Isoindolinone group-containing antibacterial component as well as preparation and application thereof
By using antibacterial components of isoindolinone quinazolinyl carboxylate derivatives in daily chemicals, the problem of poor effectiveness of daily chemicals in the prior art in inhibiting skin pathogens has been solved, and significant anti-dandruff, antibacterial and anti-infection effects have been achieved.
Patent Information
- Application Number
- CN202510194682.2
- Authority / Receiving Office
- CN · China
- Patent Type
- Applications(China)
- Current Assignee / Owner
- Filing Date
- 2025-02-21
- Publication Date
- 2025-05-09
AI Technical Summary
The prior art has not yet fully utilized the innovative application of isoindolinone-based antibacterial components in daily chemicals, resulting in poor effectiveness in reducing dandruff, skin cysts and reducing skin infections.
Develop daily chemicals containing isoindolinone quinazolinyl carboxylate derivatives, and enhance their antidandruff, antibacterial and anti-infective properties by adding this antibacterial component to hair care products, skin care products and anti-infective gels.
Significantly inhibit the growth of Malassezia furfur, Bacillus aureus, reduce the appearance of dandruff and skin cysts, reduce the risk of skin infection, and provide healthier and more effective care solutions.
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Figure CN119950335A_ABST
Abstract
Description
Technical Field
[0001] The invention relates to the technical field of application of daily chemicals, in particular to the application of a class of isoindolinone-containing components in daily chemicals. Background Art
[0002] Malassezia furfur usually parasitizes in parts of the human body rich in sebaceous glands, such as the scalp, face and chest, and can cause skin lesions such as seborrheic dermatitis, tinea versicolor and Malassezia folliculitis (Guillot et al. Front Cell Infect Microbiol 2020, 10: 79). Overgrowth of Malassezia furfur can lead to increased dandruff, accelerate the maturation and replacement of scalp epidermal cells, and cause scalp itching (Borda et al. J Clin Investig Dermatol 2015, 3 (2): 10). Propionibacterium acnes usually parasitizes in the hair follicles and sebaceous glands of the skin. When the pores are blocked, they will multiply in large numbers and decompose sebum to produce an inflammatory response, leading to the formation of acne (Boyanova et al. Future Microbiol 2023, 18: 235-244). Acne can affect patients' self-image and self-confidence, and affect normal interpersonal communication; in severe cases, it may cause local infection, leave permanent scars, and affect the appearance of the skin (Platsidaki et al. F1000 Res 2018, 7: F1000). Therefore, it is of great significance to give skin care products and hair care products antibacterial and anti-dandruff functions.
[0003] Isoindolinone-based antibacterial components are fused heterocyclic compounds that have attracted much attention due to their ultra-efficient antibacterial activity and superior biocompatibility. Especially in the field of anti-infection, this type of component, isoindolinone-based quinazoline and its quinazoline derivatives, have shown great therapeutic potential and are considered to be potential new antibacterial drugs. For infections caused by common pathogens that harm human health in daily life, such as Staphylococcus aureus, the research on this type of component is particularly in-depth and rich (Malasala et al. Eur J Med Chem 2021, 212: 112996; Mendogralo et al. Molecules 2023, 28 (14): 5348). We have conducted a lot of research in the early stage, and the results show that this type of antibacterial component also has different degrees of antibacterial activity against pathogens such as Pseudomonas aeruginosa, Escherichia coli, Salmonella paratyphi, Streptococcus pneumoniae, etc., showing a broad-spectrum antibacterial effect. Therefore, we applied for a national invention patent and obtained a patent authorization (ZL202011022481.8), which provides a new solution for pathogenic microorganism control. At present, the application of this type of antibacterial component in the fields of medicine and health has received wide attention at home and abroad. However, despite its good bioaffinity and superior antibacterial properties, there has been no innovative application of this type of antibacterial component in daily chemicals, and this field needs to be further explored.
