WO2013096689A1 - Anti allergen composition and spray formulation comprising the same - Google Patents

Anti allergen composition and spray formulation comprising the same Download PDF

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Publication number
WO2013096689A1
WO2013096689A1 PCT/US2012/071076 US2012071076W WO2013096689A1 WO 2013096689 A1 WO2013096689 A1 WO 2013096689A1 US 2012071076 W US2012071076 W US 2012071076W WO 2013096689 A1 WO2013096689 A1 WO 2013096689A1
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WO
WIPO (PCT)
Prior art keywords
composition
allergen
spray
allergen composition
weight
Prior art date
Application number
PCT/US2012/071076
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English (en)
French (fr)
Inventor
Hae-Dong Park
Junseok Lee
Original Assignee
3M Innovative Properties Company
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Filing date
Publication date
Application filed by 3M Innovative Properties Company filed Critical 3M Innovative Properties Company
Publication of WO2013096689A1 publication Critical patent/WO2013096689A1/en

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Classifications

    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00Medicinal preparations containing organic active ingredients
    • A61K31/045Hydroxy compounds, e.g. alcohols; Salts thereof, e.g. alcoholates
    • A61K31/05Phenols
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00Medicinal preparations containing organic active ingredients
    • A61K31/095Sulfur, selenium, or tellurium compounds, e.g. thiols
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K9/00Medicinal preparations characterised by special physical form
    • A61K9/10Dispersions; Emulsions
    • A61K9/12Aerosols; Foams
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P27/00Drugs for disorders of the senses
    • A61P27/02Ophthalmic agents
    • A61P27/14Decongestants or antiallergics

