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478-01-3 | Nobiletin
CAS No: 478-01-3 Catalog No: AG003T9A MDL No:MFCD03273560
Product Description
Catalog Number:
AG003T9A
Chemical Name:
Nobiletin
CAS Number:
478-01-3
Molecular Formula:
C21H22O8
Molecular Weight:
402.3946
MDL Number:
MFCD03273560
IUPAC Name:
2-(3,4-dimethoxyphenyl)-5,6,7,8-tetramethoxychromen-4-one
InChI:
InChI=1S/C21H22O8/c1-23-13-8-7-11(9-15(13)24-2)14-10-12(22)16-17(25-3)19(26-4)21(28-6)20(27-5)18(16)29-14/h7-10H,1-6H3
InChI Key:
MRIAQLRQZPPODS-UHFFFAOYSA-N
SMILES:
COc1cc(ccc1OC)c1cc(=O)c2c(o1)c(OC)c(c(c2OC)OC)OC
UNII:
D65ILJ7WLY
Properties
Complexity:
593
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1
Defined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
0
Exact Mass:
402.131g/mol
Formal Charge:
0
Heavy Atom Count:
29
Hydrogen Bond Acceptor Count:
8
Hydrogen Bond Donor Count:
0
Isotope Atom Count:
0
Molecular Weight:
402.399g/mol
Monoisotopic Mass:
402.131g/mol
Rotatable Bond Count:
7
Topological Polar Surface Area:
81.7A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
3
Literature
| Title | Journal |
|---|---|
| Upregulation of N-methyl-D-aspartate receptor subunits and c-Fos expressing genes in PC12D cells by nobiletin. | Biological & pharmaceutical bulletin 20140101 |
| Characteristics of nobiletin-mediated alteration of gene expression in cultured cell lines. | Biochemical and biophysical research communications 20130215 |
| Protective effects of sweet orange (Citrus sinensis) peel and their bioactive compounds on oxidative stress. | Food chemistry 20121215 |
| Development and validation of a highly sensitive LC-MS/MS-ESI method for the determination of nobiletin in rat plasma: application to a pharmacokinetic study. | Biomedical chromatography : BMC 20121201 |
| Evaluation of Citrus aurantifolia peel and leaves extracts for their chemical composition, antioxidant and anti-cholinesterase activities. | Journal of the science of food and agriculture 20121201 |
| Dietary polyphenols and mechanisms of osteoarthritis. | The Journal of nutritional biochemistry 20121101 |
| Antimetastatic effect of nobiletin through the down-regulation of CXC chemokine receptor type 4 and matrix metallopeptidase-9. | Pharmaceutical biology 20121001 |
| Inhibitory effects of Citrus flavonoids on starch digestion and antihyperglycemic effects in HepG2 cells. | Journal of agricultural and food chemistry 20120926 |
| Bioactivation of the citrus flavonoid nobiletin by CYP1 enzymes in MCF7 breast adenocarcinoma cells. | Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association 20120901 |
| The composition of volatile aroma components, flavanones, and polymethoxylated flavones in Shiikuwasha (Citrus depressa Hayata) peels of different cultivation lines. | Journal of agricultural and food chemistry 20120815 |
| In vitro and in vivo structure and activity relationship analysis of polymethoxylated flavonoids: identifying sinensetin as a novel antiangiogenesis agent. | Molecular nutrition & food research 20120601 |
| The tetramethoxyflavone zapotin selectively activates protein kinase C epsilon, leading to its down-modulation accompanied by Bcl-2, c-Jun and c-Fos decrease. | European journal of pharmacology 20120505 |
| Nobiletin suppresses adipocyte differentiation of 3T3-L1 cells by an insulin and IBMX mixture induction. | Biochimica et biophysica acta 20120401 |
| Synergistic anti-inflammatory effects of nobiletin and sulforaphane in lipopolysaccharide-stimulated RAW 264.7 cells. | Journal of agricultural and food chemistry 20120307 |
| Antiproliferative effects of Dangyuja (Citrus grandis Osbeck) leaves through suppression of constitutive signal transducer and activator of transcription 3 activation in human prostate carcinoma DU145 cells. | Journal of medicinal food 20120201 |
| Phenolic constituents from the heartwood of Artocapus altilis and their tyrosinase inhibitory activity. | Natural product communications 20120201 |
| The oxidative state of chylomicron remnants influences their modulation of human monocyte activation. | International journal of vascular medicine 20120101 |
| 3',4'-didemethylnobiletin induces phase II detoxification gene expression and modulates PI3K/Akt signaling in PC12 cells. | Free radical biology & medicine 20120101 |
| Flavonoids Isolated from Korea Citrus aurantium L. Induce G2/M Phase Arrest and Apoptosis in Human Gastric Cancer AGS Cells. | Evidence-based complementary and alternative medicine : eCAM 20120101 |
| A novel folate-modified self-microemulsifying drug delivery system of curcumin for colon targeting. | International journal of nanomedicine 20120101 |
| Isolation and characterization of activators of ERK/MAPK from citrus plants. | International journal of molecular sciences 20120101 |
| Citrus aurantium flavonoids inhibit adipogenesis through the Akt signaling pathway in 3T3-L1 cells. | BMC complementary and alternative medicine 20120101 |
| Development of an inflammation-associated colorectal cancer model and its application for research on carcinogenesis and chemoprevention. | International journal of inflammation 20120101 |
