FR2980704A1 - Composition, useful for coloring human keratin fibers, preferably hair, comprises iridoid compounds or their plant extracts, and an amino or thiol polymer - Google Patents

Abstract

Composition comprises, in a medium, iridoid compounds (I) or their plant extracts, and at least one amino or thiol polymer, where the ratio of the amino or thiol polymer/(I) is at least 0.01. Composition comprises, in a medium, iridoid compounds of formula (I) or their plant extracts, and at least one amino or thiol polymer, where the ratio of the amino or thiol polymer/(I) is at least 0.01, where (I) optionally undergoes a step comprising replacing the radical R with a hydrogen atom produced by an enzyme. R1 : hydroxymethyl, -CO 2R4 or a sugar radical; R4 : H or 1-2C-alkyl; R2 : H, hydroxy or a sugar radical; R3 : H, hydroxy or 1-4C-alkyloxy, where the number of hydroxy groups is = 2; R : a sugar radical, where the sugar radical is a derived from an aldose or its derivative; and n : 1-5. Independent claims are included for: (1) a method for coloring human keratin fibers, preferably hair comprising applying the composition on the fibers; and (2) a multicompartment device comprising a first compartment containing (I) or their plant extracts, and a second compartment containing (II)-(V), carbonyl oligomers or polymers, and optionally containing an enzyme for replacing the radical R of (I) with a hydrogen atom or a third compartment containing the enzyme.

Description

The subject of the present invention is a dyeing composition comprising, in a cosmetically acceptable medium, at least one compound of the family of glycosylated iridoids extracted from plants. BACKGROUND OF THE INVENTION , previously or not deglycosylated and at least one aminated or thiolated polymer compound, and a dyeing process using such a composition.

In recent years, there has been a growing interest in natural compounds that can be used as hair dyes. For example, in the application EP 440 494, there is described a hair dyeing method using a composition comprising at least one compound of the type (seco) iridoide-glycoside or (seco) iridoide non glycosylated (also called aglycon), extracted plants such as Rubiaceae, Euphorbiaceae, Valerianaceae, Cornaceae, Gentianaceae, Caprifoliaceae, Oleaceae, Ericaceae, Loganiaceae, etc. The problem with such stains is that they are low intensity or require repeated application over several days or weeks of the composition to obtain a satisfactory color. In addition, it is difficult to achieve natural nuances, which is a desired advantage. And when such nuances are achieved, it is not uncommon to observe a significant color shift over time.

The present invention therefore aims to overcome the disadvantages described above. Indeed, it has surprisingly been found that dye uptake could be significantly improved from non-glycosylated iridoid compounds and its derivatives, and generally any natural extract containing them, associating with this compound, an aminated or thiolated polymer compound. It was also found that the structure of the treated fibers was not impaired by the coloring according to the invention. The subject of the present invention is therefore a composition for staining human keratinous fibers comprising, in a cosmetically acceptable medium: a compound of the iridoid family of formula (I) below, their optical or geometrical isomers, and their mineral acid salts or organic, their solvates, or a plant extract comprising: (I) wherein: - R1 represents a hydroxymethyl radical, a -CO2R4 group in which R4 represents a hydrogen atom or a C1-C2 alkyl radical; a sugar radical; R2 represents a hydrogen atom, a hydroxyl radical or a sugar radical; R3, which may be identical or different, represent a hydrogen atom, a hydroxyl radical or a (C1-C4) alkyl radical; the number of hydroxyl groups not being greater than 2; R represents a sugar radical; n is an integer between 1 and 5; the sugar radical is a derivative derived from an aldose or an aldose derivative: the compound or compounds of formula (I) having optionally undergone a preliminary step consisting in replacing the radical R with a hydrogen atom carried out by means of an enzyme; at least one amino or thiolated polymer; the latter being present in a weight ratio polymer (s) amine (s) / compound (s) of formulas (I) of at least 0.01.

Another subject of the present invention is represented by a process for staining human keratin fibers, in which such a composition is used.

