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piceatannol

Supplier Sponsors

Name:4-[(E)-2-(3,5-dihydroxyphenyl)ethenyl]benzene-1,2-diol
CAS Number: 10083-24-6Picture of molecule3D/inchi
FDA UNII: 6KS3LS0D4F
Beilstein Number:1879860
MDL:MFCD00221715
XlogP3:2.90 (est)
Molecular Weight:244.24644000
Formula:C14 H12 O4
BioActivity Summary:listing
NMR Predictor:Predict (works with chrome, Edge or firefox)
Category:antioxidants
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
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PubMed:Search
NCBI:Search
 
Physical Properties:
Assay: 95.00 to 100.00
Food Chemicals Codex Listed: No
Boiling Point: 507.30 °C. @ 760.00 mm Hg (est)
Flash Point: 486.00 °F. TCC ( 252.20 °C. ) (est)
logP (o/w): 2.690 (est)
Soluble in:
 water, 578.6 mg/L @ 25 °C (est)
 
Organoleptic Properties:
Odor and/or flavor descriptions from others (if found).
 
Cosmetic Information:
CosIng:cosmetic data
Cosmetic Uses: antioxidants
 
Suppliers:
Alfa Biotechnology
For experimental / research use only.
Piceatannol, (E)- 98%
BOC Sciences
For experimental / research use only.
Piceatannol >98%
Odor: characteristic
Use: Piceatannol, a natural stilbene, is a selective Syk inhibitor and ~10-fold selectivity versus Lyn.
Coompo
For experimental / research use only.
Piceatannol from Plants ≥96%
Odor: characteristic
Use: LMP2A, a viral protein-tyrosine kinase implicated in leukemia, non-Hodgkin's lymphoma and other diseases associated with Epstein-Barr virus (EBV), were found in a 1989 study to be blocked by piceatannol in vitro. In 2003, this prompted research interest in piceatannol as an anti-cancer and anti-EBV drug. A 2012 Purdue University study found that fat cells in culture, in the presence of piceatannol, alters the timing of gene expressions, gene functions and insulin action, resulting the delay or complete inhibition of adipogenesis. The study suggest piceatannol has the potential to control obesity. Piceatannol has been found in various plants, including grapes, passion fruit, white tea, and Japanese knotweed. Besides antioxidative effects, piceatannol exhibits potential anticancer properties as suggested by its ability to suppress proliferation of a wide variety of tumor cells, including leukemia, lymphoma; cancers of the breast, prostate, colon and melanoma. The growth-inhibitory and proapoptotic effects of piceatannol are mediated through cell-cycle arrest; upregulation of Bid, Bax. Bik, Bok, Fas: P21(WAF1) down-regulation of Bcl-xL; BCL-2, clAP, activation of caspases (-3, -7,- 8, -9), loss of mitochondrial potential, and release of cytochrome c. Piceatannol has been shown to suppress the activation of some transcription factors, including NF-kappaB, which plays a central role as a transcriptional regulator in response to cellular stress caused by free radicals, ultraviolet irradiation, cytokines, or microbial antigens. Piceatannol also inhibits JAK-1, which is a key member of the STAT pathway that is crucial in controlling cellular activities in response to extracellular cytokines and is a COX-2-inducible enzyme involved in inflammation and carcinogenesis. Although piceatannol has been shown to induce apoptosis in cancer cells, there are examples of its anti-apoptotic pro-proliferative activity. Piceatannol inhibits Syk kinase, which plays a crucial role in the coordination of immune recognition receptors and orchestrates multiple downstream signaling pathways in various hematopoietic cells. Piceatannol also binds estrogen receptors and stimulates growth of estrogen-dependent cancer cells. Piceatannol is rapidly metabolized in the liver and is converted mainly to a glucuronide conjugate; however, sulfation is also possible, based on in vitro studies. The pharmacological properties of piceatannol, especially its antitumor, antioxidant, and anti-inflammatory activities, suggests that piceatannol might be a potentially useful nutritional and pharmacological biomolecule; however, more data are needed on its bioavailability and toxicity in humans.
Glentham Life Sciences
Piceatannol
Nacalai USA
For experimental / research use only.
Piceatannol
Santa Cruz Biotechnology
For experimental / research use only.
Piceatannol >98%
Sigma-Aldrich: Sigma
For experimental / research use only.
Piceatannol powder
sds
TCI AMERICA
For experimental / research use only.
Piceatannol >98.0%(HPLC)
sds
 
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:
antioxidants
Recommendation for piceatannol usage levels up to:
 not for fragrance use.
 
Recommendation for piceatannol 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 :667639
National Institute of Allergy and Infectious Diseases:Data
WGK Germany:3
4-[(E)-2-(3,5-dihydroxyphenyl)ethenyl]benzene-1,2-diol
Chemidplus:0010083246
 
References:
 4-[(E)-2-(3,5-dihydroxyphenyl)ethenyl]benzene-1,2-diol
NIST Chemistry WebBook:Search Inchi
Pubchem (cid):667639
Pubchem (sid):135102758
 
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
Golm Metabolome Database:Search
KEGG (GenomeNet):C05901
HMDB (The Human Metabolome Database):HMDB04215
FooDB:FDB023335
YMDB (Yeast Metabolome Database):YMDB01775
Export Tariff Code:2902.90.9000
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
 found in nature
 
Synonyms:
1,2-benzenediol, {4-[2-(3,} 5-dihydroxyphenyl)ethenyl\]-, (E)-
1,2-benzenediol, 4-(2-(3,5-dihydroxyphenyl)ethenyl)-, (E)-
1,2-benzenediol, 4-[(E)-2-(3,5-dihydroxyphenyl)ethenyl]-
4-[2-(3,5-dihydroxyphenyl)-(E)-1-ethenyl]-1,2-benzenediol
(E)-4-(2-(3,5-dihydroxyphenyl)ethenyl)-1,2-benzene diol
4-[(1E)-2-(3,5-dihydroxyphenyl)ethenyl]-1,2-benzenediol
(E)-4-[2-(3,5-dihydroxyphenyl)ethenyl]1,2-benzenediol
4-[(1E)-2-(3,5-dihydroxyphenyl)ethenyl]benzene-1,2-diol
4-[(E)-2-(3,5-dihydroxyphenyl)ethenyl]benzene-1,2-diol
4-[(E)-2-(3,5-dihydroxyphenyl)vinyl]-1,2-benzenediol
4-[(E)-2-(3,5-dihydroxyphenyl)vinyl]benzene-1,2-diol
5-[(E)-2-(3,4-dihydroxyphenyl)vinyl]benzene-1,3-diol
(E)-4-(3,5-dihydroxystyryl)benzene-1,2-diol
(E)-3-hydroxyresveratol
4-[(E)-2-[3,5-bis(oxidanyl)phenyl]ethenyl]benzene-1,2-diol
(E)-piceatannol
E-piceatannol
trans-piceatannol
3,3',4,5'-tetrahydroxy-trans-stilbene
3,4,3',5'-tetrahydroxy-trans-stilbene
(E)-3,5,3',4'-tetrahydroxystilbene
3,3',4,5'-tetrahydroxystilbene
3,3',4'5-tetrahydroxystilbene
trans-3,3',4,5'-tetrahydroxystilbene
 

Articles:

PubMed:Metabolic engineering of Escherichia coli for the biosynthesis of various phenylpropanoid derivatives.
PubMed:Resveratrol analog piceatannol restores the palmitic acid‑induced impairment of insulin signaling and production of endothelial nitric oxide via activation of anti‑inflammatory and antioxidative heme oxygenase‑1 in human endothelial cells.
PubMed:Characterization of polyphenols and evaluation of antioxidant capacity in grape pomace of the cv. Malbec.
PubMed:Piceatannol inhibits effector T cell functions by suppressing TcR signaling.
PubMed:Combined Use of High-Resolution α-Glucosidase Inhibition Profiling and High-Performance Liquid Chromatography-High-Resolution Mass Spectrometry-Solid-Phase Extraction-Nuclear Magnetic Resonance Spectroscopy for Investigation of Antidiabetic Principles in Crude Plant Extracts.
PubMed:Application of recombinant Pediococcus acidilactici BD16 (fcs (+) /ech (+) ) in malolactic fermentation.
PubMed:Piceatannol inhibits phorbol ester-induced expression of COX-2 and iNOS in HR-1 hairless mouse skin by blocking the activation of NF-κB and AP-1.
PubMed:Piceatannol and its metabolite, isorhapontigenin, induce SIRT1 expression in THP-1 human monocytic cell line.
PubMed:Separation and characterization of soluble esterified and glycoside-bound phenolic compounds in dry-blanched peanut skins by liquid chromatography-electrospray ionization mass spectrometry.
PubMed:Production of anti-cancer agent using microbial biotransformation.