| Natural products for cancer-targeted therapy: citrus flavonoids as potent chemopreventive agents. | Asian Pacific journal of cancer prevention : APJCP 20120101 |
| Secondary Metabolites from Plants Inhibiting ABC Transporters and Reversing Resistance of Cancer Cells and Microbes to Cytotoxic and Antimicrobial Agents. | Frontiers in microbiology 20120101 |
| Protection from Metabolic Dysregulation, Obesity, and Atherosclerosis by Citrus Flavonoids: Activation of Hepatic PGC1α-Mediated Fatty Acid Oxidation. | PPAR research 20120101 |
| Dietary polyphenols as modulators of brain functions: biological actions and molecular mechanisms underpinning their beneficial effects. | Oxidative medicine and cellular longevity 20120101 |
| Polymethoxy flavonoids, nobiletin and tangeretin, prevent lipopolysaccharide-induced inflammatory bone loss in an experimental model for periodontitis. | Journal of pharmacological sciences 20120101 |
| Inhibition of nitric oxide production and inducible nitric oxide synthase expression by a polymethoxyflavone from young fruits of Citrus unshiu in rat primary astrocytes. | Bioscience, biotechnology, and biochemistry 20120101 |
| Nobiletin suppresses adipogenesis by regulating the expression of adipogenic transcription factors and the activation of AMP-activated protein kinase (AMPK). | Journal of agricultural and food chemistry 20111228 |
| Permeability determination and pharmacokinetic study of nobiletin in rat plasma and brain by validated high-performance liquid chromatography method. | Fitoterapia 20111201 |
| B-Ring-modified and/or 5-demethylated nobiletin congeners: inhibitory activity against pro-MMP-9 production. | Bioorganic & medicinal chemistry 20111201 |
| [Identification of metabolites of nobiletin in rats using ultra-performance liquid chromatography coupled with triple-quadrupole mass spectrometry]. | Yao xue xue bao = Acta pharmaceutica Sinica 20111201 |
| In vitro metabolism of nobiletin, a polymethoxy-flavonoid, by human liver microsomes and cytochrome P450. | Xenobiotica; the fate of foreign compounds in biological systems 20111101 |
| Nobiletin, a polymethoxylated flavonoid from citrus, shows anti-angiogenic activity in a zebrafish in vivo model and HUVEC in vitro model. | Journal of cellular biochemistry 20111101 |
| Quality control of Citri reticulatae pericarpium: exploratory analysis and discrimination. | Analytica chimica acta 20111031 |
| Development of high-energy amorphous solid dispersion of nanosized nobiletin, a citrus polymethoxylated flavone, with improved oral bioavailability. | Journal of pharmaceutical sciences 20110901 |
| Nobiletin metabolites: synthesis and inhibitory activity against matrix metalloproteinase-9 production. | Bioorganic & medicinal chemistry letters 20110801 |
| High-performance liquid chromatography with photodiode array detection for determination of nobiletin content in the brain and serum of mice administrated the natural compound. | Analytical and bioanalytical chemistry 20110701 |
| Molecular structures of citrus flavonoids determine their effects on lipid metabolism in HepG2 cells by primarily suppressing apoB secretion. | Journal of agricultural and food chemistry 20110511 |
| Citrus flavonoid 5-demethylnobiletin suppresses scavenger receptor expression in THP-1 cells and alters lipid homeostasis in HepG2 liver cells. | Molecular nutrition & food research 20110501 |
| Nobiletin attenuates VLDL overproduction, dyslipidemia, and atherosclerosis in mice with diet-induced insulin resistance. | Diabetes 20110501 |
| Structural requirements of flavonoids for the adipogenesis of 3T3-L1 cells. | Bioorganic & medicinal chemistry 20110501 |
| Regulation of adipocytokine secretion and adipocyte hypertrophy by polymethoxyflavonoids, nobiletin and tangeretin. | Life sciences 20110328 |
| Structure-activity relationships of flavonoids as inhibitors of breast cancer resistance protein (BCRP). | Bioorganic & medicinal chemistry 20110315 |
| PET imaging of nobiletin based on a practical total synthesis. | Chemical communications (Cambridge, England) 20110314 |
| Suppression of hepatitis B virus x protein-mediated tumorigenic effects by ursolic Acid. | Journal of agricultural and food chemistry 20110309 |
| Pharmacokinetic study of nobiletin and tangeretin in rat serum by high-performance liquid chromatography-electrospray ionization-mass spectrometry. | Journal of agricultural and food chemistry 20110112 |
| Involvement of monoaminergic systems in the antidepressant-like effect of nobiletin. | Physiology & behavior 20110110 |
| Nordihydroguaiaretic Acid from Creosote Bush (Larrea tridentata) Mitigates 12-O-Tetradecanoylphorbol-13-Acetate-Induced Inflammatory and Oxidative Stress Responses of Tumor Promotion Cascade in Mouse Skin. | Evidence-based complementary and alternative medicine : eCAM 20110101 |
| Insulin-Mimetic Action of Rhoifolin and Cosmosiin Isolated from Citrus grandis (L.) Osbeck Leaves: Enhanced Adiponectin Secretion and Insulin Receptor Phosphorylation in 3T3-L1 Cells. | Evidence-based complementary and alternative medicine : eCAM 20110101 |
