Chemodiversity of Cirsium fruits: Antiproliferative lignans, neolignans and sesquineolignans as chemotaxonomic markers

Rita Könye, Gergő Tóth, Anna Sólyomváry, Zsolt Mervai, Moritz Zürn, Kornélia Baghy, Ilona Kovalszky, Péter Horváth, Ibolya Molnár-Perl, Béla Noszál, Szabolcs Béni, Imre Boldizsár

Research output: Article

3 Citations (Scopus)

Abstract

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.

Original languageEnglish
Pages (from-to)413-419
Number of pages7
JournalFitoterapia
Volume127
DOIs
Publication statusPublished - jún. 2018

ASJC Scopus subject areas

  • Pharmacology
  • Drug Discovery

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