Drug – bio-affecting and body treating compositions – Designated organic active ingredient containing – Carbohydrate doai
Patent
1997-12-29
1999-11-09
Krass, Frederick
Drug, bio-affecting and body treating compositions
Designated organic active ingredient containing
Carbohydrate doai
514 53, 514885, 514886, 514928, 514969, A01N 4304, A61K 3170
Patent
active
059814977
DESCRIPTION:
BRIEF SUMMARY
This invention relates to a new use of sophorolipids that belong to the group of glycolipids.
Sophorolipids, which are also called sophorosides, are generally obtained by fermentation of a substrate with a suitable bacterial stock. Processes for production of these sophorolipids are described in particular in Patent FR-A-2,399,438, International Application PCT/FR91/01027, or U.S. Pat. No. 3,205,150 and U.S. Pat. No. 3,312,684 and in the JALS publication, Vol. 65, No. 9, 1988, 1460-1466, Asmer, H., Jetal; "Microbial Production, Structure Elucidation and Bioconversion of Sophorose Lipids." These sophorolipids consist of several classes. In particular, a distinction is made between the lactone forms, which may or may not be acetylated in the 6'-position and 6"-position of sophorose, and the acid forms, which may or may not be acetylated in the 6'-position of sophorose. The lipidic chain varies depending on the chain length of the acids that comprise it, the number and the locations of nonsaturations, and the position of hydroxylation.
Patent Application WO 95/34282 describes and gives examples of sophorolipids as protective agents for the hair and skin and particularly for its anti-radical-type and anti-elastic properties.
U.S. Pat. No. 4,305,961 describes a cosmetologic composition that comprises, as a moistening agent, etherified hydroxyalkyl groups in all of the secondary alcohol functions and in the acetylated sophorolipid groups. Finally, Inoue, in Proc. World Conf. Biotechnol. Fats Oil, Ind., 1988, 206-9 "Bio-surfactants in Cosmetic Applications," describes sophorolipids as moistening the skin.
Sophorolipids have already been used in lactone form in cosmetics for the treatment of hair to combat dandruff, as Patent EP-B209,783 describes it, and as a bacteriostatic agent in deodorants.
In short, these documents describe cosmetologic applications of sophorolipids.
The object of this invention is to show that sophorolipids also have elevated biological activities that turn out to be particularly advantageous for the treatment of skin in general and in particular for the treatment of wounds and for treatment of the skin for aesthetic or therapeutic purposes.
For this purpose, the invention relates to a sophorolipidic compound that corresponds to general formulas (1) or (2), in which R1 represents hydrogen or an acetyl group and R2 represents hydrogen or an alkyl radical that comprises 1 to 9 carbon atoms, when R3 is a saturated radical that contains hydrocarbons with 7 to 16 carbon atoms, or else R2 represents hydrogen or a methyl group when R3 is an unsaturated radical that contains hydrocarbons with pharmaceutically acceptable salts of the compound of formula (1) so that they can be used as therapeutically active substances in a method for therapeutic treatment of the human or animal body.
The invention also relates to a sophorolipidic compound of general formula (1) that has undergone deacetylation and esterification of the carboxylic group so that it can be used as a therapeutically active substance in a method of therapeutic treatment for the human or animal body.
The invention relates more particularly to the use of this sophorolipidic compound as an active substance in the treatment of the skin. ##STR1##
According to preferred embodiments of the invention, this sophorolipidic compound can be used as an activator of macrophages, as a fibrinolytic agent, as a healing agent in particular in the treatment of wounds, or as an agent that promotes desquamation because of its effect on the cohesion of the corneocytes, or as a depigmenting agent, or else as a partial inhibitor of melanogenesis in particular for the treatment of brown spots.
The invention also relates to pharmaceutical compositions that are characterized in that they contain a pharmaceutically inert excipient and as an active ingredient contain at least one compound that is represented by formulas (1) or (2) that are indicated above, a salt of at least one compound of formula (1) that is indicated above, or at least one deacetylated compound o
REFERENCES:
patent: 3312684 (1967-04-01), Spencer et al.
patent: 4305961 (1981-12-01), Tsutsumi et al.
Mertz et al Arch. Dermatology, 120(1), 58-62 (Abstract), 1984.
Lang et al Fett Wiss. Technol., 91(9), 363-6 (Abstract), 1989.
Institut Francais du Pe'trole
Krass Frederick
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