WO1995015149A1 - Novel cosmetic compositions containing simple polyols - Google Patents

Novel cosmetic compositions containing simple polyols Download PDF

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Publication number
WO1995015149A1
WO1995015149A1 PCT/FR1994/000795 FR9400795W WO9515149A1 WO 1995015149 A1 WO1995015149 A1 WO 1995015149A1 FR 9400795 W FR9400795 W FR 9400795W WO 9515149 A1 WO9515149 A1 WO 9515149A1
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Prior art keywords
cosmetic compositions
polyols
compositions according
skin
cosmetic
Prior art date
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PCT/FR1994/000795
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French (fr)
Inventor
Daniel Greff
Original Assignee
Sederma S.A.
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.)
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Publication date
Application filed by Sederma S.A. filed Critical Sederma S.A.
Priority to AU71885/94A priority Critical patent/AU7188594A/en
Publication of WO1995015149A1 publication Critical patent/WO1995015149A1/en

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    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/60Sugars; Derivatives thereof
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/33Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/34Alcohols
    • A61K8/345Alcohols containing more than one hydroxy group
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q19/00Preparations for care of the skin
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q5/00Preparations for care of the hair
    • A61Q5/02Preparations for cleaning the hair
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K2800/00Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
    • A61K2800/74Biological properties of particular ingredients
    • A61K2800/75Anti-irritant

Definitions

  • TITLE New Cosmetic compositions containing simple polyols
  • the microbial flora of human skin is very complex. There are aerobic, anaerobic germs, gram positive and gram negative germs, yeasts. In general, a distinction is made between the natural, resident and non-pathogenic flora from the exogenous flora which settles by invasion during a
  • the object of the present invention is the discovery that the use of certain polyols in cosmetic preparations makes it possible to maintain a beneficial microbial balance on the skin, even and especially after repeated attacks.
  • These polyols xylitol and lactitol in particular, but also arabinol, adonitol, xylulose and their combinations
  • Lactitol (4-0- ( ⁇ -galactosyl) -D-glucitol), obtained by partial hydrogenation of lactose, has similar properties.
  • a fluid lotion for the face and the body containing 2% of xylitol and 2% of lactitol was prepared as well as an identical lotion without these polyols (placebo).
  • the face is washed with a liquid soap of pH 7.5, then rinsed and dried.
  • the skin pH is measured using a specific surface electrode.
  • a microbial flora sample is taken using agar plates.
  • the lotion containing the polyols is applied to one of the sites (left part of the face), the placebo to the other (right part of the face or vice versa).
  • Skin pH is measured as well as a microbial sample at regular intervals (1 h, 2 h, 4 h, 6 h). Results: the skin pH increases by approximately 1 unit (on average) after washing and does not return to its initial value until after approximately 4 to 6 hours.
  • the application of the placebo lotion does not significantly alter the kinetics of skin pH restoration.
  • the test lotion however allows a faster return to the initial pH (average of 3 hours; p ⁇ 0.05).
  • Polyols can be obtained by extraction from vegetables or plants (case of xylitol, arabinol, adonitol), or, preferentially by catalytic hydrogenation of simple sugars like xylose for xylitol, lactose for lactitol, arabinose for l 'arabinol, ribose for adonitol.
  • the polyols can be used alone or in combination with one another; xylitol and lactitol, and in particular the combination of the two in the proportions 1: 10 to 10: 1 represent the most effective manifestations of the invention.
  • polyols that are the subject of this patent can be used in any dosage form used in cosmetics: O / W and W / O emulsions, milks, lotions, gels, ointments, body oils, hair lotions, shampoos, soaps, sticks and pencils, sprays, without this list being exhaustive.
  • cosmetic vectors such as liposomes, chylomicrons, macro-, micro- and nanoparticles as well as macro-, micro- and nanocapsules, to absorb them on powdery organic polymers, talcs , bentonites and other mineral supports.
  • concentration of use of these polyols individually or in combination can vary between 0.01 and 30%, preferably between 0.5 and 10% in the finished product. Below these values, the effects are negligible, above it is difficult to formulate an acceptable cosmetic product.
  • Polyols can be combined in cosmetic compositions with any other ingredient usually used in cosmetics: extraction and / or synthetic lipids, gelling and viscosifying polymers, surfactants and emulsifiers, water- or liposoluble active principles, plant extracts, tissue extracts , marine extracts.

