explained by the relevant molecular docking studies.

Journal: Molecular pharmaceutics 20120402

Title: Sorghum phenolics demonstrate estrogenic action and induce apoptosis in nonmalignant colonocytes.

Journal: Nutrition and cancer 20120401

Title: An efficient way from naringenin to carthamidine and isocarthamidine by Aspergillus niger.

Journal: World journal of microbiology & biotechnology 20120401

Title: Regulation of inflammatory cytokines in lipopolysaccharide-stimulated RAW 264.7 murine macrophage by 7-O-methyl-naringenin.

Journal: Molecules (Basel, Switzerland) 20120322

Title: Dietary flavonoid naringenin induces regulatory T cells via an aryl hydrocarbon receptor mediated pathway.

Journal: Journal of agricultural and food chemistry 20120307

Title: A naturally occurring naringenin derivative exerts potent bone anabolic effects by mimicking oestrogen action on osteoblasts.

Journal: British journal of pharmacology 20120301

Title: Contribution of flavonoids and catechol to the reduction of ICAM-1 expression in endothelial cells by a standardised Willow bark extract.

Journal: Phytomedicine : international journal of phytotherapy and phytopharmacology 20120215

Title: (2S)-naringenin from Typha angustata inhibits vascular smooth muscle cell proliferation via a G0/G1 arrest.

Journal: Journal of ethnopharmacology 20120215

Title: In vitro antileishmanial and antitrypanosomal activities of flavanones from Baccharis retusa DC. (Asteraceae).

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Title: Simultaneous determination of naringin, hesperidin, neohesperidin, naringenin and hesperetin of Fractus aurantii extract in rat plasma by liquid chromatography tandem mass spectrometry.

Journal: Journal of pharmaceutical and biomedical analysis 20120125

Title: Anti-inflammatory and antifibrotic effects of naringenin in diabetic mice.

Journal: Journal of agricultural and food chemistry 20120111

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Title: Toxicokinetics of naringin and its metabolite naringenin after 180-day repeated oral administration in beagle dogs assayed by a rapid resolution liquid chromatography/tandem mass spectrometric method.

Journal: Journal of Asian natural products research 20120101

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Journal: Nutrition and cancer 20120101

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Journal: BMC plant biology 20120101

Title: Naringenin inhibits the aggregation of expanded polyglutamine tract-containing protein through the induction of endoplasmic reticulum chaperone GRP78.

Journal: Biological & pharmaceutical bulletin 20120101

Title: Naringenin suppresses the production of thymic stromal lymphopoietin through the blockade of RIP2 and caspase-1 signal cascade in mast cells.

Journal: European journal of pharmacology 20111205

Title: Naringenin modulates circulatory lipid peroxidation, anti-oxidant status and hepatic alcohol metabolizing enzymes in rats with ethanol induced liver injury.

Journal: Fundamental & clinical pharmacology 20111201

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Journal: Journal of Asian natural products research 20111201

Title: Double directional adjusting estrogenic effect of naringin from Rhizoma drynariae (Gusuibu).

Journal: Journal of ethnopharmacology 20111118

Title: Citrus flavanone naringenin enhances melanogenesis through the activation of Wnt/β-catenin signalling in mouse melanoma cells.

Journal: Phytomedicine : international journal of phytotherapy and phytopharmacology 20111115

Title: Analysis of flavonoids by capillary zone electrophoresis with electrokinetic supercharging.

Journal: The Analyst 20111107

Title: Synergic effect of α-tocopherol and naringenin in transglutaminase-induced differentiation of human prostate cancer cells.

Journal: Amino acids 20111101

Title: Naringenin inhibits the assembly and long-term production of infectious hepatitis C virus particles through a PPAR-mediated mechanism.

Journal: Journal of hepatology 20111101

Title: Metabolic engineering for the production of prenylated polyphenols in transgenic legume plants using bacterial and plant prenyltransferases.

Journal: Metabolic engineering 20111101

Title: Enantiomers of naringenin as pleiotropic, stereoselective inhibitors of cytochrome P450 isoforms.

Journal: Chirality 20111101

Title: Naringenin is an inhibitor of human serum paraoxonase (PON1): an in vitro study.

Journal: Journal of clinical laboratory analysis 20111101

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Journal: Molecules (Basel, Switzerland) 20111021

Title: Biosynthesis of plant-specific phenylpropanoids by construction of an artificial biosynthetic pathway in Escherichia coli.

Journal: Journal of industrial microbiology & biotechnology 20111001

Title: The flavonone naringenin inhibits chloride secretion in isolated colonic epithelia.

Journal: European journal of pharmacology 20111001

Title: Over-expression of a grape stilbene synthase gene in tomato induces parthenocarpy and causes abnormal pollen development.

Journal: Plant physiology and biochemistry : PPB 20111001

Title: A synthetic naringenin derivative, 5-hydroxy-7,4'-diacetyloxyflavanone-N-phenyl hydrazone (N101-43), induces apoptosis through up-regulation of Fas/FasL expression and inhibition of PI3K/Akt signaling pathways in non-small-cell lung cancer cells.

Journal: Journal of agricultural and food chemistry 20110928

Title: Dietary flavones and flavonones display differential effects on aromatase (CYP19) transcription in the breast cancer cells MCF-7.

Journal: Molecular and cellular endocrinology 20110915

Title: Evaluation of dual flow counter-current chromatography and intermittent counter-current extraction.

Journal: Journal of chromatography. A 20110909

Title: Effects of flavonoids on prostaglandin E2 production and on COX-2 and mPGES-1 expressions in activated macrophages.

Journal: Planta medica 20110901

Title: Study on naringenin-CTMAB-DNA system by resonance light scattering technique and its analytical application.

Journal: Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy 20110901

Title: Antibacterial activity of naringin derivatives against pathogenic strains.

Journal: Journal of applied microbiology 20110901

Title: Genome-scale metabolic network modeling results in minimal interventions that cooperatively force carbon flux towards malonyl-CoA.

Journal: Metabolic engineering 20110901

Title: Quick development of an analytical enantioselective high performance liquid chromatography separation and preparative scale-up for the flavonoid Naringenin.

Journal: Journal of chromatography. A 20110812

Title: Conjugates of 3α-methoxyserrat-14-en-21β-ol (PJ-1) and 3β-methoxyserrat-14-en-21β-ol (PJ-2) as cancer chemopreventive agents.

Journal: European journal of medicinal chemistry 20110801

Title: LC-ESI-MS characterisation of phytoalexins induced in chickpea and pea tissues in response to a biotic elicitor of Hypnea musciformis (red algae).

Journal: Natural product research 20110801

Title: Osteogenic effects of flavonoid aglycones from an osteoprotective fraction of Drynaria fortunei--an in vitro efficacy study.

Journal: Phytomedicine : international journal of phytotherapy and phytopharmacology 20110715

Title: Optimization of a heterologous pathway for the production of flavonoids from glucose.

Journal: Metabolic engineering 20110701

Title: The flavanone naringenin reduces the production of quorum sensing-controlled virulence factors in Pseudomonas aeruginosa PAO1.

Journal: Microbiology (Reading, England) 20110701

Title: Construction of a model to estimate the CYP3A inhibitory effect of grapefruit juice.

Journal: Die Pharmazie 20110701

Title: Minor effects of the citrus flavonoids naringin, naringenin and quercetin, on the pharmacokinetics of doxorubicin in rats.

Journal: Die Pharmazie 20110601

Title: Naringenin reduces lung metastasis in a breast cancer resection model.

Journal: Protein & cell 20110601

Title: [Chemical constituents from herbs of Erigeron breviscapus].

Journal: Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica 20110601

Title: A single-molecule study of the inhibition effect of Naringenin on transforming growth factor-β ligand-receptor binding.

Journal: Chemical communications (Cambridge, England) 20110521

Title: Therapeutic efficacy of silymarin and naringenin in reducing arsenic-induced hepatic damage in young rats.

Journal: Ecotoxicology and environmental safety 20110501

Title: C5-hydroxylation of liquiritigenin is catalyzed selectively by CYP1A2.

Journal: Xenobiotica; the fate of foreign compounds in biological systems 20110501

Title: Naringenin attenuates mucous hypersecretion by modulating reactive oxygen species production and inhibiting NF-κB activity via EGFR-PI3K-Akt/ERK MAPKinase signaling in human airway epithelial cells.

Journal: Molecular and cellular biochemistry 20110501

Title: Effect of flavonoids on basal and insulin-stimulated 2-deoxyglucose uptake in adipocytes.

Journal: Molecular nutrition & food research 20110501

Title: Three 2-oxoglutarate-dependent dioxygenase activities of Equisetum arvense L. forming flavone and flavonol from (2S)-naringenin.

Journal: Phytochemistry 20110501

Title: Properties of chalconaringenin and rutin isolated from cherry tomatoes.

Journal: Journal of agricultural and food chemistry 20110413

Title: DNA-protective effects of quercetin or naringenin in alloxan-induced diabetic mice.

Journal: European journal of pharmacology 20110410

Title: A stereospecific HPLC method and its application in determination of pharmacokinetics profile of two enantiomers of naringenin in rats.

Journal: Journal of chromatographic science 20110401

Title: Flavonoids: precipitation kinetics and interaction with surfactant micelles.

Journal: Journal of food science 20110401

Title: Dietary naringenin increases hepatic peroxisome proliferators-activated receptor α protein expression and decreases plasma triglyceride and adiposity in rats.

