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WO2005058364A2 - Systeme de preservation - Google Patents

Systeme de preservation Download PDF

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Publication number
WO2005058364A2
WO2005058364A2 PCT/GB2004/005139 GB2004005139W WO2005058364A2 WO 2005058364 A2 WO2005058364 A2 WO 2005058364A2 GB 2004005139 W GB2004005139 W GB 2004005139W WO 2005058364 A2 WO2005058364 A2 WO 2005058364A2
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WO
WIPO (PCT)
Prior art keywords
oil
essential oil
biocide
essential
composition
Prior art date
Application number
PCT/GB2004/005139
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English (en)
Other versions
WO2005058364A3 (fr
Inventor
Steve Aljawhiri
Stephen Denyer
Peter William Dettmar
Frank Chadwick Hampson
Geoffrey William Hanlon
David Norman Payne
Original Assignee
Reckitt Benckiser Healthcare (Uk) Limited
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Reckitt Benckiser Healthcare (Uk) Limited filed Critical Reckitt Benckiser Healthcare (Uk) Limited
Priority to EP04805959A priority Critical patent/EP1742666A2/fr
Publication of WO2005058364A2 publication Critical patent/WO2005058364A2/fr
Publication of WO2005058364A3 publication Critical patent/WO2005058364A3/fr

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Classifications

    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K47/00—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient
    • A61K47/44—Oils, fats or waxes according to two or more groups of A61K47/02-A61K47/42; Natural or modified natural oils, fats or waxes, e.g. castor oil, polyethoxylated castor oil, montan wax, lignite, shellac, rosin, beeswax or lanolin
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N31/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic oxygen or sulfur compounds
    • A01N31/08—Oxygen or sulfur directly attached to an aromatic ring system
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N31/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic oxygen or sulfur compounds
    • A01N31/08—Oxygen or sulfur directly attached to an aromatic ring system
    • A01N31/16—Oxygen or sulfur directly attached to an aromatic ring system with two or more oxygen or sulfur atoms directly attached to the same aromatic ring system
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N35/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having two bonds to hetero atoms with at the most one bond to halogen, e.g. aldehyde radical
    • A01N35/06—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having two bonds to hetero atoms with at the most one bond to halogen, e.g. aldehyde radical containing keto or thioketo groups as part of a ring, e.g. cyclohexanone, quinone; Derivatives thereof, e.g. ketals
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N35/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having two bonds to hetero atoms with at the most one bond to halogen, e.g. aldehyde radical
    • A01N35/08—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having two bonds to hetero atoms with at the most one bond to halogen, e.g. aldehyde radical at least one of the bonds to hetero atoms is to nitrogen
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N37/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids
    • A01N37/36—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing at least one carboxylic group or a thio analogue, or a derivative thereof, and a singly bound oxygen or sulfur atom attached to the same carbon skeleton, this oxygen or sulfur atom not being a member of a carboxylic group or of a thio analogue, or of a derivative thereof, e.g. hydroxy-carboxylic acids
    • A01N37/38—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing at least one carboxylic group or a thio analogue, or a derivative thereof, and a singly bound oxygen or sulfur atom attached to the same carbon skeleton, this oxygen or sulfur atom not being a member of a carboxylic group or of a thio analogue, or of a derivative thereof, e.g. hydroxy-carboxylic acids having at least one oxygen or sulfur atom attached to an aromatic ring system