Abstract

The invention concerns the use of a number of simple polyols (xylitol, xylulose, lactitol, arabinol, adonitol and their combinations) in cosmetic preparations. The selected polyols help restore the balance of skin flora while inhibiting pathogenic germs.

Description

NOUVELLES COMPOSITIONS COSMETIQUES CONTENANT DES POLYOLS SIMPLESNOVEL COSMETIC COMPOSITIONS CONTAINING SINGLE POLYOLS
TITRE : Nouvelles Compositions cosmétiques contenant des polyols simples La flore microbienne de la peau humaine est très complexe. On y trouve des germes aérobies, anaérobies, des germes gram positifs et gram négatifs, des levures. En général on distingue la flore naturelle, résidente et non pathogène de la flore exogène qui s'installe par invasion lors d'unTITLE: New Cosmetic compositions containing simple polyols The microbial flora of human skin is very complex. There are aerobic, anaerobic germs, gram positive and gram negative germs, yeasts. In general, a distinction is made between the natural, resident and non-pathogenic flora from the exogenous flora which settles by invasion during a
5 affaiblissement des défenses naturelles, d'une plaie, d'une infection en générale.5 weakening of the natural defenses, a wound, an infection in general.
L'écologie de la flore cutanée est loin d'être élucidée. L'importance de la présence ou de l'absence de l'une ou l'autre espèce n'est pas connue en détail.The ecology of the skin flora is far from elucidated. The significance of the presence or absence of either species is not known in detail.
10 Cependant, il est généralement admis que la flore résidente, naturelle, joue un rôle protecteur dans la mesure où elle "occupe le terrain", où elle sécrète parfois des substances antimicrobiennes (antibiotiques) qui défendent la peau contre d'autres espèces et où elle maintient le système défensif de la peau (système immunitaire) en éveil.10 However, it is generally accepted that the resident, natural flora plays a protective role insofar as it "occupies the ground", where it sometimes secretes antimicrobial substances (antibiotics) which defend the skin against other species and where it keeps the skin's defensive system (immune system) alert.
15 II a été remarqué, dans des milieux hospitaliers par exemple, que le lavage et la désinfection répétée des mains des infirmières ou des chirurgiens pouvait perturber la flore cutanée, son équilibre naturel, et donc favoriser l'établissement d'espèces microbiennes exogènes, voire pathogènes au détriment de la flore naturelle.15 It has been noted, in hospital settings for example, that repeated washing and disinfection of the hands of nurses or surgeons can disturb the skin flora, its natural balance, and therefore promote the establishment of exogenous microbial species, or even pathogens to the detriment of natural flora.
20 L'objet de la présente invention est la découverte que l'utilisation de certains polyols dans des préparations cosmétiques permettait de maintenir un équilibre microbien bénéfique sur la peau, même et surtout après des agressions répétées. Ces polyols (xylitol et lactitol en particulier, mais aussi arabinol, adonitol, xylulose et leurs combinaisons) d'origine végétale,The object of the present invention is the discovery that the use of certain polyols in cosmetic preparations makes it possible to maintain a beneficial microbial balance on the skin, even and especially after repeated attacks. These polyols (xylitol and lactitol in particular, but also arabinol, adonitol, xylulose and their combinations) of plant origin,
25 synthétique ou biotechnologique sont connus dans le domaine de l'alimentation humaine et animale. On les utilise pour remplacer le saccharose comme édulcorant, d'une part pour diminuer l'apport calorique d'un aliment, et d'autre part pour réduire le pouvoir cariogène des sucres en général. C'est ce dernier aspect qui est particulièrement intéressant: le xylitol25 synthetic or biotechnological are known in the field of human and animal nutrition. They are used to replace sucrose as a sweetener, on the one hand to reduce the caloric intake of a food, and on the other hand to reduce the cariogenic power of sugars in general. It is this last aspect which is particularly interesting: xylitol
30 par exemple, inhibe la croissance du Streptococcus mutans, un des germes responsables de la formation de carie dentaire. Le lactitol (4-0-(β-galactosyl)-D-glucitol), obtenu par hydrogénation partielle du lactose, possède des propriétés similaires.30 for example, inhibits the growth of Streptococcus mutans, one of the germs responsible for the formation of tooth decay. Lactitol (4-0- (β-galactosyl) -D-glucitol), obtained by partial hydrogenation of lactose, has similar properties.
