Effect-directed profiling of aqueous, fermented plant preparations via high-performance thin-layer chromatography combined with in situ assays and high-resolution mass spectrometry

References

• Millet, A.; Lamy, E.; Jonas, D.; Stintzing, F.; Mersch-Sundermann, V.; Merfort, I. Fermentation Enhances the Biological Activity of Allium Cepa Bulb Extracts. J. Agric. Food Chem. 2012, 60, 2148–2156. DOI: 10.1021/jf2041643.
   PubMed Web of Science ®Google Scholar
• Sayin, F. K.; Altincam, M. H.; Kara, H. H. In Vitro anti-Diabetic Activity of Selected Herbal Teas Extracted with Different Methods. J. Herbs Spices Med. Plants 2018, 22, 75–78.
   Google Scholar
• Móricz, Á. M.; Häbe, T. T.; Böszörményi, A.; Ott, P. G.; Morlock, G. E. Tracking and Identification of Antibacterial Components in the Essential Oil of Tanacetum Vulgare L. by the Combination of High-Performance Thin-Layer Chromatography with Direct Bioautography and Mass Spectrometry. J. Chromatogr. A 2015, 1422, 310–317. DOI: 10.1016/j.chroma.2015.10.010.
   PubMed Web of Science ®Google Scholar
• Morlock, G. E.; Klingelhöfer, I. Liquid Chromatography-Bioassay-Mass Spectrometry for Profiling of Physiologically Active Food. Anal. Chem. 2014, 86, 8289–8295. DOI: 10.1021/ac501723j.
   PubMed Web of Science ®Google Scholar
• Móricz, Á. M.; Ott, P. G.; Häbe, T. T.; Darcsi, A.; Böszörményi, A.; Alberti, Á.; Krüzselyi, D.; Csontos, P.; Béni, S.; Morlock, G. E. Effect-Directed Discovery of Bioactive Compounds Followed by Highly Targeted Characterization, Isolation and Identification, Exemplarily Shown for Solidago Virgaurea. Anal. Chem. 2016, 88, 8202–8209. DOI: 10.1021/acs.analchem.6b02007.
   PubMed Web of Science ®Google Scholar
• Morlock, G. E. Bioassays and Further Effect-Directed Detections in Chromatography. in Reference Module in Encyclopedia of Analytical Science, 3rd ed.; Worsfold, P. J.; Poole, C.; Townshend, A.; Miro, M. Eds.; Elsevier Science: Amsterdam, Netherlands, 2019.
   Google Scholar
• Bertrams, J.; Müller, M. B.; Kunz, N.; Kammerer, D. R.; Stintzing, F. C. Phenolic Compounds as Marker Compounds for Botanical Determination of German Propolis Samples Based on TLC and TLC-MS. J Appl. Bot. Food Qual. 2013, 86, 143–153. DOI: 10.5073/JABFQ.2013.086.020
   Web of Science ®Google Scholar
• Móricz, Á. M.; Fornal, E.; Jesionek, W.; Majer-Dziedzic, B.; Choma, I. M. Effect-Directed Isolation and Identification of Antibacterial Chelidonium Majus L. Alkaloids. Chromatographia 2015, 78, 707–716. DOI: 10.1007/s10337-015-2870-6.
   Web of Science ®Google Scholar
• Morlock, G. E. Chromatography Combined with Bioassays and other Hyphenations – the Direct Link to the Compound Indicating the Effect, ACS Symposium Series 1185 (2013.) 101–121, in Jayaprakasha, G. K.; Patil, B. S.; Pellati, F. (Eds.), Instrumental Methods for the Analysis of Bioactive Molecules. Presented at the 246th ACS National Meeting and Exposition, Indianapolis, Indiana, American Chemical Society, Washington, DC, USA, 2013
   Google Scholar
• Azadniya, E.; Morlock, G. E. Automated Piezoelectric Spraying of Biological and Enzymatic Assays for Effect-Directed Analysis, in submission.
