文献类型：期刊文献

英文题名：Pharmacological activity and hydrolysis behavior of novel ibuprofen glucopyranoside conjugates

作者：Zhao, Xiangguo; Tao, Xinyi; Wei, Dongzhi; Song, Qingxun

机构：[1]E China Univ Sci & Technol, State Key Lab Bioreactor Engn, Inst Biochem, Shanghai 200237, Peoples R China

年份：2006

卷号：41

期号：11

起止页码：1352

外文期刊名：EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY

收录：;WOS:【SCI-EXPANDED(收录号:WOS:000242454100016)】；

语种：英文

外文关键词：ester; glucopyranoside; ibuprofen; non-steroidal anti-inflammatory drugs (NSAIDs); prodrug; ulceration

摘要：Novel ester prodrugs (II, III and IV) of ibuprofen (I) were synthesized using a-methyl, ethyl and propyl glucopyranoside as promoieties and tested for their anti-inflammatory, analgesic and ulcerogenic activities. Study of their chemical hydrolysis in aqueous buffer (PH 3.0-10.0) showed that these compounds acted as true prodrugs of ibuprofen, giving the ibuprofen and alkyl glucopyranoside. Additionally, all the derivatives studied did cleave rapidly inside the biological system and on oral administration did elicit a pharmacological profile quite similar to that of ibuprofen, but, unlike this drug, they displayed reduced gastric ulceration. In conclusion, these alkyl glucopyranoside esters have promising properties as prodrugs for oral delivery of ibuprofen. (c) 2006 Elsevier Masson SAS. All rights reserved.