[0004] In view of this, the present invention aims to develop daily chemical products containing isoindolinone-based antibacterial components, including hair care products, skin care products, anti-infection gels, etc., to reduce the generation of dandruff, the appearance of skin cysts, and reduce skin infections. Develop innovative and practical daily chemical products to meet the needs of the market and consumers. This is used as the development direction of the patent of this invention. Summary of the invention
[0005] The object of the present invention is to provide a type of daily chemical product containing isoindolinone-based antibacterial components and application thereof.
[0006] The present invention uses isoindolinone-based quinazoline-based carboxylic acid ester derivatives as the core to enhance the effect of daily chemical products. This compound is added to inhibit Malassezia furfur, Propionibacterium acnes and Staphylococcus aureus, so as to improve the anti-dandruff effect, antibacterial effect and anti-infection properties of daily chemical products, providing possibilities for innovative applications.
[0007] The isoindolinone-based antibacterial component of the present invention has the following structural formula:
[0008]
[0009] Where:
[0010] R1 is a C1-C10 saturated alkane,
[0011] R2 is H, F, Cl, -CHO, -CF3, -NH2, -NO2 or a halogenated phenyl group, pyridyl, pyrimidyl
[0012] The preparation of the above compounds has been patented, and the preparation method is easily available to those skilled in the art, so it will not be described in this article. The chemical reagents used are all commercially available products.
[0013] In order to better understand the content of the present invention and the essential features of the invention, the following is described by specific embodiments. However, this should not be understood as the scope of the present invention being limited to the following examples. Various substitutions or changes made according to common technical knowledge and customary means in the art without departing from the above-mentioned method concept of the present invention should be included in the scope of the present invention. BRIEF DESCRIPTION OF THE DRAWINGS
[0014] In order to more clearly illustrate the advantages of the embodiments of the present invention or the prior art, the drawings required for use in the embodiments or the prior art descriptions are briefly introduced below. Obviously, the drawings described below are only some embodiments of the present invention. For ordinary technicians in this field, other drawings can be obtained based on these drawings without paying any creative work.
[0015] Instruction Manual Figure 1 】 is a graph showing the hemolysis phenomenon of mouse blood cells after the antimicrobial components 1 and 2 are treated, which is used to illustrate the non-target biological safety of the antimicrobial components. The structural formulas of components 1 and 2 are as follows, with concentrations of 3.125, 6.25, 12.5, 25, 50, 100, and 200 μg / mL, respectively. Physiological saline without antimicrobial components 1 and 2 is used as a negative control (Negative), and ultrapure water is used as a positive control (Positive).
[0016] DETAILED DESCRIPTION
[0017] 1. The embodiments and comparative examples of hair care products are as follows:
[0018] Example 1: 3% glycerol, 5% ethanol, 4% butane, 5% propylene glycol, 6% sodium lauryl sulfate, 2% hydroxyethyl cellulose, 3% disodium cocoyl glutamate, 1% salicylic acid, 2% hexadecanol, 3% phospholipids, 0.5% polyglycerol-4 caprate, 0.3% xylenesulfonic acid, 0.4% piroctone olamine salt, 1% liquid paraffin, a small amount of flavor and colorant, 20% of the compound of the present invention, and water is added to 100%.
[0019] Preparation method: first, add water, glycerin, ethanol, butane, propylene glycol, sodium lauryl sulfate, hydroxyethyl cellulose, disodium cocoyl glutamate, salicylic acid, hexadecanol, and the compound of the present invention into a container in proportion, heat to 45-65°C, stir evenly, and cool to room temperature. Then, add phospholipids, polyglycerol-4 caprate, xylenesulfonic acid, piroctone olamine salt, and liquid paraffin into a container in proportion, heat to 45-65°C, stir evenly, cool to room temperature, and discharge.
[0020] Example 2: The only difference from Example 1 is that the addition ratio of the compound of the present invention is 15%.
[0021] Example 3: The only difference from Example 1 is that the addition ratio of the compound of the present invention is 10%.