| Suppressive Effect on Lipopolysaccharide-Induced Proinflammatory Mediators by Citrus aurantium L. in Macrophage RAW 264.7 Cells via NF-κB Signal Pathway. | Evidence-based complementary and alternative medicine : eCAM 20110101 |
| Nobiletin, a citrus flavonoid, suppresses invasion and migration involving FAK/PI3K/Akt and small GTPase signals in human gastric adenocarcinoma AGS cells. | Molecular and cellular biochemistry 20110101 |
| Nutraceuticals: do they represent a new era in the management of osteoarthritis? - a narrative review from the lessons taken with five products. | Osteoarthritis and cartilage 20110101 |
| Nobiletin, a polymethoxy flavonoid, suppresses bone resorption by inhibiting NFκB-dependent prostaglandin E synthesis in osteoblasts and prevents bone loss due to estrogen deficiency. | Journal of pharmacological sciences 20110101 |
| Effects of nobiletin on PhIP-induced prostate and colon carcinogenesis in F344 rats. | Nutrition and cancer 20110101 |
| The biochemical and cellular basis for nutraceutical strategies to attenuate neurodegeneration in Parkinson's disease. | International journal of molecular sciences 20110101 |
| Citrus flavonoids repress the mRNA for stearoyl-CoA desaturase, a key enzyme in lipid synthesis and obesity control, in rat primary hepatocytes. | Lipids in health and disease 20110101 |
| Dietary zerumbone prevents mouse cornea from UVB-induced photokeratitis through inhibition of NF-κB, iNOS, and TNF-α expression and reduction of MDA accumulation. | Molecular vision 20110101 |
| Honeybee royal jelly and nobiletin stimulate CRE-mediated transcription in ERK-independent and -dependent fashions, respectively, in PC12D cells. | Journal of pharmacological sciences 20110101 |
| Novel PI3K/Akt inhibitors screened by the cytoprotective function of human immunodeficiency virus type 1 Tat. | PloS one 20110101 |
| Increased nitric oxide availability attenuates high fat diet metabolic alterations and gene expression associated with insulin resistance. | Cardiovascular diabetology 20110101 |
| Evaluation of the anti-inflammatory activity of Aegle marmelos (Bilwa) root. | Indian journal of pharmacology 20110101 |
| Effect of sulindac sulfide on metallohydrolases in the human colon cancer cell line HT-29. | PloS one 20110101 |
| Extract from peel of Citrus natsudaidai alleviates experimental chronic allergic dermatitis in mice. | Pharmacognosy research 20110101 |
| A potent inhibitor of SIK2, 3, 3', 7-trihydroxy-4'-methoxyflavon (4'-O-methylfisetin), promotes melanogenesis in B16F10 melanoma cells. | PloS one 20110101 |
| Flavonoids: A versatile source of anticancer drugs. | Pharmacognosy reviews 20110101 |
| 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. | PloS one 20110101 |
| Effects of selected food phytochemicals in reducing the toxic actions of TCDD and p,p'-DDT in U937 macrophages. | Archives of toxicology 20101201 |
| Nobiletin, a citrus polymethoxyflavonoid, suppresses multiple angiogenesis-related endothelial cell functions and angiogenesis in vivo. | Cancer science 20101101 |
| Protective effects of the citrus flavanones to PC12 cells against cytotoxicity induced by hydrogen peroxide. | Neuroscience letters 20101022 |
| Isolation and identification of polymethoxyflavones from the hybrid Citrus, hallabong. | Journal of agricultural and food chemistry 20100908 |
| Study of nobiletin binding to bovine serum albumin by capillary electrophoresis-frontal analysis and circular dichroism. | Biomedical chromatography : BMC 20100901 |
| Simultaneous determination of flavonoids in different parts of Citrus reticulata 'Chachi' fruit by high performance liquid chromatography-photodiode array detection. | Molecules (Basel, Switzerland) 20100805 |
| Dual effects of nobiletin, a citrus polymethoxy flavone, on catecholamine secretion in cultured bovine adrenal medullary cells. | Journal of neurochemistry 20100801 |
| Nobiletin improves hyperglycemia and insulin resistance in obese diabetic ob/ob mice. | Biochemical pharmacology 20100601 |
| Apigenin and naringenin suppress colon carcinogenesis through the aberrant crypt stage in azoxymethane-treated rats. | Experimental biology and medicine (Maywood, N.J.) 20100601 |
| Prevention of UV-induced skin damages by 11,14,17-eicosatrienoic acid in hairless mice in vivo. | Journal of Korean medical science 20100601 |
| Overcoming multidrug resistance in human cancer cells by natural compounds. | Toxins 20100601 |
| Polymethoxylated flavones, flavanone glycosides, carotenoids, and antioxidants in different cultivation types of tangerines ( Citrus reticulata Blanco cv. Sainampueng) from Northern Thailand. | Journal of agricultural and food chemistry 20100526 |
| [Preventive action of nobiletin, a constituent of AURANTII NOBILIS PERICARPIUM with anti-dementia activity, against amyloid-beta peptide-induced neurotoxicity expression and memory impairment]. | Yakugaku zasshi : Journal of the Pharmaceutical Society of Japan 20100401 |
