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Synthesis of the methyl ester of 17(R/S)-Me-RvD5n-3 DPA and relief of postoperative pain in male mice.

Publication ,  Journal Article
Ervik, K; Li, Y-Z; Ji, R-R; Serhan, CN; Hansen, TV
Published in: Org Biomol Chem
December 4, 2024

The synthesis and biological evaluation of 17(R/S)-Me-RvD5n-3 DPA, an analog of the specialized pro-resolving mediators RvD5 and RvD5n-3 DPA, are presented. The synthesis was successfully accomplished utilizing Midland Alpine borane reduction, Sonogashira cross-coupling and a one-pot hydrozirconation/iodination protocol. In vivo evaluation of RvD5, RvD5n-3 DPA and 17(R/S)-Me-RvD5n-3 DPA in a mouse model of fracture revealed that all three compounds inhibited postoperative pain in male mice, but not in female mice.

Duke Scholars

Published In

Org Biomol Chem

DOI

EISSN

1477-0539

Publication Date

December 4, 2024

Volume

22

Issue

47

Start / End Page

9266 / 9270

Location

England

Related Subject Headings

  • Pain, Postoperative
  • Organic Chemistry
  • Molecular Structure
  • Mice
  • Male
  • Female
  • Esters
  • Animals
  • 3405 Organic chemistry
  • 3404 Medicinal and biomolecular chemistry
 

Citation

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Ervik, K., Li, Y.-Z., Ji, R.-R., Serhan, C. N., & Hansen, T. V. (2024). Synthesis of the methyl ester of 17(R/S)-Me-RvD5n-3 DPA and relief of postoperative pain in male mice. Org Biomol Chem, 22(47), 9266–9270. https://doi.org/10.1039/d4ob01534g
Ervik, Karina, Yi-Ze Li, Ru-Rong Ji, Charles N. Serhan, and Trond V. Hansen. “Synthesis of the methyl ester of 17(R/S)-Me-RvD5n-3 DPA and relief of postoperative pain in male mice.Org Biomol Chem 22, no. 47 (December 4, 2024): 9266–70. https://doi.org/10.1039/d4ob01534g.
Ervik K, Li Y-Z, Ji R-R, Serhan CN, Hansen TV. Synthesis of the methyl ester of 17(R/S)-Me-RvD5n-3 DPA and relief of postoperative pain in male mice. Org Biomol Chem. 2024 Dec 4;22(47):9266–70.
Ervik, Karina, et al. “Synthesis of the methyl ester of 17(R/S)-Me-RvD5n-3 DPA and relief of postoperative pain in male mice.Org Biomol Chem, vol. 22, no. 47, Dec. 2024, pp. 9266–70. Pubmed, doi:10.1039/d4ob01534g.
Ervik K, Li Y-Z, Ji R-R, Serhan CN, Hansen TV. Synthesis of the methyl ester of 17(R/S)-Me-RvD5n-3 DPA and relief of postoperative pain in male mice. Org Biomol Chem. 2024 Dec 4;22(47):9266–9270.
Journal cover image

Published In

Org Biomol Chem

DOI

EISSN

1477-0539

Publication Date

December 4, 2024

Volume

22

Issue

47

Start / End Page

9266 / 9270

Location

England

Related Subject Headings

  • Pain, Postoperative
  • Organic Chemistry
  • Molecular Structure
  • Mice
  • Male
  • Female
  • Esters
  • Animals
  • 3405 Organic chemistry
  • 3404 Medicinal and biomolecular chemistry