[0022] Example 4: The only difference from Example 1 is that the addition ratio of the compound of the present invention is 5%.
[0023] Example 5: The only difference from Example 1 is that the addition ratio of the compound of the present invention is 1%.
[0024] Example 6: The only difference from Example 1 is that the addition ratio of the compound of the present invention is 0.5%.
[0025] Example 7: 3% glycerol, 6% ethanol, 0.5% ammonium laureth sulfate, 3% sodium xylene sulfonate, 0.5% betaine salicylate, 1.2% silicone, 0.01% palmitamidopropyl trimethylammonium chloride, 2% provitamin B5, 0.3% sodium methyl cocoyl taurate, 2% cationic panthenol, 20% of the compound of the present invention, add water to 100%, and a small amount of flavor and colorant.
[0026] Preparation method: firstly, add water, glycerin, ethanol, ammonium laureth sulfate, cationic panthenol and the compound of the present invention into a container in proportion, heat to 45-65°C, stir evenly and cool to room temperature. Then, add sodium xylene sulfonate, betaine salicylate, silicone, palmitamidopropyl trimethylammonium chloride, provitamin B5 and sodium methyl cocoyl taurate into a container in proportion, heat to 45-65°C, stir evenly and cool to room temperature before discharging.
[0027] Example 8: The only difference from Example 7 is that the addition ratio of the compound of the present invention is 15%.
[0028] Example 9: The only difference from Example 7 is that the addition ratio of the compound of the present invention is 10%.
[0029] Example 10: The only difference from Example 7 is that the addition ratio of the compound of the present invention is 5%.
[0030] Example 11: The only difference from Example 7 is that the addition ratio of the compound of the present invention is 1%.
[0031] Example 12: The only difference from Example 7 is that the addition ratio of the compound of the present invention is 0.5%.
[0032] Example 13: 1% glycerol, 1% ketoconazole, 1% climbazole, 5% stearyl alcohol, 0.5% clobetasol propionate, 1% Panax notoginseng, 10% Sophora flavescens, 5% propylene glycol, 2% hydroxyethyl cellulose, 1% sodium lauroyl glutamate, 2% hexadecanol, 3% phospholipids, 1% liquid paraffin, 20% of the compound of the present invention, add water to 100%.
[0033] Preparation method: first, add water, glycerin, ketoconazole, climbazole, clobetasol propionate, Panax notoginseng, Sophora flavescens, propylene glycol, hydroxyethyl cellulose, and the compound of the present invention into a container in proportion, heat to 45-65°C, stir evenly, and cool to room temperature. Then, add sodium lauroyl glutamate, hexadecanol, phospholipids, liquid paraffin, and stearyl alcohol into a container in proportion, heat to 45-65°C, stir evenly, cool to room temperature, and discharge.
[0034] Example 14: The only difference from Example 13 is that the addition ratio of the compound of the present invention is 15%.
[0035] Example 15: The only difference from Example 13 is that the addition ratio of the compound of the present invention is 10%.
[0036] Example 16: The only difference from Example 13 is that the addition ratio of the compound of the present invention is 5%.
[0037] Example 17: The only difference from Example 13 is that the addition ratio of the compound of the present invention is 1%.
[0038] Example 18: The only difference from Example 13 is that the addition ratio of the compound of the present invention is 0.5%.
[0039] Comparative Example 1: The only difference from Example 1 is that the compound of the invention is not added to the hair care product formula.
[0040] Comparative Example 2: The only difference from Example 7 is that no compound of the invention is added to the hair care product formula.
[0041] Comparative Example 3: The only difference from Example 13 is that no compound of the invention is added to the hair care product formula.
[0042] 2. The embodiments and comparative examples of skin care products are as follows:
[0043] Example 1: Glycerin 4%, azelaic acid derivative 1%, paraffin oil 5%, amino acid foaming agent 5%, nonionic emulsifying wax 5%, light mineral oil 1%, polyvinyl alcohol 1%, diimidazole lignocerium 0.5%, vitamin E 2%, tert-butyl hydroxyanisole (BHA) 1%, sodium laureth sulfate 0.5%, undecylenoyl phenylalanine 0.5%, talc 0.5%, titanium dioxide 0.05%, the compound of the present invention 20%, add water to 100%.
