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bisdemethoxycurcumin
1,7-bis(4-hydroxyphenyl)-1,6-heptadiene-3,5-dione

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Name:1,7-bis(4-hydroxyphenyl)hepta-1,6-diene-3,5-dione
CAS Number: 24939-16-0Picture of molecule3D/inchi
FDA UNII: Search
MDL:MFCD03419284
XlogP3-AA:3.30 (est)
Molecular Weight:308.33332000
Formula:C19 H16 O4
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:
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 FDA/DG SANTE Petitions, Reviews, Notices:
GRN 460 Curcuminoids purified from turmeric (Curcuma longa L.) View - notice PDF
 
Physical Properties:
Assay: 95.00 to 100.00
Food Chemicals Codex Listed: No
Boiling Point: 551.00 to 552.00 °C. @ 760.00 mm Hg (est)
Flash Point: 574.00 °F. TCC ( 301.30 °C. ) (est)
logP (o/w): 3.155 (est)
Soluble in:
 water, 32.69 mg/L @ 25 °C (est)
 
Organoleptic Properties:
Odor and/or flavor descriptions from others (if found).
 
Cosmetic Information:
None found
 
Suppliers:
BOC Sciences
For experimental / research use only.
Bisdemethoxycurcumin >98%
Odor: characteristic
Use: Cholesterol lowing
TCI AMERICA
For experimental / research use only.
bisDemethoxycurcumin >98.0%(HPLC)(T)
 
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 bisdemethoxycurcumin usage levels up to:
 not for fragrance use.
 
Recommendation for bisdemethoxycurcumin flavor usage levels up to:
 not for flavor use.
 
Safety References:
EPI System: View
AIDS Citations:Search
Cancer Citations:Search
Toxicology Citations:Search
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :147439
National Institute of Allergy and Infectious Diseases:Data
1,7-bis(4-hydroxyphenyl)hepta-1,6-diene-3,5-dione
Chemidplus:0024939160
 
References:
 1,7-bis(4-hydroxyphenyl)hepta-1,6-diene-3,5-dione
NIST Chemistry WebBook:Search Inchi
Pubchem (cid):147439
Pubchem (sid):135114899
 
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
HMDB (The Human Metabolome Database):HMDB02114
FooDB:FDB011961
Export Tariff Code:2914.50.3000
VCF-Online:VCF Volatile Compounds in Food
ChemSpider:View
Wikipedia:View
 
Potential Blenders and core components note
None Found
 
Potential Uses:
None Found
 
Occurrence (nature, food, other):note
 turmeric plant
Search Trop Picture
 turmeric rhizome
Search Trop Picture
 turmeric root
Search Trop Picture
 zedoary
Search Trop Picture
 
Synonyms:
1,6-heptadiene-3,5-dione, 1,7-bis(4-hydroxyphenyl)-
bis(4-hydroxycinnamoyl) methane
1,7-bis(4-hydroxyphenyl)-1,6-heptadiene-3,5-dione
1,7-bis(4-hydroxyphenyl)hepta-1,6-diene-3,5-dione
 

Articles:

PubMed:Isolation and characterization of iron chelators from turmeric (Curcuma longa): selective metal binding by curcuminoids.
PubMed:Turmeric Extract Rescues Ethanol-Induced Developmental Defect in the Zebrafish Model for Fetal Alcohol Spectrum Disorder (FASD).
PubMed:Bisdemethoxycurcumin sensitizes cisplatin-resistant lung cancer cells to chemotherapy by inhibition of CA916798 and PI3K/AKT signaling.
PubMed:Single cell amperometry reveals curcuminoids modulate the release of neurotransmitters during exocytosis from PC12 cells.
PubMed:Bisdemethoxycurcumin in combination with α-PD-L1 antibody boosts immune response against bladder cancer.
PubMed:Determination of oral bioavailability of curcuminoid dispersions and nanoemulsions prepared from Curcuma longa Linnaeus.
PubMed:Curcuminoid Demethylation as an Alternative Metabolism by Human Intestinal Microbiota.
PubMed:Purity Evaluation of Curcuminoids in the Turmeric Extract Obtained by Accelerated Solvent Extraction.
PubMed:Comparison of antioxidant, anticholinesterase, and antidiabetic activities of three curcuminoids isolated from Curcuma longa L.
PubMed:Bisdemethoxycurcumin enhances X-ray-induced apoptosis possibly through p53/Bcl-2 pathway.
PubMed:Production of Curcuminoids in Engineered Escherichia coli.
PubMed:Analysis of different innovative formulations of curcumin for improved relative oral bioavailability in human subjects.
PubMed:Studying the effect of physically-adsorbed coating polymers on the cytotoxic activity of optimized bisdemethoxycurcumin loaded-PLGA nanoparticles.
PubMed:Anti-apoptotic effects of Curcuma longa L. extract and its curcuminoids against blue light-induced cytotoxicity in A2E-laden human retinal pigment epithelial cells.
PubMed:Promising anti-tumor properties of bisdemethoxycurcumin: A naturally occurring curcumin analogue.
PubMed:Investigating the Neuroprotective Effects of Turmeric Extract: Structural Interactions of β-Amyloid Peptide with Single Curcuminoids.
PubMed:Bisdemethoxycurcumin exerts pro-apoptotic effects in human pancreatic adenocarcinoma cells through mitochondrial dysfunction and a GRP78-dependent pathway.
PubMed:Synthesis and biological assessment of novel N-(hydroxy/methoxy)alkyl β-enaminone curcuminoids.
PubMed:Investigation of the binding interactions of Bisdemethoxycurcumin, Diacetylcurcumin and Diacetylbisdemethoxycurcumin with bovine α-lactalbumin by experimental and theoretical analysis.
PubMed:Development of a novel stirrerliquid/solid microextraction method for the separation and enrichment of trace levels of active compounds in traditional Chinese medicine.
PubMed:Investigation by response surface methodology of the combined effect of pH and composition of water-methanol mixtures on the stability of curcuminoids.
PubMed:PNIPAM nanoparticles for targeted and enhanced nose-to-brain delivery of curcuminoids: UPLC/ESI-Q-ToF-MS/MS-based pharmacokinetics and pharmacodynamic evaluation in cerebral ischemia model.
PubMed:The circadian clock modulates anti-cancer properties of curcumin.
PubMed:The Effectiveness of Natural Diarylheptanoids against Trypanosoma cruzi: Cytotoxicity, Ultrastructural Alterations and Molecular Modeling Studies.
PubMed:BMI1 is downregulated by the natural compound curcumin, but not by bisdemethoxycurcumin and dimethoxycurcumin.
PubMed:Extraction and enrichment of natural pigments from solid samples using ionic liquids and chitosan nanoparticles.
PubMed:Randomized Pharmacokinetic Crossover Study Comparing 2 Curcumin Preparations in Plasma and Rectal Tissue of Healthy Human Volunteers.
PubMed:Amyloid binding properties of curcumin analogues in Alzheimer's disease postmortem brain tissue.
PubMed:Polyhydroxycurcuminoids but not curcumin upregulate neprilysin and can be applied to the prevention of Alzheimer's disease.
PubMed:[Extraction Optimization of Rhizome of Curcuma longa by Response Surface Methodology and Support Vector Regression].
PubMed:Bisdemethoxycurcumin inhibits ovarian cancer via reducing oxidative stress mediated MMPs expressions.
PubMed:Kinetics of Inhibition of Monoamine Oxidase Using Curcumin and Ellagic Acid.
PubMed:Choleretic Activity of Turmeric and its Active Ingredients.
PubMed:Protective Effects of Minor Components of Curcuminoids on Hydrogen Peroxide-Treated Human HaCaT Keratinocytes.
PubMed:Curcuma longa polyphenols improve insulin-mediated lipid accumulation and attenuate proinflammatory response of 3T3-L1 adipose cells during oxidative stress through regulation of key adipokines and antioxidant enzymes.
PubMed:Screening and quantification of anticancer compounds in traditional Chinese medicine by hollow fiber cell fishing and hollow fiber liquid/solid-phase microextraction.
PubMed:Hepatoprotective Effect and Synergism of Bisdemethoycurcumin against MCD Diet-Induced Nonalcoholic Fatty Liver Disease in Mice.
