1176-88-1

Usage

Uses

Used in Pharmaceutical Industry:
2-(3,4-dimethoxyphenyl)-5-hydroxy-3,6,7,8-tetramethoxy-4H-chromen-4-one is used as a potential pharmaceutical compound for its potential biochemical activities. The presence of methoxy and hydroxyl groups in its structure may contribute to its interactions with biological systems, suggesting possible applications in drug development and therapeutics.
Used in Chemical Research:
In the field of chemistry, 2-(3,4-dimethoxyphenyl)-5-hydroxy-3,6,7,8-tetramethoxy-4H-chromen-4-one is used as a subject of study for understanding the effects of methoxy and hydroxyl groups on the compound's chemical properties. This research could lead to insights into the design of new chemical entities with tailored properties.
Used in Pharmacological Studies:
2-(3,4-dimethoxyphenyl)-5-hydroxy-3,6,7,8-tetramethoxy-4H-chromen-4-one is used as a test compound in pharmacological studies to evaluate its potential effects on biological systems. 2-(3,4-dimethoxyphenyl)-5-hydroxy-3,6,7,8-tetramethoxy-4H-chromen-4-one's structure and functional groups may allow it to interact with specific targets in the body, which could be relevant for the development of new drugs or therapeutic strategies.
(Note: The exact properties and applications of this chemical compound would be dependent upon further rigorous experimental studies as mentioned in the provided materials.)

Upstream product

• 478-01-3 nobiletin 
• 35154-55-3 3-hydroxy-5,6,7,8,3′,4′-hexamethoxyflavone 
• 1178-24-1 3,3',4',5,6,7,8-heptamethoxyflavone 
• 10544-05-5 2-(3,4-dimethoxy-phenyl)-7-hydroxy-5-methoxy-chromen-4-one 
• 520-27-4 diosmin 
• 1168-42-9 5,6,7,4'-tetramethoxyflavone 
• 2306-27-6 sinensetin 
• 481-53-8 tangeritin 
• 1251-84-9 3,5,6,7,3',4'-Hexamethoxyflavon 
• 61451-85-2 3',4',5,7-tetrahydroxy-3,6,8-trimethoxyflavone 
• 74-88-4 methyl iodide 
• 5071-47-6 2-hydroxy-3,4,5,6,ο-pentamethoxyacetophenone 
• 24824-54-2 3,4-dimethoxybenzoic anhydride 

Downstream Products

• 87926-83-8 3',4',5,6,7,8-hexahydroxyflavonol 
• 1178-24-1 3,3',4',5,6,7,8-heptamethoxyflavone 

Relevant academic research and scientific papers

CHEMISTRY OF TOXIC RANGE PLANTS. HIGHLY OXYGENATED FLAVONOL METHYL ETHERS FROM GUTIERREZIA MICROCEPHALA

Gutierrezia microcephala; Broomweed; Compositae; Astereae; flavonol; oxygenated kaempferol; quercetin and myricetin derivatives; 13C NMR.The perennial American desert shrub, Gutierrezia microcephala, contains 20 flavonol methyl ethers displaying nine different oxygenation patterns.These include 11 new flavonols: 5,7-dihydroxy-3,6,8,3',4',5'-hexamethoxyflavone, 5,7,4'-trihydroxy-3,6,8,3',5'-pentamethoxyflavone, 5,7,3'-trihydroxy-3,6,8,4',5'-pentamethoxyflavone, 5,7,2',4'-tetrahydroxy-3,6,8,5'-tetramethoxyflavone, 5,7,3',4'-tetrahydroxy-3,6,8-trimethoxyflavone, 5,7,8,3',4'-pentahydroxy-3,6-dimethoxyflavone, 3,5,7,3',4'-pentahydroxy-6,8-dimethoxyflavone, 5,7,4'-trihydroxy-3,6,8-trimethoxyflavone, 5,7,8,4'-tetrahydroxy-3,3'-dimethoxyflavone, 5,7,8,3',4'-pentahydroxy-3-methoxyflavone and 5,7,8,4'-tetrahydroxy-3-methoxyflavone.In addition, the following known flavonols were isolated: 5,7-dihydroxy-3,8,3',4',5'-pentamethoxyflavone, 5,7,4'-trihydroxy-3,8-dimethoxyflavone, 5,7,4'-trihydroxy-3,8,3'-trimethoxyflavone, 5,7,3',4'-tetrahydroxy-3,8-dimethoxyflavone, 5,7,4'-trihydroxy-3,6,3'-trimethoxyflavone, 5,7,3',4'-tetrahydroxy-3-methoxyflavone, 5,4'-dihydroxy-3,6,7,8,3'-pentamethoxyflavone, 5,7,4'-trihydroxy-3,6,8,3'-tetramethoxyflavone and 3,5,7,4'-tetrahydroxy-6,8,3'-trimethoxyflavone.

Synthesis of Citrus polymethoxyflavonoids and their antiproliferative activities on Hela cells

Abstract: A series of polymethoxyflavonoids (3–16) were synthesized through dehydrogenation, O-methylation, glycoside hydrolysis, bromination, microwave-assisted aromatic nucleophilic substitution, dimethyldioxirane oxidation and regioselective demethylation, starting from abundant and inexpensive natural sources naringin and hesperidin. All the synthetic compounds were test for antiproliferative activities on human cervical carcinoma Hela cell line by the standard CCK-8 assay, the result showed that most of the target compounds exhibited moderate to potent antiproliferative activities on Hela cells comparable with the positive control cis-Platin. Among them, 5-hydroxypolymethoxy flavonoid 13 showed the strongest activity (IC50 0.791 μM). Graphical Abstract: [InlineMediaObject not available: see fulltext.].

Semisynthesis of polymethoxyflavonoids from naringin and hesperidin

Polymethoxyflavonoids (PMFs) possess important biological activities, notably as anticancer agents. Semisynthesis of a series of PMFs were performed by glycoside hydrolysis, dehydrogenation, bromination, aromatic nucleophilic substitution, O-methylation, dimethyldioxirane oxidation and regioselective demethylation, starting from abundant and inexpensive natural sources naringin and hesperidin. A new synthetic method for selective methylation using CuBr catalysed and microwave-assisted reaction was developed, and the dimethyl dioxirane oxidation of flavones to flavonols was much improved. The new semisynthetic route has the advantages of easy availability of starting materials, simple operation and good yields.

PROCESS TO PREPARE FLAVONES

The present invention relates to the field of flavor ingredients. More particularly it provides, a process for making 5- hydroxy -polyitιethoxy-f lavones (5-OH-PMF) (I) or improving the organoleptic properties of natural polymethoxy-f lavones (PMF) . The invention's process comprises treating flavones (II) in the presence of a HCl solution in a non-acidic and non -aqueous solvent. (I) (II).