Design and Synthesis of Cyclopropane Congeners of Resolvin E2 with Azidopropoxy Chain toward a Chemical Tool for Probing the Anti-inflammatory Activity

Resolvins (Rvs), unsaturated fatty acid metabolites are a new type of anti-inflammatory lipid mediator that promotes inflammation resolution, so that these compounds can be efficient leads for developing new anti-inflammatory drugs. We have previously developed a cyclopropane (CP) congener of resolving E2 (RvE2), i.e., CP-RvE2, as a stable equivalent of RvE2. In this study, based on the stable equivalent of CP-RvE2, we designed and synthesized AP-β-CP-RvE2, in which an azidopropoxy (AP) group was introduced into the 5-, 18-, or 20-position of CP-RvE2, as potential chemical probes. We found that among them, 5-AP-β-CP-RvE2 had anti-inflammatory activity same as RvE2, suggesting its potential utility as a chemical probe.

Authors

Institutions

Publication Details

Journal
The Journal of Organic Chemistry
Published
2025-12-19
DOI
https://doi.org/10.1021/acs.joc.5c02534
Citations
1
Primary Topic
Fatty Acid Research and Health
Type
article
Field-Weighted Citation Impact
1.12
Controls
|||
ALL TIME
JAN
FEB
MAR
APR
MAY
JUN
JUL
AUG
SEP
OCT
article

Design and Synthesis of Cyclopropane Congeners of Resolvin E2 with Azidopropoxy Chain toward a Chemical Tool for Probing the Anti-inflammatory Activity

Jun Takouda, Kotaro Matsubara, Jun Ishihara, Keijo Fukushima et al.
1 citations
The Journal of Organic Chemistry
Fatty Acid Research and Health
1.12
article

Design and Synthesis of Cyclopropane Congeners of Resolvin E2 with Azidopropoxy Chain toward a Chemical Tool for Probing the Anti-inflammatory Activity

Jun Takouda, Kotaro Matsubara, Jun Ishihara, Keijo Fukushima, Hayato Fukuda, Satoshi Shuto, Ayaka Hamaguchi, Mizuki Watanabe, Kohsuke Takeda, Keita Komine, Hiromichi Fujino, Koichi Fujiwara, Mayu Shinohara, Hina Nishikoori
article en
1 citations

Abstract

Resolvins (Rvs), unsaturated fatty acid metabolites are a new type of anti-inflammatory lipid mediator that promotes inflammation resolution, so that these compounds can be efficient leads for developing new anti-inflammatory drugs. We have previously developed a cyclopropane (CP) congener of resolving E2 (RvE2), i.e., CP-RvE2, as a stable equivalent of RvE2. In this study, based on the stable equivalent of CP-RvE2, we designed and synthesized AP-β-CP-RvE2, in which an azidopropoxy (AP) group was introduced into the 5-, 18-, or 20-position of CP-RvE2, as potential chemical probes. We found that among them, 5-AP-β-CP-RvE2 had anti-inflammatory activity same as RvE2, suggesting its potential utility as a chemical probe.

The Journal of Organic ChemistryVol. 91(1)
Hokkaido University (JP), Pharmaceutical Biotechnology (Czechia) (CZ), Nagasaki University (JP), Graduate School USA (US), Tokushima University (JP)
Openalex Percentile: Top 17%
Fatty Acid Research and Health
1.12
DOISourceOpenAlex
AI Navigator

Ask Laika to Summarize, Analyze, and Connect papers live on the map.

Summarize Papers & Methodologies

Extract key findings, datasets, and comparative methods across publications.

Benchmark Rankings & Visual Analytics

Rank top research institutions, authors, funders, topics, and journals by Field-Weighted Citation Impact (FWCI) and paper volume with instant charts.

Connect Distant Disciplines

Bridge topological clusters on the map to find hidden collaborative intersections.

Design and Synthesis of Cyclopropane Congeners of Resolvin E2 with Azidopropoxy Chain toward a Chemical Tool for Probing the Anti-inflammatory Activity — Jun Takouda, Kotaro Matsubara, et al. · The Journal of Organic Chemistry (2025) | TGRS Research Map | TGRS