PubMed:Toxic effects of aflatoxin B1 on embryonic development of zebrafish (Danio rerio): potential activity of piceatannol encapsulated chitosan/poly (lactic acid) nanoparticles.
PubMed:A unique mechanism of curcumin inhibition on F1 ATPase.
PubMed:Synthesis of glycosides of resveratrol, pterostilbene, and piceatannol, and their anti-oxidant, anti-allergic, and neuroprotective activities.
PubMed:Piceatannol promotes apoptosis via up-regulation of microRNA-129 expression in colorectal cancer cell lines.
PubMed:Nutritional composition and antioxidant properties of the sim fruit (Rhodomyrtus tomentosa).
PubMed:The expression of sphingosine-1 phosphate receptor-1 in chronic lymphocytic leukemia cells is impaired by tumor microenvironmental signals and enhanced by piceatannol and R406.
PubMed:An unusual piceatannol dimer from Rheum austral D. Don with antioxidant activity.
PubMed:Separation and characterization of phenolic compounds from dry-blanched peanut skins by liquid chromatography-electrospray ionization mass spectrometry.
PubMed:Evaluation of plant phenolic metabolites as a source of Alzheimer's drug leads.
PubMed:Impact of wines and wine constituents on cyclooxygenase-1, cyclooxygenase-2, and 5-lipoxygenase catalytic activity.
PubMed:A review of the pharmacological effects of piceatannol on cardiovascular diseases.
PubMed:Global phosphoproteomics of activated B cells using complementary metal ion functionalized soluble nanopolymers.
PubMed:Rapid chemical characterisation of stilbenes in the root bark of Norway spruce by off-line HPLC/DAD-NMR.
PubMed:Biotechnological production of plant-specific hydroxylated phenylpropanoids.
PubMed:Anti-inflammatory Activity of the Invasive Neophyte Polygonum Cuspidatum Sieb. and Zucc. (Polygonaceae) and the Chemical Comparison of the Invasive and Native Varieties with regard to Resveratrol.
PubMed:Piceatannol attenuates cardiac hypertrophy in an animal model through regulation of the expression and binding of the transcription factor GATA binding factor 6.
PubMed:Application of high-speed counter-current chromatography combined with macroporous resin for rapid enrichment and separation of three anthraquinone glycosides and one stilbene glycoside from Rheum tanguticum.
PubMed:Investigation of liquid chromatography quadrupole time-of-flight mass spectrometry performance for identification and determination of hydroxylated stilbene antioxidants in wine.
PubMed:Absorption and metabolism of piceatannol in rats.
PubMed:Inhibition of CYP17A1 activity by resveratrol, piceatannol, and synthetic resveratrol analogs.
PubMed:Prevention of vascular inflammation by nanoparticle targeting of adherent neutrophils.
PubMed:Piceatannol: a potential futuristic natural stilbene as fetal haemoglobin inducer.
PubMed:Preharvest methyl jasmonate and postharvest UVC treatments: increasing Stilbenes in wine.
PubMed:Piceatannol exhibits selective toxicity to multiple myeloma cells and influences the Wnt/ beta-catenin pathway.
PubMed:Identification of dihydrostilbenes in Pholidota chinensis as a new scaffold for GABAA receptor modulators.
PubMed:Piceatannol facilitates conduction block and ventricular fibrillation induction in ischemia-reperfused rabbit hearts with pacing-induced heart failure.
PubMed:A critical role for the regulation of Syk from agglutination to aggregation in human platelets.
PubMed:Natural stilbenoids isolated from grapevine exhibiting inhibitory effects against HIV-1 integrase and eukaryote MOS1 transposase in vitro activities.
PubMed:The natural stilbenoid piceatannol decreases activity and accelerates apoptosis of human neutrophils: involvement of protein kinase C.
PubMed:Characterisation of stilbenes in California almonds (Prunus dulcis) by UHPLC-MS.
PubMed:Bioactive compounds from Stuhlmannia moavi from the Madagascar dry forest.
PubMed:Classification of stilbenoid compounds by entropy of artificial intelligence.
PubMed:Targeting the Wnt/beta-catenin pathway in multiple myeloma.
PubMed:Involvement of Mincle and Syk in the changes to innate immunity after ischemic stroke.
PubMed:Comparative analyses of stilbenoids in canes of major Vitis vinifera L. cultivars.
PubMed:Stir bar sorptive extraction with gas chromatography-mass spectrometry for the determination of resveratrol, piceatannol and oxyresveratrol isomers in wines.
PubMed:Cell surface F1/FO ATP synthase contributes to interstitial flow-mediated development of the acidic microenvironment in tumor tissues.
PubMed:Development of novel arginase inhibitors for therapy of endothelial dysfunction.
PubMed:p85-RhoGDI2, a novel complex, is required for PSGL-1-induced β1 integrin-mediated lymphocyte adhesion to VCAM-1.
PubMed:Quercetin and EGCG exhibit chemopreventive effects in cholangiocarcinoma cells via suppression of JAK/STAT signaling pathway.
PubMed:In silico and biochemical analyses identify quinone reductase 2 as a target of piceatannol.
PubMed:Postharvest accumulation of resveratrol and piceatannol in sugarcane with enhanced antioxidant activity.
PubMed:Bioactive stilbenes from Vitis vinifera grapevine shoots extracts.
PubMed:Toll-like receptor 4 mediates retinal ischemia/reperfusion injury through nuclear factor-κB and spleen tyrosine kinase activation.
PubMed:The oxygenase CAO-1 of Neurospora crassa is a resveratrol cleavage enzyme.
PubMed:Piceatannol suppresses endotoxin-induced ocular inflammation in rats.
PubMed:Piceatannol suppresses the metastatic potential of MCF10A human breast epithelial cells harboring mutated H-ras by inhibiting MMP-2 expression.
PubMed:Differential effects of resveratrol and its natural analogs, piceatannol and 3,5,4'-trans-trimethoxystilbene, on anti-inflammatory heme oxigenase-1 expression in RAW264.7 macrophages.
PubMed:Investigation of monomeric and oligomeric wine stilbenoids in red wines by ultra-high-performance liquid chromatography/electrospray ionization quadrupole time-of-flight mass spectrometry.
PubMed:PP2 and piceatannol inhibit PrP106-126-induced iNOS activation mediated by CD36 in BV2 microglia.
PubMed:Piceatannol enhances cisplatin sensitivity in ovarian cancer via modulation of p53, X-linked inhibitor of apoptosis protein (XIAP), and mitochondrial fission.
PubMed:Tetramethylpyrazine attenuates TNF-α-induced iNOS expression in human endothelial cells: Involvement of Syk-mediated activation of PI3K-IKK-IκB signaling pathways.
PubMed:Piceatannol modulates lung epithelial cellular responses to Pseudomonas aeruginosa.
PubMed:Involvement of heme oxygenase-1 expression in neuroprotection by piceatannol, a natural analog and a metabolite of resveratrol, against glutamate-mediated oxidative injury in HT22 neuronal cells.
PubMed:Antioxidant activity of selected stilbenoids and their bioproduction in hairy root cultures of muscadine grape (Vitis rotundifolia Michx.).
PubMed:Trimethoxy-resveratrol and piceatannol administered orally suppress and inhibit tumor formation and growth in prostate cancer xenografts.
PubMed:The protective effects of piceatannol from passion fruit (Passiflora edulis) seeds in UVB-irradiated keratinocytes.
PubMed:The antimicrobial effects of wood-associated polyphenols on food pathogens and spoilage organisms.
PubMed:Tumor growth limiting effects of piceatannol.
PubMed:Reversed phase High Performance Liquid Chromatography used for the physicochemical and thermodynamic characterization of piceatannol/β-cyclodextrin complex.
PubMed:Synthesis of C- and O-prenylated tetrahydroxystilbenes and O-prenylated cinnamates and their action towards cancer cells.
PubMed:A new lyoniresinol derivative from Smilax microphylla.
PubMed:Phytohemagglutinins augment red kidney bean (Phaseolus vulgaris L.) induced allergic manifestations.
PubMed:Arginase inhibition by piceatannol-3'-O-β-D-glucopyranoside improves endothelial dysfunction via activation of endothelial nitric oxide synthase in ApoE-null mice fed a high-cholesterol diet.
PubMed:Piceatannol inhibits mast cell-mediated allergic inflammation.
PubMed:Piceatannol, a potent bioactive stilbene, as major phenolic component in Rhodomyrtus tomentosa.
PubMed:Stilbenoid profiles of canes from Vitis and Muscadinia species.
PubMed:Viscum album agglutinin-I (VAA-I) increases cell surface expression of cytoskeletal proteins in apoptotic human neutrophils: moesin and ezrin are two novel targets of VAA-I.