Journal: European journal of nutrition 20110301

Title: Morelloflavone from Garcinia dulcis as a novel biflavonoid inhibitor of HMG-CoA reductase.

Journal: Phytotherapy research : PTR 20110301

Title: Effects of flavonoids on glycosaminoglycan synthesis: implications for substrate reduction therapy in Sanfilippo disease and other mucopolysaccharidoses.

Journal: Metabolic brain disease 20110301

Title: Constituents of the green tea seeds of Camellia sinensis.

Journal: Natural product communications 20110301

Title: Naringenin up-regulates the expression of death receptor 5 and enhances TRAIL-induced apoptosis in human lung cancer A549 cells.

Journal: Molecular nutrition & food research 20110201

Title: Screening of promoters from rhizosphere metagenomic DNA using a promoter-trap vector and flow cytometric cell sorting.

Journal: Journal of basic microbiology 20110201

Title: [Study on intra-gastric floating beads of naringenin].

Journal: Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials 20110201

Title: Citrus flavonoid represses Salmonella pathogenicity island 1 and motility in S. Typhimurium LT2.

Journal: International journal of food microbiology 20110131

Title: Naringenin, a flavanone inhibits the proliferation of cerebrally implanted C6 glioma cells in rats.

Journal: Chemico-biological interactions 20110115

Title: Identification of chemical constituents in extracts and rat plasma from Fructus Aurantii by UPLC-PDA-Q-TOF/MS.

Journal: Phytochemical analysis : PCA 20110101

Title: Enhancement of naringenin bioavailability by complexation with hydroxypropyl-β-cyclodextrin. [corrected].

Journal: PloS one 20110101

Title: Naringenin in combination with vitamins C and E potentially protects oxidative stress-mediated hepatic injury in cadmium-intoxicated rats.

Journal: Journal of nutritional science and vitaminology 20110101

Title: Development and validation of a UHPLC method for the determination of flavonoids in red wine.

Journal: Journal of AOAC International 20110101

Title: Direct semi-synthesis of the anticancer lead-drug protoapigenone from apigenin, and synthesis of further new cytotoxic protoflavone derivatives.

Journal: PloS one 20110101

Title: Structure-function relationships of inhibition of human cytochromes P450 1A1, 1A2, 1B1, 2C9, and 3A4 by 33 flavonoid derivatives.

Journal: Chemical research in toxicology 20101220

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

Journal: Talanta 20101215

Title: Naringenin promote apoptosis in cerebrally implanted C6 glioma cells.

Journal: Molecular and cellular biochemistry 20101201

Title: Targeting metabolic syndrome: candidate natural agents.

Journal: Journal of diabetes 20101201

Title: Naringenin more effectively inhibits inducible nitric oxide synthase and cyclooxygenase-2 expression in macrophages than in microglia.

Journal: Nutrition research (New York, N.Y.) 20101201

Title: Biotransformation of naringenin to eriodictyol by Saccharomyces cerevisiea functionally expressing flavonoid 3' hydroxylase.

Journal: Natural product communications 20101201

Title: (+)-methyl jasmonate-induced bioformation of myricetin, quercetin and kaempferol in red raspberries.

Journal: Journal of agricultural and food chemistry 20101124

Title: Elevated carbon dioxide increases contents of flavonoids and phenolic compounds, and antioxidant activities in Malaysian young ginger (Zingiber officinale Roscoe.) varieties.

Journal: Molecules (Basel, Switzerland) 20101103

Title: Antifilarial activity in vitro and in vivo of some flavonoids tested against Brugia malayi.

Journal: Acta tropica 20101101

Title: Synthesis and SAR studies of 1,4-benzoxazine MenB inhibitors: novel antibacterial agents against Mycobacterium tuberculosis.

Journal: Bioorganic & medicinal chemistry letters 20101101

Title: Suppression of hepatic oxidative events and regulation of eNOS expression in the liver by naringenin in fructose-administered rats.

Journal: European journal of pharmacology 20101025

Title: The effect of naringenin on the fate and disposition of deoxynivalenol in piglets.

Journal: The Journal of veterinary medical science 20101001

Title: Involvement of monoaminergic system in the antidepressant-like effect of the flavonoid naringenin in mice.

Journal: Progress in neuro-psychopharmacology & biological psychiatry 20101001

Title: Synthesis of vicenin-1 and 3, 6,8- and 8,6-di-C-beta-D-(glucopyranosyl-xylopyranosyl)-4',5,7-trihydroxyflavones using two direct C-glycosylations of naringenin and phloroacetophenone with unprotected D-glucose and D-xylose in aqueous solution as the key reactions.

Journal: Carbohydrate research 20100903

Title: Suppression mechanisms of flavonoids on aryl hydrocarbon receptor-mediated signal transduction.

Journal: Archives of biochemistry and biophysics 20100901

Title: A new chromone derivative from Berchemia lineata.

Journal: Yao xue xue bao = Acta pharmaceutica Sinica 20100901

Title: Cochlospermum vitifolium induces vasorelaxant and antihypertensive effects mainly by activation of NO/cGMP signaling pathway.

Journal: Journal of ethnopharmacology 20100809

Title: The nodC, nodG, and glgX genes of Rhizobium tropici strain PRF 81.

Journal: Functional & integrative genomics 20100801

Title: Suppression of bacterial cell-cell signalling, biofilm formation and type III secretion system by citrus flavonoids.

Journal: Journal of applied microbiology 20100801

Title: Quercetin and naringenin reduce abnormal development of mouse embryos produced by hydroxyurea.

Journal: The Journal of pharmacy and pharmacology 20100801

Title: Synergistic and antagonistic interactions of phenolic compounds found in navel oranges.

Journal: Journal of food science 20100801

Title: Flavonoid binding to human serum albumin.

Journal: Biochemical and biophysical research communications 20100730

Title: Naringenin, a citrus flavonoid, increases muscle cell glucose uptake via AMPK.

Journal: Biochemical and biophysical research communications 20100723

Title: Phenolic compounds as selective antineoplasic agents against multidrug-resistant human cancer cells.

Journal: Planta medica 20100701

Title: LAP5 and LAP6 encode anther-specific proteins with similarity to chalcone synthase essential for pollen exine development in Arabidopsis.

Journal: Plant physiology 20100701

Title: [Evaluation of estrogen receptor Beta binding of pruni cortex and its constituents].

Journal: Yakugaku zasshi : Journal of the Pharmaceutical Society of Japan 20100701

Title: Protective effects of silybin and analogues against X-ray radiation-induced damage.

Journal: Acta biochimica et biophysica Sinica 20100701

Title: A novel regulatory mechanism of naringenin through inhibition of T lymphocyte function in contact hypersensitivity suppression.

Journal: Biochemical and biophysical research communications 20100625

Title: Preparation and physicochemical properties of the complex of naringenin with hydroxypropyl-beta-cyclodextrin.

Journal: Molecules (Basel, Switzerland) 20100618

Title: Absorption, conjugation and excretion of the flavanones, naringenin and hesperetin from alpha-rhamnosidase-treated orange juice in human subjects.

Journal: The British journal of nutrition 20100601

Title: Identification of bioactive compounds from flowers of black elder (Sambucus nigra L.) that activate the human peroxisome proliferator-activated receptor (PPAR) gamma.

Journal: Phytotherapy research : PTR 20100601

Title: Activation of transgenic estrogen receptor-beta by selected phytoestrogens in a stably transduced rat serotonergic cell line.

Journal: The Journal of steroid biochemistry and molecular biology 20100601

Title: Apigenin and naringenin suppress colon carcinogenesis through the aberrant crypt stage in azoxymethane-treated rats.

Journal: Experimental biology and medicine (Maywood, N.J.) 20100601

Title: [UPLC-Q-TOF-MS analysis of naringin and naringenin and its metabolites in rat plasma after intragastrical administration of alcohol extract of exocarpium Citri grandis].

Journal: Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica 20100601

Title: [UPLC-Q-TOF/MS analysis of naringin and naringenin and its metabolites in rat urine and feces after intragastric administration of alcohol extract of Exocarpium Citri grandis].

Journal: Yao xue xue bao = Acta pharmaceutica Sinica 20100601

Title: Antioxidant activity of oak (Quercus) leaves infusions against free radicals and their cardioprotective potential.

Journal: Pakistan journal of biological sciences : PJBS 20100601

Title: Concentration and solubility of flavanones in orange beverages affect their bioavailability in humans.

Journal: Journal of agricultural and food chemistry 20100526

Title: A randomized, double-blind, placebo-controlled, cross-over pilot study on the use of a standardized hop extract to alleviate menopausal discomforts.

Journal: Phytomedicine : international journal of phytotherapy and phytopharmacology 20100501

Title: Preliminary investigation of naringenin hydroxylation with recombinant E. coli expressing plant flavonoid hydroxylation gene.

Journal: Natural product communications 20100501

Title: Pharmacokinetic comparison in rats of six bioactive compounds between Da-Cheng-Qi decoction and its parent herbal medicines.

Journal: Natural product communications 20100501

Title: Cytotoxic activities of several geranyl-substituted flavanones.

Journal: Journal of natural products 20100423

Title: Pharmacokinetics-based elucidation on disparity in clinical effectiveness between varieties of Zhi Zhu Wan, a Traditional Chinese Medical formula.

Journal: Journal of ethnopharmacology 20100421

Title: The citrus flavonoids hesperetin and naringenin block the lipolytic actions of TNF-alpha in mouse adipocytes.

