کد مقاله کد نشریه سال انتشار مقاله انگلیسی نسخه تمام متن
10590963 981734 2014 5 صفحه PDF دانلود رایگان
عنوان انگلیسی مقاله ISI
Evaluation of the cyclopentane-1,2-dione as a potential bio-isostere of the carboxylic acid functional group
ترجمه فارسی عنوان
ارزیابی سیکلوپنتان-1،2-دیئین به عنوان یک بیوایسترین بالقوه گروه عملکردی اسید کربوکسیلیک
موضوعات مرتبط
مهندسی و علوم پایه شیمی شیمی آلی
چکیده انگلیسی
Cycloalkylpolyones hold promise in drug design as carboxylic acid bio-isosteres. To investigate cyclopentane-1,2-diones as potential surrogates of the carboxylic acid functional group, the acidity, tautomerism, and geometry of hydrogen bonding of representative compounds were evaluated. Prototypic derivatives of the known thromboxane A2 prostanoid (TP) receptor antagonist, 3-(3-(2-((4-chlorophenyl)sulfonamido)-ethyl)phenyl)propanoic acid, in which the carboxylic acid moiety is replaced by the cyclopentane-1,2-dione unit, were synthesized and evaluated as TP receptor antagonists. Cyclopentane-1,2-dione derivative 9 was found to be a potent TP receptor antagonist with an IC50 value comparable to that of the parent carboxylic acid. These results indicate that the cyclopentane-1,2-dione may be a potentially useful carboxylic acid bio-isostere.
ناشر
Database: Elsevier - ScienceDirect (ساینس دایرکت)
Journal: Bioorganic & Medicinal Chemistry Letters - Volume 24, Issue 17, 1 September 2014, Pages 4171-4175
نویسندگان
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