PubMed:Piceatannol, a hydroxystilbene natural product, stabilizes HIF-1α protein by inhibiting HIF prolyl hydroxylase.
PubMed:Piceatannol inhibits MMP-9-dependent invasion of tumor necrosis factor-α-stimulated DU145 cells by suppressing the Akt-mediated nuclear factor-κB pathway.
PubMed:Effect of long-term piceatannol treatment on eNOS levels in cultured endothelial cells.
PubMed:The COP9 signalosome, cullin 3 and Keap1 supercomplex regulates CHOP stability and adipogenesis.
PubMed:Antioxidant Activities of Stilbenoids from Rheum emodi Wall.
PubMed:Inhibition of LFA-1/ICAM-1-mediated cell adhesion by stilbene derivatives from Rheum undulatum.
PubMed:Involvement of caspase-3 in stilbene derivatives induced apoptosis of human neutrophils in vitro.
PubMed:Polyphenol derivatives - potential regulators of neutrophil activity.
PubMed:Decreased activity and accelerated apoptosis of neutrophils in the presence of natural polyphenols.
PubMed:TTAS a new stilbene derivative that induces apoptosis in Leishmania infantum.
PubMed:Pro-autophagic polyphenols reduce the acetylation of cytoplasmic proteins.
PubMed:Determination of hydroxylated stilbenes in wine by dispersive liquid-liquid microextraction followed by gas chromatography mass spectrometry.
PubMed:Extracellular polysaccharides produced by Ganoderma formosanum stimulate macrophage activation via multiple pattern-recognition receptors.
PubMed:Development of a rapid LC-UV method for the investigation of chemical and metabolic stability of resveratrol oligomers.
PubMed:DNA breakage induced by piceatannol and copper(II): Mechanism and anticancer properties.
PubMed:Regioselective hydroxylation of trans-resveratrol via inhibition of tyrosinase from Streptomyces avermitilis MA4680.
PubMed:Synthesis and evaluation of water-soluble resveratrol and piceatannol via BGLation.
PubMed:Suppression of Akt/Foxp3-mediated miR-183 expression blocks Sp1-mediated ADAM17 expression and TNFα-mediated NFκB activation in piceatannol-treated human leukemia U937 cells.
PubMed:Tyrosine kinase inhibitors as potential drugs for B-cell lymphoid malignancies and autoimmune disorders.
PubMed:Binding of phytopolyphenol piceatannol disrupts β/γ subunit interactions and rate-limiting step of steady-state rotational catalysis in Escherichia coli F1-ATPase.
PubMed:Piceatannol, a resveratrol derivative, promotes glucose uptake through glucose transporter 4 translocation to plasma membrane in L6 myocytes and suppresses blood glucose levels in type 2 diabetic model db/db mice.
PubMed:AKT/mTOR as Novel Targets of Polyphenol Piceatannol Possibly Contributing to Inhibition of Proliferation of Cultured Prostate Cancer Cells.
PubMed:Ginkgo biloba extract reduces high-glucose-induced endothelial adhesion by inhibiting the redox-dependent interleukin-6 pathways.
PubMed:Inhibition of tumor cell surface ATP synthesis by pigment epithelium-derived factor: implications for antitumor activity.
PubMed:Antiproliferative and anti-invasive effect of piceatannol, a polyphenol present in grapes and wine, against hepatoma AH109A cells.
PubMed:Piceatannol suppresses breast cancer cell invasion through the inhibition of MMP-9: involvement of PI3K/AKT and NF-κB pathways.
PubMed:Signaling through L-selectin mediates enhanced chemotaxis of lymphocyte subsets to secondary lymphoid tissue chemokine.
PubMed:Piceatannol, natural polyphenolic stilbene, inhibits adipogenesis via modulation of mitotic clonal expansion and insulin receptor-dependent insulin signaling in early phase of differentiation.
PubMed:Control of eotaxin-1 expression and release by resveratrol and its metabolites in culture human pulmonary artery endothelial cells.
PubMed:Phenolic compounds from the branches of Eucalyptus maideni.
PubMed:Quantum-mechanical computations on the electronic structure of trans-resveratrol and trans-piceatannol: a theoretical study of the stacking interactions in trans-resveratrol dimers.
PubMed:Involvement of SIRT1 in hypoxic down-regulation of c-Myc and β-catenin and hypoxic preconditioning effect of polyphenols.
PubMed:Stilbene levels in grape cane of different cultivars in southern Chile: determination by HPLC-DAD-MS/MS method.
PubMed:Type I interferons directly down-regulate BCL-6 in primary and transformed germinal center B cells: differential regulation in B cell lines derived from endemic or sporadic Burkitt's lymphoma.
PubMed:CRP promotes MMP-10 expression via c-Raf/MEK/ERK and JAK1/ERK pathways in cardiomyocytes.
PubMed:Secondary metabolites from Spirotropis longifolia (DC) Baill and their antifungal activity against human pathogenic fungi.
PubMed:Polyphenols from Sophora yunnanensis, and their inhibitory effects on nitric oxide production.
PubMed:Interleukin-1beta-induced iNOS expression in human lung carcinoma A549 cells: involvement of STAT and MAPK pathways.
PubMed:Radical-induced oxidation of trans-resveratrol.
PubMed:Biological activity of piceatannol: leaving the shadow of resveratrol.
PubMed:The effects of resveratrol and selected metabolites on the radiation and antioxidant response.
PubMed:Natural prenylated resveratrol analogs arachidin-1 and -3 demonstrate improved glucuronidation profiles and have affinity for cannabinoid receptors.
PubMed:Selective apoptotic effects of piceatannol and myricetin in human cancer cells.
PubMed:Vitellogenin mediates phagocytosis through interaction with FcγR.
PubMed:Dimerization of piceatannol by Momordica charantia peroxidase and α-glucosidase inhibitory activity of the biotransformation products.
PubMed:Structure and function of the oxidation products of polyphenols and identification of potent lipoxygenase inhibitors from Fe-catalyzed oxidation of resveratrol.
PubMed:[c-SRC knockdown decreases phosphorylated STAT3 expression and viability of HeLa cells].
PubMed:Anti-ATP synthase autoantibodies from patients with Alzheimer's disease reduce extracellular HDL level.
PubMed:Angiotensin II-induced process of angiogenesis is mediated by spleen tyrosine kinase via VEGF receptor-1 phosphorylation.
PubMed:Effect of clone selection, nitrogen supply, leaf damage and mycorrhizal fungi on stilbene and emodin production in knotweed.
PubMed:Identification of the strong vasorelaxing substance scirpusin B, a dimer of piceatannol, from passion fruit (Passiflora edulis) seeds.
PubMed:Piceatannol inhibits migration and invasion of prostate cancer cells: possible mediation by decreased interleukin-6 signaling.
PubMed:Determination of stilbene derivatives in Burgundy red wines by ultra-high-pressure liquid chromatography.
PubMed:Phospho-proteomic analysis of mantle cell lymphoma cells suggests a pro-survival role of B-cell receptor signaling.
PubMed:Regulation of serotonin transport in human platelets by tyrosine kinase Syk.
PubMed:Piceatannol is more effective than resveratrol in restoring endothelial cell dimethylarginine dimethylaminohydrolase expression and activity after high-glucose oxidative stress.
PubMed:Spleen tyrosine kinase modulates the proliferation and phenotypes of vascular smooth muscle cells induced by platelet-derived growth factor.
PubMed:Up-regulation of glypican-3 in human hepatocellular carcinoma.
PubMed:Directly suspended droplet microextraction with in injection-port derivatization coupled to gas chromatography-mass spectrometry for the analysis of polyphenols in herbal infusions, fruits and functional foods.
PubMed:Piceatannol enhances TRAIL-induced apoptosis in human leukemia THP-1 cells through Sp1- and ERK-dependent DR5 up-regulation.
PubMed:Stilbenes as multidrug resistance modulators and apoptosis inducers in human adenocarcinoma cells.
PubMed:Regenerative protein thymosin beta-4 is a novel regulator of purinergic signaling.
PubMed:[Effect of spleen tyrosine kinase on the proliferation of pulmonary vascular smooth muscle cells in rats].
PubMed:Cleavage of resveratrol in fungi: characterization of the enzyme Rco1 from Ustilago maydis.
PubMed:[Role of spleen tyrosine kinase in phenotypic modulation of vascular smooth muscle cell induced by platelet-derived growth factor-BB].
PubMed:Efficient synthesis of natural polyphenolic stilbenes: resveratrol, piceatannol and oxyresveratrol.
PubMed:The cotton ATP synthase δ1 subunit is required to maintain a higher ATP/ADP ratio that facilitates rapid fibre cell elongation.
PubMed:Psoralidin inhibits LPS-induced iNOS expression via repressing Syk-mediated activation of PI3K-IKK-IκB signaling pathways.
