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Piceatannol

CAS No.: 10083-24-6

Category

Cat.NO.:A162917  Purity:98%

Product Details of Piceatannol

CAS No. : 10083-24-6
Formula :

C14H12O4

M.W :

244.24

SMILES Code :
OC1=CC=C(/C=C/C2=CC(O)=CC(O)=C2)C=C1O
Synonyms :
Astringenin; trans-Piceatannol; NSC 622471
MDL No. : MFCD00221715

Safety of Piceatannol

GHS Pictogram:
Signal Word: Warning
Hazard Statements: H315-H319-H335
Precautionary Statements: P261-P305+P351+P338

Related Pathways of Piceatannol

RTK

Isoform Comparison

Name Syk Purity
PRT062607 HCl ++++ 98%
R406 ++ 98%
Fostamatinib Disodium ++ 98+%
Piceatannol 98%
BAY 61-3606 2HCl +++ 99+%
Entospletinib +++ 99+%
Fostamatinib ++ 98%
RO9021 +++ 98%
TAK-659 HCl ++++ 99%

Biological Activity

Target
  • Syk

In Vitro:

Cell Line

Concentration Treated Time Description References
RAW264.7 cells 40 µM 1 hour Inhibit SYK activity, reduce OxLDL-induced autophagy PMC4509444
BMDM cells 40 µM 2 hours Inhibit SYK activity, reduce OxLDL-induced MHC-II expression PMC4509444
human umbilical vein endothelial cells (HUVECs) 1 μM, 3 μM, 10 μM 12 hours PG significantly inhibited arginase activity in HUVECs and increased NOx production. PMC2912479
RAW 264.7 mouse macrophages 0-50 μM 24 hours To evaluate the cytotoxicity of Piceatannol on RAW 264.7 macrophages, results showed that PIC was the most toxic to macrophages (LC50 trypan ~ 1.3 μM). PMC3629880
10ScNCr/23 mouse macrophages 0-50 μM To evaluate the anti-proliferative effect of Piceatannol on 10ScNCr/23 macrophages, results showed that PIC did not affect cell proliferation at concentrations ≤ 50 μM. PMC6275965
A-431 human epidermoid carcinoma cells 50 μM >200 hours To evaluate the anti-proliferative effect of Piceatannol on A-431 skin cells, results showed that PIC inhibited cell growth at 50 μM concentration. PMC6275965
CCRF-CEM tumor-derived human T cells ≥10 μM ≥168 hours To evaluate the anti-proliferative effect of Piceatannol on CCRF-CEM T cells, results showed that PIC inhibited cell growth at concentrations ≥10 µM. PMC6275965
SW480 cells 97.44 ±1.18 μg/mL 48 hours To evaluate the cytotoxicity of PTL on SW480 cells, the results showed that PTL significantly inhibited cell viability PMC11735875
LoVo cells 107.33 ±0.97 μg/mL 48 hours To evaluate the cytotoxicity of PTL on LoVo cells, the results showed that PTL significantly inhibited cell viability PMC11735875
TAM2D2 T cell hybridoma cells 50 µg/ml 1 hour Inhibition of TAM2D2 cell invasion into fibroblast monolayers PMC2149357

In Vivo:

Species

Animal Model

Administration Dosage Frequency Description References
mice mice aortic rings in vitro incubation 5.17 mg/kg Single injection, samples taken at 6 hours, 12 hours, and 48 hours post-treatment PG significantly decreased arginase activity in mice aortic rings and increased NO production while reducing ROS generation. PMC2912479
Rats Subarachnoid hemorrhage model Intraperitoneal injection Itraconazole 75 mg/kg, Arsenic trioxide 7.5 mg/kg Itraconazole twice daily, Arsenic trioxide once daily, for 9 days Piceatannol reduced brain edema and improved neurological function after SAH. PMC4519357
C57BL/6J mice Cerebral ischemia model Intraperitoneal injection 40 μM overnight (approximately 16 hours) Piceatannol treatment significantly reduced the brain infarct volume and improved neurological function in the cerebral ischemia model mice. PMC6954534
Mice Subcutaneous tumor model Subcutaneous injection Single injection, continued until 24 hours after SAH To validate the inhibitory effect of CMD-BHQ3-PTL/DOX@RBCM on tumor growth in vivo, the results showed that the nanomedicine significantly inhibited tumor growth PMC11735875

