Chelatkontrollierte Grignard‐Reaktionen mit α‐(1<i>H</i>‐1,2,4‐Triazol‐1‐yl)ketonen

Buschmann, Ernst; Zeeh, Bernd; Götz, Norbert; Sproesser, L.; Walker, Nigel

doi:10.1002/jlac.198719870333

Cited by 4 publications

(3 citation statements)

References 6 publications

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“…Murashige and Skoog salt and vitamin mixture was purchased from Gibco BRL (Grand Island, N.Y., USA). Brz2001 was synthesized using known methods (Buschmann et al 1987;Min et al 1999). Brz2001 exists as a diastereomer and the structure/activity relationships of Brz2001 and other triazole derivatives will be reported elsewhere.…”

Section: Chemicalsmentioning

confidence: 99%

“…1 (the results of the structure-activity relationship study will be published elsewhere). Brz2001 was synthesized using known methods (Buschmann et al 1987) and is unique in that this allyl-type compound, with a modi®ed methyl on the carbon of brassinazole with a hydroxy group, does not aect the physiological function of GA. Brz2001 includes a triazole group in its molecule which should have an interaction with heme iron in cytochrome P450 monooxygenase; therefore, Brz2001 can be supposed to bind to cytochrome P450 monooxygenases in the BRbiosynthesis pathway and aect plant growth.…”

Section: Introductionmentioning

confidence: 99%

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A specific brassinosteroid biosynthesis inhibitor, Brz2001: evaluation of its effects on Arabidopsis , cress, tobacco, and rice

Sekimata

Kimura

Kaneko

et al. 2001

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Brassinazole is the only known specific brassinosteroid (BR)-biosynthesis inhibitor, and it has been shown to be useful for elucidating the function of BRs. In the course of a structure-activity relationship study of brassinazole, we found a more specific BR-biosynthesis inhibitor, Brz2001. This new inhibitor induced similar morphological changes to those seen in brassinazole-treated plants, including Arabidopsis thaliana (L.) Heynh., Nicotiana tabacum L., and Lepidium sativum L. These changes included dwarfism with altered leaf morphology, including downward curling and dark-green color, and the changes were reversed by brassinolide. Although the structure of Brz2001 is similar to that of uniconazole, a gibberellin-biosynthesis inhibitor, Brz2001-treated plants showed almost no recovery with the addition of gibberellic acid (GA3). Comparison of the responses of both brassinazole- and Brz2001-treated cress to brassinolide and GA3 suggested that Brz2001 is a more specific BR-biosynthesis inhibitor than brassinazole. Unlike the results just described, Brz2001-treated rice did not show any morphological changes. This suggests that the roles of BRs in rice may be different from those in the dicotyledonous plants examined in this study. Brz2001 can be used to clarify the function of BRs in dicots as a complement to BR-deficient mutants, and to elucidate the different roles of BRs in monocots and dicots.

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Section: Chemicalsmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

A specific brassinosteroid biosynthesis inhibitor, Brz2001: evaluation of its effects on Arabidopsis , cress, tobacco, and rice

Sekimata

Kimura

Kaneko

et al. 2001

Planta

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“…The brassinazole (Brz) used in this study was a diastereomeric mixture of Brz2001 (Fig. 1), synthesized using published methods (Buschmann et al 1987;Min et al 1999). Mevinolin (Mev) was purchased from Sigma.…”

Section: Chemicalsmentioning

confidence: 99%

Effects of brassinazole, an inhibitor of brassinosteroid biosynthesis, on light- and dark-grown Chlorella vulgaris

Bajguz

Asami

2004

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Treatment of cultured Chlorella vulgaris Beijerinck cells with 0.1-10 microM brassinazole (Brz2001), an inhibitor of brassinosteroid (BR) biosynthesis, inhibits their growth during the first 48 h of cultivation in the light. This inhibition is prevented by the co-application of BR. This result suggests that the presence of endogenous BRs during the initial steps of the C. vulgaris cell cycle is indispensable for their normal growth in the light. In darkness, a treatment with 10 nM brassinolide (BL) promotes growth through the first 24 h of culture, but during the following 24 h the cells undergo complete stagnation. Treatment of dark-grown cells with either Brz2001 alone, or a mixture of 10 nM BL and 0.1/10 microM Brz2001, also stimulates their growth. The effects of treatment with 10 nM BL mixed with 0.1-10 microM of a mevalonate-pathway inhibitor (mevinolin), or a non-mevalonate-pathway inhibitor (clomazone), were also investigated. Mevinolin at these concentrations did not inhibit growth of C. vulgaris; however, clomazone did. Addition of BL overcame the inhibition. These results suggest that the mevalonate pathway does not function in C. vulgaris, and that the non-mevalonate pathway for isopentenyl diphosphate biosynthesis is responsible for the synthesis of one of the primary precursors in BR biosynthesis.

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ChemInform Abstract: Chelation‐Controlled Grignard Reactions of α‐(1H‐1,2,4‐Triazol‐1‐yl) Ketones.

et al. 1987

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Chelatkontrollierte Grignard‐Reaktionen mit α‐(1H‐1,2,4‐Triazol‐1‐yl)ketonen

Cited by 4 publications

References 6 publications

A specific brassinosteroid biosynthesis inhibitor, Brz2001: evaluation of its effects on Arabidopsis , cress, tobacco, and rice

A specific brassinosteroid biosynthesis inhibitor, Brz2001: evaluation of its effects on Arabidopsis , cress, tobacco, and rice

Effects of brassinazole, an inhibitor of brassinosteroid biosynthesis, on light- and dark-grown Chlorella vulgaris

ChemInform Abstract: Chelation‐Controlled Grignard Reactions of α‐(1H‐1,2,4‐Triazol‐1‐yl) Ketones.

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