PubMed:Structures of novel norstilbene dimer, longusone A, and three new stilbene dimers, longusols A, B, and C, with antiallergic and radical scavenging activities from Egyptian natural medicine Cyperus longus.
PubMed:Resveratrol, a phytoestrogen found in red wine, down-regulates protein S expression in HepG2 cells.
PubMed:Protective action of resveratrol in human skin: possible involvement of specific receptor binding sites.
PubMed:The potential influence of plant polyphenols on the aging process.
PubMed:Extract of passion fruit (Passiflora edulis) seed containing high amounts of piceatannol inhibits melanogenesis and promotes collagen synthesis.
PubMed:[Chemical constituents from Parthenocissus quinquefolia].
PubMed:Glucuronidation of piceatannol by human liver microsomes: major role of UGT1A1, UGT1A8 and UGT1A10.
PubMed:Investigation of microbial elicitation of trans-resveratrol and trans-piceatannol in peanut callus led to the application of chitin as a potential elicitor.
PubMed:Medicinal mushroom Ganoderma lucidum as a potent elicitor in production of t-resveratrol and t-piceatannol in peanut calluses.
PubMed:[Chemopreventive and chemotherapeutic effect of trans-resveratrol and its analogues in cancer].
PubMed:Piceatannol, a catechol-type polyphenol, inhibits phorbol ester-induced NF-{kappa}B activation and cyclooxygenase-2 expression in human breast epithelial cells: cysteine 179 of IKK{beta} as a potential target.
PubMed:Piceatannol induces Fas and FasL up-regulation in human leukemia U937 cells via Ca2+/p38alpha MAPK-mediated activation of c-Jun and ATF-2 pathways.
PubMed:Piceatannol induces heme oxygenase-1 expression in human mammary epithelial cells through activation of ARE-driven Nrf2 signaling.
PubMed:Piceatannol-3'-O-beta-D-glucopyranoside as an active component of rhubarb activates endothelial nitric oxide synthase through inhibition of arginase activity.
PubMed:Analysis of FcgammaRIIA cytoplasmic tail requirements in signaling for serotonin secretion: evidence for an ITAM-dependent, PI3K-dependent pathway.
PubMed:The Syk kinase SmTK4 of Schistosoma mansoni is involved in the regulation of spermatogenesis and oogenesis.
PubMed:Liquid chromatographic/electrospray ionization mass spectrometric identification of the oxidation end-products of trans-resveratrol in aqueous solutions.
PubMed:Piceatannol inhibits phorbol ester-induced NF-kappa B activation and COX-2 expression in cultured human mammary epithelial cells.
PubMed:Resveratrol and piceatannol inhibit iNOS expression and NF-kappaB activation in dextran sulfate sodium-induced mouse colitis.
PubMed:Local leptin production in osteoarthritis subchondral osteoblasts may be responsible for their abnormal phenotypic expression.
PubMed:Factors influencing the production of stilbenes by the knotweed, Reynoutria x bohemica.
PubMed:Potential involvement of F0F1-ATP(synth)ase and reactive oxygen species in apoptosis induction by the antineoplastic agent erucylphosphohomocholine in glioblastoma cell lines : a mechanism for induction of apoptosis via the 18 kDa mitochondrial translocator protein.
PubMed:Poly(I:C) induces BLyS-expression of airway fibroblasts through phosphatidylinositol 3-kinase.
PubMed:Fcgamma receptor cross-linking stimulates cell proliferation of macrophages via the ERK pathway.
PubMed:Syk is a novel target of arsenic trioxide (ATO) and is involved in the toxic effect of ATO in human neutrophils.
PubMed:New lipophilic piceatannol derivatives exhibiting antioxidant activity prepared by aromatic hydroxylation with 2-iodoxybenzoic acid (IBX).
PubMed:Phosphoinositide 3-kinase is a novel target of piceatannol for inhibiting PDGF-BB-induced proliferation and migration in human aortic smooth muscle cells.
PubMed:In vitro evidence for the formation of reactive intermediates of resveratrol in human liver microsomes.
PubMed:The grape component piceatannol induces apoptosis in DU145 human prostate cancer cells via the activation of extrinsic and intrinsic pathways.
PubMed:A simple and sensitive HPLC-UV method for the quantification of piceatannol analog trans-3,5,3',4'-tetramethoxystilbene in rat plasma and its application for a pre-clinical pharmacokinetic study.
PubMed:Angiotensin II-induced migration of vascular smooth muscle cells is mediated by p38 mitogen-activated protein kinase-activated c-Src through spleen tyrosine kinase and epidermal growth factor receptor transactivation.
PubMed:Osteolytic prostate cancer cells induce the expression of specific cytokines in bone-forming osteoblasts through a Stat3/5-dependent mechanism.
PubMed:Analysis of flavonoid-based pharmacophores that inhibit aggrecanases (ADAMTS-4 and ADAMTS-5) and matrix metalloproteinases through the use of topologically constrained peptide substrates.
PubMed:IL-4R(alpha), a new member that associates with Syk kinase: implication in IL-4-induced human neutrophil functions.
PubMed:Cytotoxic, cytoprotective and antioxidant activities of resveratrol and analogues in C6 astroglioma cells in vitro.
PubMed:Piceatannol attenuates 4-hydroxynonenal-induced apoptosis of PC12 cells by blocking activation of c-Jun N-terminal kinase.
PubMed:Pro- and anticarcinogenic mechanisms of piceatannol are activated dose dependently in MCF-7 breast cancer cells.
PubMed:Rapid separation of three glucosylated resveratrol analogues from the invasive plant Polygonum cuspidatum by high-speed countercurrent chromatography.
PubMed:A fundamental role of mAbp1 in neutrophils: impact on beta(2) integrin-mediated phagocytosis and adhesion in vivo.
PubMed:Inhibition of proliferation and migration by piceatannol in vascular smooth muscle cells.
PubMed:Plant catechols and their S-glutathionyl conjugates as antinitrosating agents: expedient synthesis and remarkable potency of 5-S-glutathionylpiceatannol.
PubMed:Interaction of the chemopreventive agent resveratrol and its metabolite, piceatannol, with model membranes.
PubMed:Piceatannol, a natural stilbene from grapes, induces G1 cell cycle arrest in androgen-insensitive DU145 human prostate cancer cells via the inhibition of CDK activity.
PubMed:Influence of the multidrug transporter inhibitors on the activity of Kv1.3 voltage-gated potassium channels.
PubMed:Inhibition of ATPase activity of Escherichia coli ATP synthase by polyphenols.
PubMed:Piceatannol, a derivative of resveratrol, moderately slows I(Na) inactivation and exerts antiarrhythmic action in ischaemia-reperfused rat hearts.
PubMed:Stilbenes and oligostilbenes from leaf and stem of Vitis amurensis and their cytotoxic activity.
PubMed:The phytochemical piceatannol induces the loss of CBL and CBL-associated proteins.
PubMed:Preparative purification of antiamyloidogenic stilbenoids from Vitis vinifera (Chardonnay) stems by centrifugal partition chromatography.
PubMed:Generation of the human metabolite piceatannol from the anticancer-preventive agent resveratrol by bacterial cytochrome P450 BM3.
PubMed:Comparative neuroprotective properties of stilbene and catechin analogs: action via a plasma membrane receptor site?
PubMed:Changes in chemical composition of a red wine aged in acacia, cherry, chestnut, mulberry, and oak wood barrels.
PubMed:In-vitro sulfation of piceatannol by human liver cytosol and recombinant sulfotransferases.
PubMed:Solid-phase microextraction on-fiber derivatization for the analysis of some polyphenols in wine and grapes using gas chromatography-mass spectrometry.
PubMed:Effect of some flavonic compounds and ascorbic acid on lactoferrin stimulation of erythrocyte glycolysis and Na+/ K+-atpase activity.
PubMed:Cofilin phosphorylation mediates proliferation in response to platelet-derived growth factor-BB in rat aortic smooth muscle cells.
PubMed:TREM-2 mediated signaling induces antigen uptake and retention in mature myeloid dendritic cells.
PubMed:Collisionally induced fragmentation of [M-H](-) species of resveratrol and piceatannol investigated by deuterium labelling and accurate mass measurements.
PubMed:Polyphenolic composition of roots and petioles of Rheum rhaponticum L.
PubMed:Crystal and molecular structure of piceatannol; scavenging features of resveratrol and piceatannol on hydroxyl and peroxyl radicals and docking with transthyretin.
PubMed:Conditioned media from mouse osteosarcoma cells promote MC3T3-E1 cell proliferation using JAKs and PI3-K/Akt signal crosstalk.
PubMed:Biochemical effects of piceatannol in human HL-60 promyelocytic leukemia cells--synergism with Ara-C.
