Biologically active clerodane-type diterpene glycosides from the root-stalks of Dicranopteris pedata.
The molecular structure of the biologically active diterpene alcohol isolated previously from the root-stalks of Dicranopteris pedata and Gleichenia japonica was confirmed to be (6S,13S)-cleroda-3,14-diene-6,13-diol by an X-ray crystallographic analysis, together with application of the octant rule to the Cotton effect observed in the CD spectrum of its 6-keto derivative. Further investigation of the root-stalks of D. pedata has resulted in the isolated two new glycosides, which were characterised as (6S,13S)-6-O-[beta-D-glucopyranosyl-(1-->4)-alpha-L-rhamnopyranosyl] 13-O-[alpha-L-rhamnopyranosyl-(1-->4)-beta-D-fucopyranosyl] cleroda-3,14-diene and (6S,13S)-6-O-[beta-glucopyranosyl]-13-O-[beta-fucopyranosyl-(1-->2) -alpha-rhamnopyranosyl]-cleroda-3,14-diene. Of these two glycosides, the former glycoside accelerated the growth of the stems of lettuce and inhibited the growth of the roots.
Aoki
T
T
Suzugamine Women's College, Hiroshima, Japan.
Ohro
T
T
Hiraga
Y
Y
Suga
T
T
Uno
M
M
Ohta
S
S
D004187:Disaccharides / Q000737:chemistry* / Q000302:isolation & purification; D004224:Diterpenes / Q000737:chemistry* / Q000302:isolation & purification; D006027:Glycosides / Q000737:chemistry* / Q000302:isolation & purification; D007564:Japan; D008958:Models, Molecular; D019906:Nuclear Magnetic Resonance, Biomolecular; D009904:Optical Rotation; D018517:Plant Roots; D018547:Plant Stems; D010944:Plants / Q000737:chemistry*; D013045:Species Specificity; D018629:Spectrometry, Mass, Secondary Ion
D004187:Disaccharides; D004224:Diterpenes; D006027:Glycosides