Another subject of the invention consists of a multi-compartment device comprising a first compartment containing at least one compound of formula (I) or the plant extract comprising, said compound having undergone a prior stage of replacing the radical R by a hydrogen atom; and a second compartment containing at least one amino or thiolated polymer; the composition resulting from the mixing of the compartments having a weight ratio polymer (s) amine (s) or thiol (s) / compound (s) of formulas (I) of at least 0.01. Another object is also constituted by a multi-compartment device comprising a first compartment containing at least one compound of formula (I) or the plant extract comprising; and a second compartment containing at least one amino or thiolated polymer; and an enzyme for replacing the radical R of the formula (I) with a hydrogen atom; the composition resulting from the mixing of the compartments having a weight ratio polymer (s) amine (s) or thiol (s) / compound (s) of formulas (I) of at least 0.01.

Finally, a last subject of the invention is represented by a multi-compartment device comprising a first compartment containing at least one compound of formula (I) or the plant extract comprising it; a second compartment containing at least one amino or thiolated polymer; and a third compartment containing an enzyme for replacing the radical R of formula (I) with a hydrogen atom; the composition resulting from the mixing of the compartments having a weight ratio polymer (s) amine (s) or thiol (s) / compound (s) of formulas (I) of at least 0.01.

The composition according to the invention makes it possible to obtain various colorations that do not degrade the hair and that are stubborn to shampooing. Other characteristics and advantages of the invention will appear more clearly on reading the description which follows.

It should be noted, unless otherwise indicated, that the limits of the ranges of values given in the description are included in the ranges. The human keratin fibers treated by the process according to the invention are preferably the hair. In what follows, the terms "at least one", "one or more" are considered synonymous. The mineral acid salts are more particularly hydrochlorides, hydrobromides, sulphates, phosphates; the organic acid salts are more particularly citrates, succinates, tartrates, lactates, tosylates, benzenesulfonates, and acetates. The solvates are more particularly hydrates. Compounds of formula (I) or plant extract comprising as indicated above, the composition comprises, in a cosmetically acceptable medium, at least one compound of formula (I) above, or a plant extract comprising. Preferably, R 1 represents a hydrogen atom or a hydroxymethyl radical; a hydroxycarbonyl group, a methoxycarbonyl group, an ethoxycarbonyl group. Preferably, R2 represents a hydrogen atom or a hydroxyl radical.

Preferably, R 3, which may be identical or different, represent a hydrogen atom, a hydroxyl group, a methoxy group, an ethoxy group or an n-butyloxy group. Preferably, R represents a radical derived from an aldose at 06, such as allose, altrose, galactose, glucose, gulose, idose, mannose, talose, and preferably glucose. As regards the aldose derivatives, deoxy derivatives, such as rhamnose, as well as diholosides, in particular maltose, are preferred. According to an even more specific embodiment of the invention, R represents a radical derived from glucose, rhamnose, maltose, and preferably from glucose. According to a particularly advantageous embodiment of the invention, the compound of formula (I) is the geniposide (R1 represents a methoxycarbonyl group) or the geniposidic acid or a salt thereof (R1 represents a hydroxycarbonyl group in the form of acidic or salified).

