Topical disinfectant composition

A topical composition combining polyhydroxy compounds, antimicrobial lipids, and THPE in specific ratios addresses the need for enhanced antibacterial effects, providing improved antimicrobial activity with reduced agent usage.

JP7840953B2Active Publication Date: 2026-04-06UNILEVER IP HLDG BV
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Patent Information

Authority / Receiving Office
JP · JP
Patent Type
Patents
Current Assignee / Owner
Filing Date
2021-11-29
Publication Date
2026-04-06

AI Technical Summary

Technical Problem

Existing antimicrobial compositions do not provide sufficient synergistic antibacterial effects and often require the use of multiple antibacterial agents, necessitating a search for improved combinations of active substances.

Method used

A topical composition combining polyhydroxy compounds, antimicrobial lipids, and tetrahydroxypropylethylenediamine (THPE) in specific weight ratios to enhance antimicrobial activity.

Benefits of technology

The composition achieves highly effective antimicrobial activity with reduced reliance on individual antibacterial agents, demonstrating synergistic effects across various surfaces and environments.

✦ Generated by Eureka AI based on patent content.

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Abstract

The present invention relates to a topical antiseptic composition comprising: a polyhydroxy compound selected from a sugar, a polyol, or a combination thereof; an antimicrobial lipid; and tetrahydroxypropylethylenediamine (THPE), wherein the antimicrobial lipid and THPE are present in a weight ratio of 1:10,000 to 1:10. The present invention further relates to a method of disinfecting a surface by applying the topical composition to the surface, and to the use of the same composition to disinfect skin, hair, or the oral cavity. The present invention also relates to the use of a polyhydroxy compound selected from a sugar, a polyol, or a combination thereof as an antimicrobial activity promoter.
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Description

Technical Field

[0001] The present invention relates to a disinfectant composition for topical use.

Background Art

[0002] People, like their pets, try to take good care of their skin. Specific skin-related problems that people care about include good skin health without infection, good skin color, and sufficient moisturization.

[0003] Similarly, people desire that the oral cavity, including the gums and teeth, be free of problems such as cavities, dental calculus, gingivitis, caries, bad breath also known as halitosis, and dental plaque.

[0004] People are also interested in hair and scalp care. People generally prefer that hair loss be minimized and that hair be thick and long. Dandruff is a common scalp problem that has been suggested to involve fungal microorganisms.

[0005] Good health of the skin, oral cavity, and scalp is typically achieved by keeping them free from infections. One way to deal with infections is to use antibacterial drugs to treat the infection after it has occurred. Another approach is to leave a minimal amount of an antibacterial composition on the surface, such as the skin of the hands, so that any invading microorganisms, such as bacteria, are killed or inactivated and the spread of the disease is minimized. The inventors, having extensive knowledge in the fields of skin-friendly activity and antibacterial activity, devised a unique combination of polyhydroxy compounds, antibacterial lipids, and tetrahydroxypropyl ethylenediamine, providing synergistic antibacterial activity.

[0006] There are various topical antibacterial compositions disclosed in the art.

[0007] US 3,050,467 (Horowitz et al., 1962) discloses an antimicrobial cleaning composition essentially consisting of a mixture of water-soluble soap and a partially depolymerized silver salt of alginate. The composition provides synergistic antimicrobial activity.

[0008] US 2008 / 014247 (Lu et al., 2008) discloses a composition containing a metal-containing material, stearic acid, and a pharmaceutically acceptable carrier for treating conditions caused by Gram-positive, Gram-negative, fungal pathogens, and / or antibiotic-resistant bacteria. The present invention further provides a method for inhibiting biofilm growth. The metal-containing material may be silver.

[0009] The use of tetrahydroxypropylethylenediamine is also known in the art.

[0010] US 2009 / 0227683 (Liebel et al., 2009) discloses compositions for providing analgesic effects to the skin. This example describes a composition containing tetrahydroxypropylethylenediamine, glycerin, D-panthenol, nipazine M, and nipasol M.