En particulier, il a été découvert, ce qui n'était ni connu ni soupçonné, que ces polyols seuls ou en combinaison entre eux possèdent une activité inhibitrice sélective dirigée contre les germes pathogènes de la flore cutanée, tout en stimulant la croissance des germes saprophytes, résidents de la peau saine.In particular, it has been discovered, which was neither known nor suspected, that these polyols, alone or in combination between them, have a selective inhibitory activity directed against pathogenic germs of the skin flora, while stimulating the growth of saprophytic germs , residents of healthy skin.
Des études in vitro montrent en effet que la vitesse de croissance d'Escherichia coli, du Staphylococcus aureus et d'autres microorganismes est diminuée en présence de xylitol, de lactitol, d'arabinol, alors que les germes du genre Corynebacterium spp. (xerosis, granulosum, minutissimum), résidents de la peau, sont au contraire, favorisés dans ce milieu. L'inhibition des uns peut atteindre 30%, voire 50%, alors que la stimulation de la croissance des autres va jusqu'à 100%. L'utilisation de ces polyols dans des produits cosmétiques de soin et d'hygiène corporelle pour favoriser la flore naturelle cutanée est nouvelle. Un exemple d'application va illustrer cette utilisation.In vitro studies show that the growth rate of Escherichia coli, Staphylococcus aureus and other microorganisms is reduced in the presence of xylitol, lactitol, arabinol, while the germs of the genus Corynebacterium spp. (xerosis, granulosum, minutissimum), residents of the skin, are on the contrary, favored in this environment. The inhibition of some can reach 30%, even 50%, while the stimulation of the growth of others goes up to 100%. The use of these polyols in cosmetic care and personal hygiene products to promote the skin's natural flora is new. An example application will illustrate this use.
Une lotion fluide pour le visage et le corps contenant 2% de xylitol et 2% de lactitol a été préparée ainsi qu'une lotion identique sans ces polyols (placebo).A fluid lotion for the face and the body containing 2% of xylitol and 2% of lactitol was prepared as well as an identical lotion without these polyols (placebo).
Dix personnes volontaires ont participé au test en suivant le protocole ci- dessous:Ten volunteers participated in the test following the protocol below:
Le visage est lavé avec un savon liquide de pH 7.5, puis rincé et séché.The face is washed with a liquid soap of pH 7.5, then rinsed and dried.
On mesure le pH cutané à l'aide d'une électrode spécifique de surface. Un prélèvement de la flore microbienne est effectué à l'aide de plaques de gélose.The skin pH is measured using a specific surface electrode. A microbial flora sample is taken using agar plates.
Ensuite la lotion contenant les polyols est appliqué sur un des sites (partie gauche du visage), le placebo sur l'autre (partie droite du visage ou vice versa). On procède à une mesure du pH cutané ainsi qu'à un prélèvement microbien à des intervalles réguliers (1 h, 2h, 4h, 6h). Résultats: le pH cutané augmente d'environ 1 unité (en moyenne) après le lavage et ne revient à sa valeur initiale qu'après 4 à 6 heures environ. L'application de la lotion placebo ne modifie pas la cinétique de rétablissement du pH cutané de façon significative. La lotion du test permet cependant un retour au pH initial plus rapide (moyenne de 3 heures; p<0.05). L'analyse de la flore cutanée révèle que dans le cas de l'utilisation de la lotion contenant les polyols il existe un meilleur équilibre parmi les espèces (Corvnebacterium. Brevibacterium) comparé aux sites traités au placebo où l'on retrouve plus de Propionobactéries. de Staphylocoques et parfois des Candida spp.Then the lotion containing the polyols is applied to one of the sites (left part of the face), the placebo to the other (right part of the face or vice versa). Skin pH is measured as well as a microbial sample at regular intervals (1 h, 2 h, 4 h, 6 h). Results: the skin pH increases by approximately 1 unit (on average) after washing and does not return to its initial value until after approximately 4 to 6 hours. The application of the placebo lotion does not significantly alter the kinetics of skin pH restoration. The test lotion however allows a faster return to the initial pH (average of 3 hours; p <0.05). Analysis of the skin flora reveals that in the case of the use of the lotion containing the polyols there is a better balance among the species (Corvnebacterium. Brevibacterium) compared to the sites treated with placebo where there are more Propionobacteria. Staphylococci and sometimes Candida spp.
