Evidence map›Paper›PMID 30291388›Full record

ArticleAnalytical and bioanalytical chemistry2018

Phenotyping the genus Hypericum by secondary metabolite profiling: emodin vs. skyrin, two possible key intermediates in hypericin biosynthesis.

Katarína Kimáková, Andrea Kimáková, Jakub Idkowiak, Maciej Stobiecki, Paweł Rodziewicz, Łukasz Marczak, Eva Čellárová

Open access · hybridAbstract read
In one paragraph

Article in Analytical and bioanalytical chemistry, 2018. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 11 papers.

0numbers the graph read from it
0cells of the map it votes in
11citing papers in PubMed
5.7field-weighted citation impact, top 5% of its field
1 · What the graph read from it

What it found

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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

11 citing papers in PubMed, 31 citations in OpenAlex.

  1. LC-MS/MS Chemical Profiling and HPLC/PDA Quantification ofPharmaceuticals (Basel, Switzerland) · 2026
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  3. Review
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  5. Article
  6. Does phenotyping ofFrontiers in plant science · 2022
    Review
  7. Article
  8. PSYCHE-A Valuable Experiment in Plant NMR-Metabolomics.Molecules (Basel, Switzerland) · 2020
    Article
  9. Review
  10. Article
  11. 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 2 institutions in 2 countries.

Katarína KimákováFaculty of Science, Institute of Biology and Ecology, Department of Genetics, P. J. Šafárik University in Košice, Mánesova 23, 040 01, Košice, Slovakia.
Andrea KimákováFaculty of Science, Institute of Biology and Ecology, Department of Genetics, P. J. Šafárik University in Košice, Mánesova 23, 040 01, Košice, Slovakia.
Jakub IdkowiakInstitute of Bioorganic Chemistry, Polish Academy of Sciences, Noskowskiego 12/14, 61-704, Poznań, Poland.
Maciej StobieckiInstitute of Bioorganic Chemistry, Polish Academy of Sciences, Noskowskiego 12/14, 61-704, Poznań, Poland.
Paweł RodziewiczInstitute of Bioorganic Chemistry, Polish Academy of Sciences, Noskowskiego 12/14, 61-704, Poznań, Poland.
Łukasz MarczakInstitute of Bioorganic Chemistry, Polish Academy of Sciences, Noskowskiego 12/14, 61-704, Poznań, Poland. lukasmar@ibch.poznan.pl.ORCID http://orcid.org/0000-0001-8602-0077
Eva ČellárováFaculty of Science, Institute of Biology and Ecology, Department of Genetics, P. J. Šafárik University in Košice, Mánesova 23, 040 01, Košice, Slovakia. eva.cellarova@upjs.sk.
Institute of Bioorganic Chemistry, Polish Academy of Sciences · PLUniversity of Pavol Jozef Šafárik · SK

Funding

Research grant from the Institute of Bioorganic Chemistry PAS, No. 500 0901Scientific Grant Agency of the Slovak Republic VEGA, 1/0090/15Slovak Research and Development Agency Grant No. APVV-14-0154
6 · The paper itself

Abstract

A wide range of compounds that occur in the genus Hypericum are listed as effective drugs of natural origin. The main biological activities of several Hypericum representatives are due to the presence of naphthodianthrones, phloroglucinols, and other diverse groups of secondary metabolites that synergistically contribute to their therapeutic effects. The regulation of biosynthesis of hypericin as the key bioactive naphthodianthrone remains uncertain. Here, we present liquid chromatography mass spectrometry-based phenotyping of 17 Hypericum species, the results of which suggest an important role for skyrin and its derivatives in the polyketide pathway that leads to hypericin formation. Moreover, we report for the first time the presence of new metabolites in the genus Hypericum that are related to classes of anthraquinones, their derivatives, and phloroglucinols. As skyrin and other species of anthraquinones are rarely found in higher plants but frequently occur in fungal microorganisms, the obtained results suggest that further research on the synthesis pathways of hypericin and the role of anthraquinone derivatives in plant metabolism should be carried out. The fact that these compounds are commonly synthesized in endophytic fungi and perhaps there is some similarity in the metabolic pathways between these organisms should also be investigated.

Indexed as

HypericumSecondary MetabolismAnthracenesAnthraquinonesChromatography, LiquidEmodinMass SpectrometryPerylenePhenotypePlant LeavesAnthracenesAnthraquinonesEmodinhypericinPeryleneskyrinAnthraquinonesHypericin biosynthesisHypericumLiquid chromatography mass spectrometryMetabolite profilingNaphthodianthronesPhloroglucinols

Identifiers

PMID30291388
PMCPMC6244766
OpenAlexW2894906888

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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.