The oxidative cyclisation reactions of 2’-hydroxychalcones to corresponding aurones and flavones are discussed. While Hg2+, Cu2+ and Tl3+-mediated oxidative cyclisation of 2’-hydroxychalcones selectively give aurones, I2, Se4+, In3+, Cu+ and Fe3+-mediated reactions preferable give flavones. The general mechanisms of these oxidative cyclisation reactions are proposed.

The reaction of various 4'-hydroxychalcones (1a-e) with paraformaldehyde and dibenzylamine led to the formation of a novel series of 4'-hydroxy-3'-dibenzylaminomethyl chalcones (7a-e) instead of 4'-hydroxy-3',5'-bis-(dibenzylaminomethyl)chalcones 4. In order to rationalise the formation of monoadduct 7, energy minimized model structures of 4a and 7a were compared. The in vitro cytotoxic activit...

Relationships between the structural characteristic of synthetic chalcones and their antitumoral activity were studied. Treatment of HepG2 cells for 24 h with synthetic 2'-hydroxychalcones resulted in apoptosis induction and dose-dependent inhibition of cell proliferation. The calculated reactivity indexes and the adiabatic electron affinities using the DFT method including solvent effects, sug...

The cesium carbonate-mediated reaction of 2-bromoallyl sulfones and ortho-hydroxychalcones furnished 3-arylsulfonyl-4H-chromene derivatives in 58-67% yield (18 examples). 2-Bromoallyl sulfones functioned as synthetic surrogates for allenyl sulfones in the reaction.

The use of N-methylimidazole as an efficient catalyst for the cyclization of 2′-hydroxychalcones to the corresponding flavanones in DMSO was investigated. The scope of this process was studied and various flavanones were obtained exclusively in good yields.

Sixteen hydroxychalcones were synthesized in sufficient purity by the Claisen–Schmidt condensation between appropriate acetophenones and aromatic aldehydes. All the compounds were evaluated for their ability to scavenge the stable free 2,2-diphenyl-1-picrylhydrazyl (DPPH) radical. Important structure–activity relationships were observed that strongly contribute to the knowledge for the design o...

       Polyphenolics form a major part of the dietary antioxidant capacity of fruits and vegetables have been identified as chemopreventive or anticancer agents. Hydroxychalcones are polyphenols abundantly distributed throughout the plant kingdom and are compounds with two aromatic rings (benzene or phenol) and an unsaturated side chain. In the present study, effect of phloretin (apple major fl...

The effect of aryl substitution on various aspects of the interconversion of ortho-hydroxychalcones and flavanones has been studied using multiple spectroscopic techniques. Derivatization of the core scaffold predictably alters the midpoint pH of this equilibration process suggesting its viability for application as a functional colorimetric molecular switch.

2’-Hydroxychalcones and murrayafoline A, a natural compounds isolated from Glycomis stenocarpa, have been reported to the promising anti-cancer activity. In this study, series of 2'-hydroxychalcones containing A (MuA) 6a-f were achieved by Claisen-Schmidt condensation key intermediate 5'-(1-methoxy-3-methyl-carbazolyl)methyl-2'-hydroxyacetophenone 4 with various aldehydes 5a-f purpose combining...