Ces résultats sont confirmés dans une étude sur une période plus longue. Dans ce cas, on constate par ailleurs un meilleur aspect de la peau traitée à la lotion contenant les polyols: plus souple, plus douce, plus hydratée, présentant moins de rougeurs et d'irritations. Les polyols objets du brevet peuvent trouver également une application dans le traitement du cuir chevelu (anti-pelliculaire) par leur action favorable à la flore naturelle par rapport aux microorganismes exogènes comme le pityrosporum ovale. Les polyols peuvent être obtenus par extraction à partir des légumes ou plantes (cas du xylitol, arabinol, adonitol), soit, preferentiellement par hydrogénation catalytique des sucres simples comme le xylose pour le xylitol, le lactose pour le lactitol, l'arabinose pour l'arabinol, le ribose pour l'adonitol. Les polyols peuvent être utilisés seuls ou en combinaison entre eux; le xylitol et le lactitol, et en particulier la combinaison des deux dans les proportions 1 :10 à 10:1 représentent les manifestations les plus efficaces de l'invention. Ils peuvent être employés dans les applications cosmétiques les plus diverses: pour tous les soins de la peau, poiîr l'hydratation et l'effet de lissage; il peuvent être également utiles dans le traitement du cuir chevelu et de la peau acnéique. Les polyols objet du présent brevet peuvent être utilisés dans toute forme galénique employée en cosmétique: émulsions H/E et E/H, laits, lotions, gels, pommades, huiles corporelles, lotions capillaires, shampooings, savons, sticks et crayons, sprays, sans que cette liste soit limitative.These results are confirmed in a study over a longer period. In this case, there is also a better appearance of the skin treated with a lotion containing the polyols: softer, softer, more hydrated, with less redness and irritation. The polyols which are the subject of the patent can also find an application in the treatment of the scalp (anti-dandruff) by their action favorable to the natural flora compared to exogenous microorganisms such as oval pityrosporum. Polyols can be obtained by extraction from vegetables or plants (case of xylitol, arabinol, adonitol), or, preferentially by catalytic hydrogenation of simple sugars like xylose for xylitol, lactose for lactitol, arabinose for l 'arabinol, ribose for adonitol. The polyols can be used alone or in combination with one another; xylitol and lactitol, and in particular the combination of the two in the proportions 1: 10 to 10: 1 represent the most effective manifestations of the invention. They can be used in the most diverse cosmetic applications: for all skin care, for hydration and smoothing effect; it can also be useful in the treatment of scalp and acne skin. The polyols that are the subject of this patent can be used in any dosage form used in cosmetics: O / W and W / O emulsions, milks, lotions, gels, ointments, body oils, hair lotions, shampoos, soaps, sticks and pencils, sprays, without this list being exhaustive.
Il est possible d'incorporer les polyols décrits dans des vecteurs cosmétiques comme les liposomes, les chylomicrons, les macro-, micro-et nanoparticules ainsi que les macro-, micro- et nanocapsules, de les absorber sur des polymères organiques poudreux, les talcs, bentonites et autres supports minéraux.It is possible to incorporate the polyols described in cosmetic vectors such as liposomes, chylomicrons, macro-, micro- and nanoparticles as well as macro-, micro- and nanocapsules, to absorb them on powdery organic polymers, talcs , bentonites and other mineral supports.
La concentration d'utilisation de ces polyols individuellement ou en combinaison peut varier entre 0.01 et 30%, preferentiellement entre 0.5 et 10% dans le produit fini. En dessous de ces valeurs, les effets sont négligeables, en dessus il est difficile de formuler un produit cosmétique acceptable.The concentration of use of these polyols individually or in combination can vary between 0.01 and 30%, preferably between 0.5 and 10% in the finished product. Below these values, the effects are negligible, above it is difficult to formulate an acceptable cosmetic product.
Les polyols peuvent être combinés dans les compositions cosmétiques avec tout autre ingrédient habituellement utilisé en cosmétique: lipides d'extraction et/ou de synthèse, polymères gélifiants et viscosants, tensioactifs et émulsifiants, principes actifs hydro- ou liposolubles, extraits de plantes, extraits tissulaires, extraits marins. Polyols can be combined in cosmetic compositions with any other ingredient usually used in cosmetics: extraction and / or synthetic lipids, gelling and viscosifying polymers, surfactants and emulsifiers, water- or liposoluble active principles, plant extracts, tissue extracts , marine extracts.