| [Isolation and purification of flavones from Murraya exotica L. by high-speed counter-current chromatography]. | Se pu = Chinese journal of chromatography 20100401 |
| Effects of naturally occurring polymethyoxyflavonoids on cell growth, p-glycoprotein function, cell cycle, and apoptosis of daunorubicin-resistant T lymphoblastoid leukemia cells. | Cancer investigation 20100301 |
| Flavonoids from the stems of Croton caudatus Geisel. var. tomentosus Hook. | Molecules (Basel, Switzerland) 20100226 |
| Nobiletin metabolite, 3',4'-dihydroxy-5,6,7,8-tetramethoxyflavone, inhibits LDL oxidation and down-regulates scavenger receptor expression and activity in THP-1 cells. | Biochimica et biophysica acta 20100201 |
| [Study on the contents of flavonoids in Citrus reticulata 'Chachi' from various habitats and different collecting periods]. | Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials 20100201 |
| Dietary flavonoids suppress azoxymethane-induced colonic preneoplastic lesions in male C57BL/KsJ-db/db mice. | Chemico-biological interactions 20100127 |
| Anti-inflammatory effects of licorice and roasted licorice extracts on TPA-induced acute inflammation and collagen-induced arthritis in mice. | Journal of biomedicine & biotechnology 20100101 |
| Hepatoprotective effects of flavonoids from shekwasha (Citrus depressa) against D-galactosamine-induced liver injury in rats. | Journal of nutritional science and vitaminology 20100101 |
| Use of silkworms for identification of drug candidates having appropriate pharmacokinetics from plant sources. | BMC pharmacology 20100101 |
| Induction of apoptosis in human cervical carcinoma HeLa cells by polymethoxylated flavone-rich Citrus grandis Osbeck (Dangyuja) leaf extract. | Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association 20100101 |
| Clinical physiology and mechanism of dizocilpine (MK-801): electron transfer, radicals, redox metabolites and bioactivity. | Oxidative medicine and cellular longevity 20100101 |
| Evaluation of the effect of lime fruit juice on the anticoagulant effect of warfarin. | Journal of young pharmacists : JYP 20100101 |
| Anti-neuroinflammatory activity of nobiletin on suppression of microglial activation. | Biological & pharmaceutical bulletin 20100101 |
| Methylation of dietary flavones increases their metabolic stability and chemopreventive effects. | International journal of molecular sciences 20091101 |
| Nobiletin improves brain ischemia-induced learning and memory deficits through stimulation of CaMKII and CREB phosphorylation. | Brain research 20091027 |
| Modified Wendan Decoction can Attenuate Neurotoxic Action Associated with Alzheimer's Disease. | Evidence-based complementary and alternative medicine : eCAM 20090901 |
| Fingerprinting alterations of secondary metabolites of tangerine peels during growth by HPLC-DAD and chemometric methods. | Analytica chimica acta 20090901 |
| 4'-Demethylnobiletin, a bioactive metabolite of nobiletin enhancing PKA/ERK/CREB signaling, rescues learning impairment associated with NMDA receptor antagonism via stimulation of the ERK cascade. | Biochemistry 20090818 |
| Simultaneous determination of five bioactive flavonoids in pericarpium Citri reticulatae from china by high-performance liquid chromatography with dual wavelength detection. | Journal of agricultural and food chemistry 20090812 |
| Nobiletin, a dietary phytochemical, inhibits vascular smooth muscle cells proliferation via calcium-mediated c-Jun N-terminal kinases pathway. | European journal of pharmacology 20090801 |
| An updated review of tyrosinase inhibitors. | International journal of molecular sciences 20090601 |
| [Effect of nobiletin on K562 cells xenograft in nude mice]. | Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica 20090601 |
| [Inhibition effect and its mechanism of nobiletin on proliferation of lung cancer cells]. | Sichuan da xue xue bao. Yi xue ban = Journal of Sichuan University. Medical science edition 20090501 |
| Identification of nobiletin, a polymethoxyflavonoid, as an enhancer of adiponectin secretion. | Bioorganic & medicinal chemistry letters 20090401 |
| Monodemethylated polymethoxyflavones from sweet orange (Citrus sinensis) peel inhibit growth of human lung cancer cells by apoptosis. | Molecular nutrition & food research 20090301 |
| [Preparation of self-assemble nobiletin proliposomes and its pharmacokinetics in rats]. | Yao xue xue bao = Acta pharmaceutica Sinica 20090201 |
| Identification and physiological evaluation of the components from citrus fruits as potential drugs for anti-corpulence and anticancer. | Bioorganic & medicinal chemistry 20090101 |
| Effect of natsudaidain isolated from Citrus plants on TNF-alpha and cyclooxygenase-2 expression in RBL-2H3 cells. | The Journal of pharmacy and pharmacology 20090101 |
| Characterization of SV-40 Tag rats as a model to study prostate cancer. | BMC cancer 20090101 |
| Arachidonic acid increases matrix metalloproteinase 9 secretion and expression in human monocytic MonoMac 6 cells. | Lipids in health and disease 20090101 |
| Colorectal carcinogenesis: Review of human and experimental animal studies. | Journal of carcinogenesis 20090101 |
