Three neolignans, (±)-demethylnitidanin(1), herpetol(2) and salvinal(3) were synthesized from methyl 4,5-dihydroxy-3-methoxy cinnamate or methyl 4-hydroxy-3-methoxy cinnamate with Ag2O-catalyzed biomimeti...Three neolignans, (±)-demethylnitidanin(1), herpetol(2) and salvinal(3) were synthesized from methyl 4,5-dihydroxy-3-methoxy cinnamate or methyl 4-hydroxy-3-methoxy cinnamate with Ag2O-catalyzed biomimetic oxidative coupling as the key step of the synthetic route. Five novel benzofuran neolignan-4'-O-β-D-glycosides(4―8) were achieved by the glycosylation reactions of benzofuran neolignans 2, 3 and 15. The structures of all the compounds synthesized were determined by MS, 1H NMR and IR spectra. (±)-Demethylnitidanin(1) and herpetol(2) were the first synthesized and the synthesis of salvinal(3) was efficiently improved by the new synthetic routes.展开更多
基金Supported by the Personal Training Funds in National Basic Science of China(No.J0830415)
文摘Three neolignans, (±)-demethylnitidanin(1), herpetol(2) and salvinal(3) were synthesized from methyl 4,5-dihydroxy-3-methoxy cinnamate or methyl 4-hydroxy-3-methoxy cinnamate with Ag2O-catalyzed biomimetic oxidative coupling as the key step of the synthetic route. Five novel benzofuran neolignan-4'-O-β-D-glycosides(4―8) were achieved by the glycosylation reactions of benzofuran neolignans 2, 3 and 15. The structures of all the compounds synthesized were determined by MS, 1H NMR and IR spectra. (±)-Demethylnitidanin(1) and herpetol(2) were the first synthesized and the synthesis of salvinal(3) was efficiently improved by the new synthetic routes.