[0011] US 2016 / 0324754 (Cure et al., 2016) discloses a shaving cream composition comprising water, carbomer, ethylhexyl palmitate, glycerin, glyceryl acrylate / acrylic acid, isododecane, stearic acid, butylene glycol, ethyl alcohol, cetearyl alcohol, cetearyl alcohol, ceteareth-20, propanediol, Brassica Campestris, phenoxyethanol, ethylhexylglycerin, tetrahydroxypropyl ethylenediamine, aloe barbadensis, carboxymethyl hydroxyethylcellulose, bisabolol, PEG-45M, and tocopherol acetate.

[0012] Glycerol and panthenol are polyhydroxy compounds used as humectants in topical compositions.

[0013] WO20126347 (Unilever) relates to an antimicrobial composition for odor and oral biofilm inhibition, and provides an antimicrobial composition comprising at least one compound selected from a. 0.1 to 10% by weight of tetrahydroxypropylethylenediamine (THPE) and b. 0.001 to 10% by weight of biphenol.

[0014] WO18166758 (Unilever) relates to antimicrobial compositions, particularly antimicrobial compositions that provide synergistic anti-dandruff or anti-acne effects. This is achieved by a clever combination of a selective essential oil active substance selected from thymol or terpineol and a specific antimicrobial lipid selected from sapienic acid, palmitoleic acid, sphingosine, dihydrosphingosine, phytosphingosine, and 6-hydroxysphingosine. These compositions can be offered as a wide variety of personal care products, e.g., shampoos, conditioners; facial cleansers or hand washes; or leave-on creams / lotions. [Overview of the project] [Problems that the invention aims to solve]

[0015] Despite past efforts, people are constantly seeking new technologies, such as active substances or combinations of active substances that provide improved antibacterial effects. Furthermore, it is desirable to minimize the use of known antibacterial agents.

[0016] Therefore, antimicrobial compositions and active substances that produce antimicrobial effects remain a topic of interest. [Means for solving the problem]

[0017] The inventors have developed a topical composition that provides highly effective antimicrobial activity by combining (i) a polyhydroxy compound selected from sugars, polyols, or combinations thereof, (ii) an antimicrobial lipid, and (iii) tetrahydroxypropylethylenediamine, wherein the antimicrobial lipid and THPE are present in a weight ratio of 1:10,000 to 1:10.

[0018] The topical composition of the present invention can be suitably used in a method of disinfecting a surface, the method of which includes applying the topical composition to the surface.

[0019] The present invention also relates to the use of topical compositions for disinfecting the skin, hair, or oral cavity.

[0020] The present invention also relates to the use of polyhydroxy compounds selected from sugars, polyols, or combinations thereof as antimicrobial activity enhancers in compositions comprising a combination of antimicrobial lipids and tetrahydroxypropylethylenediamine (THPE). [Modes for carrying out the invention]

[0021] These and other aspects, features, and advantages will become apparent to those skilled in the art upon reading the following detailed description and the appended claims. To avoid misunderstanding, any feature of one aspect of the invention may be utilized in any other aspect of the invention. The term "comprising" means "including" but does not necessarily mean "consisting of" or "composed of". Note that the examples given in the following description are intended to clarify the invention and are not intended to limit the invention to those examples themselves. Similarly, all percentages are weight / weight percentages and can be abbreviated as "wt%" unless otherwise indicated. Except for operating examples and comparative examples, or unless otherwise explicitly stated, all numbers in this specification indicating amounts of materials or reaction conditions, physical properties of materials, and / or uses are to be understood as modified by the term "about". A numerical range expressed in the form "x to y" is understood to include x and y. When multiple preferred ranges for a particular feature are described in the format "x to y", it is understood that all ranges combining different endpoints are also contemplated.

[0022] For the purposes of the present invention, the terms "disinfection" and "antibacterial" can be used interchangeably and indicate the same meaning.

[0023] Thus, a first aspect of the present invention relates to a topical composition comprising: A polyhydroxy compound selected from sugars, polyols, or combinations thereof; An antibacterial lipid; and Tetrahydroxypropyl ethylenediamine (THPE) in which the antibacterial lipid and THPE are present in a weight ratio of 1:10,000 to 1:10.

[0024] The polyhydroxy compound according to the present invention refers to a compound containing two or more hydroxy groups. The polyhydroxy compound that can be used in the present invention can be selected from the group of saccharides or polyols.

