EP1742666A2 - Systeme de preservation - Google Patents

Systeme de preservation

Info

Publication number
EP1742666A2
EP1742666A2 EP04805959A EP04805959A EP1742666A2 EP 1742666 A2 EP1742666 A2 EP 1742666A2 EP 04805959 A EP04805959 A EP 04805959A EP 04805959 A EP04805959 A EP 04805959A EP 1742666 A2 EP1742666 A2 EP 1742666A2
Authority
EP
European Patent Office
Prior art keywords
oil
essential oil
biocide
essential
composition
Prior art date
Legal status (The legal status 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 status listed.)
Withdrawn
Application number
EP04805959A
Other languages
German (de)
English (en)
Inventor
Steve Aljawhiri
Stephen Denyer
Peter William Dettmar
Frank Chadwick Hampson
Geoffrey William School of Pharmacy and HANLON
David Norman Payne
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Reckitt Benckiser Healthcare UK Ltd
Original Assignee
Reckitt Benckiser Healthcare UK Ltd
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 Ltd filed Critical Reckitt Benckiser Healthcare UK Ltd
Publication of EP1742666A2 publication Critical patent/EP1742666A2/fr
Withdrawn legal-status Critical Current

Links

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 essential oil comprises at least one oil selected from wintergreen oil, clove oil, spearmint oil, carvone, methyl salicylate and eugenol.
  • the oil may be a mixture of spearmint oil and wintergreen oil or a mixture of spearmint oil and clove oil or eugenol.
  • the weight ratio of spearmint oil to wintergreen oil may be 10 - 90: 90 - 10, preferably, 30 - 70: 70 - 30, for example, 40 - 60: 60 - 40.
  • 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.
  • oils consisting of one of estragol, trans-anethole and fenchone may also be excluded.
  • oils formed of 100% of one of estragol, trans-anethole and fenchone are also preferably excluded.
  • oils formed of at least 70 weight %, preferably, at least 80 weight %, more preferably, at least 90 weight %, for example, at least 95 weight % of one of estragol, trans- anethole and fenchone are also excluded.
  • oils consisting of peppermint oil may also be 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 liquid is pourable or in a form suitable for administration in the form of droplets or a spray.
  • the composition may be suitable for oral administration.
  • the composition may be in the form of a mouthwash, a toothpaste or chewing gum.
  • the pharmaceutical composition may be suitable for the treatment of gingivitis, sore throat, cough, reflux esophagitis, gastritis, dyspepsia or peptic ulceration, or for use as a sustained release or targeted delivery composition.
  • the pharmaceutical composition may be in the form of an aqueous pourable liquid comprising an alginate and a bicarbonate and/or carbonate.
  • the biocide and oil may be added to the pharmaceutical composition separately or in combination.
  • 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.
  • a culture of Ps aeruginosa was grown in Tryptone Soy Broth (TSB Oxoid) for 6 hours and spread onto Tryptone Soy Agar (TSA Oxoid) .
  • the bacteria were left to multiply overnight at 37°C.
  • 9ml of parabens stock containing 0.150%w/v methyl paraben and propyl paraben was measured into a test tube. Specifically, 0.130%w/v methyl paraben and 0.020%w/v propyl paraben was employed.
  • 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 temperature is controlled during manufacture to 22°C (plus or minus 5°C) .

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.
EP04805959A 2003-12-12 2004-12-10 Systeme de preservation Withdrawn EP1742666A2 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
GB0328845A GB2408933A (en) 2003-12-12 2003-12-12 Antimicrobial composition
PCT/GB2004/005139 WO2005058364A2 (fr) 2003-12-12 2004-12-10 Systeme de preservation

Publications (1)

Publication Number Publication Date
EP1742666A2 true EP1742666A2 (fr) 2007-01-17

Family

ID=30130120

Family Applications (1)

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

Country Status (3)

