WO2007144530A2 - Composition cosmetique anti-radicaux libres - Google Patents
Composition cosmetique anti-radicaux libres Download PDFInfo
- Publication number
- WO2007144530A2 WO2007144530A2 PCT/FR2007/051405 FR2007051405W WO2007144530A2 WO 2007144530 A2 WO2007144530 A2 WO 2007144530A2 FR 2007051405 W FR2007051405 W FR 2007051405W WO 2007144530 A2 WO2007144530 A2 WO 2007144530A2
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- free radical
- combination
- active substances
- ebselen
- extract
- Prior art date
Links
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- 239000002537 cosmetic Substances 0.000 title claims abstract description 36
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- 239000002516 radical scavenger Substances 0.000 title abstract description 9
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- 239000000126 substance Substances 0.000 claims abstract description 37
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- 229960004308 acetylcysteine Drugs 0.000 claims abstract description 34
- DYEFUKCXAQOFHX-UHFFFAOYSA-N Ebselen Chemical compound [se]1C2=CC=CC=C2C(=O)N1C1=CC=CC=C1 DYEFUKCXAQOFHX-UHFFFAOYSA-N 0.000 claims abstract description 33
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- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 6
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Classifications
-
- 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
- A61K8/67—Vitamins
- A61K8/676—Ascorbic acid, i.e. vitamin C
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/12—Ketones
- A61K31/122—Ketones having the oxygen directly attached to a ring, e.g. quinones, vitamin K1, anthralin
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/185—Acids; Anhydrides, halides or salts thereof, e.g. sulfur acids, imidic, hydrazonic or hydroximic acids
- A61K31/19—Carboxylic acids, e.g. valproic acid
- A61K31/195—Carboxylic acids, e.g. valproic acid having an amino group
- A61K31/197—Carboxylic acids, e.g. valproic acid having an amino group the amino and the carboxyl groups being attached to the same acyclic carbon chain, e.g. gamma-aminobutyric acid [GABA], beta-alanine, epsilon-aminocaproic acid or pantothenic acid
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
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Definitions
- the invention relates to an anti-free radical cosmetic composition.
- the invention more particularly provides a cosmetic composition with improved anti-free radical activity comprising a combination of at least three anti-free radical active substances, the use of such a combination as a cosmetic agent or for the manufacture of a composition. with improved anti-free radical activity or a method of cosmetic care with application.
- No. 6,756,045 B1 discloses a cosmetic composition and a cosmetic care method comprising, as an anti-radical agent, an idebenezer.
- the document SHAPIRO US-2005/090553 relates to a composition and a method for the treatment of diseases chronic inflammatory oral, in contrast to the invention which is directed to a cosmetic composition applied topically.
- the object of the invention is to solve the new technical problem of finding a new cosmetic formulation which makes it possible to act in combination with several active substances having a free radical scavenging activity in order to stop more effectively the formation cascade of radicals. free and thus prevent and / or better fight against the damage they cause, such as degradation of skin structure proteins, resulting in accelerated skin aging.
- the object of the invention is also to solve this new technical problem according to a solution that makes it possible to act in combination with several active substances having improved free radical scavenging activity, that is to say having an almost perfect compatibility of these substances with regard to their activity of trapping free radicals.
- the invention solves for the first time the new technical problems stated above, in a simple, safe and reliable way, usable on an industrial and commercial scale.
- the present invention relates to a composition with improved anti-free radical activity, characterized in that it comprises a combination of at least three of the following anti-free radical active substances; association including:
- R a saturated or unsaturated, linear or branched C 1 -C 18 hydrocarbon chain
- R 1 / R 2 / R 3 are identical or different and represent a hydrogen atom, a methyl or methoxy radical; as well as its esters with a C 2 -C 4 organic acid, such as acetate, propionate, isopropionate, butyrate or isobutyrate; (b) an extract of Edelweiss; (c) an extract of Emblica; d) N-acetyl cysteine.
- the composition is characterized in that the active substance represented by the general chemical formula (I) is chosen from alpha-tocopherol, alpha-tocotrienol or dimethylmethoxychromanol and their esters. supra.
- the composition is characterized in that it further comprises vitamin C or one of its cosmetically acceptable derivatives. According to yet another advantageous embodiment of the invention, the composition is characterized in that it comprises the combination of at least the following three anti-free radical substances:
- At least one substance of the formula I and / or its esters preferably alpha-tocotrienol and / or its esters.