PubMed:Fast analysis of curcuminoids from turmeric (Curcuma longa L.) by high-performance liquid chromatography using a fused-core column.
PubMed:Synergistic inhibitory effect of scopoletin and bisdemethoxycurcumin on Tetranychus cinnabarinus (Boisduval) (Acari: Tetranychidae).
PubMed:Bisdemethoxycurcumin Inhibits Adipogenesis in 3T3-L1 Preadipocytes and Suppresses Obesity in High-Fat Diet-Fed C57BL/6 Mice.
PubMed:Organometallic rhodium(III) and iridium(III) cyclopentadienyl complexes with curcumin and bisdemethoxycurcumin co-ligands.
PubMed:Bisdemethoxycurcumin (BDMC) Alters Gene Expression-associated Cell Cycle, Cell Migration and Invasion and Tumor Progression in Human Lung Cancer NCI-H460 Cells.
PubMed:Bisdemethoxycurcumin suppresses migration and invasion of highly metastatic 95D lung cancer cells by regulating E-cadherin and vimentin expression, and inducing autophagy.
PubMed:Electron Paramagnetic Resonance Study of the Free Radical Scavenging Capacity of Curcumin and Its Demethoxy and Hydrogenated Derivatives.
PubMed:Curcuminoids Modulate the PKCδ/NADPH Oxidase/Reactive Oxygen Species Signaling Pathway and Suppress Matrix Invasion during Monocyte-Macrophage Differentiation.
PubMed:Selected Phytochemicals and Culinary Plant Extracts Inhibit Fructose Uptake in Caco-2 Cells.
PubMed:Bisdemethoxycurcumin-induced S phase arrest through the inhibition of cyclin A and E and induction of apoptosis via endoplasmic reticulum stress and mitochondria-dependent pathways in human lung cancer NCI H460 cells.
PubMed:Inhibition of lung cancer cells A549 and H460 by curcuminoid extracts and nanoemulsions prepared from Curcuma longa Linnaeus.
PubMed:Bisdemethoxycurcumin induces DNA damage and inhibits DNA repair associated protein expressions in NCI-H460 human lung cancer cells.
PubMed:Efficient separation of curcumin, demethoxycurcumin, and bisdemethoxycurcumin from turmeric using supercritical fluid chromatography: From analytical to preparative scale.
PubMed:A Novel Approach for Overcoming Drug Resistance in Breast Cancer Chemotherapy by Targeting new Synthetic Curcumin Analogues Against Aldehyde Dehydrogenase 1 (ALDH1A1) and Glycogen Synthase Kinase-3 β (GSK-3β).
PubMed:[Study on anti-angiogenesis effect of three curcumin pigments and expression of their relevant factors].
PubMed:State of the Art Detection System for Curcumin Analog.
PubMed:Role of Wnt Inhibitory Factor-1 in Inhibition of Bisdemethoxycurcumin Mediated Epithelial-to-Mesenchymal Transition in Highly Metastatic Lung Cancer 95D Cells.
PubMed:Pilot-scale subcritical solvent extraction of curcuminoids from Curcuma long L.
PubMed:Evaluation of the protective effects of curcuminoid (curcumin and bisdemethoxycurcumin)-loaded liposomes against bone turnover in a cell-based model of osteoarthritis.
PubMed:Beyond Yellow Curry: Assessing Commercial Curcumin Absorption Technologies.
PubMed:Determination of Curcuminoids in Curcuma longa Linn. by UPLC/Q-TOF-MS: An Application in Turmeric Cultivation.
PubMed:Metabolic engineering of Escherichia coli for the biosynthesis of various phenylpropanoid derivatives.
PubMed:Demethoxycurcumin induces the apoptosis of human lung cancer NCI-H460 cells through the mitochondrial-dependent pathway.
PubMed:Oxidative Transformation of Demethoxy- and Bisdemethoxycurcumin: Products, Mechanism of Formation, and Poisoning of Human Topoisomerase IIα.
PubMed:HPLC method for simultaneous quantitative detection of quercetin and curcuminoids in traditional chinese medicines.
PubMed:Autophagy Accompanied with Bisdemethoxycurcumin-induced Apoptosis in Non-small Cell Lung Cancer Cells.
PubMed:Sulfonation of curcuminoids: characterization and contribution of individual SULT enzymes.
PubMed:Further studies on anti-invasive chemotypes: An excursion from chalcones to curcuminoids.
PubMed:Production of curcuminoids from tyrosine by a metabolically engineered Escherichia coli using caffeic acid as an intermediate.
PubMed:Multispectroscopic and molecular modeling studies on the interaction of two curcuminoids with β-lactoglobulin.
PubMed:Bisdemethoxycurcumin Induces apoptosis in activated hepatic stellate cells via cannabinoid receptor 2.
PubMed:Demethoxycurcumin modulates human P-glycoprotein function via uncompetitive inhibition of ATPase hydrolysis activity.
PubMed:Natural borneol enhances bisdemethoxycurcumin-induced cell cycle arrest in the G2/M phase through up-regulation of intracellular ROS in HepG2 cells.
PubMed:Bisdemethoxycurcumin attenuates gastric adenocarcinoma growth by inducing mitochondrial dysfunction.
PubMed:Apoptosis induction by an analog of curcumin (BDMC-A) in human laryngeal carcinoma cells through intrinsic and extrinsic pathways.