| Chemoprevention with phytochemicals targeting inducible nitric oxide synthase. | Forum of nutrition 20090101 |
| Citrus auraptene suppresses cyclin D1 and significantly delays N-methyl nitrosourea induced mammary carcinogenesis in female Sprague-Dawley rats. | BMC cancer 20090101 |
| Pinellia ternata, Citrus reticulata, and their combinational prescription inhibit eosinophil infiltration and airway hyperresponsiveness by suppressing CCR3+ and Th2 cytokines production in the ovalbumin-induced asthma model. | Mediators of inflammation 20090101 |
| Chinese medicines as a resource for liver fibrosis treatment. | Chinese medicine 20090101 |
| Immunomodulatory responses of peripheral blood mononuclear cells from multiple sclerosis patients upon in vitro incubation with the flavonoid luteolin: additive effects of IFN-beta. | Journal of neuroinflammation 20090101 |
| Alleviation and prevention of severe allergic rhinitis and conjunctivitis following long-term lemon juice use: a case report. | Cases journal 20090101 |
| Effects of chemopreventive citrus phytochemicals on human P-glycoprotein and multidrug resistance protein 1. | European journal of pharmacology 20081214 |
| Anti-inflammatory and antitumor promotional effects of a novel urinary metabolite, 3',4'-didemethylnobiletin, derived from nobiletin. | Carcinogenesis 20081201 |
| Investigation of heat treating conditions for enhancing the anti-inflammatory activity of citrus fruit (Citrus reticulata) peels. | Journal of agricultural and food chemistry 20080910 |
| Nobiletin, a citrus flavonoid, improves memory impairment and Abeta pathology in a transgenic mouse model of Alzheimer's disease. | The Journal of pharmacology and experimental therapeutics 20080901 |
| [Pharmacological action of nobiletin, a component of AURANTII NOBILIS PERICARPIUM with anti-dementia activity, and its application for development of functional foods]. | Nihon yakurigaku zasshi. Folia pharmacologica Japonica 20080901 |
| Suppressive Effects of Selected Food Phytochemicals on CD74 Expression in NCI-N87 Gastric Carcinoma Cells. | Journal of clinical biochemistry and nutrition 20080901 |
| [Effect of nobiletin on tubulin polymerization in vitro]. | Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica 20080901 |
| Nobiletin, a citrus polymethoxy flavonoid, suppresses gene expression and production of aggrecanases-1 and -2 in collagen-induced arthritic mice. | Biochemical and biophysical research communications 20080822 |
| Apoptotic effect of citrus fruit extract nobiletin on lung cancer cell line A549 in vitro and in vivo. | Cancer biology & therapy 20080601 |
| Suppressive effects of nobiletin on hyperleptinemia and colitis-related colon carcinogenesis in male ICR mice. | Carcinogenesis 20080501 |
| Sp1 is an essential transcription factor for LPS-induced tissue factor expression in THP-1 monocytic cells, and nobiletin represses the expression through inhibition of NF-kappaB, AP-1, and Sp1 activation. | Biochemical pharmacology 20080401 |
| Distribution of nobiletin chitosan-based microemulsions in brain following i.v. injection in mice. | International journal of pharmaceutics 20080320 |
| Interactive effects of polymethoxy flavones from Citrus on cell growth inhibition in human neuroblastoma SH-SY5Y cells. | Bioorganic & medicinal chemistry 20080315 |
| LPS-induced IL-6, IL-8, VCAM-1, and ICAM-1 expression in human lymphatic endothelium. | The journal of histochemistry and cytochemistry : official journal of the Histochemistry Society 20080201 |
| A citrus polymethoxyflavonoid, nobiletin, is a novel MEK inhibitor that exhibits antitumor metastasis in human fibrosarcoma HT-1080 cells. | Biochemical and biophysical research communications 20080201 |
| Nobiletin, a citrus flavonoid with neurotrophic action, augments protein kinase A-mediated phosphorylation of the AMPA receptor subunit, GluR1, and the postsynaptic receptor response to glutamate in murine hippocampus. | European journal of pharmacology 20080114 |
| Validated reversed phase LC method for quantitative analysis of polymethoxyflavones in citrus peel extracts. | Journal of separation science 20080101 |
| Minerals, phenolic compounds, and antioxidant capacity of citrus peel extract by hot water. | Journal of food science 20080101 |
| Inhibition of oral carcinogenesis by citrus flavonoids. | Nutrition and cancer 20080101 |
| Anti-inflammatory effects of Radix Gentianae Macrophyllae (Qinjiao), Rhizoma Coptidis (Huanglian) and Citri Unshiu Pericarpium (Wenzhou migan) in animal models. | Chinese medicine 20080101 |
| Preparation of nobiletin in self-microemulsifying systems and its intestinal permeability in rats. | Journal of pharmacy & pharmaceutical sciences : a publication of the Canadian Society for Pharmaceutical Sciences, Societe canadienne des sciences pharmaceutiques 20080101 |
| Inflammaging as a prodrome to Alzheimer's disease. | Journal of neuroinflammation 20080101 |
| A citrus polymethoxy flavonoid, nobiletin inhibits sebum production and sebocyte proliferation, and augments sebum excretion in hamsters. | The Journal of investigative dermatology 20071201 |
