Layer chromatography-bioassays directed screening and identification of antibacterial compounds from Scotch thistle

•First direct transfer of OPLC mobile phase to flash chromatography.•Antibacterial profiling of Scotch thistle (Onopordum acanthium L.) leaf extract.•TLC/OPLC-DB using plant and human pathogen bacteria and a probiotic, human gut bacterium L. plantarum.•Infusion-transfusion OPLC method with on-line U...

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Bibliographic Details
Published in:Journal of Chromatography A 2017-11, Vol.1524, p.266-272
Main Authors: Móricz, Ágnes M., Krüzselyi, Dániel, Alberti, Ágnes, Darcsi, András, Horváth, Györgyi, Csontos, Péter, Béni, Szabolcs, Ott, Péter G.
Format: Article
Language:English
Subjects:
Bioassay-guided isolation
Lactobacillus plantarum
Overpressured layer chromatography-direct bioautography
Overpressured layer chromatography-UV/fractionation
Thin-layer chromatography-direct bioautography
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Summary:•First direct transfer of OPLC mobile phase to flash chromatography.•Antibacterial profiling of Scotch thistle (Onopordum acanthium L.) leaf extract.•TLC/OPLC-DB using plant and human pathogen bacteria and a probiotic, human gut bacterium L. plantarum.•Infusion-transfusion OPLC method with on-line UV detection and fractionation.•Preparative-scale bioassay-guided isolation led to bioactive components onopordopicrin, linoleic and linolenic acids. The antibacterial profiling of Onopordum acanthium L. leaf extract and subsequent targeted identification of active compounds is demonstrated. Thin-layer chromatography (TLC) and off-line overpressured layer chromatography (OPLC) coupled with direct bioautography were utilized for investigation of the extract against eight bacterial strains including two plant and three human pathogens and a soil, a marine and a probiotic human gut bacteria. Antibacterial fractions obtaining infusion-transfusion OPLC were transferred to HPLC–MS/MS analysis that resulted in the characterization of three active compounds and two of them were identified as, linoleic and linolenic acid. OPLC method was adopted to preparative-scale flash chromatography for the isolation of the third active compound, which was identified after a further semi-preparative HPLC purification as the germacranolide sesquiterpene lactone onopordopicrin. Pure onopordopicrin exhibited antibacterial activity that was specified as minimal inhibitory concentration in the liquid phase as well.
ISSN:0021-9673
DOI:10.1016/j.chroma.2017.09.062