Resolving Inflammation: Synthesis, Configurational Assignment, and Biological Evaluations of RvD1 n −3 DPA
| Autor: | Jesmond Dalli, Romain A. Colas, Nan Chiang, Roberta De Matteis, Markus Kalesse, Lisa Gerstmann, Charles N. Serhan, Anders Vik, Jørn Eivind Tungen, Trond Vidar Hansen |
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| Rok vydání: | 2018 |
| Předmět: |
chemistry.chemical_classification
Natural product 010405 organic chemistry Negishi coupling Organic Chemistry Alkyne Total synthesis General Chemistry 010402 general chemistry 01 natural sciences Combinatorial chemistry Small molecule Catalysis 0104 chemical sciences GPR32 chemistry.chemical_compound Mediator chemistry Lead compound |
| Zdroj: | Chemistry - A European Journal. 25:1476-1480 |
| ISSN: | 0947-6539 |
| Popis: | New drugs that can resolve inflammation without immunosuppressive effects are at the medicinal chemistry frontier. Pro-resolving endogenously formed small molecules, that is, the resolvins, are excellent candidates displaying such bioactions. The first total synthesis of the specialized pro-resolving mediator RvD1n-3 DPA has been achieved using the underutilized sp3 -sp3 Negishi cross coupling reaction and an alkyne hydrosilylation-protodesilylation protocol. Biological evaluations revealed that this novel mediator displays low nanomolar pro-resolving properties and potently activates the human DRV1/GPR32 receptor. As such, this endogenous natural product is a lead compound for the development of novel immunoresolvents. |
| Databáze: | OpenAIRE |
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