- the composition is characterized in that it comprises the combination of the three active substances, or comprises only as anti-free radical agent the combination of the three anti-free radical active substances. , following:
- alpha-tocotrienol and / or its esters alpha-tocotrienol and / or its esters, N-acetyl cysteine.
- the composition is characterized in that it comprises the combination of the three substances, or comprises only as anti-free radical agent the combination of the three anti-free radical active substances, following: - l ⁇ bselen,
- the composition is characterized in that it comprises the combination of the three substances, or comprises only as anti-free radical agent the combination of the three anti-free radical active substances, following:
- the composition is characterized in that it comprises the combination of the three active substances, or comprises only as anti-free radical agent the combination of the three anti-free radical active substances. , following:
- the composition is characterized in that it comprises the combination of the three active substances, or comprises only as anti-free radical agent the combination of the three active substances anti-free radicals , following:
- the composition is characterized in that it comprises the combination of the three active substances, or comprises only as anti-free radical agent the combination of the three anti-free radical active substances. , following:
- composition is characterized in that independently;
- the ebselen is present at a concentration of between 0.02% and 2% by weight; idebenone is present at a concentration of between 0.002% and 0.2% by weight;
- the free anti-radical substance of the formula (I) is present at a concentration of between 0.01% and 1% by weight;
- the Edelweiss extract is present in a concentration of between 0.01% and 1% by weight;
- the Emblica extract is present at a concentration of between 0.02% and 2% by weight;
- N-acetyl cysteine is present at a concentration of between 0.02% and 2% by weight.
- the present invention also relates to the use of a combination of at least three of the following free antiradical active substances; said association comprising:
- R a linear or branched, saturated or unsaturated C 1 -C 18 hydrocarbon-based chain
- R 1, R 2 and R 3 are identical or different and represent a hydrogen atom, a methyl or methoxy radical; and its esters with a C 2 -C 4 organic acid, such as acetate, propionate, isopropionate, butyrate or isobutyrate.
- the present invention also relates to a cosmetic care process, characterized in that it comprises the determination of at least one area of the skin, dander or hair of a person in need of care. or a protection against the action of free radicals, and the topical application on said area of the skin, superficial body growths or hair with an effective amount of protection against the action of free radicals of a cosmetic composition such as than previously defined or as resulting from the following description with reference to the examples and figures.
- each of these active substances is in a particular embodiment as defined in the context of the various particular embodiments of the first aspect.
- the expression "effective amount of protection against the action of free radicals” means the minimum effective amount of the combination of at least three anti-radical active substances. aforementioned free radicals to achieve an effective protective action against free radicals.
- topical composition means a composition applied topically to the skin, hair or integuments, preferably in the form of a topical cosmetic composition.
- the person skilled in the art and / or the person wishing to carry out the care or the protection against the action of free radicals knows perfectly how to carry out the step of determining at least one zone of the skin, superficial body growths or hair in need. These are mainly areas of the skin exposed to the sun or actinic radiation, mainly the face, the upper and lower limbs; as well as the hair.
- the invention may naturally be associated with any other cosmetically acceptable active substance well known to those skilled in the art, be used for any application where an anti-free radical action is desired and be implemented in various forms such as by example a cream, a lotion, a foundation, a milk, a gel or even a stick or a compact powder.
- any cosmetic treatment is carried out, by topical application to an area of the skin, of the integuments or hair, in need of an anti-free radical action, in particular an area of the skin with wrinkles, for an anti-wrinkle action.
- FIG. 1 is a graph showing the antioxidant power (as defined below) expressed as a percentage of each of the anti-free radical active substances used in the context of the invention, obtained from the signal values of fluorescence measured using a dichlorofluorescein diacetate fluorescent probe (DCFH-DA);
- FIG. 2 represents a similar graph showing the antioxidant power of preferred combinations of three anti-free radical active substances according to US Pat. invention.
- the antioxidant power of anti-free radical active substances used in the context of the invention is determined.
- the inventors have sought to quantify the trapping power of the free radicals of each anti-free radical active substance taken separately in a first step and then in combination in order to determine the associations having improved free radical scavenging capacity.
- DCFH-DA dichlorofluorescein diacetate fluorescent probe
- the antioxidant power according to the invention which corresponds in practice to the trapping power of the free radicals of each anti-free radical active substance or a combination of such substances, is obtained using the following formula (A);
- Antioxidant power (100 - ⁇ test / ⁇ control) X 100 (A)
- ⁇ control difference in fluorescence values between the control untreated with an active substance or a combination of such substances and the control treated with a reference oxidizing agent, hydrogen peroxide (H 2 O 2 ).