    • A01N37/40—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing at least one carboxylic group or a thio analogue, or a derivative thereof, and a singly bound oxygen or sulfur atom attached to the same carbon skeleton, this oxygen or sulfur atom not being a member of a carboxylic group or of a thio analogue, or of a derivative thereof, e.g. hydroxy-carboxylic acids having at least one oxygen or sulfur atom attached to an aromatic ring system having at least one carboxylic group or a thio analogue, or a derivative thereof, and one oxygen or sulfur atom attached to the same aromatic ring system
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/72—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms
    • A01N43/80—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms five-membered rings with one nitrogen atom and either one oxygen atom or one sulfur atom in positions 1,2
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N65/00—Biocides, pest repellants or attractants, or plant growth regulators containing material from algae, lichens, bryophyta, multi-cellular fungi or plants, or extracts thereof
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N65/00—Biocides, pest repellants or attractants, or plant growth regulators containing material from algae, lichens, bryophyta, multi-cellular fungi or plants, or extracts thereof
    • A01N65/08—Magnoliopsida [dicotyledons]
    • A01N65/22—Lamiaceae or Labiatae [Mint family], e.g. thyme, rosemary, skullcap, selfheal, lavender, perilla, pennyroyal, peppermint or spearmint
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N65/00—Biocides, pest repellants or attractants, or plant growth regulators containing material from algae, lichens, bryophyta, multi-cellular fungi or plants, or extracts thereof
    • A01N65/08—Magnoliopsida [dicotyledons]
    • A01N65/28—Myrtaceae [Myrtle family], e.g. teatree or clove
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N65/00—Biocides, pest repellants or attractants, or plant growth regulators containing material from algae, lichens, bryophyta, multi-cellular fungi or plants, or extracts thereof
    • A01N65/08—Magnoliopsida [dicotyledons]
    • A01N65/36—Rutaceae [Rue family], e.g. lime, orange, lemon, corktree or pricklyash
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N65/00—Biocides, pest repellants or attractants, or plant growth regulators containing material from algae, lichens, bryophyta, multi-cellular fungi or plants, or extracts thereof
    • A01N65/40—Liliopsida [monocotyledons]
    • A01N65/44—Poaceae or Gramineae [Grass family], e.g. bamboo, lemon grass or citronella grass
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K36/00—Medicinal preparations of undetermined constitution containing material from algae, lichens, fungi or plants, or derivatives thereof, e.g. traditional herbal medicines
    • A61K36/18—Magnoliophyta (angiosperms)
    • A61K36/185—Magnoliopsida (dicotyledons)
    • A61K36/45—Ericaceae or Vacciniaceae (Heath or Blueberry family), e.g. blueberry, cranberry or bilberry
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K36/00—Medicinal preparations of undetermined constitution containing material from algae, lichens, fungi or plants, or derivatives thereof, e.g. traditional herbal medicines
    • A61K36/18—Magnoliophyta (angiosperms)
    • A61K36/185—Magnoliopsida (dicotyledons)
    • A61K36/53—Lamiaceae or Labiatae (Mint family), e.g. thyme, rosemary or lavender
    • A61K36/534—Mentha (mint)
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K36/00—Medicinal preparations of undetermined constitution containing material from algae, lichens, fungi or plants, or derivatives thereof, e.g. traditional herbal medicines
    • A61K36/18—Magnoliophyta (angiosperms)
    • A61K36/185—Magnoliopsida (dicotyledons)
    • A61K36/61—Myrtaceae (Myrtle family), e.g. teatree or eucalyptus
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K9/00—Medicinal preparations characterised by special physical form
    • A61K9/0012—Galenical forms characterised by the site of application
    • A61K9/0014—Skin, i.e. galenical aspects of topical compositions