[0044] Preparation method: firstly add water, glycerin, azelaic acid derivative, polyvinyl alcohol, diimidazole urea, vitamin E, tert-butyl hydroxyanisole (BHA), sodium laureth sulfate, undecylenoyl phenylalanine, and the compound of the present invention into a container in proportion, heat to 40-60°C, stir evenly, and cool to room temperature. Then add paraffin oil, amino acid foaming agent, nonionic emulsifying wax, light mineral oil, talcum powder, and titanium dioxide, heat to 40-60°C, stir evenly, cool to room temperature, and discharge.
[0045] Example 2: The only difference from Example 1 is that the addition ratio of the compound of the present invention is 15%.
[0046] Example 3: The only difference from Example 1 is that the addition ratio of the compound of the present invention is 10%.
[0047] Example 4: The only difference from Example 1 is that the addition ratio of the compound of the present invention is 5%.
[0048] Example 5: The only difference from Example 1 is that the addition ratio of the compound of the present invention is 1%.
[0049] Example 6: The only difference from Example 1 is that the addition ratio of the compound of the present invention is 0.5%.
[0050] Example 7: 5% vaseline, 1% higher fatty alcohol, 0.5% palmitic acid, 1% kaolin, 0.5% zinc white powder, 0.5% calcium carbonate, 1% magnesium carbonate, 0.5% xanthan gum, 0.5% alginate, 0.1% hydroxypropyl cellulose, 0.1% polydimethylsiloxane, 0.5% sodium benzoate, 0.05% quaternary ammonium salt-15, 0.5% tert-butylhydroquinone, 1% vitamin C, 0.05% boric acid, 0.05% zinc oxide, 20% of the compound of the present invention, add water to 100%, a small amount of flavor and colorant.
[0051] Preparation method: firstly, water, hydroxypropyl cellulose, polydimethylsiloxane, sodium benzoate, quaternary ammonium salt-15, tert-butylhydroquinone, vitamin C, boric acid, zinc oxide, and the compound of the present invention are added to a container in proportion, heated to 40-60°C, stirred evenly, and cooled to room temperature. Then, vaseline, higher fatty alcohol, palmitic acid, kaolin, zinc white powder, calcium carbonate, magnesium carbonate, xanthan gum, and alginate are added in proportion, heated to 40-60°C, stirred evenly, cooled to room temperature, and discharged.
[0052] Example 8: The only difference from Example 7 is that the addition ratio of the compound of the present invention is 15%.
[0053] Example 9: The only difference from Example 7 is that the addition ratio of the compound of the present invention is 10%.
[0054] Example 10: The only difference from Example 7 is that the addition ratio of the compound of the present invention is 5%.
[0055] Example 11: The only difference from Example 7 is that the addition ratio of the compound of the present invention is 1%.
[0056] Example 12: The only difference from Example 7 is that the addition ratio of the compound of the present invention is 0.5%.
[0057] Example 13: 0.5% higher fatty acid, 1% myristic acid, 0.05% bentonite, 0.05% mica, 1% pectin, 1% starch, 1% gelatin, 1% sodium cocoyl hydroxyethyl sulfonate, 0.5% alkyl polyglucoside, 0.5% polyvinyl pyrrolidone, 0.5% polyethylene glycol, 0.01% benzaldehyde, 0.01% potassium sorbate, 0.01% isothiazolinone, 0.01% butylated hydroxytoluene (BHTO), 0.01% phenethyl resorcinol, 0.01% potassium aluminum sulfate, 0.01% zinc 4-hydroxybenzenesulfonate, 20% of the compound of the present invention, add water to 100%.
