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Eupatilin

AG-CN2-0432-M005 5 mg INQ
AG-CN2-0432-M025 25 mg INQ
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Additional Information

Product Data
Synonyms 5,7-Dihydroxy-3',4',6-trimethoxyflavone; NSC 122413
Properties
Formula C18H16O7
MW 344.3
CAS 22368-21-4
Source/Host Isolated from Artemisia sp.
Purity ≥98% (HPLC)
Appearance Pale yellow powder.
Solubility Soluble in DMSO, hot methanol or mixture of methanol and chloroform.
InChi Key DRRWBCNQOKKKOL-UHFFFAOYSA-N
Product Type Chemical
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.
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Product Description

  • Selective inhibitor of 5-lipoxygenase [1].
  • Apoptosis and cell cycle arrest inducer [2].
  • Anticancer compound [3, 9].
  • Inhibits ERK1/2, JNK, and NF-κB activation and expression of Raf-1 and Ras [3, 7].
  • Anti-proliferative compound [3].
  • Anti-inflammatory and immunosuppressive [4, 10].
  • Anti-apoptotic compound in hepatocytes [5].
  • Antioxidant [6].
  • Antidiabetic. Enhances hepatic and plasma glucose metabolism and increases insulin secretion in type 2 diabetic mice [8].
  • Inhibits angiogenesis by blocking STAT3 and VEGF expression [11].
  • Neuroprotective [12].
  • PI3K Class I, MKK3/6 and MKK4 inhibitor [13].
  • Shown to inhibit osteoporosis dually through transcriptional suppression and actin rearrangement.

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)
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