Biosynthesis of Panaxynol and Panaxydol in Panax ginseng

Molecules

Nihat Knispel¹  Elena Ostrozhenkova¹  Nicholas Schramek¹  Claudia Huber¹  Luis M. Pe༚-Rodríguez¹  Mercedes Bonfill³  Javier Palazón³  Gesine Wischmann²  Rosa M. Cusidó³ 

[1] Lehrstuhl für Biochemie, Technische Universität München, Lichtenbergstrasse 4, 85747 Garching, Germany;FloraFarm, Bockhorn, 29664 Walsrode-Bockhorn, Germany;Laboratorio de Fisiología Vegetal, Facultad de Farmacia, Universidad de Barcelona, 08028 Barcelona, Spain

关键词: Panax ginseng;    Araliaceae;    panaxynol;    panaxydol;    falcarinol;    polyyne;    crepenynic acid;    isotopologue profiling;    ¹³CO₂;   

DOI  :  10.3390/molecules18077686

来源: mdpi

【 摘 要 】

The natural formation of the bioactive C₁₇-polyacetylenes (−)-(R)-panaxynol and panaxydol was analyzed by ¹³C-labeling experiments. For this purpose, plants of Panax ginseng were supplied with ¹³CO₂ under field conditions or, alternatively, sterile root cultures of P. ginseng were supplemented with [U-¹³C₆]glucose. The polyynes were isolated from the labeled roots or hairy root cultures, respectively, and analyzed by quantitative NMR spectroscopy. The same mixtures of eight doubly ¹³C-labeled isotopologues and one single labeled isotopologue were observed in the C₁₇-polyacetylenes obtained from the two experiments. The polyketide-type labeling pattern is in line with the biosynthetic origin of the compounds via decarboxylation of fatty acids, probably of crepenynic acid. The ¹³C-study now provides experimental evidence for the biosynthesis of panaxynol and related polyacetylenes in P. ginseng under in planta conditions as well as in root cultures. The data also show that ¹³CO₂ experiments under field conditions are useful to elucidate the biosynthetic pathways of metabolites, including those from roots.

【 授权许可】

CC BY   
© 2013 by the authors; licensee MDPI, Basel, Switzerland.