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Lactone derivative, and plant growth regulator and rooting agent each containing the same as active ingredient

A technology of derivatives and lactones, applied in the field of lactone derivatives, can solve the problem of weak effect of hair root agent IBA

Inactive Publication Date: 2004-11-10
SHISEIDO CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0005] However, the effect of Fb used alone may be weaker than that of the existing hair root agent IBA depending on the conditions

Method used

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  • Lactone derivative, and plant growth regulator and rooting agent each containing the same as active ingredient
  • Lactone derivative, and plant growth regulator and rooting agent each containing the same as active ingredient
  • Lactone derivative, and plant growth regulator and rooting agent each containing the same as active ingredient

Examples

Experimental program
Comparison scheme
Effect test

Embodiment

[0043] The present invention will be described in detail below by way of examples.

[0044] Hair root induction activity test

[0045] (a) Plants and cultivation conditions

[0046] Evaluation of hairy root activity was performed using adventitious roots of Bupleurum falcatum L. . The adventitious roots were induced from the roots of Bupleurum bupleuri seedlings by using IBA, and the B5 liquid medium (3 weeks) containing 5 mg / l IBA was alternately cultured at 23°C with the same medium without IBA (6 weeks). The root inoculation amount was 5 g / l, the culture temperature was 23° C., and subculture was carried out under the condition of shaking at 100 rpm in the dark.

[0047] (b) Hair root test using Bupleurum root (1)

[0048] In the hairy root test, adventitious roots cultured in a medium without adding IBA were used. Add 30ml of B5 medium to a 100ml flask, implant 0.2g of Bupleurum root into the medium under sterile conditions, and add the prepared 10,000ppm of the lacto...

preparation example 1

[0060] 5-(1-benzofuran-2-yl)dihydro-2(3H)-furanone (compound 1)

[0061]

[0062] Dissolve 2,3-benzofuran (3.0g, 25.4mmol) in dichloromethane, add ethyl-4-chloro-4-oxobutyrate (4.0ml, 27.9mmol), BF3·Et20 (3.9 ml, 30.5mmol), stirred at 0°C for 10 minutes. Tin tetrachloride (3.6ml, 27.9mmol) was added dropwise, stirred at 0°C for 30 minutes, and then at room temperature for 2 hours. 3N hydrochloric acid was slowly added to the reaction solution under ice cooling, followed by extraction with chloroform. The extract was washed with water, dried over anhydrous sodium sulfate, filtered, and concentrated under reduced pressure. The obtained crude product was adsorbed on silica gel column chromatography (n-hexane:ethyl acetate=5:1) to obtain ethyl 4-(1-benzofuran-2-yl)-4-oxobutyrate (1.88g , 30%). Dissolve ethyl 4-(1-benzofuran-2-yl)-4-oxobutyrate (1.85g, 7.51mmol) in dioxane-water (1:1), add 1M Lithium hydroxide (15ml, 15mmol). After stirring at room temperature for 1 hour, ...

preparation example 2

[0066] 5-(1-benzothiophen-3-yl)dihydro-2(3H)-furanone (compound 2)

[0067]

[0068] Benzo[b]thiophene (2.00g, 14.9mmol) was dissolved in dichloromethane, ethyl 4-chloro-4-oxobutyrate (2.34ml, 16.4mmol) was added, and stirred at 0°C for 10 minutes. Tin tetrachloride (2.09ml, 17.9mmol) was added dropwise, stirred at 0°C for 30 minutes, and then at room temperature for 2 hours. Under ice-cooling, 3N hydrochloric acid was slowly added to the reaction liquid, and extracted with chloroform. The extract was washed with water, dried over anhydrous sodium sulfate, filtered, and concentrated under reduced pressure. The obtained crude product was adsorbed on silica gel column chromatography (n-hexane:ethyl acetate=5:1) to obtain ethyl 4-(1-benzothiophen-3-yl)-4-oxobutanoate (3.13g, 80%).

[0069] Dissolve ethyl 4-(1-benzothiophen-3-yl)-4-oxobutyrate (3.10 g, 11.8 mmol) in dioxane-water (1:1), add 1M Lithium hydroxide (23.6ml, 23.6mmol), stirred at room temperature for 30 minutes....

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PUM

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Abstract

A lactone derivative represented by the following general formula (I), which has excellent rooting activity; and a plant growth regulator containing the derivative as an active ingredient. (I) [In the general formula (I), R1 and R2 each is hydrogen, halogeno, C1-6 alkyl, or C1-6 alkoxy; A is methylene, vinylene, imino, oxygen, or sulfur; and n is an integer of 1 to 4; provided that when A is imino, then R1 and R2 each is not hydrogen, and when A is oxygen, then both are hydrogen.]

Description

technical field [0001] The present invention relates to a lactone derivative with a specific structure, and an agent related to plant growth using the derivative as an active ingredient. Background technique [0002] Growth hormones such as indole butyric acid (IBA) and naphthalene acetic acid (NAA) have been used as rooting agents on cutting buds and roots of cutting seedlings. But at the same time, sweet potatoes, walnuts, birch plants (Carpinus japonica, Alnus firma), beech plants (chestnut, oak, etc.), elm plants (hackberry, etc.), Magnolia quinquepete plants (Japanese magnolia, Liriodendron, Japanese shrubs, etc.), pine plants (fir, spruce, larch, Japanese black pine, etc.), Oleaceae plants, etc., that is, plants that are difficult to root with woody plants. For timber used as building materials, the current status quo is that only tree species that are likely to take root are used for afforestation. So the development of new hair-rooting agents will enable the develo...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): A01G7/00A01N43/08A01N43/12A01N43/16A01N43/20C07D307/33C07D307/80C07D409/04
CPCC07D307/33A01N43/16A01N43/12C07D409/04A01N43/08A01N43/20C07D307/80
Inventor 小林孝次横山峰幸
Owner SHISEIDO CO LTD
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