PubMed:Short-term Curcuminoid Supplementation for Chronic Pulmonary Complications due to Sulfur Mustard Intoxication: Positive Results of a Randomized Double-blind Placebo-controlled Trial.
PubMed:Screening of β-secretase and acetylcholinesterase inhibitors from plant resources.
PubMed:Molecularly imprinted polymers for cleanup and selective extraction of curcuminoids in medicinal herbal extracts.
PubMed:Curcumin, demethoxycurcumin and bisdemethoxycurcumin differentially inhibit morphine's rewarding effect in rats.
PubMed:Functionalized magnetic nanoparticles coupled with mass spectrometry for screening and identification of cyclooxygenase-1 inhibitors from natural products.
PubMed:Inhibitory effect of turmeric curcuminoids on FLT3 expression and cell cycle arrest in the FLT3-overexpressing EoL-1 leukemic cell line.
PubMed:Effects of curcuminoids identified in rhizomes of Curcuma longa on BACE-1 inhibitory and behavioral activity and lifespan of Alzheimer's disease Drosophila models.
PubMed:Differential effects of methoxy group on the interaction of curcuminoids with two major ligand binding sites of human serum albumin.
PubMed:A high-throughput quantification method of curcuminoids and curcumin metabolites in human plasma via high-performance liquid chromatography/tandem mass spectrometry.
PubMed:Comparative absorption of curcumin formulations.
PubMed:Analysis of the anticancer activity of curcuminoids, thiotryptophan and 4-phenoxyphenol derivatives.
PubMed:Optimization and validation of high-performance liquid chromatography method for individual curcuminoids in turmeric by heat-refluxed extraction.
PubMed:Bisdemethoxycurcumin Increases Sirt1 to Antagonize t-BHP-Induced Premature Senescence in WI38 Fibroblast Cells.
PubMed:Antimelanoma and antityrosinase from Alpinia galangal constituents.
PubMed:Bisdemethoxycurcumin suppresses MCF-7 cells proliferation by inducing ROS accumulation and modulating senescence-related pathways.
PubMed:Therapeutic potential of turmeric in Alzheimer's disease: curcumin or curcuminoids?
PubMed:The binding of Curcuma longa extract with bovine serum albumin monitored via time-resolved fluorescence.
PubMed:A comparative study of PNIPAM nanoparticles of curcumin, demethoxycurcumin, and bisdemethoxycurcumin and their effects on oxidative stress markers in experimental stroke.
PubMed:Demethoxycurcumin inhibits energy metabolic and oncogenic signaling pathways through AMPK activation in triple-negative breast cancer cells.
PubMed:Preparation of monodisperse curcumin-imprinted polymer by precipitation polymerization and its application for the extraction of curcuminoids from Curcuma longa L.
PubMed:[Lethal effects of scopoletin and bisdemethoxycurcumin against Tetranychus cinnabarinus Boisd. (Acari: Tetranychidae): a simulation study].
PubMed:Quantification of curcumin, demethoxycurcumin, and bisdemethoxycurcumin in rodent brain by UHPLC/ESI-Q-TOF-MS/MS after intra-nasal administration of curcuminoids loaded PNIPAM nanoparticles.
PubMed:Simultaneous determination of three Curcuminoids in Curcuma wenyujin Y.H.chen et C.Ling. by liquid chromatography-tandem mass spectrometry combined with pressurized liquid extraction.
PubMed:Simultaneous screening of four epidermal growth factor receptor antagonists from Curcuma longa via cell membrane chromatography online coupled with HPLC-MS.
PubMed:Bisdemethoxycurcumin inhibits PDGF-induced vascular smooth muscle cell motility and proliferation.
PubMed:Demethoxycurcumin, a major active curcuminoid from Curcuma longa, suppresses balloon injury induced vascular smooth muscle cell migration and neointima formation: an in vitro and in vivo study.
PubMed:Preparation and oral bioavailability study of curcuminoid-loaded microemulsion.
PubMed:Curcuminoids distinctly exhibit antioxidant activities and regulate expression of scavenger receptors and heme oxygenase-1.
PubMed:Development of a validated UPLC-qTOF-MS Method for the determination of curcuminoids and their pharmacokinetic study in mice.
PubMed:A novel approach to active compounds identification based on support vector regression model and mean impact value.
PubMed:Correlation between Chemical Composition of Curcuma domestica and Curcuma xanthorrhiza and Their Antioxidant Effect on Human Low-Density Lipoprotein Oxidation.
PubMed:A reduced curcuminoid analog as a novel inducer of fetal hemoglobin.
PubMed:Discovering Bisdemethoxycurcumin from Curcuma longa rhizome as a potent small molecule inhibitor of human pancreatic α-amylase, a target for type-2 diabetes.
PubMed:Neurodegenerative Shielding by Curcumin and Its Derivatives on Brain Lesions Induced by 6-OHDA Model of Parkinson's Disease in Albino Wistar Rats.
PubMed:Demethoxycurcumin modulates prostate cancer cell proliferation via AMPK-induced down-regulation of HSP70 and EGFR.
