Enzyme-hydrolyzed fruit of jurinea mollis: A rich source of (-)-(8r,8'R)-arctigenin

Rita Könye, Agnes Evelin Ress, Anna Sólyomváry, Gergo Tóth, András Darcsi, Balázs Komjáti, P. Horváth, B. Noszál, I. Molnár-Perl, S. Béni, Imre Boldizsár

Research output: Article

4 Citations (Scopus)

Abstract

In Jurinea mollis fruit, the dibenzylbutyrolactone-type lignan glycoside arctiin and its aglycone arctigenin were determined for the first time using a combination of optimized enzymatic treatment and complementary spectrometric (HPLC-MS, GC-MS) and spectroscopic (CD and NMR) methods. Analysis of separated fruit parts, i.e., the fruit wall and embryo, demonstrated the specific accumulation of arctiin, since it was exclusively found in the embryo. Arctiin in the embryo samples (71.5 mg/g) was found to be quantitatively converted into arctigenin (50.7 mg/g) by endogenous enzymatic hydrolysis, resulting in one of the highest arctigenin-containing plant tissues reported to date and allowing the selective isolation of arctigenin by our recently reported three-step isolation method. The absolute configuration of the isolated arctigenin was determined to be (-)-(8R,8'R). Conformational analysis of arctigenin was also performed, resulting in three major low energy conformations.

Original languageEnglish
Pages (from-to)1459-1462
Number of pages4
JournalNatural Product Communications
Volume11
Issue number10
Publication statusPublished - jan. 1 2016

ASJC Scopus subject areas

  • Pharmacology
  • Drug Discovery
  • Plant Science
  • Complementary and alternative medicine

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    Könye, R., Ress, A. E., Sólyomváry, A., Tóth, G., Darcsi, A., Komjáti, B., Horváth, P., Noszál, B., Molnár-Perl, I., Béni, S., & Boldizsár, I. (2016). Enzyme-hydrolyzed fruit of jurinea mollis: A rich source of (-)-(8r,8'R)-arctigenin. Natural Product Communications, 11(10), 1459-1462.