LKT Labs

Biochemicals for Life Science Research

Demethoxycurcumin

Product ID D1850
Cas No. 24939-17-1
Purity ≥98%
Product Unit SizeCostQuantityStock
5 mg $141.50 In stock
10 mg $251.70 In stock
25 mg $503.40 In stock
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Description

Demethoxycurcumin displays anticancer, antioxidative, anti-inflammatory, antibacterial, and neuroprotective activities. Demethoxycurcumin activates AMPK, inhibiting eukaryotic initiation factor 4E binding protein 1 (eIF4E-bp3) and downregulating HSP70 and EGFR in vitro. Like other similar compounds, demethoxycurcumin may indirectly inhibit EGFR activation. Demethoxycurcumin also inhibits STAT3 activation and increases activity of caspase 3 in vitro, inhibiting cell proliferation, migration, and invasion in several cancer cell lines. Demethoxycurcumin downregulates reactive oxygen species (ROS)-related signaling in vitro as well. This compound inhibits phosphorylation of tau proteins and may inhibit acetylcholinesterase (AChE) activity in vitro, suggesting potential benefit in the treatment of Alzheimer’s disease. Demethoxycurcumin may also be a potential treatment for vascular injury, as it decreases expression of matrix metalloproteinase 2/9 and downregulates PI3K/Akt and ERK1/2 signaling, preventing migration of vascular smooth muscle cells in vitro. This compound also displays antibacterial activity against Mycobacterium tuberculosis.

Product Info

Cas No.

24939-17-1
Purity

≥98%
Formula

C20H18O5
Formula Wt.

338.35
Chemical Name

1,6-Heptadiene-3,5-dione, 1-(4-hydroxy-3-methoxyphenyl)-7- (4-hydroxyphenyl)- (VAN)
IUPAC Name

(1E,6E)-1-(4-hydroxy-3-methoxyphenyl)-7-(4-hydroxyphenyl)hepta-1, 6-diene-3,5-dione
Appearance

Orange Powder

Shipping and Storage

Store Temp

Ambient
Ship Temp

Ambient

Downloads

MSDS

D1850 MSDS PDF
Info Sheet

D1850 Info Sheet PDF
Brochures

Curcumin Flyer

Natural Products Booklet

References

Sheu MJ, Lin HY, Yang YH, et al. Demethoxycurcumin, a major active curcuminoid from Curcuma longa, suppresses balloon injury induced vascular smooth muscle cell migration and neointima formation: an in vitro and in vivo study. Mol Nutr Food Res. 2013 Sep;57(9):1586-97. PMID: 23520190.

Shieh JM, Chen YC, Lin YC, et al. Demethoxycurcumin inhibits energy metabolic and oncogenic signaling pathways through AMPK activation in triple-negative breast cancer cells. J Agric Food Chem. 2013 Jul 3;61(26):6366-75. PMID: 23777448.

Villaflores OB, Chen YJ, Chen CP, et al. Curcuminoids and resveratrol as anti-Alzheimer agents. Taiwan J Obstet Gynecol. 2012 Dec;51(4):515-25. PMID: 23276553.

Hung CM, Su YH, Lin HY, et al. Demethoxycurcumin Modulates Prostate Cancer Cell Proliferation via AMPK-Induced Down-regulation of HSP70 and EGFR. J Agric Food Chem. 2012 Aug 16. PMID: 22849866.

Ni X, Zhang A, Zhao Z, et al. Demethoxycurcumin inhibits cell proliferation, migration and invasion in prostate cancer cells. Oncol Rep. 2012 Jul;28(1):85-90. PMID: 22552297.

Zhang L, Wu C, Zhao S, et al. Demethoxycurcumin, a natural derivative of curcumin attenuates LPS-induced pro-inflammatory responses through down-regulation of intracellular ROS-related MAPK/NF-kappaB signaling pathways in N9 microglia induced by lipopolysaccharide. Int Immunopharmacol. 2010 Mar;10(3):331-8. PMID: 20018257.

Ahmed T, Gilani AH. Inhibitory effect of curcuminoids on acetylcholinesterase activity and attenuation of scopolamine-induced amnesia may explain medicinal use of turmeric in Alzheimer's disease. Pharmacol Biochem Behav. 2009 Feb;91(4):554-9. PMID: 18930076.

Agrawal DK, Saikia D, Tiwari R, et al. Demethoxycurcumin and its semisynthetic analogues as antitubercular agents. Planta Med. 2008 Dec;74(15):1828-31. PMID: 18991209.

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