Evidence map›Paper›PMID 25412895›Full record

ArticleOrganic & biomolecular chemistry2015

Synthesis and tautomerization of hydroxylated isoflavones bearing heterocyclic hemi-aminals.

Mykhaylo S Frasinyuk, Svitlana P Bondarenko, Volodymyr P Khilya, Chunming Liu, David S Watt, Vitaliy M Sviripa

Open access · greenAbstract read
In one paragraph

Article in Organic & biomolecular chemistry, 2015. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 5 papers.

0numbers the graph read from it
0cells of the map it votes in
5citing papers in PubMed
1.0field-weighted citation impact, top 26% 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

5 citing papers in PubMed, 21 citations in OpenAlex.

  1. Article
  2. Article
  3. Article
  4. Article
  5. 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 at 4 institutions in 2 countries.

Mykhaylo S FrasinyukDepartment of Molecular and Cellular Biochemistry, College of Medicine, University of Kentucky, Lexington, KY 40536-0509, USA. vitaliy.sviripa@uky.edu.
Svitlana P Bondarenko
Volodymyr P Khilya
Chunming Liu
David S Watt
Vitaliy M Sviripa
Kyiv City Clinical Oncology Center · UAUniversity of Kentucky · USInstitute of Bioorganic Chemistry and Petrochemistry V.P. Kukhar · UAMarkey Cancer Center · US

Funding

University of Kentucky Markey Cancer Center Support Grant ECIA SupplementP30CA177558 · NCI · UNIVERSITY OF KENTUCKY · PI KATHLEEN L. O'CONNOR · 2013 to 2026
$38.3M
UNDERSTANDING THE MOLECULAR BASIS OF EPIGENETIC TRANSCRIPTIONAL SILENCINGP20RR020171 · NCRR · UNIVERSITY OF KENTUCKY · PI LOUIS HERSH, LOUIS HERSH LOUIS HERSH · 2004 to 2011
$16.5M
Novel resveratrol analogs and colorectal cancer treatmentR01CA172379 · NCI · UNIVERSITY OF KENTUCKY · PI LIU, CHUNMING · 2013 to 2017
$1.5M
Mechanisms of Wnt/beta-catenin inhibition by resveratrol and its derivativesR21CA139359 · NCI · UNIVERSITY OF KENTUCKY · PI LIU, CHUNMING · 2011 to 2012
$355k
NCI NIH HHS CA172379NCI NIH HHS P30 CA177558NCI NIH HHS R01 CA172379NCI NIH HHS R21 CA139359NCRR NIH HHS P20 RR020171
6 · The paper itself

Abstract

The aminomethylation of hydroxylated isoflavones with 2-aminoethanol, 3-amino-1-propanol, 4-amino-1-butanol, and 5-amino-1-pentanol in the presence of excess formaldehyde led principally to 9-(2-hydroalkyl)-9,10-dihydro-4H,8H-chromeno[8,7-e][1,3]-oxazin-4-ones 4 and/or the tautomeric 7-hydroxy-8-(1,3-oxazepan-3-ylmethyl)-4H-chromen-4-ones 5. The ratio of these tautomers was dependent on solvent polarity, electronic effects of aryl substituents in the isoflavone and the structure of the amino alcohol. NMR studies confirmed the interconversion of tautomeric forms.

Indexed as

AminesChemistry Techniques, SyntheticHeterocyclic CompoundsHydroxylationIsoflavonesIsomerismAminesHeterocyclic CompoundsIsoflavones

Identifiers

PMID25412895
PMCPMC5571763
OpenAlexW2017264312

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.