Study On The Synthesis And Biological Activity Of Dibenzoxazone Compounds

Benzazepine and benzoxepine are important structures in a number of natural products and biologically active compounds.Benzazepine and benzoxepine showing broad biologically active have attracted lots of people's attention on their immunosuppressive effect,anticancer,anti-inflammatory,antioxidant and so on.The purpose of this text was to synthesize a series of new dibenzo[b,d]oxepin-7(6H)-one derivatives and estimate the inhibitory rate of the cellular growth of bioactivity,at the same time,the relationship between their structures and activities was discussed.Total syntheses of dibenzo[b,d]oxepin-7(6H)-one derivatives have been deeply investigated and discussed in this text.Twenty five dibenzo[b,d]oxepin-7(6H)-one derivatives which have never been reported were synthesized with phenol compounds as the starting material,via the bromine,condensation reaction,Suzuki coupling and intramolecular Friedel-Crafts in 5 steps and 10-50%over all yield.At the same time,TFAA/ZnCl2 which catalysed the intramolecular Friedel-Crafts was found to be simple operation,high yield and good selectivity.Furthermore,the reaction mechanism has also been investigated,which considered that the intermediate was more likely to form dibenzo[b,d]oxepin-7(6H)-one instead of 7-phenyl-benzofuran-3-one for steric hindrance.We estimated the inhibitory rate of the cellular growth of bioactivity of MCF-7 cells with MTT assay for compounds.The results indicated that compound 2-57 and compound 2-58 could inhibit the growth of MCF-7 cells obviously,which depend on solution potency.The relationship between structures and activities exhibited that the compounds with unsaturated bonds substituent were more effective.