PubMed:Curcuminoid binding to embryonal carcinoma cells: reductive metabolism, induction of apoptosis, senescence, and inhibition of cell proliferation.
PubMed:Isolation and identification of phase 1 metabolites of curcuminoids in rats.
PubMed:Effect of a herbal extract containing curcumin and piperine on midazolam, flurbiprofen and paracetamol (acetaminophen) pharmacokinetics in healthy volunteers.
PubMed:Characterization of photovoltaic performance of the dye-sensitized solar cell with a novel ruthenium complex having a bisdemethoxycurcumin as a ligand.
PubMed:Curcumin--from molecule to biological function.
PubMed:Anticoagulant activities of curcumin and its derivative.
PubMed:Revisiting curcumin chemistry part I: a new strategy for the synthesis of curcuminoids.
PubMed:Barrier protective activities of curcumin and its derivative.
PubMed:Genomic and nongenomic signaling induced by 1α,25(OH)2-vitamin D3 promotes the recovery of amyloid-β phagocytosis by Alzheimer's disease macrophages.
PubMed:Curcumins promote monocytic gene expression related to β-amyloid and superoxide dismutase clearance.
PubMed:Curcuminoids promote neurite outgrowth in PC12 cells through MAPK/ERK- and PKC-dependent pathways.
PubMed:Evaluation in vitro of synthetic curcumins as agents promoting monocytic gene expression related to β-amyloid clearance.
PubMed:Curcuminoid analogs inhibit nitric oxide production from LPS-activated microglial cells.
PubMed:Enhancement of curcumin oral absorption and pharmacokinetics of curcuminoids and curcumin metabolites in mice.
PubMed:[Bioactivity and action modes of bisdemethoxycurcumin against Tetranychus cinnabarinus Bois. (Acari:Tetranychidae)].
PubMed:The hypomethylation agent bisdemethoxycurcumin acts on the WIF-1 promoter, inhibits the canonical Wnt pathway and induces apoptosis in human non-small-cell lung cancer.
PubMed:Metabolic and pharmacokinetic studies of curcumin, demethoxycurcumin and bisdemethoxycurcumin in mice tumor after intragastric administration of nanoparticle formulations by liquid chromatography coupled with tandem mass spectrometry.
PubMed:Qualitative and quantitative analysis of curcuminoids in herbal medicines derived from Curcuma species.
PubMed:A comparative study of curcuminoids to measure their effect on inflammatory and apoptotic gene expression in an Aβ plus ibotenic acid-infused rat model of Alzheimer's disease.
PubMed:Hypomethylation effects of curcumin, demethoxycurcumin and bisdemethoxycurcumin on WIF-1 promoter in non-small cell lung cancer cell lines.
PubMed:Physiological and therapeutical roles of ginger and turmeric on endocrine functions.
PubMed:Comparative absorption of a standardized curcuminoid mixture and its lecithin formulation.
PubMed:A screening of curcumin derivatives for antibacterial phototoxic effects studies on curcumin and curcuminoids. XLIII.
PubMed:MGAT3 mRNA: a biomarker for prognosis and therapy of Alzheimer's disease by vitamin D and curcuminoids.
PubMed:Bisdemethoxycurcumin protects endothelial cells against t-BHP-induced cell damage by regulating the phosphorylation level of ERK1/2 and Akt.
PubMed:Anti-inflammatory mechanisms of compounds from Curcuma mangga rhizomes using RAW264.7 macrophage cells.
PubMed:Structural basis for the one-pot formation of the diarylheptanoid scaffold by curcuminoid synthase from Oryza sativa.
PubMed:Curcuminoids rescue long-term potentiation impaired by amyloid peptide in rat hippocampal slices.
PubMed:Studies on curcumin and curcuminoids. XXXIX. Photophysical properties of bisdemethoxycurcumin.
PubMed:The inhibitory effects of different curcuminoids on β-amyloid protein, β-amyloid precursor protein and β-site amyloid precursor protein cleaving enzyme 1 in swAPP HEK293 cells.
PubMed:Suppression of TGF-β1/SMAD pathway and extracellular matrix production in primary keloid fibroblasts by curcuminoids: its potential therapeutic use in the chemoprevention of keloid.
PubMed:Expression, purification and crystallization of a plant type III polyketide synthase that produces diarylheptanoids.
PubMed:Isoxazole analogs of curcuminoids with highly potent multidrug-resistant antimycobacterial activity.
PubMed:The inhibitory effect of turmeric curcuminoids on matrix metalloproteinase-3 secretion in human invasive breast carcinoma cells.
PubMed:Curcuminoids enhance memory in an amyloid-infused rat model of Alzheimer's disease.
PubMed:Effects of Curcuma extracts and curcuminoids on expression of P-glycoprotein and cytochrome P450 3A4 in the intestinal cell culture model LS180.
PubMed:Evaluation of in vitro anti-proliferative and immunomodulatory activities of compounds isolated from Curcuma longa.
PubMed:Up-regulation of heme oxygenase-1 expression through CaMKII-ERK1/2-Nrf2 signaling mediates the anti-inflammatory effect of bisdemethoxycurcumin in LPS-stimulated macrophages.