The compounds of formula (I) are generally found in plant extracts from the following plants: Abelia grandiflora, Adenorandia kalbreyeri, Adina polycephala, Aeginetia indica var. gracilis, Asperula sp, Asystasia beautiful, Aucuba japonica, Avicennia marina, Bartsia trixago, Buddleja Americana, Buddleja crispa, Buddleja japonica, Canthium schimperianum, Castilleja wightii, Chaenorhinum minus, Clerodendrum serratum, Coprosma sp, Cornus officinalis, Craibiodendron hentyi, Cremaspora triflora, Crucianella sp, Daphniphyllum calycinum, Daphniphyllum humile, Daphniphyllum macropodum, Eremostachys glabre, Escallonia sp, Eucommia ulmoides, Feretia apodanthera, Galium humifusum, Galium verum, Jasmine gardenia, Garrya elliptica, Globularia dumulosa, Hedyotis corymbosa, Hygrophile deformans, Ixeris chinensis, Lamiastrum galeobdolon (Lamium galeobdolon), Lamiophlomis rotata (Phlomis rotata), Leonotis nepetaefolia, Linaria sp, Morinda coreia, Mussaenda pubescens, Nepeta cilicia, Nepeta nuda ssp. Albiflora, Odeontites verna, Oldenlandia corymbosa, Paederia scandens, Pedicularis chinensis, Pedicularis condensa ta, Pedicularis dolichocymba, Penstemon confertus, Penstemon deutus, Penstemon richardsonii, Penstemon serrulatus, Pithecoctenium crucigerum, Plantago alpine, Plantago carinata, Plantago lagopus, Plantago lanceolata, Plantago subulata , Premna barba ta, Randia dumetorum, Rhododendron latoucheae, Rothmannia withfieldii, Rubia peregrina, Rubia tinctorum, Saprosma scortechinii, Scrophularia korainensis, Scrophularia lepidota, Scrophularia ningpoensis, Scyphiphora hydrophyllacea, Swida controversa, Syringa vulgaris, Tarenna kotoensis, Tecoma heptaphylla, Thevetia gaumeri, Thevetia peruviana, Verbascum laxum, Verbascum nigrum, Verbascum phlomoides, Verbascum salviifolium, Verbascum sinuatum, Verbascum thapsus, Verbascum undulatum, Veronica derwentiana, Vitex nigrum, Wendlandia formosana.

Preferably, the plant extract used is Gardenia jasmine.

It should be noted that, by extract, means juices, or powders obtained by one or more extraction, enrichment, concentration and possibly drying operations, from natural plant substances. These compounds of formula (I) are extracted from plants in a manner known per se. Thus, in the case of aerial parts, they are washed if necessary, crushed and then macerated in a suitable solvent, in particular ethanol or water, then filtered, concentrated and optionally dried. In the particular case of fruits, they are optionally frozen, washed with water to remove impurities present. It may optionally be sterilized, especially with a solution comprising ethanol and chlorine. For the actual extraction, the fruits are defrosted if necessary and pressed for example by means of a specially adapted hydraulic press. The recovered juice can then, if necessary, be the subject of a concentration and drying step. In the case of Gardenia Jasminoïdes, there are commercial extracts having various contents of compound of formula (I). The content of compound of formula (I) in the solids content ranges from 0.1 to 70% by weight.

The content of compound of formula (I) of the composition is between 0.001 and 10% by weight relative to the weight of the composition. It should be noted that the compound (s) of formula (I) have undergone, before or simultaneously with the dyeing process, a step of replacing the radical R with a hydrogen atom. This reaction can be carried out by any means known to those skilled in the art and in particular it can be carried out using an enzyme, chosen for example from the isolase, β-glucosidase resulting for example from sweet almond (EC 3.2 .1.21), Thus, in the case where the operation takes place simultaneously with the staining process, the enzyme is added to the composition just before its application to the fibers. In the case where the operation takes place before application to the fibers, the enzyme is added to an aqueous solution of compound of formula (I), buffered (acetate, pH between 5.5 and 6). Preferably, the concentration of compound of formula (I) varies between 10 and 30 mM. The enzyme is generally used at a concentration of between 5 - 100 Units / ml (an enzyme unit is generally defined as the number of pmol of hydrolyzed substrate per minute). The operation is usually carried out at a temperature close to room temperature (between 20 and 45 ° C) and for a period ranging from 1 to 5 hours. The reaction product can be used directly or else the compound obtained can be extracted, for example by employing a solvent such as ethyl acetate.

