A gibberellic acid-containing composition and its application

Plant growth regulators are prepared by combining phenol compounds and gibberellic acid, which solves the problem of growth imbalance caused by improper use of gibberellic acid, and achieves the effect of increasing crop growth rate and increasing yield.

CN119678943BActive Publication Date: 2025-08-05SHENYANG TONGXIANG BIOPESTICIDE CO LTD
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Patent Information

Application Number
CN202411901661.1
Authority / Receiving Office
CN · China
Patent Type
Patents(China)
Current Assignee / Owner
Filing Date
2024-12-23
Publication Date
2025-08-05
Estimated Expiration
2044-12-23

AI Technical Summary

Technical Problem

Improper use of gibberellic acid in plant growth regulation will lead to slow growth, inhibition of flower bud differentiation, delayed fruit ripening, and thickening of the peel. The composition of psorale seed extract is complex, and the compounding effect is difficult to predict.

Method used

Phenol compounds and gibberellic acid are combined in a ratio of 1:30-30:1, phenol compounds are extracted through a specific process and mixed with gibberellic acid to prepare them into plant growth regulators, including solution agents, wettable powders, etc.

Benefits of technology

Significantly improve crop growth rate, enhance leaf luxuriance, improve yield and improve fruit quality, avoid the negative impact of excessive use of gibberellic acid, and achieve healthy growth and efficient management of crops.

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Abstract

The present invention relates to a novel plant regulator composition, specifically a gibberellic acid-containing composition and its application. A gibberellic acid-containing composition, the composition is a phenolic compound and gibberellic acid, wherein the mass ratio of the phenolic compound to gibberellic acid is 1:30 - 30:1; wherein, the phenolic compound is 4-(2-(methyl-2-(4-methylpent-3-en-1-yl)cyclopent-3-en-1-yl)phenol, with the molecular formula C<subgt;18< / subgt>H<subgt;24< / subgt>O, relative molecular mass: 256.4, and the structural formula is as follows. The components of this composition can cooperate with each other to jointly regulate the growth balance of crops, and the yield increase effect is obvious. After applying this composition, the growth rate of crops is significantly accelerated, the leaves are more lush, and the overall yield is significantly improved.
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Description

Technical Field

[0001] The present invention relates to a novel plant regulator composition, in particular to a composition containing gibberellic acid and its application. Background Art

[0002] Gibberellic acid, as a plant hormone, has the function of promoting cell elongation and division. However, if used improperly, gibberellic acid will have a negative impact on crop growth, including but not limited to causing leaves to grow slowly, become larger and thinner; inhibiting the differentiation of flower buds, reducing the number of flower buds in the following year, and delaying the ripening of fruits; making the peel thicker and rougher, and the quality of the flesh deteriorating; and making it difficult for crops to form seeds or causing seeds to become infertile, thereby affecting the growth and yield of crops. Psoralea corylifolia seed extract has the pesticide registration certificate number PD20190058, the pesticide production license number Pesticide Shengxu (Liao) 0030, and the product standard number Q / SYTX 009-2023. It should be noted that the chemical composition of Psoralea corylifolia seeds is relatively complex, containing more than 90 different compounds, and it is unpredictable whether different compounds will have an effect. In addition, the activity and target sites of different compounds vary, and the effect of their combination with other substances is currently unpredictable. Summary of the Invention

[0003] The purpose of the present invention is to provide a gibberellic acid-containing composition and application thereof.

[0004] To achieve the above purpose, the present invention adopts the following technical solutions:

[0005] A gibberellic acid-containing composition, comprising a phenolic compound and gibberellic acid, wherein the mass ratio of the phenolic compound to the gibberellic acid is 1:30-30:1; wherein the phenolic compound is 4-(2-(methyl-2-(4-methylpent-3-en-1-yl)cyclopent-3-en-1-yl)phenol, and the molecular formula is C 18 H 24 O, relative molecular mass: 256.4, structural formula is as follows,

[0006]

