EP2200432A2 - Antimikrobielle zusammensetzung zur verwendung in kosmetik und dermatologie - Google Patents

Antimikrobielle zusammensetzung zur verwendung in kosmetik und dermatologie

Info

Publication number
EP2200432A2
EP2200432A2 EP08857034A EP08857034A EP2200432A2 EP 2200432 A2 EP2200432 A2 EP 2200432A2 EP 08857034 A EP08857034 A EP 08857034A EP 08857034 A EP08857034 A EP 08857034A EP 2200432 A2 EP2200432 A2 EP 2200432A2
Authority
EP
European Patent Office
Prior art keywords
composition
acid
composition according
carbon atoms
lipoamino
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Withdrawn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
EP08857034A
Other languages
English (en)
French (fr)
Inventor
Nadine Leconte
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.)
Societe de Recherche Cosmetique SARL
Original Assignee
Laboratoire Nuxe SA
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 Laboratoire Nuxe SA filed Critical Laboratoire Nuxe SA
Publication of EP2200432A2 publication Critical patent/EP2200432A2/de
Withdrawn legal-status Critical Current

Links

Classifications

    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q17/00—Barrier preparations; Preparations brought into direct contact with the skin for affording protection against external influences, e.g. sunlight, X-rays or other harmful rays, corrosive materials, bacteria or insect stings
    • A61Q17/005—Antimicrobial preparations
    • 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
    • A01N37/18—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 the group —CO—N<, e.g. carboxylic acid amides or imides; Thio analogues thereof
    • A01N37/20—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 the group —CO—N<, e.g. carboxylic acid amides or imides; Thio analogues thereof containing the group, wherein Cn means a carbon skeleton not containing a ring; Thio analogues 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
    • 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
    • A01N37/44—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 nitrogen atom attached to the same carbon skeleton by a single or double bond, this nitrogen atom not being a member of a derivative or of a thio analogue of a carboxylic group, e.g. amino-carboxylic acids
    • A01N37/46—N-acyl derivatives
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/34—Alcohols
    • A61K8/345—Alcohols containing more than one hydroxy group
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/36—Carboxylic acids; Salts or anhydrides thereof
    • A61K8/365—Hydroxycarboxylic acids; Ketocarboxylic acids
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/40—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
    • A61K8/44—Aminocarboxylic acids or derivatives thereof, e.g. aminocarboxylic acids containing sulfur; Salts; Esters or N-acylated derivatives thereof
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P17/00—Drugs for dermatological disorders
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
    • A61K2800/40—Chemical, physico-chemical or functional or structural properties of particular ingredients
    • A61K2800/52—Stabilizers
    • A61K2800/524—Preservatives
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q19/00—Preparations for care of the skin
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q19/00—Preparations for care of the skin
    • A61Q19/08—Anti-ageing preparations

