Hydrogel containing triazole cyclic stilbene compound and application thereof

Abstract

The invention discloses hydrogel containing a triazole cyclostilbene compound and application of the hydrogel, and belongs to the field of chemical synthesis and agricultural disease control. A carboxymethyl chitosan aqueous solution is added into an oxidized sodium alginate aqueous solution, mixing and stirring are conducted, meanwhile, a triazole cyclostilbene compound solution is added, and after sufficient and uniform stirring is conducted, the hydrogel containing the triazole cyclostilbene compound is obtained; and standing until the gel is formed, so as to prepare the hydrogel containing triazole cyclic stilbene. The triazolecyclostilbene compound is environment-friendly, can be quickly degraded, is simple in preparation method, can be used for agricultural antibiosis, has good inhibitory activity on bacterial angular leaf spot bacteria, and overcomes the problem of poor pesticide effect caused by extremely low solubility of triazolecyclostilbene in a solvent.

Description

Technical Field

[0001] The invention belongs to the field of chemical synthesis and agricultural disease prevention and control, and specifically relates to a preparation method of a hydrogel containing triazole ring stilbene and application thereof. Background Art

[0002] Hydrogels are composed of a unique three-dimensional hydrophilic polymer network that can absorb large amounts of water and biological fluids without any dissolution. Because they have good biocompatibility, biodegradability and biosorption. In agriculture, hydrogels can improve soil water retention, reduce irrigation frequency, and prevent soil nutrient loss due to their excellent water absorption and moisture retention capabilities. The slow-release properties of hydrogels can also reduce the number of fertilizations in agricultural production and promote plant growth, which has great potential in ecological protection.

[0003] Stilbene derivatives, also known as stilbene compounds, have various effects. They not only have the traditional antibacterial properties, but also show more biological functions in recent studies, such as hypolipidemic, anti-tumor, anti-thrombotic and antioxidant pharmacological activities. These properties make it a research hotspot in the fields of medicinal chemistry, medicine and agronomy. However, since stilbene derivatives generally have extremely low solubility in solvents, their efficacy is limited, which limits the application of this compound in medical and agricultural production.

[0004] Mango angular leaf spot disease is widespread around the world. When the pathogen infects branches and trunks, the green branches and trunks will first show tissue discoloration, then form black spots, burst longitudinally and ooze out colloid. As the infection continues, the spots will merge with each other, causing large areas of leaves to be damaged. In addition, the pathogen will infect mango fruits, causing black oval greasy spots to appear, seriously affecting the quality and yield of mangoes. In the compass of various crop prevention and control, the main method of preventing and controlling the pathogen is to regularly spray copper ion fungicides. Although copper ion fungicides are effective in the short-term prevention and control of various diseases, their long-term use will bring various environmental and ecological hazards, such as accumulating a large amount of copper content in the soil; endangering the normal life of wild animals and thus destroying the ecological balance; affecting the water quality of nearby lakes and rivers. Summary of the invention

[0005] The purpose of the present invention is to address the above-mentioned problems and disclose a hydrogel containing a triazole ring diphenylethylene compound, which has a significant antibacterial effect on bacterial angular spot bacteria, is environmentally friendly, can be rapidly degraded, and has a simple preparation method, thereby overcoming the problem of poor efficacy caused by the extremely low solubility of triazole ring diphenylethylene in existing solvents.

[0006] Another object of the present invention is to provide a method for preparing the hydrogel.

[0007] Another object of the present invention is to provide the use of the hydrogel in inhibiting bacterial keratosis pilaris.

[0008] The present invention is achieved through the following technical solutions:

[0009] A hydrogel containing a triazole cyclostilbene compound is prepared by adding a carboxymethyl chitosan aqueous solution to an oxidized sodium alginate aqueous solution, mixing and stirring, and adding a triazole cyclostilbene compound solution at the same time. After fully stirring, the solution is allowed to stand until a gel is formed, thereby obtaining a hydrogel containing a triazole cyclostilbene.