Protocol

Bio Calculators
Preparing Stock Solutions 1mg 5mg 10mg

1 mM

5 mM

10 mM

4.09mL

0.82mL

0.41mL

20.47mL

4.09mL

2.05mL

40.94mL

8.19mL

4.09mL

Dissolving Methods

Please choose the appropriate dissolution scheme according to your animal administration guide.For the following dissolution schemes, clear stock solution should be prepared according to in vitro experiments, and then cosolvent should be added in turn:

in order to ensure the reliability of the experimental results, the clarified stock solution can be properly preserved according to the storage conditions; The working fluid for in vivo experiment is recommended to be prepared now and used on the same day;

The percentage shown in front of the following solvent refers to the volume ratio of the solvent in the final solution; If precipitation or precipitation occurs in the preparation process, it can be assisted by heating and/or ultrasound.

Protocol 1
Add each solvent one by one:  10% DMSO    40% PEG300    5% Tween-80    45% Saline
Solubility: ≥ 2.5 mg/mL (10.24 mM); Clear solution
Protocol 2
Add each solvent one by one:  10% DMSO    90% (20% SBE-β-CD in Saline)
Solubility: ≥ 2.5 mg/mL (10.24 mM); Clear solution

References

[1]Wang BH, Lu ZX, Polya GM. Inhibition of eukaryote serine/threonine-specific protein kinases by piceatannol. Planta Med. 1998 Apr;64(3):195-9

[2]Oliver JM, Burg DL, et al. Inhibition of mast cell Fc epsilon R1-mediated signaling and effector function by the Syk-selective inhibitor, piceatannol. J Biol Chem. 1994 Nov 25;269(47):29697-703.

[3]Liu D, Mamorska-Dyga A. Syk inhibitors in clinical development for hematological malignancies. J Hematol Oncol. 2017 Jul 28;10(1):145. doi: 10.1186/s13045-017-0512-1. PMID: 28754125; PMCID: PMC5534090.

[4]Oliver JM, Burg DL, Wilson BS, McLaughlin JL, Geahlen RL. Inhibition of mast cell Fc epsilon R1-mediated signaling and effector function by the Syk-selective inhibitor, piceatannol. J Biol Chem. 1994 Nov 25;269(47):29697-703. PMID: 7961959.

[5]Ashikawa K, Majumdar S, Banerjee S, Bharti AC, Shishodia S, Aggarwal BB. Piceatannol inhibits TNF-induced NF-kappaB activation and NF-kappaB-mediated gene expression through suppression of IkappaBalpha kinase and p65 phosphorylation. J Immunol. 2002 Dec 1;169(11):6490-7. doi: 10.4049/jimmunol.169.11.6490. PMID: 12444159.

[6]Chen WP, Hung LM, Hsueh CH, Lai LP, Su MJ. Piceatannol, a derivative of resveratrol, moderately slows I(Na) inactivation and exerts antiarrhythmic action in ischaemia-reperfused rat hearts. Br J Pharmacol. 2009 Jun;157(3):381-91. doi: 10.1111/j.1476-5381.2008.00106.x. Epub 2009 Apr 3. PMID: 19371352; PMCID: PMC2707985.

[7]Kim YH, Kwon HS, Kim DH, Cho HJ, Lee HS, Jun JG, Park JH, Kim JK. Piceatannol, a stilbene present in grapes, attenuates dextran sulfate sodium-induced colitis. Int Immunopharmacol. 2008 Dec 10;8(12):1695-702. doi: 10.1016/j.intimp.2008.08.003. Epub 2008 Sep 4. PMID: 18773974.

[8]Minakawa M, Miura Y, Yagasaki K. 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. Biochem Biophys Res Commun. 2012 Jun 8;422(3):469-75. doi: 10.1016/j.bbrc.2012.05.017. Epub 2012 May 10. PMID: 22579688.

 

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