50848-66-3Relevant academic research and scientific papers
Regioselective 6-iodination of 5,7-dioxygenated flavones by benzyltrimethylammonium dichloroiodate
Quintin, Jér?me,Lewin, Guy
, p. 3635 - 3638 (2004)
The iodination of 5,7-dioxygenated flavones with 1equiv of benzyltrimethylammonium dichloroiodate (BTMA·ICl2) in the system CH2Cl2-MeOH-CaCO3 at room temperature is presented in this note. Flavones with a free p
COMPOSITIONS AND METHODS FOR POTENTIATING ANTIBIOTIC ACTIVITY
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, (2008/06/13)
[205] The present invention provides compounds that potentiate the activity of antibiotic agents, particularly quinolones such as norflaxin. The invention further provides compositions, e.g., pharmaceutical compositions, comprising the inventive compounds. The invention also provides compositions comprising an antibiotic (e.g., a quinolone) and a compound that potentiates activity of the antibiotic. The invention further provides methods of treating a subject comprising administering any of the inventive compounds or compositions to the subject. The invention also provides screening methods to identify compounds that potentiate the activity of an antibiotic, e.g., a quinolone.
Semisynthesis of linarin, acacetin, and 6-iodoapigenin derivatives from diosmin
Quintin, Jerome,Lewin, Guy
, p. 1624 - 1627 (2007/10/03)
Semisynthesis of linarin and acacetin from the Citrus flavonoid diosmin was performed via, as first intermediate, the 3′-O-phenyltetrazolyl ether of diosmin. This paper relates also a semisynthetic access to 6-iodoapigenin derivatives, which are key compounds in the synthesis of some biflavonoids such as robustaflavone.
Total synthesis of robustaflavone, a potential anti-hepatitis B agent
Zembower, David E.,Zhang, Heping
, p. 9300 - 9305 (2007/10/03)
Robustaflavone, a naturally occurring compound, is an inhibitor of hepatitis B virus replication in vitro. Robustaflavone is a biflavanoid composed of two units of apigenin (5,7,4'-trihydroxyflavone) joined via a biaryl linkage between the 6-position of one unit and the 3'-position of the other (I6,II3'-biapigenin). The natural material was isolated from the seed- kernels of Rhus succedanea. To provide ready access to sufficient quantities of material for continued biological studies, as well as to provide a general route for the preparation of structural analogues, a total synthesis of robustaflavone was pursued. The total synthesis was approached by constructing apigenin ethers containing functionalities at the 6- and 3'- positions which could be cross-coupled using transition metal catalysis. Key steps of the synthesis included development of a regioselective iodination of an apigenin derivative at the 6-position. Also key was the formation of an apigenin 3'-boronate using a palladium-catalyzed exchange of the corresponding 3'-iodide with a diboron reagent. Finally, identification of appropriate reaction conditions for Suzuki coupling to form the sterically congested 6-3''' biaryl bond of robustaflavone provided access to the desired biflavanoid system. This work represents the first total synthesis of robustaflavone.
