Synthesis of Bioactive Natural Polymethoxyflavones and Their Vinyl Ether Derivatives  被引量:1

Synthesis of Bioactive Natural Polymethoxyflavones and Their Vinyl Ether Derivatives

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作  者:CAI Shuang-lian LIU Shuang LIU Li WANG Qiu-an 

机构地区:[1]College of Chemistry and Chemical Engineering,Hunan University,Changsha 410082,P.R.China

出  处:《Chemical Research in Chinese Universities》2012年第4期631-636,共6页高等学校化学研究(英文版)

基  金:Supported by the Science & Technology Planning Project of Hunan Province,China (No.2011FJ3214)

摘  要:Bioactive natural polymethoxyflavones 1―6 and their vinyl ether derivatives 7―15 were synthesized by bromination,aromatic nucleophilic substitution,methylation,benzyl protection,Friedel-Crafts acetylation,aldol condensation,cyclization,DDQ dehydrogenation,regioselective demethylation,debenzylation and O-prenylation or O-farnesylation with resorcinol and appropriate substituted benzaldehydes as starting materials.Among them,compounds 7―15 are new compounds.Natural products 2―4 were firstly total synthesized.The syntheses of compounds 1,5 and 6 were efficiently improved by the new synthetic routes.The structures of all synthetic compounds were confirmed by NMR,IR spectra and MS.Bioactive natural polymethoxyflavones 1―6 and their vinyl ether derivatives 7―15 were synthesized by bromination,aromatic nucleophilic substitution,methylation,benzyl protection,Friedel-Crafts acetylation,aldol condensation,cyclization,DDQ dehydrogenation,regioselective demethylation,debenzylation and O-prenylation or O-farnesylation with resorcinol and appropriate substituted benzaldehydes as starting materials.Among them,compounds 7―15 are new compounds.Natural products 2―4 were firstly total synthesized.The syntheses of compounds 1,5 and 6 were efficiently improved by the new synthetic routes.The structures of all synthetic compounds were confirmed by NMR,IR spectra and MS.

关 键 词:Flavonoid Polymethoxyflavone PRENYLATION FARNESYLATION 

分 类 号:TQ463.4[化学工程—制药化工] TQ223.24

 

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