Evidence map›Paper›PMID 41003000›Full record

ArticleMetabolites2025

Targeted Isolation of Prenylated Flavonoids from

Tomas Rypar, Lenka Molcanova, Barbora Valkova, Ema Hromadkova, Christoph Bueschl, Bernhard Seidl, Karel Smejkal, Rainer Schuhmacher

Abstract read
In one paragraph

Article in Metabolites, 2025. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 2 papers.

0numbers the graph read from it
0cells of the map it votes in
2citing 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

2 citing papers in PubMed.

  1. Review
  2. 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

8 authors.

Tomas RyparDepartment of Chemistry and Biochemistry, Mendel University in Brno, Zemedelska 1, CZ 613 00 Brno, Czech Republic.ORCID 0000-0003-4817-2250
Lenka MolcanovaDepartment of Natural Drugs, Masaryk University, Palackeho 1946/1, CZ 612 00 Brno, Czech Republic.ORCID 0000-0002-6005-5033
Barbora ValkovaDepartment of Natural Drugs, Masaryk University, Palackeho 1946/1, CZ 612 00 Brno, Czech Republic.
Ema HromadkovaDepartment of Natural Drugs, Masaryk University, Palackeho 1946/1, CZ 612 00 Brno, Czech Republic.
Christoph BueschlInstitute of Bioanalytics and Agro-Metabolomics, Department of Agricultural Sciences, BOKU University, Konrad-Lorenz-Str. 20, 3430 Tulln, Austria.ORCID 0000-0003-1729-9785
Bernhard SeidlInstitute of Bioanalytics and Agro-Metabolomics, Department of Agricultural Sciences, BOKU University, Konrad-Lorenz-Str. 20, 3430 Tulln, Austria.ORCID 0000-0003-1022-5388
Karel SmejkalDepartment of Natural Drugs, Masaryk University, Palackeho 1946/1, CZ 612 00 Brno, Czech Republic.ORCID 0000-0002-4336-7924
Rainer SchuhmacherInstitute of Bioanalytics and Agro-Metabolomics, Department of Agricultural Sciences, BOKU University, Konrad-Lorenz-Str. 20, 3430 Tulln, Austria.ORCID 0000-0002-7520-4943

Funding

Czech Science Foundation 23-04655S
6 · The paper itself

Abstract

objectivesThis study presents a versatile, AI-guided workflow for the targeted isolation and characterization of prenylated flavonoids from

methodsThe approach integrates established extraction and chromatography-based fractionation protocols with LC-UV-HRMS/MS analysis and supervised machine-learning (ML) custom-trained classification models, which predict prenylated flavonoids from LC-HRMS/MS spectra based on the recently developed Python package AnnoMe (v1.0).

resultsThe workflow effectively reduced the chemical complexity of plant extracts and enabled efficient prioritization of fractions and compounds for targeted isolation. From the pre-fractionated plant extracts, 2687 features were detected, 42 were identified using reference standards, and 214 were annotated via spectra library matching (public and in-house). Furthermore, ML-trained classifiers predicted 1805 MS/MS spectra as derived from prenylated flavonoids. LC-UV-HRMS/MS data of the most abundant presumed prenyl-flavonoid candidates were manually inspected for coelution and annotated to provide dereplication. Based on this, one putative prenylated (C5) dihydroflavonol (1) and four geranylated (C10) flavanones (2-5) were selected and successfully isolated. Structural elucidation employed UV spectroscopy, HRMS, and 1D as well as 2D NMR spectroscopy. Compounds

conclusionsThis study highlights the combination of machine learning with analytical techniques to streamline natural product discovery via MS/MS and AI-guided pre-selection, efficient prioritization, and characterization of prenylated flavonoids, paving the way for a broader application in metabolomics and further exploration of prenylated constituents across diverse plant species.

Indexed as

bioactive compoundsgeranylated flavonoidsprenylated polyphenolsspecialized metabolitesuntargeted metabolomics

Identifiers

PMID41003000
PMCPMC12471768

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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.