[0058] Preparation method: firstly, water, sodium cocoyl hydroxyethyl sulfonic acid acetate, alkyl polyglucoside, polyvinyl pyrrolidone, polyethylene glycol, benzaldehyde, potassium sorbate, isothiazolinone, butylated hydroxytoluene (BHTO), phenethyl resorcinol, potassium aluminum sulfate, zinc 4-hydroxybenzenesulfonate, and the compound of the present invention are added into a container in proportion, heated to 40-60°C, stirred evenly, and cooled to room temperature. Then, higher fatty acids, myristic acid, bentonite, mica, pectin, starch, and gelatin are added in proportion, heated to 40-60°C, stirred evenly, cooled to room temperature, and discharged.
[0059] Example 14: The only difference from Example 13 is that the addition ratio of the compound of the present invention is 15%.
[0060] Example 15: The only difference from Example 13 is that the addition ratio of the compound of the present invention is 10%.
[0061] Example 16: The only difference from Example 13 is that the addition ratio of the compound of the present invention is 5%.
[0062] Example 17: The only difference from Example 13 is that the addition ratio of the compound of the present invention is 1%.
[0063] Example 18: The only difference from Example 13 is that the addition ratio of the compound of the present invention is 0.5%.
[0064] Comparative Example 1: The only difference from Example 1 is that the compound of the invention is not added to the skin care product formula.
[0065] Comparative Example 2: The only difference from Example 7 is that the compound of the invention is not added to the skin care product formula.
[0066] Comparative Example 3: The only difference from Example 13 is that the compound of the invention is not added to the skin care product formula.
[0067] 3. The embodiments and comparative examples for anti-infective daily chemicals are as follows:
[0068] Example 1: 10% liquid paraffin, 20% vaseline, 10% ethanol, 0.5% sucrose, 0.5% anhydrous trisodium phosphate, 0.5% hydroxypropyl cellulose, 10% synthetic biopolymer glue, 0.1% artificial cherry flavor, 0.1% artificial cream vanilla flavor, 0.1% artificial banana flavor, 1% camphor, 0.5% borneol, 0.5% thyme, 0.1% belladonna fluid extract, 0.1% diphenhydramine hydrochloride, 0.2% methyl salicylate, 20% of the compound of the present invention, add water to 100%.
[0069] Preparation method: firstly, add water, ethanol, sucrose, anhydrous trisodium phosphate, hydroxypropyl cellulose, thyme, diphenhydramine hydrochloride, methyl salicylate and the compound of the present invention into a container in proportion, heat to 50-65°C, stir evenly, and cool to room temperature. Then, add synthetic biopolymer glue, belladonna fluid extract, liquid paraffin, vaseline, artificial cherry flavor, artificial cream vanilla flavor, artificial banana flavor, camphor and borneol in proportion, heat to 50-65°C, stir evenly, cool to room temperature and discharge.
[0070] Example 2: The only difference from Example 1 is that the addition ratio of the compound of the present invention is 15%.
[0071] Example 3: The only difference from Example 1 is that the addition ratio of the compound of the present invention is 10%.
[0072] Example 4: The only difference from Example 1 is that the addition ratio of the compound of the present invention is 5%.
[0073] Example 5: The only difference from Example 1 is that the addition ratio of the compound of the present invention is 1%.
[0074] Example 6: The only difference from Example 1 is that the addition ratio of the compound of the present invention is 0.5%.
[0075] Example 7: 10% glycerol, 5% salicylic acid, 0.5% tea tree essence, 0.1% chloramphenicol, 0.5% vitamin A acid, 0.5% hydroquinone, 0.1% triethanolamine, 5% medicinal ethanol, 10% glycerol, 0.1% ethylparaben, 0.1% zinc chloride, 20% of the compound of the present invention, add water to 100%.
[0076] Preparation method: first, add water, glycerin, chloramphenicol, vitamin A acid, hydroquinone, triethanolamine, medicinal ethanol, zinc chloride, and the compound of the present invention into a container in proportion, heat to 50-65°C, stir evenly, and cool to room temperature. Then, add salicylic acid, tea tree essence, glycerin, and ethylparaben in proportion, heat to 50-65°C, stir evenly, cool to room temperature, and discharge.
