160096-61-7

Basic information

• Product Name: 1,6-Heptadiene-3,5-dione,1,7-bis(4-methoxyphenyl)-, (1E,6E)-
• Synonyms: 1,6-Heptadiene-3,5-dione,1,7-bis(4-methoxyphenyl)-, (E,E)-; CHC 005
• CAS NO: 160096-61-7
• Molecular Formula: C21H20 O4
• Molecular Weight: 336.387
• Mol File: 160096-61-7.mol
• Article Data: 11

Chemical Properties

• CAS DataBase Reference: 1,6-Heptadiene-3,5-dione,1,7-bis(4-methoxyphenyl)-, (1E,6E)-(CAS DataBase Reference)
• NIST Chemistry Reference: 1,6-Heptadiene-3,5-dione,1,7-bis(4-methoxyphenyl)-, (1E,6E)-(160096-61-7)
• EPA Substance Registry System: 1,6-Heptadiene-3,5-dione,1,7-bis(4-methoxyphenyl)-, (1E,6E)-(160096-61-7)

Safety Data

• Hazardous Substances Data: 160096-61-7(Hazardous Substances Data)

Upstream product

• 123-54-6 acetylacetone 
• 52328-96-8 bis-demethoxycurcumin 
• 74-88-4 methyl iodide 
• 123-11-5 4-methoxy-benzaldehyde 

Relevant articles and documents

3,3′-OH curcumin causes apoptosis in HepG2 cells through ROS-mediated pathway

In this paper, we synthesized a series of curcumin analogs and evaluated their cytotoxicity against HepG2 cells. The results exhibited that the hydroxyl group at 3,3′-position play an essential role in enhancing their anti-proliferation activity. More importantly, 3,3′-hydroxy curcumin (1b) caused apoptosis in HepG2 cells with the ROS generation, which may be mainly composed of hydroxyl radicals (HO[rad]) and H2O2. The more cytotoxic activity and ROS-generating ability of 1b may be due to the more stable in (RPMI)-1640 medium and more massive uptake than curcumin. Then the generation of ROS can disrupt the intracellular redox balance, induce lipid peroxidation, cause the collapse of the mitochondrial membrane potential and ultimately lead to apoptosis. The results not only suggest that 3,3′-hydroxy curcumin (1b) may cause HepG2 cells apoptosis through ROS-mediated pathway, but also offer an important information for design of curcumin analog.

Discovery of novel anti-tumor curcumin analogues from the optimization of curcumin scaffold

A series of novel curcumin analogues were synthesized by optimization of its aromatic ring. The antiproliferative activities of these analogues were screened against four human cancer cell lines by MTT assay and some displayed significant improvement in a

Synthesis and identification of new 4-arylidene curcumin analogues as potential anticancer agents targeting nuclear factor-κB signaling pathway

A series of curcumin analogues including new 4-arylidene curcumin analogues (4-arylidene-1,7-bisarylhepta-1,6-diene-3,5-diones) were synthesized. Cell growth inhibition assays revealed that most 4-arylidene curcumin analogues can effectively decrease the growth of a panel of lung cancer cells at submicromolar and low micromolar concentrations. High content analysis technology coupled with biochemical studies showed that this new class of 4-arylidene curcumin analogues exhibits significantly improved NF-κB inhibition activity over the parent compound curcumin, at least in part by inhibiting IκB phosphorylation and degradation via IKK blockage; selected 4-arylidene curcumin analogues also reduced the tumorigenic potential of cancer cells in a clonogenic assay.