Evidence map›Paper›PMID 19499908›Full record

ArticleOrganic letters2009

Synthesis and antioxidant properties of an unnatural plasmalogen analogue bearing a trans O-vinyl ether linkage.

Ravi S Lankalapalli, Joseph T Eckelkamp, Debajit Sircar, David A Ford, Papasani V Subbaiah, Robert Bittman

Abstract read
In one paragraph

Article in Organic letters, 2009. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 4 papers.

0numbers the graph read from it
0cells of the map it votes in
4citing 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

4 citing papers in PubMed.

  1. Article
  2. Ether lipids and a peroxisomal riddle in sperm.Frontiers in cell and developmental biology · 2023
    Review
  3. Article
  4. 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

6 authors.

Ravi S LankalapalliDepartment of Chemistry and Biochemistry, Queens College of The City University of New York, Flushing, New York 11367-1597, USA.
Joseph T Eckelkamp
Debajit Sircar
David A Ford
Papasani V Subbaiah
Robert Bittman

Funding

ROLE OF SPHINGOMYELIN IN LIPOPROTEIN METABOLISMR01HL068585 · NHLBI · UNIVERSITY OF ILLINOIS AT CHICAGO · PI SUBBAIAH, PAPASANI V · 2002 to 2012
$3.3M
Plasmalogen-derived bioactive lipids in atherosclerosisR01HL074214 · NHLBI · SAINT LOUIS UNIVERSITY · PI FORD, DAVID A. · 2004 to 2014
$2.8M
Synthesis of Novel Bioactive Sphingolipids as a ResourceR24HL083187 · NHLBI · QUEENS COLLEGE · PI BITTMAN, ROBERT · 2006 to 2013
$2.5M
Genetic Investigation of Arrhythmogenic Right Ventricular DysplasiaR21HL088072 · NHLBI · JOHNS HOPKINS UNIVERSITY · PI JUDGE, DANIEL P · 2007 to 2008
$451k
Physiological Significance of Conjugated Double Bonds in Membrane LipidsR21DK078165 · NIDDK · UNIVERSITY OF ILLINOIS AT CHICAGO · PI SUBBAIAH, PAPASANI V · 2008 to 2009
$432k
Novel MPO-derived plasma lipids as predictors of major adverse coronary eventsR21HL088073 · NHLBI · SAINT LOUIS UNIVERSITY · PI FORD, DAVID A. · 2008 to 2009
$404k
Role of Sphingomyelin in Lipoprotein MetabolismR56HL068585 · NHLBI · UNIVERSITY OF ILLINOIS AT CHICAGO · PI SUBBAIAH, PAPASANI V · 2008 to 2008
$393k
NHLBI NIH HHS HL074214NHLBI NIH HHS HL083187NHLBI NIH HHS HL088072NHLBI NIH HHS HL68585NHLBI NIH HHS R01 HL068585NHLBI NIH HHS R01 HL074214NHLBI NIH HHS R21 HL088072NHLBI NIH HHS R21 HL088073NHLBI NIH HHS R24 HL083187NHLBI NIH HHS R56 HL068585NIDDK NIH HHS DK078165NIDDK NIH HHS R21 DK078165
6 · The paper itself

Abstract

To assess the antioxidant behavior of trans-1, we first synthesized trans-allyl ether 4 by opening an (S)-glycidol derivative with an (E)-alk-2-en-ol, and then produced the unnatural E-enol ether 1 by a stereoselective iridium(I)-catalyzed olefin isomerization. Natural cis-1 was preferentially degraded by HOCl and was more protective than trans-1 against lipid peroxidation induced by a free-radical initiator, demonstrating that the geometry of the 1'-alkenyloxy bond participates in the antioxidant defensive role of 1.

Indexed as

AlkenesAntioxidantsCatalysisFree RadicalsIridiumLipid PeroxidationModels, MolecularMolecular StructurePlasmalogensStereoisomerismVinyl CompoundsAlkenesAntioxidantsFree RadicalsIridiumPlasmalogensVinyl Compoundsvinyl ether

Identifiers

PMID19499908
PMCPMC2741175

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.