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

Families Citing this family (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB0327864D0 (en) 2003-12-02 2004-01-07 Marks David Pesticidal composition
US10820597B2 (en) 2011-03-18 2020-11-03 Biofungitek, S.L. Phytosanitary composition comprising essential oils that potentiate antifungal activity
ES2361432B9 (es) * 2011-03-18 2012-04-24 Biofungitek, Sociedad Limitada Composición fitosanitaria que comprende aceites esenciales potenciadores de la actividad antifúngica.
CA2948676C (fr) 2014-05-15 2019-07-09 The Procter & Gamble Company Compositions de soin buccal contenant du polyethylene glycol pour la stabilite physique
CA2945213C (fr) 2014-05-15 2018-11-27 The Procter & Gamble Company Compositions de dentifrice contenant des conservateurs optimises
WO2015172354A1 (fr) 2014-05-15 2015-11-19 The Procter & Gamble Company Compositions de dentifrice permettant d'améliorer la stabilité des ions fluorure ou l'absorption de fluorure
EP3142634B1 (fr) 2014-05-15 2018-06-20 The Procter and Gamble Company Compositions de soin buccal contenant du polyéthylène-glycol pour leur stabilité physique
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
SG11201811774VA (en) * 2016-07-06 2019-01-30 Mccormick & Co Inc Natural encapsulation flavor products

Family Cites Families (35)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US321839A (en) * 1885-07-07 Stanley w
US737529A (en) * 1902-12-27 1903-08-25 Alfred H Thieme Paper-hanger's size.
US1149777A (en) * 1913-06-26 1915-08-10 Evan L Moore Composition for use as a protective coating for the hands.
GB191503343A (en) * 1915-03-02 1915-12-30 Walter Millne Scott An Appliance for Destroying Vermin.
GB143312A (en) * 1919-02-19 1920-05-19 Meter Louis Rhein Dentrifice
GB169189A (en) * 1920-03-17 1921-09-19 Alec Edward Sherman Improvements in and relating to preserving meat
GB961659A (en) * 1960-01-15 1964-06-24 Unilever Ltd Dentifrice compositions
US4022881A (en) * 1974-06-18 1977-05-10 Beecham Group Limited Dentifrice
DE2631947B2 (de) * 1976-07-15 1980-11-27 Bayer Ag, 5090 Leverkusen Verwendung von ätherischen ölen und Äthylalkohol
JPS56110609A (en) * 1980-02-06 1981-09-01 Lion Corp Composition for oral cavity
US4428929A (en) * 1983-03-04 1984-01-31 Wicheta William E New oral cleansing medium for wearers of partial and full dentures
JPH0629176B2 (ja) * 1983-06-17 1994-04-20 ライオン株式会社 口腔用組成物
JPH0742219B2 (ja) * 1984-07-26 1995-05-10 ライオン株式会社 口腔用組成物
CA1257545A (fr) * 1985-05-23 1989-07-18 Hans A. Schaeffer Composition dentaire, sa preparation, et recipient pour ce faire
DE3612086A1 (de) * 1986-04-10 1987-10-15 Bayer Ag Konservierte antacida-zubereitungen
ZA872857B (en) * 1986-05-02 1987-11-25 Warner Lambert Co Composition and method to inhibit the growth of organisms by the use of bis-biguanido hexanes and essential oil mixture combinations
DE3702983A1 (de) * 1986-06-09 1987-12-10 Henkel Kgaa Desinfektionsmittel und ihre verwendung zur haut- und schleimhautdesinfektion
US4844883A (en) * 1987-01-20 1989-07-04 Florasynth, Inc. Stabilization of wintergreen flavor in chalk-based dentifrice and method
JP2682020B2 (ja) * 1988-06-29 1997-11-26 ライオン株式会社 口腔用組成物
US5296241A (en) * 1991-04-03 1994-03-22 Brimberg Barnett J Therapeutic composition and method of using same for treatment of hangover
FR2683454B1 (fr) * 1991-11-13 1995-06-09 Pf Medicament Composition pharmaceutique bactericide.
JPH05320032A (ja) * 1992-05-20 1993-12-03 Kao Corp 口腔用組成物
FR2697133B1 (fr) * 1992-10-28 1995-01-13 Transbiotech Composition biocide et/ou biostatique et ses applications.
JPH06217747A (ja) * 1993-01-25 1994-08-09 Nippon Oil & Fats Co Ltd 抗菌剤
PL327945A1 (en) * 1996-02-23 1999-01-04 Procter & Gamble Disinfecting compositions and methods of disinfecting surfaces
WO1997040812A1 (fr) * 1996-04-26 1997-11-06 Warner-Lambert Company Composition buccale amelioree contenant du zinc
US6875452B1 (en) * 1997-08-23 2005-04-05 Lorna Fyfe Inhibitor and preservative formulation
US6022551A (en) * 1998-01-20 2000-02-08 Ethicon, Inc. Antimicrobial composition
US6248343B1 (en) * 1998-01-20 2001-06-19 Ethicon, Inc. Therapeutic antimicrobial compositions
US20030194454A1 (en) * 1998-07-28 2003-10-16 Bessette Steven M. Pesticidal compositions containing rosemary oil and wintergreen oil
WO2000078276A1 (fr) * 1999-06-23 2000-12-28 Warner-Lambert Company Produit d'hygiene oral a avantages multiples
GB0011676D0 (en) * 2000-05-15 2000-07-05 Unilever Plc Ambient stable beverage
JP2002068923A (ja) * 2000-08-28 2002-03-08 Sakamoto Yakuhin Kogyo Co Ltd 低刺激性化粧料組成物
DE10100809A1 (de) * 2001-01-10 2002-07-18 Walther Schoenenberger Pflanze Verwendung von ätherischen Ölen zur topischen Behandlung von viralen Hauterkrankungen
AU2003225745A1 (en) * 2002-03-12 2003-09-29 Neurogesx, Inc. Free-base formulations of local anesthetics

