Drug – bio-affecting and body treating compositions – Designated organic active ingredient containing – Having -c- – wherein x is chalcogen – bonded directly to...
Patent
1999-11-10
2000-10-24
Dentz, Bernard
Drug, bio-affecting and body treating compositions
Designated organic active ingredient containing
Having -c-, wherein x is chalcogen, bonded directly to...
424 60, 514844, 549410, A61K 31555, C07D31172
Patent
active
061368512
DESCRIPTION:
BRIEF SUMMARY
FIELD OF THE INVENTION
The invention relates by way of novel substance to tocopherol esters, to a use thereof in cosmetics or pharmacy, in particular dermatology, and also to cosmetic or pharmaceutical, and in particular dermatological, compositions containing them.
SUMMARY OF THE PRIOR ART
It is known that alpha-tocopherol or vitamin E is to be found in the natural state in numerous plants, usually with other compounds such as beta-tocopherol, gamma-tocopherol, and delta-tocopherol.
Alpha-tocopherol is essentially used to combat vitamin E deficiencies, or as a nutrient, in particular to combat muscular degeneration.
It is also used as an antioxidizing agent, but in highly specific doses.
SUMMARY OF THE INVENTION
In the context of the present invention, there have been discovered in a manner that is quite surprising and unexpected, both novel esters of tocopherol and the fact that these novel esters of tocopherol present powerful activity against radicals, against inflammation, in improving differentiation of keratinocytes, in improving moisturizing of the skin, in improving skin grain fineness, in anti-aging activity, in depigmenting activity, and in anesthetic effects on cutaneous nerve endings.
Thus, the present invention seeks to resolve the novel technical problem consisting in supplying an active substance having good activity against radicals, against inflammation, against aging, for depigmenting, for improving the differentiation of keratinocytes, for moisturizing the skin, for the fineness of skin grains, and also anesthetic action on cutaneous nerve endings, in particular by topical or general application, thus constituting an active ingredient that is valuable in preparing cosmetic, pharmaceutical, and in particular dermatological compositions.
The present invention resolves this novel technical problem in satisfactory manner using a solution that is particularly simple, and suitable for use on an industrial scale.
DETAILED DESCRIPTION OF THE INVENTION
Thus, in a first aspect, the present invention covers esters, characterized in that they present the following chemical formula (I): ##STR5## in which: R.sub.1, R.sub.2 and R.sub.3 independently represent an atom of hydrogen, a methyl radical, ##STR6## R.sub.4 and R.sub.5 are identical or different and each represents a chain of the form: ##STR7## C is the following group: ##STR8## and in which the indices m, n, p, and q are respective integers lying in the range 0 to 4, it being understood that the sum m+n+p+q is limited to integers in the range 0 to 4.
In a variant embodiment of the invention, the esters are characterized in that R.sub.4 and R.sub.5 represent hydrogen.
In a variant embodiment of the invention, the esters are characterized in that at least one of the groups R.sub.4 and R.sub.5 represents hydrogen.
In a variant embodiment of the invention, the esters are characterized in that one of the groups R.sub.4 or R.sub.5 represents hydrogen, and the other a 2,5-dihydroxybenzoyl radical.
In a variant embodiment of the invention, the esters are characterized in that they are selected from the group consisting in esters of alpha-tocopherol, of beta-tocopherol, of gamma-tocopherol, of zeta 1-tocopherol, of zeta 2-tocopherol, of delta-tocopherol, of eta-tocopherol, of epsilon-tocopherol, and of tocol.
In a variant embodiment of the invention, it relates to an ester satisfying formula (II) below: ##STR9##
In a variant embodiment of the invention, it relates to an ester satisfying formula (III) below: ##STR10##
Esters of above formulae (II) and (III) are referred to below as alpha-tocopherol 2,5-dihydroxybenzoate diester respectively of formula (II) and of formula (III), or else as "diester A.sub.1 " and "diester A.sub.2 ".
In a second aspect, the present invention also covers a cosmetic or pharmaceutical composition, and in particular a dermatological composition, characterized in that by way of active ingredient it comprises at least one ester of formula (I) as defined above.
In a variant embodiment, the said composition is characteri
Bonte Frederic
Saunois Alex
Dentz Bernard
LVMH Recherche
Meyer Jerald L.
Nath Gary M.
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