Abstract
Stereochemistry is important in determining the biological activity of triazole agrochemicals.1–3 Uniconazole is a triazole growth retardant that has one chiral carbon carrying a hydroxyl. In rice seedlings, it has been demonstrated that the S-isomer of uniconazole (equivalent to uniconazole-P) exhibits plant growth-retarding activity by inhibiting the biosynthesis of gibberellins (GAs).4,5 Recently, it was found that S-uniconazole increases the content of trans-zeatin and trans-ribosylzeatin and enhances the evolution of ethylene.6 Application of racemic uniconazole to mung bean seedlings reduces ethylene production and increases spermine levels.7 Thus, the mechanism of action of S-uniconazole seems more complicated than that postulated so far for triazoles.8 The R-isomer exhibits fungicidal activity by inhibiting the biosynthesis of fungal sterols (cf. ref. 9). Triazole stereoisomers are also known to affect the biosynthesis of plant sterols in some arable crops.* It was therefore expected that R-uniconazole would also modify sterol biosynthesis. Furthermore, it was also of interest to examine whether or not uniconazoles modify the biosynthesis of the steroidal plant hormones, the brassinosteroids (BRs). In order to understand the growth retardation mechanism of S-uniconazole, we analyzed the shoots of Pisum sativum L. treated with S- and R-uniconazoles in terms of the levels of the endogenous GAs. BRs, and sterols.
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Yokota, T. et al. (1991). Inconsistency Between Growth and Endogenous Levels of Gibberellins, Brassinosteroids, and Sterols in Pisum Sativum Treated with Uniconazole Antipodes. In: Takahashi, N., Phinney, B.O., MacMillan, J. (eds) Gibberellins. Springer, New York, NY. https://doi.org/10.1007/978-1-4612-3002-1_33
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DOI: https://doi.org/10.1007/978-1-4612-3002-1_33
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