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nobiletin
hexamethoxyflavone

Supplier Sponsors

Name:2-(3,4-dimethoxyphenyl)-5,6,7,8-tetramethoxychromen-4-one
CAS Number: 478-01-3Picture of molecule3D/inchi
FDA UNII: D65ILJ7WLY
Nikkaji Web:J12.548B
MDL:MFCD03273560
XlogP3-AA:3.00 (est)
Molecular Weight:402.39994000
Formula:C21 H22 O8
BioActivity Summary:listing
NMR Predictor:Predict (works with chrome, Edge or firefox)
Category:natural substances and extractives
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Google Scholar:Search
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Google Patents:Search
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PubMed:Search
NCBI:Search
 
Physical Properties:
Assay: 95.00 to 100.00
Food Chemicals Codex Listed: No
Soluble in:
 alcohol
 water, 13.39 mg/L @ 25 °C (est)
Insoluble in:
 water
 
Organoleptic Properties:
Odor and/or flavor descriptions from others (if found).
 
Cosmetic Information:
None found
 
Suppliers:
Alfa Biotechnology
For experimental / research use only.
Nobiletin 98%
BOC Sciences
For experimental / research use only.
Nobiletin >98%
Odor: characteristic
Use: Nobiletin, a citrus flavonoid isolated from citrus peels like in tangerine, which has anti-inflammatory and anti-tumor activities.
ExtraSynthese
For experimental / research use only.
Nobiletin (HPLC) ≥99%
Glentham Life Sciences
Nobiletin, 98%
Santa Cruz Biotechnology
For experimental / research use only.
Nobiletin ≥98%
Sigma-Aldrich: Sigma
For experimental / research use only.
Nobiletin ≥97%
TCI AMERICA
For experimental / research use only.
Nobiletin >95.0%(HPLC)
 
Safety Information:
Preferred SDS: View
 
Hazards identification
 
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements
 
Pictogram
 
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
Not determined
Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined
 
Safety in Use Information:
Category:
natural substances and extractives
Recommendation for nobiletin usage levels up to:
 not for fragrance use.
 
Recommendation for nobiletin flavor usage levels up to:
 not for flavor use.
 
Safety References:
EPI System: View
Chemical Carcinogenesis Research Information System:Search
AIDS Citations:Search
Cancer Citations:Search
Toxicology Citations:Search
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :72344
National Institute of Allergy and Infectious Diseases:Data
WGK Germany:3
2-(3,4-dimethoxyphenyl)-5,6,7,8-tetramethoxychromen-4-one
Chemidplus:0000478013
RTECS:DJ3052200 for cas# 478-01-3
 
References:
 2-(3,4-dimethoxyphenyl)-5,6,7,8-tetramethoxychromen-4-one
NIST Chemistry WebBook:Search Inchi
Pubchem (cid):72344
Pubchem (sid):135150855
 
Other Information:
(IUPAC):Atomic Weights of the Elements 2011 (pdf)
Videos:The Periodic Table of Videos
tgsc:Atomic Weights use for this web site
(IUPAC):Periodic Table of the Elements
CHEBI:View
CHEMBL:View
KEGG (GenomeNet):C10112
HMDB (The Human Metabolome Database):HMDB29540
FooDB:FDB000683
Export Tariff Code:2932.99.7000
VCF-Online:VCF Volatile Compounds in Food
 
Potential Blenders and core components note
None Found
 
Potential Uses:
None Found
 
Occurrence (nature, food, other):note
 bay laurel
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 kumquat
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 lemon pericarp
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 mandarin fruit
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 mandarin pericarp
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 orange fruit
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 orange fruit juice
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 orange pericarp
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Synonyms:
2-(3,4-dimethoxyphenyl)-5,6,7,8-tetramethoxychromen-4-one
 hexamethoxyflavone
 

Articles:

