33554-48-2

Upstream product

• 93-89-0 benzoic acid ethyl ester 
• 13909-60-9 1-(2,3,6-trimethoxy-phenyl)-ethanone 
• 6665-66-3 5,6-Dihydroxyflavone 
• 77-78-1 dimethyl sulfate 
• 118021-60-6 6-hydroxy-5-methoxy-2-phenyl-4H-chromen-4-one 
• 74-88-4 methyl iodide 
• 85395-95-5 5-hydroxy-6-methoxy-2-phenyl-4H-chromen-4-one 
• 854653-60-4 1-(6-hydroxy-2,3-dimethoxy-phenyl)-3-phenyl-propane-1,3-dione 
• 127-09-3 sodium acetate 
• 64-19-7 acetic acid 
• 7664-93-9 sulfuric acid 
• 699-83-2 2,6-dihydroxylacetophenone 
• 703-23-1 2'-hydroxy-6'-methoxyacetophenone 
• 33539-20-7 6-methoxy-2,5-dihydroxyacetophenone 

Downstream Products

• 85395-95-5 5-hydroxy-6-methoxy-2-phenyl-4H-chromen-4-one 
• 6665-77-6 5,6-diacetoxy-2-phenyl-chromen-4-one 

Relevant academic research and scientific papers

Selective and efficient oxidative modifications of flavonoids with 2-iodoxybenzoic acid (IBX)

2-Iodoxybenzoic acid (IBX), a mild and efficient hypervalent iodine oxidant, has been utilised in different reaction conditions to perform several efficient oxidative modifications of flavonoids. Fine-tuning of the reaction conditions allowed remarkably selective modifications of these compounds. At room temperature, IBX proved to be an excellent reagent for a highly regioselective aromatic hydroxylation of monohydroxylated flavanones and flavones, generating the corresponding catecholic derivatives showing high antioxidant activity. At 90 °C, IBX efficiently dehydrogenated a large panel of methoxylated flavanones to their corresponding flavones exhibiting anticancer activity. IBX polystyrene has also been utilised to increase the recovery of highly polar compounds. Following the first oxidation, the reagent was recovered and reused in several runs without loss of efficiency and selectivity. The first example of an application of IBX polystyrene in a dehydrogenation reaction has been described.

O-methylation of flavonoids by cell-free extracts of calamondin orange

Cell-free extracts of calamondin orange (Citrus mitis) catalysed the O-methylation of almost all hydroxyls of a number of flavonoids, indicating the existence in citrus tissues of ortho, meta, para and 3-O-methyltransferases. The latter, hitherto unreported enzyme, catalysed the formation of 3-O-methyl ethers of galangin and quercetin. The stepwise O-methylation of a number of compounds, especially quercetin and quercetagetin, tends to suggest a coordinated sequence of O-methylations on the surface of a multienzyme complex. The methyl acceptor abilities of the flavonoid substrates used are discussed in relation to their hydroxyl substitution patterns and their negative electron density distribution.