Additional dyes The dye composition may further comprise additional dyes, different from the compound (s) of formula (I) above. Among these additional dyes, mention may be made of natural or synthetic direct dyes, oxidation dyes with bases possibly associated with couplers, as well as their combinations. These direct dyes may be, for example, chosen from neutral, acidic or cationic nitro-benzene direct dyes, neutral azo, acid or cationic direct dyes, tetraazapentamethine dyes, neutral or acidic or cationic quinone dyes, in particular neutral anthraquinones, direct dyes azines, triarylmethane direct dyes, direct indoamine dyes and natural direct dyes. Among the natural direct dyes that may be mentioned are lawsone, juglone, alizarin, purpurin, carminic acid, kermesic acid, purpurogallin, anthragallol, protocatechaldehyde, indigo, isatin, curcumin, spinulosin, apigenidine, chlorophylls, chlorophyllins, orceins, haematein, hematoxylin, brazilin, braziline, safflower dyes (eg, carthamine), flavonoids (with examples are morine, apigenidine, sandalwood), anthocyans (of the apigeninidine type), carotenoids, tannins, sorghum and cochineal carmine, or mixtures thereof. It is also possible to use the extracts or decoctions containing these natural dyes, and in particular poultices or extracts made from henna. Among the oxidation bases that may be mentioned are para-phenylenediamines, bisphenylalkylenediamines, para-aminophenols, bis-para-aminophenols, ortho-aminophenols, heterocyclic bases and their addition salts. Among these couplers, there may be mentioned meta-phenylenediamines, meta-aminophenols, meta-diphenols, naphthalenic couplers, heterocyclic couplers and their addition salts. The oxidation base (s) present in the dyeing composition are in general each present in an amount of between 0.001% and 10% by weight relative to the total weight of the dyeing composition, preferably between 0.005% and 6% by weight. The coupler or couplers are each generally present in an amount of between 0.001 and 10% by weight of the total weight of the dye composition, preferably between 0.005 and 6%.

In general, the addition salts of the oxidation bases and couplers that can be used in the context of the invention are chosen especially from the addition salts with an acid such as hydrochlorides, hydrobromides, sulphates, citrates, succinates, tartrates, lactates, tosylates, benzenesulfonates, phosphates and acetates.

Amine or Thiolated Polymers For the purposes of the invention, the term "amino or thiolated polymer" means macromolecules-having at least one primary or secondary amine function, a thiol function. By "polymer" is meant a compound having at least 5 repeating units chained by covalent bonds. The aminated or thiolated polymer can be synthesized by radical, anionic or cationic polymerization reactions (polyacrylates, polymethacrylates, polyvinyls, etc.), by condensation reactions (polyesters, polyethers, polyamides, polyurethanes, polydimethylsiloxanes, polypeptides, etc.). or alternatively by ring opening reactions (polyesters, etc.). It may be of natural origin, chemically modified or not, as for example polysaccharides such as cellulose, dextran, chitosan, guar, starch, inulin and their amino or thiolated derivatives. The polymers may be in the form of linear, branched, star or hyperbranched chains (such as dendrimers for example). In addition, strings can be sequenced, statistic or alternating or blocks. The amine or thiol chemical groups may be naturally present on the polymer chain, at the end of the chain, included in the main chain or secondary chains, or depending on the main chain or secondary chain, on the branches of the polymers in question. star or hyperbranched or in termination of these branches. Particularly preferred are: 1 / amino polyacids having free NH 2 or SH groups 2 / natural or modified polysaccharides having NH 2 or SH 3 functions / amino silicones 4 / synthetic polymers with NH 2 or SH 5 functions / polyethyleneimines 6 / oxyalkylenated polymers terminated by an amine function; the oxyalkylenated group comprising 2 to 5 carbon atoms, linear or branched, preferably 2 to 3 carbon atoms; and 7) polymers derived from alkoxysilanes having amine functional groups. As regards the natural or modified polysaccharides having primary or secondary amine functions, mention may be made of chitosan and its derivatives, aminated modified polysaccharides by conventional methods known to those skilled in the art (in particular the reactions of reductive amination), such as aminated cellulose, such as proteins such as gelatin, collagen.