PubMed:Leptin inhibits rosiglitazone-induced adipogenesis in murine primary adipocytes.
PubMed:Piceatannol, a stilbene present in grapes, attenuates dextran sulfate sodium-induced colitis.
PubMed:Platelets undergo phosphorylation of Syk at Y525/526 and Y352 in response to pathophysiological shear stress.
PubMed:Pharmacometrics of stilbenes: seguing towards the clinic.
PubMed:Ceramide accelerates ultraviolet-induced MMP-1 expression through JAK1/STAT-1 pathway in cultured human dermal fibroblasts.
PubMed:Analysis of selected stilbenes in Polygonum cuspidatum by HPLC coupled with CoulArray detection.
PubMed:Chain-breaking activity of resveratrol and piceatannol in a linoleate micellar model.
PubMed:In vitro evaluation of the cytotoxic and anti-proliferative properties of resveratrol and several of its analogs.
PubMed:Lipoxygenase inhibitory constituents from rhubarb.
PubMed:Identification of bacterial carotenoid cleavage dioxygenase homologues that cleave the interphenyl alpha,beta double bond of stilbene derivatives via a monooxygenase reaction.
PubMed:Delivery of resveratrol, a red wine polyphenol, from solutions and hydrogels via the skin.
PubMed:Costimulation of dectin-1 and DC-SIGN triggers the arachidonic acid cascade in human monocyte-derived dendritic cells.
PubMed:The grape and wine constituent piceatannol inhibits proliferation of human bladder cancer cells via blocking cell cycle progression and inducing Fas/membrane bound Fas ligand-mediated apoptotic pathway.
PubMed:Induction of apoptosis by piceatannol in human leukemic U937 cells through down-regulation of Bcl-2 and activation of caspases.
PubMed:Primary platelet signaling cascades and integrin-mediated signaling control ADP-ribosylation factor (Arf) 6-GTP levels during platelet activation and aggregation.
PubMed:Inhibition of MRP1 transport activity by phenolic and terpenic compounds isolated from Euphorbia species.
PubMed:Role of different protein tyrosine kinases in fMLP-induced neutrophil transmigration.
PubMed:Antileishmanial activity of piceatannol isolated from Euphorbia lagascae seeds.
PubMed:Evaluation of [3-(1-methyl-1H-indol-3-yl-methylene)-2-oxo-2, 3-dihydro-1H-indole-5-sulfonamide] (OXSI-2), as a Syk-selective inhibitor in platelets.
PubMed:Snake venom metalloproteinases, crotarhagin and alborhagin, induce ectodomain shedding of the platelet collagen receptor, glycoprotein VI.
PubMed:Clusterin mediates TRAIL resistance in prostate tumor cells.
PubMed:NKp30 ligation induces rapid activation of the canonical NF-kappaB pathway in NK cells.
PubMed:TNF-alpha is secreted by monocytes in transit to become macrophages, but not by peripheral blood monocytes, following OK-432 (lyophilized S. pyogenes) stimulation.
PubMed:Piceatannol inhibits melanogenesis by its antioxidative actions.
PubMed:Large conductance Ca2+-activated K+ (BKCa) channels are involved in the vascular relaxations elicited by piceatannol isolated from Rheum undulatum rhizome.
PubMed:Platelet and red blood cell phagocytosis kinetics are differentially controlled by phosphatase activity within mononuclear cells.
PubMed:Screening of potential a disintegrin and metalloproteinase with thrombospondin motifs-4 inhibitors using a collagen model fluorescence resonance energy transfer substrate.
PubMed:Subtype-specific activation of estrogen receptors by a special extract of Rheum rhaponticum (ERr 731), its aglycones and structurally related compounds in U2OS human osteosarcoma cells.
PubMed:Evaluation of resveratrol and piceatannol cytotoxicity in macrophages, T cells, and skin cells.
PubMed:p38 mitogen-activated protein kinase contributes to angiotensin II-stimulated migration of rat aortic smooth muscle cells.
PubMed:Piceatannol attenuates hydrogen-peroxide- and peroxynitrite-induced apoptosis of PC12 cells by blocking down-regulation of Bcl-XL and activation of JNK.
PubMed:Mechanism of inhibition of bovine F1-ATPase by resveratrol and related polyphenols.
PubMed:Activation of estrogen receptor-beta by a special extract of Rheum rhaponticum (ERr 731), its aglycones and structurally related compounds.
PubMed:Spleen tyrosine kinase participates in Src-mediated migration and proliferation by PDGF-BB in rat aortic smooth muscle cells.
PubMed:Analysis of some stilbenes in Italian wines by liquid chromatography/tandem mass spectrometry.
PubMed:Effects of various plant polyphenols on bladder carcinogen benzidine-induced mutagenicity.
PubMed:Involvement of cell surface ATP synthase in flow-induced ATP release by vascular endothelial cells.
PubMed:Resveratrol inhibition of Propionibacterium acnes.
PubMed:Expression and mechanism of spleen tyrosine kinase activation by angiotensin II and its implication in protein synthesis in rat vascular smooth muscle cells.
PubMed:Endothelin-1 induces contraction via a Syk-mediated p38 mitogen-activated protein kinase pathway in rat aortic smooth muscle.
PubMed:An effective sample preparation approach for screening the anticancer compound piceatannol using HPLC coupled with UV and fluorescence detection.
PubMed:Protective effects of piceatannol against beta-amyloid-induced neuronal cell death.
PubMed:Targeting signal-transducer-and-activator-of-transcription-3 for prevention and therapy of cancer: modern target but ancient solution.
PubMed:Characterization of immunological activities of peanut stilbenoids, arachidin-1, piceatannol, and resveratrol on lipopolysaccharide-induced inflammation of RAW 264.7 macrophages.
PubMed:Syk contributes to PDGF-BB-mediated migration of rat aortic smooth muscle cells via MAPK pathways.
PubMed:Molecular mechanisms involved in interleukin-4-induced human neutrophils: expression and regulation of suppressor of cytokine signaling.
PubMed:CXCR3-mediated T-cell chemotaxis involves ZAP-70 and is regulated by signalling through the T-cell receptor.
PubMed:Tyrosine kinase Syk associates with toll-like receptor 4 and regulates signaling in human monocytic cells.
PubMed:Cardiotrophin-1 induces interleukin-6 synthesis in human umbilical vein endothelial cells.
PubMed:In vitro inhibition of rat CYP1A1 and CYP1A2 by piceatannol, a hydroxylated metabolite of trans-resveratrol.
PubMed:Pharmacokinetics of selected stilbenes: rhapontigenin, piceatannol and pinosylvin in rats.
PubMed:Vasorelaxant effect of stilbenes from rhizome extract of rhubarb (Rheum undulatum) on the contractility of rat aorta.
PubMed:C-reactive protein suppresses insulin signaling in endothelial cells: role of spleen tyrosine kinase.
PubMed:Interaction between doxorubicin and the resistance modifier stilbene on multidrug resistant mouse lymphoma and human breast cancer cells.
PubMed:Involvement of Syk kinase in TNF-induced nitric oxide production by airway epithelial cells.
PubMed:Piceatannol attenuates lipopolysaccharide-induced NF-kappaB activation and NF-kappaB-related proinflammatory mediators in BV2 microglia.
PubMed:A role for PLCgamma2 in platelet activation by homocysteine.
PubMed:Inhibitory activity of stilbenes on Alzheimer's beta-amyloid fibrils in vitro.
PubMed:Piceatannol stimulates osteoblast differentiation that may be mediated by increased bone morphogenetic protein-2 production.
PubMed:Survey of grapevine Vitis vinifera stem polyphenols by liquid chromatography-diode array detection-tandem mass spectrometry.
PubMed:Cholesterol loading increases the translocation of ATP synthase beta chain into membrane caveolae in vascular endothelial cells.
PubMed:Resveratrol is rapidly metabolized in athymic (nu/nu) mice and does not inhibit human melanoma xenograft tumor growth.
PubMed:Differential kinase requirements in human and mouse Fc-gamma receptor phagocytosis and endocytosis.
PubMed:Endothelin-1 induces hypertrophy and inhibits apoptosis in human airway smooth muscle cells.
PubMed:IgE-receptor activation induces survival and Bfl-1 expression in human mast cells but not basophils.
PubMed:Syk-dependent mTOR activation in follicular lymphoma cells.
PubMed:Differing mechanisms of cAMP- versus seawater-induced oocyte maturation in marine nemertean worms II. The roles of tyrosine kinases and phosphatases.
PubMed:Antioxidant activity of resveratrol, piceatannol and 3,3',4,4',5,5'-hexahydroxy-trans-stilbene in three leukemia cell lines.
PubMed:Resveratrol oligomers are potent MRP1 transport inhibitors.
