Enzyme-hydrolyzed Fruit of Jurinea mollis: A Rich Source of (-)-(8R,8′R)-Arctigenin
| Autor: | Gergő Tóth, András Darcsi, Béla Noszál, Szabolcs Béni, Anna Sólyomváry, Balázs Komjáti, Ibolya Moinir-Perl, Ágnes Evelin Ress, Rita Könye, Imre Boldizsár, Péter Horvith |
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| Rok vydání: | 2016 |
| Předmět: |
Pharmacology
chemistry.chemical_classification Lignan Chromatography 010405 organic chemistry Absolute configuration Glycoside Arctiin Plant Science General Medicine 010402 general chemistry 01 natural sciences 0104 chemical sciences Toxicology chemistry.chemical_compound Hydrolysis Aglycone Complementary and alternative medicine chemistry Enzymatic hydrolysis Drug Discovery Arctigenin |
| Zdroj: | Natural Product Communications. 11:1934578X1601101 |
| ISSN: | 1555-9475 1934-578X |
| Popis: | 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 (-)-(8 R,8′ R). Conformational analysis of arctigenin was also performed, resulting in three major low energy conformations. |
| Databáze: | OpenAIRE |
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