Definitions

  • the present invention relates to compositions that can be used in cosmetics and in dermatology, and more particularly to a composition with a bactericidal effect that can be used as a preservative in these cosmetic and dermatological compositions.
  • the skin comprises superficial layers, namely the epidermis, and deeper layers, the dermis and the hypodermis, and each has specific properties allowing the whole to react and adapt to the conditions of its environment.
  • the epidermis which is composed of three types of cells, namely keratinocytes (90% of epidermal cells), melanocytes (2 to 3% of epidermal cells) and Langerhans cells, constitutes the outer layer and plays a role. fundamental to ensure the protection and maintenance of good trophicity.
  • the dermis serves as a support for the epidermis and consists mainly of fibroblasts and an extracellular matrix essentially based on collagen and elastin.
  • Collagen fibers contribute to the texture and tone of the skin, and elastin is responsible for its elasticity. Other cells, such as macrophages and leucocytes, are also present in the dermis layer.
  • the hypodermis which is the deepest layer of the skin, contains lipid-producing fat cells so that the subcutaneous tissue makes a fat layer that protects muscles, bones, and internal organs from shock.
  • cosmetic and dermatological compositions for the treatment and prevention of skin conditions by topical application must be pleasant to use and must have good physical properties, including consistency and lubricity, while ensuring satisfactory efficiency health and avoiding the disadvantages such as tugging, irritation or itching, that may cause certain active ingredients. They must also have good conservation properties by avoiding or limiting the risks of degradation and microbial contamination.
  • Microbial contamination can occur during manufacturing or packaging (primary contamination), or, most often, during the storage and / or use of the products (secondary contamination), especially when this is done a relatively hot and humid environment, favorable to microbial growth, which is generally the case of cosmetics when the containers containing them have been opened and the users have opened them.
  • This microbial proliferation is manifested in the organoleptic characteristics of cosmetic products and in the health of users. It is accompanied by instability of the product manifested by a change in color, an appearance of unpleasant odor, a transformation of the texture, and these effects not only can impair the effectiveness of the product but can also make it uncomfortable for the user, and even sometimes be harmful, for example because of the risk of infection resulting from microbial growth. It is therefore desirable to protect cosmetic products by incorporating preservatives that prevent or limit bacterial growth to enhance consumer safety.
  • preservatives have been used for itshabu ⁇ years in the field of cosmetic and dermatological compositions, such as benzoic acid or p-hydroxy alkyl benzoates, and in particular the methyl p-hydroxy-benzoate (methylparaben ) and propyl p-hydroxybenzoate (Propylparaben), or alcohols, for example ethyl alcohol, benzyl alcohol and phenoxyethanol, or chlorphenesin or imidazolidinyl urea, alone or in combination. combination.
  • methylparaben methylparaben
  • Propylparaben propyl p-hydroxybenzoate
  • alcohols for example ethyl alcohol, benzyl alcohol and phenoxyethanol, or chlorphenesin or imidazolidinyl urea, alone or in combination. combination.
  • Hinokitiol has also been proposed as an antimicrobial preservative but has the disadvantage of being relatively unstable to light.
  • Lipacid® is a lipoamino acid group palmitoyl used in cosmetics for its soothing properties.
  • Patent FR 2,676,741 describes lipoamino acids of vegetable origin which can be incorporated into various cosmetic compositions.
  • Patent application WO 9809611 discloses lauroyl chain lipoamino acids, and in particular lauroyl glutamate, having soothing properties for the skin.
  • FR 2,765,105 proposes to combine lipoamino acids with zinc gluconate to prepare compositions with antibacterial and anti-inflammatory properties useful in the treatment of acne.
  • Some glycerine derivatives are known for their activity against microorganisms responsible for unpleasant odors and can therefore be used in compo- Deodorant cosmetics, such as those described in US Pat. No. 5,516,510, which describes glycerol mono-alkyl ethers such as glycerol 2-ethyl hexyl ether and glycerin dodecyl ether having activity against gram-negative bacteria. positive.
  • Another composition exhibiting antimicrobial activity and comprising a glycerol alkyl ether and a lipoamino acid is described in EP 747,047.