PubMed:[Chemical constituents from Piper longum].
PubMed:Inhibitory effects of curcuminoids on passive cutaneous anaphylaxis reaction and scratching behavior in mice.
PubMed:Binding of curcumin with glyoxalase I: Molecular docking, molecular dynamics simulations, and kinetics analysis.
PubMed:Curcuminoid analogs with potent activity against Trypanosoma and Leishmania species.
PubMed:Effects of Curcuma spp. on P-glycoprotein function.
PubMed:Comparison of extraction methods for the analysis of natural dyes in historical textiles by high-performance liquid chromatography.
PubMed:Safety and toxicological evaluation of demethylatedcurcuminoids; a novel standardized curcumin product.
PubMed:Optimized turmeric extracts have potent anti-amyloidogenic effects.
PubMed:Potent and selective inhibition of the tumor marker AKR1B10 by bisdemethoxycurcumin: probing the active site of the enzyme with molecular modeling and site-directed mutagenesis.
PubMed:Identification and characterization of multiple curcumin synthases from the herb Curcuma longa.
PubMed:Anti-inflammatory properties of curcumin, a major constituent of Curcuma longa: a review of preclinical and clinical research.
PubMed:Direct analysis of curcumin in turmeric by DART-MS.
PubMed:1alpha,25-dihydroxyvitamin D3 interacts with curcuminoids to stimulate amyloid-beta clearance by macrophages of Alzheimer's disease patients.
PubMed:Demethoxycurcumin induces Bcl-2 mediated G2/M arrest and apoptosis in human glioma U87 cells.
PubMed:Metabolite analysis in Curcuma domestica using various GC-MS and LC-MS separation and detection techniques.
PubMed:Immune blood biomarkers of Alzheimer disease patients.
PubMed:A simple HPLC-fluorescence method for quantitation of curcuminoids and its application to turmeric products.
PubMed:[Study on stability of curcumine, demethoxycurcumin and bisdemethoxycurcumin].
PubMed:Comparative antiulcer effect of bisdemethoxycurcumin and curcumin in a gastric ulcer model system.
PubMed:Immune defects in Alzheimer's disease: new medications development.
PubMed:Natural derivatives of curcumin attenuate the Wnt/beta-catenin pathway through down-regulation of the transcriptional coactivator p300.
PubMed:Differential solubility of curcuminoids in serum and albumin solutions: implications for analytical and therapeutic applications.
PubMed:Standardization of the ayurvedic formulation Haridra Khanda using high-performance thin-layer chromatography-densitometry.
PubMed:Inhibitory effect of curcuminoids on acetylcholinesterase activity and attenuation of scopolamine-induced amnesia may explain medicinal use of turmeric in Alzheimer's disease.
PubMed:Comparison of inhibitory potency of three different curcuminoid pigments on nitric oxide and tumor necrosis factor production of rat primary microglia induced by lipopolysaccharide.
PubMed:Purification of curcumin, demethoxycurcumin, and bisdemethoxycurcumin by high-speed countercurrent chromatography.
PubMed:Quantitation of curcuminoids in curcuma rhizome by near-infrared spectroscopic analysis.
PubMed:Production of curcuminoids by Escherichia coli carrying an artificial biosynthesis pathway.
PubMed:Neuroprotective and antiinflammatory properties of a novel demethylated curcuminoid.
PubMed:Qualitative and quantitative analysis of four species of Curcuma rhizomes using twice development thin layer chromatography.
PubMed:Curcumin, demethoxycurcumin and bisdemethoxycurcumin differentially inhibit cancer cell invasion through the down-regulation of MMPs and uPA.
PubMed:Curcuminoids inhibit multiple human cytochromes P450, UDP-glucuronosyltransferase, and sulfotransferase enzymes, whereas piperine is a relatively selective CYP3A4 inhibitor.
PubMed:Comparison of suppressive effects of demethoxycurcumin and bisdemethoxycurcumin on expressions of inflammatory mediators in vitro and in vivo.
PubMed:Molecularly imprinted poly (methacrylamide-co-methacrylic acid) composite membranes for recognition of curcumin.
PubMed:Effect of pure curcumin, demethoxycurcumin, and bisdemethoxycurcumin on WT1 gene expression in leukemic cell lines.
PubMed:In vitro synthesis of curcuminoids by type III polyketide synthase from Oryza sativa.
PubMed:Separation and free radical-scavenging activity of major curcuminoids of Curcuma longa using HPTLC-DPPH method.
PubMed:Curcuminoids-cellular uptake by human primary colon cancer cells as quantitated by a sensitive HPLC assay and its relation with the inhibition of proliferation and apoptosis.
PubMed:Innate immunity and transcription of MGAT-III and Toll-like receptors in Alzheimer's disease patients are improved by bisdemethoxycurcumin.
