Abstract
Brassinosteroids (BRs) are a class of plant polyhydroxysteroids that have been recognized as a new kind of phytohormones that play an essential role in plant development. BRs occur at low concentrations throughout the plant kingdom. They have been detected in all plant organs (pollen, anthers, seeds, leaves, stems, roots, flowers, and grains) and also in the insect and crown galls. BRs are structurally related to animal and insect steroid hormones. Natural 69 BRs identified so far, have a common 5α-cholestan skeleton, and their structural variations come from the kind and orientation of oxygenated functions in rings A and B. As regards the B-ring oxidation, BRs are divided into 7-oxalactone, 6-ketone (6-oxo) and 6-deoxo (non-oxidized). These steroids can be classified as C27, C28 or C29 BRs depending on the alkyl-substitution on the C-24 in the side chain. In addition to free BRs, sugar and fatty acid conjugates have been also identified in plants.
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References
Abe, H. 1991. Rice-lamina inclination, endogenous levels in plant tissues and accumulation during pollen development of brassinosteroids. In HG Cutler, T Yokota, G Adam (Eds.) Brassinosteroids: Chemistry, Bioactivity and Applications. American Chemical Society, Washington, pp. 200–207.
Abe, H., Honjo, C., Kyokawa, Y., Asakawa, S., Narsume, M., and Narushima, M. 1994. 3-Oxoteasterone and the epimerization of teasterone: identification in lily anthers and Distylium racemosum leaves and its biotransformation into typhasterol. Biosci. Biotech. Biochem., 58: 986–989.
Abe, H., Morishita, T., Uchiyama, M., Marumo, S., Munakata, K., Takatsuto, S., and Ikekawa, N. 1982. Identification of brassinolide-like substances in chinese cabbage. Agric. Biol. Chem., 46: 2609–2611.
Abe, H., Morishita, T., Uchiyama, M., Takatsuto, S., and Ikekawa, N. 1984a. A new brassinolide-related steroid in the leaves of Thea sinensis. Agric. Biol. Chem., 48: 2171–2172.
Abe, H., Morishita, T., Uchiyama, M., Takatsuto, S., Ikekawa, N., Ikeda, M., Sassa, T., Kitsuwa, T., and Marumo, S. 1983. Occurrence of three new brassinosteroids: brassinone, 24(S)-24-ethylbrassinone and 28-norbrassinolide, in higher plants. Experientia, 39: 351–353.
Abe, H., Nakamura, K., Morishita, T., Uchiyama, M., Takatsuto, S., and Ikekawa, N. 1984b. Endogenous brassinosteroids of the rice plant: castasterone and dolichosterone. Agric. Biol. Chem., 48: 1103–1104.
Abe, H., Soeno, K., Koseki, N.-N., and Natsume, M. 2001. Conjugated and unconjugated brassinosteroids. In DR Baker, NK Umetsu (Eds.) Agrochemical Discovery. Insect, Weed, and Fungal Control. American Chemical Society, Washington, pp. 91–101.
Abe, H., Takatsuto, S., Nakayama, M., and Yokota, T. 1995a. 28-Homotyphasterol, a new natural brassinosteroid from rice (Oryza sativa L.) bran. Biosci. Biotech. Biochem., 59: 176–178.
Abe, H., Takatsuto, S., Okuda, R., and Yokota, T. 1995b. Identification of castasterone, 6-deoxocastasterone, and typhasterol in the pollen of Robinia pseudo-acacia L. Biosci. Biotech. Biochem., 59: 309–310.
Antonchick, A., Svatoš, A., Schneider, B., Konstantinova, O.V., Zhabinskii, V.N., and Khripach, V.A. 2005. 2,3-Epoxybrassinosteroids are intermediates in the biosynthesis of castasterone in seedlings of Secale cereale. Phytochemistry, 66: 65–72.
Antonchick, A.P., Schneider, B., Zhabinskii, V.N., Konstantinova, O.V., and Khripach, V.A. 2003. Biosynthesis of 2,3-epoxybrassinosteroids in seedlings of Secale cereale. Phytochemistry, 63: 771–776.