| Inhibitory effects of various beverages on human recombinant sulfotransferase isoforms SULT1A1 and SULT1A3. | Biopharmaceutics & drug disposition 20071201 |
| Comparative study on nobiletin metabolism with liver microsomes from rats, Guinea pigs and hamsters and rat cytochrome p450. | Biological & pharmaceutical bulletin 20071201 |
| Effects of various methoxyflavones on vincristine uptake and multidrug resistance to vincristine in P-gp-overexpressing K562/ADM cells. | Pharmaceutical research 20071001 |
| Methoxylated flavones, a superior cancer chemopreventive flavonoid subclass? | Seminars in cancer biology 20071001 |
| Comparison of two sample preconcentration strategies for the sensitivity enhancement of flavonoids found in Chinese herbal medicine in micellar electrokinetic chromatography with UV detection. | Journal of chromatography. A 20070928 |
| Anti-inflammatory property of the urinary metabolites of nobiletin in mouse. | Bioorganic & medicinal chemistry letters 20070915 |
| Nobiletin, a citrus flavonoid that improves memory impairment, rescues bulbectomy-induced cholinergic neurodegeneration in mice. | Journal of pharmacological sciences 20070901 |
| Antimicrobial activity of wax and hexane extracts from Citrus spp. peels. | Memorias do Instituto Oswaldo Cruz 20070901 |
| Nobiletin from citrus fruit peel inhibits the DNA-binding activity of NF-kappaB and ROS production in LPS-activated RAW 264.7 cells. | Journal of ethnopharmacology 20070815 |
| Effects of TNF-alpha on leukocyte adhesion molecule expressions in cultured human lymphatic endothelium. | The journal of histochemistry and cytochemistry : official journal of the Histochemistry Society 20070701 |
| Involvement of extracellular signal-regulated kinase in nobiletin-induced melanogenesis in murine B16/F10 melanoma cells. | Bioscience, biotechnology, and biochemistry 20070701 |
| Tangeretin and nobiletin induce G1 cell cycle arrest but not apoptosis in human breast and colon cancer cells. | Cancer letters 20070618 |
| Nobiletin enhances differentiation and lipolysis of 3T3-L1 adipocytes. | Biochemical and biophysical research communications 20070601 |
| [Characteristics of nobiletin-loaded nanoemulsion and its in vivo distribution in mice]. | Yao xue xue bao = Acta pharmaceutica Sinica 20070601 |
| Isolation and syntheses of polymethoxyflavones and hydroxylated polymethoxyflavones as inhibitors of HL-60 cell lines. | Bioorganic & medicinal chemistry 20070515 |
| Identification of polymethoxylated flavones from green tangerine peel (Pericarpium Citri Reticulatae Viride) by chromatographic and spectroscopic techniques. | Journal of pharmaceutical and biomedical analysis 20070509 |
| Nobiletin, a citrus flavonoid, reverses learning impairment associated with N-methyl-D-aspartate receptor antagonism by activation of extracellular signal-regulated kinase signaling. | The Journal of pharmacology and experimental therapeutics 20070501 |
| Quality control and discrimination of pericarpium citri reticulatae and pericarpium citri reticulatae viride based on high-performance liquid chromatographic fingerprints and multivariate statistical analysis. | Analytica chimica acta 20070411 |
| Polymethoxylated flavones and other phenolic derivates from citrus in their inhibitory effects on P-glycoprotein-mediated transport of talinolol in Caco-2 cells. | Journal of agricultural and food chemistry 20070404 |
| Protective effects of citrus nobiletin and auraptene in transgenic rats developing adenocarcinoma of the prostate (TRAP) and human prostate carcinoma cells. | Cancer science 20070401 |
| Correlation between flavonoid content and the NO production inhibitory activity of peel extracts from various citrus fruits. | Biological & pharmaceutical bulletin 20070401 |
| Chemopreventive effects of orange peel extract (OPE). I: OPE inhibits intestinal tumor growth in ApcMin/+ mice. | Journal of medicinal food 20070301 |
| Chemopreventive effects of orange peel extract (OPE). II: OPE inhibits atypical hyperplastic lesions in rodent mammary gland. | Journal of medicinal food 20070301 |
| Simultaneous analysis of eight bioactive compounds in Danning tablet by HPLC-ESI-MS and HPLC-UV. | Journal of pharmaceutical and biomedical analysis 20070219 |
| Efficient and scalable method in isolation of polymethoxyflavones from orange peel extract by supercritical fluid chromatography. | Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20070201 |
| Tyrosinase inhibitory effects and inhibition mechanisms of nobiletin and hesperidin from citrus peel crude extracts. | Journal of enzyme inhibition and medicinal chemistry 20070201 |
| Tyrosinase inhibitory effects and inhibition mechanisms of nobiletin and hesperidin from citrus peel crude extracts. | Journal of enzyme inhibition and medicinal chemistry 20070201 |
| Tangeretin suppresses IL-1beta-induced cyclooxygenase (COX)-2 expression through inhibition of p38 MAPK, JNK, and AKT activation in human lung carcinoma cells. | Biochemical pharmacology 20070115 |