[0077] Example 8: The only difference from Example 7 is that the addition ratio of the compound of the present invention is 15%.
[0078] Example 9: The only difference from Example 7 is that the addition ratio of the compound of the present invention is 10%.
[0079] Example 10: The only difference from Example 7 is that the addition ratio of the compound of the present invention is 5%.
[0080] Example 11: The only difference from Example 7 is that the addition ratio of the compound of the present invention is 1%.
[0081] Example 12: The only difference from Example 7 is that the addition ratio of the compound of the present invention is 0.5%.
[0082] Example 13: 7% liquid paraffin, 5% vaseline, 0.5% lactose, 9% starch, 0.3% dextrin, 0.5% magnesium stearate, 5% glycerol, 1.5% triethanolamine, 2% ethylparaben, 0.1% frankincense, 0.3% cinnamon oil, 0.5% menthol, 0.5% sodium bisulfite, 0.1% disodium hydrogen phosphate, 2% propylene glycol, 20% of the compound of the present invention, add water to 100%.
[0083] Preparation method: firstly add water, glycerin, triethanolamine, ethyl hydroxybenzoate, frankincense, menthol, sodium ammonium sulfite, disodium hydrogen phosphate, propylene glycol and the compound of the present invention into a container in proportion, heat to 50-65°C, stir evenly, and cool to room temperature. Then add liquid paraffin, vaseline, lactose, starch, dextrin, magnesium stearate and cinnamon oil in proportion, heat to 50-65°C, stir evenly, cool to room temperature and discharge.
[0084] Example 14: The only difference from Example 13 is that the addition ratio of the compound of the present invention is 15%.
[0085] Example 15: The only difference from Example 13 is that the addition ratio of the compound of the present invention is 10%.
[0086] Example 16: The only difference from Example 13 is that the addition ratio of the compound of the present invention is 5%.
[0087] Example 17: The only difference from Example 13 is that the addition ratio of the compound of the present invention is 1%.
[0088] Example 18: The only difference from Example 13 is that the addition ratio of the compound of the present invention is 0.5%.
[0089] Comparative Example 1: The only difference from Example 1 is that the compound of the invention is not added to the anti-infection formula.
[0090] Comparative Example 2: The only difference from Example 7 is that the compound of the invention is not added to the anti-infection formula.
[0091] Comparative Example 3: The only difference from Example 13 is that the compound described in the invention is not added to the anti-infection formula.
[0092] Performance Testing
[0093] Test 1: Prepare the embodiment and comparative example into stock solutions for standby use. Add 400 μL of culture medium to a 96-well plate, add 50 μL of drug solution, and dilute horizontally to obtain a culture medium mixture containing different concentrations of the embodiment. Next, add 50 μL of absorbance value (OD 600 ) was 0.5 and the culture solution containing Malassezia furfur was placed on a 30°C constant temperature shaker for 36 hours. After the culture was completed, the absorbance value was measured, and the concentration that inhibited the growth of bacteria by 100% was determined as the minimum inhibitory concentration (MIC), and the half effective inhibitory concentration IC was calculated. 50 , and the results are shown in the following table.
[0094] Table 1 Test results of the hair care product examples and comparative examples on Malassezia furfur
[0095]
[0096] As can be seen from Table 1, the addition of the compound of the present invention can significantly inhibit Malassezia furfur, and this effect is more obvious as the amount of compound added increases. Compared with the comparative example to which the compound of the present invention is not added, no antibacterial effect is shown. Therefore, the hair care products containing the compound of the present invention can not only effectively inhibit Malassezia furfur, but also help reduce skin problems such as dandruff caused by it, providing consumers with a healthier and more effective hair care solution.