As regards the amino silicones, these terms denote any silicone comprising at least one primary, secondary, tertiary amine or a quaternary ammonium group. It is thus possible to cite: a) polysiloxanes corresponding to formula (I): ## STR1 ## where ## STR5 ## in which x 'and y' are integers dependent on molecular weight, generally such that said weight average molecular weight is between about 5,000 and 500,000; b) amino silicones corresponding to the formula: RiaG3-α-Si (OSiG2) n- (OSiGbR12-b) m -O-SiG3-a-Ria (III) in which: G, which may be identical or different, denote a hydrogen atom, or a grouping phenyl, OH, C 1 -C 8 alkyl, for example methyl, or C 1 -C 6 alkoxy, for example methoxy a, which may be identical or different, denote the number 0 or an integer of 1 to 3, in particular 0, b denotes 0 or 1, and in particular 1, m and n are numbers such that the sum (n + m) may vary in particular from 1 to 2,000 and in particular from 50 to 150, n being able to designate a number from 0 to 1,999 and in particular from 49 to 149 and m being able to designate a number from 1 to 2,000, and in particular from 1 to 10; R ', which are identical or different, denote a monovalent radical of formula - CqH2qL in which q is a number from 2 to 8 and L is an optionally quaternized amino group chosen from the groups: -NR "-Q-N (R") 2; -N (R ") 2; -1 \ r (R") 3 A-; -1 \ 11-1 (R ") 2 A-; -1 \ 11-12 (R") A-; -N (R ") - Q-1 R-R" H2 A-; -NR "-Q-N + (R") 2H A-; -NR "-Q-N + (R") 3 A-; in which R "may denote hydrogen, phenyl, benzyl, or a monovalent saturated hydrocarbon radical, for example an alkyl radical having from 1 to 20 carbon atoms; Q denotes a group of formula CrH2r, linear or branched, r being an integer ranging from from 2 to 6, preferably from 2 to 4, and A- represents a halide ion such as, for example, fluoride, chloride, bromide or iodide.

A group of amino silicones corresponding to this definition is represented by the silicones called "trimethylsilylamodimethicone", corresponding to the formula: ## STR2 ## NH, O Si (CH 3) 3 n (IV) wherein n and m have the meanings given above (see formula IV). Such polymers are described, for example, in patent application EP-A-95238. Another group of amino silicones corresponding to this definition is represented by the silicones of formulas (V) or (VI) below: CH 3 CH 3 0 R 2 CH 3 Si R 1 CH 3 O-Si (9H 2) 3 NH (CH 2) 2 O Si R 3 CH 3 NH 2 3 OHM (V) in which: m and n are numbers such that the sum (n + m) may vary in particular from 1 to 1,000 and in particular from 50 to 250 and more particularly from 100 to 200, n being able to denote a number from 0 to 999 and in particular from 49 to 249 and more particularly from 125 to 175 and m possibly denoting a number from 1 to 1,000, and especially from 1 to 10 and more particularly from 1 to 5, R1, R2, R3 , which may be identical or different, represent a hydroxyl or C 1 -C 4 alkoxy radical, at least one of the radicals R 1 to R 3 denoting an alkoxy radical. Preferably the alkoxy radical is a methoxy radical.

The hydroxyl / alkoxy molar ratio is preferably from 0.2: 1 to 0.4: 1 and preferably from 0.25: 1 to 0.35: 1 and more particularly is equal to 0.3: 1. The weight average molecular weight of the silicone is preferably from 2,000 to 1,000,000 and even more particularly from 3,500 to 200,000. The following silicones are also suitable: ## STR5 ## wherein R 3 is CH 3 R 3 in which: p and q are numbers such that the sum (p + q) may vary in particular from 1 to 1,000; and in particular from 50 to 350, and more particularly from 150 to 250, p being able to designate a number from 0 to 999 and in particular from 49 to 349 and more particularly from 159 to 239 and q possibly denoting a number from 1 to 1,000, and in particular from 1 to 10 and more particularly from 1 to 5; R1, R2, different, represent a hydroxyl or C1-C4 alkoxy radical, at least one of the radicals R1 or R2 denoting an alkoxy radical.

Preferably the alkoxy radical is a methoxy radical. The hydroxy / alkoxy molar ratio is generally from 1: 0.8 to 1: 1.1 and preferably from 1: 0.9 to 1: 1 and more particularly is equal to 1: 0.95. The weight average molecular weight of the silicone is preferably from 2000 to 200000 and even more particularly from 5000 to 100000 and more particularly from 10000 to 50000. The weight average molecular weights of these amino silicones are measured by gel permeation chromatography. (GPC) at room temperature in polystyrene equivalent. The columns used are p styragel columns. The eluent is THF, the flow rate is 1 ml / min. 200 μl of a 0.5% by weight solution of silicone in THF is injected. Detection is by refractometry and UVmetry The commercial products corresponding to these silicones of structure (V) or (VI) may include in their composition one or more other amino silicones whose structure is different from formulas (V) or (VI).