Definitions

  • This disclosure relates to an anti-allergic composition and spray that deactivates allergens that originate from dust mites, pollen, pets, the main factors that causes allergy both outdoors and indoors.
  • Allergy is the response of the defense system of an organism against foreign substance (antigen) that invades an organism. In other words, it's abnormal response of an immune system. Generally, when foreign substance (antigen) invades, an organism generates antibody and lymphocyte with special response. If this foreign substance invades again, it has various immune responses as defense mechanism for self-preservation. This is called allergic response.
  • An allergen is an antigen that causes an allergic response.
  • exemplary allergens include house dust tick (i.e., dust mites), pollen, animal hair, skin fragment, vegetable fiber, germ, food, dye, and certain chemical substances.
  • the secretion of dust mites gets in the human body by breathing or directly contacts skin which causes allergy.
  • Pollen in the air gets in the eyes, nose and lungs of a human causing allergy.
  • pollen allergy specially, when pollen comes in the nose and the neck of a human, this causes a series of seasonal allergic rhinitis called pollen allergy.
  • Pet hair and skin fragments are also allergens. It can take more than two years for allergy to animal to be progressed. Allergy can't be reduced more than 6 months after the contact is made with animal.
  • KR release patent 10-2010-0031468 describes an antibiotic rostellum agent prepared with one or more of rostellum agent and surfactant selected from glycine, cycsteine and glycylglycine.
  • the present disclosure provides an anti-allergic composition and spray with this composition that has excellent anti-allergic effect for various allergens and the effect of antibiosis and rostellum.
  • the disclosure provides an anti-allergen composition that has (a) chemical according to the following chemical formula 1 :
  • R is straight or branching strain of alkyl radical for Ci - C30 and X is H, Na, K, Mg or Ca in the above chemical formula 1) and (b) plant extract oil, an antimicrobial or a mixture thereof:
  • the above anti-allergen composition can further include a solvent.
  • the above solvent can be water, alcohol or a mixture thereof.
  • the above anti-allergen composition can further include a surfactant and/or a spice.
  • the above anti-allergen composition can further include 0.1 -5 weight % of the chemical according to chemical formula 1 ; 0.01 -3 weight % of plant extract oil, antimicrobial or a mix with these based on the total weight of composition.
  • this disclosure provides a spray that includes the previously described anti-allergic composition.
  • the anti-allergen composition of the invention has enhanced effect of anti-allergy, antibiosis and deodorization. Therefore, when making the above composition a dosage form to use as spray, it can effectively remove microorganism such as bacteria and odor as well as the allergen that generates from the surrounding environment odor.
  • Figure 1 (a) shows bacterial growth 24 hours after injecting Staphylococcus ATCC 6538 into non- woven fabric that is not sprayed with the anti-allergen composition of performing example 1.
  • Figure 1 (b) shows bacterial growth 24 hours after injecting Staphylococcus ATCC 6538 into non- woven fabric that is sprayed with the anti-allergen composition of performing example 1.
  • Figure 2(a) shows bacterial growth 24 hours after injecting Escherichia Coli ATCC 25922 into non- woven fabric that is not sprayed with the anti-allergen composition of performing example 1.
  • Figure 2(b) shows bacterial growth 24 hours after injecting Escherichia Coli ATCC 25922 into non- woven fabric that is sprayed with the anti-allergen composition of performing example 1.
  • Figure 3 is a graph depicting the concentration of ammonia and hydrogen over time when exposed to the anti-allergen spray of performing example 4.
  • the anti-allergen composition of the disclosure includes (a) a chemical marked with the following Chemical Formula 1 :
  • R is straight or branching strain of alkyl radical for Ci - C30 and X is H, Na, K, Mg or Ca in the above chemical formula 1) and (b) plant extract oil, an antimicrobial or a mixture thereof.
  • a chemical according to Chemical Formula 1 is an anionic surfactant with excellent cleaning power and emulsification and is commonly known as an effective ingredient of detergent. Also, a chemical according to Chemical Formula 1 has an ability to absorb, break down or change protein substance that is the cause of allergy in addition to its commonly known cleaning power. Therefore, when a chemical according to Chemical Formula 1 is included in the anti-allergen compositions disclosed herein, it can have the effect of antibiosis and anti-allergy effectively removing various allergens and bacteria that are generated from surrounding environments. Also, since the chemical in Chemical Formula 1 is a type of anionic surfactant, it has high penetrating depth. Therefore, and without wishing to be bound by theory, it can easily reach the surface of a sheet, clothing fiber or germ to effectively deactivating the allergen.
  • R is straight or branching strain of alkyl radical for Cio - C 2 5 and straight chain of alkyl radical for Cio - C 2 5 is more preferred in Chemical Formula 1.
  • Chemical Formula 1 An example of a chemical according to Chemical Formula 1 can be a chemical marked with the following Chemical Formula 1 a:
  • R is a straight or branching strain of alkyl radical for Ci - C30.
  • R is a straight or branching chain of alkyl radical for Cio - C25 and more preferably R can be a straight chain of alkyl radical for Cio - C25 in the above Chemical Formula 1 a.
  • a chemical according to Chemical Formula 1 can be sodium hexadecyl diphenyl oxide disulfonate.
  • the amount of a chemical (a) in the anti-allergen compositions is not particularly limited. In certain implementations, a concentration of about 0.1 to 5 weight % based on the total weight of composition can have the desirable effect of reducing allergen activation without increasing the composition viscosity.
  • An example of allergen that is reduced or deactivated by this chemical of Chemical Formula 1 can be animal allergen and plant allergen. Specifically, it can be, the cause of allergy disease, dust mites, pollen, pet hair, but it's not limited to these.
