| Title: | Synthesis of Resolvin E3, a Proresolving Lipid Mediator, and Its Deoxy Derivatives : Identification of 18-Deoxy-resolvin E3 as a Potent Anti-Inflammatory Agent |
| Authors: | Fukuda, Hayato Browse this author |
| Ikeda, Hiroyuki Browse this author |
| Muromoto, Ryuta Browse this author →KAKEN DB |
| Hirashima, Koki Browse this author |
| Ishimura, Kohei Browse this author |
| Fujiwara, Koichi Browse this author →KAKEN DB |
| Aoki-Saito, Haruka Browse this author |
| Hisada, Takeshi Browse this author |
| Watanabe, Mizuki Browse this author →KAKEN DB |
| Ishihara, Jun Browse this author |
| Matsuda, Tadashi Browse this author →KAKEN DB |
| Shuto, Satoshi Browse this author →KAKEN DB |
| Issue Date: | 6-Nov-2020 |
| Publisher: | American Chemical Society |
| Journal Title: | Journal of organic chemistry |
| Volume: | 85 |
| Issue: | 21 |
| Start Page: | 14190 |
| End Page: | 14200 |
| Publisher DOI: | 10.1021/acs.joc.0c01701 |
| Abstract: | We synthesized RvE3 and its deoxy derivatives, 17-deoxy-RvE3 and 18-deoxy-RvE3, by a common route via Sonogashira coupling as a key step. The evaluation of their anti-inflammatory activities revealed that 18-deoxy-RvE3 was remarkably more potent than the parent RvE3 and significantly active at a 300 fg dose in mice; additionally, 17-deoxy-RvE3 was significantly less potent than the parent RvE3. For the first time, we found that the 17-hydroxy group of RvE3 is very important for anti-inflammatory activity. |
| Rights: | This document is the unedited Author’s version of a Submitted Work that was subsequently accepted for publication in Journal of organic chemistry, copyright c American Chemical Society after peer review. To access the final edited and published work see https://pubs.acs.org/doi/10.1021/acs.joc.0c01701. |
| Type: | article (author version) |
| URI: | http://hdl.handle.net/2115/83204 |
| Appears in Collections: | 薬学研究院 (Faculty of Pharmaceutical Sciences) > 雑誌発表論文等 (Peer-reviewed Journal Articles, etc)
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