[0010] The triazole cyclostilbene compound is one or more of a compound having the following structure and its derivatives:

[0011]

[0012]

[0013] Preferably, the mass ratio of the triazole cyclostilbene compound, sodium alginate oxide and carboxymethyl chitosan is 1:(5-20):(40-80).

[0014] Preferably, the mass ratio of the triazole cyclostilbene compound, sodium alginate oxide and carboxymethyl chitosan is 1:(10-15):(50-70).

[0015] Preferably, the concentration of the oxidized sodium alginate aqueous solution is 5-20%; the concentration of the carboxymethyl chitosan aqueous solution is 20-40%; and the concentration of the triazole cyclostilbene compound solution is 20-60 mg / ml.

[0016] Preferably, the solvent of the triazole cyclostilbene compound solution is dimethyl sulfoxide and ethanol.

[0017] Preferably, the volume ratio of dimethyl sulfoxide to ethanol is 2±1:1.

[0018] Preferably, the concentration of the oxidized sodium alginate aqueous solution is 12±3%; the concentration of the carboxymethyl chitosan aqueous solution is 30±5%; and the concentration of the triazole cyclostilbene compound solution is 40±10 mg / ml.

[0019] Preferably, the time for standing still after fully stirring is 3 to 7 days.

[0020] Application of the hydrogel containing triazole cyclostilbene compounds in inhibiting and / or killing bacterial angular spot disease.

[0021] The preparation steps of the hydrogel containing triazole cyclostilbene compound are as follows:

[0022] 1. Preparation of Oxidized Sodium Alginate Solution

[0023] Take a certain amount of oxidized sodium alginate and add a certain amount of pure water so that the mass of oxidized sodium alginate is 12% of the pure water. Use a glass rod to stir until the solid disappears and the whole is evenly dispersed.

[0024] 2. Preparation of Carboxymethyl Chitosan Solution

[0025] Take a certain amount of carboxymethyl chitosan, add a certain amount of pure water, so that the mass of carboxymethyl chitosan is 12% of the pure water, and stir with a glass rod until the whole is uniform.

[0026] 3. Preparation of Drug-containing Solution

[0027] Weigh a certain amount of triazole-ring-containing stilbene and add it to a centrifuge tube. Add dimethyl sulfoxide and ethanol to the centrifuge tube in a ratio of 2:1 to prepare a solution with a drug concentration of 40 mg / ml. Place the centrifuge tube in a beaker, heat it in a 50°C water bath, and shake it to evenly disperse the solute.

[0028] 4. Preparation of triazole-containing stilbene hydrogels

[0029] Add the carboxymethyl chitosan solution prepared in step 2 to the oxidized sodium alginate solution prepared in step 1, and mix and stir. Slowly drop the previously prepared drug-containing solution during the stirring process to prevent uneven mixing of the compounds. The mass ratio of oxidized sodium alginate solution, carboxymethyl chitosan solution and drug-containing solution is 28:65:6.5. After fully stirring, let it stand in a clean environment for one week, and the triazole ring diphenylethylene hydrogel can be formed.

[0030] Compared with the prior art, the present invention has the following beneficial effects:

[0031] (1) The hydrogel containing triazole cyclopentadiene compounds can accurately deliver drugs to the diseased site or susceptible location, effectively avoiding the waste of pesticides and environmental pollution. At the same time, the hydrogel dosage form has the ability to slowly release drugs, which can enable the drugs to act on the diseased site for a long time, making the drug act on the plant longer and with less toxic side effects; the hydrogel has good biocompatibility and biodegradability, solving the environmental pollution problem caused by traditional pesticides.

[0032] (2) The present invention uses a hydrogel formulation instead of a common solvent formulation, which not only overcomes the problem of poor efficacy of triazole-ring diphenylethylene due to its extremely low solubility in existing solvents, but also can stimulate its activity and significantly enhance its antibacterial effect.