Definitions

  • the present invention relates to new preservative systems and their use in liquid composition, in particular pharmaceutical compositions.
  • Preservatives are well known. Preservatives are intended to preserve a product, such as a food or a pharmaceutical, against microbial growth and product spoilage. Preservatives usually have good selective toxicity. Thus, they are typically safe for topical application and/or ingestion.
  • preservatives include biocides, which inhibit the growth of microorganisms, such as bacteria.
  • biocides include phenolic compounds, such as esters of p-hydroxy benzoic acid.
  • esters are known as parabens, examples of which are methyl paraben (methyl ester of p-hydroxy benzoic acid) , ethyl paraben (ethyl ester of p-hydroxy benzoic acid) , propyl paraben (propyl ester of p-hydroxy benzoic acid) and butyl paraben (butyl ester of p-hydroxy benzoic acid) .
  • methyl paraben methyl ester of p-hydroxy benzoic acid
  • ethyl paraben ethyl ester of p-hydroxy benzoic acid
  • propyl paraben propyl ester of p-hydroxy benzoic acid
  • butyl paraben butyl ester of p-hydroxy benzoic acid
  • Estragol, trans-anethole and fenchone were also found to synergistically enhance the antimicrobial activity of methyl paraben.
  • the present inventors have discovered a relationship between the physical properties of essential oil and its ability to potentiate the antimicrobial activity of a biocide. Specifically, it is believed that essential oil having a. relatively high specific gravity and a relatively low dielectric constant can be used to potentiate the antimicrobial activity of a biocide, such as a paraben.
  • an essential oil to potentiate the activity of a biocide, wherein the essential oil has a specific gravity of at least 0.89 and a dielectric constant of 1 to 20, and, preferably, wherein the essential oil does not consist of a single essential oil selected from fennel oil, anise oil, basil oil, fenchone, trans-anethole and estragol.
  • an essential oil as a preservative in a liquid composition comprising a biocide, wherein the essential oil has a specific dielectric of at least 0.89 and a gravity constant of 1 to 20, and, preferably, wherein the essential oil does not consist of a single essential oil selected from fennel oil, anise oil, basil oil, fenchone, trans-anethole and estragol.
  • a pharmaceutical composition comprising: a) an alginate, b) a bicarbonate and/or a carbonate, c) a biocide, and d) an essential oil, wherein the essential oil has a specific gravity of at least 0.89 and a dielectric constant of 1 to 20, and, preferably, wherein the essential oil does not consist of a single essential oil selected from fennel oil, anise oil, basil oil, fenchone, trans-anethole and estragol. It is believed that the antimicrobial activity of the biocide may be enhanced by the presence of an essential oil having a specific gravity of at least 0.89 and a dielectric constant of 1 to 20.
  • a further aspect of the present invention provides the use of an essential oil to potentiate the activity of a biocide, wherein the essential oil has a specific gravity of at least 0.89 and a dielectric constant of 1 to 20, and wherein the essential oil does not consist of a single essential oil selected from fennel oil, anise oil, basil oil, fenchone, trans-anethole and estragol.
  • the antimicrobial activity of the biocide is synergistically enhanced by the essential oil.
  • the antimicrobial activity of the combination of the biocide and the oil is greater than the sum of the antimicrobial activity of the biocide in the absence of the oil and the antimicrobial activity of the oil in the absence of the biocide.
  • the number of bacteria eliminated in the sample after a predetermined period of time is preferably greater than the sum of i) the number of bacteria eliminated after the same predetermined period in an identical culture treated with the biocide in the absence of the oil and ii) the number of bacteria eliminated after the same predetermined period in another identical culture treated with the oil in the absence of the biocide.
  • the essential oil has a specific gravity of greater than 0.890, more preferably, at least 0.990.
  • the essential oil may have a specific gravity of 0.990 to 2.000, for example, 1.000 to 1.700, preferably, 1.010 to 1.500.
  • the specific gravity of the essential oil is 1.020 to 1.300, preferably, 1.030 to 1.250, most preferably, 1.170 to 1.200.
  • Specific gravity may be measured using any suitable method. For example, conventional instruments, such as a pycnometer may be used. Gravimetric analysis may also be employed.
  • the essential oil may have a dielectric constant of 2 to 18, preferably 3 to 12, more preferably 5 to 11, for example, 6 to 9. Dielectric constant is measured using any suitable method.
  • a parallel plate capacitor may be employed.
  • Any suitable essential oil may be employed in the composition of the claimed invention.
  • essential plant oils may be employed.
  • essential oil covers essential oils and the oily components of essential oils.
  • a mixture of two or more oils may also be employed, particularly if the mixture has a specific gravity of at least 0.89 and a dielectric constant of 1 to 20.
  • the oil has an aromatic component content of at least 30 %, more preferably at least 50%, even more preferably, at least 60 %, for example, at least 80%.
  • the aromatic components are preferably water-insoluble.
  • the essential oil is present in the liquid composition as an oil-in-water emulsion.
  • the ratio of spearmint oil to clove oil or eugenol may be 10 - 90: 90 - 10, preferably, 30 - 70: 70 - 30, for example, 40 - 60: 60 - 40.
  • the oil is a mixture of wintergreen oil and eugenol.
  • the weight ratio of wintergreen oil to eugenol may be 10 - 90: 90 - 10, preferably, 30 - 70: 70 - 30, for example, 40 - 60: 60 - 40.
