119529-70-3

Upstream product

• 480-41-1 5,7-Dihydroxy-2-(4-hydroxy-phenyl)-chroman-4-on 
• 66074-95-1 4',5,7-trimethoxyflavanone 

Downstream Products

• 119529-69-0 8-bromo-4',5,7-trimethoxy-flavanone ethylene ketal 
• 725740-09-0 5,7,4’-O,O,O-trimethoxy-8-methylnaringenin 
• 20197-48-2 5,7-dimethoxy-2-(4-methoxyphenyl)-8-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-4H-1-benzopyran-4-one 
• 119677-12-2 5,7,4'-Trimethoxy-8-<(1RS,2R,3S,4R,5R)-2,3,4,5,6-pentabenzyloxy-1-hydroxyhexyl>flavanon-ethylenacetal 
• 119529-79-2 5,7,4'-Trimethoxy-8-(2,3,5,6-tetra-O-acetyl-D-glucofuranosyl)flavon 
• 119529-77-0 5,7,4'-Trimethoxy-8-(2,3,5,6-tetra-O-acetyl-D-glucofuranosyl)flavanon 
• 119529-73-6 5,7,4'-Trimethoxy-8-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)flavanon 
• 119529-75-8 8-(D-Glucofuranosyl)-5,7,4'-trimethoxyflavanon 
• 119529-71-4 8-(β-D-Glucopyranosyl)-5,7,4'-trimethoxyflavanon 
• 35095-45-5 8-bromo-5,7-dimethoxy-2-(4-methoxyphenyl)-4H-1-benzopyran-4-one 

Relevant academic research and scientific papers

A practical access to highly enantiomerically pure flavanones by catalytic asymmetric transfer hydrogenation

A surprisingly selective, non-enzymatic kinetic resolution of readily available, racemic β-chiral ketones enabled the title process, which was applied to a rapid synthesis of several bioactive flavanones in virtually enantiopure form (see scheme; MOM=methoxymethyl, Ts=p-toluenesulfonyl). Copyright

Ecofriendly synthesis of halogenated flavonoids and evaluation of their antifungal activity

Brominated and chlorinated flavonoids belonging to different classes (flavanones, flavones and catechins) were prepared from the corresponding flavonoids by a simple and ecofriendly procedure based on the use of sodium halides, aqueous hydrogen peroxide and acetic acid. Pure samples of substrates and products were tested against Trichoderma koningii, Fusarium oxysporum and Cladosporium cladosporioides, common saprotrophic soil and seed fungi, potential pathogens for humans and their activity was expressed as linear mycelial growth inhibition (%). Among them, 8-chloro-5,7,3′,4′-tetramethoxyepicatechin 29, a novel catechin derivative, exhibited a remarkable effect against all tested fungi also at low concentrations.

Efficient synthesis of polyoxygenated flavones from naturally occurring flavanones

Flavonoids are constituents of the human diet (they are present in many beverages and food), and in organisms they are responsible for several biological functions, including that of antioxidant. Because of the increasing interest in these molecules, methods for their synthesis and structural modification are of great importance; studies on the biological activities of many of these compounds are insufficient because of their scarcity and/or high cost. We have developed an expeditious synthesis of polyoxygenated flavones, starting from available and inexpensive flavanones, using a bromination- methoxylation procedure. A series of flavonoids that are not otherwise accessible can be prepared using this method. As an example, 3′-demethoxysudachitin, a limited flavone possessing antimicrobial activity against methicillin-resistant Staphylococcus aureus and Helicobacter pylori and acting as a 2,2-diphenyl-1-picrylhydrazyl (DPPH) scavenger, was prepared in fairly satisfactory yield.

Radical-scavenging polyphenols: New strategies for their synthesis

New strategies for the synthesis of polyphenols, compounds with antioxidant properties contained in every kind of plants, are discussed. Syntheses of different classes of polyphenols, namely ubiquinones, present in many natural systems in which electron-transfer mechanisms are involved, hydroxytyrosol, one of the main components of the phenol fraction in olives, and flavonoids, widespread in the plant kingdom, were approached by simple and environmentally sustainable methods.

Selective halogenation of flavanones

A mild, efficient and regioselective method for the selective halogenation of flavonoids is presented. Halogenated flavanones and flavones are considered potential benzodiazepine receptor ligands and with DMD/NaX or oxone/acetone/water/NaX systems they can be synthesised in preparative amounts.