   Google Scholar
• Marston, A. Thin-Layer Chromatography with Biological Detection in Phytochemistry. J Chromatogr A 2011, 1218, 2676–2683. DOI: 10.1016/j.chroma.2010.12.068.
   PubMed Web of Science ®Google Scholar
• Müller, M. B.; Dausend, C.; Weins, C.; Frimmel, F. H. A New Bioautographic Screening Method for the Detection of Estrogenic Compounds. Chromatograhia 2004, 60, 207–211. DOI: 10.1365/s10337-004-0315-8
   Web of Science ®Google Scholar
• Jamshidi-Aidji, M.; Morlock, G. E. Fast Equivalency Estimation of Unknown Enzyme Inhibitors in Situ the Effect-Directed Fingerprint, Shown for Bacillus Lipopeptide Extracts. Anal. Chem.. 2019, 90, 14260–14268. DOI: 10.1021/acs.analchem.8b03407
   Web of Science ®Google Scholar
• Adhami, H. R.; Scherer, U.; Kaehlig, H.; Hettich, T.; Schlotterbeck, G.; Reich, E.; Krenn, L. Combination of Bioautography with HPTLC-MS/NMR: A Fast Identification of Acetylcholinesterase Inhibitors from Galbanum. Phytochem. Anal. 2013, 24, 395–400. DOI: 10.1002/pca.2422.
   PubMed Web of Science ®Google Scholar
• Grzelak, E. M.; Hwang, C.; Cai, G.; Nam, J. W.; Choules, M. P.; Gao, W.; Lankin, D. C.; McAlpine, J. B.; Mulugeta, S. G.; Napolitano, J. G.; et al. Bioautography with TLC-MS/NMR for Rapid Discovery of anti-Tuberculosis Lead Compounds from Natural Sources. ACS Infect. Dis. 2016, 2, 294–301. DOI: 10.1021/acsinfecdis.5b00150.
   PubMed Web of Science ®Google Scholar
• Häbe, T. T.; Jamshidi-Aidji, M.; Macho, J.; Morlock, G. E. Direct Bioautography Hyphenated to Direct Analysis in Real Time Mass Spectrometry: Chromatographic Separation, Bioassay and Mass Spectra, All in the Same Sample Run. J. Chromatogr. A 2018, 1568, 188–196. DOI: 10.1016/j.chroma.2018.07.002.
   PubMed Web of Science ®Google Scholar
• Azadniya, E.; Morlock, G. E. Bioprofiling of Salvia Miltiorrhiza via Planar Chromatography Linked to (Bio)Assays, High Resolution Mass Spectrometry and Nuclear Magnetic Resonance Spectroscopy. J Chromatogr A 2018, 1533, 180–192. DOI: 10.1016/j.chroma.2017.12.014.
   PubMed Web of Science ®Google Scholar
• Yüce, I.; Morlock, G. E. Streamlined Structure Elucidation of an Unknown Compound in a Pigment Formulation. J. Chromatogr. A 2016, 1469, 120–127. DOI: 10.1016/j.chroma.2016.09.040.
   PubMed Web of Science ®Google Scholar
• Landers, T. F.; Cohen, B.; Wittum, T. E.; Larson, E. L. A Review of Antibiotic Use in Food Animals: Perspective, Policy, and Potential. Public Health Rep. 2012, 127, 4–22. DOI: 10.1177/003335491212700103.
   PubMed Web of Science ®Google Scholar
• Cowan, M. M. Plant Products as Antimicrobial Agents. Clin. Microbiol. Rev. 1999, 12, 564–582. DOI: 10.1128/CMR.12.4.564
   PubMed Web of Science ®Google Scholar
• Savoia, D. Plant-Derived Antimicrobial Compounds: Alternatives to Antibiotics. Future Microbio. 2012, 7, 979–990. DOI: 10.2217/fmb.12.68.