Claims

REVENDICATIONS
1) Compositions cosmétiques contenant des polyols choisis parmi le xylitol, le lactitol, l'arabinol, l'adonitol et le xylulose seuls ou en combinaison entre eux pour la régulation de la flore cutanée.1) Cosmetic compositions containing polyols chosen from xylitol, lactitol, arabinol, adonitol and xylulose alone or in combination with one another for regulating the skin flora.
2) Compositions cosmétiques, selon la revendication 1 , caractérisées en ce que le polyol est le xylitol.2) Cosmetic compositions according to claim 1, characterized in that the polyol is xylitol.
3) Compositions cosmétiques, selon la revendication 1 , caractérisées en ce que le polyol est le lactitol.3) Cosmetic compositions according to claim 1, characterized in that the polyol is lactitol.
4) Compositions cosmétiques, selon la revendication 1 , caractérisées en ce qu'elles contiennent un mélange de xylitol et de lactitol dans des proportions variant entre 1:10 et 10:1.4) Cosmetic compositions according to claim 1, characterized in that they contain a mixture of xylitol and lactitol in proportions varying between 1:10 and 10: 1.
5) Compositions cosmétiques, selon l'une quelconque des revendications de 1 à 4, caractérisées en ce que les polyols sont obtenus par extraction à partir des légumes ou plantes, soit par hydrogénation catalytique des sucres simples (xylose, lactose, arabinose, ribose).5) Cosmetic compositions according to any one of claims 1 to 4, characterized in that the polyols are obtained by extraction from vegetables or plants, or by catalytic hydrogenation of simple sugars (xylose, lactose, arabinose, ribose) .
6) Compositions cosmétiques, selon l'une quelconque des revendications de 1 à 5, caractérisées en ce que la concentration de ces polyols seuls ou en combinaison varie entre 0.01 et 30% preferentiellement entre 0.5 et 10%.6) Cosmetic compositions according to any one of claims 1 to 5, characterized in that the concentration of these polyols alone or in combination varies between 0.01 and 30%, preferably between 0.5 and 10%.
7) Compositions cosmétiques, selon l'une quelconque des revendications de 1 à 6, caractérisées en ce que les polyols sont utilisés dans toute forme galenique employée en cosmétique, à savoir les emulsions H/E et E/H, laits, lotions, gels, pommades, .huiles pour le corps, lotions capillaires, shampooings, savons, sticks et crayons, sprays. 8) Compositions cosmétiques, selon l'une quelconque des revendications de 1 à 7, caractérisées en ce que les polyols sont incorporés dans des vecteurs cosmétiques comme les liposomes, les chylomicrons, les macro-, micro- et nanoparticules ainsi que les macro-, micro-et nanocapsules, ou absorbés sur des polymères organiques poudreux, les talcs, bentonites et autres supports minéraux.7) Cosmetic compositions according to any one of claims 1 to 6, characterized in that the polyols are used in any galenical form used in cosmetics, namely O / W and W / O emulsions, milks, lotions, gels , ointments, body oils, hair lotions, shampoos, soaps, sticks and pencils, sprays. 8) Cosmetic compositions according to any one of claims 1 to 7, characterized in that the polyols are incorporated in cosmetic vectors such as liposomes, chylomicrons, macro-, micro- and nanoparticles as well as macro-, micro- and nanocapsules, or absorbed on powdery organic polymers, talcs, bentonites and other mineral supports.
9) Compositions cosmétiques, selon l'une quelconque des revendications de 1 à 8, caractérisées en ce que les polyols sont combinés dans les compositions cosmétiques avec tout autre ingrédient habituellement utilisé en cosmétique : lipides d'extraction et/ou de synthèse, polymères gélifiants et viscosants, tensioactifs et émulsifiants, principes actifs hydro- ou liposolubles, extraits de plantes, extraits tissulaires, extraits marins.9) Cosmetic compositions according to any one of claims 1 to 8, characterized in that the polyols are combined in the cosmetic compositions with any other ingredient usually used in cosmetics: extraction and / or synthetic lipids, gelling polymers and viscosants, surfactants and emulsifiers, hydrosoluble or water-soluble active principles, plant extracts, tissue extracts, marine extracts.
10) Compositions cosmétiques, selon l'une quelconque des revendications de 1 à 9, caractérisées en ce que les polyols sont utilisés dans les applications cosmétiques pour tous les soins de la peau y compris l'amélioration de l'équilibre microbiologique de la flore cutanée, pour l'hydratation et l'effet de lissage, pour le traitement du cuir chevelu, de la peau acnéique et l'hygiène corporelle. 10) Cosmetic compositions according to any one of claims 1 to 9, characterized in that the polyols are used in cosmetic applications for all skin care including improving the microbiological balance of the skin flora , for hydration and smoothing effect, for the treatment of the scalp, acne skin and body hygiene.
PCT/FR1994/000795 1993-12-02 1994-06-30 Novel cosmetic compositions containing simple polyols WO1995015149A1 (en)

