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Synthesis of Resolvin E3, a Proresolving Lipid Mediator, and Its Deoxy Derivatives: Identification of 18-Deoxy-resolvin E3 as a Potent Anti-Inflammatory Agent.
Fukuda, Hayato; Ikeda, Hiroyuki; Muromoto, Ryuta; Hirashima, Koki; Ishimura, Kohei; Fujiwara, Koichi; Aoki-Saito, Haruka; Hisada, Takeshi; Watanabe, Mizuki; Ishihara, Jun; Matsuda, Tadashi; Shuto, Satoshi.
Afiliação
  • Fukuda H; Graduate School of Biomedical Sciences, Nagasaki University, 1-14 Bunkyo-machi, Nagasaki 852-8521, Japan.
  • Ikeda H; Faculty of Pharmaceutical Sciences, Hokkaido University, Kita-12, Nishi-6, Kita-ku, Sapporo 060-0812, Japan.
  • Muromoto R; Faculty of Pharmaceutical Sciences, Hokkaido University, Kita-12, Nishi-6, Kita-ku, Sapporo 060-0812, Japan.
  • Hirashima K; Faculty of Pharmaceutical Sciences, Hokkaido University, Kita-12, Nishi-6, Kita-ku, Sapporo 060-0812, Japan.
  • Ishimura K; Faculty of Pharmaceutical Sciences, Hokkaido University, Kita-12, Nishi-6, Kita-ku, Sapporo 060-0812, Japan.
  • Fujiwara K; Faculty of Pharmaceutical Sciences, Hokkaido University, Kita-12, Nishi-6, Kita-ku, Sapporo 060-0812, Japan.
  • Aoki-Saito H; Department of Respiratory Medicine, Gunma University Graduate School of Medicine, Showa-machi, Maebashi 371-8511, Japan.
  • Hisada T; Department of Respiratory Medicine, Gunma University Graduate School of Medicine, Showa-machi, Maebashi 371-8511, Japan.
  • Watanabe M; Faculty of Pharmaceutical Sciences, Hokkaido University, Kita-12, Nishi-6, Kita-ku, Sapporo 060-0812, Japan.
  • Ishihara J; Graduate School of Biomedical Sciences, Nagasaki University, 1-14 Bunkyo-machi, Nagasaki 852-8521, Japan.
  • Matsuda T; Faculty of Pharmaceutical Sciences, Hokkaido University, Kita-12, Nishi-6, Kita-ku, Sapporo 060-0812, Japan.
  • Shuto S; Faculty of Pharmaceutical Sciences, Hokkaido University, Kita-12, Nishi-6, Kita-ku, Sapporo 060-0812, Japan.
J Org Chem ; 85(21): 14190-14200, 2020 11 06.
Article em En | MEDLINE | ID: mdl-32942849
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.
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Texto completo: 1 Base de dados: MEDLINE Assunto principal: Ácidos Graxos Insaturados / Anti-Inflamatórios Tipo de estudo: Diagnostic_studies Limite: Animals Idioma: En Ano de publicação: 2020 Tipo de documento: Article
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Texto completo: 1 Base de dados: MEDLINE Assunto principal: Ácidos Graxos Insaturados / Anti-Inflamatórios Tipo de estudo: Diagnostic_studies Limite: Animals Idioma: En Ano de publicação: 2020 Tipo de documento: Article