Droserone from cell cultures of Triphyophyllum peltatum (Dioncophyllaceae) and its biosynthetic origin

• Published in: Phytochemistry (Oxford) 2000-02, Vol.53 (3), p.339-343
• Main Authors: Bringmann, Gerhard, Rischer, Heiko, Wohlfarth, Michael, Schlauer, Jan, Assi, Laurent Aké
• Format: Article
• Language: English
• Subjects: Biological and medical sciences; Biosynthesis; Cells, Cultured; Dioncophyllaceae; Droserone; Feeding experiment; Fundamental and applied biological sciences. Psychology; Metabolism; Metabolism. Physicochemical requirements; Naphthoquinones; Naphthoquinones - chemistry; Naphthoquinones - isolation & purification; Naphthoquinones - metabolism; Plant Cells; Plant physiology and development; Plants - metabolism; Secondary metabolism; Tissue culture; Triphyophyllum peltatum
• ISSN: 0031-9422; 1873-3700
• DOI: 10.1016/S0031-9422(99)00543-9

The growth and droserone content of callus cultures of Triphyophyllum peltatum grown in liquid 1/5 Linsmaier and Skoog medium was studied. During a lag phase in growth, droserone concentrations in the medium reached a value of 2.1 mg g −1 fr. wt. After this maximum value the concentration decreased slightly to 1.8 mg g −1 fr. wt., while the growth of the calli was enhanced (25% increase in fr. wt. within 7 days). Plumbagin and isoshinanolone were likewise present in the medium. By feeding 13 C 2 -labelled acetate to the cultures the biosynthesis of droserone was elucidated. The incorporation of whole C 2-units unambiguously shows its acetogenic origin and fits well in the biosynthetic scheme suggested for the structurally — and biogenetically — related naphthylisoquinoline alkaloids.