Evidence map›Paper›PMID 24771546›Full record

ArticleContrast media & molecular imaging

Anthranilic acid analogs as diamagnetic CEST MRI contrast agents that feature an intramolecular-bond shifted hydrogen.

Xiaolei Song, Xing Yang, Sangeeta Ray Banerjee, Martin G Pomper, Michael T McMahon

Abstract read
In one paragraph

Article in Contrast media & molecular imaging. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 23 papers.

0numbers the graph read from it
0cells of the map it votes in
23citing 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

23 citing papers in PubMed.

  1. Review
  2. Review
  3. Review
  4. Review
  5. Article
  6. Article
  7. Review
  8. Article
  9. Review
  10. Article
  11. Article
  12. Article
  13. Clinical applications of chemical exchange saturation transfer (CEST) MRI.Journal of magnetic resonance imaging : JMRI · 2018
    Review
  14. Article
  15. Developing imidazoles as CEST MRI pH sensors.Contrast media & molecular imaging · 2016
    Article
  16. Salicylic acid analogues as chemical exchange saturation transfer MRI contrast agents for the assessment of brain perfusion territory and blood-brain barrier opening after intra-arterial infusion.Journal of cerebral blood flow and metabolism : official journal of the International Society of Cerebral Blood Flow and Metabolism · 2016
    Article
  17. Screening CEST contrast agents using ultrafast CEST imaging.Journal of magnetic resonance (San Diego, Calif. : 1997) · 2016
    Article
  18. Chemical Exchange Saturation Transfer (CEST) Agents: Quantum Chemistry and MRI.Chemistry (Weinheim an der Bergstrasse, Germany) · 2016
    Article
  19. Article
  20. 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.

Xiaolei SongRussell H. Morgan Department of Radiology and Radiological Science, The Johns Hopkins University School of Medicine, Baltimore, Maryland, USA; F.M. Kirby Research Center for Functional Brain Imaging, Kennedy Krieger Institute, Baltimore, Maryland, USA.
Xing Yang
Sangeeta Ray Banerjee
Martin G Pomper
Michael T McMahon

Funding

ValidationU54CA151838 · NCI · JOHNS HOPKINS UNIVERSITY · PI SEARSON, PETER C · 2010 to 2014
$11.9M
Multi-Color Exchange Transfer Imaging of Drug Delivery NanocarriersR01EB015031 · NIBIB · HUGO W. MOSER RES INST KENNEDY KRIEGER · PI MCMAHON, MICHAEL T · 2011 to 2014
$2.4M
DIACEST Islet Cell Capsules for Immunoprotection, MR Detection, and pH SensingR01EB012590 · NIBIB · HUGO W. MOSER RES INST KENNEDY KRIEGER · PI MCMAHON, MICHAEL T · 2010 to 2013
$1.3M
PSMA-based MR Imaging and Therapy of Prostate CancerK25CA148901 · NCI · JOHNS HOPKINS UNIVERSITY · PI RAY, SANGEETA · 2011 to 2015
$580k
NCI NIH HHS K25 CA148901NCI NIH HHS U54 CA151838NIBIB NIH HHS R01 EB012590NIBIB NIH HHS R01 EB015031
6 · The paper itself

Abstract

Diamagnetic chemical exchange saturation transfer (diaCEST) agents are a new class of imaging agents, which have unique magnetic resonance (MR) properties similar to agents used for optical imaging. Here we present a series of anthranilic acid analogs as examples of diaCEST agents that feature an exchangeable proton shifted downfield, namely, an intramolecular-bond shifted hydrogen (IM-SHY), which produces significant and tunable contrast at frequencies of 4.8-9.3 ppm from water. Five analogs of N-sulfonyl anthranilic acids are all highly soluble and produced similar CEST contrast at ~6-8 ppm. We also discovered that flufenamic acid, a commercial nonsteroidal anti-inflammatory drug, displayed CEST contrast at 4.8 ppm. For these N-H IM-SHY agents, the contrast produced was insensitive to pH, making them complementary to existing diaCEST probes. This initial IM-SHY library includes the largest reported shifts for N-H protons on small organic diaCEST agents, and should find use as multifrequency MR agents for in vivo applications.

Indexed as

Contrast MediaFlufenamic AcidMagnetic Resonance ImagingHumansHydrogenortho-AminobenzoatesContrast MediaFlufenamic AcidHydrogenortho-Aminobenzoateschemical exchange saturation transfermolecular imagingN-aryl anthranilic acid derivativesN-sulfonyl anthranilic acid derivatives

Identifiers

PMID24771546
PMCPMC4212054

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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.