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481-53-8,MFCD00017438
Catalog No.:AA00I8OL

481-53-8 | Tangeretin

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5mg
98%
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50mg
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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:
AA00I8OL
Chemical Name:
Tangeretin
CAS Number:
481-53-8
Molecular Formula:
C20H20O7
Molecular Weight:
372.3686
MDL Number:
MFCD00017438
SMILES:
COc1ccc(cc1)c1cc(=O)c2c(o1)c(OC)c(c(c2OC)OC)OC
Properties
Computed Properties
 
Complexity:
540  
Covalently-Bonded Unit Count:
1  
Heavy Atom Count:
27  
Hydrogen Bond Acceptor Count:
7  
Rotatable Bond Count:
6  
XLogP3:
3  

Downstream Synthesis Route

[1]Chu,Han-Wei;Wu,Huan-Ting;Lee,Yean-Jang[Tetrahedron,2004,vol.60,#11,p.2647-2655]

[2]Murtietal.[Proceedings-IndianAcademyofSciences,SectionA,1947,#26,p.182,186]

[1]Matsuura[YakugakuZasshi/JournalofthePharmaceuticalSocietyofJapan,1957,vol.77,p.328][Chem.Abstr.,1957,p.11339]

[2]Tsukayama,Masao;Kawamura,Yasuhiko;Ishizuka,Takaaki;Hayashi,Shinji;Torii,Fumihito[Heterocycles,2003,vol.60,#12,p.2775-2784]

[1]CurrentPatentAssignee:FirmenichInternationalSA-WO2007/83263,2007,A1Locationinpatent:Page/Pagecolumn6

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

[3]Li,Shiming;Pan,Min-Hsiung;Lai,Ching-Shu;Lo,Chih-Yu;Dushenkov,Slavik;Ho,Chi-Tang[BioorganicandMedicinalChemistry,2007,vol.15,#10,p.3381-3389]

[4]Iinuma;Matsuura;Kurogochi;Tanaka[ChemicalandPharmaceuticalBulletin,1980,vol.28,#3,p.717-722]

[5]Morimoto,Masanori;Kumeda,Sumiko;Komai,Koichiro[JournalofAgriculturalandFoodChemistry,2000,vol.48,#5,p.1888-1891]

[6]Locationinpatent:schemeortableQuintin,Jerome;Buisson,Didier;Thoret,Sylviane;Cresteil,Thierry;Lewin,Guy[BioorganicandMedicinalChemistryLetters,2009,vol.19,#13,p.3502-3506]

[7]Nguyen,Van-Son;Li,Wei;Li,Yue;Wang,Qiuan[MedicinalChemistryResearch,2017,vol.26,#7,p.1585-1592]

[8]Chou,Ya-Chun;Ho,Chi-Tang;Li,Shiming;Pan,Min-Hsiung[InternationalJournalofPharmaceutics,2020,vol.579]

[9]Li,Xue-Li;Liu,Man-Hui;Ran,Li-Qiong;Wang,Qiu-An[HeterocyclicCommunications,2020,vol.26,#1,p.68-75]

[10]Huang,Xin;Zhu,Junxiang;Wang,Li;Jing,Huijuan;Ma,Chaoyang;Kou,Xingran;Wang,Hongxin[InternationalJournalofBiologicalMacromolecules,2020,vol.164,p.1927-1938]

[1]Buisson,Didier;Quintin,Jerome;Lewin,Guy[JournalofNaturalProducts,2007,vol.70,#6,p.1035-1038]

[2]Locationinpatent:schemeortableQuintin,Jerome;Desrivot,Julie;Thoret,Sylviane;Menez,PatrickLe;Cresteil,Thierry;Lewin,Guy[BioorganicandMedicinalChemistryLetters,2009,vol.19,#1,p.167-169]

[3]Locationinpatent:schemeortableQuintin,Jerome;Buisson,Didier;Thoret,Sylviane;Cresteil,Thierry;Lewin,Guy[BioorganicandMedicinalChemistryLetters,2009,vol.19,#13,p.3502-3506]

[4]Iinuma;Tanaka;Matsuura[ChemicalandPharmaceuticalBulletin,1984,vol.32,#9,p.3354-3360]

[1]Iinuma,Munekazu;Tanaka,Toshiyuki;Matsuura,Shin[Chemicalandpharmaceuticalbulletin,1984,vol.32,#3,p.1006-1010]

Literature

Title: Tangeretin inhibits the proliferation of human breast cancer cells via CYP1A1/CYP1B1 enzyme induction and CYP1A1/CYP1B1-mediated metabolism to the product 4' hydroxy tangeretin.