- ⁇ test difference in fluorescence values between the control treated with an active substance or combination of active substances and the control treated with H 2 O 2 .
- ⁇ control represents in practice the situation where the oxidation is the most important. This value is to be considered as that of 100% oxidation. It is then possible by performing the report ( ⁇ temoin / ⁇ test) X 100 to determine the percentage of oxidation in the presence of an active substance or a combination of such active substances. The antioxidant power can then be calculated by difference with the maximum value of 100, which corresponds to the application of the formula above.
- the antioxidant power thus defined represents the ability of an active anti-free radical substance or a combination of such active substances to protect the treated cells from free radicals. This power can therefore also be interpreted as a percentage of protection or protection power.
- DCFH-DA T-T-dichlorodihydrofluorescein diacetate
- Transformed keratinocytes called HaCat are cultured in media deprived of additional keratinocyte serum (called KSFM C ) available from the company GIBCO, reference 17005-0034 + 37000-015.
- KSFM C additional keratinocyte serum
- the keratinocytes are seeded in 96-well microplates (at the rate of 10,000 cells per well).
- the first day of culture was noted as DO.
- the medium is replaced by the medium KSFM C containing the molecules to be tested at the concentrations chosen, either alone or in combination with at least three free antiradical active substances.
- the culture medium is put aside, the cells are rinsed with PBS and incubated with 50 ⁇ Moles of DCFH-DA in the medium without supplement at 37 ° C., with stirring for 45 minutes.
- the cells loaded with DCFH-DA are placed in a multi-well fluorescence plate reader of the spectra fluor plus type of TECAN, France, at room temperature.
- the excitation filter is set at 485 nanometers and the emission filter is set at 535 nanometers.
- DCFH-DA 7'-dichlorofluorescein diacetate
- MOLECULAR HONEST INC Hydrogen peroxide is obtained from SIGMA CHEMICAL COMPANY (St. Louis, Missouri, USA). All reagents required for cell culture come from GIBCO BRL, or LIFE TECHNOLOGIES INC.
- the substance DCFH-DA is dissolved in a stock solution of dimethylsulfoxide (DMSO) and kept frozen at 20 ° C. To charge the cells with DCFH, the DCFH-DA, from the stock solution, was mixed with the medium. without the above mentioned supplement (KSFM C from GIBCO) to a final concentration of 50 ⁇ Moles.
- DMSO dimethylsulfoxide
- Emblica extract sold under the trade name Emblica TM, was obtained from the company MERCK S.A. in Fontenay-sous-Bois, France. It is a fruit extract of Phyllantus emblica which is in the form of a powder. More generally, an Emblica extract according to the invention, that is to say an extract rich in polyphenols, may be prepared according to US 6124268.
- the Edelweiss extract is a product of the company ALPAFLOR (Basel, Switzerland) sold under the trade name Edelweiss GC.
- An extract of Edelweiss (Léontopodium alpinum) according to the invention, also rich in polyphenols, can be obtained by an alcoholic or aqueous-alcoholic extraction, in particular with ethanol, in a proportion of alcohol ranging from 20 to 100%, of preferably between 60 and 70% of ethanol.
- An Edelweiss extract according to the invention that is to say an extract rich in polyphenols, in particular léontopodique acid, may be prepared according to WO0187256.
- the extracts of Emblica or Edelweiss are used in the tests and examples, described below, in dry form.
- Idebenone (2,3-dimethoxy-6- (10-hydroxydecyl) -5-methyl-1,4-benzoquinone) was obtained from SPECS in Ryswick, The Netherlands.
- Alpha-tocotrienol (hereinafter "tocotrienol") was obtained from ORIZA (ISHINOMIYA-CIT ⁇ , 493-8001 Japan).
- the anti-free radical active substances presented here are used at the following concentrations: 0.05 ⁇ g / ml for ebselen, Emblica extract, Edelweiss extract, and 0.1 ⁇ g / ml for tocotrienol , idebenone, N-acetyl cysteine.
- the antioxidant power of combinations of active anti-free radical substances according to the invention is determined.
- the antioxidant power of various triple associations of the 6 anti-free radical active substances tested in the first step is determined.
- the anti-free radical active substances tested in combination are used at the same concentrations as those used during the test. first step described above in I).