  • Some fatty acids are used in cosmetic compositions, for example for their antimicrobial properties such as 10-hydroxy-decanoic acid which can be used alone or in combination with another active ingredient such as sebacic acid, as described in the patent.
  • FR 2,851,161 which teaches that such an association is effective for masking unpleasant odors and for treating microorganisms responsible for acne.
  • the work carried out by the Applicant has shown that the combination of certain derivatives of glycerin, lipoamino acids and a hydroxylated fatty acid provides an important antimicrobial effect making it possible to use it effectively in cosmetic and dermatological compositions to replace preservatives. such as parabens and phenoxyethanol.
  • the present invention therefore relates to a new antimicrobial composition having a broad spectrum of activity useful in cosmetics and dermatology.
  • the subject of the invention is also a composition that can be used as a preservative in cosmetic and dermatological compositions.
  • the invention also relates to a composition Cosme ⁇ tick and / or dermatological comprising such bactericidal composition providing effective action against bacterial growth and provides excellent conser- vation without causing adverse effects on the user, such than a reaction of intolerance or allergy.
  • the subject of the invention is the use of such a composition for the preparation of a dermatological composition with improved preservation without requiring the use of standard preservatives.
  • the antimicrobial composition for use in cosmetics and dermatology comprises in combination a lipoamino acid, a hydroxylated fatty acid having from 8 to 12 carbon atoms and a glycerin alkyl ether.
  • the lipoamino acid preferably comprises an alkyl chain of 8 to 18 carbon atoms, and more particularly a capryloyl group, a lauroyl group and a palmitoyl group.
  • the hydroxylated fatty acid may for example be 10-hydroxydecanoic acid.
  • the glycerin alkyl ether is preferably selected from ethyl hexyl glycerin and dodecyl glycerine.
  • alkyl chain diol of 8 to 12 carbon atoms such as 1,10-decane-diol.
  • An advantage of the present invention is that it can be composed from commercially available products and, for example, a lipoamino acid such as Lipacid® (capryloyl glycine) can be chosen in proportions generally ranging from 0.5 to 2. % by weight relative to the total weight of the composition, a glycerin ether such as Sensiva® at 0.2 to 3% by weight, and a hydroxylated fatty acid such as Acnacidiol® at 1 to 5% by weight.
  • a lipoamino acid such as Lipacid® (capryloyl glycine)
  • a glycerin ether such as Sensiva® at 0.2 to 3% by weight
  • a hydroxylated fatty acid such as Acnacidiol® at 1 to 5% by weight.
  • antibacterial and preservative compounds according to the present invention is an effective alternative to the use of conventional preservatives. Not only does it have an antibacterial effect making it possible to use it as a preservative in cosmetic compositions, but it also has a potentiated effect on micro-organisms such as Candida albicans and Aspergillus niger compared to its components used in isolation, without having any effect. undesirable secondary.
  • the studies carried out on the combination according to the present invention have shown that it controls the production of skin sebum with good short-term efficiency and has sebum regulating properties in the longer term. It also has an effective deodorant activity, a moisturizing activity and a good emollient power. It also restores the natural acidity of the skin, promotes the balance of the skin's ecosystem, improves skin conditions such as seborrheic dermatitis responsible for skin irritation and flaking, and is active for treatment acne skin.
  • the combination of active principles according to the present invention is particularly remarkable by the speed of its effectiveness causing eradication of the main strains in a period of less than 48 hours. Its activity is particularly effective on the Escherichia coli, Pseudomonas aeruginas, Staphylococcus aureus and Candida albicans strains in less than 48 hours and on Aspergilus niger in a longer time.
  • the antibacterial combination according to the invention also has the advantage of requiring only limited quantities of each of its components, that is to say amounts which are smaller than those recommended by the manufacturers of these components, which allows an improvement in the cutaneous tolerance of the composition.
  • composition according to the invention may contain various substances and excipients chosen according to their known properties, the final application considered and the envisaged dosage form.
  • hydrating agents emulsifiers, surfactants, thickeners, hydrophilic and lipophilic gelling agents, viscosifying agents, antioxidants, vegetable oils, lipids, texturizing agents, a specific solvent such as a glycol as well as water and various additives to improve the physical properties of the compositions.