| Determination of polymethoxylated flavones in peels of selected Jamaican and Mexican citrus (Citrus spp.) cultivars by high-performance liquid chromatography. | Biomedical chromatography : BMC 20070101 |
| Citrus nobiletin suppresses bone loss in ovariectomized ddY mice and collagen-induced arthritis in DBA/1J mice: possible involvement of receptor activator of NF-kappaB ligand (RANKL)-induced osteoclastogenesis regulation. | BioFactors (Oxford, England) 20070101 |
| Suppressive effects of demethylated metabolites of nobiletin on phorbol ester-induced expression of scavenger receptor genes in THP-1 human monocytic cells. | BioFactors (Oxford, England) 20070101 |
| Comparison of supercritical fluid chromatography and liquid chromatography for the separation of urinary metabolites of nobiletin with chiral and non-chiral stationary phases. | Biomedical chromatography : BMC 20061101 |
| Insulin-sensitizing and anti-proliferative effects of Argania spinosa seed extracts. | Evidence-based complementary and alternative medicine : eCAM 20060901 |
| [Antitumor effects of nobiletin on Heps and its mechanism]. | Yao xue xue bao = Acta pharmaceutica Sinica 20060801 |
| Nobiletin restoring beta-amyloid-impaired CREB phosphorylation rescues memory deterioration in Alzheimer's disease model rats. | Neuroscience letters 20060612 |
| Citrus flavonoids in fruit and traditional Chinese medicinal food ingredients in China. | Plant foods for human nutrition (Dordrecht, Netherlands) 20060601 |
| Nobiletin, a citrus flavonoid, suppresses phorbol ester-induced expression of multiple scavenger receptor genes in THP-1 human monocytic cells. | FEBS letters 20060529 |
| Antagonistic effects of nobiletin, a polymethoxyflavonoid, on eosinophilic airway inflammation of asthmatic rats and relevant mechanisms. | Life sciences 20060501 |
| Microsphere-based protease assays and screening application for lethal factor and factor Xa. | Cytometry. Part A : the journal of the International Society for Analytical Cytology 20060501 |
| Cancer-preventive anti-oxidants that attenuate free radical generation by inflammatory cells. | Biological chemistry 20060401 |
| Evaluation of the anti-allergic activity of Citrus unshiu using rat basophilic leukemia RBL-2H3 cells as well as basophils of patients with seasonal allergic rhinitis to pollen. | International journal of molecular medicine 20060301 |
| Identification of nobiletin metabolites in mouse urine. | Molecular nutrition & food research 20060301 |
| 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 of agricultural and food chemistry 20060125 |
| Nobiletin: efficient and large quantity isolation from orange peel extract. | Biomedical chromatography : BMC 20060101 |
| Nobiletin and its related flavonoids with CRE-dependent transcription-stimulating and neuritegenic activities. | Biochemical and biophysical research communications 20051202 |
| Mechanism of neurotrophic action of nobiletin in PC12D cells. | Biochemistry 20051025 |
| Preparative isolation and purification of polymethoxylated flavones from Tangerine peel using high-speed counter-current chromatography. | Journal of chromatography. A 20051007 |
| Citrus juices inhibit the function of human organic anion-transporting polypeptide OATP-B. | Drug metabolism and disposition: the biological fate of chemicals 20050401 |
| Effect of flavones on rat brain and lung matrix metalloproteinase activity measured by film in-situ zymography. | The Journal of pharmacy and pharmacology 20050401 |
| [Chemical study of citrus plants in the search for cancer chemopreventive agents]. | Yakugaku zasshi : Journal of the Pharmaceutical Society of Japan 20050301 |
| Nobiletin, a citrus flavonoid, down-regulates matrix metalloproteinase-7 (matrilysin) expression in HT-29 human colorectal cancer cells. | Bioscience, biotechnology, and biochemistry 20050201 |
| Nobiletin, a citrus flavonoid isolated from tangerines, selectively inhibits class A scavenger receptor-mediated metabolism of acetylated LDL by mouse macrophages. | Atherosclerosis 20050101 |
| Anti-hepatitis C virus effect of citrus unshiu peel and its active ingredient nobiletin. | The American journal of Chinese medicine 20050101 |
| Metabolite fingerprinting in transgenic Nicotiana tabacum altered by the Escherichia coli glutamate dehydrogenase gene. | Journal of biomedicine & biotechnology 20050101 |
| Effects of grapefruit juice and orange juice components on P-glycoprotein- and MRP2-mediated drug efflux. | British journal of pharmacology 20041201 |
| Inhibition of cell proliferation by nobiletin, a dietary phytochemical, associated with apoptosis and characteristic gene expression, but lack of effect on early rat hepatocarcinogenesis in vivo. | Cancer science 20041201 |
| Biotransformation of nobiletin by Aspergillus niger and the antimutagenic activity of a metabolite, 4'-hydroxy-5,6,7,8,3'-pentamethoxyflavone. | Journal of natural products 20041101 |
| Prevention of UVB-induced photoinflammation and photoaging by a polymethoxy flavonoid, nobiletin, in human keratinocytes in vivo and in vitro. | Biochemical pharmacology 20040801 |
