JPH0244803B2 - SHOKUBUTSUSEICHOCHOSETSUZAI - Google Patents

Description

[Detailed description of the invention]

(Industrial Application Field) The present invention relates to a plant growth regulator, and more particularly to a plant growth regulator containing an N-acyllactam compound as an active ingredient. (Prior art) Auxins, gibberellins, cytokinins, abscisic acid, and ethylene have been known as plant hormones useful for plant growth.
Recently, development research on brassinolide-based hormone agents has been progressing. However, all of these methods have problems, such as being expensive, difficult to manufacture, and having significantly different effects depending on the time of application and the target crop. (Problems to be Solved by the Invention) Under these circumstances, in order to solve the above-mentioned problems, the present inventors have obtained a compound that is inexpensive and has an excellent regulating effect as a plant growth regulator. As a result of extensive research, the present invention was completed by discovering a novel plant growth regulator containing an N-acyllactam compound as an active ingredient, which will be described in detail below. (Means for solving the problem) That is, the present invention solves the general formula The present invention relates to a plant growth regulator containing an N-acyllactam compound represented by the formula (wherein n is 0, 1, 2, or 3) as an active ingredient. (Function) The plant growth regulator of the present invention will be described in further detail below. The present invention is based on the general formula (However, in the formula, n is 0, 1, 2 or 3) The active ingredient is an N-acyllactam compound, and the method for producing these compounds is disclosed in a patent previously invented by the present inventors. (Japanese Patent Application No. 61-283906). The compound names are listed in Table 1.

[Table] An example of the method for producing these compounds is as follows. 5.0 g of benzoyl formic acid was placed in a reaction flask equipped with a calcium chloride tube, and 10 ml of dry tetrahydrofuran (hereinafter abbreviated as THF) and 10 ml of dry benzene were added under stirring conditions. Next, 4.8 g of oxalyl chloride was added to this over about 15 minutes, and stirring was continued for an additional 2 hours. After stirring, remove THF, benzene, unreacted oxalyl chloride, and generated gas by suctioning the inside of the flask, place the reaction flask in an ice bath, and dry THF10.
15.3 g of N-trimethylsilyl-2-piperidone dissolved in 1 ml was added dropwise. Next, the reaction flask was taken out of the ice bath and stirred at room temperature for 1 hour. After stirring, add diethyl ether to the reaction flask, separate the ether layer, wash this ether solution in the order of 1N aqueous sodium hydroxide solution, 1N aqueous hydrochloric acid solution, saturated aqueous sodium chloride solution, and water, and add anhydrous sodium sulfate. After dehydration, the ether was distilled off to obtain a yellow oil. Next, 4.5 g of the pale yellow oily compound 1-(benzoylformyl)-2-piperidone was fractionated by silica gel column chromatography using a mixed solvent of chloroform and hexane (7:3) as an eluent. Next, dissolve this in 100 ml of ethyl acetate and add 5%
200 mg of palladium-barium sulfate was added and stirred for 5 hours at room temperature under a hydrogen gas stream. After stirring, suction filter the mixture, wash the filtrate with water,
3.7 g of 1-, a concentrated, colorless, oily compound.
(2-phenyl-2-hydroxyethanoyl)-2
- Piperidone was obtained. The N-acyllactam compounds of the present invention produced in this manner exhibit excellent growth regulating effects on plants. Methods for using the plant growth regulator of the present invention include:
It may be used in the form of a solution by dissolving it in an appropriate solvent, or
Alternatively, it may be used in its solid oil form, but
In general, a solution is preferable from the point of view of uniformity, and the concentration varies depending on the type of plant, but when the purpose is growth, it is approximately 1 mg/1 or less, and when the purpose is dwarfing, it is 100 mg/1 or more. It is preferable to apply it as an aqueous solution. Also, as a method,
Any method may be used, such as foliar spraying, application to soil, or addition to a liquid fat in hydroponic methods. Alternatively, it may be applied to the transplanted soil or hydroponic cultivation tank in advance before planting the plants. Generally, the application period is preferably the seedling stage, but is not limited to this. (Example) The present invention will be further explained below with reference to Examples.
The present invention is not limited to these. Moreover, all percentages indicate weight % unless otherwise specified. Example 1 A 2-fold dilution of the Hutner culture solution shown in Table 2 50
Add sucrose to a concentration of 1% to 100 ml, put this in a 100 ml Erlenmeyer flask, and grow the test plant Lemna paucicostata 151 at 25°C under continuous illumination of 2000 to 5000 lux. (hereinafter abbreviated as Lemna 151) was cultured. Next, the compounds of the present invention shown in Table 1 were dissolved in ethyl alcohol, and a predetermined amount of this was added to each 100 ml Erlenmeyer flask. After evaporating the ethyl alcohol, M as shown in Table 2
Add 1% sucrose and 2 μM benzyladenine to a 10-fold dilution of the culture solution, then sterilize.
50 ml of it was added to the Erlenmeyer flask. Next, 3 selected from the cultured Lemna 151
Plant one Frondo colony in each flask,
Culture was carried out at 25°C for a specified period of time under continuous illumination of approximately 4000 lux. After culturing, the number of Lemna 151 colonies and fresh weight (mg/colony) were measured, and the results are shown in Table 3.

【table】

【table】

[Table] Example 2 The compounds shown in Table 1 were mixed with ethyl acetate at 1 mg/ml.
1. The concentration was adjusted to 0.1 mg/1, filter paper (70 mmφ) was placed in a Petri dish, and 2 ml of this sample solution was added. After distilling off ethyl acetate under reduced pressure, 2 ml of distilled water was added, and 25 Komatsuna seeds were sown and kept at 25° C. in a dark place. After 48 hours, the stem length and root length were measured and the rate of change was determined. As a control test, the same test was conducted using an ethyl acetate solution to which no compound was added. These results are shown in Table 4.

[Table] Note) The rate of change was calculated using the following formula.
Change rate Addition category measured value〓
Additive-free category measurement value
〓

Claims (1)

[Claims] 1. General formula (However, in the formula, n is 0, 1, 2 or 3.) A plant growth regulator containing an N-acyllactam compound as an active ingredient.