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 cond...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.展开更多
Four coumarin glycosides（1-4） and four coumarin triazoylglycosides（5--8） were synthesized by phase transfer catalytic glycosylation and copper-catalyzed azide-alkyne cycloaddition（CuAAC） respectively from 4-meth...Four coumarin glycosides（1-4） and four coumarin triazoylglycosides（5--8） were synthesized by phase transfer catalytic glycosylation and copper-catalyzed azide-alkyne cycloaddition（CuAAC） respectively from 4-methyl-7-hydroxyl coumarin（4-methylumbelliferone）. The structures were characterized by 1H NMR, MS or IR. The fluorescent properties of the coumarin glycosides and triazoylglycosides were studied in different solvents and comoared to those of 4-methyl-7-hydroxyl coumarin.展开更多
基金Supported by the Science & Technology Planning Project of Hunan Province,China (No.2011FJ3214)
文摘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.
文摘Four coumarin glycosides（1-4） and four coumarin triazoylglycosides（5--8） were synthesized by phase transfer catalytic glycosylation and copper-catalyzed azide-alkyne cycloaddition（CuAAC） respectively from 4-methyl-7-hydroxyl coumarin（4-methylumbelliferone）. The structures were characterized by 1H NMR, MS or IR. The fluorescent properties of the coumarin glycosides and triazoylglycosides were studied in different solvents and comoared to those of 4-methyl-7-hydroxyl coumarin.
