The Distribution of Glucosinolates in Different Phenotypes of <i>Lepidium peruvianum</i> and Their Role as Acetyl- and Butyrylcholinesterase Inhibitors—In Silico and In Vitro Studies
The aim of the study was to present the fingerprint of different <i>Lepidium peruvianum</i> tuber extracts showing glucosinolates-containing substances possibly playing an important role in preventinting dementia and other memory disorders. Different phenotypes of <i>Lepidium peruv...
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2022-04-01
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| author | Dominik Tarabasz Paweł Szczeblewski Tomasz Laskowski Wojciech Płaziński Ewa Baranowska-Wójcik Dominik Szwajgier Wirginia Kukula-Koch Henry O. Meissner |
| author_facet | Dominik Tarabasz Paweł Szczeblewski Tomasz Laskowski Wojciech Płaziński Ewa Baranowska-Wójcik Dominik Szwajgier Wirginia Kukula-Koch Henry O. Meissner |
| author_sort | Dominik Tarabasz |
| collection | DOAJ |
| description | The aim of the study was to present the fingerprint of different <i>Lepidium peruvianum</i> tuber extracts showing glucosinolates-containing substances possibly playing an important role in preventinting dementia and other memory disorders. Different phenotypes of <i>Lepidium peruvianum</i> (Brassicaceae) tubers were analysed for their glucosinolate profile using a liquid chromatograph coupled with mass spectrometer (HPLC-ESI-QTOF-MS/MS platform). Qualitative analysis in 50% ethanolic extracts confirmed the presence of ten compounds: aliphatic, indolyl, and aromatic glucosinolates, with glucotropaeolin being the leading one, detected at levels between 0–1.57% depending on phenotype, size, processing, and collection site. The PCA analysis showed important variations in glucosinolate content between the samples and different ratios of the detected compounds. Applied in vitro activity tests confirmed inhibitory properties of extracts and single glucosinolates against acetylcholinesterase (AChE) (15.3–28.9% for the extracts and 55.95–57.60% for individual compounds) and butyrylcholinesterase (BuChE) (71.3–77.2% for the extracts and 36.2–39.9% for individual compounds). The molecular basis for the activity of glucosinolates was explained through molecular docking studies showing that the tested metabolites interacted with tryptophan and histidine residues of the enzymes, most likely blocking their active catalytic side. Based on the obtained results and described mechanism of action, it could be concluded that glucosinolates exhibit inhibitory properties against two cholinesterases present in the synaptic cleft, which indicates that selected phenotypes of <i>L. peruvianum</i> tubers cultivated under well-defined environmental and ecological conditions may present a valuable plant material to be considered for the development of therapeutic products with memory-stimulating properties. |
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| issn | 1661-6596 1422-0067 |
| language | English |
| last_indexed | 2024-03-10T04:04:55Z |
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| spelling | doaj.art-01eb65aea163497da899d58cf918f4e22023-11-23T08:23:16ZengMDPI AGInternational Journal of Molecular Sciences1661-65961422-00672022-04-01239485810.3390/ijms23094858The Distribution of Glucosinolates in Different Phenotypes of <i>Lepidium peruvianum</i> and Their Role as Acetyl- and Butyrylcholinesterase Inhibitors—In Silico and In Vitro StudiesDominik Tarabasz0Paweł Szczeblewski1Tomasz Laskowski2Wojciech Płaziński3Ewa Baranowska-Wójcik4Dominik Szwajgier5Wirginia Kukula-Koch6Henry O. Meissner7Department of Pharmacognosy with Medicinal Plants Garden, Medical University of Lublin, 1 Chodzki Str., 20-093 Lublin, PolandDepartment of Pharmaceutical Technology and Biochemistry and BioTechMed Centre, Faculty of Chemistry, Gdańsk University of Technology, Gabriela Narutowicza Str. 11/12, 80-233 Gdańsk, PolandDepartment of Pharmaceutical Technology and Biochemistry and BioTechMed Centre, Faculty of Chemistry, Gdańsk University of Technology, Gabriela Narutowicza Str. 11/12, 80-233 Gdańsk, PolandJerzy Haber Institute of Catalysis and Surface Chemistry, Polish Academy of Sciences, Niezapominajek 8, 30-239 Krakow, PolandDepartment of Biotechnology, Microbiology and Human