Fig. 4. Observation of roots 64 hr after the germination of seeds treated
with (A) solvent and (B) BL at 5×10−9 M.
remarkable. NSBR1, the non-steroidal brassinolide-like compound16) discovered in our laboratory, also induced the spiral
in two of ten seeds treated at 5×10−5 M (Fig. 5-B). We also examined the effect of an antagonist, the 3,4-difluoro-substituted
analog of NSBR1, which was discovered in the assay against Arabidopsis.16) As shown in Fig. 5-C, the spiral formation induced
by BL at 5×10−8 M was released by treating with an antagonist
at 1.7×10−4 M. The release of spiral induction in the roots can be
used to bioassay antagonists of BRs.
We also examined the effect of gibberellin on the growth of
roots. No spiral was induced in the root at 5×10−6 M of GA3. At
a higher concentration (5×10−5 M) of GA3, root growth was significantly inhibited. Likewise, auxins did not induce the spiral,
even at the higher concentration (5×10−5 M). Since this spiral
induction is specific to BRs and the potency can be determined
quantitatively using minimum effective concentrations, a study
of the structure–activity relationship for spiral induction by various BRs13–15) is in progress.
1) J. W. Mitchel, N. Mandava, J. F. Worley, J. R. Plimmer and M. V.
Smith: Brassins—a new family of plant hormones from rape pollen.
Nature 225, 1065–1066 (1970).
2) M. D. Grove, G. F. Spencer, W. K. Rohwedder, N. Mandava, J. F. Worley, J. D. Warthen Jr., G. L. Steffens, J. L. Flippen-anderson and J. C.
Cook Jr.: Brassinolide, a plant growth-promoting steroid isolated
from Brassica napus pollen. Nature 281, 216–217 (1979).
3) T. Yokota, M. Arima and N. Takahashi: Castasterone, a newphytosterol with plant-hormone potency, from chestnut insect gall. Tetrahedron Lett. 23, 1275–1278 (1982).
4) J. Liu, D. Zhang, X. Sun, T. Ding, B. Lei and C. Zhang: Structure–
activity relationship of brassinosteroids and their agricultural practical usages. Steroids 124, 1–17 (2017).
5) K. Wada and S. Marumo: Synthesis and plant growth–promoting
activity of brassinolide analogues. Agric. Biol. Chem. 45, 2579–2585
(1981).
6) K. Wada, S. Marumo, N. Ikekawa, M. Morisaki and K. Mori: Brassinolide and homobrassinolide promotion of lamina inclination of rice
seedlings. Plant Cell Physiol. 22, 323–325 (1981).
7) S. Fujioka, T. Noguchi, S. Takatsuto and S. Yoshida: Activity of brassinosteroids in the dwarf rice lamina inclination bioassay. Phytochemistry 49, 1841–1848 (1998).
8) E. Maeda: Rate of lamina inclination in excised rice leaves. Physiol.
Plant. 18, 813–827 (1965).
9) K. Wada, H. Kondo and S. Marumo: A simple bioassay for brassinosteroids: A wheat leaf–unrolling test. Agric. Biol. Chem. 49, 2249–
2251 (1985).
10) S. D. Clouse: Molecular genetic studies confirm the role of brassinosteroids in plant growth and development. Plant J. 10, 1–8 (1996).
11) T. Asami and S. Yoshida: Brassinosteroid biosynthesis inhibitors.
Fig. 5. Spiral induction in rice seeds. (A) BL at various concentrations. (B) NSBR1 at 5×10−5 M and 2.5×10−4 M. (C) BL antagonist at 1.7×10−4 M.
A Self-archived copy in
Kyoto University Research Information Repository
https://repository.kulib.kyoto-u.ac.jp
Vol. 46, No. 3, 274–277 (2021) Trends Plant Sci. 4, 348–353 (1999).
12) W. Rozhon, S. Akter, A. Fernandez and B. Poppenberger: Inhibitors
of brassinosteroid biosynthesis and signal transduction. Molecules 24,
4372 (2019). https://doi.org/10.3390/molecules24234372
13) S. Uesusuki, B. Watanabe, S. Yamamoto, J. Otsuki, Y. Nakagawa
and H. Miyagawa: Synthesis of brassinosteroids of varying acyl side
chains and evaluation of their brassinolide-like activity. Biosci. Biotechnol. Biochem. 68, 1097–1105 (2004).
14) S. Yamamoto, B. Watanabe, J. Otsuki, Y. Nakagawa, M. Akamatsu and
H. Miyagawa: Synthesis of 26,27-biscastasterone analogs and analysis
Effects of brassinolide on the growing of rice plants 277
of conformation–activity relationship for brassinolide-like activity.
Bioorg. Med. Chem. 14, 1761–1770 (2006).
15) B. Watanabe, S. Yamamoto, T. Yokoi, A. Sugiura, S. Horoiwa, T.
Aoki, H. Miyagawa and Y. Nakagawa: Brassinolide-like activity of
castasterone analogs with varied side chains against rice lamina inclination. Bioorg. Med. Chem. 25, 4566–4578 (2017).
16) A. Sugiura, S. Horoiwa, T. Aoki, S. Takimoto, Y. Yamagami, T.
Nakano, Y. Nakagawa and H. Miyagawa: Discovery of a nonsteroidal brassinolide-like compound, NSBR1. J. Pestic. Sci. 42, 105–111
(2017).
...