Journal: Biochemical and biophysical research communications 20100409

Title: Molecular characterization of flavonol synthase from poplar and its application to the synthesis of 3-O-methylkaempferol.

Journal: Biotechnology letters 20100401

Title: Naringenin decreases progression of atherosclerosis by improving dyslipidemia in high-fat-fed low-density lipoprotein receptor-null mice.

Journal: Arteriosclerosis, thrombosis, and vascular biology 20100401

Title: Relative bioavailability of the flavonoids quercetin, hesperetin and naringenin given simultaneously through diet.

Journal: European journal of clinical nutrition 20100401

Title: Cadmium-induced hepatotoxicity in rats and the protective effect of naringenin.

Journal: Experimental and toxicologic pathology : official journal of the Gesellschaft fur Toxikologische Pathologie 20100301

Title: Dissolution rate and stability study of flavanone aglycones, naringenin and hesperetin, by drug delivery systems based on polyvinylpyrrolidone (PVP) nanodispersions.

Journal: Drug development and industrial pharmacy 20100301

Title: Naringenin enhances insulin-stimulated tyrosine phosphorylation and improves the cellular actions of insulin in a dietary model of metabolic syndrome.

Journal: European journal of nutrition 20100301

Title: Lipid-lowering and antioxidant effects of an ethyl acetate extract of fenugreek seeds in high-cholesterol-fed rats.

Journal: Journal of agricultural and food chemistry 20100224

Title: Comparison of relative binding affinities to fish and mammalian estrogen receptors: the regulatory implications.

Journal: Toxicology letters 20100215

Title: Biotransformation of naringin and naringenin by cultured Eucalyptus perriniana cells.

Journal: Phytochemistry 20100201

Title: Structural activity relationship of flavonoids with estrogen-related receptor gamma.

Journal: FEBS letters 20100104

Title: Prenylation has a compound specific effect on the estrogenicity of naringenin and genistein.

Journal: The Journal of steroid biochemistry and molecular biology 20100101

Title: Disinfection by-products from halogenation of aqueous solutions of terpenoids.

Journal: Water research 20100101

Title: Naringenin and 17beta-estradiol coadministration prevents hormone-induced human cancer cell growth.

Journal: IUBMB life 20100101

Title: Naringenin inhibits neointimal hyperplasia following arterial reconstruction with interpositional vein graft.

Journal: Annals of plastic surgery 20100101

Title: Neuroprotective effects of naturally occurring polyphenols on quinolinic acid-induced excitotoxicity in human neurons.

Journal: The FEBS journal 20100101

Title: Effects of unripe Citrus hassaku fruits extract and its flavanone glycosides on blood fluidity.

Journal: Biological & pharmaceutical bulletin 20100101

Title: Separation/determination of flavonoids and ascorbic acid in rat serum and excrement by capillary electrophoresis with electrochemical detection.

Journal: Analytical sciences : the international journal of the Japan Society for Analytical Chemistry 20100101

Title: Identifying 8-hydroxynaringenin as a suicide substrate of mushroom tyrosinase.

Journal: Journal of cosmetic science 20100101

Title: Transcriptional regulation of human and rat hepatic lipid metabolism by the grapefruit flavonoid naringenin: role of PPARalpha, PPARgamma and LXRalpha.

Journal: PloS one 20100101

Title: Evaluation of the protective effects of quercetin, rutin, naringenin, resveratrol and trolox against idarubicin-induced DNA damage.

Journal: Journal of pharmacy & pharmaceutical sciences : a publication of the Canadian Society for Pharmaceutical Sciences, Societe canadienne des sciences pharmaceutiques 20100101

Title: Potent modification of inducible CYP1A1 expression by flavonoids.

Journal: Biological & pharmaceutical bulletin 20100101

Title: [Activity of main enzymes of ammonium assimilation in Bradyrhizobium japonicum under the influence of plant flavonoid inductors].

Journal: Mikrobiolohichnyi zhurnal (Kiev, Ukraine : 1993) 20100101

Title: Effect of naringenin on NaIO(3)-induced retinal pigment epithelium degeneration and laser-induced choroidal neovascularization in rats.

Journal: International journal of ophthalmology 20100101

Title: Naringin inhibits matrix metalloproteinase-9 expression and AKT phosphorylation in tumor necrosis factor-alpha-induced vascular smooth muscle cells.

Journal: Molecular nutrition & food research 20091201

Title: Production of genistein from naringenin using Escherichia coli containing isoflavone synthase-cytochrome P450 reductase fusion protein.

Journal: Journal of microbiology and biotechnology 20091201

Title: Study of the chemical composition of the resinous exudate isolated from Heliotropium sclerocarpum and evaluation of the antioxidant properties of the phenolic compounds and the resin.

Journal: Molecules (Basel, Switzerland) 20091112

Title: The efficient total synthesis of bis-glycosyl apigenin from naringenin: a greener way.

Journal: Carbohydrate research 20091102

Title: Quercetin and naringenin transport across human intestinal Caco-2 cells.

Journal: The Journal of pharmacy and pharmacology 20091101

Title: Metabolic engineering of Escherichia coli for the biological synthesis of 7-O-xylosyl naringenin.

Journal: Molecules and cells 20091031

Title: Influence of ripeness and drying process on the polyphenols and tocopherols of Pistacia vera L.

Journal: Molecules (Basel, Switzerland) 20091030

Title: Naringenin prevents dyslipidemia, apolipoprotein B overproduction, and hyperinsulinemia in LDL receptor-null mice with diet-induced insulin resistance.

Journal: Diabetes 20091001

Title: Structure and antioxidant activity of brominated flavonols and flavanones.

Journal: Journal of mass spectrometry : JMS 20091001

Title: A small functional intramolecular region of NodD was identified by mutation.

Journal: Acta biochimica et biophysica Sinica 20091001

Title: Potential beneficial effect of naringenin on lipid peroxidation and antioxidant status in rats with ethanol-induced hepatotoxicity.

Journal: The Journal of pharmacy and pharmacology 20091001

Title: Enzymatic properties of cytochrome P450 catalyzing 3'-hydroxylation of naringenin from the white-rot fungus Phanerochaete chrysosporium.

Journal: Biochemical and biophysical research communications 20090911

Title: Directed evolution of the actinomycete cytochrome P450moxA (CYP105) for enhanced activity.

Journal: Bioscience, biotechnology, and biochemistry 20090901

Title: Naringenin inhibits allergen-induced airway inflammation and airway responsiveness and inhibits NF-kappaB activity in a murine model of asthma.

Journal: Canadian journal of physiology and pharmacology 20090901

Title: Fast analysis of prominent flavonoids in tomato using a monolithic column and isocratic HPLC.

Journal: Journal of separation science 20090801

Title: Inhibitory mechanism of naringenin against carcinogenic acrylamide formation and nonenzymatic browning in Maillard model reactions.

Journal: Chemical research in toxicology 20090801

Title: Expression of a Dianthus flavonoid glucosyltransferase in Saccharomyces cerevisiae for whole-cell biocatalysis.

Journal: Journal of biotechnology 20090715

Title: Practical guidelines for characterization of O-diglycosyl flavonoid isomers by triple quadrupole MS and their applications for identification of some fruit juices flavonoids.

Journal: Journal of mass spectrometry : JMS 20090701

Title: Statin-like principles of bergamot fruit (Citrus bergamia): isolation of 3-hydroxymethylglutaryl flavonoid glycosides.

Journal: Journal of natural products 20090701

Title: Arabidopsis thaliana expresses a second functional flavonol synthase.

Journal: FEBS letters 20090618

Title: Chemical analysis of the resinous exudate isolated from Heliotropium taltalense and evaluation of the antioxidant activity of the phenolics components and the resin in homogeneous and heterogeneous systems.

Journal: Molecules (Basel, Switzerland) 20090602

Title: Phytochemical analysis of young fustic (Cotinus coggygria heartwood) and identification of isolated colourants in historical textiles.

Journal: Analytical and bioanalytical chemistry 20090601

Title: Interactions of beta-carotene and flavonoids on the secretion of pro-inflammatory mediators in an in vitro system.

Journal: Chemico-biological interactions 20090515

Title: Biological synthesis of 7-O-methyl Apigenin from naringenin using escherichia coli expressing two genes.

Journal: Journal of microbiology and biotechnology 20090501

Title: Assessment of configurational and conformational properties of naringenin by vibrational circular dichroism.

Journal: Chirality 20090401

Title: Naringenin inhibits human osteoclastogenesis and osteoclastic bone resorption.

Journal: Journal of periodontal research 20090401

Title: Naringenin-loaded nanoparticles improve the physicochemical properties and the hepatoprotective effects of naringenin in orally-administered rats with CCl(4)-induced acute liver failure.

Journal: Pharmaceutical research 20090401

Title: Grapefruit juice and its constituents augment colchicine intestinal absorption: potential hazardous interaction and the role of p-glycoprotein.

Journal: Pharmaceutical research 20090401

Title: Naringenin enhances the anti-tumor effect of doxorubicin through selectively inhibiting the activity of multidrug resistance-associated proteins but not P-glycoprotein.

Journal: Pharmaceutical research 20090401

Title: Identification of a Polygonum cuspidatum three-intron gene encoding a type III polyketide synthase producing both naringenin and p-hydroxybenzalacetone.

Journal: Planta 20090401

Title: Screening of flavonoids as candidate antibiotics against Enterococcus faecalis.