PubMed:Curcumin, demethoxycurcumin, bisdemethoxycurcumin, tetrahydrocurcumin and turmerones differentially regulate anti-inflammatory and anti-proliferative responses through a ROS-independent mechanism.
PubMed:Formulation and characterization of curcuminoids loaded solid lipid nanoparticles.
PubMed:Curcuminoids, curcumin, and demethoxycurcumin reduce lead-induced memory deficits in male Wistar rats.
PubMed:Comparative antioxidant activities of curcumin and its demethoxy and hydrogenated derivatives.
PubMed:Biological evaluation of curcumin and related diarylheptanoids.
PubMed:Modulation of the function of the multidrug resistance-linked ATP-binding cassette transporter ABCG2 by the cancer chemopreventive agent curcumin.
PubMed:[Effect of three different curcumin pigmens on the prdiferation of vascular smooth muscle cells by ox-LDL and the expression of LDL-R].
PubMed:Use of liquid chromatography-electrospray ionization tandem mass spectrometry to identify diarylheptanoids in turmeric (Curcuma longa L.) rhizome.
PubMed:Alpha-glucosidase inhibition of natural curcuminoids and curcumin analogs.
PubMed:Curcuma longa L. constituents inhibit sortase A and Staphylococcus aureus cell adhesion to fibronectin.
PubMed:Effects of naturally occurring compounds on fibril formation and oxidative stress of beta-amyloid.
PubMed:A labdane diterpene glucoside from the rhizomes of Curcuma mangga.
PubMed:The effect of turmeric extracts on inflammatory mediator production.
PubMed:Application of capillary zone electrophoresis in the separation and determination of the curcuminoids in urine.
PubMed:Inhibition of multidrug resistance proteins MRP1 and MRP2 by a series of alpha,beta-unsaturated carbonyl compounds.
PubMed:Hypoglycemic effects of turmeric (Curcuma longa L. rhizomes) on genetically diabetic KK-Ay mice.
PubMed:Curcuminoids and sesquiterpenoids in turmeric (Curcuma longa L.) suppress an increase in blood glucose level in type 2 diabetic KK-Ay mice.
PubMed:Chemoprevention of colon cancer by a synthetic curcumin analog involves amelioration of oxidative stress.
PubMed:Anti-allergic principles from Thai zedoary: structural requirements of curcuminoids for inhibition of degranulation and effect on the release of TNF-alpha and IL-4 in RBL-2H3 cells.
PubMed:Inhibitory activity of diarylheptanoids on farnesyl protein transferase.
PubMed:Modulation of human multidrug-resistance MDR-1 gene by natural curcuminoids.
PubMed:Extraction of essential oil and pigments from Curcuma longa [L] by steam distillation and extraction with volatile solvents.
PubMed:Inhibitory effect of curcumin and its natural analogues on genotoxicity of heterocyclic amines from cooked food.
PubMed:Anticarcinogenic effect of bis-1,7-(2-hydroxyphenyl)-hepta-1,6-diene-3,5-dione a curcumin analog on DMH-induced colon cancer model.
PubMed:Discovery of natural products from Curcuma longa that protect cells from beta-amyloid insult: a drug discovery effort against Alzheimer's disease.
PubMed:Improved HPLC method for the determination of curcumin, demethoxycurcumin, and bisdemethoxycurcumin.
PubMed:Diarylheptanoids with free radical scavenging and hepatoprotective activity in vitro from Curcuma longa.
PubMed:Dietary curcuminoids prevent high-fat diet-induced lipid accumulation in rat liver and epididymal adipose tissue.
PubMed:Antifungal activity of Curcuma longa grown in Thailand.
PubMed:Curcuminoids from Curcuma longa L. (Zingiberaceae) that protect PC12 rat pheochromocytoma and normal human umbilical vein endothelial cells from betaA(1-42) insult.
PubMed:Occurrence of orally administered curcuminoid as glucuronide and glucuronide/sulfate conjugates in rat plasma.
PubMed:Cytotoxicity, antioxidant and anti-inflammatory activities of curcumins I-III from Curcuma longa.
PubMed:Choleretic effects of curcuminoids on an acute cyclosporin-induced cholestasis in the rat.
PubMed:Pro-oxidant, anti-oxidant and cleavage activities on DNA of curcumin and its derivatives demethoxycurcumin and bisdemethoxycurcumin.
PubMed:Cytotoxicity of curcuminoids and some novel compounds from Curcuma zedoaria.
PubMed:Inhibitory effect of curcuminoids on MCF-7 cell proliferation and structure-activity relationships.
PubMed:Inhibitory effects of curcumin on tumorigenesis in mice.
PubMed:Nitric oxide scavenging by curcuminoids.
PubMed:Free radical scavenging activity of curcuminoids.
PubMed:Effects of curcumin, demethoxycurcumin, bisdemethoxycurcumin and tetrahydrocurcumin on 12-O-tetradecanoylphorbol-13-acetate-induced tumor promotion.
PubMed:Effects of curcumin on the formation of benzo[a]pyrene derived DNA adducts in vitro.
PubMed:Curcuminoids as potent inhibitors of lipid peroxidation.
PubMed:Inhibitory effects of dietary curcumin on forestomach, duodenal, and colon carcinogenesis in mice.
PubMed:Nematocidal activity of turmeric: synergistic action of curcuminoids.
 