- triple combinations of the invention show particularly unexpected results with respect to the antioxidant effects obtained in the context of the individual substances and reported in the graph of FIG. 1. It is further observed that the double comparative combination ebselen / extract of Edelweiss gives poor results, the percentage of protection obtained being only 12.1%, whereas the triple combination according to the invention: ebselen / Edelweiss extract / n-acetylcysteine gives more than 53% and the combination idebeone / Edelweiss / ebselen extract gives more than 60%.
- topical cosmetic compositions are prepared from the following percentile compositions in a conventional manner.
- compositions below are applied to the skin, superficial body growths or hair.
- Emblica Extract (Emblica TM) 0.2% N-Acetyl Cysteine 0.2%
- Titanium dioxide 15.0%
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Abstract
Description
Claims
Priority Applications (4)
Application Number | Priority Date | Filing Date | Title |
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JP2009514858A JP5268158B2 (ja) | 2006-06-12 | 2007-06-11 | フリーラジカル捕捉化粧品組成物 |
US11/883,779 US7988982B2 (en) | 2006-06-12 | 2007-06-11 | Cosmetic composition with anti-free radical activity |
US13/165,401 US8367085B2 (en) | 2006-06-12 | 2011-06-21 | Cosmetic composition with anti-free radical activity |
US13/165,453 US8372455B2 (en) | 2006-06-12 | 2011-06-21 | Cosmetic composition with anti-free radical activity |
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
FR0652099 | 2006-06-12 | ||
FR0652099A FR2902002B1 (fr) | 2006-06-12 | 2006-06-12 | Composition cosmetique anti-radicaux libres |
Related Child Applications (3)
Application Number | Title | Priority Date | Filing Date |
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US11/883,779 A-371-Of-International US7988982B2 (en) | 2006-06-12 | 2007-06-11 | Cosmetic composition with anti-free radical activity |
US13/165,401 Continuation-In-Part US8367085B2 (en) | 2006-06-12 | 2011-06-21 | Cosmetic composition with anti-free radical activity |
US13/165,453 Continuation-In-Part US8372455B2 (en) | 2006-06-12 | 2011-06-21 | Cosmetic composition with anti-free radical activity |
Publications (2)
Publication Number | Publication Date |
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WO2007144530A2 true WO2007144530A2 (fr) | 2007-12-21 |
WO2007144530A3 WO2007144530A3 (fr) | 2008-03-13 |
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PCT/FR2007/051405 WO2007144530A2 (fr) | 2006-06-12 | 2007-06-11 | Composition cosmetique anti-radicaux libres |
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US (1) | US7988982B2 (fr) |
JP (1) | JP5268158B2 (fr) |
FR (1) | FR2902002B1 (fr) |
WO (1) | WO2007144530A2 (fr) |
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2010043077A (ja) * | 2008-08-01 | 2010-02-25 | Lvmh Recherche | 皮膚、特に顔の皮膚の艶の輝きを増強するためのリポクロマン−6の化粧品組成物における使用 |
FR3130146A1 (fr) * | 2021-12-10 | 2023-06-16 | L'oreal | Composition comprenant de la cystéine, un triglycéride d’acide gras particulier et un agent réducteur supplémentaire |
Families Citing this family (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US8367085B2 (en) * | 2006-06-12 | 2013-02-05 | Lvmh Recherche | Cosmetic composition with anti-free radical activity |
US8372455B2 (en) * | 2006-06-12 | 2013-02-12 | Lvmh Recherche | Cosmetic composition with anti-free radical activity |
US10058542B1 (en) | 2014-09-12 | 2018-08-28 | Thioredoxin Systems Ab | Composition comprising selenazol or thiazolone derivatives and silver and method of treatment therewith |
IT201600111315A1 (it) * | 2016-11-04 | 2018-05-04 | Laura Castoldi | Composizione cosmetica anti-età. |
WO2023036813A1 (fr) * | 2021-09-10 | 2023-03-16 | Sabo S.P.A. | Mélange de tocotriénols, d'huiles naturelles et d'esters en tant qu'additif pour application topique |
