64964-85-8

Upstream product

• 78899-51-1 5,7-Dimethoxy-2-(4-methoxy-phenoxy)-4-oxo-4H-chromene-3-carboxylic acid 
• 59887-91-1 5,7-dimethoxy-4H-chromen-4-one 
• 61854-35-1 6-demethoxy-4′-O-methylcapillarisin 
• 77-78-1 dimethyl sulfate 
• 78899-25-9 2,4-Dimethoxy-6-(4-methoxy-phenoxycarbonyloxy)-benzoic acid 
• 78899-33-9 3-[2,4-Dimethoxy-6-(4-methoxy-phenoxycarbonyloxy)-phenyl]-3-oxo-2-(triphenyl-λ⁵-phosphanylidene)-propionic acid benzyl ester 
• 78899-42-0 5,7-Dimethoxy-2-(4-methoxy-phenoxy)-4-oxo-4H-chromene-3-carboxylic acid benzyl ester 
• 78899-17-9 2,4-Dimethoxy-6-(4-methoxy-phenoxycarbonyloxy)-benzoic acid benzyl ester 

Downstream Products

• 61854-36-2 6-demethoxycapillarisin 

Relevant academic research and scientific papers

Discovery of 5,7-Dimethoxy-2-(3,4,5-trimethoxyphenoxy)-chromen-4-one with Lipid Lowering Effects in Hepatocytes

The population with nonalcoholic fatty liver disease (NAFLD) and nonalcoholic steatohepatitis (NASH) is increasing. However, no medicine is indicated for treating these diseases clinically nowadays. Therefore, there is an urgent need to develop a new drug to overcome NAFLD and NASH. Capillarisin, a 2-phenoxychromone originating from Artemisia capillaris Thunb., is well-known for its liver-protective effects. As a result, a series of 2-phenoxychromones was prepared and evaluated for its protective activity against lipid droplet formation in oleic acid (OA)-treated Huh7 cells by means of high-content screening. In the light of the results, the compounds with trimethoxy groups on the phenyl ring possessed better inhibitory properties against lipid accumulation in Huh7 cells, compared to other functional groups on the same ring. Nonetheless, the compounds with a hydroxy group at the C-5 position of the chromone exhibited apparent cytotoxicity. Finally, the active compound, 5,7-dimethoxy-2-(3,4,5-trimethoxyphenoxy)-chromen-4-one (7e), with an IC50 value of 32.2 ± 2.1 μM against lipid accumulation and no significant cytotoxicity, reduced the accumulation of lipid droplets by up-regulating peroxisome proliferator-activated receptor gamma coactivator 1α (PGC1α) to facilitate the catabolism of fat, which shows promise for further optimization to manage NAFLD and NASH.

2-PHENOXYCHROMONES AND A STRUCTURALLY RELATED FLAVONE FROM LEAVES OF ROSA RUGOSA

Key Word Index - Rosa rugosa; Rosaceae; leaves; 2-phenoxychromone; flavonoid.Abstract - Two phenoxychromones were identified in leaves of Rosa rugosa: 6-demethoxy-4'-O-methylcapillarisin and 6-demethoxycapillarisin.Apigenin was also found in the leaves.This is the first report of phenoxychromones outside the Compositae.

Synthesis of Demethoxycapillarisin, a Naturally Occurring 2-Phenoxychromone, and Related Compounds

Demethoxycapillarisin (1), a naturally occurring 2-phenoxychromone, and the related compounds (2) - (4) have been synthesized via a route involving, as a key step, an intramolecular Wittig reaction between a phosphorus ylide and a carbonate.