کد مقاله کد نشریه سال انتشار مقاله انگلیسی نسخه تمام متن
1368719 981717 2016 5 صفحه PDF دانلود رایگان
عنوان انگلیسی مقاله ISI
Design and synthesis of [125I]Pyricoxib: A novel 125I-labeled cyclooxygenase-2 (COX-2) inhibitors
موضوعات مرتبط
مهندسی و علوم پایه شیمی شیمی آلی
پیش نمایش صفحه اول مقاله
Design and synthesis of [125I]Pyricoxib: A novel 125I-labeled cyclooxygenase-2 (COX-2) inhibitors
چکیده انگلیسی

Cyclooxygenase-2 (COX-2) is the key enzyme in the prostaglandin synthesis pathway which is involved in various pathophysiological conditions. The enzyme is membrane bound and located inside of the endoplasmic reticulum and nuclear membrane. Effective perfusion of inhibitors to the active site requires lipophilic drugs, which consequently display high unspecific background accumulation, for example, in fatty tissues. The objective of this work was the development of a small molecule radiolabeled with a long-lived iodine radioisotope to enable longer imaging times and better target-to-background ratios. A group of iodinated compounds (8–10) was synthesized and identified as selective COX-2 inhibitors (COX-2 IC50 = 0.85–13 μM). Molecular docking results provided the theoretical support for the experimental COX-2 inhibition data. Furthermore, a novel 125I-containing trifluoro-pyrimidine compound ([125I]Pyricoxib) was prepared via radioiododestannylation reaction as potent and selective COX-2 inhibitor. Radiosynthesis of [125I]Pyricoxib was accomplished with innovative fluorous chemistry using fluorous chloroamine-T (F-CAT) as novel oxidizing agent in high radiochemical yields of 91 ± 4%.

A novel 125I-containing trifluoro-pyrimidine compound ([125I]Pyricoxib) as potent and selective COX-2 inhibitor was prepared via radioiodo-destannylation reaction using fluorous chemistry. Radiosynthesis of [125I]Pyricoxib was accomplished with fluorous chloroamine-T (F-CAT) as novel oxidizing agent in high radiochemical yields of 91 ± 4%.Figure optionsDownload as PowerPoint slide

ناشر
Database: Elsevier - ScienceDirect (ساینس دایرکت)
Journal: Bioorganic & Medicinal Chemistry Letters - Volume 26, Issue 6, 15 March 2016, Pages 1516–1520
نویسندگان
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