Drug – bio-affecting and body treating compositions – Preparations characterized by special physical form – Cosmetic – antiperspirant – dentifrice
Reexamination Certificate
1999-10-06
2001-11-13
Bawa, Raj (Department: 1619)
Drug, bio-affecting and body treating compositions
Preparations characterized by special physical form
Cosmetic, antiperspirant, dentifrice
C424S078020, C424S059000, C424S094100, C514S937000, C514S844000
Reexamination Certificate
active
06316012
ABSTRACT:
The subject of the invention is a synergistically acting cosmetic or pharmaceutical composition containing, in combination, a peroxidase and an antioxidant
Specialists currently consider that one of the causes of cellular aging is the reduction in the defence capacities against free radicals and against the oxidation phenomena (especially the formation of peroxides) which they initiate.
It is known moreover that the toxicity of atmospheric pollutants, especially gaseous pollutants such as sulphur dioxide, ozone and nitrogen oxides, is linked especially to their free radical-initiating activity, source of oxidation phenomena which cause, in living beings, cellular damage.
Living cells, which are in direct and permanent contact with the external medium (especially the skin, the scalp and certain mucous membranes), are particularly sensitive to these effects of gaseous pollutants, which result especially in an accelerated aging of the skin, with a complexion lacking brightness and a premature formation of wrinkles or small wrinkles, and also in a decrease in the vitality and a dull appearance of the hair.
It is also known that the irritation phenomena caused by exposure to ultraviolet rays also lead to the phenomenon of accelerated cellular aging, and are currently considered as a factor for inducing skin tumours. The irritation caused by UV radiation gives rise, in this case as well, to the formation of radical species which lead especially to the oxidation of skin lipids, and it is thought that lipid peroxides are one of the factors which trigger photocarcinogenesis. It is known in particular that the induction of ornithine decarboxylase (abbreviated ODC) constitutes an early marker for skin tumour, and that organic peroxides are capable of inducing the formation of ODC in the epidermis; see R. L. Binder et al., Carcinogenesia, Vol. 10, No.12, 2351-2357 (1989).
Living cells possess various natural means of defence against lipid peroxides, in particular epidermal glutathione peroxidase, but the effectiveness of the detoxifying activity of the latter is substantially decreased under the influence of an exposure to ultraviolet radiation.
It in therefore important to develop active systems which make it possible to combat the harmful effects of peroxides, especially the organic peroxides formed under the action of atmospheric pollutants and ultraviolet radiation.
It is known that some antioxidant are capable of conferring a protection against the skin damage caused by radiations or peroxides, including when theme antioxidants are applied topically; see for example Bissett at al., Photoderm. Photoimmunol. Photomed. 7,56-62 and 63-67 (1990).
By studying certain antioxidant systems and by using the induction of ODC as marker, the Applicant has discovered that, surprisingly, certain combinations had the property of inhibiting the formation of ODC while the constituents of the combination, when used alone, had no effect or even caused an increase in the induction of ODC.
It has been discovered more precisely that the peroxidases capable of reducing organic peroxides cause an increase in the induction of ODC by ultraviolet radiation, and that certain antioxidant are without significant effect on the induction of ODC. Such in the came especially for the antioxidant. capable of neutralizing singlet oxygen, which are therefore anti-singlet oxygen agents. It has however been discovered that the combination of peroxidases capable of reducing organic peroxides with antioxidants capable of neutralizing singlet oxygen, makes it possible to substantially neutralize the induction of ODC. Such a combination therefore has synergistic properties.
These useful properties can be exploited by incorporating such synergistic combinations into cosmetic or pharmaceutical compositions in a form which allows application to the skin, superficial body growths and mucous membranes.
The subject of the invention is therefore a cosmetic or pharmaceutical composition characterized by the fact that it comprises, in combination, at least one product having a peroxidase activity capable of reducing organic peroxides and at least one antioxidant capable of neutralizing singlet oxygen.