Arima, M., Yokota, T., and Takahashi, N. 1984. Identification and quantification of brassinolide-related steroids in the insect gall and healthy tissues of the chestnut plant. Phytochemistry, 23: 1587–1591.
Asakawa, S., Abe, H., Kyokawa, Y., Nakamura, S., and Natsume, M. 1994. Teasterone 3-myristate: a new type of brassinosteroid derivative in Lilium longiflorum anthers. Biosci. Biotech. Biochem., 58: 219–220.
Asakawa, S., Abe, H., Nishikawa, N., Natsume, M., and Koshioka, M. 1996. Purification and identification of new acyl-conjugated teasterones in lilly pollen. Biosci. Biotech. Biochem., 60: 1416–1420.
Baba, J., Yokota, T., and Takahashi, N. 1983. Brassinolide-related new bioactive steroids from Dolichos lablab seed. Agric. Biol. Chem., 47: 659–661.
Bajguz A., and Hayat S. 2009. Effects of brassinosteroids on the plant responses to environmental stresses. Plant Physiol. Biochem., 47: 1–8.
Bajguz A., and Tretyn A. 2003. The chemical characteristic and distribution of brassinosteroids in plants. Phytochemistry, 62: 1027–1046.
Bajguz, A. 2009. Isolation and characterization of brassinosteroids from algal cultures of Chlorella vulgaris Beijerinck (Trebouxiophycaea). J. Plant Physiol., 166: 1946–1949.
Bhardwaj, R., Kaur, S., Nagar, P.K., and Arora, H.K. 2007. Isolation and characterization of brassinosteroids from immature seeds of Camellia sinensis (O) Kuntze. Plant Growth Regul., 53: 1–5.
Bishop, G.J., Nomura, T., Yokota, T., Harrison, K., Noguchi, T., Fujioka, S., Takatsuto, S., Jones, J.D.G., and Kamiya Y. 1999. The tomato DWARF enzyme catalyzes C-6 oxidation in brassinosteroid biosynthesis. Proc. Natl. Acad. Sci. USA, 96: 1761–1766.
Choi, Y.-H., Fujioka, S., Harada, A., Yokota, T., Takatsuto, S., and Sakurai, A. 1996. A brassinolide biosynthetic pathway via 6-deoxocastasterone. Phytochemistry, 43: 593–596.
Choi, Y.-H., Fujioka, S., Nomura, T., Harada, A., Yokota, T., Takatsuto, S., and Sakurai, A. 1997. An alternative brassinolide biosynthetic pathway via late C-6 oxidation. Phytochemistry, 44: 609–613.
Choi, Y.-H., Inoue, T., Fujioka, S., Saimoto, H., and Sakurai, A. 1993. Identification of brassinosteroid-like active substances in plant-cell cultures. Biosci. Biotech. Biochem., 57: 860–861.
Friebe, A., Volz, A., Schmidt, J., Voigt, B., Adam, G., and Schnabl, H. 1999. 24-Epi-secasterone and 24-epi-castasterone from Lychnis viscaria seeds. Phytochemistry, 52: 1607–1610.
Fujioka, S. 1999. Natural occurrence of brassinosteroids in the plant kingdom. In A Sakurai, T Yokota, SD Clouse (Eds.) Brassinosteroids: Steroidal Plant Hormones. Springer-Verlag, Tokyo, pp. 21–45.
Fujioka, S., Choi, Y.-H., Takatsuto, S., Yokota, T., Li, J., Chory, J., and Sakurai, A. 1996. Identification of castasterone, typhasterol, and 6-deoxotyphasterol from the shoots of Arabidopsis thaliana. Plant Cell Physiol., 37: 1201–1203.
Fujioka, S., Inoue, T., Takatsuto, S., Yanagisawa, T., Sakurai, A., and Yokota, T. 1995. Identification of a new brassinosteroid, cathasterone, in cultured cells of Catharanthus roseus as a biosynthetic precursor of teasterone. Biosci. Biotech. Biochem., 59: 1543–1547.