CN115040430B (zh) * | 2022-06-15 | 2024-03-12 | 和讯科技(吉林省)集团有限公司 | 一种含ebselen的防晒化妆品及其制备方法 |
Citations (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US20030236236A1 (en) * | 1999-06-30 | 2003-12-25 | Feng-Jing Chen | Pharmaceutical compositions and dosage forms for administration of hydrophobic drugs |
US20040197282A1 (en) * | 1999-07-09 | 2004-10-07 | Birgit Neudecker | Method and preparation containing idebenone for protecting human skin |
US20050090553A1 (en) * | 1992-06-30 | 2005-04-28 | Shapiro Howard K. | Compositions and method for treatment of chronic inflammatory diseases |
US20050266064A1 (en) * | 2004-05-29 | 2005-12-01 | Mccarthy Kathryn J | Cosmetic compositions and methods |
Family Cites Families (13)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE3616923A1 (de) * | 1986-05-20 | 1987-11-26 | Nattermann A & Cie | Neue pharmazeutische verwendung von 2-phenyl-1,2-benzisoselenazol-3(2h)-on |
US5906811A (en) * | 1997-06-27 | 1999-05-25 | Thione International, Inc. | Intra-oral antioxidant preparations |
US6124268A (en) | 1999-02-17 | 2000-09-26 | Natreon Inc. | Natural antioxidant compositions, method for obtaining same and cosmetic, pharmaceutical and nutritional formulations thereof |
JP2001288032A (ja) * | 2000-04-07 | 2001-10-16 | Kanebo Ltd | 活性酸素消去剤及び老化防止皮膚化粧料 |
CH694611A5 (de) | 2000-05-16 | 2005-04-29 | Pentapharm Ag | Kosmetisch wirksame Zusammensetzung. |
US6601580B1 (en) * | 2000-06-28 | 2003-08-05 | The General Hospital Corporation | Enhancing therapeutic effectiveness of nitric oxide inhalation |
JP2002226457A (ja) * | 2001-02-02 | 2002-08-14 | Ajinomoto Co Inc | 新規シスチン誘導体及び炎症因子活性化抑制剤 |
JP2002249772A (ja) * | 2001-02-26 | 2002-09-06 | Office Kuwajima:Kk | 抗酸化剤及びこれを含有する組成物 |
JP2003081749A (ja) * | 2001-09-13 | 2003-03-19 | Nonogawa Shoji Kk | 皮膚外用剤 |
US20040076699A1 (en) * | 2002-07-15 | 2004-04-22 | Chaudhuri Ratan K. | Topical anhydrous delivery system |
JP2004323431A (ja) * | 2003-04-25 | 2004-11-18 | Nikko Chemical Co Ltd | トコトリエノールの皮膚老化防止剤への利用 |
JPWO2005035477A1 (ja) * | 2003-10-08 | 2007-11-22 | 株式会社カネカ | キノン骨格を有する化合物の安定化方法及び安定化された組成物 |
JP4886233B2 (ja) * | 2005-07-21 | 2012-02-29 | 独立行政法人物質・材料研究機構 | エブセレンの可溶化方法 |
-
2006
- 2006-06-12 FR FR0652099A patent/FR2902002B1/fr not_active Expired - Fee Related
-
2007
- 2007-06-11 WO PCT/FR2007/051405 patent/WO2007144530A2/fr active Application Filing
- 2007-06-11 US US11/883,779 patent/US7988982B2/en not_active Expired - Fee Related
- 2007-06-11 JP JP2009514858A patent/JP5268158B2/ja not_active Expired - Fee Related
Patent Citations (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US20050090553A1 (en) * | 1992-06-30 | 2005-04-28 | Shapiro Howard K. | Compositions and method for treatment of chronic inflammatory diseases |
US20030236236A1 (en) * | 1999-06-30 | 2003-12-25 | Feng-Jing Chen | Pharmaceutical compositions and dosage forms for administration of hydrophobic drugs |
US20040197282A1 (en) * | 1999-07-09 | 2004-10-07 | Birgit Neudecker | Method and preparation containing idebenone for protecting human skin |
US20050266064A1 (en) * | 2004-05-29 | 2005-12-01 | Mccarthy Kathryn J | Cosmetic compositions and methods |
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2010043077A (ja) * | 2008-08-01 | 2010-02-25 | Lvmh Recherche | 皮膚、特に顔の皮膚の艶の輝きを増強するためのリポクロマン−6の化粧品組成物における使用 |
FR3130146A1 (fr) * | 2021-12-10 | 2023-06-16 | L'oreal | Composition comprenant de la cystéine, un triglycéride d’acide gras particulier et un agent réducteur supplémentaire |
Also Published As
Publication number | Publication date |
---|---|
FR2902002A1 (fr) | 2007-12-14 |
FR2902002B1 (fr) | 2010-08-27 |
US7988982B2 (en) | 2011-08-02 |
JP5268158B2 (ja) | 2013-08-21 |
JP2009539951A (ja) | 2009-11-19 |
US20090142420A1 (en) | 2009-06-04 |
WO2007144530A3 (fr) | 2008-03-13 |
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