Journal: Toxicology in vitro : an international journal published in association with BIBRA 20180801

Title: Tangeretin attenuates cisplatin-induced renal injury in rats: Impact on the inflammatory cascade and oxidative perturbations.

Journal: Chemico-biological interactions 20161025

Title: In vitro effects of some flavones on human pyruvate kinase isoenzyme M2.

Journal: Journal of biochemical and molecular toxicology 20150301

Title: Tangeretin ameliorates oxidative stress in the renal tissues of rats with experimental breast cancer induced by 7,12-dimethylbenz[a]anthracene.

Journal: Toxicology letters 20140902

Title: Protective effects of sweet orange (Citrus sinensis) peel and their bioactive compounds on oxidative stress.

Journal: Food chemistry 20121215

Title: Simultaneous determination of polymethoxyflavones in Citrus species, Kiyomi tangor and Satsuma mandarin, by high performance liquid chromatography.

Journal: Food chemistry 20120915

Title: The composition of volatile aroma components, flavanones, and polymethoxylated flavones in Shiikuwasha (Citrus depressa Hayata) peels of different cultivation lines.

Journal: Journal of agricultural and food chemistry 20120815

Title: Tangeretin stimulates glucose uptake via regulation of AMPK signaling pathways in C2C12 myotubes and improves glucose tolerance in high-fat diet-induced obese mice.

Journal: Molecular and cellular endocrinology 20120706

Title: Flavonoids, a ubiquitous dietary phenolic subclass, exert extensive in vitro anti-invasive and in vivo anti-metastatic activities.

Journal: Cancer metastasis reviews 20120601

Title: Optimized assays for human UDP-glucuronosyltransferase (UGT) activities: altered alamethicin concentration and utility to screen for UGT inhibitors.

Journal: Drug metabolism and disposition: the biological fate of chemicals 20120501

Title: Simultaneous quantification of polymethoxylated flavones and coumarins in Fructus aurantii and Fructus aurantii immaturus using HPLC-ESI-MS/MS.

Journal: Journal of pharmaceutical and biomedical analysis 20120205

Title: Phenolic constituents from the heartwood of Artocapus altilis and their tyrosinase inhibitory activity.

Journal: Natural product communications 20120201

Title: Flavonoids Isolated from Korea Citrus aurantium L. Induce G2/M Phase Arrest and Apoptosis in Human Gastric Cancer AGS Cells.

Journal: Evidence-based complementary and alternative medicine : eCAM 20120101

Title: Isolation and characterization of activators of ERK/MAPK from citrus plants.

Journal: International journal of molecular sciences 20120101

Title: Citrus aurantium flavonoids inhibit adipogenesis through the Akt signaling pathway in 3T3-L1 cells.

Journal: BMC complementary and alternative medicine 20120101

Title: Natural products for cancer-targeted therapy: citrus flavonoids as potent chemopreventive agents.

Journal: Asian Pacific journal of cancer prevention : APJCP 20120101

Title: Microbial transformations of 7-hydroxyflavanone.

Journal: TheScientificWorldJournal 20120101

Title: Protection from Metabolic Dysregulation, Obesity, and Atherosclerosis by Citrus Flavonoids: Activation of Hepatic PGC1α-Mediated Fatty Acid Oxidation.

Journal: PPAR research 20120101

Title: Dietary polyphenols as modulators of brain functions: biological actions and molecular mechanisms underpinning their beneficial effects.

Journal: Oxidative medicine and cellular longevity 20120101

Title: Polymethoxy flavonoids, nobiletin and tangeretin, prevent lipopolysaccharide-induced inflammatory bone loss in an experimental model for periodontitis.

Journal: Journal of pharmacological sciences 20120101

Title: Tangeretin, a citrus flavonoid, inhibits PGDF-BB-induced proliferation and migration of aortic smooth muscle cells by blocking AKT activation.

Journal: European journal of pharmacology 20111230

Title: B-Ring-modified and/or 5-demethylated nobiletin congeners: inhibitory activity against pro-MMP-9 production.

