Evidence map›Paper›PMID 28647482›Full record

ArticleFitoterapia2017

Isolation and structural characterization of dihydrobenzofuran congeners of licochalcone A.

Charlotte Simmler, David C Lankin, Dejan Nikolić, Richard B van Breemen, Guido F Pauli

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

Article in Fitoterapia, 2017. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 15 papers.

0numbers the graph read from it
0cells of the map it votes in
15citing papers in PubMed
0.8field-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

15 citing papers in PubMed, 24 citations in OpenAlex.

  1. Article
  2. Article
  3. Article
  4. Article
  5. Review
  6. Article
  7. Article
  8. Article
  9. Review
  10. Microbial Conjugation Studies of Licochalcones and Xanthohumol.International journal of molecular sciences · 2021
    Article
  11. Prenylated Coumaric Acids fromJournal of natural products · 2021
    Article
  12. Review
  13. Microbial Transformation of Licochalcones.Molecules (Basel, Switzerland) · 2019
    Article
  14. Article
  15. 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 at 1 institution in 1 country.

Charlotte SimmlerUIC/NIH Center for Botanical Dietary Supplements Research, Department of Medicinal Chemistry and Pharmacognosy, University of Illinois at Chicago, College of Pharmacy, 833 S. Wood Street, Chicago, IL 60612, USA. Electronic address: simmler@uic.edu.
David C LankinUIC/NIH Center for Botanical Dietary Supplements Research, Department of Medicinal Chemistry and Pharmacognosy, University of Illinois at Chicago, College of Pharmacy, 833 S. Wood Street, Chicago, IL 60612, USA.
Dejan NikolićUIC/NIH Center for Botanical Dietary Supplements Research, Department of Medicinal Chemistry and Pharmacognosy, University of Illinois at Chicago, College of Pharmacy, 833 S. Wood Street, Chicago, IL 60612, USA.
Richard B van BreemenUIC/NIH Center for Botanical Dietary Supplements Research, Department of Medicinal Chemistry and Pharmacognosy, University of Illinois at Chicago, College of Pharmacy, 833 S. Wood Street, Chicago, IL 60612, USA.
Guido F PauliUIC/NIH Center for Botanical Dietary Supplements Research, Department of Medicinal Chemistry and Pharmacognosy, University of Illinois at Chicago, College of Pharmacy, 833 S. Wood Street, Chicago, IL 60612, USA.
University of Illinois Chicago · US

Funding

Van Breemen: Project 3; Botanical Dietary Supplements - Metabolism and Safety in Women (Van Breemen)P50AT000155 · NCCIH · UNIVERSITY OF ILLINOIS AT CHICAGO · PI PAULI, GUIDO F · 1999 to 2019
$30.4M
900MHz NMR for Structural Biology in ChicagoP41GM068944 · NIGMS · UNIVERSITY OF ILLINOIS AT CHICAGO · PI GETTINS, PETER G.W. · 2003 to 2007
$6.2M
NCCIH NIH HHS P50 AT000155NIGMS NIH HHS P41 GM068944
6 · The paper itself

Abstract

In an effort to explore the residual complexity of naturally occurring chalcones from the roots of Glycyrrhiza inflata (Fabaceae), two new licochalcone A (LicA) derivatives were isolated as trace metabolites from enriched fractions. Both constituents contain a dihydrofuran moiety linked to carbons C-4 and C-5 of the retrochalcone core. Compound 1 (LicAF1) represents a new chemical entity, whereas compound 2 (LicAF2) has previously been reported as a Lewis acid catalyzed rearrangement of LicA. Evaluation of chirality revealed that both dihydrofuran derivatives existed as a mixture of R and S enantiomers. Interestingly, when solutions were exposed to sunlight, both dihydrofuran retrochalcones, initially isolated as trans isomers, were found to rapidly isomerize yielding trans and cis isomers. Analysis of the 1D

Indexed as

AmidinesBenzofuransChalconesGlycyrrhizaMolecular StructurePlant ExtractsPlant RootsProton Magnetic Resonance SpectroscopyStereoisomerismAmidinesbenzofuran-2-carboxamidineBenzofuransChalconeslicochalcone APlant ExtractsCis/trans isomerizationDihydrobenzofuranLicochalcone ARaw NMR dataResidual complexityRetrochalcone

Identifiers

PMID28647482
PMCPMC5660606
OpenAlexW2639607130

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.