  • filters or sunscreens chosen according to the desired degree of protection, as well as perfumes.
  • a complementary preservative such as dehydroacetic acid may also be added.
  • the gelling agents or thickeners may for example be chosen from acrylate copolymers, for example acrylate palmeth acrylate copolymer, or natural gums, for example a xanthan gum.
  • the moisturizing or humectant may be selected from a polyol, sorbitol, maltitol, pentaerythritol, glycerin, propylene glycol, polyethylene glycol, polyacrylates and glyceryl polymethacrylates, glycerol or glycerol derivatives.
  • any moisturizing agent suitable for cosmetic or dermatological compositions may be used in the present invention.
  • emulsifying agents may be used depending on the intended use and may be chosen for example from crosslinked copolymers of the acidic type. acrylic acid / alkyl acrylate (e.g. Carbopol 1342® and Pemulen TRi®), polysorbates (e.g. Tween 20 or Tween ® 60), sorbitan esters. It is also possible to use emulsifying agents such as stearic or palmitic acid derivatives, and for example PEG 100® stearate, stearic or palmitic acid mono- or diglycerides, glycerol stearate, polyethylene stearate, and the like. glycol, a steareth or a ceteart, an emulsifiable silicone. or natural emulsifiers such as glucosides (cetearyl and arachidyl) or hydrogenated lecithins.
  • acrylic acid / alkyl acrylate e.g. Carbopol 1342® and Pe
  • Ultraviolet protection agents may also be incorporated in the compositions, and for example sunscreens such as benzophenone or a benzophenone derivative, a dibenzoylmethane derivative such as 4-isopropyl dibenzoylmethane, or cinnamate and more particularly ethylhexyl methoxycinnamate. It is also possible to use anti-ultraviolet screen pigments, which may for example be chosen from titanium dioxide, zinc oxide or aluminum oxide.
  • the antimicrobial composition of the invention can be incorporated into cosmetic compositions such as moisturizing creams, nourishing creams, wrinkle creams, facial cleansing gels, toning lotions, make-up remover lotions, sunscreen creams, body milks, shampoos, hair products, anti-acne products, shower gels or creams, etc.
  • an anti-wrinkle cream having the following composition is prepared.
  • the combination of the invention consists of Lipacid® (0.5% of the total weight of the composition), ethyl hexyl glycerine (0.3% by weight) and Acnacidiol® (2.5% in weight) .
  • a moisturizing gel having the composition indicated below is prepared.
  • This test consists of the artificial contamination of a preparation by means of an inoculum of microorganisms appropriate and prescribed by the European Pharmacopoeia. This inoculated preparation is kept away from light at 20-25 ° C for the duration of the test.
  • Samples are taken from the inoculated preparation at a given time interval (TO, T48H, T7J, T14J and T28J) in order to enumerate and search the microorganisms present.
  • the preservation properties are consistent if there is a significant decrease in the number of microorganisms in the seeded preparation during the period of the test.
  • the different stages of the test are as follows:
  • strains used are those recommended by the European Pharmacopoeia namely:
  • Escherichia coli (CIP53.126 ATCC 8739) Each of the bacteria is subcultured on agar B and incubated 18 hours at 30-35 ° C. (Staphylococcus, E Coli and Pseudomonas)
  • Candida albicans is subcultured on CT C agar and incubated for 48 hours at 20-25 ° C.
  • the Aspergillus niger is transplanted onto CT C agar and incubated for 7 days at 20-25 ° C. until satisfactory sporulation is obtained.
  • an agar count is performed to quantify the microorganisms present in the product.
  • the matrix used for the test is an oil / water emulsion, very activated and therefore difficult to keep (the goal being to place in the most unfavorable conditions).
  • This emulsion is composed as follows: Raw material% _
  • Fat phase (ester, vegetable oils, consistency factor) 17.0
  • the inoculum corresponds to the amount of bacteria initially seeded before the onset of the action of the combination of the invention or comparison preservatives. It is found that only the combination according to the invention provides satisfactory results in accordance with the criteria of the pharmacopoeia on all strains, including Aspergillus niger.
  • the combination of the invention provides rapid results since the bacteria and yeasts comply with the criteria of pharmacopoeia from 48 hours (except Aspergillus niger, where the results are better at 14 days). This result is particularly interesting in the case of the primary contamination during manufacture of the cosmetic compositions, where it is important to be able to ensure an immediate preservative effect.
  • composition of the invention is particularly useful as a preservative in cosmetic and dermatological compositions.