[0007] The above-mentioned phenolic compounds are obtained by weighing psoralea corylifolia seeds or seed powder, adding water with a mass volume ratio of g:mL of 1:10-20, 20%, 40%, 60% or 80% or 90% ethanol (preferably 60% ethanol with a mass volume ratio of g:mL of 1:10-20), extracting at 25-100 ° C for 1-4 hours, pouring out the extract, repeating the extraction 2-4 times, combining the extracts, and concentrating the extract under reduced pressure to a density of 1.0 g / cm 3The crude extract. The crude extract was mixed and suspended with distilled water at a volume ratio of 1:1 to obtain a suspension, and then ethyl acetate with the same volume as the suspension was added thereto and mixed thoroughly. After the mixture was allowed to stand, it was separated into two layers. The ethyl acetate extraction phase was taken, and the operation was repeated 5 times. The ethyl acetate extraction phases were combined and vacuum concentrated to a paste at 45 °C to obtain the purified Psoralea corylifolia seed extract. It was analyzed by analytical high performance liquid chromatography. The chromatographic column was a Hypersil ODS column (250 mm × 4.6 mm, 5 μm), the mobile phase was methanol and 0.1% acetic acid aqueous solution at a volume ratio of 30:70, the flow rate was 1 mL / min, the column temperature was 28 °C, the injection volume was 10 μL. By performing a full scan of the sample by analytical liquid chromatography, the maximum absorption wavelength of the purified Psoralea corylifolia seed extract of this patent was determined to be 262 nm. The above purified Psoralea corylifolia seed extract was dissolved in methanol at a ratio of 1:10 (g:mL) and further separated and purified by preparative liquid chromatography. The preparation conditions were: chromatographic column (C18-8), mobile phase was methanol-water (30:70), injection volume 10 mL, flow rate 20 mL / min, detection wavelength 262 nm, retention time was 12.422 min. The pure product of 4-(2-(methyl-2-(4-methylpent-3-en-1-yl)cyclopent-3-en-1-yl)phenol) was obtained, with a content of 97.51%. The appearance of this substance was a light yellow viscous liquid, empirical formula: C 18 H 24 O, relative molecular mass: 256.4, structural formula:

[0008]

[0009] This substance was qualitatively analyzed by nuclear magnetic resonance spectroscopy and mass spectrometry. The spectra are shown in Figure 1 and Figure 2 . The liquid chromatogram for content determination is shown in Figure 3 .

[0010] The mass ratio of the said phenolic compound and gibberellic acid is 1:30 - 30:1.

[0011] An application of the said composition containing gibberellic acid, the application of the composition in preparing a plant growth regulator.

[0012] A plant growth regulator, the regulator uses the said composition as an active ingredient; wherein, the active ingredient accounts for 2% - 30% of the mass of the regulator.

[0013] The said plant regulator is a soluble concentrate, wettable powder, suspending agent, soluble powder, water dispersible granule, emulsifiable concentrate, microcapsule suspension or microemulsion.

[0014] The said plant regulator is a soluble concentrate. Specifically:

[0015] Dissolve the composition in solvents such as ethanol, glycerol, dimethyl sulfoxide or water, and add one or several of T-20, NP-15, NP-7, EL-40, ZSL-6140, S-80, agricultural emulsifier 500, agricultural emulsifier 601, agricultural emulsifier 1600 or T-80 to process it into a pesticide soluble concentrate.

[0016] An application of the plant growth regulator as described above, which is an application in improving the growth, increasing production and income, and improving the fruit quality of crops.

[0017] Advantages and effects of the present invention:

[0018] (1) The yield increase effect is obvious. After applying this composition, the growth rate of crops is significantly accelerated, the leaves are more lush, and the overall yield has been significantly improved.

[0019] (2) The components of this composition can cooperate with each other to jointly regulate the growth balance of crops. The extract of Psoralea corylifolia seeds has the ability to avoid the damage that excessive use of gibberellic acid may cause to plants. At the same time, it can also promote the healthy growth of crops, thereby increasing the yield and improving the quality. This extract plays a crucial role in the field of plant growth regulators. It can not only balance the hormone levels in plants, prevent growth imbalance caused by improper use of gibberellic acid, but also stimulate the inherent growth potential of plants and enhance their resistance to environmental stress. Through this synergistic effect, crops can grow more vigorously, and ultimately achieve the dual goals of increasing yield and improving fruit quality. This comprehensive regulation mechanism provides new ideas for modern agriculture, making crop management more scientific and efficient. Description of the drawings

[0020] Figure 1 It is the 1H NMR spectrum of 4-(2-(methyl-2-(4-methylpent-3-en-1-yl)cyclopent-3-en-1-yl)phenol provided by the embodiment of the present invention.

[0021] Figure 2 It is the mass spectrum of 4-(2-(methyl-2-(4-methylpent-3-en-1-yl)cyclopent-3-en-1-yl)phenol provided by the embodiment of the present invention.