Fujioka, S., Li, J., Choi, Y.-H., Seto, H., Takatsuto, S., Noguchi, T., Watanabe, T., Kuriyama, H., Yokota, T., Chory, J., and Sakurai, A. 1997. The Arabidopsis deetiolated2 mutant is blocked early in brassinosteroid biosynthesis. Plant Cell, 9: 1951–1962.
Fujioka, S., Noguchi, T., Sekimoto, M., Takatsuto, S., and Yoshida, S. 2000a. 28-Norcastasterone is biosynthesized from castasterone. Phytochemistry, 55: 97–101.
Fujioka, S., Noguchi, T., Watanabe, T., Takatsuto, S., and Yoshida, S. 2000b. Biosynthesis of brassinosteroids in cultured cells of Catharanthus roseus. Phytochemistry, 53: 549–553.
Fujioka, S., Noguchi, T., Yokota, T., Takatsuto, S., and Yoshida, S. 1998. Brassinosteroids in Arabidopsis thaliana. Phytochemistry, 48: 595–599.
Fukuta, N., Fujioka, S., Takatsuto, S., Yoshida, S., Fukuta, Y., and Nakayama, M. 2004. A ’Rinrei’, a brassinosteroid-deficient dwarf mutant of faba bean (Vicia faba). Physiol. Plant., 121: 506–512.
Gamoh, K., Okamoto, N., Takatsuto, S., and Tejima, I. 1990. Determination of traces of natural brassinosteroids as dansylaminophenylboronates by liquid chromatography with fluorimetric detection. Anal. Chim. Acta, 228: 101–105.
Gamoh, K., Omote, K., Okamoto, N., and Takatsuto, S. 1989. High-performance liquid chromatography of brassinosteroids in plants with derivatization using 9-phenanthreneboronic acid. J. Chromatogr., 469: 424–428.
Griffiths, P.G., Sasse, J.M., Yokota, T., and Cameron, D.W. 1995. 6-Deoxotyphasterol and 3-dehydro-6-deoxoteasterone, possible precursors to brassinosteroids in pollen of Cupressus arizonica. Biosci. Biotech. Biochem., 59: 956–959.
Grove, M.D., Spencer, G.F., Rohwedder, W.K., Mandava, N., Worley, J.F., Warthen Jr, J.D., Steffens, G.L., Flippen-Anderson, J.L., and Cook Jr, J.C. 1979. Brassinolide, a plant growth-promoting steroid isolated from Brassica napus pollen. Nature, 281: 216–217.
Gupta, D., Bhardwaj, R., Nagar, P.K., and Kaur, S. 2004. Isolation and characterization of brassinosteroids from leaves of Camellia sinensis (L.) O. Kuntze. Plant Growth Regul., 43: 97–100.
Hamdy, A.-H. A., Aboutabl, E.A., Sameer, S., Hussein, A.A., Díaz-Marrero, A.R., Darias, J., and Cueto, M. 2009. 3-Keto-22-epi-28-nor-cathasterone, a brassinosteroid-related metabolite from Cystoseira myrica. Steroids, 74: 927–930.
Ikeda, M., Takatsuto, S., Sassa, T., Ikekawa, N., and Nukina, M. 1983. Identification of brassinolide and its analogues in chestnut gall tissue. Agric. Biol. Chem., 47: 655–657.
Ikekawa, N., Nishiyama, F., and Fujimoto, Y. 1988. Identification of 24-epibrassinolide in bee pollen of the broad bean, Vicia faba L. Chem. Pharm. Bull., 36: 405–407.
Ikekawa, N., Takatsuto, S., Kitsuwa, T., Saito, H., Morishita, T., and Abe, H. 1984. Analysis of natural brassinosteroids by gas chromatography and gas chromatography-mass spectrometry. J. Chromatogr., 290: 289–302.
Jang, M.-S., Han, K.-S., and Kim, S.-K. 2000. Identification of brassinosteroids and their biosynthetic precursors from seeds of pumpkin. Bull. Korean Chem. Soc. 21: 161–164.