Journal: Journal of natural products 20090401

Title: Untargeted metabolite analysis of healthy and Huanglongbing-infected orange leaves by CE-DAD.

Journal: Electrophoresis 20090401

Title: Naringenin: a potential immunomodulator for inhibiting lung fibrosis and metastasis.

Journal: Cancer research 20090401

Title: The citrus flavanone naringenin inhibits inflammatory signalling in glial cells and protects against neuroinflammatory injury.

Journal: Archives of biochemistry and biophysics 20090401

Title: AKR1C3 as a potential target for the inhibitory effect of dietary flavonoids.

Journal: Chemico-biological interactions 20090316

Title: Naringenin-induced apoptosis is attenuated by Bcl-2 but restored by the small molecule Bcl-2 inhibitor, HA 14-1, in human leukemia U937 cells.

Journal: Toxicology in vitro : an international journal published in association with BIBRA 20090301

Title: Architectural phenotypes in the transparent testa mutants of Arabidopsis thaliana.

Journal: Journal of experimental botany 20090301

Title: In vitro interactions with repeated grapefruit juice administration--to peel or not to peel?

Journal: Planta medica 20090301

Title: Naringenin protects against cadmium-induced oxidative renal dysfunction in rats.

Journal: Toxicology 20090204

Title: Simultaneous determination of the flavonoid aglycones diosmetin and hesperetin in human plasma and urine by a validated GC/MS method: in vivo metabolic reduction of diosmetin to hesperetin.

Journal: Biomedical chromatography : BMC 20090201

Title: The citrus fruit flavonoid naringenin suppresses hepatic glucose production from Fao hepatoma cells.

Journal: Molecular nutrition & food research 20090201

Title: Effect of flavonoids on daunorubicin-induced toxicity in H9c2 Cardiomyoblasts.

Journal: Phytotherapy research : PTR 20090101

Title: Disposition of naringenin via glucuronidation pathway is affected by compensating efflux transporters of hydrophilic glucuronides.

Journal: Molecular pharmaceutics 20090101

Title: Studies on modulation of DNA integrity in Fenton's system by phytochemicals.

Journal: Mutation research 20081215

Title: Simultaneous determination of nine major active compounds in Dracocephalum rupestre by HPLC.

Journal: Journal of pharmaceutical and biomedical analysis 20081215

Title: Establishment of a transgenic yeast screening system for estrogenicity and identification of the anti-estrogenic activity of malachite green.

Journal: Journal of cellular biochemistry 20081215

Title: Influence of food polyphenols on aryl hydrocarbon receptor-signaling pathway estimated by in vitro bioassay.

Journal: Phytochemistry 20081201

Title: Citrus fruit flavonoids influence on neutrophil apoptosis and oxidative metabolism.

Journal: Phytotherapy research : PTR 20081201

Title: Naringenin induces apoptosis through downregulation of Akt and caspase-3 activation in human leukemia THP-1 cells.

Journal: Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association 20081201

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: Naringenin and hesperetin induce growth arrest, apoptosis, and cytoplasmic fat deposit in human preadipocytes.

Journal: Journal of agricultural and food chemistry 20081126

Title: Site-specific fluorescent labeling approaches for naringenin, an essential flavonone in plant nitrogen-fixation signaling pathways.

Journal: The Journal of organic chemistry 20081107

Title: Time dependency of uterine effects of naringenin type phytoestrogens in vivo.

Journal: Molecular and cellular endocrinology 20081106

Title: Antidiabetic and toxicological evaluations of naringenin in normoglycaemic and NIDDM rat models and its implications on extra-pancreatic glucose regulation.

Journal: Diabetes, obesity & metabolism 20081101

Title: Enantiomeric separation of some flavanones using shinorhizobial linear octasaccharides in CE.

Journal: Electrophoresis 20081101

Title: Concentrations of foliar quercetin in natural populations of white birch (Betula pubescens) increase with latitude.

Journal: Journal of chemical ecology 20081101

Title: Synthesis, characterization, antioxidative activity and DNA binding properties of the copper(II), zinc(II), nickel(II) complexes with 1,2-Di(4'-iminonaringenin)ethane.

Journal: Chemical & pharmaceutical bulletin 20081101

Title: Screening of natural phenolic compounds for potential to inhibit bacterial cell division protein FtsZ.

Journal: Indian journal of experimental biology 20081101

Title: [Chemical constituents from the mycelia of Alternaria sp. YD-01].

Journal: Yao xue xue bao = Acta pharmaceutica Sinica 20081101

Title: Modulatory effect of naringenin on N-methyl-N'-nitro-N-nitrosoguanidine- and saturated sodium chloride-induced gastric carcinogenesis in male Wistar rats.

Journal: Clinical and experimental pharmacology & physiology 20081001

Title: Inhibition of apoB secretion from HepG2 cells by insulin is amplified by naringenin, independent of the insulin receptor.

Journal: Journal of lipid research 20081001

Title: Naringenin and hesperetin, two flavonoids derived from Citrus aurantium up-regulate transcription of adiponectin.

Journal: Phytotherapy research : PTR 20081001

Title: Trapping of phenylacetaldehyde as a key mechanism responsible for naringenin's inhibitory activity in mutagenic 2-amino-1-methyl-6-phenylimidazo[4,5-b]pyridine formation.

Journal: Chemical research in toxicology 20081001

Title: Impact of naringenin on glycoprotein levels in N-methyl-N'-nitro-N-nitrosoguanidine-induced gastric carcinogenesis in rats.

Journal: Anti-cancer drugs 20081001

Title: Pharmacokinetics of anthocyanins and antioxidant effects after the consumption of anthocyanin-rich acai juice and pulp (Euterpe oleracea Mart.) in human healthy volunteers.

Journal: Journal of agricultural and food chemistry 20080910

Title: Development of a food frequency questionnaire for the assessment of quercetin and naringenin intake.

Journal: European journal of clinical nutrition 20080901

Title: In vitro observation of the molecular interaction between NodD and its inducer naringenin as monitored by fluorescence resonance energy transfer.

Journal: Acta biochimica et biophysica Sinica 20080901

Title: Naringenin has anti-inflammatory properties in macrophage and ex vivo human whole-blood models.

Journal: Journal of periodontal research 20080801

Title: [Protection against doxorubicin-induced oxidative damage in normal blood cells by naringenin].

Journal: Zhongguo shi yan xue ye xue za zhi 20080801

Title: Effect of D256N and Y483D on propofol glucuronidation by human uridine 5'-diphosphate glucuronosyltransferase (UGT1A9).

Journal: Basic & clinical pharmacology & toxicology 20080801

Title: [Studies on chemical constituents of Dendrobium crystallinum].

Journal: Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica 20080801

Title: Simultaneous determination of naringenin and hesperetin in rats after oral administration of Da-Cheng-Qi decoction by high-performance liquid chromatography-tandem mass spectrometry.

Journal: Biomedical chromatography : BMC 20080701

Title: Heterologous production of secondary metabolites as pharmaceuticals in Saccharomyces cerevisiae.

Journal: Biotechnology letters 20080701

Title: Effect of grapefruit juice, naringin, naringenin, and bergamottin on the intestinal carrier-mediated transport of talinolol in rats.

Journal: Journal of agricultural and food chemistry 20080625

Title: A grapefruit a day for patients infected with hepatitis C?

Journal: Hepatology (Baltimore, Md.) 20080601

Title: Isolation of the MAO-inhibitor naringenin from Mentha aquatica L.

Journal: Journal of ethnopharmacology 20080522

Title: Regulation of apoptosis by modified naringenin derivatives in human colorectal carcinoma RKO cells.

Journal: Journal of cellular biochemistry 20080501

Title: The nutritional flavanone naringenin triggers antiestrogenic effects by regulating estrogen receptor alpha-palmitoylation.

Journal: Endocrinology 20080501

Title: Apolipoprotein B-dependent hepatitis C virus secretion is inhibited by the grapefruit flavonoid naringenin.

Journal: Hepatology (Baltimore, Md.) 20080501

Title: Grapefruit compound battles hepatitis C.

Journal: JAMA 20080402

Title: Chemosensitivity determinants of irinotecan hydrochloride in hepatocellular carcinoma cell lines.

Journal: Basic & clinical pharmacology & toxicology 20080401

Title: Expression of parsley flavone synthase I establishes the flavone biosynthetic pathway in Arabidopsis thaliana.

Journal: Bioscience, biotechnology, and biochemistry 20080401

Title: [Relation of apoptosis of K562 cells induced by naringenin in vitro to enzyme activity changes of caspase-3 and caspase-8 and expression of FAS/FASL proteins].

Journal: Zhongguo shi yan xue ye xue za zhi 20080401

Title: A new triterpenoid saponin from the fruits of Polygonum orientale.

Journal: Yao xue xue bao = Acta pharmaceutica Sinica 20080401

Title: Antimetastatic potentials of flavones on oral cancer cell via an inhibition of matrix-degrading proteases.

Journal: Archives of oral biology 20080301

Title: Pharmacokinetics of selected chiral flavonoids: hesperetin, naringenin and eriodictyol in rats and their content in fruit juices.

Journal: Biopharmaceutics & drug disposition 20080301

Title: Distinct effects of naringenin and hesperetin on nitric oxide production from endothelial cells.

Journal: Journal of agricultural and food chemistry 20080213

Title: Effect of adding extracted hesperetin, naringenin and pectin on egg cholesterol, serum traits and antioxidant activity in laying hens.