PubMed:Nobiletin suppresses cell viability through AKT Pathways in PC-3 and DU-145 prostate cancer cells.
PubMed:Nobiletin Protects Dopaminergic Neurons in the 1-Methyl-4-Phenylpyridinium-Treated Rat Model of Parkinson's Disease.
PubMed:Chemical fingerprint and metabolic profile analysis of Citrus reticulate 'Chachi' decoction by HPLC-PDA-IT-MS(n) and HPLC-Quadrupole-Orbitrap-MS method.
PubMed:The citrus flavone nobiletin reduces pro-inflammatory and pro-labour mediators in fetal membranes and myometrium: implications for preterm birth.
PubMed:Simultaneous Determination of 10 Active Components in Baizhu Shaoyao San and Its Single Herbs by High-Performance Liquid Chromatography Coupled with Diode Array Detection.
PubMed:Anti-dementia Activity of Nobiletin, a Citrus Flavonoid: A Review of Animal Studies.
PubMed:Nobiletin suppresses the proliferation and induces apoptosis involving MAPKs and caspase-8/-9/-3 signals in human acute myeloid leukemia cells.
PubMed:Identification and evaluation of anti-inflammatory compounds from Kaempferia parviflora.
PubMed:Upregulation of N-methyl-D-aspartate receptor subunits and c-Fos expressing genes in PC12D cells by nobiletin.
PubMed:Hesperidin, nobiletin, and tangeretin are collectively responsible for the anti-neuroinflammatory capacity of tangerine peel (Citri reticulatae pericarpium).
PubMed:An investigation of molecular dynamics simulation and molecular docking: interaction of citrus flavonoids and bovine β-lactoglobulin in focus.
PubMed:Soluble and insoluble phenolic compounds and antioxidant activity of immature calamondin affected by solvents and heat treatment.
PubMed:Identification of the effective constituents for anti-inflammatory activity of Ju-Zhi-Jiang-Tang, an ancient traditional Chinese medicine formula.
PubMed:Spectroscopy and molecular docking study on the interaction behavior between nobiletin and pepsin.
PubMed:Nobiletin, a flavone from Citrus depressa, induces gene expression and increases the protein level and activity of neprilysin in SK-N-SH cells.
PubMed:[Chemical constituents from leaves of Ilex latifolia].
PubMed:An HPLC method for the quantitation of 3-pentylbenzo[c]thiophen-1(3H)-one in dog plasma and its application to a pharmacokinetic study.
PubMed:Antiproliferative and apoptosis-inducing activity of nobiletin against three subtypes of human breast cancer cell lines.
PubMed:Synergistic antitumor effect of a combination of paclitaxel and carboplatin with nobiletin from Citrus depressa on non-small-cell lung cancer cell lines.
PubMed:Simultaneous determination of 13 chemical marker compounds in Gwakhyangjeonggi-san, a herbal formula, with validated analytical methods.
PubMed:Nobiletin restores impaired hippocampal mitochondrial bioenergetics in hypothyroidism through activation of matrix substrate-level phosphorylation.
PubMed:Neuroprotective effect of nobiletin on cerebral ischemia-reperfusion injury in transient middle cerebral artery-occluded rats.
PubMed:Carrier-mediated uptake of nobiletin, a citrus polymethoxyflavonoid, in human intestinal Caco-2 cells.
PubMed:Sonochemical effects on 14 flavonoids common in citrus: relation to stability.
PubMed:New insights into the pharmacological potential of plant flavonoids in the catecholamine system.
PubMed:Characteristics of nobiletin-induced effects on jejunal contractility.
PubMed:Nobiletin suppresses MMP-9 expression through modulation of p38 MAPK activity in human dermal fibrobalsts.
PubMed:Antiviral activity of polymethoxylated flavones from "Guangchenpi", the edible and medicinal pericarps of citrus reticulata 'Chachi'.
PubMed:Establishment of reporter platforms capable of detecting NF-κB mediated immuno-modulatory activity.
PubMed:Nobiletin treatment improves motor and cognitive deficits seen in MPTP-induced Parkinson model mice.
PubMed:Application of the solvent extraction technique to investigation of the anti-inflammatory activity of adlay bran.
PubMed:Stimulatory effect of nobiletin, a citrus polymethoxy flavone, on catecholamine synthesis through Ser19 and Ser40 phosphorylation of tyrosine hydroxylase in cultured bovine adrenal medullary cells.
PubMed:Simultaneous determination of six bioactive flavonoids in Citri Reticulatae Pericarpium by rapid resolution liquid chromatography coupled with triple quadrupole electrospray tandem mass spectrometry.
PubMed:[The activation effect of nobiletin on cystic fibrosis transmembrane conductance regulator chloride channel].
PubMed:Citrus nobiletin suppresses inducible nitric oxide synthase gene expression in interleukin-1β-treated hepatocytes.
PubMed:The ethanol extract isolated from Weiqi Decoction induces G₂/M arrest and apoptosis in AGS cells.
PubMed:Nobiletin and tangeretin ameliorate scratching behavior in mice by inhibiting the action of histamine and the activation of NF-κB, AP-1 and p38.
PubMed:6-demethoxynobiletin, a nobiletin-analog citrus flavonoid, enhances extracellular signal-regulated kinase phosphorylation in PC12D cells.
