4143-73-1

Usage

Chemical Class

Flavonoids

Subclass

Flavonols

Structure

4H-chromen-4-one

Functional Groups

Hydroxy and methoxy groups attached to the phenyl ring

Natural Occurrence

Found in various fruits, vegetables, and herbs

Potential Properties

+ Antioxidant
+ Anti-inflammatory
+ Anticancer

Potential Applications

+ Treatment of cardiovascular diseases
+ Treatment of neurodegenerative disorders
+ Treatment of diabetes

Relevance

Of interest in medicinal chemistry and drug development.

Upstream product

• 56681-66-4 3-methoxy-4-acetoxybenzoyl chloride 
• 118-93-4 o-hydroxyacetophenone 
• 121-33-5 vanillin 
• 25205-49-6 2′,4-dihydroxy-3-methoxychalcone 

Relevant academic research and scientific papers

Design, synthesis and biological activity of flavonoid derivatives as selective agonists for neuromedin U 2 receptor

Central neuromedin U 2 receptor (NMU2R) plays important roles in the regulation of food intake and body weight. Identification of NMU2R agonists may lead to the development of pharmaceutical agents to treat obesity. Based on the structure of rutin, a typi

Discovery of lesser known flavones as inhibitors of NF-κB signaling in MDA-MB-231 breast cancer cells - A SAR study

Seventeen flavonoids with different substitutions were evaluated for inhibition of nuclear factor-κB (NF-κB) signaling in the invasive breast cancer cell line MDA-MB-231. They were screened using an engineered MDA-MB-231 cell line reporting NF-κB activation. The modulation of expression of two NF-κB regulated genes involved in tumorigenesis, matrix metalloproteinase-9 (MMP-9), and cyclooxygenase-2 (COX-2) were also analyzed in these cells. Among the compounds tested, all except gossypetin and quercetagetin inhibited the activation of NF-κB, and the expression of MMP-9 and COX-2 to different degree. Methylated flavone, chrysoeriol (luteolin-3′-methylether), was found to be the most potent inhibitor of MMP-9 and COX-2 expressions. The effect of chrysoeriol on cell proliferation, cell cycle, apoptosis and metastasis was analyzed by established methods. Chrysoeriol caused cell cycle arrest at G2/M and inhibited migration and invasion of MDA-MB-231 cells. The structure-activity relations amongst the flavonoids as NF-κB signaling inhibitors was studied. The study indicates differences between the actions of various flavonoids on NF-κB activation and on the biological activities of breast cancer cells. Flavones in general, were more active than the corresponding flavonols.