Evidence map›Paper›PMID 25054237›Full record

ArticlePloS one2014

Synthesis, crystal structure and biological activity of 2-hydroxyethylammonium salt of p-aminobenzoic acid.

Manuela E Crisan, Paulina Bourosh, Massimo E Maffei, Alessandra Forni, Stefano Pieraccini, Maurizio Sironi, Yurii M Chumakov

Open access · goldAbstract read
In one paragraph

Article in PloS one, 2014. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 10 papers.

0numbers the graph read from it
0cells of the map it votes in
10citing papers in PubMed
4.2field-weighted citation impact, top 7% 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

10 citing papers in PubMed, 52 citations in OpenAlex.

  1. Article
  2. Review
  3. Article
  4. Design, synthesis and molecular modeling of isatin-aminobenzoic acid hybrids as antibacterial and antibiofilm agents.Saudi pharmaceutical journal : SPJ : the official publication of the Saudi Pharmaceutical Society · 2023
    Article
  5. Article
  6. Article
  7. Molecules (Basel, Switzerland) · 2020
    Article
  8. Article
  9. Article
  10. 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

7 authors at 6 institutions in 3 countries.

Manuela E CrisanDepartment of Organic Chemistry, Institute of Chemistry Timisoara of Romanian Academy, Timisoara, Romania.
Paulina BouroshLaboratory of Physical Methods of Solid State Investigation "T. Malinowski", Institute of Applied Physics, Academy of Sciences of Moldova, Chisinau, Republic of Moldova.
Massimo E MaffeiDepartment of Life Sciences and Systems Biology, Plant Physiology Unit, Innovation Centre, University of Turin, Torino, Italy.
Alessandra ForniISTM-CNR, Institute of Molecular Sciences and Technologies of CNR and INSTM UdR, Milano, Italy.
Stefano PieracciniISTM-CNR, Institute of Molecular Sciences and Technologies of CNR and INSTM UdR, Milano, Italy; Department of Chemistry and INSTM UdR, University of Milan, Milano, Italy.
Maurizio SironiISTM-CNR, Institute of Molecular Sciences and Technologies of CNR and INSTM UdR, Milano, Italy; Department of Chemistry and INSTM UdR, University of Milan, Milano, Italy.
Yurii M ChumakovLaboratory of Physical Methods of Solid State Investigation "T. Malinowski", Institute of Applied Physics, Academy of Sciences of Moldova, Chisinau, Republic of Moldova.
National Interuniversity Consortium of Materials Science and Technology · ITAcademy of Sciences of Moldova · MDInstitute of Applied Physics · MDInstitute of Molecular Science and Technologies · ITRomanian Academy · ROUniversity of Turin · IT

Funding

No grant is acknowledged in the PubMed record.

6 · The paper itself

Abstract

p-Aminobenzoic acid (pABA) plays important roles in a wide variety of metabolic processes. Herein we report the synthesis, theoretical calculations, crystallographic investigation, and in vitro determination of the biological activity and phytotoxicity of the pABA salt, 2-hydroxyethylammonium p-aminobenzoate (HEA-pABA). The ability of neutral and anionic forms of pABA to interact with TIR1 pocket was investigated by calculation of molecular electrostatic potential maps on the accessible surface area, docking experiments, Molecular Dynamics and Quantum Mechanics/Molecular Mechanics calculations. The docking study of the folate precursor pABA, its anionic form and natural auxin (indole-3-acetic acid, IAA) with the auxin receptor TIR1 revealed a similar binding mode in the active site. The phytotoxic evaluation of HEA-pABA, pABA and 2-hydroxyethylamine (HEA) was performed on the model plant Arabidopsis thaliana ecotype Col 0 at five different concentrations. HEA-pABA and pABA acted as potential auxin-like regulators of root development in Arabidopsis thaliana (0.1 and 0.2 mM) and displayed an agravitropic root response at high concentration (2 mM). This study suggests that HEA-pABA and pABA might be considered as potential new regulators of plant growth.

Indexed as

Molecular Docking SimulationMolecular Dynamics Simulation4-Aminobenzoic AcidArabidopsisCrystallography, X-RayFolic AcidHydrogen BondingIndoleacetic AcidsMolecular StructurePlant Growth RegulatorsPlant RootsQuaternary Ammonium CompoundsReceptors, Cell SurfaceSpectroscopy, Fourier Transform InfraredStatic Electricity4-Aminobenzoic AcidFolic Acidindoleacetic acidIndoleacetic AcidsPlant Growth RegulatorsQuaternary Ammonium CompoundsReceptors, Cell Surface

Identifiers

PMID25054237
PMCPMC4108362
OpenAlexW1963837125

What OpenQuestion holds

Textmetadata
LicenceCC BY
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.