Evidence map›Paper›PMID 35023886›Full record

ArticleSynlett : accounts and rapid communications in synthetic organic chemistry2020

Synthesis of Two Stereoisomers of Potentially Bioactive 13,19,20-Trihydroxy Derivative of Docosahexaenoic Acid.

Narihito Ogawa, Shinsaku Sone, Song Hong, Yan Lu, Yuichi Kobayashi

Abstract read
In one paragraph

Article in Synlett : accounts and rapid communications in synthetic organic chemistry, 2020. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 1 paper.

0numbers the graph read from it
0cells of the map it votes in
1citing papers in PubMed
–field-weighted citation impact
1 · What the graph read from it

What it found

Each row is one number read from the abstract, on the scale the paper reported it, with its interval. Left of the dashed line favours the treatment, right favours the comparator. Under each row is the sentence it came from. New to these charts? A ten-minute tutorial.

The abstract states no effect estimate the extractor could read, or names no intervention and outcome on the map, so this paper lights no cell and moves no belief. It is still indexed, cited and linked below.

2 · The registry

The trial behind it

Trials whose registry record cites this paper, or whose number appears in the abstract. A trial that started after this paper was published is citing it as background, not reporting it.

Neither the registry nor the abstract names a trial number. If this is a trial report, that itself is worth knowing.

3 · Its place in the literature

Who cites it

1 citing paper in PubMed.

  1. Article
4 · The record

Corrections and comments

PubMed lists nothing against this paper. Absence here is not a guarantee, only a check that was made.

5 · Who and what money

Authors and funding

5 authors.

Narihito OgawaDepartment of Applied Chemistry, Meiji University, 1-1-1, Higashimita, Tama-ku, Kawasaki, Kanagawa 214-8571, Japan.
Shinsaku SoneDepartment of Applied Chemistry, Meiji University, 1-1-1, Higashimita, Tama-ku, Kawasaki, Kanagawa 214-8571, Japan.
Song HongNeuroscience Center of Excellence, Louisiana State University, Health Sciences Center, 2020 Gravier St., New Orleans, LA 70112, USA.
Yan LuNeuroscience Center of Excellence, Louisiana State University, Health Sciences Center, 2020 Gravier St., New Orleans, LA 70112, USA.
Yuichi KobayashiMeiji University, Organization for the Strategic Coordination of Research and Intellectual Properties, 1-1-1 Higashimita, Tama-ku, Kawasaki, Kanagawa 214-8571, Japan.

Funding

PROHEALING LIPID AUTOCRINES PARACRINES OF MACROPHAGES AND NERVES IN DIABETIC WOUND RE-INNERVATION - NANOPARTICLE-SUSTAINED RELEASER01DK087800 · NIDDK · LSU HEALTH SCIENCES CENTER · PI HONG, SONG · 2010 to 2018
$2.3M
Regenerative Lipid Mediators for the Management of Severe Burn WoundsR01GM136874 · NIGMS · LSU HEALTH SCIENCES CENTER · PI HONG, SONG · 2020 to 2023
$2.1M
A Novel Resolution Strategy on Chronic Inflammation and Impaired Healing of Wounds in AgingR21AG066119 · NIA · LSU HEALTH SCIENCES CENTER · PI HONG, SONG · 2020 to 2021
$805k
SPM BIODEGRADATION: A NOVEL MECHANISM FOR IMPAIRED HEALING OF CHRONIC WOUNDS IN AGINGR21AG060430 · NIA · LSU HEALTH SCIENCES CENTER · PI HONG, SONG · 2018 to 2019
$771k
NIA NIH HHS R21 AG060430NIA NIH HHS R21 AG066119NIDDK NIH HHS R01 DK087800NIGMS NIH HHS R01 GM136874
6 · The paper itself

Abstract

The C16-C22 fragment with the acetylene terminus was constructed through the asymmetric dihydroxylation of the corresponding olefin, while the 15-iodo-olefin corresponding to the C11-C15 part was prepared via the asymmetric transfer hydrogenation of the corresponding acetylene ketone followed by hydrozirconation/iodination. Both pieces were joined by a Sonogashira coupling, and the product was further converted into the title compound via a Wittig reaction with the remaining C1-C10 segment and Boland reduction using Zn with TMSCl.

Indexed as

Boland reductionDHA metaboliteenyneHansen protocolorganic synthesisTMSCltrihydroxylated DHA

Identifiers

PMID35023886
PMCPMC8752060

What OpenQuestion holds

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Registered trials

None linked

Read under generation 80e0d062 · epoch 390. Bibliography from PubMed, PubMed Central and OpenAlex; grants from NIH RePORTER; trial links from ClinicalTrials.gov; estimates, votes and beliefs from the OpenQuestion graph.