Journal: Archives of animal nutrition 20080201

Title: Naringenin reduces tumor size and weight lost in N-methyl-N'-nitro-N-nitrosoguanidine-induced gastric carcinogenesis in rats.

Journal: Nutrition research (New York, N.Y.) 20080201

Title: Characterization of flavone synthase I from rice.

Journal: BMB reports 20080131

Title: Apigenin inhibits HGF-promoted invasive growth and metastasis involving blocking PI3K/Akt pathway and beta 4 integrin function in MDA-MB-231 breast cancer cells.

Journal: Toxicology and applied pharmacology 20080115

Title: The expectorant activity of naringenin.

Journal: Pulmonary pharmacology & therapeutics 20080101

Title: The additive effects of the active component of grapefruit juice (naringenin) and antiarrhythmic drugs on HERG inhibition.

Journal: Cardiology 20080101

Title: Naringenin protects HaCaT human keratinocytes against UVB-induced apoptosis and enhances the removal of cyclobutane pyrimidine dimers from the genome.

Journal: Photochemistry and photobiology 20080101

Title: [Chemical constituents from Spatholobus sinensis].

Journal: Yao xue xue bao = Acta pharmaceutica Sinica 20080101

Title: Inhibition of oral carcinogenesis by citrus flavonoids.

Journal: Nutrition and cancer 20080101

Title: Suppressive effects of the flavonoids quercetin and luteolin on the accumulation of lipid rafts after signal transduction via receptors.

Journal: Immunopharmacology and immunotoxicology 20080101

Title: Cellular mechanisms underlying the laxative effect of flavonol naringenin on rat constipation model.

Journal: PloS one 20080101

Title: Antagonistic interactions between the flavonoids hesperetin and naringenin and beta-lactam antibiotics against Staphylococcus aureus.

Journal: British journal of biomedical science 20080101

Title: Evaluation of proinflammatory cytokine pathway inhibitors for p38 MAPK inhibitory potential.

Journal: Journal of medicinal chemistry 20071213

Title: Antimicrobial activity of flavonoids extracted from bergamot (Citrus bergamia Risso) peel, a byproduct of the essential oil industry.

Journal: Journal of applied microbiology 20071201

Title: Induction of apoptotic cell death by synthetic naringenin derivatives in human lung epithelial carcinoma A549 cells.

Journal: Biological & pharmaceutical bulletin 20071201

Title: Inhibition effect of flavonoids on monocarboxylate transporter 1 (MCT1) in Caco-2 cells.

Journal: The Journal of pharmacy and pharmacology 20071101

Title: Grapefruit juice-drug interactions: Grapefruit juice and its components inhibit P-glycoprotein (ABCB1) mediated transport of talinolol in Caco-2 cells.

Journal: Journal of pharmaceutical sciences 20071001

Title: Effects of adlay (Coix lachryma-jobi L. var. ma-yuen Stapf.) hull extracts on the secretion of progesterone and estradiol in vivo and in vitro.

Journal: Experimental biology and medicine (Maywood, N.J.) 20071001

Title: [Studies on chemical constituents from Rhizoma Heterosmilacis Japonicae].

Journal: Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials 20071001

Title: A novel molecular assay to discriminate transcriptional effects caused by xenoestrogens.

Journal: Molecular and cellular endocrinology 20070930

Title: Flavonoid glycosides are not transported by the human Na+/glucose transporter when expressed in Xenopus laevis oocytes, but effectively inhibit electrogenic glucose uptake.

Journal: The Journal of pharmacology and experimental therapeutics 20070801

Title: Inhibitory activities of dietary phenolic compounds on heterocyclic amine formation in both chemical model system and beef patties.

Journal: Molecular nutrition & food research 20070801

Title: Flavanone plasma pharmacokinetics from blood orange juice in human subjects.

Journal: The British journal of nutrition 20070701

Title: Absorption and pharmacokinetics of grapefruit flavanones in beagles.

Journal: The British journal of nutrition 20070701

Title: Esterase inhibition by grapefruit juice flavonoids leading to a new drug interaction.

Journal: Drug metabolism and disposition: the biological fate of chemicals 20070701

Title: Infrared and DNA-binding on ultraviolet and fluorescence spectra of new copper and zinc complexes with a naringenin Schiff-base ligand.

Journal: Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy 20070601

Title: Flavonoid biosynthesis in barley primary leaves requires the presence of the vacuole and controls the activity of vacuolar flavonoid transport.

Journal: Plant physiology 20070501

Title: Enantioseparation of some chiral flavanones using microbial cyclic beta-(1-->3),(1-->6)-glucans as novel chiral additives in capillary electrophoresis.

Journal: Carbohydrate research 20070409

Title: Pharmacokinetics of the citrus flavanone aglycones hesperetin and naringenin after single oral administration in human subjects.

Journal: European journal of clinical nutrition 20070401

Title: In vivo metabolic effects of naringenin in the ethanol consuming rat and the effect of naringenin on adipocytes in vitro.

Journal: Journal of animal physiology and animal nutrition 20070401

Title: Resolution of diastereomeric flavonoid (1S)-(-)-camphanic acid esters via reversed-phase HPLC.

Journal: Phytochemistry 20070401

Title: Rapid qualitative and quantitative analyses of flavanone aglycones in Fructus aurantii by HPLC ion-trap MS.

Journal: Journal of separation science 20070401

Title: Effect of the citrus flavanone naringenin on oxidative stress in rats.

Journal: Journal of agricultural and food chemistry 20070321

Title: Identification of kaempferol as an inhibitor of cigarette smoke-induced activation of the aryl hydrocarbon receptor and cell transformation.

Journal: Carcinogenesis 20070301

Title: Differential effect of dietary antioxidant classes (carotenoids, polyphenols, vitamins C and E) on lutein absorption.

Journal: The British journal of nutrition 20070301

Title: Hypoglycemic, vasorelaxant and hepatoprotective effects of Cochlospermum vitifolium (Willd.) Sprengel: a potential agent for the treatment of metabolic syndrome.

Journal: Journal of ethnopharmacology 20070212

Title: Flavonoids modulate monocarboxylate transporter-1-mediated transport of gamma-hydroxybutyrate in vitro and in vivo.

Journal: Drug metabolism and disposition: the biological fate of chemicals 20070201

Title: Enhancement of transglutaminase activity and polyamine depletion in B16-F10 melanoma cells by flavonoids naringenin and hesperitin correlate to reduction of the in vivo metastatic potential.

Journal: Amino acids 20070101

Title: One-pot synthesis of genistein from tyrosine by coincubation of genetically engineered Escherichia coli and Saccharomyces cerevisiae cells.

Journal: Applied microbiology and biotechnology 20070101

Title: Hypocholesterolemic and antioxidative effects of naringenin and its two metabolites in high-cholesterol fed rats.

Journal: Translational research : the journal of laboratory and clinical medicine 20070101

Title: Synthesis, characterization and antioxidant activity of naringenin Schiff base and its Cu(II), Ni(II), Zn(II) complexes.

Journal: Chemical & pharmaceutical bulletin 20070101

Title: Anti-inflammatory effects of flavonoids: genistein, kaempferol, quercetin, and daidzein inhibit STAT-1 and NF-kappaB activations, whereas flavone, isorhamnetin, naringenin, and pelargonidin inhibit only NF-kappaB activation along with their inhibitory effect on iNOS expression and NO production in activated macrophages.

Journal: Mediators of inflammation 20070101

Title: (+/-)-Naringenin as large conductance Ca(2+)-activated K+ (BKCa) channel opener in vascular smooth muscle cells.

Journal: British journal of pharmacology 20061201

Title: Comparison of the effects of selected chalcones, dihydrochalcones and some cyclic flavonoids on mitochondrial outer membrane determined by fluorescence spectroscopy.

Journal: Journal of biochemical and biophysical methods 20061130

Title: ApoO, a novel apolipoprotein, is an original glycoprotein up-regulated by diabetes in human heart.

Journal: The Journal of biological chemistry 20061124

Title: Flavanone metabolism in healthy and tumor-bearing rats.

Journal: Biomedicine & pharmacotherapy = Biomedecine & pharmacotherapie 20061101

Title: Phytoestrogens as inhibitors of the human progesterone metabolizing enzyme AKR1C1.

Journal: Molecular and cellular endocrinology 20061019

Title: Naringenin-induced apoptosis via activation of NF-kappaB and necrosis involving the loss of ATP in human promyeloleukemia HL-60 cells.

Journal: Toxicology letters 20061010

Title: Enhanced therapeutic potential of naringenin-phospholipid complex in rats.

Journal: The Journal of pharmacy and pharmacology 20060901

Title: Identification of isomeric flavonoid glucuronides in urine and plasma by metal complexation and LC-ESI-MS/MS.

Journal: Journal of mass spectrometry : JMS 20060701

Title: Naringenin is a novel inhibitor of Dictyostelium cell proliferation and cell migration.

Journal: Biochemical and biophysical research communications 20060623

Title: Total synthesis of three naturally occurring 6,8-di-C-glycosylflavonoids: phloretin, naringenin, and apigenin bis-C-beta-D-glucosides.

Journal: Carbohydrate research 20060612

Title: Stimulation of melanogenesis by the citrus flavonoid naringenin in mouse B16 melanoma cells.

