Synthesis of (±)-Demethylnitidanin, Herpetol and Salvinal as well as Their Glycosyl Derivatives  

作　　者：WU Zheng LIANG Zhi-ying LI Wei REN Ying-mei WANG Qiu-an 

机构地区：[1]State Key Laboratory of Chemo/Biosensing and Chemometrics, College of Chemistry and Chemical Engineering, Hunan University, Changsha 410082, P. R. China

出　　处：《Chemical Research in Chinese Universities》2011年第6期949-954,共6页高等学校化学研究（英文版）

基　　金：Supported by the Personal Training Funds in National Basic Science of China(No.J0830415)

摘　　要：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.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.

关 键 词：NEOLIGNAN （±）-Demethylnitidanin Herpetol Salvinal GLYCOSYLATION 

分 类 号：O629.1[理学—有机化学] TQ225.241[理学—化学]