6512-67-0Relevant articles and documents
Oxidative cyclization reaction of dibenzylbutanolides with combined utilization of synthetic chemistry and biotechnological methods
Takemoto, Masumi,Hongo, Yoko,Aoshima, Youichi,Kutney, James Peter
, p. 429 - 436 (2008/02/13)
We reported plant cell culture (as an enzyme source)-catalyzed oxidative cyclization reaction of dibenzylbutanolides (1a, b, d, e) to cyclic product (2a, b, d, e) via a hypothetical quinone methide intermediate.
Biosynthesis of yatein in Anthriscus sylvestris.
Sakakibara, Norikazu,Suzuki, Shiro,Umezawa, Toshiaki,Shimada, Mikio
, p. 2474 - 2485 (2007/10/03)
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 [13C]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.
THE SYNTHESES OF (R)-(+)-β-VANILLYL-γ-BUTYROLACTONE AND OF CHIRAL LIGNANS THEREFROM
Brown, Eric,Daugan, Alain
, p. 1169 - 1172 (2007/10/02)
(R)-(+)-β-vanillyl-γ-butyrolactone was obtained in 4 steps including a resolution, from vanillin and dimethyl succinate, and was used for the total syntheses of 5 naturally occurring and optically active lignans such as (+)-isolariciresinol 20.