Chemistry: molecular biology and microbiology – Micro-organism – tissue cell culture or enzyme using process... – Preparing heterocyclic carbon compound having only o – n – s,...
Patent
1995-08-31
1997-11-25
Dees, Jose G.
Chemistry: molecular biology and microbiology
Micro-organism, tissue cell culture or enzyme using process...
Preparing heterocyclic carbon compound having only o, n, s,...
549406, 514456, 424401, A61K 700, C09B 6100, C12P 1706, C07D31160
Patent
active
056911726
DESCRIPTION:
BRIEF SUMMARY
This application is a 371 of PCT/FR94/00695 filed Jun. 10, 1994.
The invention relates to a cosmetic composition which contains as colorant at least one 5-methoxy-8-methyl-2-phenyl-7H-1-benzopyran-7-one derivative.
The present invention relates more particularly to a cosmetic composition containing as colorant a mixture of 5-methoxy-8-methyl-2-phenyl-7H-1-benzopyran-7-one derivatives obtained from tissue cultures of Basella rubra, in an appropriate medium.
It is well known that the majority of cosmetic compositions, whether intended for make-up or for skin care or hair care, contain variable concentrations of at least one colorant which may be of the pigment type and is intended either for colouring the nails, lips or hair or for giving the composition a certain colouration which enhances its visual appearance.
Numerous colorants have already been proposed for incorporation into cosmetic compositions such as, for example, lipsticks, nail varnishes, hair lotions and into make-up products for the face, in the form of foundations or creams of varying fluidity.
Up until now the choice of colorants has been dependent on the nature of the cosmetic compositions, which constitutes a serious disadvantage inasmuch as numerous tests must be carried out to determine the selection of these colorants.
It has now surprisingly been found that it is possible to use a certain class of colorants universally in cosmetic compositions, which colorants are essentially red to dark red and are derivatives of 5-methoxy-8-methyl-2-phenyl-7H-1-benzopyran-7-one.
One subject of the present invention is therefore a cosmetic composition containing as colorant, in a suitable cosmetic excipient, at least one compound corresponding to the following formula (I): ##STR2## in which: R represents a methyl, hydroxymethyl or methoxymethyl radical.
The compounds of formula (I) are more particularly the following: (compound Ib), and (compound Ic).
Compound Ia is a known compound whose preparation has been described by Borckmann et al., Chemische Berichte, vol. 77, No. 5, pp. 347-353, 1944.
Compounds Ib and Ic are novel and can be obtained according to the same procedure. These compounds also constitute one of the subjects of the invention.
The compounds of the formula (I) and, in particular, mixtures thereof may also be obtained by culturing calluses of Basella rubra.
Another subject of the present invention is therefore a novel process for preparing red colorants from calluses obtained by tissue culture of Basella rubra in an appropriate medium.
The patent application JP 166 396 describes the preparation of red colorants from calluses obtained by tissue culture of Basella rubra in a medium supplemented with an auxin such as 2,4-dichlorophenoxyacetic acid (2,4-D) and with a cytokinin such as kinetin, followed by a step of production of colorants by culturing the said calluses in the dark on a culture medium containing, for the purpose of increasing the yield, a combination of an auxin such as naphthaleneacetic acid (NAA) and a cytokinin such as kinetin or benzyladenine.
The colorant substances obtained in accordance with the process described in this application are colorants which are already present in the plant of origin.
Surprisingly and unexpectedly it has been found that, when calluses of Basella rubra are produced in a first culture medium in the presence of naphthaleneacetic acid and a cytokinin and the calluses obtained are transferred and cultured in a nutrient medium containing 2,4-dichlorophenoxyacetic acid (2,4-D), it is possible to obtain, in this second medium and without carrying out any special operations, colorants which differ from those described in the application JP 166 396 and which are not present in the plant of origin.
This particularly surprising result is caused essentially by the fact that, in contrast to the patent application JP 166 396, the process of the invention uses in the second culture medium, instead of naphthalene-acetic acid, 2,4-dichlorophenoxyacetic acid, and because of the fact, moreover, that it uses in
REFERENCES:
Japanese Patents Gazette, Week 8636, Derwent Publications, AN 86-236264 & JP A-61 166 396, 1986.
Database WPI, Week 8907, Derwent Publications, AN 89-051783 & JP-A-64 002 593, 1989.
Brockman et al, "Ueber Benzopyrylium Verbindungen", Chemische Berichte, vol. 77, No. 5, May 1944, pp. 347-353.
Figueras et al, "Rote Farbpigmente fur dekorative Kosemtika", Seifen/Oele/Fette/Wachse, vol. 113, No. 10, Jun. 1987, pp. 335-336.
Database WPI, Week 9042, Derwent Publications, AN 90-315507 & JP-A-2 222 691, 1990.
Belcour Beatrice
Hussler Georges
Martin Richard
"L'Oreal"
Dees Jos,e G.
Stockton Laura L.
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