PubMed:Structure-activity relationship of flavonoids on their anti-Escherichia coli activity and inhibition of DNA gyrase.
PubMed:Monitoring the chemical production of citrus-derived bioactive 5-demethylnobiletin using surface-enhanced Raman spectroscopy.
PubMed:Inhibitory effects of nobiletin on hepatocellular carcinoma in vitro and in vivo.
PubMed:Suppressive effect of nobiletin, a citrus polymethoxyflavonoid that downregulates thioredoxin-interacting protein expression, on tunicamycin-induced apoptosis in SK-N-SH human neuroblastoma cells.
PubMed:[Determination of the active constituents in aurantii fructus from Jiangxi province at different harvest time by HPLC].
PubMed:Nobiletin, a citrus flavonoid, ameliorates cognitive impairment, oxidative burden, and hyperphosphorylation of tau in senescence-accelerated mouse.
PubMed:Physicochemical and biopharmaceutical characterization of amorphous solid dispersion of nobiletin, a citrus polymethoxylated flavone, with improved hepatoprotective effects.
PubMed:Nobiletin protects against cerebral ischemia via activating the p-Akt, p-CREB, BDNF and Bcl-2 pathway and ameliorating BBB permeability in rat.
PubMed:Natural polyphenols in the management of major depression.
PubMed:Chemical constituents of the root of Jasminum giraldii.
PubMed:Potent activity of nobiletin-rich Citrus reticulata peel extract to facilitate cAMP/PKA/ERK/CREB signaling associated with learning and memory in cultured hippocampal neurons: identification of the substances responsible for the pharmacological action.
PubMed:Simultaneous quantification of paeoniflorin, nobiletin, tangeretin, liquiritigenin, isoliquiritigenin, liquiritin and formononetin from Si-Ni-San extract in rat plasma and tissues by liquid chromatography-tandem mass spectrometry.
PubMed:Nobiletin Ameliorates the Deficits in Hippocampal BDNF, TrkB, and Synapsin I Induced by Chronic Unpredictable Mild Stress.
PubMed:Nobiletin, a polymethoxyflavone in citrus fruits, reduces TAFI expression in HepG2 cells through transcriptional inhibition.
PubMed:Nobiletin induces inhibitions of Ras activity and mitogen-activated protein kinase kinase/extracellular signal-regulated kinase signaling to suppress cell proliferation in C6 rat glioma cells.
PubMed:Nobiletin attenuates metastasis via both ERK and PI3K/Akt pathways in HGF-treated liver cancer HepG2 cells.
PubMed:Nobiletin induces apoptosis and potentiates the effects of the anticancer drug 5-fluorouracil in p53-mutated SNU-16 human gastric cancer cells.
PubMed:[Activating effect of citrus flavonoids on neuromedin U2 receptor and analysis on siRNA interference].
PubMed:Characteristics of nobiletin-mediated alteration of gene expression in cultured cell lines.
PubMed:Phytochemical profile and antioxidant activity of physiological drop of citrus fruits.
PubMed:Nobiletin-rich Citrus reticulata peels, a kampo medicine for Alzheimer's disease: a case series.
PubMed:Identification of active compounds from Aurantii Immatri Pericarpium attenuating brain injury in a rat model of ischemia-reperfusion.
PubMed:Citrus flavonoids and lipid metabolism.
PubMed:Polymethoxyflavones as agents that prevent formation of cataract: nobiletin congeners show potent growth inhibitory effects in human lens epithelial cells.
PubMed:Antioxidant activity and effective compounds of immature calamondin peel.
PubMed:Chemical constituents of Arisaema franchetianum tubers.
PubMed:Inhibition of nitric oxide production and inducible nitric oxide synthase expression by a polymethoxyflavone from young fruits of Citrus unshiu in rat primary astrocytes.
PubMed:Chemical markers of shiikuwasha juice adulterated with calamondin juice.
PubMed:Protective effects of sweet orange (Citrus sinensis) peel and their bioactive compounds on oxidative stress.
PubMed:Inhibitory effects of Citrus flavonoids on starch digestion and antihyperglycemic effects in HepG2 cells.
PubMed:HPLC-PDA-MS and NMR characterization of a hydroalcoholic extract of Citrus aurantium L. var. amara peel with antiedematogenic activity.
PubMed:Nobiletin improves obesity and insulin resistance in high-fat diet-induced obese mice.
PubMed:Antimetastatic effect of nobiletin through the down-regulation of CXC chemokine receptor type 4 and matrix metallopeptidase-9.
PubMed:Polymethoxy flavonoids, nobiletin and tangeretin, prevent lipopolysaccharide-induced inflammatory bone loss in an experimental model for periodontitis.
PubMed:Dietary polyphenols and mechanisms of osteoarthritis.
PubMed:The composition of volatile aroma components, flavanones, and polymethoxylated flavones in Shiikuwasha (Citrus depressa Hayata) peels of different cultivation lines.
PubMed:Bioactivation of the citrus flavonoid nobiletin by CYP1 enzymes in MCF7 breast adenocarcinoma cells.
PubMed:In vitro and in vivo structure and activity relationship analysis of polymethoxylated flavonoids: identifying sinensetin as a novel antiangiogenesis agent.
PubMed:Mild mitochondrial depolarization is involved in a neuroprotective mechanism of Citrus sunki peel extract.