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  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Animal Behavior & Ethology (AREA)
  • Veterinary Medicine (AREA)
  • Engineering & Computer Science (AREA)
  • Epidemiology (AREA)
  • Birds (AREA)
  • Environmental Sciences (AREA)
  • Zoology (AREA)
  • Emergency Medicine (AREA)
  • Dermatology (AREA)
  • Dentistry (AREA)
  • Plant Pathology (AREA)
  • Pest Control & Pesticides (AREA)
  • Wood Science & Technology (AREA)
  • Agronomy & Crop Science (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Organic Chemistry (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Medicinal Chemistry (AREA)
  • General Chemical & Material Sciences (AREA)
  • Chemical & Material Sciences (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Cosmetics (AREA)
  • Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
EP08857034A 2007-09-28 2008-09-26 Antimikrobielle zusammensetzung zur verwendung in kosmetik und dermatologie Withdrawn EP2200432A2 (de)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
FR0706835A FR2921558B1 (fr) 2007-09-28 2007-09-28 Composition antimicrobienne utilisable en cosmetique et en dermatologie.
PCT/FR2008/001346 WO2009071776A2 (fr) 2007-09-28 2008-09-26 Composition antimicrobienne utilisable en cosmetique et en dermatologie.

Publications (1)

Publication Number Publication Date
EP2200432A2 true EP2200432A2 (de) 2010-06-30

Family

ID=39322519

Family Applications (1)

Application Number Title Priority Date Filing Date
EP08857034A Withdrawn EP2200432A2 (de) 2007-09-28 2008-09-26 Antimikrobielle zusammensetzung zur verwendung in kosmetik und dermatologie

Country Status (3)

Country Link
EP (1) EP2200432A2 (de)
FR (1) FR2921558B1 (de)
WO (1) WO2009071776A2 (de)

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20120010115A1 (en) * 2010-07-12 2012-01-12 Conopco, Inc., D/B/A Unilever Preservative system and composition based on glycinate and dihydroxypropyl quaternary ammonium salt combination
US8501808B2 (en) 2010-07-12 2013-08-06 Conopco, Inc. Foam enhancement of fatty acyl glycinate surfactants
US8470883B2 (en) * 2010-07-12 2013-06-25 Conopco, Inc. Preservative system and composition based on glycinate and hydroxyethyl sulfonate salt combination

Family Cites Families (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2676741A1 (fr) * 1991-05-22 1992-11-27 Morelle Jean Lipopolyaminoacides et lipopeptides vegetaux.
DE4240674C2 (de) * 1992-11-26 1999-06-24 Schuelke & Mayr Gmbh Desodorierende Wirkstoffe
FR2734158B1 (fr) * 1995-05-17 1997-06-27 Roche Posay Lab Pharma Association d'un compose a activite anti-microbienne et d'un monoalkylether de glycerol
FR2765105A1 (fr) * 1997-06-25 1998-12-31 Seppic Sa Composition comprenant un lipoaminoacide et du gluconate de zinc et utilisation en cosmetique
DE10028638A1 (de) * 2000-06-09 2001-12-20 Schuelke & Mayr Gmbh Lagerstabile Zusammensetzungen von Glycerinmonoalkylethern
FR2851161B1 (fr) * 2003-02-19 2007-04-20 Vincience Utilisation dans une composition cosmetique et/ou pharmaceutique d'un melange pour ses proprietes antimicrobiennes

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
See references of WO2009071776A2 *

Also Published As

Publication number Publication date
FR2921558B1 (fr) 2009-11-20
WO2009071776A2 (fr) 2009-06-11
FR2921558A1 (fr) 2009-04-03
WO2009071776A3 (fr) 2009-08-20

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