PubMed:Comparison of ozone and UV-C treatments on the postharvest stilbenoid monomer, dimer, and trimer induction in var. 'Superior' white table grapes.
PubMed:Constituents of stem bark of Callistemon rigidus showing inhibitory effects on mouse alpha-amylase activity.
PubMed:Regulation of microtubule formation in activated mast cells by complexes of gamma-tubulin with Fyn and Syk kinases.
PubMed:Cell membrane surface expression and tyrosine kinase regulate the osmolyte channel (skAE1) in skate erythrocytes.
PubMed:Ectoadenylate kinase and plasma membrane ATP synthase activities of human vascular endothelial cells.
PubMed:Acid-promoted reaction of the stilbene antioxidant resveratrol with nitrite ions: mild phenolic oxidation at the 4'-hydroxystiryl sector triggering nitration, dimerization, and aldehyde-forming routes.
PubMed:Effect of natural analogues of trans-resveratrol on cytochromes P4501A2 and 2E1 catalytic activities.
PubMed:CRP promotes monocyte-endothelial cell adhesion via Fcgamma receptors in human aortic endothelial cells under static and shear flow conditions.
PubMed:Biosynthesis of plant-specific stilbene polyketides in metabolically engineered Escherichia coli.
PubMed:The catecholic antioxidant piceatannol is an effective nitrosation inhibitor via an unusual double bond nitration.
PubMed:Cardiotrophin-1 induces monocyte chemoattractant protein-1 synthesis in human umbilical vein endothelial cells.
PubMed:Genomic and expression profiling identifies the B-cell associated tyrosine kinase Syk as a possible therapeutic target in mantle cell lymphoma.
PubMed:C-reactive protein mediates CD11b expression in monocytes through the non-receptor tyrosine kinase, Syk, and calcium mobilization but not through cytosolic peroxides.
PubMed:Shiga toxin regulates its entry in a Syk-dependent manner.
PubMed:Engagement of PSGL-1 upregulates CSF-1 transcription via a mechanism that may involve Syk.
PubMed:Two new antioxidant stilbene dimers, parthenostilbenins A and B from Parthenocissus tricuspidata.
PubMed:Piceatannol upregulates endothelial heme oxygenase-1 expression via novel protein kinase C and tyrosine kinase pathways.
PubMed:The red wine phenolics piceatannol and myricetin act as agonists for estrogen receptor alpha in human breast cancer cells.
PubMed:Binding of IgG-opsonized particles to Fc gamma R is an active stage of phagocytosis that involves receptor clustering and phosphorylation.
PubMed:Tumor-specificity and apoptosis-inducing activity of stilbenes and flavonoids.
PubMed:Role of STAT3 and NFkappaB signaling in the serum factor-induced apoptosis in AK-5 cells.
PubMed:Syk is required for monocyte/macrophage chemotaxis to CX3CL1 (Fractalkine).
PubMed:Antioxidant constituents of Caragana tibetica.
PubMed:Novel curcumin- and emodin-related compounds identified by in silico 2D/3D conformer screening induce apoptosis in tumor cells.
PubMed:The chemopreventive agent resveratrol stimulates cyclic AMP-dependent chloride secretion in vitro.
PubMed:Phosphorylations of DEAD box p68 RNA helicase are associated with cancer development and cell proliferation.
PubMed:BCR targeting of biotin-{alpha}-galactosylceramide leads to enhanced presentation on CD1d and requires transport of BCR to CD1d-containing endocytic compartments.
PubMed:Production of stilbenoids from the callus of Arachis hypogaea: a novel source of the anticancer compound piceatannol.
PubMed:Pterostilbene and 3'-hydroxypterostilbene are effective apoptosis-inducing agents in MDR and BCR-ABL-expressing leukemia cells.
PubMed:Pterostilbene, a new agonist for the peroxisome proliferator-activated receptor alpha-isoform, lowers plasma lipoproteins and cholesterol in hypercholesterolemic hamsters.
PubMed:Thrombin-induced tyrosine phosphorylation of HS1 in human platelets is sequentially catalyzed by Syk and Lyn tyrosine kinases and associated with the cellular migration of the protein.
PubMed:Effect of piceatannol in human monocyte-derived dendritic cells in vitro.
PubMed:Effects of resveratrol, piceatannol, tri-acetoxystilbene, and genistein on the inflammatory response of human peripheral blood leukocytes.
PubMed:The non-receptor tyrosine kinase Syk regulates lamellipodium formation and site-directed migration of human leukocytes.
PubMed:Antioxidant, prooxidant and cytotoxic activity of hydroxylated resveratrol analogues: structure-activity relationship.
PubMed:Oncostatin M causes VEGF release from human airway smooth muscle: synergy with IL-1beta.
PubMed:Fc gammaRIIIB stimulation promotes beta1 integrin activation in human neutrophils.
PubMed:Stilbene derivatives from Gnetum cleistostachyum.
PubMed:Syk tyrosine kinase participates in beta1-integrin signaling and inflammatory responses in airway epithelial cells.
PubMed:Tyrosine kinase inhibition affects skate anion exchanger isoform I alterations after volume expansion.
PubMed:Inhibition sites in F1-ATPase from bovine heart mitochondria.
PubMed:Piceatannol prevents lipopolysaccharide (LPS)-induced nitric oxide (NO) production and nuclear factor (NF)-kappaB activation by inhibiting IkappaB kinase (IKK).
PubMed:Alpha-melanocyte stimulating hormone protects against H2O2-induced inhibition of wound restitution in IEC-6 cells via a Syk kinase- and NF-kappabeta-dependent mechanism.
PubMed:Reactivation of SYK expression by inhibition of DNA methylation suppresses breast cancer cell invasiveness.
PubMed:Determination of piceatannol in rat serum and liver microsomes: pharmacokinetics and phase I and II biotransformation.
PubMed:Anti-allergic activity of stilbenes from Korean rhubarb (Rheum undulatum L.): structure requirements for inhibition of antigen-induced degranulation and their effects on the release of TNF-alpha and IL-4 in RBL-2H3 cells.
PubMed:The grape and wine polyphenol piceatannol is a potent inducer of apoptosis in human SK-Mel-28 melanoma cells.
PubMed:Stat3 activity is required for centrosome duplication in chinese hamster ovary cells.
PubMed:Involvement of cytochrome P450 1A2 in the biotransformation of trans-resveratrol in human liver microsomes.
PubMed:Resveratrol, pterostilbene, and piceatannol in vaccinium berries.
PubMed:TNF activates Syk protein tyrosine kinase leading to TNF-induced MAPK activation, NF-kappaB activation, and apoptosis.
PubMed:Modulation of the Fcepsilon receptor I signaling by tyrosine kinase inhibitors: search for therapeutic targets of inflammatory and allergy diseases.
PubMed:An IgM class anti-neutrophil cytoplasm antibody inhibits neutrophil adhesion and apoptosis via a Syk dependent signaling cascade.
PubMed:Resveratrol structure and ceramide-associated growth inhibition in prostate cancer cells.
PubMed:Role of viticultural factors on stilbene concentrations of grapes and wine.
PubMed:Interleukin-15 enhances human neutrophil phagocytosis by a Syk-dependent mechanism: importance of the IL-15Ralpha chain.
PubMed:Estrogenic effects of resveratrol in breast cancer cells expressing mutant and wild-type estrogen receptors: role of AF-1 and AF-2.
PubMed:Inhibition of lipopolysaccharide-induced interferon regulatory factor 3 activation and protection from septic shock by hydroxystilbenes.
PubMed:Tyrosine phosphorylation-dependent activation of NFkappaB is compromised in T cells from the elderly.
PubMed:Tyrosine kinase inhibitors: a new approach for asthma.
PubMed:MEK/ERK and signal transducer and activator of transcription signaling pathways modulate oncostatin M-stimulated CCL2 expression in human osteoblasts through a common transcription factor.
PubMed:Fcgamma receptor signaling in primary human microglia: differential roles of PI-3K and Ras/ERK MAPK pathways in phagocytosis and chemokine induction.
PubMed:Activation of Syk in neutrophils by antineutrophil cytoplasm antibodies occurs via Fcgamma receptors and CD18.
PubMed:Signal transducer and activator of transcription 3 (STAT3) activation in prostate cancer: Direct STAT3 inhibition induces apoptosis in prostate cancer lines.
PubMed:Grape polyphenol resveratrol and the related molecule 4-hydroxystilbene induce growth inhibition, apoptosis, S-phase arrest, and upregulation of cyclins A, E, and B1 in human SK-Mel-28 melanoma cells.
PubMed:Lipopolysaccharide-induced c-Jun NH2-terminal kinase activation in human neutrophils: role of phosphatidylinositol 3-Kinase and Syk-mediated pathways.
PubMed:A role for p38 MAP kinase in platelet activation by von Willebrand factor.