Katsumata, T., Hasegawa, A., Fujiwara, T., Komatsu, T., Notomi, N., Abe, H., Natsume, M., and Kawaide, H. 2008. Arabidopsis CYP85A2 catalyzes lactonization reactions in the biosynthesis of 2-deoxy-7-oxalactone brassinosteroids. Biosci. Biotechnol. Biochem., 72: 2110–2117.
Kim, S.-K. 1991. Natural occurrences of brassinosteroids. In HG Cutler, T Yokota, G Adam (Eds.) Brassinosteroids: Chemistry, Bioactivity and Applications. American Chemical Society, Washington, pp. 26–35.
Kim, S.-K., Abe, H., Little, C.H.A., and Pharis, R.P. 1990. Identification of two brassinosteroids from the cambial region of scots pine (Pinus silvestris) by gas chromatography-mass spectrometry, after detection using a dwarf rice lamina inclination bioassay. Plant Physiol., 94: 1709–1713.
Kim, S.-K., Akihisa, T., Tamura, T., Matsumoto, T., Yokota, T., and Takahashi, N. 1988. 24-Methylene-25-methylcholesterol in Phaseolus vulgaris seed: structural relation to brassinosteroids. Phytochemistry, 27: 629–631.
Kim, S.-K., Chang, S.C., Lee, E.J., Chung, W.-S., Kim, Y.-S., Hwang, S., and Lee, J.S. 2000. Involvement of brassinosteroids in the gravitropic response of priary root of maize. Plant Physiol., 123: 997–1004.
Kim, S.-K., Yokota, T., and Takahashi, N. 1987. 25-Methyldolichosterone, a new brassinosteroid with tertiary butyl group from immature seed of Phaseolus vulgaris. Agric. Biol. Chem., 51: 2303–2305.
Kim, T.-W., Park, S.-H., Han, K.-S., Choo, J., Lee, J.S., Hwang, S., and Kim, S.-K. 2000. Occurrence of teasterone and typhasterol, and their enzymatic conversion in Phaseolus vulgaris. Bull. Korean Chem. Soc., 21: 373–374.
Kim, Y.-S., Kim, T.-W., and Kim, S.-K. 2005. Brassinosteroids are inherently biosynthesized in the primary roots of maize, Zea mays L. Phytochemistry, 66: 1000–1006.
Kim, Y.-S., Kim, T.-W., Chang, S.C., Pharis, R.P., Lee, J.S., Han, T.-J., Takatsuto, S., Cheong, H., and Kim, S.-K. 2006. Regulation of castasterone level in primary roots of maize, Zea mays. Physiol. Plant., 127: 28–37.
Konstantinova, O.V., Antonchick, A.P., Oldham, N.J., Zhabinskii, V.N., Khripach, V.A., and Schneider, B. 2001. Analysis of underivatized brassinosteroids by HPLC/APCI-MS. Occurrence of 3-epibrassinolide in Arabidopsis thaliana. Collect. Czech. Chem. Commun., 66: 1729–1734.
Morishita, T., Abe, H., Uchiyama, M., Marumo, S., Takatsuto, S., and Ikekawa, N. 1983. Evidence for plant growth promoting brassinosteroids in leaves of Thea sinensis. Phytochemistry, 22: 1051–1053.
Motegi, C., Takatsuto, S., and Gamoh, K. 1994. Identification of brassinolide and castasterone in the pollen of orange (Citrus sinensis Osbeck) by high-performance liquid chromatography. J. Chromatogr. A, 658: 27–30.
Nomura, T., Kitasaka, Y., Takatsuto, S., Reid, J.B., Fukami, M., and Yokota, T. 1999. Brassinosteroid/sterol synthesis and plant growth as affected by lka and lkb mutations of pea. Plant Physiol., 119: 1517–1526.
Nomura, T., Nakayama, M., Reid, J.B., Takeuchi, Y., and Yokota, T. 1997. Blockage of brassinosteroid biosynthesis and sensitivity causes dwarfism in garden pea. Plant Physiol., 113: 31–37.
Nomura, T., Sato, T., Bishop, G.J., Kamiya, Y., Takatsuto, S., and Yokota, T. 2001. Accumulation of 6-deoxocathasterone and 6-deoxocastasterone in Arabidopsis, pea and tomato is suggestive of common rate-limiting steps in brassinosteroid biosynthesis. Phytochemistry, 57: 171–178.