[0025] Preferred saccharides can be monosaccharides, disaccharides or polysaccharides. Preferred monosaccharides for use in the present invention are one or more of glucose, fructose, galactose, mannose or ribose; more preferably glucose, fructose or galactose. Preferred disaccharides for use in the present invention are one or more of sucrose, lactose, lactulose, maltose, turanose or trehalose; more preferably selected from sucrose, lactose, lactulose or trehalose. The polysaccharide according to the present invention means a compound having three or more sugar units, thereby including oligosaccharides. Preferred polysaccharides for use in the present invention are selected from one or more of fructo-oligosaccharide, gluco-oligosaccharide or saccharide isomerate, more preferably saccharide isomerate. Saccharide isomerate is commercially available under the trade names "Pentavitin®" (from DSM), "Waterin" (from Clariant), "EPS3 powder", "EPS4 powder", "EPS5 powder" and "EPS15 powder" (all from Codif), and the trade name "Hyanify" (from Lipotec S.A).

[0026] The most preferred saccharides for use in the compositions of the present invention are selected from one or more of fructose, sucrose, trehalose or saccharide isomerate.

[0027] The polyol according to the present invention is a compound containing two or more alcohol groups. Preferred polyols according to the present invention are glycerol or panthenol.

[0028] Panthenol (2,4-dihydroxy-N-(3-hydroxypropyl)-3,3-dimethylbutanamide) is an alcohol analog of pantothenic acid (vitamin B5).

[0029] As used herein, the term “antimicrobial lipid” includes fatty acids, monoglycerides, sphingolipids, and linear C 10-24 This refers to ceramides containing saturated or unsaturated aliphatic chains, which may be substituted with one or more hydroxyl groups.

[0030] As used herein, the term "sphinoglipide" refers to an aliphatic amine containing two or three hydroxyl groups, often having a trans double bond specific to the 4th position.

[0031] As used herein, the term "ceramide" refers to a fatty acid ester of a sphingolipid in which the amine group of a sphingoid base is N-acylated at the fatty acid moiety.

[0032] Examples of sphingolipids that can be used as antimicrobial lipids according to the present invention include sphingosine, dihydrosphingosine, phytosphingosine, and 6-hydroxysphingosine. Most preferably, the sphingosine used is phytosphingosine. Examples of antimicrobial fatty acids that can be used according to the present invention include lauric acid, myristic acid, palmitic acid, stearic acid, arachidic acid, myristoleic acid (9-cis-tetradecenoic acid), palmitoleic acid (9-cis-hexadecenoic acid), sapienic acid (cis-6-hexadecenoic acid), oleic acid, and cis-vaccenoic acid (cis-11-octadecanoic acid). Preferred antimicrobial fatty acids are monounsaturated fatty acids. Most preferably, the antimicrobial fatty acid is selected from palmitoleic acid, sapienic acid, and combinations thereof.

[0033] Examples of antimicrobial monoglycerides that can be used according to the present invention include monoglycerides containing fatty acid residues selected from lauric acid, myristic acid, palmitic acid, stearic acid, arachidic acid, myristoleic acid, palmitoleic acid, sapienic acid, oleic acid, and cis-vaccenic acid. Preferred antimicrobial monoglycerides are glycerol monopalmitreate, glycerol monosapinate, and combinations thereof.

[0034] Preferably, the antimicrobial lipid used in accordance with the present invention is selected from fatty acids, sphingolipids, and combinations thereof.

[0035] In a particularly preferred embodiment, the antimicrobial lipid used in accordance with the present invention is preferably selected from sapienic acid, sphingosine, dihydrosphingosine, phytosphingosine, 6-hydroxyphosphingosine, palmitoleic acid, and combinations thereof. Most preferably, the antimicrobial lipid is phytosphingosine.

[0036] The antimicrobial lipid is preferably contained in the topical composition at a concentration of 0.0001 to 5% by weight, more preferably 0.0005 to 1% by weight, and most preferably 0.001 to 0.1% by weight.

[0037] The polyhydroxy compound is preferably present in the topical composition at a concentration of 0.01 to 25% by weight, more preferably 0.1 to 10% by weight, and most preferably 0.3 to 3% by weight.

