Karina Ervik, Yi-Ze Li, Ru-Rong Ji, Charles N Serhan, Trond V Hansen
{"title":"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。","authors":"Karina Ervik, Yi-Ze Li, Ru-Rong Ji, Charles N Serhan, Trond V Hansen","doi":"10.1039/d4ob01534g","DOIUrl":null,"url":null,"abstract":"<p><p>The synthesis and biological evaluation of 17(<i>R</i>/<i>S</i>)-Me-RvD5<sub>n-3 DPA</sub>, an analog of the specialized pro-resolving mediators RvD5 and RvD5<sub>n-3 DPA</sub>, are presented. The synthesis was successfully accomplished utilizing Midland Alpine borane reduction, Sonogashira cross-coupling and a one-pot hydrozirconation/iodination protocol. <i>In vivo</i> evaluation of RvD5, RvD5<sub>n-3 DPA</sub> and 17(<i>R</i>/<i>S</i>)-Me-RvD5<sub>n-3 DPA</sub> in a mouse model of fracture revealed that all three compounds inhibited postoperative pain in male mice, but not in female mice.</p>","PeriodicalId":96,"journal":{"name":"Organic & Biomolecular Chemistry","volume":" ","pages":""},"PeriodicalIF":2.9000,"publicationDate":"2024-11-08","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://www.ncbi.nlm.nih.gov/pmc/articles/PMC11563200/pdf/","citationCount":"0","resultStr":"{\"title\":\"Synthesis of the methyl ester of 17(<i>R</i>/<i>S</i>)-Me-RvD5<sub>n-3 DPA</sub> and relief of postoperative pain in male mice.\",\"authors\":\"Karina Ervik, Yi-Ze Li, Ru-Rong Ji, Charles N Serhan, Trond V Hansen\",\"doi\":\"10.1039/d4ob01534g\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<p><p>The synthesis and biological evaluation of 17(<i>R</i>/<i>S</i>)-Me-RvD5<sub>n-3 DPA</sub>, an analog of the specialized pro-resolving mediators RvD5 and RvD5<sub>n-3 DPA</sub>, are presented. The synthesis was successfully accomplished utilizing Midland Alpine borane reduction, Sonogashira cross-coupling and a one-pot hydrozirconation/iodination protocol. <i>In vivo</i> evaluation of RvD5, RvD5<sub>n-3 DPA</sub> and 17(<i>R</i>/<i>S</i>)-Me-RvD5<sub>n-3 DPA</sub> in a mouse model of fracture revealed that all three compounds inhibited postoperative pain in male mice, but not in female mice.</p>\",\"PeriodicalId\":96,\"journal\":{\"name\":\"Organic & Biomolecular Chemistry\",\"volume\":\" \",\"pages\":\"\"},\"PeriodicalIF\":2.9000,\"publicationDate\":\"2024-11-08\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"https://www.ncbi.nlm.nih.gov/pmc/articles/PMC11563200/pdf/\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Organic & Biomolecular Chemistry\",\"FirstCategoryId\":\"1085\",\"ListUrlMain\":\"https://doi.org/10.1039/d4ob01534g\",\"RegionNum\":3,\"RegionCategory\":\"化学\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"Q1\",\"JCRName\":\"CHEMISTRY, ORGANIC\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Organic & Biomolecular Chemistry","FirstCategoryId":"1085","ListUrlMain":"https://doi.org/10.1039/d4ob01534g","RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q1","JCRName":"CHEMISTRY, ORGANIC","Score":null,"Total":0}
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-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.
京公网安备 11010802042870号
京ICP备2023020795号-1
分享
求助内容：
应助结果提醒方式：
扫码关注我们