Pachthong, C., Supyen, D., Buddhasukh, D., and Jatisatienr, A. 2006. Isolation and characterization of brassinolide and castasterone in the pollen of pumpkin. Chiang Mai J. Sci., 33: 95–101.
Park, K.-H., Park, J.-D., Hyun, K.-H., Nakayama, M., and Yokota, T. 1994a. Brassinosteroids and monoglycerides in immature seeds of Cassia tora as the active principles in the rice lamina inclination bioassay. Biosci. Biotech. Biochem., 58: 1343–1344.
Park, K.-H., Park, J.-D., Hyun, K.-H., Nakayama, M., and Yokota, T. 1994b. Brassinosteroids and monoglycerides with brassinosteroid-like activity in immature seeds of Oryza sativa and Perilla frutescens and in cultured cells of Nicotiana tabacum. Biosci. Biotech. Biochem., 58: 2241–2243.
Park, K.-H., Saimoto, H., Nakagawa, S., Sakurai, A., Yokota, T., Takahashi, N., and Syono, K. 1989. Occurrence of brassinolide and castasterone in crown gall cells of Catharanthus roseus. Agric. Biol. Chem., 53: 805–811.
Park, K.-H., Yokota, T., Sakurai, A., and Takahashi, N. 1987. Occurrence of castasterone, brassinolide and methyl 4-chloroindole 3-acetate in immature Vicia faba seeds. Agric. Biol. Chem., 54: 3081–3086.
Park, S.C., Kim, T.-W., and Kim, S.-K. 2000. Identification of brassinosteroids with 24R-methyl in immature seeds of Phaseolus vulgaris. Bull. Korean Chem. Soc., 21: 1274–1276.
Park, S.-H., Han, K.-S., Kim, T.-W., Shim, J.-K., Takatsuto, S., Yokota, T., and Kim, S.-K. 1999. In vivo and in vitro conversion of teasterone to typhasterol in cultured cells of Marchantia polymorpha. Plant Cell Physiol., 40: 955–960.
Plattner, R.D., Taylor, S.L., and Grove, M.D. 1986. Detection of brassinolide and castasterone in Alnus glutinosa (European alder) by mass spectrometry/mass spectrometry. J. Nat. Prod., 49: 540–545.
Sasse, J.M. 2003. Physiological actions of brassinosteroids: an update. J. Plant Growth Regul., 22: 276–288.
Schmidt, J., Altmann, T., and Adam, G. 1997. Brassinosteroids from seeds of Arabidopsis thaliana. Phytochemistry, 45: 1325–1327.
Schmidt, J., Böhme, F., and Adam, G. 1996. 24-Epibrassinolide from Gypsophila perfoliata. Z. Naturforsch., 51c: 897–899.
Schmidt, J., Himmelreich, U., Adam, G. 1995a. Brassinosteroids, sterols and lup-20(29)-en-2α,3β,28-triol from Rheum rhabarbarum. Phytochemistry, 40: 527–531.
Schmidt, J., Kuhnt, C., and Adam, G. 1994. Brassinosteroids and sterols from seeds of Beta vulgaris. Phytochemistry, 36: 175–177.
Schmidt, J., Porzel, A., and Adam, G. 1998. Brassinosteroids and a pregnane glucoside from Daucus carota. Phytochem. Anal., 9: 14–20.
Schmidt, J., Spengler, B., Yokota, T., and Adam, G. 1993a. The co-occurrence of 24-epi-castasterone and castasterone in seeds of Ornithopus sativus. Phytochemistry, 32: 1614–1615.
Schmidt, J., Spengler, B., Yokota, T., Nakayama, M., Takatsuto, S., Voigt, B., and Adam, G. 1995b. Secasterone, the first naturally occurring 2,3-epoxybrassinosteroid from Secale cereale. Phytochemistry, 38: 1095–1097.
Schmidt, J., Voigt, B., and Adam, G. 1995c. 2-Deoxybrassinolide – a naturally occurring brassinosteroid from Apium graveolens. Phytochemistry, 40: 1041–1043.
