Chemodiversity of Cirsium fruits: Antiproliferative lignans, neolignans and sesquineolignans as chemotaxonomic markers
| Autor: | Imre Boldizsár, Moritz Zürn, Rita Könye, Kornélia Baghy, Ibolya Molnár-Perl, Béla Noszál, Szabolcs Béni, Anna Sólyomváry, Gergő Tóth, Zsolt Mervai, Ilona Kovalszky, Peter Horvath |
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| Rok vydání: | 2018 |
| Předmět: |
Stereochemistry
Phytochemicals Sw480 cell Cirsium 01 natural sciences Lignans chemistry.chemical_compound Cell Line Tumor Drug Discovery Humans Inhibitory effect Pharmacology Lignan Balanophonin Molecular Structure biology 010405 organic chemistry General Medicine Desmethyl biology.organism_classification Antineoplastic Agents Phytogenic 0104 chemical sciences 010404 medicinal & biomolecular chemistry chemistry Chemotaxonomy Fruit |
| Zdroj: | Fitoterapia. 127:413-419 |
| ISSN: | 0367-326X |
| Popis: | While analyzing the fruit composition of nine European Cirsium species representing three sections (i.e., Cephalonoplos, Chamaeleon and Eriolepis), four lignans, three neolignans and three sesquineolignans were determined and used as chemotaxonomic markers. Among them, desmethyl balanophonin and desmethyl picrasmalignan were determined for the first time in the plant kingdom, as the main metabolites of the Chamaeleon section. Prebalanophonin and prepicrasmalignan, identified so far exclusively in C. eriophorum, were also confirmed in C. boujartii and C. vulgare, highlighting the chemotaxonomic significance of these compounds in the Eriolepis section. The antiproliferative assay of the compounds isolated from their optimum sources, confirmed a dose-dependent inhibitory effect of the structures bearing the 4',7-epoxy moiety (balanophonin, picrasmalignan, desmethyl balanophonin, desmethyl picrasmalignan) against SW480 colon cancer cells, while those bearing the 4',7-dihydroxy motif (prebalanophonin, prepicrasmalignan) were inactive. |
| Databáze: | OpenAIRE |
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