[0038] THPE is present in the topical composition at a concentration of preferably 0.01 to 10% by weight, more preferably 0.05 to 5% by weight, and most preferably 0.1 to 2% by weight.

[0039] The polyhydroxy compound and THPE are present in the local composition in a weight ratio preferably in the range of 1:20 to 20:1, more preferably in the range of 1:10 to 10:1, and most preferably in the range of 1:5 to 5:1.

[0040] Preferably, the antimicrobial lipids and THPE are present in a weight ratio in the range of 1:10,000 to 1:10, more preferably in the range of 1:5,000 to 1:20, even more preferably in the range of 1:5,000 to 1:50, even more preferably in the range of 1:2,500 to 1:75, and most preferably in the range of 1:1,000 to 1:100.

[0041] The preferred combinations of a) polyhydroxy compounds selected from sugars, polyols, or combinations thereof; b) antimicrobial lipids; and c) tetrahydroxypropyl ethylenediamine (THPE) are as follows:

[0042] Glycerol + Phytosphingosine + THPE, • Panthenol + Phytosphingosine + THPE, Glycerol + Panthenol + Phytosphingosine + THPE, Glycerol + Lauric Acid + THPE, Fructose + uric acid + THPE, Fructose + Phytosphingosine + THPE, Sucrose + phytosphingosine + THPE Sucrose + Lauric Acid + THPE • Fructose oligosaccharide (FOS) + lauric acid + THPE FOS + Phytosphingosine + THPE.

[0043] In addition to polyhydroxy compounds, antimicrobial lipids, and THPE, the topical composition may also contain other cosmetically acceptable ingredients such as solvents, thickeners, gelling agents, emollients, UV absorbers, moisturizers, penetration enhancers, essential oils, preservatives, antioxidants, surfactants, vitamins, pigments, and fragrances.

[0044] According to a preferred embodiment, the topical composition is aqueous. Preferably, the topical composition contains 0.1 to 99.9% by weight of water, more preferably 1 to 99% by weight of water, and most preferably 5 to 95% by weight of water.

[0045] The topical composition of the present invention is preferably a lotion, cream, deodorant, hand sanitizer, or body spray.

[0046] The composition may be provided for topical surfaces of the body as a leave-on product or a wash-off product. A leave-on product is a product that is applied to and left on a topical surface of the body to perform its desired function until it can be substantially removed by washing and / or rinsing during the course of the next personal cleansing activity, such as showering or bathing. A wash-off product is a product used for personal cleansing that contains a sufficient amount of surfactant, meaning that it helps to wash the body with a large amount of water. After such a product is applied to the skin, the topical surface can usually be rinsed with a large amount of water, with a large amount of foam, so that it is substantially free of the product.

[0047] The composition according to the present invention is preferably a leave-on product.

[0048] The compositions according to the present invention can be used in wash-off products for cleansing the mouth, skin, or hair, for example, as toothpaste, toothpaste, mouthwash, shampoo, hair conditioner, soap bar, gel, emulsion, or liquid body or facial cleanser. Preferably, the composition is formulated as a leave-on product for skin care or as a deodorant product for application to the underarms. Preferably, the compositions of the present invention include a cosmetically acceptable base. Cosmetically acceptable bases for providing skincare or deodorant products may include any of the following components:

[0049] skin care

[0050] The compositions of the present invention can be used for skincare. Skincare means that the composition is applied to the skin and left there until a shower or bath is taken, usually several hours later or about a day later. Cosmetic-acceptable bases are generally present in an amount ranging from 10 to 99.9% by weight, more preferably 40 to 85% by weight, of the composition. It is particularly preferable that the cosmetic-acceptable bases include water. Water is preferably present in an amount ranging from 30 to 90% by weight, more preferably 30 to 85% by weight, and most preferably 30 to 80% by weight. In addition to water, suitable types of carriers include silicones, polyhydric alcohols, hydrocarbons, triglycerides, and thickening powders.

[0051] The skincare composition of the present invention may be in any form, including toners, lotions, creams, mousses, scrubs, serums, or gels, suitable for topical application to the skin. The composition is preferably a skin lotion or a cream.

