Abstract:
:Novel ester prodrugs (II, III and IV) of ibuprofen (I) were synthesized using alpha-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.
journal_name
Eur J Med Chemjournal_title
European journal of medicinal chemistryauthors
Zhao X,Tao X,Wei D,Song Qdoi
10.1016/j.ejmech.2006.05.014subject
Has Abstractpub_date
2006-11-01 00:00:00pages
1352-8issue
11eissn
0223-5234issn
1768-3254pii
S0223-5234(06)00192-9journal_volume
41pub_type
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