119529-70-3Relevant articles and documents
A practical access to highly enantiomerically pure flavanones by catalytic asymmetric transfer hydrogenation
Lemke, Marie-Kristin,Schwab, Pia,Fischer, Petra,Tischer, Sandra,Witt, Morris,Noehringer, Laurence,Rogachev, Victor,Jaeger, Anne,Kataeva, Olga,Froehlich, Roland,Metz, Peter
, p. 11651 - 11655 (2013)
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
Efficient synthesis of polyoxygenated flavones from naturally occurring flavanones
Bovicelli, Paolo,D'Angelo, Vittoria,Collalto, Daniela,Verzina, Antonio,D'Antona, Nicola,Lambusta, Daniela
, p. 1697 - 1701 (2008/03/11)
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.
Selective halogenation of flavanones
Bovicelli, Paolo,Bernini, Roberta,Antonioletti, Roberto,Mincione, Enrico
, p. 5563 - 5567 (2007/10/03)
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.