  • oils consisting of one of fennel oil, basil oil and anise oil are excluded from the scope of the invention.
  • the oil may be present in an amount of from 0.01 to 5 volume % of the composition, preferably, from 0.05 to 2 volume %, more preferably, from 0.07 to 1 volume %. In one embodiment, the oil is present in an amount of 0.01 to 0.5, for example, 0.01 to 0.1 volume %.
  • the biocide employed in the composition may be an ester of p-hydroxy benzoic acid. Such esters are known as parabens. Examples of suitable parabens include methyl paraben, ethyl paraben, propyl paraben and butyl paraben (or their salts [e.g. soluble salts]). Mixtures of parabens may be employed.
  • the biocide may be bronopol, chlorocresol or an isothiazole.
  • the amount of biocide present in the composition may be 0.001 to 50 weight % of the composition, preferably, from 0.01 to 30 weight %.
  • the ratio of essential oil to biocide in the composition may be 1:20 to 20:1, preferably, from 1:10 to 10:1, and more preferably, from 1:5 to 5:1.
  • the composition is an aqueous composition comprising up to 99.99% water.
  • the aqueous composition may comprise from 60 to up to 99.99 weight % water, for example, from 70 to 98 weight % water.
  • the composition may be substantially anhydrous or may contain water in an amount of 0.1 to 50 weight %, preferably, 10 to 30 weight %. Such a concentrate may be diluted with water or an aqueous composition before use .
  • the composition may also comprise a chelating agent.
  • the chelating agent may enhance the interactions between the biocide and the bacterial wall by exposing more lipophilic surfaces on the bacterium. Suitable chelating agents include ethylene diaminetetraacetic acid (EDTA) or its derivatives (e.g. salts).
  • EDTA ethylene diaminetetraacetic acid
  • the composition is in the form of a liquid.
  • the biocide may be present in an amount from 0.001 to 5 weight % of the composition, preferably, from 0.01 to 2 weight %, more preferably, from 0.07 to 1 weight %, for example, from 0.1 to 0.2 weight %.
  • the composition may be used to inhibit the growth of a number of different bacteria.
  • the composition may be useful against Ps aeruginosa , Enterobacter cloacae f Klebsiella oxytoca , Klebsiella pneumonia and Ci tobacter freundii .
  • compositions comprising methyl paraben, propyl paraben and a number of different oils were tested for their antimicrobial activity against the Ps aeruginosa .
  • the following oils were tested: I) spearmint oil, ii) spearmint oil and eugenol ( 63.5 : 36.5) and iii) eugenol.
  • a control sample Cl) of spearmint oil and eugenol was also prepared (63.5:36.5). However, no parabens were included in the control . To carry out the tests, the following procedure was adopted.
  • This sample was added to 9ml of a neutralizer comprising HEPES, Tween [l.ll%w/v Tween ® 80 (polysorbate 80); laboratory grade, Product #560234H, Cas# 9005-65-6 (BDH, Poole, Dorset, UK)] and Lecithin [0.085% w/v Lechitin Soya Bean; Laboratory grade, Product # 298632A, Cas#8030-76-0] .
  • the test tube was then returned to the 25°C stirred water bath for the next sample .
  • Each neutralized sample (20 ⁇ l) was spread out onto a plate containing Tryptone Soy Agar (Oxoid) and incubated overnight at 30°C.
  • Figure 1 shows how the number of bacteria decreased over time.
  • the samples containing ii) spearmint oil and eugenol (63.5:36.5) and iii) eugenol were very effective at reducing the number of bacteria.
  • the oils in these samples had specific gravities of 0.9895 (ii) and 1.0775 (iii) , respectively.
  • the sample containing I) spearmint oil had some antimicrobial activity, this sample was less effective than samples containing oils ii) and iii) .
  • the specific gravity of spearmint oil (I) was 0.9508.
  • the results for the Control show that the oil combination has little or no antimicrobial activity on its own.
  • Example 1 was repeated with the following oils: iv) spearmint oil and wintergreen oil (49:51) and v) wintergreen oil. A control C2) of wintergreen oil only was also prepared. However, no parabens were included in the control. The results are also shown in Figure 1. As can be seen from the Figure, samples containing iv) wintergreen oil and spearmint oil and v) wintergreen oil had excellent antimicrobial activity. The oils in these samples had specific gravities of iv) 1.067 and v) 1.186, respectively.
  • Example 2 the procedure of Example 1 was repeated to test the activity of a composition comprising methyl paraben, propyl paraben and wintergreen oil against Enterobacter cloacae .
  • a composition comprising methyl paraben, propyl paraben and fennel oil was also tested. In each case, 0.117%w/v methyl paraben and 0.018%w/v propyl paraben were employed. The amount of oil in each case was 0.078%v/v.
  • Figure 2 As can be seen from the Figure, the wintergreen oil composition had better antimicrobial activity than the fennel oil composition. Wintergreen oil has a specific gravity of 1.1864, whereas fennel oil has a specific gravity of 1.001.
  • Example 3 The procedure of Example 3 was repeated with a culture of Klebsiella oxytoca . As can be seen from Figure 3, the wintergreen oil composition had better antimicrobial activity than the fennel oil composition.
  • Example 4 The procedure of Example 4 was repeated with a culture of Ps . Aeruginosa . As can be seen from Figure 4, the wintergreen oil composition had better antimicrobial activity than the fennel oil composition.
  • Deionised water to 1 litre is made up as follows 1. 917ml of deionised water are dispensed into a mixing vessel and cooled to approximately 20°C.
  • biocides, carbonates, essential oil and sweetener are added to the mixture and stirred for 5 minutes.
  • the alginate is added with stirring over a period of 3 minutes .
  • the temperature is controlled during manufacture to 22°C (plus or minus 5°C) .