[0022] Figure 3 It is the liquid chromatogram of 4-(2-(methyl-2-(4-methylpent-3-en-1-yl)cyclopent-3-en-1-yl)phenol provided by the embodiment of the present invention. Detailed implementation manners

[0023] The following further illustrates the specific implementation manners of the present invention in conjunction with embodiments. It should be noted that the specific implementation manners described here are only for explaining and interpreting the present invention, and are not limited to the present invention.

[0024] Example 1 Preparation of 4-(2-(methyl-2-(4-methylpent-3-en-1-yl)cyclopent-3-en-1-yl)phenol

[0025] Weigh 100 g of Psoralea corylifolia seeds, add 1000 mL of 60% ethanol, and extract at 100 °C for 4 hours. Pour out the extract, repeat the extraction 3 times, combine the extracts, and concentrate the extract under reduced pressure to a crude extract with a density of 1.0 g / cm3. Mix the crude extract and distilled water in a volume ratio of 1:1 to form a suspension, then add an equal volume of ethyl acetate to the suspension and mix well. Wait for the mixture to stand and separate into two layers. Take the ethyl acetate extraction phase, repeat the operation 5 times, combine the ethyl acetate extraction phases, and concentrate under vacuum at 45 °C to an extract paste to obtain the purified Psoralea corylifolia seed extract.

[0026] Analyze by analytical high performance liquid chromatography. The chromatographic column is a Hypersil ODS column (250 mm × 4.6 mm, 5 μm), the mobile phase is methanol and 0.1% acetic acid aqueous solution in a volume ratio of 30:70, the flow rate is 1 mL / min, the column temperature is 28 °C, the injection volume is 10 μL, and perform a full scan of the analytical liquid chromatography on the substance in Example 1 to determine that the maximum absorption wavelength of the substance is 262 nm. Dissolve the above obtained extract in methanol at a ratio of 1:10 (g / ml), and continue to separate and purify by preparative liquid chromatography. The preparation conditions are: chromatographic column (C18-8), mobile phase is methanol-water (30:70), injection volume 10 mL, flow rate 20 mL / min, detection wavelength 262 nm, and retention time is 12.422 min. Obtain the pure product of 4-(2-(methyl-2-(4-methylpent-3-en-1-yl)cyclopent-3-en-1-yl)phenol with a content of 97.51%. Appearance: light yellow viscous liquid, molecular formula: C18H24O, relative molecular mass: 256.4, structural formula:

[0027]

[0028] This substance is qualitatively analyzed by nuclear magnetic resonance spectroscopy and mass spectrometry. The spectra are shown in Figure 1 and Figure 2 . The liquid chromatogram for content determination is shown in Figure 3 .

[0029] Example 2 Preparation of 4-(2-(methyl-2-(4-methylpent-3-en-1-yl)cyclopent-3-en-1-yl)phenol. Gibberellic acid soluble concentrate formulation

[0030] Weigh 1.0 g of the phenol substance obtained in Example 1, add 2 g of gibberellic acid, 2 g of ethanol, and 2 g of dimethyl sulfoxide. Stir until completely dissolved, then add 3 g of T-80, 0.5 g of agricultural emulsifier 1600, and 12 g of EL-40. Continue to stir until completely mixed. Finally, add water to make up to 100 g and stir evenly to obtain the soluble concentrate formulation of 4-(2-(methyl-2-(4-methylpent-3-en-1-yl)cyclopent-3-en-1-yl)phenol).

[0031] Example 3 Preparation of Soluble Concentrate of 4-(2-(methyl-2-(4-methylpent-3-en-1-yl)cyclopent-3-en-1-yl)phenol)

[0032] Weigh 1 g of the phenol substance obtained in Example 1, add 2 g of ethanol, and stir until completely dissolved. Then add 3 g of T-20 and 12 g of ZSL-6140. Continue to stir until completely mixed. Finally, add water to make up to 100 g and stir evenly to obtain the soluble concentrate of 4-(2-(methyl-2-(4-methylpent-3-en-1-yl)cyclopent-3-en-1-yl)phenol).

[0033] Application Example 1 Experiment on the Effect of 4-(2-(methyl-2-(4-methylpent-3-en-1-yl)cyclopent-3-en-1-yl)phenol on the Growth and Yield of Chili

[0034] 1. Test Site

[0035] The test was conducted in Liangjiazhuang, Zhuyang Town, Sanmenxia City, Henan Province. The soil is loose and fertile, with a pH value of 6.8 and medium soil fertility.

