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Org Biomol Chem ; 16(36): 6818-6823, 2018 09 19.
Article in English | MEDLINE | ID: mdl-30204204

ABSTRACT

Protectin D1 is a specialized pro-resolving mediator with potent pro-resolving and anti-inflammatory effects in vivo in several human disease models. Herein the preparation of the first synthetic analog of protectin D1, named 22-F-PD1, is presented together with data from in vivo investigations. This analog showed potent pro-resolving and anti-inflammatory properties. These results inspired the preparation of the radiotracer 22-[18F]F-PD1-ME that was used in a positron emission tomography proof of concept study. Altogether, the findings presented contribute to new knowledge on the biomolecular properties of protectin D1 analogs. In addition, an improved formal synthesis of the metabolite 22-OH-PD1 is reported.


Subject(s)
Anti-Inflammatory Agents/chemical synthesis , Anti-Inflammatory Agents/pharmacology , Docosahexaenoic Acids/chemical synthesis , Docosahexaenoic Acids/pharmacology , Animals , Anti-Inflammatory Agents/chemistry , Brain/diagnostic imaging , Chemistry Techniques, Synthetic , Docosahexaenoic Acids/chemistry , Humans , Macrophages/cytology , Macrophages/drug effects , Mice , Positron-Emission Tomography , Radioactive Tracers
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