Journal: Bioorganic & medicinal chemistry 20111201

Title: Toxicological aspects of the use of phenolic compounds in disease prevention.

Journal: Interdisciplinary toxicology 20111201

Title: Quality control of Citri reticulatae pericarpium: exploratory analysis and discrimination.

Journal: Analytica chimica acta 20111031

Title: Inhibition of citral degradation by oil-in-water nanoemulsions combined with antioxidants.

Journal: Journal of agricultural and food chemistry 20110608

Title: Molecular structures of citrus flavonoids determine their effects on lipid metabolism in HepG2 cells by primarily suppressing apoB secretion.

Journal: Journal of agricultural and food chemistry 20110511

Title: Nobiletin attenuates VLDL overproduction, dyslipidemia, and atherosclerosis in mice with diet-induced insulin resistance.

Journal: Diabetes 20110501

Title: Binding Citrus flavanones to human serum albumin: effect of structure on affinity.

Journal: Molecular biology reports 20110401

Title: Tangeretin and its metabolite 4'-hydroxytetramethoxyflavone attenuate EGF-stimulated cell cycle progression in hepatocytes; role of inhibition at the level of mTOR/p70S6K.

Journal: British journal of pharmacology 20110401

Title: Regulation of adipocytokine secretion and adipocyte hypertrophy by polymethoxyflavonoids, nobiletin and tangeretin.

Journal: Life sciences 20110328

Title: Structure-activity relationships of flavonoids as inhibitors of breast cancer resistance protein (BCRP).

Journal: Bioorganic & medicinal chemistry 20110315

Title: Suppression of hepatitis B virus x protein-mediated tumorigenic effects by ursolic Acid.

Journal: Journal of agricultural and food chemistry 20110309

Title: Tangeretin reduces ultraviolet B (UVB)-induced cyclooxygenase-2 expression in mouse epidermal cells by blocking mitogen-activated protein kinase (MAPK) activation and reactive oxygen species (ROS) generation.

Journal: Journal of agricultural and food chemistry 20110112

Title: Pharmacokinetic study of nobiletin and tangeretin in rat serum by high-performance liquid chromatography-electrospray ionization-mass spectrometry.

Journal: Journal of agricultural and food chemistry 20110112

Title: The biochemical and cellular basis for nutraceutical strategies to attenuate neurodegeneration in Parkinson's disease.

Journal: International journal of molecular sciences 20110101

Title: Citrus flavonoids repress the mRNA for stearoyl-CoA desaturase, a key enzyme in lipid synthesis and obesity control, in rat primary hepatocytes.

Journal: Lipids in health and disease 20110101

Title: Enzymatic Synthesis of the Flavone Glucosides, Prunin and Isoquercetin, and the Aglycones, Naringenin and Quercetin, with Selective α-L-Rhamnosidase and β-D-Glucosidase Activities of Naringinase.

Journal: Enzyme research 20110101

Title: Role of phenolic compounds in peptic ulcer: An overview.

Journal: Journal of pharmacy & bioallied sciences 20110101

Title: Extract from peel of Citrus natsudaidai alleviates experimental chronic allergic dermatitis in mice.

Journal: Pharmacognosy research 20110101

Title: Flavonoids: A versatile source of anticancer drugs.

Journal: Pharmacognosy reviews 20110101

Title: Neurotrophic effect of citrus 5-hydroxy-3,6,7,8,3',4'-hexamethoxyflavone: promotion of neurite outgrowth via cAMP/PKA/CREB pathway in PC12 cells.

Journal: PloS one 20110101

Title: The prospective role of plant products in radiotherapy of cancer: a current overview.

Journal: Frontiers in pharmacology 20110101

Title: Polyphenols and human health: prevention of disease and mechanisms of action.

Journal: Nutrients 20101101

Title: Multivariate QSAR study on the antimutagenic activity of flavonoids against 3-NFA on Salmonella typhimurium TA98.

Journal: European journal of medicinal chemistry 20101001

Title: Antioxidant enrichment and antimicrobial protection of fresh-cut fruits using their own byproducts: looking for integral exploitation.

Journal: Journal of food science 20101001

Title: Isolation and identification of polymethoxyflavones from the hybrid Citrus, hallabong.