Schmidt, J., Yokota, T., Adam, G., and Takahashi, N. 1991. Castasterone and brassinolide in Raphanus sativus seeds. Phytochemistry, 30: 364–365.
Schmidt, J., Yokota, T., Spengler, B., and Adam, G. 1993b. 28-Homoteasterone, a naturally occurring brassinosteroid from seeds of Raphanus sativus. Phytochemistry, 34: 391–392.
Schneider, B. 2002. Pathways and enzymes of brassinosteroid biosynthesis. Progress Bot., 63: 286–306.
Schneider, J.A., Yoshihara, K., Nakanishi, K., and Kato, N., 1983. Typhasterol (2-deoxycastasterone): a new plant growth regulator from cat-tail pollen. Tetrahedron Lett., 24: 3859–3860.
Shimada, K., Abe, H., Takatsuto, S., Nakayama, M., and Yokota, T. 1996. Identification of castasterone and teasterone from seeds of canary grass (Phalaris canariensis). Rec. Res. Dev. Chem. Pharm. Sci., 1: 1–5.
Soeno, K., Kyokawa, Y., Natsume, M., and Abe, H. 2000. Teasterone-3-O-β-D-glucopyranoside, a new conjugated brassinosteroid metabolite from lily cell suspension cultures and its identification in lily anthers. Biosci. Biotechnol. Biochem., 64: 702–709.
Sondhi, N., Bhardwaj, R., Kaur, S., Kumar, N., and Singh, B. 2008. Isolation of 24-epibrassinolide from leaves of Aegle marmelos and evaluation of its antigenotoxicity employing Allium cepa chromosomal aberration assay. Plant Growth Regul., 54: 217–224.
Spengler, B., Schmidt, J., Voigt, B., and Adam, G. 1995. 6-Deoxo-28-norcastasterone and 6-deoxo-24-epicastasterone – two new brassinosteroids from Ornithopus sativus. Phytochemistry, 40: 907–910.
Suzuki, H., Fujioka, S., Takatsuto, S., Yokota, T., Murofushi, N., Sakurai, A. 1993. Biosynthesis of brassinolide from castasterone in cultured cells of Catharanthus roseus. J. Plant Growth Regul., 12: 101–106.
Suzuki, H., Fujioka, S., Takatsuto, S., Yokota, T., Murofushi, N., and Sakurai, A. 1994a. Biosynthesis of brassinolide from teasterone via typhasterol and castasterone in cultured cells of Catharanthus roseus. J. Plant Growth Regul., 13: 21–26.
Suzuki, H., Fujioka, S., Takatsuto, S., Yokota, T., Murofushi, N., and Sakurai, A. 1995. Biosynthesis of brassinosteroids in seedlings of Catharanthus roseus, Nicotiana tabacum and Oryza sativa. Biosci. Biotech. Biochem. 59: 168–172.
Suzuki, H., Fujioka, S., Yokota, T., Murofushi, N., and Sakurai, A. 1994b. Identification of brassinolide, castasterone, typhasterol, and teasterone from the pollen of Lilium elegans. Biosci. Biotech. Biochem., 58: 2075–2076.
Suzuki, H., Inoue, T., Fujioka, S., Takatsuto, S., Yanagisawa, T., Yokota, T., Murofushi, N., and Sakurai, A. 1994c. Possible involvement of 3-dehydroteasterone in the conversion of teasterone to typhasterol in cultured cells of Catharanthus roseus. Biosci. Biotech. Biochem., 58: 1186–1188.
Suzuki, Y., Yamaguchi, I., and Takahashi, N. 1985. Identification of castasterone and brassinone from immature seeds of Pharbitis purpurea. Agric. Biol. Chem., 49: 49–54.
Suzuki, Y., Yamaguchi, I., Yokota, T., and Takahashi, N. 1986. Identification of castasterone, typhasterol and teasterone from the pollen of Zea mays. Agric. Biol. Chem., 50: 3133–3138.
