Biosynthesis of yatein in Anthriscus sylvestrisA part of this work was performed as a part of the R & D Project of Industrial Science and Technology Frontier Program supported by NEDO (New Energy and Industrial Technology Development Organization).
Sakakibara, Norikazu; Suzuki, Shiro; Umezawa, Toshiaki; Shimada, Mikio; Sakakibara Norikazu; Wood Research Institute, Kyoto University; Suzuki Shiro; Wood Research Institute, Kyoto University; Umezawa Toshiaki; Wood Research Institute, Kyoto University; Shimada Mikio; Wood Research Institute, Kyoto University
Журнал:
Organic & Biomolecular Chemistry
Дата:
2003
Аннотация:
Little is known about the biosynthesis of yatein, in spite of its importance as a typical heartwood lignan and a key biosynthetic intermediate of the antitumor lignan podophyllotoxin. The present study, based on individual administration of [<sup>13</sup>C]phenylalanine and deuterium labelled lignans and simultaneous administration of two distinct lignans labelled with deuterium atoms to Anthriscus sylvestris, established the two independent branch pathways from matairesinol, one to afford yatein via thujaplicatin, 5-methylthujaplicatin, and 4,5-dimethylthujaplicatin and the other to bursehernin via pluviatolide. The latter pathway did not lead to yatein, eliminating the presence of a metabolic grid from matairesinol to yatein.
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