Journal: Journal of agricultural and food chemistry 20100908

Title: Simultaneous determination of flavonoids in different parts of Citrus reticulata 'Chachi' fruit by high performance liquid chromatography-photodiode array detection.

Journal: Molecules (Basel, Switzerland) 20100805

Title: Inhibitory effects of 5-hydroxy polymethoxyflavones on colon cancer cells.

Journal: Molecular nutrition & food research 20100701

Title: Drug-target interaction prediction from chemical, genomic and pharmacological data in an integrated framework.

Journal: Bioinformatics (Oxford, England) 20100615

Title: The flavonoid tangeretin activates the unfolded protein response and synergizes with imatinib in the erythroleukemia cell line K562.

Journal: Molecular nutrition & food research 20100601

Title: Polymethoxylated flavones, flavanone glycosides, carotenoids, and antioxidants in different cultivation types of tangerines ( Citrus reticulata Blanco cv. Sainampueng) from Northern Thailand.

Journal: Journal of agricultural and food chemistry 20100526

Title: Semisynthesis of natural flavones inhibiting tubulin polymerization, from hesperidin.

Journal: Journal of natural products 20100423

Title: Effects of naturally occurring polymethyoxyflavonoids on cell growth, p-glycoprotein function, cell cycle, and apoptosis of daunorubicin-resistant T lymphoblastoid leukemia cells.

Journal: Cancer investigation 20100301

Title: Flavonoids from the stems of Croton caudatus Geisel. var. tomentosus Hook.

Journal: Molecules (Basel, Switzerland) 20100226

Title: [Study on the contents of flavonoids in Citrus reticulata 'Chachi' from various habitats and different collecting periods].

Journal: Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials 20100201

Title: Hepatoprotective effects of flavonoids from shekwasha (Citrus depressa) against D-galactosamine-induced liver injury in rats.

Journal: Journal of nutritional science and vitaminology 20100101

Title: Managing phenol contents in crop plants by phytochemical farming and breeding-visions and constraints.

Journal: International journal of molecular sciences 20100101

Title: Use of silkworms for identification of drug candidates having appropriate pharmacokinetics from plant sources.

Journal: BMC pharmacology 20100101

Title: Induction of apoptosis in human cervical carcinoma HeLa cells by polymethoxylated flavone-rich Citrus grandis Osbeck (Dangyuja) leaf extract.

Journal: Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association 20100101

Title: Evaluation of the effect of lime fruit juice on the anticoagulant effect of warfarin.

Journal: Journal of young pharmacists : JYP 20100101

Title: Tangeretin sensitizes cisplatin-resistant human ovarian cancer cells through downregulation of phosphoinositide 3-kinase/Akt signaling pathway.

Journal: Cancer research 20091201

Title: Methylation of dietary flavones increases their metabolic stability and chemopreventive effects.

Journal: International journal of molecular sciences 20091101

Title: Fingerprinting alterations of secondary metabolites of tangerine peels during growth by HPLC-DAD and chemometric methods.

Journal: Analytica chimica acta 20090901

Title: UPLC/Q-TOFMS/MS as a powerful technique for rapid identification of polymethoxylated flavones in Fructus aurantii.

Journal: Journal of pharmaceutical and biomedical analysis 20090815

Title: Simultaneous determination of five bioactive flavonoids in pericarpium Citri reticulatae from china by high-performance liquid chromatography with dual wavelength detection.

Journal: Journal of agricultural and food chemistry 20090812

Title: Semisynthesis and antiproliferative evaluation of a series of 3'-aminoflavones.

Journal: Bioorganic & medicinal chemistry letters 20090701

Title: [Reparative isolation and purification of flavones from Pericarpium Citri Reticulatae by high-speed counter-current chromatography].

Journal: Se pu = Chinese journal of chromatography 20090301

Title: Synthesis and biological evaluation of a series of tangeretin-derived chalcones.

Journal: Bioorganic & medicinal chemistry letters 20090101

Title: Identification and physiological evaluation of the components from citrus fruits as potential drugs for anti-corpulence and anticancer.

Journal: Bioorganic & medicinal chemistry 20090101

Title: Cytochrome P450 CYP1A1: wider roles in cancer progression and prevention.

Journal: BMC cancer 20090101

Title: Exogenous Cx43 expression decrease cell proliferation rate in rat hepatocarcinoma cells independently of functional gap junction.

