Possible Involvement of 3-Dehydroteasterone in the Conversion of Teasterone to Typhasterol in Cultured Cells ofCatharanthus roseus

Biological Activities of Biosynthetically-related Congeners of Brassinolide

“…To test this speculation, we investigated the biological activity of each steroid using two bioassay systems, the rice-lamina inclination testS) and wheat-leaf unrolling test. 9 ) Steroids (3,4,5,6,7,8,11, and 12) tested in this study were synthesized as already reported.S.6.7.10) Compound (13) was prepared by saponification of (22R,23R,24S)-3f3-acetoxy-22,23~epoxy-5tX-ergostan-6-one, 10) and the structure was confirmed by IH-NMR and MS.…”

Identification of Brassinolide, Castasterone, Typhasterol, and Teasterone from the Pollen ofLilium elegans

“…The intermediacy of 3-dehydroteasterone in the conversion of teasterone to typhasterol has also been demonstrated. 9) Since the present work revealed that brassinosteroids in L. eiegans pollen comprised teasterone (4), typhasterol (3), castasterone (2), and brassinolide (1), it might be assumed that the same biosynthetic pathway operates in this tissue. We are conducting feeding experiments with labeled brassinosteroids to confirm the biosynthetic pathway.…”

Identification of a New Brassinosteroid, Cathasterone, in Cultured Cells ofCatharanthus roseusas a Biosynthetic Precursor of Teasterone

“…The analyses were conducted with a JEOL Automass JMS-AMI50 mass spectrometer connected to a Hewlett-Packard 5890A-II gas chromatograph, the analytical conditions being the same as those described in previous paper. 5) Typical retention times were as follows: cathasterone, 11.33 min; 23Q(-hydroxy-6-oxocampestanol, 11.81 min; L1 22 -6-oxocampestanol, 10.48 min; teasterone, 11.68 min; and typhasterol, 11.03 min.…”

“…1 -4) A reversible conversion between teasterone and typhasterol was observed, and 3-dehydroteasterone was shown to be involved in this reversible conversion. 5) Furthermore, the metabolic pathway from the plant sterol of campesterol--+campestanol--+6cx-hydroxycampestanol--+ 6-oxocampestanol was elucidated by using cultured cells of C. roseus (H. Suzuki et al, manuscript submitted to Phytochemistry). 6-0xocampestanol must be a putative precursor of teasterone.…”