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US6328984B1 (en) 1999-04-22 2001-12-11 Shiseido Co., Ltd. Selective antibacterial composition
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DE10333245C5 (en) * 2003-07-21 2015-02-19 Henkel Ag & Co. Kgaa Prebiotic plant extracts
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CHEMICAL ABSTRACTS, vol. 108, no. 17, 25 April 1988, Columbus, Ohio, US; abstract no. 143436, BECKERS H.: "Influence of xylitol on growth" *
CHEMICAL ABSTRACTS, vol. 99, no. 25, 19 December 1983, Columbus, Ohio, US; abstract no. 209600, VADEBONCOEUR ET AL.: "effect of xylitol on the growth and glycolysis of acidogenic oral bacteria" *
DATABASE WPI Week 8906, Derwent World Patents Index; AN 89-042223 *
DATABASE WPI Week 9339, Derwent World Patents Index; AN 93-309091 *
JOURNAL DENT. RES., vol. 62, no. 8, 1983, pages 882 - 4 *
PATENT ABSTRACTS OF JAPAN vol. 11, no. 167 (C - 425) *

Cited By (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1996023479A2 (en) * 1995-02-03 1996-08-08 Beiersdorf Ag Anti-adhesive active principles
WO1996023479A3 (en) * 1995-02-03 1997-03-06 Beiersdorf Ag Anti-adhesive active principles
US6414035B1 (en) 1997-12-01 2002-07-02 Xyrofin Oy Use of polyols in combating yeast infection and polyol preparations for said use
EP1600155A1 (en) * 1997-12-01 2005-11-30 Danisco Sweeteners Oy The use of polyols in combating yeast infection and polyol preparations for said use
US6328984B1 (en) 1999-04-22 2001-12-11 Shiseido Co., Ltd. Selective antibacterial composition
KR100454036B1 (en) * 1999-04-22 2004-10-26 가부시키가이샤 시세이도 Selective antibacterial composition
WO2006061678A1 (en) * 2004-12-06 2006-06-15 Sederma Sas Cosmetic or dermatological compositiions of saccharose substitutes
FR2912055A1 (en) * 2007-02-06 2008-08-08 Idenov Lab Cosmetic composition useful for soothing skin irritations comprises mono- and polysaccharides, glycerol, sorbitol, yeast extract, olive oil extract and a shea extract

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AU7188594A (en) 1995-06-19
FR2713086A1 (en) 1995-06-09

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