   PubMed Web of Science ®Google Scholar
• Krüger, S.; Hüsken, L.; Fornasari, R.; Scainelli, I.; Morlock, G. E. Effect-Directed Fingerprints of 77 Botanical Extracts via a Generic High-Performance Thin-Layer Chromatography Method Combined with Assays and Mass Spectrometry. J. Chromatogr. A 2017, 1529, 93–106. DOI: 10.1016/j.chroma.2017.10.068.
   PubMed Web of Science ®Google Scholar
• Srinivasan, D.; Nathan, S.; Suresh, T.; Lakshmana Perumalsamy, P. Antimicrobial Activity of Certain Indian Medicinal Plants Used in Folkloric Medicine. J Ethnopharmacol. 2001, 74, 217–220. DOI: 10.1016/S0378-8741(00)00345-7.
   PubMed Web of Science ®Google Scholar
• Biber, A.; Franck-Karl, G.; Waimer, F.; Riegert, U.; Wiget, R. Analytical Characterization of Homoeopathic Mother Tinctures. Pharmeur. Bio. Sci. Notes 2009, 1, 1–4.
   Google Scholar
• Schwarzenberger, M.; Stintzing, F.; Meyer, U.; Lindequist, U. Biochemical, Microbiological and Phytochemical Studies on Aqueous-Fermented Extracts from Atropa Belladonna L. Part 1 – Biochemistry and Microbiology. Pharmazie 2012, 67, 331–344. DOI: 10.1691/ph.2012.1650
   PubMed Web of Science ®Google Scholar
• Duckstein, S. M.; Lorenz, P.; Stintzing, F. C. Conversion of Phenolic Constituents in Aqueous Hamamelis Virginiana Leaf Extracts during Fermentation. Phytochem. Anal. 2012, 23, 588–597. DOI: 10.1002/pca.2359.
   PubMed Web of Science ®Google Scholar
• Jamshidi-Aidji, M.; Morlock, G. E. Bioprofiling of Unknown Antibiotics in Herbal Extracts: Development of a Streamlined Direct Bioautography Using Bacillus subtilis Linked to Mass Spectrometry. J. Chromatogr. A 2015, 1420, 110–118. DOI: 10.1016/j.chroma.2015.09.061.
   PubMed Web of Science ®Google Scholar
• Jamshidi-Aidji, M.; Morlock, G. E. From Bioprofiling and Characterization to Bioquantification of Natural Antibiotics by Direct Bioautography Linked to High-Resolution Mass Spectrometry: Exemplarily Shown for Salvia Miltiorrhiza Root. Anal. Chem. 2016, 88, 10979–10986. DOI: 10.1021/acs.analchem.6b02648.
   PubMed Web of Science ®Google Scholar
• Yin, Z.; Zhang, W.; Feng, F.; Zhang, Y.; Kang, W. α-Glucosidase Inhibitors Isolated from Medicinal Plants. Food Sci. Hum. Wellness 2014, 3, 136–174. DOI: 10.1016/j.fshw.2014.11.003.
   Google Scholar
• Hoult, J. R. S.; Miguel, P. Pharmacological and Biochemical Actions of Simple Coumarins: Natural Products with Therapeutic Potential. Gen. Pharmac. 1996, 27, 713–722. DOI: 10.1016/0306-3623(95)02112-4.
   PubMedGoogle Scholar
• Oboh, G.; Ogunsuyi, O. B.; Ogunbadejo, M. D.; Adefegha, S. A. Influence of Gallic Acid on α-Amylase and α-Glucosidase Inhibitory Properties of Acarbose. J. Food Drug Anal. 2016, 24, 627–634. DOI: 10.1016/j.jfda.2016.03.003.
   PubMed Web of Science ®Google Scholar
• Theisen, L. L.; Erdelmeier, C. A. J.; Spoden, G. A.; Boukhallouk, F.; Sausy, A.; Florin, L.; Muller, C. P. Tannins from Hamamelis Virginiana Bark Extract: Characterization and Improvement of the Antiviral Efficacy against Influenza a Virus and Human Papillomavirus. PLoS One. 2014, 9, e88062. DOI: 10.1371/journal.pone.0088062.
   PubMed Web of Science ®Google Scholar