Journal: Cancer cell international 20090101

Title: Investigation of heat treating conditions for enhancing the anti-inflammatory activity of citrus fruit (Citrus reticulata) peels.

Journal: Journal of agricultural and food chemistry 20080910

Title: Suppressive Effects of Selected Food Phytochemicals on CD74 Expression in NCI-N87 Gastric Carcinoma Cells.

Journal: Journal of clinical biochemistry and nutrition 20080901

Title: Activation of pregnane X receptor and induction of MDR1 by dietary phytochemicals.

Journal: Journal of agricultural and food chemistry 20080709

Title: Flavonoids diosmetin and luteolin inhibit midazolam metabolism by human liver microsomes and recombinant CYP 3A4 and CYP3A5 enzymes.

Journal: Biochemical pharmacology 20080315

Title: Interactive effects of polymethoxy flavones from Citrus on cell growth inhibition in human neuroblastoma SH-SY5Y cells.

Journal: Bioorganic & medicinal chemistry 20080315

Title: Plant polyphenolics as anti-invasive cancer agents.

Journal: Anti-cancer agents in medicinal chemistry 20080201

Title: Validated reversed phase LC method for quantitative analysis of polymethoxyflavones in citrus peel extracts.

Journal: Journal of separation science 20080101

Title: Minerals, phenolic compounds, and antioxidant capacity of citrus peel extract by hot water.

Journal: Journal of food science 20080101

Title: Inhibition of oral carcinogenesis by citrus flavonoids.

Journal: Nutrition and cancer 20080101

Title: Inhibitory effects of various beverages on human recombinant sulfotransferase isoforms SULT1A1 and SULT1A3.

Journal: Biopharmaceutics & drug disposition 20071201

Title: Bioavailable flavonoids: cytochrome P450-mediated metabolism of methoxyflavones.

Journal: Drug metabolism and disposition: the biological fate of chemicals 20071101

Title: Effects of various methoxyflavones on vincristine uptake and multidrug resistance to vincristine in P-gp-overexpressing K562/ADM cells.

Journal: Pharmaceutical research 20071001

Title: Methoxylated flavones, a superior cancer chemopreventive flavonoid subclass?

Journal: Seminars in cancer biology 20071001

Title: Antimicrobial activity of wax and hexane extracts from Citrus spp. peels.

Journal: Memorias do Instituto Oswaldo Cruz 20070901

Title: Tangeretin and nobiletin induce G1 cell cycle arrest but not apoptosis in human breast and colon cancer cells.

Journal: Cancer letters 20070618

Title: Inhibitors of stress-activated protein/mitogen-activated protein kinase pathways.

Journal: Current opinion in pharmacology 20070601

Title: Biotransformation of polymethoxylated flavonoids: access to their 4'-O-demethylated metabolites.

Journal: Journal of natural products 20070601

Title: Isolation and syntheses of polymethoxyflavones and hydroxylated polymethoxyflavones as inhibitors of HL-60 cell lines.

Journal: Bioorganic & medicinal chemistry 20070515

Title: Identification of polymethoxylated flavones from green tangerine peel (Pericarpium Citri Reticulatae Viride) by chromatographic and spectroscopic techniques.

Journal: Journal of pharmaceutical and biomedical analysis 20070509

Title: Characterization of polymethoxylated flavones in Fructus aurantii by liquid chromatography with atmospheric pressure chemical ionization combined with tandem mass spectrometry.

Journal: Journal of pharmaceutical and biomedical analysis 20070411

Title: Quality control and discrimination of pericarpium citri reticulatae and pericarpium citri reticulatae viride based on high-performance liquid chromatographic fingerprints and multivariate statistical analysis.

Journal: Analytica chimica acta 20070411

Title: Polymethoxylated flavones and other phenolic derivates from citrus in their inhibitory effects on P-glycoprotein-mediated transport of talinolol in Caco-2 cells.

Journal: Journal of agricultural and food chemistry 20070404

Title: Correlation between flavonoid content and the NO production inhibitory activity of peel extracts from various citrus fruits.

Journal: Biological & pharmaceutical bulletin 20070401

Title: Chemopreventive effects of orange peel extract (OPE). I: OPE inhibits intestinal tumor growth in ApcMin/+ mice.

Journal: Journal of medicinal food 20070301

Title: Chemopreventive effects of orange peel extract (OPE). II: OPE inhibits atypical hyperplastic lesions in rodent mammary gland.

