As epoxy functional group has high anticancer activity, α, β-epoxyketones were designed and synthesized as new anticancer agents, and their structures were confirmed by UV, 1H NMR, IR, MS technigeces and elemental a...As epoxy functional group has high anticancer activity, α, β-epoxyketones were designed and synthesized as new anticancer agents, and their structures were confirmed by UV, 1H NMR, IR, MS technigeces and elemental analysis. Their in vitro anticancer activities were evaluated by MTF method and the results showed that the compound 4c exhibited good activity with IC50 of 17.8, 22.0 and 24.1 μg/mL against A-549, Hela and HepG2 cells, respectively. The dose of LD50 of the mice by intragastric administration was 1864.4 mg/kg. Therefore, the α, β-epoxyketones could potentially provide as new anticancer agents.展开更多
The Darzens condensation reaction of aromatic aldehydes with phenacyl chloride proceeded very efficiently in a water suspension medium in the presence of triethylbenzylammonium chloride and only trans 2,3 epoxy ...The Darzens condensation reaction of aromatic aldehydes with phenacyl chloride proceeded very efficiently in a water suspension medium in the presence of triethylbenzylammonium chloride and only trans 2,3 epoxy 1,3 diaryl 1 propanones were formed which can be isolated simply by filtration. The structures of these compounds were confirmed by elemental analysis, IR and 1H NMR spectra. Their configurations are in agreement with that of the same compounds reported in the literature. Compared to the classical Darzens condensation, this new method has the advantages of good yields, high stereoselectivity, low running cost inexpensive and environmentally benign procedure.展开更多
We describe in this work the influence of the addition of phase transfer catalyst in heterogeneous medium liquid/liquid on the output of the reactions of Darzens and Henry. It proves that the reaction of Darzens is fa...We describe in this work the influence of the addition of phase transfer catalyst in heterogeneous medium liquid/liquid on the output of the reactions of Darzens and Henry. It proves that the reaction of Darzens is favoured in the presence of low base such as K2CO3 and Et3N. Phase transfer catalysis is an efficient activation method in Darzens and Henry reactions. Thus, the Ethylene Diammonium Diacetate (EDD) has a comparable catalytic activity has that of quaternary ammonium salts in the reaction of Darzens.展开更多
9-Chlorofluorene reacted with aromatic aldehydes and ketones in the presence of phase transfer catalyst, giving the Darzens condensation epoxy products.
基金Project supported by the National Natural Science Foundation of China （Nos. 20375010, 20675084）, the Hebei Province Programs for Science and Technology Development （Nos. 06276479B, 07276407D）, Key Laboratory for Pharmaceutical Quality Control of Hebei Province Fund （No. 09265631 D-14） and Hebei University Found （No. 2010Q33）.
文摘As epoxy functional group has high anticancer activity, α, β-epoxyketones were designed and synthesized as new anticancer agents, and their structures were confirmed by UV, 1H NMR, IR, MS technigeces and elemental analysis. Their in vitro anticancer activities were evaluated by MTF method and the results showed that the compound 4c exhibited good activity with IC50 of 17.8, 22.0 and 24.1 μg/mL against A-549, Hela and HepG2 cells, respectively. The dose of LD50 of the mice by intragastric administration was 1864.4 mg/kg. Therefore, the α, β-epoxyketones could potentially provide as new anticancer agents.
基金Projectsupportedbythe"QinglanGongcheng"FoundationofJiangsuProvince (No .QL980 0 1)
文摘The Darzens condensation reaction of aromatic aldehydes with phenacyl chloride proceeded very efficiently in a water suspension medium in the presence of triethylbenzylammonium chloride and only trans 2,3 epoxy 1,3 diaryl 1 propanones were formed which can be isolated simply by filtration. The structures of these compounds were confirmed by elemental analysis, IR and 1H NMR spectra. Their configurations are in agreement with that of the same compounds reported in the literature. Compared to the classical Darzens condensation, this new method has the advantages of good yields, high stereoselectivity, low running cost inexpensive and environmentally benign procedure.
文摘We describe in this work the influence of the addition of phase transfer catalyst in heterogeneous medium liquid/liquid on the output of the reactions of Darzens and Henry. It proves that the reaction of Darzens is favoured in the presence of low base such as K2CO3 and Et3N. Phase transfer catalysis is an efficient activation method in Darzens and Henry reactions. Thus, the Ethylene Diammonium Diacetate (EDD) has a comparable catalytic activity has that of quaternary ammonium salts in the reaction of Darzens.
文摘 9-Chlorofluorene reacted with aromatic aldehydes and ketones in the presence of phase transfer catalyst, giving the Darzens condensation epoxy products.