[0033] (3) The hydrogel containing triazole cyclostilbene compounds provided by the present invention will be completely degraded one week after drug release, and there is no need for subsequent treatment problems.

[0034] (4) The hydrogel containing triazole ring stilbene compounds provided by the present invention has easy-to-obtain raw materials and a simple preparation method, has obvious anti-bacterial angular spot fungus activity, and can be used as a highly effective fungicide for angular spot disease. BRIEF DESCRIPTION OF THE DRAWINGS

[0035] Figure 1 The morphological diagrams of hydrogel formation are as follows: (a) hydrogel containing (E)-1-(4-(2,4-difluorophenylvinyl)phenyl)-4-phenyl-1H-1,2,3-triazole; (b) hydrogel containing (E)-4-(4-fluorophenyl)-1-(4-(4-methoxyphenylvinyl)phenyl)-1H-1,2,3-triazole; and (c) hydrogel without drug.

[0036] Figure 2 The figures show the actual results of the in vitro antibacterial activity test of hydrogels against bacterial angular plaques, including (a) a hydrogel containing (E)-1-(4-(2,4-difluorophenylvinyl)phenyl)-4-phenyl-1H-1,2,3-triazole; (b) a hydrogel containing (E)-4-(4-fluorophenyl)-1-(4-(4-methoxyphenylvinyl)phenyl)-1H-1,2,3-triazole; and (c) a hydrogel without drug.

[0037] Figure 3 is the hydrogen NMR spectra of the corresponding products in Example 1, Example 2, and Example 3, including (a) the hydrogen NMR spectrum of diethyl (4-(4-phenyl-1H-1,2,3-triazol-1-yl)benzyl)phosphonate; (b) the hydrogen NMR spectrum of (E)-1-(4-(2,4-difluorophenylvinyl)phenyl)-4-phenyl-1H-1,2,3-triazole; (c) the hydrogen NMR spectrum of (E)-4-(4-fluorophenyl)-1-(4-(4-methoxyphenylvinyl)phenyl)-1H-1,2,3-triazole. DETAILED DESCRIPTION

[0038] The present invention is further described in detail below in conjunction with specific examples. It should be noted that the examples described below are only part of the embodiments of the present invention, not all of them. The test reagents used in the following examples, unless otherwise specified, are all conventional biochemical reagents; the experimental methods, unless otherwise specified, are all conventional methods.

[0039] Example 1

[0040] Preparation of diethyl (4-(4-phenyl-1H-1,2,3-triazol-1-yl)benzyl)phosphonate

[0041] Step 1: Take 1g (9.33mmol) of p-toluidine and add it to a 50mL round-bottom flask, add 7mL of anhydrous acetonitrile, cool to zero degrees, and stir continuously. Add 1.44g (14mmol, 95%) of tert-butyl nitrite at 0°C, and then add 1.3g (10.7mmol, 95%) of trimethylsilyl azide dropwise. After the addition is completed, the reaction system is slowly warmed to room temperature and reacted at room temperature for 3h. When TLC detects that the raw material disappears, the reaction is complete and the product is obtained. The reaction product does not need to be separated and can be directly carried out to the next step;

[0042] Step 2: Add 0.99g (9.33mmol, 95%) of phenylacetylene, 0.233g (0.933mmol) of copper sulfate pentahydrate, 0.93g (4.67mmol) of sodium L-ascorbate to the above system, add 7mL of deionized water, stir and react at room temperature. A large amount of precipitate is produced during the reaction. TLC detection is performed until the raw material disappears and the reaction is completed. Add 10mL of water to dilute, and filter with a Buchner funnel to obtain a yellow precipitate. The obtained yellow precipitate is washed with water, ammonia water, and anhydrous ethanol. The obtained yellow solid is 4-phenyl-1-(p-tolyl)-1H-1,2,3-triazole, with a mass of 1.93g and a yield of 88.2%;