[0097] Table 2 Test results of the skin care product examples and comparative examples on Malassezia furfur
[0098]
[0099] As can be seen from Table 2, the skin care products containing the compounds of the present invention not only have the biological activity of inhibiting Malassezia furfur, but also can effectively reduce skin problems such as folliculitis and dermatitis caused by the fungus, thus providing an effective protective measure for skin health.
[0100] Test 2: Prepare the examples and comparative examples into liquid medicine for use. Add 80 μL of culture medium to a 96-well plate, add 10 μL of the formula liquid medicine, and dilute horizontally to obtain a mixed liquid culture medium containing different concentrations of the examples. Next, add 10 μL of the absorbance value (OD 600 ) is 0.5, placed in an anaerobic box, added with an anaerobic bag, and placed in a 37°C constant temperature incubator for 36 hours. After the incubation, the absorbance value was measured, and the concentration that inhibited the growth of bacteria by 100% was determined as the minimum inhibitory concentration (MIC), and the half effective inhibitory concentration IC was calculated. 50 , the results are shown in the following table.
[0101] Table 3 Test results of the hair care product examples and comparative examples on Propionibacterium acnes
[0102]
[0103]
[0104] As can be seen from Table 3, the addition of the compound of the present invention can significantly inhibit Propionibacterium acnes, and this effect is more obvious as the amount of compound added increases. Compared with the comparative example without adding the compound of the present invention, no antibacterial effect is shown. Therefore, the hair care products containing the compound of the present invention can not only inhibit the activity of Propionibacterium acnes, but also help reduce the risk of skin cysts and other lesions caused by the bacteria, providing an effective solution for maintaining scalp health.
[0105] Table 4 Test results of the skin care product examples and comparative examples on Propionibacterium acnes
[0106]
[0107] As shown in Table 4, the compound of the present invention can be added to skin care products to effectively inhibit the activity of Propionibacterium acnes, reduce the risk of skin cysts and other lesions caused by the bacteria, and significantly reduce the occurrence of acne. This innovative achievement has brought breakthrough progress in the field of skin care, providing consumers with a safer and more effective anti-acne solution, helping to improve skin health and enhance quality of life.
[0108] Test 3: Prepare the examples and comparative examples of anti-infective drugs into stock solutions for later use. Add 80 μL of culture medium and 80 μL of drug solution to a 96-well plate, and perform horizontal gradient dilution to obtain a culture medium mixture containing different concentrations of the examples. Next, add 20 μL of the absorbance value (OD 600 ) was 0.5, and cultured on a 37°C constant temperature shaker for 6 hours. After the culture was completed, the absorbance value was measured, and the concentration that inhibited the growth of bacteria by 100% was determined as the minimum inhibitory concentration (MIC).
[0109] Test 4: Prepare the examples and comparative examples for anti-infective drugs into stock solutions for later use. In a 15mL round-bottom test tube, add 3mL LB medium and the example stock solution to a final concentration of 25, 12.5, 6.25, 3.13, 1.56, 0.78, and 0.39μg / mL, and place in a 37℃ constant temperature shaker for 6h. After the shaking is completed, take 100μL to measure its absorbance and calculate the half effective inhibitory concentration IC 50 The results are shown in the following table.
[0110] Table 5 Test results of the anti-infective drug examples and comparative examples on Staphylococcus aureus
[0111]
[0112] As can be seen from Tests 3 and 4, the addition of the compound of the present invention can significantly inhibit Staphylococcus aureus, and this effect is more obvious as the amount of compound added increases. Compared with the comparative example without adding the compound of the present invention, no antibacterial effect is shown. Therefore, it can be clearly seen that the compound of the present invention has obvious advantages in inhibiting Staphylococcus aureus infection.
[0113] The disclosed embodiments of the present invention are intended to illustrate the core concepts thereof, to demonstrate the scope and potential of the present invention, and do not limit its application to the specific manner described. By selecting and describing these embodiments in detail, this specification is intended to clearly explain the working principle of the present invention and its benefits in practical applications, so that professionals in the technical field can fully understand and effectively utilize the present invention. The scope of protection of the present invention is strictly defined in accordance with the claims and all possible equivalent embodiments covered therein.