  • the anti-allergen compositions of the present disclosure include plant extract oil and/or antimicrobial with the previously mentioned chemical according to Chemical Formula 1. Such compositions can have the effect of antibiosis and deodorization as well as anti-allergic effect by including the plant extracts oil, antimicrobial, or a mixture thereof.
  • the plant extract oil is extracted from plant with the method of steam distillation, which can enhance the antibiosis and deodorization capabilities of the composition.
  • the plant extract oil is very compatible with a chemical according to Chemical Formula 1.
  • the composition that includes the plant extract oil and a chemical of Chemical Formula 1 can feature enhanced antibiosis and deodorization without a reduced anti-allergen effect. Furthermore, since the plant extract oil is typically a hydrophobic substance, a composition that includes the plant extract oil and a chemical of Chemical Formula 1 can be easily applied to a hydrophobic surface.
  • the particular plant extract oil used is not limited, but oil that is extracted from tea plant, oil that is extracted from grapefruit, and olive oil are preferred under certain circumstances. Tea plant extract oil is particularly suitable for use in the anti-allergen compositions of the present disclosure.
  • plant extract oils can be obtained with various methods of extracting plant oil that are known in the art. Suitable examples include, but are not limited to, the water method, wherein a plant is directly put in water and heated; the steam method, wherein the plant is put on shelf or sieve and hot steam is injected into it; the water and steam method that is a combination process of the water method and the steam method; the compressing method, wherein a fruit peel is pressed to extract oil; the solvent extract method, wherein oil is extracted from a plant with a solvent such as oil ether, hexane, methanol, ethanol.
  • a solvent such as oil ether, hexane, methanol, ethanol.
  • the amount of the plant extract oil in the anti-allergen composition is not particularly limited. In certain implementations, a concentration of about 0.1 to 3.0 weight % or more preferably about 0.1 to 1.5 weight % based on the total weight of the composition, can have the potentially desirable effect of antibiosis and deodorization without a reduction of the anti-allergen effect of the chemical of Chemical Formula 1.
  • the mix rate of the plant extract oil and antimicrobial is not particularly limited.
  • a weight ratio of about 1 : 1 to 1 :3, can have a deodorization effect, which can lead to an increased effect of anti-allergy and antibiosis.
  • Antimicrobials used in the anti-allergen compositions reduce the growth of a microorganism such as bacteria, fungi and also inhibits their survival.
  • the antimicrobials have the effect of antibiosis / sterilization and have enhanced compatibility with the chemical of Chemical Formula 1. Therefore, a composition that contains antimicrobial and the chemical (a) of the Chemical Formula 1 can feature enhanced or even excellent antibiosis effect.
  • the antimicrobial can, in certain implementations, intensify the anti-allergic effect from the chemical (a) of Chemical Formula 1.
  • Suitable antimicrobials include, but are not limited to, sodium pyrithione, benzalkonium chloride can have excellent antibiosis effect.
  • the antimicrobial amount is not particularly limited. In certain implementations, a concentration of about 0.01 to 3.0 weight % based on the total weight of the composition, can increase and enhance the effect of anti-allergy and antibiosis.
  • the composition in the invention can further include a solvent.
  • the solvent dissolves or disperses the chemical of the Chemical Formula 1, plant extract oil and/or antimicrobial to mix these evenly.
  • the composition can be evenly dispersed in wide area and the presence of a solvent may decrease the drying time.
  • the solvent can, in certain circumstances, dramatically increase the effect of anti-allergy, antibiosis and sterilization.
  • Suitable solvents include water, alcohol, and mixtures thereof.
  • Suitable alcohols include low level alcohols, such as d to Ce alcohols and preferably ethanol. When low level alcohol is used, the anti- allergen composition can be dried fast in the air, also its stability can be improved due to low
  • the amount of the above solvent can be the remaining amount that adjusts the total amount of antiallergic composition to be 100 weight %.
  • the mix rate of water and alcohol is not particularly limited.
  • the concentration of alcohol is about 1 to 20 weight % and more suitably around 4 to 10 weight %, and the total weight of anti-allergic composition in the water amount to be 100 weight %.
  • the solvent easily dissolves or disperses other ingredients of the composition and can be dried fast in the air when the composition is used as a spray.
  • the composition in the invention can further include a surfactant.
  • the surfactant forms molecular aggregates with the chemical of Chemical Formula 1 , thereby providing low surface tension for the composition to quickly reach a hydrophobic surface. Therefore, the anti- allergen composition can penetrate into hydrophobic substance with the above surfactant effectively removing allergen or odor ingredient.
  • the above surfactant can be commonly classified into surfactant of anionic polymerization, cationic polymerization, amphiprotic, nonionic polymerization depending on the ionization status and the subject of activating agent.
  • Suitable surfactants include, but are not limited to, polyvinylpyrrolidone (PVP), polyethyleneimine (PEI), poly methyl vinyl ether (PMVE), polyvinyl alcohol (PVA), polyoxyethylene alkyl phenyl ether, polyoxyethylene sorbitan monostearate, fluoroacrylate copolymer-ethyl acetate.
  • PVP polyvinylpyrrolidone
  • PEI polyethyleneimine
  • PMVE poly methyl vinyl ether
  • PVA polyvinyl alcohol
  • polyoxyethylene alkyl phenyl ether polyoxyethylene sorbitan monostearate
  • fluoroacrylate copolymer-ethyl acetate sorbitan monostearate
  • fluoroacrylate copolymer-ethyl acetate sorbitan monostearate
  • fluoroacrylate copolymer-ethyl acetate fluoroacrylate copolymer-ethyl acetate.
  • the composition in the invention can further include a spice.