[0043] Step 3: Take 1.93g of 4-phenyl-1-(p-tolyl)-1H-1,2,3-triazole prepared in step 2 and add it to a 100mL round-bottom flask, add 45mL of carbon tetrachloride, add 0.1g of initiator benzoyl peroxide (BPO) when the temperature rises to 60°C, add 1.75g ​​(9.84mmol) of N-bromosuccinimide three times at 85°C until the raw material almost disappears by TLC detection, and cool to room temperature. Filter to obtain an off-white solid, wash with water, sodium bicarbonate, and anhydrous ethanol in turn, and dry in air to obtain a white solid. Use tetrahydrofuran for recrystallization to obtain a white needle-shaped solid, which is 1-(4-(bromomethyl)phenyl)-4-phenyl-1H-1,2,3-triazole, with a mass of 1.92g and a yield of 74.5%.

[0044] Step 4: Take 1.02 g of 1-(4-(bromomethyl)phenyl)-4-phenyl-1H-1,2,3-triazole (3) and add it to a 50 mL round-bottom flask, and add 5 mL of triethyl phosphite. Heat the reaction system to 130°C and react for 6 hours. When the TLC spot plate detects that the raw material disappears, the reaction is over. Stop heating, wait for the temperature to drop to about 80°C, distill under reduced pressure, slowly raise the temperature to 130°C, and remove the excess triethyl phosphite. Cool again to 65°C, add an appropriate amount of n-hexane to precipitate a white solid, cool to room temperature, and filter to obtain 1.1 g of solid. Recrystallize to obtain white crystals, namely (4-(4-phenyl-1H-1,2,3-triazol-1-yl)benzyl)phosphonic acid diethyl ester, with a mass of 0.779 g and a yield of 64.5%.1 HNMR (500MHz, CDCl 3 )δ8.18(s,1H,trizazole-H),7.91(d,J=8.5Hz,2H,C 6 H 5 2,6-H),7.75(d,J=8.6Hz,2H,C 6 H 4 3,5-H),7.50-7.45(m,4H,C 6 H 5 2,6-H,C 6 H 4 2,6-H),7.39-7.36(t,1H,C 6 H 5 4-H), 4.10-4.03 (m, 4H, CH 2 ),3.23(d,J=20Hz,CH 2 ),1.30-1.27(m,6H,CH 3 ).

[0045] Example 2

[0046] Preparation of (E)-1-(4-(2,4-difluorophenylvinyl)phenyl)-4-phenyl-1H-1,2,3-triazole

[0047]

[0048] Take 0.2g (0.54mmol) of diethyl (4-(4-phenyl-1H-1,2,3-triazol-1-yl) benzyl) phosphonate and add it to a 50mL round-bottom flask, add 0.11g (0.77mmol) of 2,4-difluorobenzaldehyde, then add 7mL of tetrahydrofuran, and stir to mix the system evenly. Add potassium tert-butoxide (0.091g) in tetrahydrofuran dropwise, stir at room temperature for 8 hours, stop the reaction when the raw material disappears by TLC spot plate detection, add about 10mL of anhydrous ethanol to precipitate, filter, wash the obtained solid with anhydrous ethanol and deionized water, and dry in an infrared drying oven to obtain 0.159g of white solid, with a yield of 82.1%. 1 HNMR (500 MHz, DMSO-d 6 )δ9.35(s,1H),8.02-7.92(m,4H,C 6 H 5 2,6-H,C 6 H 4 3,5-H),7.92-7.85(m,3H,C 6 H 4 2,6-H,C6 H 3 6-H),7.55-7.48(m,2H,C 6 H 5 3,5-H),7.43-7.35(m,3H,C 6 H 5 4-H, CH=CH), 7.34-7.28 (m, 1H, C 6 H 3 5-H),7.20-7.14(m,1H,C 6 H 3 3-H).

