Structure-activity relationship of brassinosteroids with respect to the A/B-ring functional groups.
Open accessAbstract
In order to examine the biological role of the A/B-ring functional groups of plant-growth-promoting brassinosteroids, twenty-three brassinosteroids with some modifications at rings A and B (1-15 and 22-29) were bioassayed by means of the rice-lamina inclination test. The results showed that 1) removal of one or two hydroxyl groups from the A-ring reduced the biological activity of the steroids; 2) the 7-oxalactone brassinosteroids were almost as active as the corresponding 6-oxo steroids and they were much more active than their regioisomeric 6-oxalactone counterparts; 3) introduction of a double bond at the C-7 position and a hydroxyl group at the C-5 position of 6-oxo brassinosteroids significantly decreased the biological activity of the hormonal steroids. These data suggest that the presence of a 2α, 3α-diol, 7-oxalactone or 6-oxo group, and the A/B-trans ring junction are important for high biological activity.
The claims and statistics of this paper haven’t been checked yet.
Run the check — free, no account needed. It reads the open-access text and checks the sources it cites.
Integrity signals
Registry
Cites
Statistics
Claims the paper makes
The claims and statistics of this paper haven’t been checked yet.
Run the check — free, no account needed. It reads the open-access text and checks the sources it cites.
Claims other papers make about this one
Each is checked against this paper’s own text: does it say what the citing paper says it does?
Plant brassinolide activity was significantly reduced in 7-aza-homobrassinolide, while 6-aza-7-oxo-homobrassinolide was inactive.
“This is similar to plant brassinolide activity that was significantly reduced in 7-aza-homobrassinolide 25, while 6-aza-7-oxo-homobrassinolide was inactive 26.”
From Akt-dependent anabolic activity of natural and synthetic brassinosteroids in rat skeletal muscle cells (2011) · cites this paper as [25]
Self-check
Percentages, sums and reported differences re-computed from the paper’s own numbers.
The self-check needs the paper’s full text.
Cites
No references could be resolved yet.
Research works printed but not linked: 13
- T. Yokota, The 20th Symposium on Phytochemistry, Tokyo, January 1983, p. 68;
- N. Ikekawa and S. Takatsuto, Mass Spectroscopy, 32, 55 (1984).
- S. Takatsuto, N. Yazawa, N. Ikekawa, T. Morishita, and H. Abe, Phytochemistry, 22, 1393 (1983);
- S. Takatsuto, N. Yazawa, N. Ikekawa, T. Takematsu, T. Takeuchi, and M. Koguchi, ibid., 22, 2437 (1983);
- K. Wada, S. Marumo, K. Mori, S. Takatsuto, M. Morisaki, and N. Ikekawa, Agric. Biol. Chem., 47, 1139 (1983);
- S. Takatsuto, N. Yazawa, and N. Ikekawa, Phytochemistry, 23, 525 (1984);
- M. J. Thompson, N. B. Mandava, W. J. Meudt, W. R. Lusby, and D. W. Spaulding, Steroids, 38, 567 (1981)
- M. J. Thompson, W. J. Meudt, N. B. Mandava, S. R. Dutky, W. R. Lusby, and D. W. Spaulding, ibid., 39, 89 (1982).
- K. Wada and S. Marumo, Agric. Biol. Chem., 45, 2579 (1981).
- S. Takatsuto and N. Ikekawa, J. Chem. Soc., Perkin Trans. 1, 1984, 439.
- S. Takatsuto, B. Ying, M. Morisaki, and N. Ikekawa, J. Chromatogr., 239, 233 (1982).
- S. Takatsuto and N. Ikekawa, Chem. Pharm. Bull., 32, 2001 (1984).
- T. Yokota, M. Morita, and N. Takahashi, Agric. Biol. Chem., 47, 2149 (1983).
Cited by
Sorted by citations
Brassinosteroid phytohormones: structure, bioactivity and applications
Zullo, M. A. T., & Adam, G. (2002) · Brazilian Journal of Plant Physiology · doi:10.1590/s1677-04202002000300001 · Cited by 133 · see citing works
Structure–activity studies of brassinolide B-ring analogues
Baron, D. L., Luo, W., Janzen, L., Pharis, R. P., & Back, T. G. (1998) · Phytochemistry · doi:10.1016/s0031-9422(98)00367-7 · Cited by 26 · see citing works
Esposito, D., Rathinasabapathy, T., Poulev, A., Komarnytsky, S., & Raskin, I. (2011) · Journal of Medicinal Chemistry · doi:10.1021/jm200028h · Cited by 22 · see citing works
- Authors
- TAKATSUTO, S., IKEKAWA, N., MORISHITA, T., & ABE, H.
- Affiliations
- Joetsu University of Education (JP)
- Tokyo Institute of Technology (JP)
- Tokyo University of Agriculture and Technology (JP)
- ORCID
- ABE, HIROSHI
- Venue
- Chemical and Pharmaceutical Bulletin
- Publisher
- Pharmaceutical Society of Japan
- Published
- 1987
- Volume
- 35
- Issue
- 1
- Pages
- 211-216
- ISSN
- 0009-2363 (ISSN-L)
- 1347-5223
- OpenAlex
- W2085046591
- Cited by
- 42
- References
- 0
- Citations by year
- 2025: 1 · 2022: 1 · 2021: 2 · 2020: 2 · 2019: 1 · 2018: 3 · 2017: 6 · 2014: 1
- FWCI
- 0.14
- Type
- journal article
- Language
- en
- Open access
- bronze
- doi.org
- Locations
- Chemical and Pharmaceutical Bulletin (publishedVersion)
- Topics
- Life Sciences › Biochemistry, Genetics and Molecular Biology › Molecular Biology › Steroid Chemistry and Biochemistry
- Life Sciences › Biochemistry, Genetics and Molecular Biology › Molecular Biology › Phytochemical Studies and Bioactivities
- Life Sciences › Biochemistry, Genetics and Molecular Biology › Molecular Biology › Plant biochemistry and biosynthesis
- Keywords
- brassinosteroids, structure-activity relationship, regioisomers, hydroxyl groups, plant growth-promoting hormones
About these checks
Registry, retraction, Cites and statistics results are computed, not judged, with one exception: a printed reference that no index lists is read once by a model before it counts as a citation error. Claims are extracted by a model and kept only when their quote appears verbatim in the text; each cited source is then checked, with a model’s help, for whether it says what the claim relies on. Those verdicts can be wrong — read the claim’s quote and the cited source before relying on one.
Statistics and arithmetic are recomputed, not judged.
Confidence bands are shown only for fields calibrated on our annotated test set. None is calibrated yet, so no band is shown.
What counts as a claim ›How we measure confidence ›How we check this ›
Are you an author, or do you see a problem with this page? Request a review
