Design,Synthesis And Activity Research Of Several 3-prenyl And 3-geranyl Flavones

Natural 3-isopentenyl and 3-geranyl flavonoids compounds were found mainly distributed in the Moraceae.According to the literature,these compounds have widely pharmacological activities,such as anti-oxidation,anti-tumor,anti-inflammatory,antibacterial and other biological activities.Therefore,it's of great importance to study about the total synthesis of these compounds and those biological activities This paper consists of following six partsPart 1.Research progress of 3-alkyl flavonoids compoundNatural 3-alkylflavones were summarized by the structure characterized,the methods of total synthesis and biological activityPart 2.Research the synthesis of flavonoids compound substituted by B-ring 3 and its biological activity.Twenty-one compounds were obtained by six steps as follow:treating 2,4-di hydroxyacetophenone,2,6-dihydroxyacetophenone,2,4,6-trihydroxyacetophenone as raw materials respectively;methylation,3-methoxybenzoyl chloride acylation,Bake-Venkataramann rearrangement,isopentenation or geranylacetonation,acid-catalyzed cyclization and ethyl lithium dimethylation.And Biological activity had been donePart 3.The synthesis of Artonin E's analogues and its biological activity.Twelve compounds were obtained by following six steps:regarding 2,4-dihydroxyl acetophenone,2,6-dihydroxyacetophenone,2,4,6-trihydroxyacetophenone as raw materials respectively;methylation,2,4,5-methoxybenzoyl chloride acylation,Bake-Venkataramann rearrangement,isopentenation or geranylacetonation,acid-catalyzed cyclization and ethyl lithium demethylation.And Biological activity had been donePart 4.The synthesis of A ring 3-geranyl-5,2'-dihydroxy-4'-methoxy flavonoids compound and biological activity.Twelve compounds were achieved through seven steps as follow:regarding 2,6-dihydroxyacetophenone as a material,penylation or geranylation,protected by selective protection of phenolic hydroxyl group(or methylation,and then introducing Br or Cl),2,4-dimethoxybenzoyl chloride acylation,Bake-Venkataramann rearrange ment,geranylacetonation,acid-catalyzed cyclization and ethyl lithium demethylation And Biological activity had been donePart 5.The synthesis of B ring 3-geranyl-5,2'-dihydroxy-4'-methoxy flavonoids compound and biological activity.Four compounds were obtained by following six steps:treating 2,4-dimethoxy benzoic acid as a material,introducing bromine and chlorine atoms,2-hydroxy-6-methoxyacetophenone acylation,Bake-Venkataramann rearrangement,geranylation,acid-catalyzed cyclization and ethyl lithium demethylation.And Biological activity had been done.Part 6.The synthesis of C ring 3-geranyl-5,2'-dihydroxy-4'-methoxy flavonoids compound and biological activity.Ten compounds were achieved through seven steps as follow:treating 2,6-di hydroxyacetophenone as a material,methylation,2.4-dimethoxybenzoyl chloride acylation,Bake-Venkataramann rearrangement,geranylacetonation,acid-catalyzed cyclization,PtO2 catalytic hydrogenation and ethyl lithium demethylation.And Biological activity had been done.