Nutrition, University of Life Sciences in Lublin, Skromna 8 Street, 20-704 Lublin, PolandDepartment of Biotechnology, Microbiology and Human Nutrition, University of Life Sciences in Lublin, Skromna 8 Street, 20-704 Lublin, PolandDepartment of Pharmacognosy with Medicinal Plants Garden, Medical University of Lublin, 1 Chodzki Str., 20-093 Lublin, PolandTherapeutic Research, TTD International Pty Ltd., 39 Leopard Ave., Elanora, Gold Coast 4221, AustraliaThe aim of the study was to present the fingerprint of different <i>Lepidium peruvianum</i> tuber extracts showing glucosinolates-containing substances possibly playing an important role in preventinting dementia and other memory disorders. Different phenotypes of <i>Lepidium peruvianum</i> (Brassicaceae) tubers were analysed for their glucosinolate profile using a liquid chromatograph coupled with mass spectrometer (HPLC-ESI-QTOF-MS/MS platform). Qualitative analysis in 50% ethanolic extracts confirmed the presence of ten compounds: aliphatic, indolyl, and aromatic glucosinolates, with glucotropaeolin being the leading one, detected at levels between 0–1.57% depending on phenotype, size, processing, and collection site. The PCA analysis showed important variations in glucosinolate content between the samples and different ratios of the detected compounds. Applied in vitro activity tests confirmed inhibitory properties of extracts and single glucosinolates against acetylcholinesterase (AChE) (15.3–28.9% for the extracts and 55.95–57.60% for individual compounds) and butyrylcholinesterase (BuChE) (71.3–77.2% for the extracts and 36.2–39.9% for individual compounds). The molecular basis for the activity of glucosinolates was explained through molecular docking studies showing that the tested metabolites interacted with tryptophan and histidine residues of the enzymes, most likely blocking their active catalytic side. Based on the obtained results and described mechanism of action, it could be concluded that glucosinolates exhibit inhibitory properties against two cholinesterases present in the synaptic cleft, which indicates that selected phenotypes of <i>L. peruvianum</i> tubers cultivated under well-defined environmental and ecological conditions may present a valuable plant material to be considered for the development of therapeutic products with memory-stimulating properties.https://www.mdpi.com/1422-0067/23/9/4858maca tubersPCAmodellingHPLC-MSAChE and BuChE inhibition |
| spellingShingle | Dominik Tarabasz Paweł Szczeblewski Tomasz Laskowski Wojciech Płaziński Ewa Baranowska-Wójcik Dominik Szwajgier Wirginia Kukula-Koch Henry O. Meissner The Distribution of Glucosinolates in Different Phenotypes of <i>Lepidium peruvianum</i> and Their Role as Acetyl- and Butyrylcholinesterase Inhibitors—In Silico and In Vitro Studies International Journal of Molecular Sciences maca tubers PCA modelling HPLC-MS AChE and BuChE inhibition |
| title | The Distribution of Glucosinolates in Different Phenotypes of <i>Lepidium peruvianum</i> and Their Role as Acetyl- and Butyrylcholinesterase Inhibitors—In Silico and In Vitro Studies |
| title_full | The Distribution of Glucosinolates in Different Phenotypes of <i>Lepidium peruvianum</i> and Their Role as Acetyl- and Butyrylcholinesterase Inhibitors—In Silico and In Vitro Studies |
| title_fullStr | The Distribution of Glucosinolates in Different Phenotypes of <i>Lepidium peruvianum</i> and Their Role as Acetyl- and Butyrylcholinesterase Inhibitors—In Silico and In Vitro Studies |
| title_full_unstemmed | The Distribution of Glucosinolates in Different Phenotypes of <i>Lepidium peruvianum</i> and Their Role as Acetyl- and Butyrylcholinesterase Inhibitors—In Silico and In Vitro Studies |
| title_short | The Distribution of Glucosinolates in Different Phenotypes of <i>Lepidium peruvianum</i> and Their Role as Acetyl- and Butyrylcholinesterase Inhibitors—In Silico and In Vitro Studies |
| title_sort | distribution of glucosinolates in different phenotypes of i lepidium peruvianum i and their role as acetyl and butyrylcholinesterase inhibitors in silico and in vitro studies |
| topic | maca tubers PCA modelling HPLC-MS AChE and BuChE inhibition |
| url | https://www.mdpi.com/1422-0067/23/9/4858 |
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