کد مقاله کد نشریه سال انتشار مقاله انگلیسی نسخه تمام متن
1398126 1501206 2008 5 صفحه PDF دانلود رایگان
عنوان انگلیسی مقاله ISI
Synthesis, pharmacological activity and hydrolytic behavior of ethylenediamine and benzathine conjugates of ibuprofen
موضوعات مرتبط
مهندسی و علوم پایه شیمی شیمی آلی
پیش نمایش صفحه اول مقاله
Synthesis, pharmacological activity and hydrolytic behavior of ethylenediamine and benzathine conjugates of ibuprofen
چکیده انگلیسی

For reducing the gastrointestinal toxicity associated with ibuprofen, its carboxylic group was masked by synthesizing its amide conjugates with ethylenediamine and benzathine (4a, 4b, respectively) by carbodiimide assisted coupling method. In vitro hydrolysis of conjugates showed that they were stable in HCl buffer (pH 1.2) indicating that the prodrugs did not break in stomach and there was no release of ibuprofen at gastric pH, whereas in phosphate buffer (pH 7.4) they undergo significant hydrolysis and thus release ibuprofen in adequate amounts following first order kinetics. The ibuprofen conjugates 4a, 4b were retaining anti-inflammatory activity intact and exhibited better analgesic activity along with much reduced ulcerogenicity. These findings suggested that both the conjugates are better in action as compared to parent drug and are advantageous in having less gastrointestinal side effects. Compound 4b however showed better analgesic activity and longer action (t1/2) than 4a, and hence it could be considered as a better candidate for prodrug among the two.

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ناشر
Database: Elsevier - ScienceDirect (ساینس دایرکت)
Journal: European Journal of Medicinal Chemistry - Volume 43, Issue 12, December 2008, Pages 2819–2823
نویسندگان
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