[0052] The composition may contain an emollient oil acting as a cosolvent. Suitable emollient oils include, for example, esters of alkoxylated aromatic alcohols with aliphatic carboxylic acids, esters of polyglycols or diols with fatty carboxylic acids, such as caprylic / capric triglyceride, esters of fatty alcohols with fatty acids, alkoxylated derivatives of benzyl alcohol, and mixtures thereof. Preferably, the emollient oil is caprylic / capric triglyceride.

[0053] Typically, such a composition contains a cosolvent in an amount of 0.01 to 10%, more preferably 0.1 to 8%, and most preferably 1 to 6%, based on the total weight of the sunscreen composition, encompassing the entire range included therein. The composition may further contain sunscreens such as inorganic or organic sunscreens. Examples of organic sunscreens include zinc oxide, titanium dioxide, iron oxide, and silica such as fumed silica. The composition of the present invention may also contain a UV-A sunscreen selected from the group consisting of dibenzoylmethane derivatives, triazine derivatives, benzophenone derivatives, and mixtures thereof. The composition of the present invention may also contain a UV-B sunscreen. Preferred UV-B sunscreens of the present invention are selected from the group consisting of benzophenone, anthranilate, salicylate, cinnamate, camphor, benzylidene malonate, triazone, and derivatives thereof.

[0054] Skin whitening agents can also be incorporated into the compositions of the present invention. The skincare product also includes a disinfectant that ensures the near-immediate elimination of microorganisms present on the skin. The disinfectant preferably comprises 20 to 90% by weight, preferably 30 to 80% by weight of a C2 to C4 monohydric alcohol, the monohydric alcohol being selected from ethanol, isopropyl alcohol, or a combination thereof. The disinfectant composition may also include a combination of ethanol and isopropyl alcohol. More preferably, it comprises 40 to 75% by weight, even more preferably 55 to 70% by weight, and optimally 60 to 70% by weight of a C2 to C4 monohydric alcohol.

[0055] Preferably, the disinfectant composition may contain 30 to 80% by weight, more preferably 40 to 70% by weight, even more preferably 50 to 68% by weight, and most preferably 60 to 65% by weight of ethanol. The disinfectant may contain certain additional polyols. The additional polyols in the composition according to the present invention are preferably sorbitol, glycerol, polyethylene glycol, propylene glycol, and combinations thereof. The disinfectant preferably contains 0.01 to 1% by weight of a thickening agent. More preferably, the composition contains 0.05 to 0.8% by weight of a thickening agent, most preferably 0.08 to 0.2% by weight of a thickening agent. Water is generally present in the disinfectant composition at a concentration of 10 to 40% by weight. More preferably, the composition contains 12 to 35% by weight of water, most preferably 25 to 30% by weight of water.

[0056] Deodorizer

[0057] Certain types of skincare compositions are known as deodorant compositions. These compositions are typically applied to areas of skin that produce body odor, such as the underarms. These products work by masking odors or ensuring that odor-causing molecules are not produced, or by killing or inactivating odor-causing microorganisms. A class of such products is also known as antiperspirant products because they reduce or minimize the amount of sweat produced by a person.

[0058] These products can be applied to the skin cosmetically and topically by one of two methods, in a broad sense. One method, sometimes called the contact method, involves wiping the composition across the surface of the skin, with some of the composition adhering as it passes. The second method, sometimes called the non-contact method, involves spraying the composition from a dispenser held close to the skin. The spray can be generated by mechanical means that create pressure inside the dispenser, such as a pump or a side wall that can be squeezed, or by internal pressure generated from some of the volatile components of the liquefied propellant, and the dispenser is commonly called an aerosol.

[0059] Broadly speaking, there are two types of contact compositions: one is a liquid, typically applied using a roll-on dispenser or, in some cases, absorbed in or onto a wipe; the other is a carrier liquid in which the desired active substance is compounded to form a gelled continuous phase. In one variant, the carrier fluid contains a solvent for the desired active substance, while in the second variant, the active substance remains as a particulate solid suspended in an oil, usually a mixture of oils.

