Evidence map›Paper›PMID 23648411›Full record

ArticleChemistry and physics of lipids

Synthesis of the novel (±)-2-methoxy-6-icosynoic acid--a fatty acid that induces death of neuroblastoma cells.

Elsie A Orellano, Michelle M Cartagena, Karolyna Rosado, Néstor M Carballeira

Open access · greenAbstract read
PubMed Full text at PMC Publisher
In one paragraph

Article in Chemistry and physics of lipids. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 3 papers.

0numbers the graph read from it
0cells of the map it votes in
3citing papers in PubMed
0.3field-weighted citation impact, top 39% of its field
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

3 citing papers in PubMed, 4 citations in OpenAlex.

  1. Article
  2. Article
  3. 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

4 authors at 1 institution in 1 country.

Elsie A OrellanoDepartment of Chemistry, University of Puerto Rico, Rio Piedras campus, PO Box 23346, San Juan, PR 00931-3346.
Michelle M Cartagena
Karolyna Rosado
Néstor M Carballeira
University of Puerto Rico at Río Piedras · PR

Funding

Upgrade Laboratories Facilities at UPR-Rio PiedrasR25GM061151 · NIGMS · UNIVERSITY OF PUERTO RICO RIO PIEDRAS · PI CARBALLEIRA, NESTOR MANUEL · 2001 to 2023
$32.5M
Marine Fatty Acids as New Antifungal, Antimycobacterial, and Topo-l AgentsSC1GM084708 · NIGMS · UNIVERSITY OF PUERTO RICO RIO PIEDRAS · PI CARBALLEIRA, NESTOR MANUEL · 2008 to 2011
$986k
NIGMS NIH HHS R25 GM061151NIGMS NIH HHS SC1 GM084708NIGMS NIH HHS SC1GM084708
6 · The paper itself

Abstract

The first total synthesis for the novel fatty acid (±)-2-methoxy-6-icosynoic acid was accomplished in seven steps and in a 14% overall yield starting from 2-(4-bromobutoxy)-tetrahydro-2H-pyran. The title compound displayed an EC50=23±1 μM against the human SH-SY5Y neuroblastoma cell line and an EC50=26±1 μM against the human adenocarcinoma cervix cell line (HeLa) after 48 h of exposure. The corresponding non-methoxylated analog 6-icosynoic acid did not display cytotoxicity (EC50>500 μM) toward the studied cell lines as well as the 2-methoxyicosanoic acid (EC50>300 μM). The critical micelle concentration (CMC=20-30 μM) for the (±)-2-methoxy-6-icosynoic acid was also determined. It was found that α-methoxylation decreases the CMC of a fatty acid.

Indexed as

ApoptosisCell Line, TumorFatty AcidsFatty Acids, UnsaturatedHeLa CellsHumansMicellesNeuroblastomaStereoisomerism2-methoxy-6-icosynoic acidFatty AcidsFatty Acids, UnsaturatedMicellesCancerMethoxylated fatty acidsMicellesNeuroblastomaSynthesis

Identifiers

PMID23648411
PMCPMC4110677
OpenAlexW1986352817

What OpenQuestion holds

Textmetadata
LicenceTDM
Read underepoch 390

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.