  • the spice may remove odor covering odorous substance, reduce stress or tension and increase concentration. Therefore, a composition with the above spice can increase deodorization effect and the effect of fragrance and aromatherapy.
  • An example of the above spice can be common fragrant spice or natural aroma oil in the market.
  • Suitable spices include, but are not limited to, peppermint oil, citronella oil, rose oil, lavender oil, jasmine oil, lemon oil, orange oil, sandalwood, frankincense, German Chamomile, ylang-ylang oil.
  • the amount of the spice in the anti-allergen composition is not particularly limited. In certain circumstances, a concentration of about 0.01 to 1 weight % based on the total weight of the composition, can intensify the deodorizing effect without reducing the effect of anti-allergy and antibiosis, as well as enhancing the effect of fragrance or aromatherapy.
  • the present disclosure provides a spray that the previously mentioned anti-allergic composition is made in a dosage form. The spray reduces the activation of various allergens, and deactivates them.
  • the spray is commonly charged in a spray container with a propellant. If a certain pressure is applied to spray under high pressure, it can spray in a mist form.
  • propellants include nitrogen, carbon dioxide, dimethyleter, LPG.
  • the amount of composition in the spray container can be around 10-1 ,000 ml, preferably around 30-750 ml and more preferably around 50-500 ml.
  • Suitable spray containers include trigger, pump and axis force styles of a spray container.
  • Anti-allergic composition including sodium hexadecyl diphenyl oxide disulfonate 1 weight %, tea plant extract oil 1 weight %, sorbitan fatty acid ester 0.48 weight %, flower extract floral scent 0.04 weight %, ethanol 5 weight % and the residual water was made. This was made in a dosage form to make spray.
  • Anti-allergic composition and spray were made in the same way as the performing example except using grapefruit extract oil 1 weight % instead of tea plant extract oil 1 weight % used in the performing example 1.
  • Anti-allergic composition and spray were made in the same way as the performing example 1 except using silver ion 0.05 weight % instead of tea plant extract oil 1 weight % used in the performing example 1.
  • Airwick deodorant the spray product from Oxy Reckitt Benckiser, was used in the comparative example 2.
  • Anti-allergic composition and spray were made in the same way as the performing example 1 except using silver ion 1 weight % instead of tea plant extract oil 1 weight %, not sodium hexadecyl diphenyl oxide disulfonate 1 weight % used in the performing example 1
  • ELISA-enzyme LISA was used to measure the deactivating function of allergen. This method is to check the color change made by antigen antibody response to measure the allergen concentration.
  • the method of making the sample and reactive reagent and measuring its test result used in the performing examples of the invention are basically as shown below.
  • Used allergen Pollen An ELISA test kit, such as those available from Indoor Biotechnologies (Charlottesville, VA) was supplied for each antigen. Each antigen was dissolved into PBS making test allergen solution 250 ng/ml. Other methods of making reagent were given by the ELISA kit provider. 2. Making samples
  • Each antigen concentration was measured in the reactive solution including the sample with microplate reader at 405 nm to calculate the efficiency of allergen deactivation. The removing rate (%) of protein was calculated with this. Also, OD (Optical Density) value was measured.
  • the rate of removing protein for the spray in the performing example 1 to 3 was around 99% or more. Comparing with the rate of removing protein for the commercialized spray in the performing example 1 and 2 is below around 10%, the spray in the performing example 1 to 3 showed the dramatic effect of anti-allergy. Also, the spray in the performing example 1 to 3 showed high rate of removing protein, compared with the spray of the comparative example 3. Compared with the composition including the traditional antimicrobial, the composition including the chemical of the Chemical Formula 1 had very excellent antiallergic effect for the tested allergen.
  • Staphylococcus ATCC 6538 was injected into non- woven fabric (test piece 1) where the composition of the performing example 1 was sprayed and non- woven fabric (contrast piece 1) where the composition of the performing example 1 wasn't sprayed.
  • the bacteria number at the early stage was measured. 24 hours later, the bacteria number was measured to check the status of bacteria breeding. The result is shown in the following Table 2.
  • test result showed that 24 hours later, the bacteria number was greatly reduced by 99.9% or more for test piece 1.
  • Escherichia Coli ATCC 25922 was injected into non-woven fabric (test piece 2) where the composition of the performing example 1 was sprayed and non-woven fabric (contrast piece 2) where the composition of the performing example 1 wasn't sprayed.
  • the bacteria number at the early stage was measured. 24 hours later, the bacteria number was measured to check the status of bacteria breeding. The result is shown in the following Table 3. Table 3
  • test result showed that 24 hours later, the bacteria number was greatly reduced by 99.9% or more for test piece 2.
  • Odor ingredient (ammonia, hydrogen) was injected in a sealed conical flask to test the deodorizing effect.
  • the spray of the performing example 1 was sprayed in a sealed conical flask injected with the odor ingredient.
  • the concentration of remaining odor ingredient in a sealed conical flask was measured after 1 minutes, 2 minutes, 5 minutes, and 10 minutes. The result is shown in figure 3.
  • the test result showed that the concentration of ammonia and hydrogen injected in a sealed conical flask was gradually reduced by the spray of the performing example.
  • the odor producing compounds were mostly removed 10 minutes later. Therefore, the spray in the invention has excellent effect of deodorization.
PCT/US2012/071076 2011-12-21 2012-12-20 Anti allergen composition and spray formulation comprising the same WO2013096689A1 (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
KR10-2011-0139185 2011-12-21
KR1020110139185A KR20130071769A (ko) 2011-12-21 2011-12-21 항알레르기 조성물 및 이를 포함하는 스프레이 제제

