Synthesis of the methyl ester of 17( R / S )-Me-RvD5 n-3 DPA and relief of postoperative pain in male mice

Synthesis of the methyl ester of 17( R / S )-Me-RvD5 n-3 DPA and relief of postoperative pain in male mice

The synthesis and biological evaluation of 17( / )-Me-RvD5 , an analog of the specialized pro-resolving mediators RvD5 and RvD5 , are presented. The synthesis was successfully accomplished utilizing Midland Alpine borane reduction, Sonogashira cross-coupling and a one-pot hydrozirconation/iodination...

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Veröffentlicht in:Organic & biomolecular chemistry 2024-12, Vol.22 (47), p.9266
Hauptverfasser: Ervik, Karina, Li, Yi-Ze, Ji, Ru-Rong, Serhan, Charles N, Hansen, Trond V
Format: Artikel
Sprache:eng
Schlagworte:
Animals
Esters - chemical synthesis
Esters - chemistry
Esters - pharmacology
Female
Male
Mice
Molecular Structure
Pain, Postoperative - drug therapy
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Zusammenfassung:The synthesis and biological evaluation of 17( / )-Me-RvD5 , an analog of the specialized pro-resolving mediators RvD5 and RvD5 , are presented. The synthesis was successfully accomplished utilizing Midland Alpine borane reduction, Sonogashira cross-coupling and a one-pot hydrozirconation/iodination protocol. evaluation of RvD5, RvD5 and 17( / )-Me-RvD5 in a mouse model of fracture revealed that all three compounds inhibited postoperative pain in male mice, but not in female mice.
ISSN:1477-0520
1477-0539
DOI:10.1039/D4OB01534G