A. Kolbe et al., METABOLISM OF 24-EPI-CASTASTERONE AND 24-EPI-BRASSINOLIDE IN CELL-SUSPENSION CULTURES OF ORNITHOPUS-SATIVUS, Phytochemistry, 41(1), 1996, pp. 163-167
Exogenously applied 24-epi-brassinolide and 24-epi-castasterone are tr
ansformed by cell suspension cultures of Ornithopus sativus in a multi
step pathway to give 20-keto-pregnane derivatives. As intermediates of
these degradations 20R-hydroxy-3,24-bisepi-brassinolide and 20R-hydro
xy-3,24-bisepi-castasterone, respectively, as well as 2 alpha, 3 beta-
dihydroxy-5 alpha-pregnane-6,20-dione were isolated from the culture m
edium and their structures were elucidated by means of H-1 NMR and mas
s spectrometry. In addition to side-chain cleavage, 25-hydroxylation t
o give 25-hydroxy-3,24-bisepi-brassinolide was also observed.