AdipoGen Life Sciences

Eupatilin

CHF 70.00
In stock
AG-CN2-0432-M0055 mgCHF 70.00
AG-CN2-0432-M02525 mgCHF 280.00
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Product Details
Synonyms 5,7-Dihydroxy-3',4',6-trimethoxyflavone; NSC 122413
Product Type Chemical
Properties
Formula

C18H16O7

MW 344.3
CAS 22368-21-4
Source/Host Chemicals Isolated from Artemisia sp.
Purity Chemicals ≥98% (HPLC)
Appearance Pale yellow powder.
Solubility Soluble in DMSO, hot methanol or mixture of methanol and chloroform.
Identity Determined by 1H-NMR.
InChi Key DRRWBCNQOKKKOL-UHFFFAOYSA-N
Smiles COC1=C(C=C(C=C1)C2=CC(=O)C3=C(C(=C(C=C3O2)O)OC)O)OC
Shipping and Handling
Shipping AMBIENT
Short Term Storage +4°C
Long Term Storage -20°C
Handling Advice Keep cool and dry.
Protect from light.
Protect from moisture.
Use/Stability Stable for at least 2 years after receipt when stored at -20°C.
Documents
MSDS Download PDF
Product Specification Sheet
Datasheet Download PDF
Description
  • Selective inhibitor of 5-lipoxygenase.
  • Anti-proliferative and anticancer compound.
  • Apoptosis and cell cycle arrest inducer.
  • Inhibits ERK1/2, JNK, and NF-κB activation and expression of Raf-1 and Ras.
  • PI3K Class I, MKK3/6 and MKK4 inhibitor.
  • Inhibits angiogenesis by blocking STAT3 and VEGF expression.
  • Anti-inflammatory and immunosuppressive agent.
  • Antioxidant.
  • Antidiabetic. Enhances hepatic and plasma glucose metabolism and increases insulin secretion in type 2 diabetic mice.
  • Selective PPARα agonist.
  • Neuroprotective.
Product References
  1. Selective inhibition of 5-lipoxygenase by natural compounds isolated from Chinese plants, Artemisia rubripes Nakai: Y. Koshihara, et al.; FEBS Lett. 158, 41 (1983)
  2. Eupatilin, a pharmacologically active flavone derived from Artemisia plants, induces apoptosis in human promyelocytic leukemia cells: H.J. Seo & Y.J. Surh; Mutat. Res. 496, 191-8 (2001)
  3. Eupatilin, a pharmacologically active flavone derived from Artemisia plants, induces cell cycle arrest in ras-transformed human mammary epithelial cells: D.H. Kim, et al.; Biochem. Pharmacol. 68, 1081 (2004)
  4. Eupatilin blocks mediator release via tyrosine kinase inhibition in activated guinea pig lung mast cells: J.Y Kim, et al.; J. Toxicol. Environ. Health A. 68, 2063 (2005)
  5. Eupatilin has an antiapoptotic action on hepatocytes, in contrast to apoptotic actions on other cells: T. Mine; J. Gastroenterol. 41, 818 (2006)
  6. Eupatilin protects gastric epithelial cells from oxidative damage and down-regulates genes responsible for the cellular oxidative stress: E.J. Choi, et al.; Pharm. Res. 25, 1355 (2008)
  7. Eupatilin inhibits H(2)O(2)-induced apoptotic cell death through inhibition of mitogen-activated protein kinases and nuclear factor-kappaB: S. Lee, et al.; Food Chem. Toxicol. 46, 2865 (2008)
  8. Eupatilin, isolated from Artemisia princeps Pampanini, enhances hepatic glucose metabolism and pancreatic beta-cell function in type 2 diabetic mice: Y.J. Kang, et al.; Diabetes Res. Clin. Pract. 82, 25 (2008)
  9. Eupatilin exhibits a novel anti-tumor activity through the induction of cell cycle arrest and differentiation of gastric carcinoma AGS cells: E.J. Choi, et al.; Differentiation 77, 412 (2009)
  10. Eupatilin inhibits T-cell activation by modulation of intracellular calcium flux and NF-kappaB and NF-AT activity: Y.D. Kim, et al.; J. Cell Biochem. 108, 225 (2009)
  11. Eupatilin Inhibits Gastric Cancer Cell Growth by Blocking STAT3-Mediated VEGF Expression: J.H. Cheong, et al.; J. Gastric Cancer 11, 16 (2011)
  12. The neuroprotective effect of eupatilin against ischemia/reperfusion-induced delayed neuronal damage in mice: M. Cai, et al.; Eur. J. Pharmacol. 689, 104 (2012)
  13. Eupatilin, a major flavonoid of Artemisia, attenuates aortic smooth muscle cell proliferation and migration by inhibiting PI3K, MKK3/6, and MKK4 activities: J.E. Son, et al.; Planta Med. 79, 1009 (2013)
  14. Massive elimination of multinucleated osteoclasts by eupatilin is due to dual inhibition of transcription and cytoskeletal rearrangement: J.-Y. Kim, et al.; Bone Rep. 3, 83 (2015)
  15. Identification of eupatilin from Artemisia argyi as a selective PPARα agonist using affinity selection ultrafiltration LC-MS: Y. Choi, et al.; Molecules 20, 13753 (2015)
  16. Eupatilin suppresses the allergic inflammatory response in vitro and in vivo: E-H. Song, et al.; Phytomed. 42, 1 (2018)
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