[0060] Adhesive or soft solid compositions:

[0061] Many different materials, including waxes, small molecule gelling agents, and polymers, have been proposed as gelling agents for continuous oil phases, each having its own advantages, and one of the most popular types of gelling agents among them, due to their readily available and easy processing, includes waxes, at least in part, linear fatty alcohol wax gelling agents. The gelling deodorant composition is applied topically to the skin by wiping it in contact with the skin across it, thereby depositing a thin film on the skin.

[0062] Roll-on:

[0063] Liquid compositions widely applicable in roll-on form can be divided into two types: those in which the active substance is suspended in a hydrophobic carrier, such as a volatile silicone, and those in which the active substance is dissolved in a carrier liquid. The latter is known to be more popular. There are mainly two types of soluble carrier liquids: a second type in which the carrier liquid is mainly water, and a third type in which the carrier liquid is mainly alcoholic, i.e., the majority of soluble carrier fluids contain ethanol. The former was very popular because ethanol is itself a mild disinfectant, but its popularity declined because it tends to sting if the surface to which the composition is applied is scratched or cut, especially during shaving or other hair removal procedures.

[0064] A second type of formulation, an alternative to alcohol formulations, involves dispersing water-insoluble or very poorly water-soluble components in an aqueous solution of the active substance. Hereinafter, such compositions are referred to as emulsions. Roll-on emulsions generally contain one or more emulsifiers to maintain the distribution of water-soluble components.

[0065] Aerosol composition:

[0066] The deodorant composition may be provided via an aerosol containing a propellant in addition to the other components described above.

[0067] The propellants used herein generally correspond to one of three types: i) low-boiling point gases that are liquefied by compression, ii) volatile ethers, and iii) compressed non-oxidizing gases.

[0068] Classification i) is conveniently typically -5 o Less than C, often -15 o The first type of propellant is a low-boiling-point substance, particularly alkanes and / or halogenated hydrocarbons, with a boiling point of less than 1°C. This class of propellants is typically liquefied by the pressure within an aerosol canister, evaporating to generate pressure and expel the composition from the canister. Suitable examples of alkanes include propane, butane, or isobutene. The second type of propellant contains highly volatile ethers, of which dimethyl ether is the most widely used to date. This propellant can be advantageously used in relatively low weight ratios of propellant to base formulation, for example, as low as 5:95. It can also be used in mixtures with compressible / liquefiable alkane gases, for example. The third type of propellant contains compressed non-oxidizing gases, particularly carbon dioxide or nitrogen. Inert gases such as neon are theoretical alternatives.

[0069] Skin care compositions may also contain other ingredients common in the art to improve physical properties and performance. Suitable ingredients include, but are not limited to, humectants, thickeners, admixtures, binders, colorants and pigments, pH adjusters, preservatives, optics, fragrances, viscosity modifiers, biological additives, buffers, conditioners, essential oils, and skin beneficial agents including anti-inflammatory agents, coolants, antiperspirants, anti-aging agents, anti-acids, antibacterial agents and antioxidants.

[0070] Another aspect of the present invention relates to a method for disinfecting a surface, comprising the step of applying a topical composition described herein to the surface. The topical composition can be applied, for example, by spraying, brushing, or rubbing.

[0071] Typically, topical formulations contain 0.01 to 100 mg / cm³ of active ingredient. 2 The amount, more preferably 0.1 to 10 mg / cm³ 2 It is applied in an amount, most preferably 1 to 5 mg / cm.

[0072] According to one advantageous embodiment of this method, the surface to which the topical composition is applied is skin or hair.

[0073] According to another advantageous embodiment, the surface to which the topical composition is applied is selected from the oral mucosa (inner lining of the oral cavity), the tongue, and the teeth.

[0074] A further aspect of the present invention relates to the use of the topical compositions described herein for disinfecting the skin, hair, or oral cavity.

[0075] Preferably, the aforementioned use includes topical application of the composition.

[0076] The methods and uses claimed in this invention may be for therapeutic or non-therapeutic applications, preferably non-therapeutic applications.

[0077] In a further embodiment, the present invention relates to the use of polyhydroxy compounds selected from sugars, polyols, or combinations thereof as antimicrobial activity enhancers in compositions comprising a combination of antimicrobial lipids and tetrahydroxypropylethylenediamine (THPE). These polyhydroxy compounds remarkably enhance the antimicrobial activity of other components in the composition, although they are typically not antimicrobial themselves.