[0049] Example 3

[0050] Preparation of (E)-4-(4-fluorophenyl)-1-(4-(4-methoxyphenylvinyl)phenyl)-1H-1,2,3-triazole

[0051]

[0052] Take 0.2g (0.51mmol) of diethyl (4-(4-(4-fluorophenyl)-1H-1,2,3-triazol-1-yl)benzyl)phosphonate and add it to a 50mL round-bottom flask, add 0.11g (0.82mmol) of p-methoxybenzaldehyde, then add 7mL of tetrahydrofuran, and stir to mix the system evenly. Add potassium tert-butoxide (0.091g) in tetrahydrofuran dropwise, stir at room temperature for 8 hours, stop the reaction when the raw material disappears by TLC spot plate detection, add about 10mL of anhydrous ethanol to precipitate, filter, wash the obtained solid with anhydrous ethanol and deionized water, and dry in an infrared drying oven to obtain 0.13g of white solid, with a yield of 68.3%. 1 HNMR (500MHz, CDCl 3 )δ8.20(s,1H,trizazole-H),7.92(d,J=7.5Hz,2H,C 6 H 5 2,6-H),7.79(d,J=8.6Hz,2H,C 6 H 4 3,5-H),7.67(d,J=8.0Hz,2H,C 6 H 5 2,6-H),7.49-7.45(t,2H,C 6 H 5 ,3,5-H),7.39-7.36(t,1H,C 6 H 5 ,5-H),7.32-7.29(t,1H,C 6 H4 3-H),7.18-7.15(d,J=16.4Hz,1H,CH=CH),7.15-7.11(m,2H,CH=CH,C 6 H 4 6-H),7.08(s,1H,C 6 H 4 ,2-H),3.87(s,3H,OCH 3 ).

[0053] Example 4

[0054] Preparation of solutions containing triazole stilbene and test of their in vitro antibacterial activity

[0055] Step 1: Weigh 16 mg of the compound, use a pipette to add 0.02 ml of dimethyl sulfoxide to a 10 ml centrifuge tube, and then use Tween water containing 0.1% Tween-80 to make the volume to 4 ml, so that the volume fraction of DMSO in the solvent is 0.5%. Finally, a solution of (E)-1-(4-(2,4-difluorophenylvinyl)phenyl)-4-phenyl-1H-1,2,3-triazole, (E)-4-(4-fluorophenyl)-1-(4-(4-methoxyphenylvinyl)phenyl)-1H-1,2,3-triazole, and safflower·quinoline copper containing a drug concentration of 4.0 mg / ml was obtained;

[0056] Step 2: In the clean bench, add 50μl of activated bacterial solution to the nutrient agar culture dish, and use a spreader to evenly spread the added bacterial solution. After waiting for the inoculated surface to dry, place six circular drug-sensitive paper pieces with a diameter of 6mm and a thickness of 1mm in the middle of the six areas pre-divided in the culture dish. According to the water absorption capacity of the filter paper of this specification, use a pipette to add 28μl of the drug-containing solution in step 1 to each drug-sensitive paper piece. After the drug solution is added, seal the culture dish with a sealing film and culture it at a constant temperature of 28°C for 1 to 2 days until the colonies grow significantly;

[0057] Step 3: For the formed inhibition zone, use the cross method to measure the diameter of the inhibition zone and evaluate the antibacterial effect.

[0058] Table 1

[0059]

[0060] As shown in Table 1, the antibacterial effect of the solution containing triazole cyclopentadienyl compounds is very limited, and the diameter of the inhibition zone is significantly smaller than that of the spring thunder·quinoline copper used on the market, and the inhibition zone can only cover the edge of the drug-sensitive paper.