Journal: Bioscience, biotechnology, and biochemistry 20060601

Title: Activity and mRNA levels of enzymes involved in hepatic fatty acid oxidation in mice fed citrus flavonoids.

Journal: Nutrition (Burbank, Los Angeles County, Calif.) 20060501

Title: Microsphere-based protease assays and screening application for lethal factor and factor Xa.

Journal: Cytometry. Part A : the journal of the International Society for Analytical Cytology 20060501

Title: Influence of naringenin on oxytetracycline mediated oxidative damage in rat liver.

Journal: Basic & clinical pharmacology & toxicology 20060501

Title: Synthesis, characterization, cytotoxic activities, and DNA-binding properties of the La(III) complex with Naringenin Schiff-base.

Journal: Bioorganic & medicinal chemistry 20060315

Title: Anthocyanidin synthase from Gerbera hybrida catalyzes the conversion of (+)-catechin to cyanidin and a novel procyanidin.

Journal: FEBS letters 20060306

Title: A novel polar surface polysaccharide from Rhizobium leguminosarum binds host plant lectin.

Journal: Molecular microbiology 20060301

Title: The chemical and biologic profile of a red clover (Trifolium pratense L.) phase II clinical extract.

Journal: Journal of alternative and complementary medicine (New York, N.Y.) 20060301

Title: A rapid LC/MS/MS quantitation assay for naringin and its two metabolites in rats plasma.

Journal: Journal of pharmaceutical and biomedical analysis 20060213

Title: Regiospecific flavonoid 7-O-methylation with Streptomyces avermitilis O-methyltransferase expressed in Escherichia coli.

Journal: Journal of agricultural and food chemistry 20060208

Title: The citrus flavonoid naringenin stimulates DNA repair in prostate cancer cells.

Journal: The Journal of nutritional biochemistry 20060201

Title: Protective effect of selected flavonoids on in vitro daunorubicin-induced cardiotoxicity.

Journal: Phytotherapy research : PTR 20060201

Title: Quantitative and qualitative analysis of flavonoid markers in Frucus aurantii of different geographical origin by capillary electrophoresis with electrochemical detection.

Journal: Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20060118

Title: LC/MS/MS quantitation assay for pharmacokinetics of naringenin and double peaks phenomenon in rats plasma.

Journal: International journal of pharmaceutics 20060113

Title: Variation of flavonoids and furanocoumarins in grapefruit juices: a potential source of variability in grapefruit juice-drug interaction studies.

Journal: Journal of agricultural and food chemistry 20060111

Title: Inhibition of intestinal and renal Na+-glucose cotransporter by naringenin.

Journal: The international journal of biochemistry & cell biology 20060101

Title: Smad3 specific inhibitor, naringenin, decreases the expression of extracellular matrix induced by TGF-beta1 in cultured rat hepatic stellate cells.

Journal: Pharmaceutical research 20060101

Title: Variations in content of active ingredients causing drug interactions in grapefruit juice products sold in California.

Journal: Drug metabolism and drug interactions 20060101

Title: [Flavonoids as effective protectors of urease from ultrasonic inactivation in solutions].

Journal: Bioorganicheskaia khimiia 20060101

Title: Impact of naringenin on oxytetracycline-mediated oxidative damage in kidney of rats.

Journal: Renal failure 20060101

Title: Effect of naringenin on intracerebroventricular streptozotocin-induced cognitive deficits in rat: a behavioral analysis.

Journal: Pharmacology 20060101

Title: Naringin time-dependently lowers hepatic cholesterol biosynthesis and plasma cholesterol in rats fed high-fat and high-cholesterol diet.

Journal: Journal of medicinal food 20060101

Title: Abatement by naringenin of doxorubicin-induced cardiac toxicity in rats.

Journal: Journal of the Egyptian National Cancer Institute 20051201

Title: Disposition of selected flavonoids in fruit tissues of various tomato (lycopersicon esculentum mill.) Genotypes.

Journal: Journal of agricultural and food chemistry 20051130

Title: Oxidation of dietary polyphenolics by hydroperoxidase activity of lipoxygenase.

Journal: Journal of agricultural and food chemistry 20051116

Title: Neuroprotective properties of the natural phenolic antioxidants curcumin and naringenin but not quercetin and fisetin in a 6-OHDA model of Parkinson's disease.

Journal: Free radical research 20051001

Title: Negative regulation of beta-catenin/Tcf signaling by naringenin in AGS gastric cancer cell.

Journal: Biochemical and biophysical research communications 20050930

Title: Regiospecific methylation of naringenin to ponciretin by soybean O-methyltransferase expressed in Escherichia coli.

Journal: Journal of biotechnology 20050923

Title: Structural and mechanistic studies on anthocyanidin synthase catalysed oxidation of flavanone substrates: the effect of C-2 stereochemistry on product selectivity and mechanism.

Journal: Organic & biomolecular chemistry 20050907

Title: Efficient production of (2S)-flavanones by Escherichia coli containing an artificial biosynthetic gene cluster.

Journal: Applied microbiology and biotechnology 20050901

Title: Stereospecific high-performance liquid chromatographic analysis of naringenin in urine.

Journal: Journal of pharmaceutical and biomedical analysis 20050901

Title: Phytoestrogens induce differential estrogen receptor alpha- or Beta-mediated responses in transfected breast cancer cells.

Journal: Experimental biology and medicine (Maywood, N.J.) 20050901

Title: Modulatory effects of plant phenols on human multidrug-resistance proteins 1, 4 and 5 (ABCC1, 4 and 5).

Journal: The FEBS journal 20050901

Title: The effects of naringin and naringenin on endotoxin-induced uveitis in rats.

Journal: Journal of ocular pharmacology and therapeutics : the official journal of the Association for Ocular Pharmacology and Therapeutics 20050801

Title: Dihydrostilbene derivatives from Glycyrrhiza glabra leaves.

Journal: Journal of natural products 20050701

Title: Inhibition of microsomal triglyceride transfer protein expression and apolipoprotein B100 secretion by the citrus flavonoid naringenin and by insulin involves activation of the mitogen-activated protein kinase pathway in hepatocytes.

Journal: Diabetes 20050601

Title: Inhibition of cardiac HERG channels by grapefruit flavonoid naringenin: implications for the influence of dietary compounds on cardiac repolarisation.

Journal: Naunyn-Schmiedeberg's archives of pharmacology 20050601

Title: High-performance liquid chromatographic separation and chiroptical properties of the enantiomers of naringenin and other flavanones.

Journal: Journal of chromatography. A 20050527

Title: (-)Epigallocatechin gallate and quercetin enhance survival signaling in response to oxidant-induced human endothelial apoptosis.

Journal: The Journal of nutrition 20050401

Title: Synergistic antitumor effect of polyphenolic components of water soluble derivative of propolis against Ehrlich ascites tumour.

Journal: Biological & pharmaceutical bulletin 20050401

Title: Naringenin attenuates cisplatin nephrotoxicity in rats.

Journal: Life sciences 20050318

Title: Human fecal water content of phenolics: the extent of colonic exposure to aromatic compounds.

Journal: Free radical biology & medicine 20050315

Title: Inhibitory effects of naringenin on tumor growth in human cancer cell lines and sarcoma S-180-implanted mice.

Journal: Biological & pharmaceutical bulletin 20050301

Title: QTc prolongation by grapefruit juice and its potential pharmacological basis: HERG channel blockade by flavonoids.

Journal: Circulation 20050222

Title: Anti-inflammatory effect of heme oxygenase 1: glycosylation and nitric oxide inhibition in macrophages.

Journal: Journal of cellular physiology 20050201

Title: Electrochemical detection of xenoestrogenic and antiestrogenic compounds using a yeast two-hybrid-17-beta-estradiol system.

Journal: Bioelectrochemistry (Amsterdam, Netherlands) 20050201

Title: Implication of cyclic nucleotide phosphodiesterase inhibition in the vasorelaxant activity of the citrus-fruits flavonoid (+/-)-naringenin.

Journal: Planta medica 20050201

Title: Naringenin-type flavonoids show different estrogenic effects in mammalian and teleost test systems.

Journal: Biochemical and biophysical research communications 20050128

Title: A simple biomimetic synthesis of dl-chamaejasmine, a unique 3,3'-biflavanone.

Journal: Organic letters 20050120

Title: Nobiletin, a citrus flavonoid isolated from tangerines, selectively inhibits class A scavenger receptor-mediated metabolism of acetylated LDL by mouse macrophages.

Journal: Atherosclerosis 20050101

Title: The effects of dietary naringenin supplementation on physiological changes in molar crestal alveolar bone-cemento-enamel junction distance in young rats.

Journal: Journal of medicinal food 20050101

Title: The effects of dietary phytoestrogens on aromatase activity in human endometrial stromal cells.

Journal: Reproduction, nutrition, development 20050101

Title: Non-empirical assignment of the absolute configuration of (-)-naringenin, by coupling the exciton analysis of the circular dichroism spectrum and the ab initio calculation of the optical rotatory power.

Journal: Organic & biomolecular chemistry 20041221

Title: Effects of grapefruit juice on the multidrug transporter P-glycoprotein in the human proximal tubular cell line HK-2.

Journal: Life sciences 20041203

Title: Effect of domestic cooking on human bioavailability of naringenin, chlorogenic acid, lycopene and beta-carotene in cherry tomatoes.

Journal: European journal of nutrition 20041201

Title: The differential tissue distribution of the citrus flavanone naringenin following gastric instillation.