PubMed:Application of a molecularly imprinted polymer for the effective recognition of different anti-epidermal growth factor receptor inhibitors.
PubMed:Possible role of cell surface H+ -ATP synthase in the extracellular ATP synthesis and proliferation of human umbilical vein endothelial cells.
PubMed:Integrins and cytokines activate nuclear transcription factor-kappaB in human neutrophils.
PubMed:Effect of ochratoxin A-producing Aspergilli on stilbenic phytoalexin synthesis in grapes.
PubMed:Activating and inhibitory Ly49 receptors modulate NK cell chemotaxis to CXC chemokine ligand (CXCL) 10 and CXCL12.
PubMed:A role for Syk-kinase in the control of the binding cycle of the beta2 integrins (CD11/CD18) in human polymorphonuclear neutrophils.
PubMed:[A new chromone glycoside from Cassia siamea lam].
PubMed:[Non-anthraquinone constituents from Rheum sublanceolatum C. Y. Cheng et Kao].
PubMed:The use of selective pharmacological inhibitors to delineate signal transduction pathways activated during complement receptor-mediated degranulation in chicken heterophils.
PubMed:Selective separation of active inhibitors of epidermal growth factor receptor from Caragana jubata by molecularly imprinted solid-phase extraction.
PubMed:Synthesis, anticancer activity, and inhibition of tubulin polymerization by conformationally restricted analogues of lavendustin A.
PubMed:Crystal-induced neutrophil activation: VIII. Immediate production of prostaglandin E2 mediated by constitutive cyclooxygenase 2 in human neutrophils stimulated by urate crystals.
PubMed:Resveratrol-induced modification of polyamine metabolism is accompanied by induction of c-Fos.
PubMed:Mechanism-based in vitro screening of potential cancer chemopreventive agents.
PubMed:Purinergic P2Y12 receptor blockade inhibits shear-induced platelet phosphatidylinositol 3-kinase activation.
PubMed:Postharvest UV-C-irradiated grapes as a potential source for producing stilbene-enriched red wines.
PubMed:Inhibition of constitutive STAT3 activity sensitizes resistant non-Hodgkin's lymphoma and multiple myeloma to chemotherapeutic drug-mediated apoptosis.
PubMed:Piceatannol in combination with low doses of cyclosporine A prolongs kidney allograft survival in a stringent rat transplantation model.
PubMed:Syk, a protein-tyrosine kinase, suppresses the cell motility and nuclear factor kappa B-mediated secretion of urokinase type plasminogen activator by inhibiting the phosphatidylinositol 3'-kinase activity in breast cancer cells.
PubMed:Piceatannol inhibits TNF-induced NF-kappaB activation and NF-kappaB-mediated gene expression through suppression of IkappaBalpha kinase and p65 phosphorylation.
PubMed:Fgr but not Syk tyrosine kinase is a target for beta 2 integrin-induced c-Cbl-mediated ubiquitination in adherent human neutrophils.
PubMed:Enhanced phagocytosis through inhibition of de novo ceramide synthesis.
PubMed:Inhibition of host kinase activity altered by the LMP2A signalosome-a therapeutic target for Epstein-Barr virus latency and associated disease.
PubMed:Regulation of Akt-dependent cell survival by Syk and Rac.
PubMed:ITAM-based interaction of ERM proteins with Syk mediates signaling by the leukocyte adhesion receptor PSGL-1.
PubMed:Postharvest stilbene-enrichment of red and white table grape varieties using UV-C irradiation pulses.
PubMed:krox-20/egr-2 is up-regulated following non-specific and homophilic adhesion in rat macrophages.
PubMed:Selective pharmacological inhibitors reveal the role of Syk tyrosine kinase, phospholipase C, phosphatidylinositol-3'-kinase, and p38 mitogen-activated protein kinase in Fc receptor-mediated signaling of chicken heterophil degranulation.
PubMed:Inhibitors of the tyrosine kinase signaling cascade attenuated thrombin-induced guinea pig airway smooth muscle cell proliferation.
PubMed:Piceatannol, a Syk-selective tyrosine kinase inhibitor, attenuated antigen challenge of guinea pig airways in vitro.
PubMed:Functional role of p38 mitogen activated protein kinase in platelet activation induced by a thromboxane A2 analogue and by 8-iso-prostaglandin F2alpha.
PubMed:Lck is required for stromal cell-derived factor 1 alpha (CXCL12)-induced lymphoid cell chemotaxis.
PubMed:Recognition and phagocytosis of apoptotic T cells by resident murine tissue macrophages require multiple signal transduction events.
PubMed:Potential cancer-chemopreventive activities of wine stilbenoids and flavans extracted from grape (Vitis vinifera) cell cultures.
PubMed:Early events in the activation of Fc gamma RIIA in human neutrophils: stimulated insolubilization, translocation to detergent-resistant domains, and degradation of Fc gamma RIIA.
PubMed:Proline-rich tyrosine kinase 2 and focal adhesion kinase are involved in different phases of platelet activation by vWF.
PubMed:Syk regulation of phosphoinositide 3-kinase-dependent NK cell function.
PubMed:The cancer preventative agent resveratrol is converted to the anticancer agent piceatannol by the cytochrome P450 enzyme CYP1B1.
PubMed:Piceatannol, a natural analog of resveratrol, inhibits progression through the S phase of the cell cycle in colorectal cancer cell lines.
PubMed:Role of Src kinases and Syk in Fcgamma receptor-mediated phagocytosis and phagosome-lysosome fusion.
PubMed:Piceatannol is an effective inhibitor of IgE-mediated secretion from human basophils but is neither selective for this receptor nor acts on syk kinase at concentrations where mediator release inhibition occurs.
PubMed:Piceatannol, a hydroxylated analog of the chemopreventive agent resveratrol, is a potent inducer of apoptosis in the lymphoma cell line BJAB and in primary, leukemic lymphoblasts.
PubMed:Pharmacological comparison of LTB(4)-induced NADPH oxidase activation in adherent and non-adherent guinea-pig eosinophils.
PubMed:[Chemical constituents of Rheum wittrochii Lundstr(II)].
PubMed:Crystal-induced neutrophil activation. VII. Involvement of Syk in the responses to monosodium urate crystals.
PubMed:A novel tetratricopeptide repeat-containing J-protein localized in a plasma membrane-bound protein complex of the phytopathogenic oomycete Phytophthora megasperma.
PubMed:A novel cyclooxygenase-inhibitory stilbenolignan from the seeds of Aiphanes aculeata.
PubMed:Rituximab inactivates signal transducer and activation of transcription 3 (STAT3) activity in B-non-Hodgkin's lymphoma through inhibition of the interleukin 10 autocrine/paracrine loop and results in down-regulation of Bcl-2 and sensitization to cytotoxic drugs.
PubMed:Inhibitors from rhubarb on lipopolysaccharide-induced nitric oxide production in macrophages: structural requirements of stilbenes for the activity.
PubMed:Specific immunoglobulin E responses in ZAP-70-deficient patients are mediated by Syk-dependent T-cell receptor signalling.
PubMed:Signal transduction via both human low-affinity IgG Fc receptors, Fc gamma RIIa and Fc gamma RIIIb, depends on the activity of different families of intracellular kinases.
PubMed:Thrombopoietin stimulates cortactin translocation to the cytoskeleton independently of tyrosine phosphorylation.
PubMed:Serum amyloid P component binds to Fc gamma receptors and opsonizes particles for phagocytosis.
PubMed:Cross-linking of beta2 integrins caused diminished responses of neutrophils to priming agents like lipopolysaccharide or tumor necrosis factor-alpha: possible involvement of tyrosine kinase Syk.
PubMed:Platelet activation by von Willebrand factor requires coordinated signaling through thromboxane A2 and Fc gamma IIA receptor.
PubMed:Phosphoinositide 3-kinase modulation of beta(3)-integrin represents an endogenous "braking" mechanism during neutrophil transmatrix migration.
PubMed:Exposure of RBL-2H3 mast cells to Ag(+) induces cell degranulation and mediator release.
PubMed:Requirement of tyrosine-phosphorylated Vav for morphological differentiation of all-trans-retinoic acid-treated HL-60 cells.
PubMed:Study on anti-Oketsu activity of rhubarb II. Anti-allergic effects of stilbene components from Rhei undulati Rhizoma (dried rhizome of Rheum undulatum cultivated in Korea).
PubMed:Prolactin signaling to pim-1 expression: a role for phosphatidylinositol 3-kinase.
PubMed:Inhibition of motility of hamster spermatozoa by protein tyrosine kinase inhibitors.
PubMed:Kinase pathways in chemoattractant-induced degranulation of neutrophils: the role of p38 mitogen-activated protein kinase activated by Src family kinases.