[0061] Example 5

[0062] Preparation of hydrogel containing (E)-1-(4-(2,4-difluorophenylvinyl)phenyl)-4-phenyl-1H-1,2,3-triazole

[0063]

[0064] Step 1: Measure 3 g of pure water and about 0.36 g of oxidized sodium alginate so that the mass fraction of oxidized sodium alginate is 12% of pure water, and stir with a glass rod until the white solid disappears and the whole is evenly dispersed;

[0065] Step 2: Weigh 6 g of pure water and 1.8 g of carboxymethyl chitosan so that the mass fraction of carboxymethyl chitosan is 30% of the pure water, and stir with a glass rod until the whole is uniform;

[0066] Step 3: Weigh 30 mg of (E)-1-(4-(2,4-difluorophenylvinyl)phenyl)-4-phenyl-1H-1,2,3-triazole and add it to a 2 ml centrifuge tube. Add 0.5 ml of dimethyl sulfoxide and 0.25 ml of ethanol to the centrifuge tube in sequence. Place the centrifuge tube in a beaker, heat it in a 50°C water bath, and shake it to evenly disperse the solute;

[0067] Step 4: Add all the carboxymethyl chitosan solution prepared in step 2 to the oxidized sodium alginate solution prepared in step 1, and mix and stir. Slowly drop the drug-containing solution prepared in step 3 during the stirring process to prevent uneven mixing of the compounds. After fully stirring, let it stand in a clean environment for one week, and the (E)-1-(4-(2,4-difluorophenylvinyl)phenyl)-4-phenyl-1H-1,2,3-triazole hydrogel can be formed.

[0068] Example 6

[0069] Preparation of hydrogel containing (E)-4-(4-fluorophenyl)-1-(4-(4-methoxyphenylvinyl)phenyl)-1H-1,2,3-triazole

[0070]

[0071] Step 1: Measure 3 g of pure water and about 0.36 g of oxidized sodium alginate so that the mass fraction of oxidized sodium alginate is 12% of pure water, and stir with a glass rod until the white solid disappears and the whole is evenly dispersed;

[0072] Step 2: Weigh 6 g of pure water and 1.8 g of carboxymethyl chitosan so that the mass fraction of carboxymethyl chitosan is 30% of the pure water, and stir with a glass rod until the whole is uniform;

[0073] Step 3: Weigh 30 mg of (E)-4-(4-fluorophenyl)-1-(4-(4-methoxyphenylvinyl)phenyl)-1H-1,2,3-triazole and add it to a 2 ml centrifuge tube. Add 0.5 ml of dimethyl sulfoxide and 0.25 ml of ethanol to the centrifuge tube in sequence. Place the centrifuge tube in a beaker, heat it in a 50°C water bath, and shake it to evenly disperse the solute;

[0074] Step 4: Add all the carboxymethyl chitosan solution prepared in step 2 to the oxidized sodium alginate solution prepared in step 1, and mix and stir. Slowly drop the drug-containing solution prepared in step 3 during the stirring process to prevent uneven mixing of the compounds. After fully stirring, let it stand in a clean environment for one week, and the (E)-4-(4-fluorophenyl)-1-(4-(4-methoxyphenylvinyl)phenyl)-1H-1,2,3-triazole hydrogel can be formed.

[0075] Comparative Example 1

[0076] Preparation of drug-free hydrogels

[0077] Step 1: Measure 3 g of pure water and about 0.36 g of oxidized sodium alginate so that the mass fraction of oxidized sodium alginate is 12% of pure water, and stir with a glass rod until the white solid disappears and the whole is evenly dispersed;

[0078] Step 2: Weigh 6 g of pure water and 1.8 g of carboxymethyl chitosan so that the mass fraction of carboxymethyl chitosan is 30% of the pure water, and stir with a glass rod until the whole is uniform;

[0079] Step 3: Add 0.5 ml of dimethyl sulfoxide and 0.25 ml of ethanol to a 2 ml centrifuge tube. Place the centrifuge tube in a beaker, heat it in a 50°C water bath, and shake it to evenly disperse the solute.

[0080] Step 4: Add all the carboxymethyl chitosan solution prepared in step 2 to the oxidized sodium alginate solution prepared in step 1, and mix and stir. Slowly drop the solvent prepared in step 3 during the stirring process and let it stand in a clean environment for one week, and the drug-free hydrogel can be formed.

[0081] Example 7

[0082] In vitro antibacterial activity test of hydrogel containing triazole stilbene

[0083] In this experimental example, the disc diffusion method was used to measure the in vitro antibacterial properties of the hydrogels prepared in Examples 5 and 6 and Comparative Example 1.