PubMed:Evaluation of Citrus aurantifolia peel and leaves extracts for their chemical composition, antioxidant and anti-cholinesterase activities.
PubMed:Polymethoxyflavonoids tangeretin and nobiletin increase glucose uptake in murine adipocytes.
PubMed:Suppression of AMF/PGI-mediated tumorigenic activities by ursolic acid in cultured hepatoma cells and in a mouse model.
PubMed:Natural products for cancer-targeted therapy: citrus flavonoids as potent chemopreventive agents.
PubMed:Phenolic constituents from the heartwood of Artocapus altilis and their tyrosinase inhibitory activity.
PubMed:[Identification of metabolites of nobiletin in rats using ultra-performance liquid chromatography coupled with triple-quadrupole mass spectrometry].
PubMed: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.
PubMed:Synergistic anti-inflammatory effects of nobiletin and sulforaphane in lipopolysaccharide-stimulated RAW 264.7 cells.
PubMed: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.
PubMed:Nobiletin suppresses adipocyte differentiation of 3T3-L1 cells by an insulin and IBMX mixture induction.
PubMed: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.
PubMed:Nobiletin suppresses adipogenesis by regulating the expression of adipogenic transcription factors and the activation of AMP-activated protein kinase (AMPK).
PubMed:Simultaneous quantification of polymethoxylated flavones and coumarins in Fructus aurantii and Fructus aurantii immaturus using HPLC-ESI-MS/MS.
PubMed:3',4'-didemethylnobiletin induces phase II detoxification gene expression and modulates PI3K/Akt signaling in PC12 cells.
PubMed:B-Ring-modified and/or 5-demethylated nobiletin congeners: inhibitory activity against pro-MMP-9 production.
PubMed:Quality control of Citri reticulatae pericarpium: exploratory analysis and discrimination.
PubMed:Permeability determination and pharmacokinetic study of nobiletin in rat plasma and brain by validated high-performance liquid chromatography method.
PubMed:Chemical composition and biological activity of Citrus jambhiri Lush.
PubMed:Nobiletin, a polymethoxylated flavonoid from citrus, shows anti-angiogenic activity in a zebrafish in vivo model and HUVEC in vitro model.
PubMed:Honeybee royal jelly and nobiletin stimulate CRE-mediated transcription in ERK-independent and -dependent fashions, respectively, in PC12D cells.
PubMed:In vitro metabolism of nobiletin, a polymethoxy-flavonoid, by human liver microsomes and cytochrome P450.
PubMed:Nobiletin metabolites: synthesis and inhibitory activity against matrix metalloproteinase-9 production.
PubMed:High-performance liquid chromatography with photodiode array detection for determination of nobiletin content in the brain and serum of mice administrated the natural compound.
PubMed:Development of high-energy amorphous solid dispersion of nanosized nobiletin, a citrus polymethoxylated flavone, with improved oral bioavailability.
PubMed:Nobiletin attenuates VLDL overproduction, dyslipidemia, and atherosclerosis in mice with diet-induced insulin resistance.
PubMed:Molecular structures of citrus flavonoids determine their effects on lipid metabolism in HepG2 cells by primarily suppressing apoB secretion.
PubMed:Citrus flavonoids repress the mRNA for stearoyl-CoA desaturase, a key enzyme in lipid synthesis and obesity control, in rat primary hepatocytes.
PubMed:Suppression of hepatitis B virus x protein-mediated tumorigenic effects by ursolic Acid.
PubMed:Effects of nobiletin on PhIP-induced prostate and colon carcinogenesis in F344 rats.
PubMed:Regulation of adipocytokine secretion and adipocyte hypertrophy by polymethoxyflavonoids, nobiletin and tangeretin.
PubMed:Nobiletin, a polymethoxy flavonoid, suppresses bone resorption by inhibiting NFκB-dependent prostaglandin E synthesis in osteoblasts and prevents bone loss due to estrogen deficiency.
PubMed:PET imaging of nobiletin based on a practical total synthesis.
PubMed:Citrus flavonoid 5-demethylnobiletin suppresses scavenger receptor expression in THP-1 cells and alters lipid homeostasis in HepG2 liver cells.
PubMed:Pharmacokinetic study of nobiletin and tangeretin in rat serum by high-performance liquid chromatography-electrospray ionization-mass spectrometry.
PubMed:Anti-neuroinflammatory activity of nobiletin on suppression of microglial activation.
PubMed:Nutraceuticals: do they represent a new era in the management of osteoarthritis? - a narrative review from the lessons taken with five products.
PubMed:Nobiletin, a citrus flavonoid, suppresses invasion and migration involving FAK/PI3K/Akt and small GTPase signals in human gastric adenocarcinoma AGS cells.
PubMed:Involvement of monoaminergic systems in the antidepressant-like effect of nobiletin.
PubMed:Effects of selected food phytochemicals in reducing the toxic actions of TCDD and p,p'-DDT in U937 macrophages.
PubMed:Simultaneous determination of flavonoids in different parts of Citrus reticulata 'Chachi' fruit by high performance liquid chromatography-photodiode array detection.