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Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2016104573A1 (ja) * 2014-12-26 2016-06-30 東レ・オペロンテックス株式会社 繊維構造物およびその製造方法
EP3478390B1 (de) 2016-07-01 2020-04-29 Mahle International GmbH Filtermedium, beschichtunglösung zum erzeugen eines beschichtung eines solchen filtermediums und verfahren zur herstellung eines solchen filtermediums

Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20050095222A1 (en) * 2003-10-29 2005-05-05 Taro Suzuki Allergen inhibitor, allergen-inhibiting method, allergen-inhibiting fiber and allergen-inhibiting sheet
US7037535B2 (en) * 2002-11-19 2006-05-02 Kimberly-Clark Worldwide, Inc. Method and composition for neutralizing house dust mite feces
US20060293214A1 (en) * 2005-06-28 2006-12-28 Lily Cheng Synergistic acidic ternary biocidal compositions
US20070014687A1 (en) * 2005-07-12 2007-01-18 Tabor Rick L Composition and method for deactivating allergenic proteins on surfaces
US20080107716A1 (en) * 2004-06-04 2008-05-08 Kimberly-Clark Worldwide, Inc. Antimicrobial tissue products with reduced skin irritation potential

Patent Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US7037535B2 (en) * 2002-11-19 2006-05-02 Kimberly-Clark Worldwide, Inc. Method and composition for neutralizing house dust mite feces
US20050095222A1 (en) * 2003-10-29 2005-05-05 Taro Suzuki Allergen inhibitor, allergen-inhibiting method, allergen-inhibiting fiber and allergen-inhibiting sheet
US20080107716A1 (en) * 2004-06-04 2008-05-08 Kimberly-Clark Worldwide, Inc. Antimicrobial tissue products with reduced skin irritation potential
US20060293214A1 (en) * 2005-06-28 2006-12-28 Lily Cheng Synergistic acidic ternary biocidal compositions
US20070014687A1 (en) * 2005-07-12 2007-01-18 Tabor Rick L Composition and method for deactivating allergenic proteins on surfaces

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2016104573A1 (ja) * 2014-12-26 2016-06-30 東レ・オペロンテックス株式会社 繊維構造物およびその製造方法
JPWO2016104573A1 (ja) * 2014-12-26 2017-10-05 東レ・オペロンテックス株式会社 繊維構造物およびその製造方法
EP3478390B1 (de) 2016-07-01 2020-04-29 Mahle International GmbH Filtermedium, beschichtunglösung zum erzeugen eines beschichtung eines solchen filtermediums und verfahren zur herstellung eines solchen filtermediums
US11400402B2 (en) 2016-07-01 2022-08-02 Mahel International GmbH Filter medium and method for producing such a filter medium

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