[0084] The test strain used in this example is bacterial angular leaf spot bacteria.

[0085] Step 1: Sterilize the nutrient agar medium (NA) and various experimental equipment required by high temperature and high pressure steam. Pour the NA medium into the culture dish in the clean bench and wait for it to cool. After cooling, inoculate 50μl of the activated bacterial angular leaf spot bacteria solution into the culture dish and use an applicator to evenly spread the inoculated bacteria solution.

[0086] Step 2: Pipette an appropriate amount of each formed hydrogel into a watch glass in advance and sterilize it with a UV lamp in a clean bench for at least 20 minutes. Then stick a circular hydrogel with a diameter of 6 mm in the middle of the solid culture medium inoculated with bacteria, with only one hydrogel sample on each solid culture medium. Seal the solid culture medium with sealing film and place it in a sealed bag to prevent debris from entering. Culture at a constant temperature of 28°C for one day.

[0087] Step 3: Use the cross method to measure the diameter of the inhibition zone formed in the solid culture medium.

[0088] Table 2

[0089]

[0090] From the data in Table 2, it can be seen that the hydrogel containing triazole cyclopentylene compounds has an antibacterial zone diameter greater than 1.3 cm, has a significant antibacterial effect, and its antibacterial effect is significantly better than the solution containing triazole cyclopentylene compounds (Table 1), while the hydrogel without drugs has no antibacterial effect. It can be seen that the present invention can stimulate the activity of triazole cyclopentylene compounds by making them into hydrogels, and can significantly enhance their antibacterial effect compared with solvent dosage forms.

[0091] The above description is only a specific implementation mode of the present invention, but the protection scope of the present invention is not limited thereto. Any modifications, equivalent substitutions and improvements made within the spirit and principles of the present invention should be covered within the protection scope of the present invention.

Claims

1. A hydrogel containing a triazole cyclostilbene compound, characterized in that: The carboxymethyl chitosan aqueous solution is added to the oxidized sodium alginate aqueous solution, the mixture is stirred, and the triazole cyclostilbene compound solution is added at the same time, the mixture is stirred thoroughly and evenly, and the mixture is allowed to stand until a gel is formed, thereby obtaining a hydrogel containing triazole cyclostilbene; The triazole cyclostilbene compound is one or more of a compound having the following structure and its derivatives:

2. The hydrogel according to claim 1, characterized in that The mass ratio of the triazole cyclostilbene compound, oxidized sodium alginate and carboxymethyl chitosan is 1:(5-20):(40-80).

3. The hydrogel according to claim 2, characterized in that The mass ratio of the triazole cyclostilbene compound, oxidized sodium alginate and carboxymethyl chitosan is 1:(10-15):(50-70).

4. The hydrogel according to claim 1, 2 or 3, characterized in that: The concentration of the oxidized sodium alginate aqueous solution is 5-20%; the concentration of the carboxymethyl chitosan aqueous solution is 20-40%; and the concentration of the triazole cyclostilbene compound solution is 20-60 mg / ml.

5. The hydrogel according to claim 4, characterized in that The solvents of the triazole cyclostilbene compound solution are dimethyl sulfoxide and ethanol.

6. The hydrogel according to claim 5, characterized in that The volume ratio of dimethyl sulfoxide to ethanol is 2±1:

1.

7. The hydrogel according to claim 4, characterized in that The concentration of the oxidized sodium alginate aqueous solution is 12±3%; the concentration of the carboxymethyl chitosan aqueous solution is 30±5%; and the concentration of the triazole cyclostilbene compound solution is 40±10 mg / ml.

8. The hydrogel according to claim 1, 2 or 3, characterized in that: The time for standing still after fully stirring is 3 to 7 days.

9. Use of the hydrogel containing the triazole ring stilbene compound according to any one of claims 1 to 8 in inhibiting and / or killing bacterial angular spot.

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