Glucuronidation of Two Novel Metabolites of Benproperine with Trichloroacetimidate Donor  

作　　者：LI Yan HARA Osamu MAEBA Isamu ZHONG Da-fang 

机构地区：[1]School of Pharmacy [2]School of Pharmaceutical Engineering, Shenyang Pharmaceutical University,Shenyang 110016, P. R. China [3]Faculty of Pharmacy, Meijo University, Nagoya 460-8503, Japan

出　　处：《Chemical Research in Chinese Universities》2006年第4期455-458,共4页高等学校化学研究（英文版）

基　　金：Supported by the National Natural Science Foundation of China(No. 39930180)

摘　　要：The glucuronide metabolites of benproperine were synthesized from mono-hydroxylate metabolites of benproperine that were treated with methyl （2,3,4-tri-O-acetyl-1-O-tfichloroacetimidoyl ） -α-D-glucopyranuronate with BF3 · Eh O as the promoter followed by basic hydrolyzation with Na2 CO3. The form of basic acceptors, the order of addition, and the promoter are all important variables in this glucuronidation. The salt form of the basic acceptor was found to be better than its free form for glucuronidation with a Lewis acid as the promoter. Two mono-hydroxylated benproperines were synthesized from 2-benzylphenol in three steps.The glucuronide metabolites of benproperine were synthesized from mono-hydroxylate metabolites of benproperine that were treated with methyl （2,3,4-tri-O-acetyl-1-O-tfichloroacetimidoyl ） -α-D-glucopyranuronate with BF3 · Eh O as the promoter followed by basic hydrolyzation with Na2 CO3. The form of basic acceptors, the order of addition, and the promoter are all important variables in this glucuronidation. The salt form of the basic acceptor was found to be better than its free form for glucuronidation with a Lewis acid as the promoter. Two mono-hydroxylated benproperines were synthesized from 2-benzylphenol in three steps.

关 键 词：GLUCURONIDATION BENPROPERINE METABOLITE Trichloroacetimidate 

分 类 号：R969[医药卫生—药理学]