PubMed:[Isolation and purification of flavones from Murraya exotica L. by high-speed counter-current chromatography].
PubMed:Protective effects of the citrus flavanones to PC12 cells against cytotoxicity induced by hydrogen peroxide.
PubMed:Nobiletin, a citrus polymethoxyflavonoid, suppresses multiple angiogenesis-related endothelial cell functions and angiogenesis in vivo.
PubMed:[Study on the contents of flavonoids in Citrus reticulata 'Chachi' from various habitats and different collecting periods].
PubMed:Induction of apoptosis in human cervical carcinoma HeLa cells by polymethoxylated flavone-rich Citrus grandis Osbeck (Dangyuja) leaf extract.
PubMed:Use of silkworms for identification of drug candidates having appropriate pharmacokinetics from plant sources.
PubMed:Dual effects of nobiletin, a citrus polymethoxy flavone, on catecholamine secretion in cultured bovine adrenal medullary cells.
PubMed:Apigenin and naringenin suppress colon carcinogenesis through the aberrant crypt stage in azoxymethane-treated rats.
PubMed:Polymethoxylated flavones, flavanone glycosides, carotenoids, and antioxidants in different cultivation types of tangerines ( Citrus reticulata Blanco cv. Sainampueng) from Northern Thailand.
PubMed:Inhibitory effects of 5-hydroxy polymethoxyflavones on colon cancer cells.
PubMed:[Preventive action of nobiletin, a constituent of AURANTII NOBILIS PERICARPIUM with anti-dementia activity, against amyloid-beta peptide-induced neurotoxicity expression and memory impairment].
PubMed:Hepatoprotective effects of flavonoids from shekwasha (Citrus depressa) against D-galactosamine-induced liver injury in rats.
PubMed:Flavonoids from the stems of Croton caudatus Geisel. var. tomentosus Hook.
PubMed:Nobiletin improves hyperglycemia and insulin resistance in obese diabetic ob/ob mice.
PubMed:Study of nobiletin binding to bovine serum albumin by capillary electrophoresis-frontal analysis and circular dichroism.
PubMed:Dietary flavonoids suppress azoxymethane-induced colonic preneoplastic lesions in male C57BL/KsJ-db/db mice.
PubMed:Rikkunshito ameliorates the aging-associated decrease in ghrelin receptor reactivity via phosphodiesterase III inhibition.
PubMed:Effects of naturally occurring polymethyoxyflavonoids on cell growth, p-glycoprotein function, cell cycle, and apoptosis of daunorubicin-resistant T lymphoblastoid leukemia cells.
PubMed: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.
PubMed:[Effect of nobiletin on K562 cells xenograft in nude mice].
PubMed:Simultaneous determination of five bioactive flavonoids in pericarpium Citri reticulatae from china by high-performance liquid chromatography with dual wavelength detection.
PubMed:Fingerprinting alterations of secondary metabolites of tangerine peels during growth by HPLC-DAD and chemometric methods.
PubMed:Nobiletin improves brain ischemia-induced learning and memory deficits through stimulation of CaMKII and CREB phosphorylation.
PubMed:[Inhibition effect and its mechanism of nobiletin on proliferation of lung cancer cells].
PubMed: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.
PubMed:Nobiletin, a dietary phytochemical, inhibits vascular smooth muscle cells proliferation via calcium-mediated c-Jun N-terminal kinases pathway.
PubMed:[Preparation of self-assemble nobiletin proliposomes and its pharmacokinetics in rats].
PubMed:Chemoprevention with phytochemicals targeting inducible nitric oxide synthase.
PubMed:Identification of nobiletin, a polymethoxyflavonoid, as an enhancer of adiponectin secretion.
PubMed:[Effect of nobiletin on tubulin polymerization in vitro].
PubMed:Effect of natsudaidain isolated from Citrus plants on TNF-alpha and cyclooxygenase-2 expression in RBL-2H3 cells.
PubMed:Monodemethylated polymethoxyflavones from sweet orange (Citrus sinensis) peel inhibit growth of human lung cancer cells by apoptosis.
PubMed:Effects of chemopreventive citrus phytochemicals on human P-glycoprotein and multidrug resistance protein 1.
PubMed:Anti-inflammatory and antitumor promotional effects of a novel urinary metabolite, 3',4'-didemethylnobiletin, derived from nobiletin.
PubMed:Suppressive Effects of Selected Food Phytochemicals on CD74 Expression in NCI-N87 Gastric Carcinoma Cells.
PubMed:Suppressive effects of demethylated metabolites of nobiletin on phorbol ester-induced expression of scavenger receptor genes in THP-1 human monocytic cells.
PubMed:Preparation of nobiletin in self-microemulsifying systems and its intestinal permeability in rats.
PubMed:Pharmacological action of nobiletin, a component of AURANTII NOBILIS PERICARPIUM with anti-dementia activity, and its application for development of functional foods.
PubMed:Investigation of heat treating conditions for enhancing the anti-inflammatory activity of citrus fruit (Citrus reticulata) peels.
PubMed:The citrus flavonoids hesperetin and nobiletin differentially regulate low density lipoprotein receptor gene transcription in HepG2 liver cells.
PubMed:Nobiletin, a citrus flavonoid, improves memory impairment and Abeta pathology in a transgenic mouse model of Alzheimer's disease.