Takatsuto, S. 1994. Brassinosteroids: distribution in plants, bioassays and microanalysis by gas chromatography-mass spectrometry. J. Chromatogr. A, 658: 3–15.
Takatsuto, S., Abe, H., and Gamoh, K. 1990a. Evidence for brassinosteroids in strobilus of Equisetum arvense L. Agric. Biol. Chem., 54: 1057–1059.
Takatsuto, S., Abe, H., Shimada, K., Nakayama, M., and Yokota, T. 1996a. Identification of teasterone and 4-desmethylsterols in the seeds of Ginkgo biloba L. J. Jpn. Oil Chem. Soc., 45: 1349–1351.
Takatsuto, S., Abe, H., Yokota, T., Shimada, K., and Gamoh, K. 1996b. Identification of castasterone and teasterone in seeds of Cannabis sativa L. J. Jpn. Oil Chem. Soc., 45: 871–873.
Takatsuto, S., Omote, K., Gamoh, K., and Ishibashi, M. 1990b. Identification of brassinolide and castasterone in buckwheat (Fagopyrum esculentum Moench) pollen. Agric. Biol. Chem., 54: 757–762.
Takatsuto, S., Yokota, T., Omote, K., Gamoh, K., and Takahashi, N. 1989. Identification of brassinolide, castasterone and norcastasterone (brassinone) in sunflower (Helianthus annuus L.) pollen. Agric. Biol. Chem., 53: 2177–2180.
Taylor, P.E., Spuck, K., Smith, P.M., Sasse, J.M., Yokota, T., Griffiths, P.G., and Cameron, D.W. 1993. Detection of brassinosteroids in pollen of Lolium perenne L. by immunocytochemistry. Planta, 189: 91–100.
Watanabe, T., Yokota, T., Shibata, K., Nomura, T., Seto, H., and Takatsuto, S. 2000. Cryptolide, a new brassinolide catabolite with a 23-oxo group from Japanese cedar pollen / anther and its synthesis. J. Chem. Res., 2000 (1): 18–19.
Yamamoto, R., Fujioka, S., Demura, T., Takatsuto, S., Yoshida, S., and Fukuda, H. 2001. Brassinosteroid levels increase drastically prior to morphogenesis of tracheary elements. Plant Physiol., 125: 556–563.
Yamamoto, R., Fujioka, S., Iwamoto, K., Demura, T., Takatsuto, S., Yoshida, S., and Fukuda, H. 2007. Co-regulation of brassinosteroid biosynthesis-related genes during xylem cell differentiation. Plant Cell Physiol., 48: 74–83.
Yasuta, E., Terahata, T., Nakayama, M., Abe, H., Takatsuto, S., and Yokota, T. 1995. Free and conjugated brassinosteroids in the pollen and anthers of Erythronium japonicum Decne. Biosci. Biotech. Biochem., 59: 2156–2158.
Yokota, T. 1995. Chemical structures of plant hormones. Chem. Regul. Plants 30, 185–196.
Yokota, T. 1997. The structure, biosynthesis and function of brassinosteroids. Trends Plant Sci., 2: 137–143.
Yokota, T. 1999. Brassinosteroids. In PJJ Hooykaas, MA Hall, KR Libbenga (Eds.) Biochemistry and Molecular Biology of Plant Hormones. Elsevier Science, London, pp. 277–293.
Yokota, T., Arima, M., and Takahashi, N. 1982a. Castasterone, a new phytosterol with plant-hormone potency, from chestnut insect gall. Tetrahedron Lett ., 23: 1275–1278.
Yokota, T., Arima, M., Takahashi, N., and Crozier, A. 1985. Steroidal plant growth regulators, castasterone and typhasterol (2-deoxycastasterone) from the shoots of Sitka spruce (Picea sitchensis). Phytochemistry, 24: 1333–1335.
Yokota, T., Arima, M., Takahashi, N., Takatsuto, S., Ikekawa, N., and Takematsu, T. 1983a. 2-Deoxycastasterone, a new brassinolide-related bioactive steroid from Pinus pollen. Agric. Biol. Chem., 47: 2419–2420.
