10-hydroxy-2-decenoic acid compounds for promoting...

Drug – bio-affecting and body treating compositions – Preparations characterized by special physical form – Cosmetic – antiperspirant – dentifrice

Reexamination Certificate

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C424S070100, C424S439000, C424S451000, C424S464000, C424S489000, C514S844000, C514S937000, C514S944000, C514S945000, C514S962000

Reexamination Certificate

active

06544533

ABSTRACT:

BACKGROUND OF THE INVENTION
1. Technical Field of the Invention
The present invention relates to the administration of effective amounts of at least one 10-hydroxy-2-decenoic acid compound/composition for promoting desquamation of the skin and/or to stimulate epidermal renewal and/or to combat aging of the skin.
The compounds/compositions of this invention are especially well suited for promoting desquamation of the skin and/or for stimulating epidermal renewal and, therefore, for combating intrinsic and/or extrinsic cutaneous aging, as well as for the nontherapeutic treatment of the skin to promote desquamation and/or to combat aging of the skin.
2. Description of the Prior Art
Desquamation is a natural phenomenon associated with the fact that the epidermis, which constitutes the upper layer of the skin, is continually being regenerated. The epidermis is composed of several layers of cells, the deepest of which is the basal layer consisting of undifferentiated cells. Over time, these cells differentiate and migrate towards the surface of the epidermis, constituting the various layers thereof, until they form at the surface of the epidermis the corneocytes, which are dead cells which are removed by desquamation. This loss at the surface is compensated for by the migration of cells from the basal layer towards the surface of the epidermis. There is perpetual renewal of the skin. Forced removal of the horny layer accelerates this renewal and thus permits the combating of skin aging.
At the same time, these cells continue their differentiation, the final stage of which is the corneocyte. These are dead cells which constitute the final layer of the epidermis, namely, the outermost layer, also known as the stratum corneum.
Cutaneous aging resulting from intrinsic or extrinsic factors is reflected by the appearance of wrinkles and fine lines, by yellowing of the skin, which develops a parchment-like look accompanied by the appearance of pigmentary blemishes, by the disorganization of the elastin and collagen fibers, resulting in a loss of elasticity, of flexibility and of firmness, or by the appearance of telangiectases.
Certain of these signs of aging are more particularly associated with intrinsic or physiological aging, namely, with “normal” aging, related to age, or chronobiological aging, whereas others are more specific to extrinsic aging, namely, aging caused, in general, by the environment; this relates more particularly to photoaging due to exposure to the sun, to light or to any other radiation.
The present invention relates to intrinsic or physiological aging, as well as to extrinsic aging.
The changes in the skin due to intrinsic aging are the consequence of a genetically programmed senescence involving endogenous factors. This intrinsic aging results, in particular, in a slowing down of the renewal of the cells of the skin, which is reflected essentially by the appearance of detrimental clinical changes, such as a reduction in the subcutaneous adipose tissue and the appearance of small wrinkles or fine lines, and by histopathological changes, such as an increase in the number and thickness of elastic fibers, a loss of vertical fibers from the membrane of the elastic tissue, and the presence of large irregular fibroblasts in the cells of this elastic tissue.
In contrast, extrinsic aging causes detrimental clinical changes, such as large wrinkles and the formation of a flaccid and weathered skin, and histopathological changes, such as an excessive accumulation of elastic material in the upper dermis and degeneration of the collagen fibers.
Various active agents for combating cutaneous aging are known to the prior art.
Thus, U.S. Pat. No. 4,603,146 describes formulating retinoic acid and derivatives thereof into cosmetic compositions for combating cutaneous aging.
Moreover, numerous patents and publications (see, for example, EP-A-413,528) describe, and numerous commercial cosmetic compositions contain, &agr;-hydroxy acids, such as lactic acid, glycolic acid or citric acid, for treating cutaneous aging.
Too, &bgr;-hydroxy acids, and more especially salicylic acid and derivatives thereof are known for their desquamating properties (see WO A 93/10756 and U.S. Pat. No. 4,767,750).
All of the aforesaid prior art compounds elicit action against aging of the skin by promoting desquamation, i.e., the removal of the “dead” cells located at the surface of the horny layer of the epidermis. This “desquamating” property is also referred to, often incorrectly, as a keratolytic property.
However, the prior art compounds also present objectionable side effects, such as stinging, stabbing pains, sensations of heat and red blotches which are unpleasant for the user.
Need therefore continues to exist for antiaging agents exhibiting activity which is at least as effective as that of the compounds of the prior art, but without their disadvantages.
SUMMARY OF THE INVENTION
Accordingly, a major object of the present invention is the provision of active agents for promoting desquamation of the skin and/or stimulating epidermal renewal, while at the same time avoiding the stinging, stabbing pains, sensations of heat or red blotches which are unpleasant for the user and which to date have characterized the state of this art.
Briefly, it has now surprisingly and unexpectedly been determined that administration of effective amounts of 10-hydroxy-2-decenoic acid compounds promotes desquamation of the skin and/or stimulates epidermal renewal and thus combats skin aging.
Certain 10-hydroxy-2-decenoic acid derivatives are known to the prior art as activators of the immune system.
It was heretofore unknown, however, that the 10-hydroxy-2-decenoic acid compounds were useful for promoting desquamation of the skin and/or stimulating epidermal renewal and thus combating intrinsic and/or extrinsic cutaneous aging.
The present invention thus features formulating effective amounts of 10-hydroxy-2-decenoic acid compounds having the formulae described below into composition suited for promoting desquamation of the skin and/or stimulating epidermal renewal and thus combating intrinsic and/or extrinsic cutaneous aging.
DETAILED DESCRIPTION OF BEST MODE AND SPECIFIC/PREFERRED EMBODIMENTS OF THE INVENTION
More particularly according to the present invention, the subject 10-hydroxy-2-decenoic acid compounds advantageously have the following formulae:
(a) 2-dimethylaminoethyl 10-hydroxydec-2-enoate having the formula:
(b) 2,3-dihydroxypropyl 10-hydroxydec-2-enoate having the formula:
(c) 2-hydroxypropyl 1,3-di(10-hydroxydec-2-enoate) having the formula:
(d) propyl 1,2,3-tri(10-hydroxydec-2-enoate) having the of formula:
and
(e) 3-[(2-methoxyethoxy)methoxylpropyl 1,2-di(lo-hydroxydec-2-enoate) having the formula:
By the term 10-hydroxy-2-decenoic acid compound or derivative are intended the purified compounds described above, of natural or synthetic origin, or any preparation comprised thereof.
And by the term “natural origin” is intended a compound extracted from natural material in which it is present. By the term “synthetic origin” is intended a compound prepared by chemical synthesis or by biotechnology.
It is of course envisaged to administer the 10-hydroxy-2-decenoic acid compounds alone, or in any admixture thereof.
Likewise, the 10-hydroxy-2-decenoic acid derivatives can be administered in their cis and/or trans form.
The amounts of the 10-hydroxy-2-decenoic acid derivatives/compounds administered according to the invention very obviously depend on the desired effect and must be an amount which is effective for promoting desquamation of the skin and/or stimulating epidermal renewal and thus combating intrinsic and/or extrinsic cutaneous aging.
For example, the amount of the 10-hydroxy-2-decenoic acid compound administered according to the invention advantageously ranges from 0.001% to 10% and preferably from 0.01% to 1% by weight of the total weight of the composition.
This invention thus features compositions for promoting desquamation of the skin and/or stimulating epidermal renewal and thus combati

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