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
See references of WO2005058364A3 *

Also Published As

Publication number Publication date
WO2005058364A2 (fr) 2005-06-30
GB0328845D0 (en) 2004-01-14
GB2408933A (en) 2005-06-15
WO2005058364A3 (fr) 2006-02-23

Similar Documents

Publication Publication Date Title
Shokri et al. Application an edible active coating based on chitosan-Ferulago angulata essential oil nanoemulsion to shelf life extension of Rainbow trout fillets stored at 4 C
EP1543830A1 (fr) Bactericides antiseptiques et cosmetiques, medicaments et produits alimentaires contenant ces bactericides antiseptiques
AU598382B2 (en) Taste and odour masked edible oil compositions
US7384646B2 (en) Antiseptic disinfectant, and cosmetics and toiletries, medicine or food containing the same
DE3910170B4 (de) Zusammensetzung zur Bakterien-Desorption
KR20190068565A (ko) 당지질 및 방부제를 포함하는 조성물
CN102811702B (zh) 液体口腔用组合物及其制造方法
EP1742666A2 (fr) Systeme de preservation
US7074439B2 (en) Preparation of essential oil compositions for potable liquid disinfection
BR112020010125B1 (pt) Composição de emulsão óleo em água à base de plantas comestível e uso da mesma em um tecido bucal
JP2009138028A (ja) 保存安定性に優れたカテキン含有抗酸化および保存性向上製剤及びその製造方法
JP2000128801A (ja) 抗菌性組成物
CN106456485B (zh) 液体口腔用组合物以及改善其冷冻复原性的方法
JP2004307484A (ja) 防腐殺菌剤並びに該防腐殺菌剤を配合した化粧料、医薬品及び食品
RU2002130196A (ru) Фармацевтическая композиция, содержащая кальций или смесь кальция и витамина d или смесь кальция и магния
JP7341143B2 (ja) 口腔用組成物及び使用方法
KR102614880B1 (ko) 구강용 조성물 및 구강 내 상재균의 생육 촉진제
Yen et al. Antioxidative properties of extracts from Aspergillus candidus broth filtrate
Shitole et al. A Review On: Preservatives Used in Pharmaceuticals and Impacts on Health
EP0983339A1 (fr) Nouvelle boisson eventuellement alcoolisee limpide contenant de l'anethole et boisson diluee trouble obtenue par dilution
WO2004073670A1 (fr) Ameliorations apportees a des compositions aromatisantes
O Bakr et al. Antioxidant and anti-listerial activities of selected Egyptian medicinal plants
EP4329714A1 (fr) Composition comprenant un sel de zinc et un ingrédient additionnel efficace
EP3902510A1 (fr) Article buccaux et procédés d'utilisation
JPH0853314A (ja) 工業用殺菌剤及び工業用殺菌方法

Legal Events

Date Code Title Description
PUAI Public reference made under article 153(3) epc to a published international application that has entered the european phase

Free format text: ORIGINAL CODE: 0009012

17P Request for examination filed

Effective date: 20061018

AK Designated contracting states

Kind code of ref document: A2

Designated state(s): AT BE BG CH CY CZ DE DK EE ES FI FR GB GR HU IE IS IT LI LT LU MC NL PL PT RO SE SI SK TR

DAX Request for extension of the european patent (deleted)
17Q First examination report despatched

Effective date: 20090728

STAA Information on the status of an ep patent application or granted ep patent

Free format text: STATUS: THE APPLICATION IS DEEMED TO BE WITHDRAWN

18D Application deemed to be withdrawn

Effective date: 20100209