Yokota, T., Baba, J., and Takahashi, N. 1982b. A new steroidal lactone with plant growth-regulatory activity from Dolichos lablab seed. Tetrahedron Lett., 23: 4965–4966.
Yokota, T., Baba, J., and Takahashi, N. 1983b. Brassinolide-related bioactive sterols in Dolichos lablab: brassinolide, castasterone and a new analog, homodolicholide. Agric. Biol. Chem., 47: 1409–1411.
Yokota, T., Baba, J., Koba, S., and Takahashi, N. 1984. Purification and separation of eight steroidal plant-growth regulators from Dolichos lablab seed. Agric. Biol. Chem., 48: 2529–2534.
Yokota, T., Higuchi, K., Takahashi, N., Kamuro, Y., Watanabe T., and Takatsuto, S. 1998. Identification of brassinosteroids with epimerized substituents and / or the 23-oxo group in pollen and anthers of Japanese cedar. Biosci. Biotechnol. Biochem., 62: 526–531.
Yokota, T., Kim, S.K., Fukui, Y., Takahashi, N., Takeuchi, Y., and Takematsu, T. 1987a. Conjugation of brassinosteroids. In K Schreiber, HR Schuette, G Sembdner (Eds.) Conjugated Plant Hormones. Structure, Metabolism and Function. VED Deutscher Verlag der Wissenschaften, Berlin, pp. 288–296.
Yokota, T., Kim, S.K., Fukui, Y., Takahashi, N., Takeuchi, Y., and Takematsu, T. 1987b. Brassinosteroids and sterols from a green alga, Hydrodictyon reticulatum: configuration at C-24. Phytochemistry, 26: 503–506.
Yokota, T., Koba, S., Kim, S.K., Takatsuto, S., Ikekawa, N., Sakakibara, M., Okada, K., Mori, K., and Takahashi, N. 1987c. Diverse structural variations of the brassinosteroids in Phaseolus vulgaris. Agric. Biol. Chem., 51: 1625–1631.
Yokota, T., Matsuoka, T., Koarai, T., and Nakayama, M. 1996. 2-Deoxybrassinolide, a brassinosteroid from Pisum sativum seed. Phytochemistry, 42: 509–511.
Yokota, T., Morita, M., and Takahashi, N. 1983c. 6-Deoxocastasterone and 6-deoxodolichosterone: putative precursors for brassinolide-related steroids from Phaseolus vulgaris. Agric. Biol. Chem., 47: 2149–2151.
Yokota, T., Nakayama, M., Wakisaka, T., Schmidt, J., and Adam, G. 1994. 3-Dehydroteasterone, a 3,6-diketobrassinosteroid as a possible biosynthetic intermediate of brassinolide from wheat grain. Biosci. Biotech. Biochem., 58: 1183–1185.
Yokota, T., Nomura, T., and Nakayama, M. 1997d. Identification of brassinosteroids that appear to be derived from campesterol and cholesterol in tomato shoots. Plant Cell Physiol., 38: 1291–1294.
Yokota, T., Ogino, Y., Takahashi, N., Saimoto, H., Fujioka, S., and Sakurai, A. 1990. Brassinolide is biosynthesized from castasterone in Catharanthus roseus crown gall cells. Agric. Biol. Chem., 54: 1107–1108.
Yokota, T., Sato, T., Takeuchi, Y., Nomura, T., Uno, K., Watanabe, T., and Takatsuto, S. 2001. Roots and shoots of tomato produce 6-deoxo-28-cathasterone, 6-deoxo-28-nortyphasterol and 6-deoxo-28-norcastasterone, possible precursors of 28-norcastasterone. Phytochemistry, 58: 233–238.
Zaki, A.K., Schmidt, J., Hammouda, F.M., and Adam, G. 1993. Steroidal constituents from pollen grains of Phoenix dactylifera. Planta Med. (Suppl.), 59: A 613.
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Bajguz, A. (2011). Brassinosteroids – occurence and chemical structures in plants. In: Hayat, S., Ahmad, A. (eds) Brassinosteroids: A Class of Plant Hormone. Springer, Dordrecht. https://doi.org/10.1007/978-94-007-0189-2_1
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