Notes:
Isol. from Curcuma zedoaria (zedoary) and Curcuma longa (turmeric) Bisdemethoxycurcumin is a curcuminoid, a component of tumeric. Tumeric is a spice that comes from the root Curcuma longa, a member of the ginger family, Zingaberaceae. It is bright yellow and has been used as a coloring agent in food in the United States. In India, it has been used for centuries as a spice and a food preservative, and also for its various medicinal properties. In Ayurveda (Indian traditional medicine), tumeric has been used for its medicinal properties for various indications and through different routes of administration. It has been used topically on the skin for wounds, blistering diseases such as pemphigus and herpes zoster, for parasitic skin infections, and for acne. It has been used via oral administration for the common cold, liver diseases, urinary tract diseases, and as a blood purifier. For chronic rhinitis and coryza, it has been used via inhalation. The average intake of tumeric in the diet in India is approximately 2 to 2.5 g in a 60 kg individual. This corresponds to an intake of approximately 60 to 100 mg of curcumin daily. The Food and Drug Administration has classified tumeric among substances Generally Recognized as Safe (GRAS). A large number of in vitro and animal studies have been conducted to evaluate the effect of curcumin on inflammation. It has been found to act at various different levels of the arachadonic acid inflammatory cascade and through effects on various enzymes and cytokines. (PMID: 12676044) [HMDB]
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