[0078] All preferred features of the compositions of the first aspect of the present invention are similarly preferred in this use of the polyhydroxy compound according to the present invention. The polyhydroxy compound is preferably selected from glycerol, panthenol, sucrose, and combinations thereof.

[0079] Herein, the present invention will be explained using the following non-limiting embodiments. [Examples]

[0080] The following examples include glycerol (Merck catalog No. G9012), panthenol (Sigma catalog No. 76200), sucrose (Sigma catalog No. S8501), fructose (Sigma catalog No. F127), FOS (Tata NQ catalog No. FOSSENCE (trademark) powder P95), THPE (Sigma-Aldrich catalog No. 122262), phytosphingosine (Evonik), lauric acid (Robasemi catalog No. 0435100500), sapienic acid (Chemseen catalog No. CS-0105451), sphingosine (Sigma catalog No. S9666), dihydrosphingosine (Sigma catalog No. D6783), and palmitoleic acid (Sigma catalog No. P9417).

[0081] The antimicrobial activity of compositions containing one or more components selected from polyhydroxy compounds (glycerol or panthenol), THPE, and antimicrobial lipids (phytosphingosine) was determined using the following assay:

[0082] M9 Minimal Medium is prepared by adding 200 mL of sterile Difco® M9 Minimal Salts, 5x (containing disodium phosphate, monopotassium phosphate, sodium chloride, and ammonium chloride) to 750 mL of sterile purified water to adjust the final volume to 1 L, and then aseptically adding 20 mL of filtered 20% glucose solution and 2 mL of sterile 1.0 M MgSO4 solution.

[0083] Staphylococcus epidermidis ATCC 12228 (Chromachemie) was inoculated into 10 ml of M9 minimal medium + 10% tryptic soy broth (TSB) medium, which also contained the following: (a) No additions (b) 1% by weight of glycerol (c) 1% by weight of panthenol (d) 1% by weight glycerol + 1% by weight panthenol

[0084] Incubate at 37°C for 72 hours under shaking conditions.

[0085] After 72 hours, the supernatant is collected from the fermented product by centrifugation and passed through a 0.22 μm filter (filtration removes residual bacteria from the culture supernatant). During incubation, Staphylococcus epidermidis can utilize glycerol and / or panthenol to produce metabolites that can inhibit the growth of pathogens.

[0086] Inoculate Staphylococcus aureus ATCC 6538 (Chromachemie) into the culture medium along with the culture supernatant (collected as shown above). (a) No additions (b) 1% by weight of THPE (c) 2% by weight of THPE (d) 0.0004% by weight of phytosphingosine (e) 1% by weight of THPE + 0.0004% by weight of phytosphingosine

[0087] Incubate at 37°C for 16 hours without shaking.

[0088] Measure the absorbance at 600 nm after 16 hours (the absorbance value represents bacterial growth - higher absorbance values ​​indicate better bacterial growth).

[0089] In the following table, the X in the cells indicates that a specific ingredient is present in the amount shown above.

[0090] The results are shown in the table below:

[0091] [Table 1]

[0092] [Table 2]

[0093] [Table 3]

[0094] [Table 4]

[0095] [Table 5]

[0096] [Table 6]

[0097] The data in Tables 1 to 6 above demonstrate that the composition according to the present invention provides synergistic antibacterial activity.

[0098] Furthermore, the above experiment was repeated in exactly the same manner, except that sucrose (2% by weight) was used as the polyhydroxy compound instead of glycerol / panthenol. The data were analyzed similarly, and the results are summarized in Tables 7 and 8 below:

[0099] [Table 7]

[0100] [Table 8]

[0101] The data in Tables 7 and 8 above demonstrate that the synergistic effect is reproducible when the polyhydroxy compound is sucrose. Furthermore, the above experiment was repeated in exactly the same manner, except that fructose (2% by weight) was used as the polyhydroxy compound. The data were similarly analyzed, and the results are summarized in Tables 9 and 10 below:

[0102] [Table 9]

[0103] [Table 10]

[0104] The data in Tables 9 and 10 above demonstrate that the synergistic effect is reproducible when the polyhydroxy compound is fructose.