Journal: Free radical research 20041201

Title: Induction and inhibition of aromatase (CYP19) activity by natural and synthetic flavonoid compounds in H295R human adrenocortical carcinoma cells.

Journal: Toxicological sciences : an official journal of the Society of Toxicology 20041101

Title: Combined effect of pH and polysorbates with cyclodextrins on solubilization of naringenin.

Journal: Journal of pharmaceutical and biomedical analysis 20041029

Title: The pig caecum model: a suitable tool to study the intestinal metabolism of flavonoids.

Journal: Molecular nutrition & food research 20040901

Title: Suppression of CYP1A1 expression by naringenin in murine Hepa-1c1c7 cells.

Journal: Archives of pharmacal research 20040801

Title: Mechanisms of naringenin-induced apoptotic cascade in cancer cells: involvement of estrogen receptor alpha and beta signalling.

Journal: IUBMB life 20040801

Title: First bacterial chalcone isomerase isolated from Eubacterium ramulus.

Journal: Archives of microbiology 20040601

Title: Toward the prediction of the activity of antioxidants: experimental and theoretical study of the gas-phase acidities of flavonoids.

Journal: Journal of the American Society for Mass Spectrometry 20040601

Title: Dietary polyphenols increase paraoxonase 1 gene expression by an aryl hydrocarbon receptor-dependent mechanism.

Journal: Molecular and cellular biology 20040601

Title: Toxicity and cell cycle effects of synthetic 8-prenylnaringenin and derivatives in human cells.

Journal: Pharmacology 20040501

Title: Naringenin inhibits glucose uptake in MCF-7 breast cancer cells: a mechanism for impaired cellular proliferation.

Journal: Breast cancer research and treatment 20040501

Title: Exploring recombinant flavonoid biosynthesis in metabolically engineered Escherichia coli.

Journal: Chembiochem : a European journal of chemical biology 20040402

Title: New metabolic pathways for flavanones catalyzed by rat liver microsomes.

Journal: Drug metabolism and disposition: the biological fate of chemicals 20040401

Title: Effect of antioxidant flavanone, naringenin, from Citrus junoson neuroprotection.

Journal: Journal of agricultural and food chemistry 20040324

Title: Significance of C-terminal sequence elements for Petunia flavanone 3beta-hydroxylase activity.

Journal: FEBS letters 20040312

Title: Validated high-performance liquid chromatographic method utilizing solid-phase extraction for the simultaneous determination of naringenin and hesperetin in human plasma.

Journal: Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20040305

Title: Flavonoid permeability across an in situ model of the blood-brain barrier.

Journal: Free radical biology & medicine 20040301

Title: Nutritional flavonoids modulate estrogen receptor alpha signaling.

Journal: IUBMB life 20040301

Title: Lethal and teratogenic effects of naringenin evaluated by means of an amphibian embryo toxicity test (AMPHITOX).

Journal: Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association 20040201

Title: Biphasic effects of the flavonoids quercetin and naringenin on the metabolic activation of 2-amino-3,5-dimethylimidazo[4,5-f]quinoline by Salmonella typhimurium TA1538 co-expressing human cytochrome P450 1A2, NADPH-cytochrome P450 reductase, and cytochrome b5.

Journal: Mutation research 20040112

Title: Differential and special properties of the major human UGT1-encoded gastrointestinal UDP-glucuronosyltransferases enhance potential to control chemical uptake.

Journal: The Journal of biological chemistry 20040109

Title: Inhibition of guinea pig intestinal peristalsis by the flavonoids quercetin, naringenin, apigenin and genistein.

Journal: Pharmacology 20040101

Title: TRANSPARENT TESTA 19 is involved in the accumulation of both anthocyanins and proanthocyanidins in Arabidopsis.

Journal: The Plant journal : for cell and molecular biology 20040101

Title: The flavonoid naringenin inhibits dimethylnitrosamine-induced liver damage in rats.

Journal: Biological & pharmaceutical bulletin 20040101

Title: The phytoalexin-inducible multidrug efflux pump AcrAB contributes to virulence in the fire blight pathogen, Erwinia amylovora.

Journal: Molecular plant-microbe interactions : MPMI 20040101

Title: The citrus-derived flavonoid naringenin exerts uterotrophic effects in female mice at human relevant doses.

Journal: Basic & clinical pharmacology & toxicology 20040101

Title: Naringenin from Citrus junos has an inhibitory effect on acetylcholinesterase and a mitigating effect on amnesia.

Journal: Dementia and geriatric cognitive disorders 20040101

Title: Drug-drug interactions evaluated by a highly active reconstituted native human cytochrome P4503A4 and human NADPH-cytochrome P450 reductase system.

Journal: Arzneimittel-Forschung 20040101

Title: Cryptosporidium parvum: effect of multi-drug reversing agents on the expression and function of ATP-binding cassette transporters.

Journal: Experimental parasitology 20040101

Title: Hepatolipidemic effects of naringenin in high cornstarch- versus high coconut oil-fed rats.

Journal: Journal of medicinal food 20040101

Title: Influence of naringenin on the activity of enzymes participating in steroidogenesis in male rats.

Journal: Roczniki Akademii Medycznej w Bialymstoku (1995) 20040101

Title: Inhibition of hydrogen peroxide-induced endothelial apoptosis by 2',4',7-trihydroxyflavanone, a flavonoid form.

Journal: Journal of medicinal food 20040101

Title: The inhibitory effects of flavonoids and antiestrogens on the Glut1 glucose transporter in human erythrocytes.

Journal: Chemico-biological interactions 20031215

Title: Screening of the inhibitory effect of vegetable constituents on the aryl hydrocarbon receptor-mediated activity induced by 2,3,7,8-tetrachlorodibenzo-p-dioxin.

Journal: Biological & pharmaceutical bulletin 20031201

Title: Analysis of propolis from the continental and Adriatic regions of Croatia.

Journal: Acta pharmaceutica (Zagreb, Croatia) 20031201

Title: Naringenin derivatives as anti-atherogenic agents.

Journal: Bioorganic & medicinal chemistry letters 20031117

Title: Characterization of leachianone G 2'-dimethylallyltransferase, a novel prenyl side-chain elongation enzyme for the formation of the lavandulyl group of sophoraflavanone G in Sophora flavescens Ait. cell suspension cultures.

Journal: Plant physiology 20031101

Title: Formation of novel flavonoids in apple (Malusxdomestica) treated with the 2-oxoglutarate-dependent dioxygenase inhibitor prohexadione-Ca.

Journal: Phytochemistry 20031001

Title: Rutinoside at C7 attenuates the apoptosis-inducing activity of flavonoids.

Journal: Biochemical pharmacology 20031001

Title: Inhibition of net HepG2 cell apolipoprotein B secretion by the citrus flavonoid naringenin involves activation of phosphatidylinositol 3-kinase, independent of insulin receptor substrate-1 phosphorylation.

Journal: Diabetes 20031001

Title: Flavanone 3-hydroxylase expression in Citrus paradisi and Petunia hybrida seedlings.

Journal: Phytochemistry 20030901

Title: Antifungal flavanones and prenylated hydroquinones from Piper crassinervium Kunth.

Journal: Phytochemistry 20030901

Title: Antiandrogenic activity of the phytoestrogens naringenin, 6-(1,1-dimethylallyl)naringenin and 8-prenylnaringenin.

Journal: Planta medica 20030901

Title: Naringin and naringenin inhibit nitrite-induced methemoglobin formation.

Journal: Die Pharmazie 20030801

Title: Simultaneous detection of the antioxidant and pro-oxidant activity of dietary polyphenolics in a peroxidase system.

Journal: Free radical research 20030701

Title: Cell-specific activation of aflatoxin B1 correlates with presence of some cytochrome P450 enzymes in olfactory and respiratory tissues in horse.

Journal: Research in veterinary science 20030601

Title: Pro-oxidative properties of flavonoids in human lymphocytes.

Journal: Bioscience, biotechnology, and biochemistry 20030601

Title: Naringenin inhibits phosphoinositide 3-kinase activity and glucose uptake in 3T3-L1 adipocytes.

Journal: Biochemical and biophysical research communications 20030530

Title: Interaction between flavonoids and the blood-brain barrier: in vitro studies.

Journal: Journal of neurochemistry 20030401

Title: Muscanone: a 3-O-(1', 8', 14'-trimethylhexadecanyl)naringenin from Commiphora wightii.

Journal: Phytochemistry 20030401

Title: [Studies on chemical constitutes of Phellinus igniarius].

Journal: Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica 20030401

Title: The variable effect on proliferation of a colon cancer cell line by the citrus fruit flavonoid Naringenin.

Journal: Colorectal disease : the official journal of the Association of Coloproctology of Great Britain and Ireland 20030301

Title: [Study on chemical constituents in rhizome of Smilax perfoliate].

Journal: Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica 20030301

Title: Hepatocyte apoB-containing lipoprotein secretion is decreased by the grapefruit flavonoid, naringenin, via inhibition of MTP-mediated microsomal triglyceride accumulation.

Journal: Biochemistry 20030211

Title: Naringenin 7-O-cetyl ether as inhibitor of HMG-CoA reductase and modulator of plasma and hepatic lipids in high cholesterol-fed rats.

Journal: Bioorganic & medicinal chemistry 20030206

Title: Bioavailability in humans of the flavanones hesperidin and narirutin after the ingestion of two doses of orange juice.

