Drug – bio-affecting and body treating compositions – Preparations characterized by special physical form – Cosmetic – antiperspirant – dentifrice
Reexamination Certificate
2000-08-31
2002-02-05
Dudash, Diana (Department: 1619)
Drug, bio-affecting and body treating compositions
Preparations characterized by special physical form
Cosmetic, antiperspirant, dentifrice
C424S059000, C424S064000, C424S450000, C424SDIG001, C514S725000, C514S773000
Reexamination Certificate
active
06344206
ABSTRACT:
BACKGROUND OF THE INVENTION
1. Field of the Invention
The present invention relates to cosmetic and/or dermatological compositions, in particular compositions for use in skin care which comprise at least one compound of the retinoid family. More particularly, the present invention relates to stable compositions comprising at least one compound of the retinoid family and at least one polyamine polymer.
2. Description of the Background
Retinoid-based cosmetic and/or dermatological compositions have undergone a major development during the past few years. Among the retinoids, the use of retinoic acid in compositions for the treatment of acne is well-known.
However, other derivatives of the retinoid family are also useful, both for the treatment of acne, as well as for skin care. These derivatives in particular are useful in limiting, even eliminating, the effects of skin ageing which include wrinkles, wizened appearance, yellowing, loss of elasticity, roughness, dryness, and the appearance of marks which are the usual manifestations of skin ageing. These manifestations are all the more pronounced the more frequently the skin has been exposed to sunlight or the more the skin is particularly sensitive to exposure to UV radiation.
Thus, the effects of intrinsic ageing of the skin (linked to age) and of photoageing (due to exposure to sunlight) may be cumulative. The manifestations of ageing usually appear at an advanced age; however, their prevention should be undertaken from the onset of adulthood by appropriate care.
The treatment of the skin with derivatives of the retinoid family forms part of these preventive or curative treatments of the manifestations of ageing which are wrinkles, wizened skin, yellowing, loss of elasticity, roughness, dryness and marks.
Among the derivatives of the retinoid family, retinol, also known by the name of vitamin A, and the esterified derivatives of retinol are most particularly useful. Indeed, retinol is a natural endogenous constituent of the human body. It is well-tolerated on application to the skin up to levels which are much higher than retinoic acid. The esters of retinol are converted to retinol by the human body.
However, when they are introduced into a cosmetic or dermatological composition intended for topical application, retinol and its esters are rapidly degraded under the effect of light, oxygen, metal ions, oxidizing agents, water and in particular under the effect of increases in temperature. The thermal degradation of retinol has been the subject of a study published in J. Soc. Cosm. Chem. 46, 191-198 (July-August 1995).
Various combinations of retinol and other derivatives of the retinoid family with antioxidants are known, the retinoids having enhanced stability in these combinations.
WO 93/00085 describes W/O emulsions comprising retinol and a stabilizing system consisting of a chelating agent such as, for example, EDTA and an antioxidant which may be either a fat-soluble antioxidant such as butylated hydroxytoluene (BHT) or vitamin E, or a water-soluble antioxidant such as vitamin C. According to this disclosure, it is also possible to prepare W/O emulsions containing retinol stabilized by a system consisting of a fat-soluble antioxidant and a water-soluble antioxidant.
EP 0 608 433 describes compositions containing retinol and a stabilizer selected from chelating agents and polysaccharides, oils with an iodine number greater than 70, polyethylene (propylene) glycols, hydroxycarboxylic acid salts, neutral amino acid salts, fat-soluble antioxidants combined with EDTA and with a benzophenone, fat-soluble antioxidants combined with an acidic compound and with a benzophenone, cyclodextrin derivatives in which an antioxidant or a UV-screening agent is included, butanediol and/or fat-soluble antioxidants, water-soluble benzophenone derivatives, basic amino acids and their salts, acidic amino acids and their salts, polar oils and hydrophilic mineral clays.
The use of certain polyamine compounds as antioxidants is known as disclosed in EP 0 209 509.
