109586-45-0

Upstream product

• 358-23-6 trifluoromethylsulfonic anhydride 
• 480-40-0 5,7-dihydroxy-2-phenyl-chromen-4-one 
• 897921-88-9 trifluoro-methanesulfonic acid 4-oxo-2-phenyl-4H-chromen-7-yl ester 

Downstream Products

• 1066-45-1 trimethyltin(IV)chloride 
• 1370522-68-1 7-(4-fluorophenyl)-5-hydroxy-2-phenyl-4H-chromen-4-one 
• 1370522-64-7 5-hydroxy-2-phenyl-7-(o-tolyl)-4H-chromen-4-one 
• 1370522-62-5 5-hydroxy-2-phenyl-7-(m-tolyl)-4H-chromen-4-one 
• 1370522-61-4 5-hydroxy-2-phenyl-7-(p-tolyl)-4H-chromen-4-one 
• 1370522-69-2 7-(4-chlorophenyl)-5-hydroxy-2-phenyl-4H-chromen-4-one 
• 1370522-70-5 5-hydroxy-7-(2-chlorophenyl)-2-phenyl-4H-chromen-4-one 
• 1370522-67-0 5-hydroxy-2-phenyl-7-[4-(trifluoromethyl)phenyl]-4H-chromen-4-one 
• 1370522-65-8 7-[4-(tert-butyl)phenyl]-5-hydroxy-2-phenyl-4H-chromen-4-one 
• 1370522-66-9 5-Hydroxy-7-(3,4-dimethoxyphenyl)-2-phenyl-4H-chromen-4-one 
• 1370522-63-6 7-(3,5-dimethylphenyl)-5-hydroxy-2-phenyl-4H-chromen-4-one 
• 1370522-71-6 5-hydroxy-2,7-diphenyl-4H-chromen-4-one 
• 410078-35-2 7-trifluoromethane-sulfonyloxy-2-phenyl-5-pivaloyloxy-4-oxo-4H-chromene 
• 251913-42-5 7-(benzhydrylidene-amino)-5-hydroxy-2-phenyl-chromen-4-one 

Relevant academic research and scientific papers

Hypoxia-selective radiosensitisation by SN38023, a bioreductive prodrug of DNA-dependent protein kinase inhibitor IC87361

DNA-dependent protein kinase (DNA-PK) plays a key role in repair of radiation-induced DNA double strand breaks (DSB) by non-homologous end-joining. DNA-PK inhibitors (DNA-PKi) are therefore efficient radiosensitisers, but normal tissue radiosensitisation

Ru(II)-Catalyzed Site-Selective Hydroxylation of Flavone and Chromone Derivatives: The Importance of the 5-Hydroxyl Motif for the Inhibition of Aurora Kinases

An efficient protocol for Ru(II)-catalyzed direct C-H oxygenation of a broad range of flavone and chromone substrates was developed. This convenient and powerful synthetic tool allows for the rapid installation of the hydroxyl group into the flavone, chromone, and other related scaffolds and opens the way for analog synthesis of highly potent Aurora kinase inhibitors. The molecular docking simulations indicate that the formation of bidentate H-bonding patterns in the hinge regions between the 5-hydroxyflavonoids and Ala213 was the significant binding force, which is consistent with experimental and computational findings.

Flavonoid-based inhibitors of the Phi-class glutathione transferase from black-grass to combat multiple herbicide resistance

The evolution and growth of multiple-herbicide resistance (MHR) in grass weeds continues to threaten global cereal production. While various processes can contribute to resistance, earlier work has identified the phi class glutathione-S-transferase (AmGSTF1) as a functional biomarker of MHR in black-grass (Alopecurus myosuroides). This study provides further insights into the role of AmGSTF1 in MHR using a combination of chemical and structural biology. Crystal structures of wild-type AmGSTF1, together with two specifically designed variants that allowed the co-crystal structure determination with glutathione and a glutathione adduct of the AmGSTF1 inhibitor 4-chloro-7-nitro-benzofurazan (NBD-Cl) were obtained. These studies demonstrated that the inhibitory activity of NBD-Cl was associated with the occlusion of the active site and the impediment of substrate binding. A search for other selective inhibitors of AmGSTF1, using ligand-fishing experiments, identified a number of flavonoids as potential ligands. Subsequent experiments using black-grass extracts discovered a specific flavonoid as a natural ligand of the recombinant enzyme. A series of related synthetic flavonoids was prepared and their binding to AmGSTF1 was investigated showing a high affinity for derivatives bearing a O-5-decyl-α-carboxylate. Molecular modelling based on high-resolution crystal structures allowed a binding pose to be defined which explained flavonoid binding specificity. Crucially, high binding affinity was linked to a reversal of the herbicide resistance phenotype in MHR black-grass. Collectively, these results present a nature-inspired new lead for the development of herbicide synergists to counteract MHR in weeds. This journal is

Efficient synthesis of arylated flavones by site-selective Suzuki-Miyaura cross-coupling reactions of the bis(triflate) of 5,7- and 7,8-dihydroxyflavone

Suzuki-Miyaura reactions of the bis(triflate) of 5,7- and 7,8-dihydroxyflavone proceed with very good site selectivity in favor of position 7 and allow the synthesis of various arylated flavones. The reaction of 5,7-dihydroxyflavone with one equivalent of triflic anhydride also proceeds with very good site selectivity in favor of position 7. The subsequent Suzuki-Miyaura reaction of the product allows the synthesis of 7-aryl-5-hydroxyflavones. The regioselectivity is discussed based on DFT calculations.

7-carboxy-flavone derivatives preparation method and therapeutic use

The invention concerns novel flavone and isoflavone derivatives of formulae (Ia) and (Ib) wherein: X represents a group of formula —COOR, or —PO(OR)2; R represents a hydrogen atom or an alkaline or alkaline-earth metal, or a lower alkyl group;

7-Carboxyamino Flavonecarboxylic deriv., therapeutic preparation and application

The invention concerns novel flavone and isoflavone derivatives of formulae (Ia) and (Ib) wherein: X represents a group of formula -COOR, or -PO(OR)2; R represents a hydrogen atom or an alkaline or alkaline-earth metal, or a lower alkyl group;

Synthesis of 7-vinylflavone and 7-aminoflavone by palladium-catalyzed coupling reactions

Palladium-catalyzed cross-coupling reactions of flavone triflates 2a-c, 4a with tetravinyltin give the corresponding vinylflavones 5a-d, whereas reactions with benzophenone imine, followed by cleavage, afford the corresponding aminoflavone.