PubMed:Nobiletin, a citrus polymethoxy flavonoid, suppresses gene expression and production of aggrecanases-1 and -2 in collagen-induced arthritic mice.
PubMed: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.
PubMed:Inhibition of oral carcinogenesis by citrus flavonoids.
PubMed:Apoptotic effect of citrus fruit extract nobiletin on lung cancer cell line A549 in vitro and in vivo.
PubMed:Suppressive effects of nobiletin on hyperleptinemia and colitis-related colon carcinogenesis in male ICR mice.
PubMed:Interactive effects of polymethoxy flavones from Citrus on cell growth inhibition in human neuroblastoma SH-SY5Y cells.
PubMed: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.
PubMed:Minerals, phenolic compounds, and antioxidant capacity of citrus peel extract by hot water.
PubMed:Validated reversed phase LC method for quantitative analysis of polymethoxyflavones in citrus peel extracts.
PubMed:Comparative study on nobiletin metabolism with liver microsomes from rats, Guinea pigs and hamsters and rat cytochrome p450.
PubMed:A citrus polymethoxyflavonoid, nobiletin, is a novel MEK inhibitor that exhibits antitumor metastasis in human fibrosarcoma HT-1080 cells.
PubMed:Distribution of nobiletin chitosan-based microemulsions in brain following i.v. injection in mice.
PubMed: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.
PubMed:LPS-induced IL-6, IL-8, VCAM-1, and ICAM-1 expression in human lymphatic endothelium.
PubMed:Antimicrobial activity of wax and hexane extracts from Citrus spp. peels.
PubMed:Nobiletin, a citrus flavonoid that improves memory impairment, rescues bulbectomy-induced cholinergic neurodegeneration in mice.
PubMed:Inhibitory effects of various beverages on human recombinant sulfotransferase isoforms SULT1A1 and SULT1A3.
PubMed:Comparison of two sample preconcentration strategies for the sensitivity enhancement of flavonoids found in Chinese herbal medicine in micellar electrokinetic chromatography with UV detection.
PubMed:[Characteristics of nobiletin-loaded nanoemulsion and its in vivo distribution in mice].
PubMed:Anti-inflammatory property of the urinary metabolites of nobiletin in mouse.
PubMed:Involvement of extracellular signal-regulated kinase in nobiletin-induced melanogenesis in murine B16/F10 melanoma cells.
PubMed:Nobiletin from citrus fruit peel inhibits the DNA-binding activity of NF-kappaB and ROS production in LPS-activated RAW 264.7 cells.
PubMed:A citrus polymethoxy flavonoid, nobiletin inhibits sebum production and sebocyte proliferation, and augments sebum excretion in hamsters.
PubMed:Methoxylated flavones, a superior cancer chemopreventive flavonoid subclass?
PubMed:Effects of various methoxyflavones on vincristine uptake and multidrug resistance to vincristine in P-gp-overexpressing K562/ADM cells.
PubMed:Chemopreventive effects of orange peel extract (OPE). II: OPE inhibits atypical hyperplastic lesions in rodent mammary gland.
PubMed:Chemopreventive effects of orange peel extract (OPE). I: OPE inhibits intestinal tumor growth in ApcMin/+ mice.
PubMed:Nobiletin enhances differentiation and lipolysis of 3T3-L1 adipocytes.
PubMed:Correlation between flavonoid content and the NO production inhibitory activity of peel extracts from various citrus fruits.
PubMed:Quality control and discrimination of pericarpium citri reticulatae and pericarpium citri reticulatae viride based on high-performance liquid chromatographic fingerprints and multivariate statistical analysis.
PubMed:Tyrosinase inhibitory effects and inhibition mechanisms of nobiletin and hesperidin from citrus peel crude extracts.
PubMed:Tyrosinase inhibitory effects and inhibition mechanisms of nobiletin and hesperidin from citrus peel crude extracts.
PubMed:Effects of TNF-alpha on leukocyte adhesion molecule expressions in cultured human lymphatic endothelium.
PubMed:Identification of polymethoxylated flavones from green tangerine peel (Pericarpium Citri Reticulatae Viride) by chromatographic and spectroscopic techniques.
PubMed:Polymethoxylated flavones and other phenolic derivates from citrus in their inhibitory effects on P-glycoprotein-mediated transport of talinolol in Caco-2 cells.
PubMed:Nobiletin, a citrus flavonoid, reverses learning impairment associated with N-methyl-D-aspartate receptor antagonism by activation of extracellular signal-regulated kinase signaling.
PubMed:Protective effects of citrus nobiletin and auraptene in transgenic rats developing adenocarcinoma of the prostate (TRAP) and human prostate carcinoma cells.
PubMed:Tangeretin and nobiletin induce G1 cell cycle arrest but not apoptosis in human breast and colon cancer cells.
PubMed:Determination of polymethoxylated flavones in peels of selected Jamaican and Mexican citrus (Citrus spp.) cultivars by high-performance liquid chromatography.
PubMed:Simultaneous analysis of eight bioactive compounds in Danning tablet by HPLC-ESI-MS and HPLC-UV.
