Abstract
The plant growth retarding activities of several dioxanylalkyl and dioxanylalkenyl triazoles were determined in seedlings of barley, rice, and oilseed rape. Out of these groups some substances proved to be among the most efficient growth retardants known. The compound 1-(4-trifluormethyl)-2-(1,2,4-triazolyl-(1))-3-(5-methyl-1,3-dioxan-5-yl)-propen-3-ol was investigated more closely. Shoot growth is reduced more intensively than root growth by this compound. At lower dosages root growth may even be stimulated. The action of this retardant can be antagonized by gibberellin A3 and byent-kaurenoic acid. It is suggested that its main biochemical action is to block the reactions that lead froment-kaurene toent-kaurenoic acid in the course of gibberellin biosynthesis.
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References
Buchenauer H, Grossman F (1977) Triadimefon: Mode of action in plants and fungi. Neth J Plant Pathol 83 (Suppl 1):93–103
Buchenauer H, Röhner E (1981) Effect of triadimefon and triadimenol on growth of various plant species as well as on gibberellin content and sterol metabolism in shoots of barley seedlings. Pestic Biochem Physiol 15:58–70
Buchenauer H, Kutzner B, Koths T (1984) Wirkung verschiedener Triazol-Fungizide auf das Wachstum von Getreidekeimlingen und Tomatenpflanzen sowie auf die Gibberellingehalte und den Lipidstoffwechsel von Gerstenkeimlingen. J Plant Dis Prot 91:506–524
Froggatt PJ, Thomas WD, Batch JJ (1982) The value of lodging control in winter wheat as exemplified by the growth regulator PP333. In: Hawkins AF, Jeffcoat B (eds) Opportunities for manipulating cereal productivity. Monograph 7, British Plant Growth Regulator Group. Wantage, pp 71–87
Goldsmith IR, Hood KA, MacMillan J (1983) Inhibition of gibberellin biosynthesis inGibberella fujikuroi by PP333. Paper presented at an SCI symposium on ergosterol biosynthesis inhibitors, Reading, UK, March 20–24, 1983
Graebe JE (1982) Gibberellin biosynthesis in cell-free systems from higher plants. In: Wareing PF (ed) Plant growth substances 1982. Academic Press, London, pp 71–80
Hedden P, Graebe JE (1985) Inhibition of gibberellin biosynthesis by paclobutrazol in cell-free homogenates ofCurcubita maxima endosperm andMalus pumila embryos. J Plant Growth Regul 4:111–122
Hildebrandt E (1982) Der Einfluss von ausgewählten Wachstumshemmern auf die Gibberellinbiosynthese in zellfreien Systemen. Dissertation, University of Göttingen
Izumi K, Yamaguchi I, Wada A, Oshio H, Takahashi N (1984) Effects of a new plant growth retardant (E)-1-(4-chlorophenyl)-4,4-dimethyl-2-(1,2,4-triazol-1-yl)-1-penten-3-ol (S-3307) on the growth and gibberellin content of rice plants. Plant Cell Physiol 25:611–617
Izumi K, Kamiya Y, Sakurai A, Oshio H, Takahashi N (1985) Studies on sites of action of a new plant growth retardant (E)-1-(4-chlorophenyl)-4,4-dimethyl-2-(1,2,4-triazol-1-yl)-1-penten-3-ol (S-3307) and comparative effects of its stereoisomers in a cell-free system fromCurcubita maxima. Plant Cell Physiol 26:821–827
Lembrich H, Dengel HJ, Lürssen K, Reiser R (1984) RSW 0411, ein Wachstumsregulator zur Verbesserung der Standfestigkeit im Winterraps sowie im Grassamenvermehrungsbau. Mitt Biol Bundesanst Land Forstwirtschaft (Berlin-Dahlem) 233:315–316
Lever BG, Shearing SJ, Batch JJ (1982) PP333—a new broad spectrum growth retardant. In: Proceedings British Crop Protection Conference-Weeds 1982, Vol 1. BCPC Publications, Croydon, pp 3–10
Rademacher W, Jung J (1981) Comparative potency of various synthetic plant growth retardants on the elongation of rice seedlings. J Agron Crop Sci 150:363–371
Rademacher W, Jung J (1983) Reiskeimlingstest zur Untersuchung wachstumsregulatorischer Aktivitäten. Ber Fachgeb Herbol Univ Hohenheim 24:127–134
Rademacher W, Jung J, Hildebrandt E, Graebe JE (1983) Zum Wirkungsmechanismus einiger neuentwickelter Wachstumsretardantien. In: Bangerth F (ed) Regulation des Phytochormongehaltes und seine Beeinflussung durch synthetische Wachstumsregulatoren. Ulmer-Verlag, Stuttgart, pp 132–144
Rademacher W, Jung J, Graebe JE, Schwenen L (1984) On the mode of action of tetcyclacis and triazole growth retardants. In: Menhenett R, Lawrence DK (eds) Biochemical aspects of synthetic and naturally occurring plant growth regulators. Monograph 11, British Plant Growth Regulator Group, Wantage, pp 1–11
Rentzea C, Feuerherd KH, Zeeh B, Jung J (1982) 1,3-Dioxan-5-yl-alkenyltriazole, ihre Herstellung, ihre Verwendung zur Regulierung des Pflanzenwachstums und Mittel dafür. German patent DE-OS 302 6140
Scharrer K, Jung J (1956) Überden Einfluss von Mangan, Kupfer, Zink, Eisen, Bor, Molybdän und Kobalt auf die Mineralstoffaufnahme bei Mais und Ackerbohnen. Z Pflanzenern Düngung Bodenkd 75:47–66
Schwinn FJ (1983) Ergosterol biosynthesis inhibitors. An overview of their history and contribution to medicine and agriculture. Pestic Sci 15:40–47
Shive JB, Sisler HD (1976) Effects of ancymidol (a growth retardant) and triarimol (a fungicide) on the growth, sterols, and gibberellins ofPhaseolus vulgaris CL. Plant Physiol 57:640–644
Sturm H, Jung J (1964) Der Einfluss von Blattspritzungen mit Chlorcholinchlorid (CCC) auf Wachstum und Ertrag bei weizen. J Agron Crop Sci 120:232–252
Topliss JG (1972) Utilization of operational schemes for analog synthesis in drug design. J Med Chem 15:1006–1011
Topliss JG (1977) A manual method for applying the Hansch approach to drug design. J Med Chem 20:463–469
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Jung, J., Rentzea, C. & Rademacher, W. Plant growth regulation with triazoles of the dioxanyl type. J Plant Growth Regul 4, 181–188 (1985). https://doi.org/10.1007/BF02266956
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DOI: https://doi.org/10.1007/BF02266956