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Piceatannol

Catalog No.
N2031
p56lck/Syk inhibitor
Grouped product items
SizePriceStock Qty
10mM (in 1mL DMSO)
$73.00
In stock
20mg
$106.00
In stock
For scientific research use only and should not be used for diagnostic or medical purposes.

Tel: +1-832-696-8203

Email: [email protected]

Worldwide Distributors

Background

Anti-inflammatory, immunomodulatory and antiproliferative agent. Inhibits p56lck and syk protein tyrosine kinases and inhibits TNF-induced NF-κB activation and gene expression. Synthesis results from conversion of resveratrol by cytochrome P450 1B1.

Chemical Properties

Physical AppearanceA solid
StorageStore at -20°C
M.Wt244.24
Cas No.10083-24-6
FormulaC14H12O4
Solubilityinsoluble in H2O; ≥12.2 mg/mL in DMSO; ≥49 mg/mL in EtOH
Chemical Name4-[(E)-2-(3,5-dihydroxyphenyl)ethenyl]benzene-1,2-diol
SDFDownload SDF
Canonical SMILESC1=CC(=C(C=C1C=CC2=CC(=CC(=C2)O)O)O)O
Shipping ConditionSmall Molecules with Blue Ice, Modified Nucleotides with Dry Ice.
General tips We do not recommend long-term storage for the solution, please use it up soon.

Protocol

Cell experiment [1]:

Cell lines

pcDNA3-FADDdn-transfected BJAB cells

Preparation method

The solubility of this compound in DMSO is >12.2mg/mL. General tips for obtaining a higher concentration: Please warm the tube at 37℃ for 10 minutes and/or shake it in the ultrasonic bath for a while. Stock solution can be stored below -20℃ for several months.

Reacting condition

15 to 100 μM for 36 h.

Applications

Piceatannol-induced apoptosis in BJAB cells was mediated by loss of mitochondrial membrane. Piceatannol led to a significant loss of the mitochondrial membrane potential at relatively low concentrations of 15 and 25μM. Piceatannol at concentrations < 100μM significantly did not reduce viability of BJAB cells thereby indicating that a membrane disrupting effect of this naturally occurring polyhydroxystilbenes, ie unspecific necrosis, did not play a role for their death-inducing potency. Apoptosis induction was concentration-dependent with a half-maximum concentration of 25μM for piceatannol.

Animal experiment [2]:

Animal models

Six-week-old female BALB/c mice

Dosage form

1, 2.5, 5, or 10 mg/kg of body weight by gavage for 7 days

Application

The DAI (disease activity index) decreased significantly in the mice receiving piceatannol (2.5–10 mg/kg) compared with the mice receiving vehicle treatment. And piceatannol (2.5–10 mg/kg) treatment reduced weight loss in mice with colitis. NO and PGE2 are considered important inflammatory mediators, playing a key role in the pathogenesis of IBD (Inflammatory bowel disease). Oral administration of piceatannol reduced NO and PGE2 production in a concentration-dependent manner at day 10. Piceatannol administration (10 mg/kg) prevented significant increases in IL-1β, IL-6, and TNF-α levels. Administration of piceatannol 10 mg/kg significantly decreased the translocation of phospho-STAT3 and of the p65 subunit of NF-κB to enterocyte nuclei. Thus 10 mg/kg of piceatannol dramatically reduced MCP-1 and KC production in the colon. This indicated that piceatannol exerted anti-inflammatory effects by reducing monocyte and neutrophil infiltration into the colonic mucosa.

Other notes

Please test the solubility of all compounds indoor, and the actual solubility may slightly differ with the theoretical value. This is caused by an experimental system error and it is normal.

References:

[1].Wieder, T.,Prokop, A.,Bagci, B., et al. 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. Leukemia 15, 1735-1742.

[2]. Kim YH1, Kwon HS, Kim DH., et al. Piceatannol, a stilbene present in grapes, attenuates dextran sulfate sodium-induced colitis. Int Immunopharmacol. 2008 Dec 10;8(12):1695-702.

Biological Activity

Description Piceatannol is an anticancer agent with ED50 value of 25 μM in BJAB Burkitt-like lymphoma cells.
Targets BJAB Burkitt-like lymphoma cell          
IC50 25 μM (ED50)          

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