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• 4115-76-8 4,8-dimethyl-7-hydroxycoumarin 

Relevant academic research and scientific papers

Phototoxicity of 7-oxycoumarins with keratinocytes in culture

Seventy-one 7-oxycoumarins, 66 synthesized and 5 commercially sourced, were tested for their ability to inhibit growth in murine PAM212 keratinocytes. Forty-nine compounds from the library demonstrated light-induced lethality. None was toxic in the absence of UVA light. Structure-activity correlations indicate that the ability of the compounds to inhibit cell growth was dependent not only on their physiochemical characteristics, but also on their ability to absorb UVA light. Relative lipophilicity was an important factor as was electron density in the pyrone ring. Coumarins with electron withdrawing moieties – cyano and fluoro at C3 – were considerably less active while those with bromines or iodine at that location displayed enhanced activity. Coumarins that were found to inhibit keratinocyte growth were also tested for photo-induced DNA plasmid nicking. A concentration-dependent alteration in migration on neutral gels caused by nicking was observed.

Design, synthesis and aggregation induced emission properties of two bichromophores with a triphenylamine-coumarin dyad structure

On the basis of molecular design about the donor-acceptor (D-A) triphenylamine-coumarin (TPA-coumarin) dyad, two new bichromophores 7-butoxy-6-(4-(diphenylamino)phenyl)-4,8-dimethyl-2H-chromen-2-one (TC) and 7-butoxy-6-(4-(diphenylamino)phenyl)-8-methyl-4-(trifluoromethyl)-2H-chromen-2-one (TF), were synthesized and characterized by using IR, 1H NMR, 13C NMR and HRMS. Both TC and TF exhibited the expected solid-state fluorescence emission due to the aggregation induced emission effect and different degrees of positive solvatochromism due to their different molecular conformations in various solvents. Owing to the different push-pull electronic effects of substituents on the coumarin moiety, TC and TF, acting as the D-A compounds, showed different HOMO-LUMO gaps and a variable red-shifted emission in their solid-state, substantiating the possibility to effectively tune the photophysical properties of these bichromophores by rational molecular design.

Synthesis of dihydrofurocoumarins via palladium-catalyzed annulation of 1,3-dienes by o-lodoacetoxycoumarins

(Matrix presented) A variety of biologically interesting dihydrofurocoumarins have been synthesized in high yields by the palladium-catalyzed annulation of 1,3-dienes by o-iodoacetoxycoumarins. This reaction is very general and regioselective, and a wide variety of terminal, cyclic, and internal 1,3-dienes can be utilized.