[0036] 2. Test Materials

[0037] The tested crop is chili, variety: yellow-skinned chili "Xin Jinfu 808". The tested agents are the substances of Example 2 and Example 3.

[0038] 3. Test Design

[0039] After the chili seedlings were transplanted, they were allowed to recover for two weeks, and then the agent spraying treatment was started. The test had 5 treatments. Treatment 1: The formulation of Example 2, with a concentration of 300 mg / L; Treatment 2: The formulation of Example 3, with a concentration of 500 mg / L; Treatment 3: Spraying gibberellic acid powder (purchased from the market), with a concentration of 1000 mg / L; Treatment 4: The psoralen plant nutrient solution obtained by diluting the psoralen seed extract obtained in Example 1 by 3000 times with water; Treatment 5 (CK): Spraying clear water. Each treatment was carried out once every 10 days, for a total of 3 times. When spraying, use a small sprayer to spray in a mist on the front and back of the chili leaves until just a liquid drop drips down.

[0040] 4. Investigation Items and Methods

[0041] The relative chlorophyll content (SPAD value), plant height, and stem diameter of peppers were measured 7 days after the last spraying. The complete roots were taken to measure the root indexes. The mature fruits of each treatment were picked to measure the fruit length, single fruit weight, and yield of mature pepper fruits. The mature pepper fruits were taken to measure the nitrate and soluble sugar contents.

[0042] The plant height was measured with a tape measure, the stem diameter was measured with a vernier caliper, and the chlorophyll content (SPAD) was measured with a chlorophyll meter (SPAD-502). The root indexes were scanned using a MICROTEK ScanMaker i800plus, and the root volume and root surface area were measured by RhizoPheno analysis. Fruit length: The length of the pepper was measured with a tape measure. Yield and single fruit weight: The single fruit weight was weighed after each picking, and the weight of the fruits of each single plant picked each time was weighed, and the yield of each single plant was calculated cumulatively. Fresh weight index: The above-ground fresh weight and underground fresh weight were weighed separately by cutting the crop at the base with scissors. Quality index: The nitrate content was measured by ultraviolet spectrophotometry, and the soluble sugar content was measured by anthrone-sulfuric acid colorimetry.

[0043] 5. Results and Analysis

[0044] Table 1 Effects of Different Treatments on Pepper Growth Indexes

[0045]

[0046] As can be seen from the above table, the plant height, stem diameter, and SPAD value of each treatment increased compared with CK, indicating that the agents of each treatment had a certain promoting effect on the growth indexes of pepper plant height, stem diameter, and SPAD value, and the promoting effect of Treatment 1 was the best.

[0047] Table 2 Effects of Different Treatments on Pepper Root-related Indexes

[0048]

[0049] As can be seen from the above table, except for Treatment 3, other treatments had a certain promoting effect on the root development of peppers.

[0050] Table 3 Effects of Different Treatments on Pepper Yield-related Indexes

[0051]

[0052] As can be seen from the above table, each treatment had a certain promoting effect on the pepper yield.

[0053] Table 4 Effects of Different Treatments on Pepper Quality

[0054]

[0055] As can be seen from the above table, except for treatment 3, other treatments have a significant effect on reducing the nitrate content and increasing the soluble sugar content of chili peppers, especially treatment 1.

Claims

1. A gibberellic acid-containing composition, characterized in that: The composition comprises a phenolic compound and gibberellic acid, wherein the mass ratio of the phenolic compound to the gibberellic acid is 1:30-30:1; wherein the phenolic compound is 4-(2-(methyl-2-(4-methylpent-3-en-1-yl)cyclopent-3-en-1-yl)phenol, and the molecular formula is C 18 H 24 O, relative molecular mass: 256.4, structural formula is as follows, 。 2. An application of the gibberellic acid-containing composition according to claim 1, characterized in that: The invention relates to an application of the composition in preparing a plant growth regulator.

3. A plant growth regulator, characterized in that: The regulator comprises the composition according to claim 1 as an active ingredient; wherein the active ingredient accounts for 2%-30% of the mass of the regulator.

4. The plant growth regulator according to claim 3, characterized in that: The plant growth regulator is a soluble agent, a wettable powder, a suspending agent, a soluble powder, a water-dispersible granule, an emulsifiable concentrate, a microcapsule suspension or a microemulsion.

5. Use of the plant growth regulator according to claim 3, characterized in that: The plant growth regulator is used to increase crop growth, yield, income, and fruit quality.

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