PubMed:Tangeretin suppresses IL-1beta-induced cyclooxygenase (COX)-2 expression through inhibition of p38 MAPK, JNK, and AKT activation in human lung carcinoma cells.
PubMed:[Antitumor effects of nobiletin on Heps and its mechanism].
PubMed:Efficient and scalable method in isolation of polymethoxyflavones from orange peel extract by supercritical fluid chromatography.
PubMed:Citrus flavonoids in fruit and traditional Chinese medicinal food ingredients in China.
PubMed:Comparison of supercritical fluid chromatography and liquid chromatography for the separation of urinary metabolites of nobiletin with chiral and non-chiral stationary phases.
PubMed:Nobiletin, a citrus flavonoid, suppresses phorbol ester-induced expression of multiple scavenger receptor genes in THP-1 human monocytic cells.
PubMed:Cancer-preventive anti-oxidants that attenuate free radical generation by inflammatory cells.
PubMed:Nobiletin restoring beta-amyloid-impaired CREB phosphorylation rescues memory deterioration in Alzheimer's disease model rats.
PubMed:Identification of nobiletin metabolites in mouse urine.
PubMed: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.
PubMed: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).
PubMed:Antagonistic effects of nobiletin, a polymethoxyflavonoid, on eosinophilic airway inflammation of asthmatic rats and relevant mechanisms.
PubMed:Zingiberaceous and citrus constituents, 1'-acetoxychavicol acetate, zerumbone, auraptene, and nobiletin, suppress lipopolysaccharide-induced cyclooxygenase-2 expression in RAW264.7 murine macrophages through different modes of action.
PubMed:Nobiletin and its related flavonoids with CRE-dependent transcription-stimulating and neuritegenic activities.
PubMed:Mechanism of neurotrophic action of nobiletin in PC12D cells.
PubMed:Preparative isolation and purification of polymethoxylated flavones from Tangerine peel using high-speed counter-current chromatography.
PubMed:Scavenger receptors: friend or foe in atherosclerosis?
PubMed:Nobiletin: efficient and large quantity isolation from orange peel extract.
PubMed:Anti-hepatitis C virus effect of citrus unshiu peel and its active ingredient nobiletin.
PubMed:Effect of flavones on rat brain and lung matrix metalloproteinase activity measured by film in-situ zymography.
PubMed:Citrus nobiletin inhibits azoxymethane-induced large bowel carcinogenesis in rats.
PubMed:[Chemical study of citrus plants in the search for cancer chemopreventive agents].
PubMed:Nobiletin, a citrus flavonoid, down-regulates matrix metalloproteinase-7 (matrilysin) expression in HT-29 human colorectal cancer cells.
PubMed:Cancer prevention by antioxidants.
PubMed: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.
PubMed:Nobiletin, a citrus flavonoid isolated from tangerines, selectively inhibits class A scavenger receptor-mediated metabolism of acetylated LDL by mouse macrophages.
PubMed:Biotransformation of nobiletin by Aspergillus niger and the antimutagenic activity of a metabolite, 4'-hydroxy-5,6,7,8,3'-pentamethoxyflavone.
PubMed:Effects of grapefruit juice and orange juice components on P-glycoprotein- and MRP2-mediated drug efflux.
PubMed:Anti-tumour effects of nobiletin, a citrus flavonoid, on gastric cancer include: antiproliferative effects, induction of apoptosis and cell cycle deregulation.
PubMed: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.
PubMed:Prevention of UVB-induced photoinflammation and photoaging by a polymethoxy flavonoid, nobiletin, in human keratinocytes in vivo and in vitro.
PubMed:Effect of flavonoids and vitamin E on cyclooxygenase-2 (COX-2) transcription.
PubMed:Changes in the levels of polymethoxyflavones and flavanones as part of the defense mechanism of Citrus sinensis (cv. Valencia Late) fruits against Phytophthora citrophthora.
PubMed:Rapid analysis of gene expression changes caused by liver carcinogens and chemopreventive agents using a newly developed three-dimensional microarray system.
PubMed:Urinary metabolites of nobiletin orally administered to rats.
PubMed:Effect of extraction method on the concentrations of selected bioactive compounds in mandarin juice.
PubMed:Characteristic rat tissue accumulation of nobiletin, a chemopreventive polymethoxyflavonoid, in comparison with luteolin.
PubMed:Novel anti-inflammatory actions of nobiletin, a citrus polymethoxy flavonoid, on human synovial fibroblasts and mouse macrophages.
PubMed:Effects of selected food factors with chemopreventive properties on combined lipopolysaccharide- and interferon-gamma-induced IkappaB degradation in RAW264.7 macrophages.
PubMed:[Studies on the chemical constituents of Citrus reticulata].
PubMed:Further investigation of the modifying effect of various chemopreventive agents on apoptosis and cell proliferation in human colon cancer cells.
PubMed:[Studies on chemical constituents of processed green tangerine peel].
PubMed:Nobiletin as a tyrosinase inhibitor from the peel of Citrus fruit.
PubMed:[Determination of three flavonoids and ferulic acid in Pleurospermum hookeri C. B. Clarke var. thomsonii C. B. Clarke by HPLC].
