17(R/S)-Me-RvD5n-3 DPA 甲酯的合成及对雄性小鼠术后疼痛的缓解。

IF 2.7 3区化学 Q1 CHEMISTRY, ORGANIC Organic & Biomolecular Chemistry Pub Date : 2024-09-02 Epub Date: 2024-10-30 DOI:10.1039/d4ob01534g

Karina Ervik , Yi-ze Li , Ru-Rong Ji , Charles N. Serhan , Trond V. Hansen

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引用次数: 0

摘要

本文介绍了 17(R/S)-Me-RvD5n-3 DPA 的合成和生物学评价，它是专门的促溶解介质 RvD5 和 RvD5n-3 DPA 的类似物。该合成利用米德兰阿尔卑斯硼烷还原、Sonogashira 交叉偶联和一锅氢氮化/碘化协议成功完成。在小鼠骨折模型中对 RvD5、RvD5n-3 DPA 和 17(R/S)-Me-RvD5n-3 DPA 进行体内评估后发现，这三种化合物都能抑制雄性小鼠的术后疼痛，但不能抑制雌性小鼠的术后疼痛。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

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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†

The synthesis and biological evaluation of 17(R/S)-Me-RvD5_{n-3 DPA}, an analog of the specialized pro-resolving mediators RvD5 and RvD5_{n-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, RvD5_{n-3 DPA} and 17(R/S)-Me-RvD5_{n-3 DPA} in a mouse model of fracture revealed that all three compounds inhibited postoperative pain in male mice, but not in female mice.

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来源期刊

Organic & Biomolecular Chemistry 化学-有机化学

CiteScore

5.50

自引率

9.40%

发文量

1056

审稿时长

1.3 months

期刊介绍： Organic & Biomolecular Chemistry is an international journal using integrated research in chemistry-organic chemistry. Founded in 2003 by the Royal Society of Chemistry, the journal is published in Semimonthly issues and has been indexed by SCIE, a leading international database. The journal focuses on the key research and cutting-edge progress in the field of chemistry-organic chemistry, publishes and reports the research results in this field in a timely manner, and is committed to becoming a window and platform for rapid academic exchanges among peers in this field. The journal's impact factor in 2023 is 2.9, and its CiteScore is 5.5.