Journal: European journal of clinical nutrition 20030201

Title: Flavonol synthase from Citrus unshiu is a bifunctional dioxygenase.

Journal: Phytochemistry 20030201

Title: Bioflavonoid stimulation of glutathione transport by the 190-kDa multidrug resistance protein 1 (MRP1).

Journal: Drug metabolism and disposition: the biological fate of chemicals 20030101

Title: Anti-Sindbis activity of flavanones hesperetin and naringenin.

Journal: Biological & pharmaceutical bulletin 20030101

Title: In vitro inhibition of simvastatin metabolism, a HMG-CoA reductase inhibitor in human and rat liver by bergamottin, a component of grapefruit juice.

Journal: European journal of pharmaceutical sciences : official journal of the European Federation for Pharmaceutical Sciences 20030101

Title: Flavonoids and nitric oxide synthase.

Journal: Journal of physiology and pharmacology : an official journal of the Polish Physiological Society 20021201

Title: Stimulation of alkaline phosphatase activity in Ishikawa cells induced by various phytoestrogens and synthetic estrogens.

Journal: The Journal of steroid biochemistry and molecular biology 20021201

Title: Stereoselective conjugation of oxazepam by human UDP-glucuronosyltransferases (UGTs): S-oxazepam is glucuronidated by UGT2B15, while R-oxazepam is glucuronidated by UGT2B7 and UGT1A9.

Journal: Drug metabolism and disposition: the biological fate of chemicals 20021101

Title: Molecular characterization of root-specific chalcone synthases from Cassia alata.

Journal: Planta 20021101

Title: High-flavonol tomatoes resulting from the heterologous expression of the maize transcription factor genes LC and C1.

Journal: The Plant cell 20021001

Title: Plasma concentrations of the flavonoids hesperetin, naringenin and quercetin in human subjects following their habitual diets, and diets high or low in fruit and vegetables.

Journal: European journal of clinical nutrition 20020901

Title: Inhibition of hepatocyte apoB secretion by naringenin: enhanced rapid intracellular degradation independent of reduced microsomal cholesteryl esters.

Journal: Journal of lipid research 20020901

Title: Effect of exogenous flavonoids on nodulation of pea (Pisum sativum L.).

Journal: Journal of experimental botany 20020801

Title: Supplementation of naringenin and its synthetic derivative alters antioxidant enzyme activities of erythrocyte and liver in high cholesterol-fed rats.

Journal: Bioorganic & medicinal chemistry 20020701

Title: In vitro properties of a recombinant flavonol synthase from Arabidopsis thaliana.

Journal: Phytochemistry 20020701

Title: Relationship between estrogen receptor-binding and estrogenic activities of environmental estrogens and suppression by flavonoids.

Journal: Bioscience, biotechnology, and biochemistry 20020701

Title: Phenolic glycosides from Viscum angulatum.

Journal: Journal of natural products 20020501

Title: Estrogenic activity of the phytoestrogens naringenin, 6-(1,1-dimethylallyl)naringenin and 8-prenylnaringenin.

Journal: Planta medica 20020501

Title: Effects of grapefruit juice and smoking on verapamil concentrations in steady state.

Journal: European journal of clinical pharmacology 20020401

Title: Comparison of metabolic pharmacokinetics of naringin and naringenin in rabbits.

Journal: Life sciences 20020215

Title: The action of dietary phytochemicals quercetin, catechin, resveratrol and naringenin on estrogen-mediated gene expression.

Journal: Life sciences 20020215

Title: Reaction mechanism of chalcone isomerase. pH dependence, diffusion control, and product binding differences.

Journal: The Journal of biological chemistry 20020111

Title: Quantification of the production of dihydrokaempferol by flavanone 3-hydroxytransferase using capillary electrophoresis.

Journal: Phytochemical analysis : PCA 20020101

Title: Effects of plant-derived phenols on rat liver cytochrome P450 2B1 activity.

Journal: Anticancer research 20020101

Title: Preincubation of Mesorhizobium ciceri with flavonoids improves its nodule occupancy.

Journal: Folia microbiologica 20020101

Title: Comparison of in vitro hepatic models for the prediction of metabolic interaction between simvastatin and naringenin.

Journal: European journal of drug metabolism and pharmacokinetics 20020101

Title: Structure-guided programming of polyketide chain-length determination in chalcone synthase.

Journal: Biochemistry 20011211

Title: Effect of P-glycoprotein modulators on the pharmacokinetics of camptothecin using microdialysis.

Journal: British journal of pharmacology 20011101

Title: Cloning of parsley flavone synthase I.

Journal: Phytochemistry 20010901

Title: The use of a high-volume screening procedure to assess the effects of dietary flavonoids on human cyp1a1 expression.

Journal: Drug metabolism and disposition: the biological fate of chemicals 20010801

Title: Effect of honey and sugars on the metabolism and disposition of naringin in rabbits.

Journal: Planta medica 20010801

Title: Anti-atherogenic effect of citrus flavonoids, naringin and naringenin, associated with hepatic ACAT and aortic VCAM-1 and MCP-1 in high cholesterol-fed rabbits.

Journal: Biochemical and biophysical research communications 20010615

Title: Flavonoids act as negative regulators of auxin transport in vivo in arabidopsis.

Journal: Plant physiology 20010601

Title: Modulation of multidrug resistance protein 1 (MRP1/ABCC1) transport and atpase activities by interaction with dietary flavonoids.

Journal: Molecular pharmacology 20010501

Title: Secretion of hepatocyte apoB is inhibited by the flavonoids, naringenin and hesperetin, via reduced activity and expression of ACAT2 and MTP.

Journal: Journal of lipid research 20010501

Title: 17beta-Estradiol but not the phytoestrogen naringenin attenuates aortic cholesterol accumulation in WHHL rabbits.

Journal: Journal of lipid research 20010501

Title: Differential effects of flavonoids on 3T3-L1 adipogenesis and lipolysis.

Journal: American journal of physiology. Cell physiology 20010401

Title: Enzymatic characterization and interspecies difference of phenol sulfotransferases, ST1A forms.

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

Title: Characterization of 2-[[4-[[2-(1H-tetrazol-5-ylmethyl)phenyl]methoxy]methyl]quinoline N-glucuronidation by in vitro and in vivo approaches.

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

Title: Peroxidative metabolism of apigenin and naringenin versus luteolin and quercetin: glutathione oxidation and conjugation.

Journal: Free radical biology & medicine 20010215

Title: Antimicrobial activity of prenylflavanones.

Journal: In vivo (Athens, Greece) 20010101

Title: Differential estrogen receptor binding of estrogenic substances: a species comparison.

Journal: The Journal of steroid biochemistry and molecular biology 20001115

Title: Flavonoids inhibit cell growth and induce apoptosis in B16 melanoma 4A5 cells.

Journal: Bioscience, biotechnology, and biochemistry 20000901

Title: Ligand structure-dependent differences in activation of estrogen receptor alpha in human HepG2 liver and U2 osteogenic cancer cell lines.

Journal: Molecular and cellular endocrinology 20000425

Title: Estrogen receptor activation via activation function 2 predicts agonism of xenoestrogens in normal and neoplastic cells of the uterine myometrium.

Journal: Cancer research 19990701

Title: Suppression of nitric oxide synthase and the down-regulation of the activation of NFkappaB in macrophages by resveratrol.

Journal: British journal of pharmacology 19990201

Title: Interaction of estrogenic chemicals and phytoestrogens with estrogen receptor beta.

Journal: Endocrinology 19981001

Title: Molecular basis of the inhibition of human aromatase (estrogen synthetase) by flavone and isoflavone phytoestrogens: A site-directed mutagenesis study.

Journal: Environmental health perspectives 19980201

Title: Cloning and expression of a rat liver phenobarbital-inducible UDP-glucuronosyltransferase (2B12) with specificity for monoterpenoid alcohols.

Journal: Archives of biochemistry and biophysics 19951001

Title: Stable expression of a human liver UDP-glucuronosyltransferase (UGT2B15) with activity toward steroid and xenobiotic substrates.

Journal: Drug metabolism and disposition: the biological fate of chemicals 19940101

Title: Saponara S, et al. (+/-)-Naringenin as large conductance Ca(2+)-activated K+ (BKCa) channel opener in vascular smooth muscle cells. Br J Pharmacol. 2006 Dec;149(8):1013-21.

Application
(±)-Naringenin, a type of polyphenolic compound, serves multiple roles in both chemical synthesis and biological research. It is a key component in the preparation of the nickel(II) naringenin-oxime complex, which acts as a catalyst for the Mizoroki−Heck cross-coupling reaction, facilitating the formation of important carbon-carbon bonds in organic synthesis.

In addition to its catalytic application, (±)-Naringenin has been identified as an effective hypochlorite scavenger, playing a role in preventing the formation of chloramines resulting from hypochlorite oxidation within human serum albumin. This property makes it valuable for managing oxidative stress in biological systems.

Furthermore, (±)-Naringenin exhibits notable biological activities. It has been found to induce apoptosis, or programmed cell death, in human pancreatic cancer cells (SNU-213), suggesting its potential as a therapeutic agent in combating cancer. Additionally, it demonstrates cytotoxic effects on various types of human cancer cells, including those found in breast, cervix, stomach, colon, and liver tissues.
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SDS
Tags:67604-48-2 Molecular Formula|67604-48-2 MDL|67604-48-2 SMILES|67604-48-2 5,7-dihydroxy-2-(4-hydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-4-one