PubMed:Signal transduction involved in MCP-1-mediated monocytic transendothelial migration.
PubMed:Inhibitory effects of active substances isolated from Cassia garrettiana heartwood on tumor growth and lung metastasis in Lewis lung carcinoma-bearing mice (Part 2).
PubMed:Tumor necrosis factor-alpha activation of the c-Jun N-terminal kinase pathway in human neutrophils. Integrin involvement in a pathway leading from cytoplasmic tyrosine kinases apoptosis.
PubMed:Ligation of HLA-DR molecules on B cells induces enhanced expression of IgM heavy chain genes in association with Syk activation.
PubMed:Epigallocatechin gallate inhibits histamine release from rat basophilic leukemia (RBL-2H3) cells: role of tyrosine phosphorylation pathway.
PubMed:Inhibition of mitochondrial proton F0F1-ATPase/ATP synthase by polyphenolic phytochemicals.
PubMed:Inhibition of volume-stimulated taurine efflux and tyrosine kinase activity in the skate red blood cell.
PubMed:Inhibition of a protein tyrosine kinase activity in Plasmodium falciparum by chloroquine.
PubMed:A new stilbene diglycoside from Rheum undulatum.
PubMed:Distinct mechanisms of STAT phosphorylation via the interferon-alpha/beta receptor. Selective inhibition of STAT3 and STAT5 by piceatannol.
PubMed:Deactivation of cultured human liver myofibroblasts by trans-resveratrol, a grapevine-derived polyphenol.
PubMed:Purification of a 72-kDa protein-tyrosine kinase from rat liver and its identification as Syk: involvement of Syk in signaling events of hepatocytes.
PubMed:Effects of stilbene constituents from rhubarb on nitric oxide production in lipopolysaccharide-activated macrophages.
PubMed:Tyrosine phosphorylation and association of FcgammaRII and p72(Syk) are not limited to the FcgammaRII signalling pathway.
PubMed:Isolation and identification of stilbenes in two varieties of Polygonum cuspidatum.
PubMed:Inhibitory effect of piceatannol, a protein tyrosine kinase inhibitor, on asexual maturation of Plasmodium falciparum.
PubMed:Syk activation initiates downstream signaling events during human polymorphonuclear leukocyte phagocytosis.
PubMed:'Outside-in' signalling mechanisms underlying CD11b/CD18-mediated NADPH oxidase activation in human adherent blood eosinophils.
PubMed:Src-regulated extracellular signal-related kinase and Syk-regulated c-Jun N-terminal kinase pathways act in conjunction to induce IL-1 synthesis in response to microtubule disruption in HL60 cells.
PubMed:Evaluation of the antioxidant potential of natural products.
PubMed:Anti-platelet aggregation activity of stilbene derivatives from Rheum undulatum.
PubMed:FcepsilonRI-mediated antigen endocytosis turns interferon-gamma-treated mouse mast cells from inefficient into potent antigen-presenting cells.
PubMed:Piceatannol, a stilbene phytochemical, inhibits mitochondrial F0F1-ATPase activity by targeting the F1 complex.
PubMed:Effect of resveratrol and some other natural compounds on tyrosine kinase activity and on cytolysis.
PubMed:Studies on the cytoplasmic protein tyrosine kinase activity of the Antarctic psychrotrophic bacterium Pseudomonas syringae.
PubMed:Genetic and pharmacological analyses of Syk function in alphaIIbbeta3 signaling in platelets.
PubMed:Sequential activation of different Ca2+ entry pathways upon cholinergic stimulation in mouse pancreatic acinar cells.
PubMed:Volume expansion stimulates p72(syk) and p56(lyn) in skate erythrocytes.
PubMed:CD28 ligation induces tyrosine phosphorylation of Pyk2 but not Fak in Jurkat T cells.
PubMed:ZAP-70 tyrosine kinase is required for LFA-1-dependent T cell migration.
PubMed:Identification of the Fc epsilonRI-activated tyrosine kinases Lyn, Syk, and Zap-70 in human basophils.
PubMed:Insulin-induced arteriolar dilation after tyrosine kinase and nitric oxide synthase inhibition in hamster cheek pouch microcirculation.
PubMed:Regulation of alphaIIb beta3 function in human B lymphocytes.
PubMed:Isolation, identification, and antioxidant activity of three stilbene glucosides newly extracted from vitis vinifera cell cultures
PubMed:Syk activation is required for spreading and H2O2 release in adherent human neutrophils.
PubMed:Inhibition of eukaryote serine/threonine-specific protein kinases by piceatannol.
PubMed:The effect of tyrosine kinase inhibitors on IgE-mediated histamine release from human lung mast cells and basophils.
PubMed:Functional role for Syk tyrosine kinase in natural killer cell-mediated natural cytotoxicity.
PubMed:Ligation of CD53/OX44, a tetraspan antigen, induces homotypic adhesion mediated by specific cell-cell interactions.
PubMed:Platelet activation and signal transduction by convulxin, a C-type lectin from Crotalus durissus terrificus (tropical rattlesnake) venom via the p62/GPVI collagen receptor.
PubMed:Simple Synthesis of 5-Substituted Resorcinols: A Revisited Family of Interesting Bioactive Molecules.
PubMed:Differential activation of human platelets induced by Fc gamma receptor II cross-linking and by anti-CD9 monoclonal antibody.
PubMed:The alpha2beta1 integrin is a necessary co-receptor for collagen-induced activation of Syk and the subsequent phosphorylation of phospholipase Cgamma2 in platelets.
PubMed:Coronary arteriolar flow-induced vasodilation signals through tyrosine kinase.
PubMed:Syk, activated by cross-linking the B-cell antigen receptor, localizes to the cytosol where it interacts with and phosphorylates alpha-tubulin on tyrosine.
PubMed:Effects of integrin clustering on human lung mast cells and basophils.
PubMed:Regulation of integrin-dependent release in human lung mast cells and basophils.
PubMed:Calcium signaling in endothelial cells involves activation of tyrosine kinases and leads to activation of mitogen-activated protein kinases.
PubMed:Effect of tyrosine kinase inhibitors on luteinizing hormone-releasing hormone (LHRH)-induced gonadotropin release from the anterior pituitary.
PubMed:Induction of serine and threonine protein phosphorylation by endotoxin-associated protein in murine resident peritoneal macrophages.
PubMed:The tyrosine phosphorylation of a p72syk-like protein in activated murine resident peritoneal macrophages.
PubMed:Inhibition of mast cell Fc epsilon R1-mediated signaling and effector function by the Syk-selective inhibitor, piceatannol.
PubMed:Tyrphostin induced growth inhibition: correlation with effect on p210bcr-abl autokinase activity in K562 chronic myelogenous leukemia.
PubMed:Protein-tyrosine kinases: potential targets for anticancer drug development.
PubMed:Tyrosine kinase-dependent assembly of actin plaques linking Fc epsilon R1 cross-linking to increased cell substrate adhesion in RBL-2H3 tumor mast cells.
PubMed:Synthesis and protein-tyrosine kinase inhibitory activity of polyhydroxylated stilbene analogues of piceatannol.
PubMed:Non-amine based analogues of lavendustin A as protein-tyrosine kinase inhibitors.
PubMed:Biologically active constituents of Melaleuca leucadendron: inhibitors of induced histamine release from rat mast cells.
PubMed:Phenolics of mycorrhizas and non-mycorrhizal roots of Norway spruce.
PubMed:Piceatannol (3,4,3',5'-tetrahydroxy-trans-stilbene) is a naturally occurring protein-tyrosine kinase inhibitor.
PubMed:3,3',5'-Tri-O-methylpiceatannol and 4,3',5'-tri-O-methylpiceatannol: improvements over piceatannol in bioactivity.
PubMed:Stilbene Synthase and Chalcone Synthase : Two Different Constitutive Enzymes in Cultured Cells of Picea excelsa.
PubMed:Use of potato disc and brine shrimp bioassays to detect activity and isolate piceatannol as the antileukemic principle from the seeds of Euphorbia lagascae.
 
Notes:
demethyl derivative of isorhapontigenin; a syk kinase inhibitor; found in heartwood of fabaceae; inhibitor of photosynthesis in spinach chloroplasts; may be inhibitor of plant growth. 3,3',4'5-Tetrahydroxystilbene (or Piceatannol) is a phenolic stilbenoid. It is a metabolite of resveratrol found in red wine. A viral protein-tyrosine kinase (LMP2A) implicated in leukemia, non-Hodgkin's lymphoma and other diseases associated with Epstein-Barr virus, was recently found to be blocked by picetannol in vitro (PMID 2590224). Therefore there is research interest in piceatannol as an anti-cancer and anti-EBV drug. Piceatannol can also act as an agonist for estrogen receptor alpha in human breast cancer cells (PMID: 16216908). [HMDB]
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