PubMed:Increasing resistance against Phytophthora citrophthora in tangelo Nova fruits by modulating polymethoxyflavones levels.
PubMed:Genetic toxicity of a standardized mixture of citrus polymethoxylated flavones.
PubMed: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.
PubMed: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.
PubMed:The citrus flavonoid, nobiletin, inhibits peritoneal dissemination of human gastric carcinoma in SCID mice.
PubMed:Quantitative distinctions of active site molecular recognition by P-glycoprotein and cytochrome P450 3A4.
PubMed:Immunotoxicity of a standardized citrus polymethoxylated flavone extract.
PubMed:Dietary administration of citrus nobiletin inhibits azoxymethane-induced colonic aberrant crypt foci in rats.
PubMed:Evaluation of the effects of swainsonine, captopril, tangeretin and nobiletin on the biological behaviour of brain tumour cells in vitro.
PubMed:In vitro absorption and metabolism of nobiletin, a chemopreventive polymethoxyflavonoid in citrus fruits.
PubMed:Suppressive effects of citrus fruits on free radical generation and nobiletin, an anti-inflammatory polymethoxyflavonoid.
PubMed:Antibacterial activity of Citrus reticulata peel extracts.
PubMed:Cancer chemopreventive activity of 3,5,6,7,8,3',4'-heptamethoxyflavone from the peel of citrus plants.
PubMed:Inhibition of P-glycoprotein by orange juice components, polymethoxyflavones in adriamycin-resistant human myelogenous leukemia (K562/ADM) cells.
PubMed:Inhibitors of 15-lipoxygenase from orange peel.
PubMed:Inhibitory effect of citrus nobiletin on phorbol ester-induced skin inflammation, oxidative stress, and tumor promotion in mice.
PubMed:Polymethoxylated flavones in orange juice are inhibitors of P-glycoprotein but not cytochrome P450 3A4.
PubMed:Effect of gamma-irradiation on phenolic compounds and phenylalanine ammonia-lyase activity during storage in relation to peel injury from peel of Citrus clementina hort. Ex. tanaka.
PubMed:A citrus flavonoid, nobiletin, suppresses production and gene expression of matrix metalloproteinase 9/gelatinase B in rabbit synovial fibroblasts.
PubMed:Antimutagenic activity of polymethoxyflavonoids from Citrus aurantium.
PubMed:HL-60 differentiating activity and flavonoid content of the readily extractable fraction prepared from citrus juices.
PubMed:Influence of putative antiinvasive agents on matrix metalloproteinase secretion by human neoplastic glia in vitro.
PubMed:The citrus flavonoid nobiletin suppresses the production and gene expression of matrix metalloproteinases-9/gelatinase B in rabbit synovial cells.
PubMed:Antiproliferative activity of flavonoids on several cancer cell lines.
PubMed:Effect of citrus flavonoids on HL-60 cell differentiation.
PubMed:Simultaneous separation of flavanone glycosides and polymethoxylated flavones in citrus juices using liquid chromatography.
PubMed:Inhibition of bacterial mutagenesis by Citrus flavonoids.
PubMed:Isolation of anti-leukemia compounds from Citrus reticulata.
PubMed:Pharmacological profile of gastric mucosal protection by marmin and nobiletin from a traditional herbal medicine, Aurantii fructus immaturus.
PubMed:Effects of flavonoids on cytochrome P450-dependent acetaminophen metabolism in rats and human liver microsomes.
PubMed:Citrus flavonoids stimulate secretion by human colonic T84 cells.
PubMed:Differential inhibition of proliferation of human squamous cell carcinoma, gliosarcoma and embryonic fibroblast-like lung cells in culture by plant flavonoids.
PubMed:Antiproliferative effects of citrus flavonoids on a human squamous cell carcinoma in vitro.
PubMed:Effect of catechins and citrus flavonoids on invasion in vitro.
PubMed:C18 solid-phase isolation and high-performance liquid chromatography/ultraviolet diode array determination of fully methoxylated flavones in citrus juices.
PubMed:Flavones in citrus exhibit antiadhesive action on platelets.
PubMed:Tumor promoter-induced basophil histamine release: effect of selected flavonoids.
PubMed:In vitro and in vivo activation of oxidative drug metabolism by flavonoids.
PubMed:Inhibition of the mutagenicity of bay-region diol-epoxides of polycyclic aromatic hydrocarbons by phenolic plant flavonoids.
PubMed:Activation and inhibition of benzo(a)pyrene and aflatoxin B1 metabolism in human liver microsomes by naturally occurring flavonoids.
PubMed:Regulation of human drug metabolism by dietary factors.
PubMed:Quantitation of polymethoxylated flavones in orange juice by high-performance liquid chromatography.
PubMed:Inhibition of aflatoxin B1-induced cytotoxicity and binding to DNA in cultured rat liver cells by naturally occurring flavones.
PubMed:Effect of flavonoids on the platelet adhesiveness in repeatedly bred rats.
PubMed:Nobiletin is main fungistat in tangerines resistant to mal secco.
 
Notes:
Isol. from peel of king orange (Citrus nobilis), seville orange (Citrus aurantium) and other Citrus spp., and the round kumquat (Fortunella japonica)
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