Journal: Journal of medicinal food 20070301

Title: Efficient and scalable method in isolation of polymethoxyflavones from orange peel extract by supercritical fluid chromatography.

Journal: Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20070201

Title: Tangeretin suppresses IL-1beta-induced cyclooxygenase (COX)-2 expression through inhibition of p38 MAPK, JNK, and AKT activation in human lung carcinoma cells.

Journal: Biochemical pharmacology 20070115

Title: Methoxyflavones protect cells against endoplasmic reticulum stress and neurotoxin.

Journal: American journal of physiology. Cell physiology 20070101

Title: Determination of polymethoxylated flavones in peels of selected Jamaican and Mexican citrus (Citrus spp.) cultivars by high-performance liquid chromatography.

Journal: Biomedical chromatography : BMC 20070101

Title: Suppressive effects of demethylated metabolites of nobiletin on phorbol ester-induced expression of scavenger receptor genes in THP-1 human monocytic cells.

Journal: BioFactors (Oxford, England) 20070101

Title: TCDD-induced CYP1A1 expression, an index of dioxin toxicity, is suppressed by flavonoids permeating the human intestinal Caco-2 cell monolayers.

Journal: Journal of agricultural and food chemistry 20061115

Title: [6]-Gingerol induces cell cycle arrest and cell death of mutant p53-expressing pancreatic cancer cells.

Journal: Yonsei medical journal 20061031

Title: [Chemical constituents from roots of Platycodon grandiflorum].

Journal: Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica 20060901

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: Liquid chromatography/mass spectrometry and liquid chromatography/nuclear magnetic resonance as complementary analytical techniques for unambiguous identification of polymethoxylated flavones in residues from molecular distillation of orange peel oils (Citrus sinensis).

Journal: Journal of agricultural and food chemistry 20060125

Title: [Chemical constituents from roots of Ficus hirta].

Journal: Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica 20060101

Title: Apigenin inhibits pancreatic cancer cell proliferation through G2/M cell cycle arrest.

Journal: Molecular cancer 20060101

Title: Nobiletin and its related flavonoids with CRE-dependent transcription-stimulating and neuritegenic activities.

Journal: Biochemical and biophysical research communications 20051202

Title: Preparative isolation and purification of polymethoxylated flavones from Tangerine peel using high-speed counter-current chromatography.

Journal: Journal of chromatography. A 20051007

Title: Treatment of metastatic melanoma B16F10 by the flavonoids tangeretin, rutin, and diosmin.

Journal: Journal of agricultural and food chemistry 20050824

Title: Citrus juices inhibit the function of human organic anion-transporting polypeptide OATP-B.

Journal: Drug metabolism and disposition: the biological fate of chemicals 20050401

Title: Tangeretin inhibits extracellular-signal-regulated kinase (ERK) phosphorylation.

Journal: FEBS letters 20050314

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

Journal: In vivo (Athens, Greece) 20050101

Title: Metabolite fingerprinting in transgenic Nicotiana tabacum altered by the Escherichia coli glutamate dehydrogenase gene.

Journal: Journal of biomedicine & biotechnology 20050101

Title: Effects of grapefruit juice and orange juice components on P-glycoprotein- and MRP2-mediated drug efflux.

Journal: British journal of pharmacology 20041201

Title: Phytochemical analysis of anti-atherogenic constituents of Xue-Fu-Zhu-Yu-Tang using HPLC-DAD-ESI-MS.

Journal: Chemical & pharmaceutical bulletin 20041101

Title: Steroid activities comparison of natural and food wrap compounds in human breast cancer cell lines.

Journal: Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association 20040601

Title: Hypolipidemic effects and absorption of citrus polymethoxylated flavones in hamsters with diet-induced hypercholesterolemia.

Journal: Journal of agricultural and food chemistry 20040519

Title: Changes in the levels of polymethoxyflavones and flavanones as part of the defense mechanism of Citrus sinensis (cv. Valencia Late) fruits against Phytophthora citrophthora.

Journal: Journal of agricultural and food chemistry 20040407

Title: Modulation of HepG2 cell net apolipoprotein B secretion by the citrus polymethoxyflavone, tangeretin.

Journal: Lipids 20040201

Title: An assessment of udp-glucuronosyltransferase induction using primary human hepatocytes.