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Abstract

L'invention concerne l'utilisation d'une huile essentielle qui vise à potentialiser l'activité d'un biocide, l'huile essentielle ayant une gravité spécifique d'au moins 0,89 et une constante diélectrique comprise entre 1 et 20.
PCT/GB2004/005139 2003-12-12 2004-12-10 Systeme de preservation WO2005058364A2 (fr)

Priority Applications (1)

Application Number Priority Date Filing Date Title
EP04805959A EP1742666A2 (fr) 2003-12-12 2004-12-10 Systeme de preservation

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
GB0328845.3 2003-12-12
GB0328845A GB2408933A (en) 2003-12-12 2003-12-12 Antimicrobial composition

Publications (2)

Publication Number Publication Date
WO2005058364A2 true WO2005058364A2 (fr) 2005-06-30
WO2005058364A3 WO2005058364A3 (fr) 2006-02-23

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PCT/GB2004/005139 WO2005058364A2 (fr) 2003-12-12 2004-12-10 Systeme de preservation

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EP (1) EP1742666A2 (fr)
GB (1) GB2408933A (fr)
WO (1) WO2005058364A2 (fr)

Cited By (9)

* Cited by examiner, † Cited by third party
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CN104814047A (zh) * 2015-05-14 2015-08-05 荆丙艳 一种b超室消毒用中药组合物消毒液
US9364419B2 (en) * 2014-05-15 2016-06-14 The Procter & Gamble Company Oral care compositions containing polyethylene glycol for physical stability
WO2018009532A1 (fr) * 2016-07-06 2018-01-11 Mccormick & Company, Incorporated Produits d'arôme à encapsulation naturelle
US9913783B2 (en) 2014-05-15 2018-03-13 The Procter & Gamble Company Dentifrice compositions having optimized preservatives
US10039697B2 (en) 2014-05-15 2018-08-07 The Procter & Gamble Company Dentifrice compositions having improved fluoride ion stability or fluoride uptake
US10820597B2 (en) 2011-03-18 2020-11-03 Biofungitek, S.L. Phytosanitary composition comprising essential oils that potentiate antifungal activity
US10835477B2 (en) 2014-05-15 2020-11-17 The Procter & Gamble Company Oral care compositions containing polyethylene glycol for physical stability

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* Cited by examiner, † Cited by third party
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US7816410B2 (en) 2003-12-02 2010-10-19 Biofutures PI Ltd. Pesticidal compositions
US10820597B2 (en) 2011-03-18 2020-11-03 Biofungitek, S.L. Phytosanitary composition comprising essential oils that potentiate antifungal activity
CN103429088A (zh) * 2011-03-18 2013-12-04 拜欧方吉特克有限责任公司 包含加强抗真菌活性的精油的控制植物病害的组合物
EP2687095A4 (fr) * 2011-03-18 2014-09-03 Biofungitek Sl Composition phytosanitaire comprenant des huiles essentielles renforçant l'activité anti-fongique
CN107079926A (zh) * 2011-03-18 2017-08-22 拜欧方吉特克有限责任公司 包含加强抗真菌活性的精油的控制植物病害的组合物
US10863749B2 (en) 2011-03-18 2020-12-15 Biofungitek, S.L. Phytosanitary composition comprising essential oils that potentiate antifungal activity
US10813360B2 (en) 2011-03-18 2020-10-27 Biofungitek, S.L. Phytosanitary composition comprising essential oils that potentiate antifungal activity
US9364419B2 (en) * 2014-05-15 2016-06-14 The Procter & Gamble Company Oral care compositions containing polyethylene glycol for physical stability
US9913783B2 (en) 2014-05-15 2018-03-13 The Procter & Gamble Company Dentifrice compositions having optimized preservatives
US10039697B2 (en) 2014-05-15 2018-08-07 The Procter & Gamble Company Dentifrice compositions having improved fluoride ion stability or fluoride uptake
US10149806B2 (en) 2014-05-15 2018-12-11 The Procter & Gamble Company Oral care compositions containing polyethylene glycol for physical stability
US10835477B2 (en) 2014-05-15 2020-11-17 The Procter & Gamble Company Oral care compositions containing polyethylene glycol for physical stability
CN104814047A (zh) * 2015-05-14 2015-08-05 荆丙艳 一种b超室消毒用中药组合物消毒液
CN109475161A (zh) * 2016-07-06 2019-03-15 麦克考米克有限公司 天然封装调味产品
WO2018009532A1 (fr) * 2016-07-06 2018-01-11 Mccormick & Company, Incorporated Produits d'arôme à encapsulation naturelle

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