H. Kuwajima et al., Biosynthesis of oleoside-, 10-hydroxyoleoside- and ligustaloside-type glucosides from secologanin, CHEM PHARM, 47(11), 1999, pp. 1634-1637
A biosynthetic pathway from secologanin to oleoside-, 10-hydroxyoleoside- a
nd ligustaloside-type secoiridoid glucosides was examined by feeding experi
ments in which the respective C-8 stereoisomers of [8-H-3]-8,10-epoxysecolo
ganin and [8-H-3]-8,10-epoxysecoxyloganin as well as [carbomethoxy-H-2(3)]s
ecologanin were administered separately to three oleaceous plants. The resu
lts showed that (8S)-8,10-epoxysecologanin was an intermediate between the
secologanin and secoiridoid glucosides of the three types.