[0105] Furthermore, the above experiment was repeated in exactly the same manner, except that fructose oligosaccharide (2% by weight) was used as the polyhydroxy compound. The data were analyzed similarly, and the results are summarized in Tables 11 and 12 below:

[0106] [Table 11]

[0107] [Table 12]

[0108] The data in Tables 11 and 12 above demonstrate that the synergistic effect is reproducible when the polyhydroxy compound is a fructose oligosaccharide.

[0109] Furthermore, the above experiments were repeated in exactly the same manner, except that lauric acid (0.00025 wt%) was used instead of phytosphingosine as the antimicrobial lipid, in combination with glycerol (Table 13), fructose (Table 14), sucrose (Table 15), or fructose oligosaccharides (Table 16); and THPE. The data were similarly analyzed, and the results are summarized in Tables 13 to 16 below:

[0110] [Table 13]

[0111] [Table 14]

[0112] [Table 15]

[0113] [Table 16]

[0114] The data in Tables 13 to 16 above demonstrate that the synergistic effect is reproducible when the antimicrobial lipid is lauric acid. The data in these tables also show that the synergistic effect is obtained when the antimicrobial lipid and THPE are present in the ratio range according to the present invention (1:10,000 to 1:10), in this case 1:8,000.

[0115] Furthermore, the above experiments were repeated for glycerol as a polyhydroxy compound, phytosphingosine as an antimicrobial lipid, and THPE, but the ratios for phytosphingosine and THPE were as shown in Tables 17 to 22 below.

[0116] [Table 17] Phytosphingosine:THPE = 1:1

[0117] [Table 18] Phytosphingosine:THPE = 1:5

[0118] [Table 19] Phytosphingosine:THPE=1:2500

[0119] [Table 20] Phytosphingosine:THPE=1:5000

[0120] [Table 21] Phytosphingosine:THPE=1:25,000

[0121] [Table 22] Phytosphingosine:THPE=1:50,000

[0122] The data in Tables 17 to 22 above demonstrate that, according to the present invention, a synergistic effect is obtained only when antimicrobial lipids and THPE are present in a specific ratio.

Claims

1. a) Polyhydroxy compounds selected from sugars, polyols, or combinations thereof; b) Antimicrobial lipids; and c) Tetrahydroxypropyl ethylenediamine (THPE), It contains, Antimicrobial lipids and THPE are present in a weight ratio of 1:10,000 to 1:

10. The antimicrobial lipid is selected from lauric acid, sapienic acid, sphingosine, dihydrosphingosine, phytosphingosine, 6-hydroxysphingosine, palmitoleic acid, and combinations thereof. Topical composition.

2. The aforementioned antimicrobial lipid is phytosphingosine. The topical composition according to claim 1.

3. A solution containing 0.01 to 25% by weight of the polyhydroxy compound, The topical composition according to claim 1.

4. A substance containing 0.0001 to 5% by weight of the antimicrobial lipid, The topical composition according to claim 1.

5. Contains 0.01 to 10% by weight of THPE, The topical composition according to claim 1.

6. The polyhydroxy compound and THPE are present in a weight ratio ranging from 1:20 to 20:

1. The topical composition according to claim 1.

7. It is a lotion, cream, deodorant, hand sanitizer, or body spray. The topical composition according to claim 1.

8. A method for disinfecting a surface, comprising the step of applying the topical composition described in claim 1 onto the surface, method.

9. The surface is skin or hair. The method according to claim 8.

10. The aforementioned surface is selected from the oral mucosa (inner lining of the oral cavity), the tongue, and the teeth. The method according to claim 8.

11. At least a portion of the topical composition is removed after application to the surface by rinsing the surface with water. The method according to any one of claims 8 to 10.

12. For disinfecting the skin, hair, or mouth, Use of the topical composition according to any one of claims 1 to 7.

13. The use of polyhydroxy compounds selected from sugars, polyols, or combinations thereof, This involves its use as an antimicrobial activity enhancer in compositions containing a combination of antimicrobial lipids and tetrahydroxypropyl ethylenediamine (THPE). use.

Citation Information

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