Droserone from cell cultures of Triphyophyllum peltatum (Dioncophyllaceae) and its biosynthetic origin.
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 13C2-labelled acetate to the cultures the biosynthesis of droserone was elucidated. The incorporation of whole C2-units unambiguously shows its acetogenic origin and fits well in the biosynthetic scheme suggested for the structurally--and biogenetically--related naphthylisoquinoline alkaloids.
Bringmann
G
G
Institut für Organische Chemie der Universität, Universität Würzburg, Germany. bringman@chemie.uni-wuerzburg.de
Rischer
H
H
Wohlfarth
M
M
Schlauer
J
J
Assi
L A
LA
D002478:Cells, Cultured; D009285:Naphthoquinones / Q000737:chemistry / Q000302:isolation & purification* / Q000378:metabolism; D059828:Plant Cells; D010944:Plants / Q000378:metabolism*
D009285:Naphthoquinones