However, none of the prior art compounds, whether they are described as an antioxidant or more specifically as a stabilizer for a retinoid, make it possible to satisfactorily stabilize retinoids which, therefore, is a continuing need in the art.
SUMMARY OF THE INVENTION
Accordingly, one object of the present invention is to provide a retinoid composition in which the retinoid is satisfactorily stabilized.
Briefly, this object and other objects of the present invention as hereinafter will become more readily apparent can be attained by a composition comprising the combination of:
(A) at least one retinoid selected from the group consisting of vitamin A (or retinol) and the bioconvertible precursors of vitamin A; and
(B) at least one polyamine polymer selected from the group consisting of:
(A) a polyalkylenepolyamine or one of its derivatives selected from the group consisting of:
(i) polyakylenepolyamines;
(ii) alkylated derivatives of polyalkylenepolyamines (A) (i);
(iii) products of addition of alkylcarboxylic acids to the polyalkylenepolyamines (A) (i);
(iv) products of addition of ketones and of aldehydes to the polyalkylenepolyamines (A) (i);
(v) products of addition of isocyanates and of isothiocyanate to the polyalkylenepolyamines (A) (i);
(vi) products of addition of alkylene oxide or of polyalkylene oxide block polymers to the polyalkylenepolyamines (A) (i);
(vii) quaternized derivatives of polyalkylenepolyamines (A) (i);
(viii) products of addition of a silicone to the polyalkylenepolyamines (A) (i);
(ix) a copolymer of dicarboxylic acid and polyalkylenepolyamines (A) (i);
(B) polyvinylimidazoles;
(C) polyvinylpyridines;
(D) products of addition of 1-vinylimidazole monomers of formula (I):
in which the R radicals, which are identical or different, represent H, or a linear or cyclic, saturated or unsaturated C
1
-C
6
alkyl radical and n is an integer from 1-3, to the polyalkylenepolyamines (A)(i) to (A)(ix);
(E) polymer based on amino acids containing a basic side chain; and
(F) cross-linked derivatives of the polymers (A)(i) ti (A) (ix), (B) (C) (D) and (E).
DETAILED DESCRIPTION OF THE PREFERRED EMBODIMENTS
It has now been found, surprisingly, that the combination of a retinoid selected from the group consisting of vitamin A (retinol) and the bioconvertible precursors of vitamin A with certain polyamine polymers make it possible to avoid the degradation, in particular the thermal degradation, of these retinoids. Thus, these retinoids can be introduced into cosmetic and/or dermatological compositions, and be stored for several months without impairment of their efficacy.
Vitamin A is to be understood as retinol of the all-trans type or of the 13-cis type.
The expression bioconvertible precursor of vitamin A means any compound which is capable of being converted into vitamin A by the human body. These compounds include retinol esters, in particular C
1
-C
30
esters. Particularly preferred are the C
1
-C
6
esters which are very rapidly degraded to retinol by the human body.
An aspect of the invention is also a cosmetic or dermatological composition comprising the combination as described above and at least one physiologically acceptable carrier.
Another aspect of the invention is the use of at least one polyamine polymer as defined above for enhancing the stability of a composition comprising a retinoid selected from vitamin A (or retinol) and the bioconvertible precursors of vitamin A.
Still another aspect of the invention is a process for enhancing the stability of a composition comprising a retinoid selected from vitamin A (or retinol) and the bioconvertible precursors of vitamin A, this process consisting in combining with the said retinoid an effective quantity of at least one polyamine polymer as defined above.
An effective quantity of a polyamine polymer is understood to mean a sufficient quantity to prepare a notable and significant improvement in the thermal stability of the retinoid (s) present in the composition. This minimum quantity of stabilizing agent may v
Boussouira Boudiaf
Giacomoni Paolo
Nguyen Quang Lan
Prince Stephanie
Berman Alysia
Dudash Diana
L'Oreal
LandOfFree
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