Journal: Drug metabolism and disposition: the biological fate of chemicals 20040101

Title: Cytotoxicity and antiproliferative activities of several phenolic compounds against three melanocytes cell lines: relationship between structure and activity.

Journal: Nutrition and cancer 20040101

Title: Effect of extraction method on the concentrations of selected bioactive compounds in mandarin juice.

Journal: Journal of agricultural and food chemistry 20031203

Title: Fungicidal potential of methoxylated flavones from citrus for in vitro control of Colletotrichum gloeosporioides, causal agent of anthracnose disease in tropical fruits.

Journal: Pest management science 20031101

Title: Tricin from a malagasy connaraceous plant with potent antihistaminic activity.

Journal: Journal of natural products 20030901

Title: In vitro metabolism of genistein and tangeretin by human and murine cytochrome P450s.

Journal: Pharmacology & toxicology 20030701

Title: Insect antifeedant activity of flavones and chromones against Spodoptera litura.

Journal: Journal of agricultural and food chemistry 20030115

Title: Estrogenic effects of food wrap packaging xenoestrogens and flavonoids in female Wistar rats: a comparative study.

Journal: Reproductive toxicology (Elmsford, N.Y.) 20030101

Title: Differential modulation of UDP-glucuronosyltransferase 1A1 (UGT1A1)-catalyzed estradiol-3-glucuronidation by the addition of UGT1A1 substrates and other compounds to human liver microsomes.

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

Title: Tangeretin induces cell-cycle G1 arrest through inhibiting cyclin-dependent kinases 2 and 4 activities as well as elevating Cdk inhibitors p21 and p27 in human colorectal carcinoma cells.

Journal: Carcinogenesis 20021001

Title: Increasing resistance against Phytophthora citrophthora in tangelo Nova fruits by modulating polymethoxyflavones levels.

Journal: Journal of agricultural and food chemistry 20020508

Title: Genetic toxicity of a standardized mixture of citrus polymethoxylated flavones.

Journal: Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association 20020501

Title: Effects of several flavonoids on the growth of B16F10 and SK-MEL-1 melanoma cell lines: relationship between structure and activity.

Journal: Melanoma research 20020401

Title: Inhibition of 11beta-hydroxysteroid dehydrogenase in guinea pig kidney by three bioflavonoids and their interactions with gossypol.

Journal: Acta pharmacologica Sinica 20020101

Title: The citrus methoxyflavone tangeretin affects human cell-cell interactions.

Journal: Advances in experimental medicine and biology 20020101

Title: Tissue distribution and neuroprotective effects of citrus flavonoid tangeretin in a rat model of Parkinson's disease.

Journal: Neuroreport 20011204

Title: Immunotoxicity of a standardized citrus polymethoxylated flavone extract.

Journal: Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association 20011101

Title: 8-Prenylnaringenin, the phytoestrogen in hops and beer, upregulates the function of the E-cadherin/catenin complex in human mammary carcinoma cells.

Journal: European journal of cell biology 20010901

Title: Evaluation of the effects of swainsonine, captopril, tangeretin and nobiletin on the biological behaviour of brain tumour cells in vitro.

Journal: Neuropathology and applied neurobiology 20010201

Title: Inhibitory activity of flavonoids and tannins against HIV-1 protease.

Journal: Biological & pharmaceutical bulletin 20000901

Title: Differential effects of dietary flavonoids on drug metabolizing and antioxidant enzymes in female rat.

Journal: Xenobiotica; the fate of foreign compounds in biological systems 19991201

Title: Zhang X, et al. Tangeretin enhances radiosensitivity and inhibits the radiation-induced epithelial-mesenchymal transition of gastric cancer cells. Oncol Rep. 2015 Jul;34(1):302-10.

Title: Xu JJ, et al. Tangeretin from Citrus reticulate Inhibits Respiratory Syncytial Virus Replication and Associated Inflammation in Vivo. J Agric Food Chem. 2015 Nov 4;63(43):9520-7.

Title: Hagenlocher Y, et al. Citrus peel polymethoxyflavones nobiletin and tangeretin suppress LPS- and IgE-mediated activation of human intestinal mast cells. Eur J Nutr. 2016 Mar 28.

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Tags:481-53-8 Molecular Formula|481-53-8 MDL|481-53-8 SMILES|481-53-8 Tangeretin