| Effect of flavonoids and vitamin E on cyclooxygenase-2 (COX-2) transcription. | Mutation research 20040713 |
| Activation of protein kinase C betaII/epsilon-c-Jun NH2-terminal kinase pathway and inhibition of mitogen-activated protein/extracellular signal-regulated kinase 1/2 phosphorylation in antitumor invasive activity induced by the polymethoxy flavonoid, nobiletin. | Molecular cancer therapeutics 20040701 |
| Anti-tumour effects of nobiletin, a citrus flavonoid, on gastric cancer include: antiproliferative effects, induction of apoptosis and cell cycle deregulation. | Alimentary pharmacology & therapeutics 20040701 |
| 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 of agricultural and food chemistry 20040407 |
| ZD6126 inhibits orthotopic growth and peritoneal carcinomatosis in a mouse model of human gastric cancer. | British journal of cancer 20040209 |
| Rapid analysis of gene expression changes caused by liver carcinogens and chemopreventive agents using a newly developed three-dimensional microarray system. | Cancer science 20040201 |
| Cancer prevention by antioxidants. | BioFactors (Oxford, England) 20040101 |
| Citrus nobiletin inhibits azoxymethane-induced large bowel carcinogenesis in rats. | BioFactors (Oxford, England) 20040101 |
| Effect of extraction method on the concentrations of selected bioactive compounds in mandarin juice. | Journal of agricultural and food chemistry 20031203 |
| Urinary metabolites of nobiletin orally administered to rats. | Chemical & pharmaceutical bulletin 20031201 |
| Fungicidal potential of methoxylated flavones from citrus for in vitro control of Colletotrichum gloeosporioides, causal agent of anthracnose disease in tropical fruits. | Pest management science 20031101 |
| Novel anti-inflammatory actions of nobiletin, a citrus polymethoxy flavonoid, on human synovial fibroblasts and mouse macrophages. | Biochemical pharmacology 20030615 |
| Effects of selected food factors with chemopreventive properties on combined lipopolysaccharide- and interferon-gamma-induced IkappaB degradation in RAW264.7 macrophages. | Cancer letters 20030530 |
| Insect antifeedant activity of flavones and chromones against Spodoptera litura. | Journal of agricultural and food chemistry 20030115 |
| Further investigation of the modifying effect of various chemopreventive agents on apoptosis and cell proliferation in human colon cancer cells. | Journal of cancer research and clinical oncology 20021001 |
| Nobiletin as a tyrosinase inhibitor from the peel of Citrus fruit. | Biological & pharmaceutical bulletin 20020601 |
| Increasing resistance against Phytophthora citrophthora in tangelo Nova fruits by modulating polymethoxyflavones levels. | Journal of agricultural and food chemistry 20020508 |
| Genetic toxicity of a standardized mixture of citrus polymethoxylated flavones. | Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association 20020501 |
| Inhibition of activator protein-1 binding activity and phosphatidylinositol 3-kinase pathway by nobiletin, a polymethoxy flavonoid, results in augmentation of tissue inhibitor of metalloproteinases-1 production and suppression of production of matrix metalloproteinases-1 and -9 in human fibrosarcoma HT-1080 cells. | Cancer research 20020215 |
| Wogonin and fisetin induce apoptosis in human promyeloleukemic cells, accompanied by a decrease of reactive oxygen species, and activation of caspase 3 and Ca(2+)-dependent endonuclease. | Biochemical pharmacology 20020115 |
| Characteristic rat tissue accumulation of nobiletin, a chemopreventive polymethoxyflavonoid, in comparison with luteolin. | BioFactors (Oxford, England) 20020101 |
| Quantitative distinctions of active site molecular recognition by P-glycoprotein and cytochrome P450 3A4. | Chemical research in toxicology 20011201 |
| The citrus flavonoid, nobiletin, inhibits peritoneal dissemination of human gastric carcinoma in SCID mice. | Japanese journal of cancer research : Gann 20011201 |
| Immunotoxicity of a standardized citrus polymethoxylated flavone extract. | Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association 20011101 |
| Dietary administration of citrus nobiletin inhibits azoxymethane-induced colonic aberrant crypt foci in rats. | Life sciences 20010713 |
| Cancer chemopreventive activity of 3,5,6,7,8,3',4'-heptamethoxyflavone from the peel of citrus plants. | Cancer letters 20010210 |
| Evaluation of the effects of swainsonine, captopril, tangeretin and nobiletin on the biological behaviour of brain tumour cells in vitro. | Neuropathology and applied neurobiology 20010201 |
| In vitro absorption and metabolism of nobiletin, a chemopreventive polymethoxyflavonoid in citrus fruits. | Bioscience, biotechnology, and biochemistry 20010101 |
| Inhibition of HIV-1 integrase by flavones, caffeic acid phenethyl ester (CAPE) and related compounds. | Biochemical pharmacology 19940803 |
| Inhibition of reverse transcriptases by flavonoids. | Antiviral research 19890901 |
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