The composition of the invention in an antioxidant composition which therefore does not contain peroxide. In particular, it does not contain hydrogen peroxide.
There may be used as product having a peroxidase activity any substance capable of reducing organic peroxides in the presence of an electron donor.
These peroxidases may be especially peroxidases of natural (plant or animal) origin, or alternatively peroxidases modified chemically or by grafting, by adsorption onto supports or by encapsulation (see for example applications PCT WO 87/07838 and EP-A-0,397,227).
There may be used especially lactoperoxidases, fungal microperoxidases, myoloperoxidase and the like.
It in known that lactoperoxidase (abbreviated LPO) is an enzyme which occurs especially in numerous mammalian tissues and secretions, which uses one of the numerous cellular electron donors to reduce organic peroxides of the ROOH typo (R being an organic group). Lactoperoxidase is a commercial product, sold especially by the companies Sigma and Sederma.
There may be also used recombinant peroxidases, for example recombinant LPO (Patent Application Wo 91-06639).
The antioxidant capable of neutralizing singlet oxygen is chosen especially from quinoline and its derivatives, polyphonols, carotenoid derivatives and nucleosides and their derivatives.
Among the quinoline derivatives which can be used, there may be mentioned in particular 6-athoxy-1,2-dihydro-2,2,4-trimethylquinoline or ethoxyquine, in the form of a monomer, dimer or oligomer or mixtures of these various forms, and ethoxyquine derivatives.
There may be used in particular the ethoxyquine derivatives of formula (I)
in which A represents a group —CO—B,
B representing especially a group (CHOR′)
n
R in which R′ represents a hydrogen atom, an acyl, alkyl or aralkyl group,
R is a hydroxymethyl, carboxyl, carboxyalkyl, carboxyaryl, carboxyarylalkyl, carboxamide or —COR′″ group, R′″ representing ethoxyquine residue (formula (I) less the substituent A) or R′″ representing —CR
2
OR″, R″ being an acyl, aralkyl or alkyl radical and n being an integer from 2 to 6;
or B represents a group —(CHR″″)
m
N
+
R
1
R
2
R
3
X
−
in which R″″ represents a hydrogen atom, an optionally substituted heterocyclic, aralkyl, aryl or alkyl radical, or R″″ represents —(CH
2
)
q
COOH where q is a number which may vary from 1 to 3, R
1
, R
2
and R
3
independently representing a hydrogen atom, an aryl radical, a heterocyclic aryl radical, a substituted or unsubstituted cycloalkyl or alkyl radical, X
−
being an anion and m being an integer from 1 to 6;
or B represents a group —(CHR″″)
m
NR
1
R
2
, where R″″, R
1
, R
2
and m have the meanings stated above;
or B represents a group NR′
1
R′
2
in which R′
1
and R′
2
independently represent a substituted or unsubstituted aryl, heterocyclic aryl, cycloalkyl or alkyl group or alternatively R′
1
and R′
2
represent —H or form a heterocyclic group with the nitrogen atom to which they are attached;
or B represents a group —OR
4
in which R
4
represents an aryl, alkyl, polyhydroxyalkyl or cycloalkyl group or a group of formula
where E represents a group:
in which R
5
, R
6
and R
7
independently represent a hydrogen atom or a radical —CH
2
OH, —CH
2
O acyl, —OH, —O acyl, —NH acyl, —NH
2
, N
+
H
3
X
−
, X
−
being defined an above, or alternatively R
5
, R
6
and R
7
represent a group —COOR
8
, R
8
representing a hydrogen atom, a substituted or unsubstituted aralkyl, aryl, cycloalkyl or alkyl group, p is a number equal to 1 or 2 and q is equal to 0 or 1;
or B represents a halogen atom, or alternatively A represents a group:
in which E is defined as above.
Such ethoxyquine derivatives are described especially in Pa
Colin Christian
N'Guyen Quang lan
Bawa Raj
L'Oreal
Oliff & Berridg,e PLC
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