Claims
1. A daily chemical product containing an isoindolinone-based antibacterial component, characterized in that: (1) The daily chemical product contains an isoindolinone-based component; (2) The daily chemical product contains an isoindolinone-based quinazoline carboxylate component; (3) Such antibacterial components are used in daily chemical products.
2. The method according to claim 1, characterized in that This type of daily chemical product contains isoindolinone-quinazoline-carboxylic acid ester components: in: R1 is a C1-C10 saturated alkane, R2 is H, F, Cl, -CHO, -CF3, -NH2, -NO2 or a halogenated phenyl group, a pyridyl group, or a pyrimidinyl group.
3. The component according to claim 2, characterized in that: R1 is a C1-C10 saturated alkane, 4. The component according to claim 2, characterized in that R2 is H, F, Cl, -CHO, -CF3, -NH2, -NO2 or a halogenated phenyl group, a pyridyl group, or a pyrimidinyl group.
5. The daily chemical product according to claim 1, characterized in that Hair care products, skin care products, anti-infection drugs.
6. The hair care product according to claim 5, characterized in that Shampoo (cream, milk, lotion), conditioner, hair cream, hair essential oil, the components of the hair care product include water, glycerin, ethanol, laureth sulfate, sodium lauryl sulfate, liquid paraffin, xylene sulfonic acid, hydroxyethyl cellulose, flavor colorant, palmitamidopropyl trimethylammonium chloride, propylene glycol, disodium cocoyl glutamate, salicylic acid, silicone, phospholipids, hexadecanol, butane, stearyl alcohol, cationic panthenol, sodium lauroyl glutamate, polyglycerol-4 caprate, piroctone olamine salt, provitamin B5, N-palmitoyl hydroxyproline cetyl ester (ceramide), sodium methyl cocoyl taurate, caprylhydroxamic acid, phenoxyethanol, potassium sorbate, characterized in that the components of the hair care product also include isoindolinone-based quinazoline-based carboxylic acid ester compounds.
7. The skin care product according to claim 5, characterized in that Cleansing cream, moisturizing cream, lotion, acne cream, the components of the skin care products include water, glycerin, azelaic acid derivatives, paraffin oil, amino acid foaming agent, non-ionic emulsifying wax, polyvinyl alcohol, vitamin E, diimidazole lignocerium, sodium lauryl alcohol polyether sulfate, undecylenoyl phenylalanine, talcum powder, higher fatty alcohol, vaseline, xanthan gum, alginate, hydroxypropyl cellulose, polydimethylsiloxane, sodium benzoate, vitamin C, myristic acid, starch, boric acid, polyethylene glycol, characterized in that the components of the skin care products also include isoindolinone-based quinazoline-based carboxylic acid ester compounds.
8. The anti-infective drug according to claim 5, characterized in that Antibacterial ointment and anti-infection gel, the protective components include liquid paraffin, vaseline, ethanol, hydroxypropyl cellulose, sucrose, anhydrous trisodium phosphate, triethanolamine, ethyl hydroxybenzoate, salicylic acid, glycerin, zinc chloride, vitamin A acid, hydroquinone, essence, chloramphenicol, magnesium stearate, lactose, menthol, cinnamon oil, sodium bisulfite, disodium hydrogen phosphate, propylene glycol, methyl salicylate, and synthetic biological polymer glue, characterized in that the components of the skin care product also include isoindolinone-based quinazoline-based carboxylic acid ester compounds.
9. A daily chemical product, characterized in that Contains 0.01 to 50 wt % of the composition according to any one of claims 6 to 8.
10. The daily chemical product according to claim 5, characterized in that: The daily chemical products are ointments, creams, lotions, sprays, gels, powders, oils, and foams.
Citation Information
Patent Citations
Quinazolinyl carboxylic ester derivative containing isoindolone group and application thereof
CN112125890A