A product containing amino silicones of structure (V) is provided by Wacker under the name Belsil® ADM 652. A product containing amino silicones of structure (VI) is proposed by Wacker under the name Fluid WR 1300®. Another group of amino silicones corresponding to this definition is represented by the following formula (VII): CH, CH, SiO, CH, CH, CH, HO. I - Si L, CH, n (VII) in which: m and n are numbers such that the sum (n + m) can vary in particular from 1 to 2,000 and in particular from 50 to 150, n being able to designate a number from 0 to 1,999 and in particular from 49 to 149 and m being able to designate a number from 1 to 2,000, and in particular from 1 to 10; A denotes a linear or branched alkylene radical having from 4 to 8 carbon atoms and preferably 4 carbon atoms. This radical is preferably linear. The weight average molecular weight of the amino silicones is preferably from 2,000 to 1,000,000 and even more particularly from 3,500 to 200,000. The weight average molecular weights of these amino silicones are measured by Gel Permeation Chromatography (GPC) at room temperature. equivalent polystyrene. The columns used are p styragel columns. The eluent is THF, the flow rate is 1 ml / min. 200 μl of a 0.5% by weight solution of silicone in THF is injected. The detection is done by refractometry and UVmetry. With regard to synthetic polymers, mention may be made in particular of polyvinyls substituted by a primary or secondary pendant amine functional group (such as polyallylamine, polyvinylamines and their copolymers) and polymers made from the following monomers, by a radical route: PI, Examples of the alkoxysilane derivatives include, but are not limited to, the polymers resulting from the condensation of at least one alkoxysilane of the following formula: ## STR3 ## in which: Ra, Rb, Rc, which may be identical or different, represent a linear C1-C20 alkoxy radical or branched, of which the alkyl part is optionally interrupted by one or more oxygen atoms, and more particularly a linear or branched C1-C20 alkoxy radical, preferably C1-C4 Rd is a divalent C1-C20 alkylene radical, optionally carrier of at least one hydroxyl group at least one group CH2 = CH-; optionally interrupted by at least one phenylene group, -O-, -S-, -NH-CO-NH-; -CO-NH- = NH or = NRe with Re representing a C1-C4 alkyl radical optionally carrying an amino group. Preferably, the compound is (3-aminopropyl) triethoxysilane. By way of examples, mention may be made of the following amine or thiolated polymers: polylysines, in particular marketed by Chisso, thiol-modified polylysines, in particular by reaction between amino polymer and homocysteine thiolactone or n-acethyl-homocysteine thiolactone or gammathiobutyrolactone Amino-dextran, for example marketed by Carbomer, -amino-cellulose, for example those described in W001 / 25283 by BASF, -Chitosan and its amino derivatives -amino silicones, in particular marketed by Dow Corning (ex Dow Corning 939 emulsion or DC 2-8566 AMINO FLUID) - Dendrimer with amine functions, such as polyamidoamines (PAMAM), in particular marketed by Dendritech, DSM, Sigma-Aldrich (STARBURST, PAMAM DENDRIMER, G (2, O) from DENDRITECH)), Polyvinyl amine alcohol (Amino PVA), for example marketed by Carbomer, polyallylamine, sold especially by Beckman under the trade names PAA, polyvinyl alcohol; ylamines and poly (N-methyl) vinylamine - poly (diallylamine) and their copolymers - poly (vinylamine - co-vinylformamide) copolymers, especially known under the trade name CATIOFAST by BASF, - polyoxyalkylenated polymers terminated amines, for example of the type Jeffamine marketed by Huntsman, PRIAMINE C36 prepolymers (Croda) - prepolymers of alkoxysilanes, in particular of aminopropyltriethoxysilane - partially deprotected polyoxazolines, - PEI (polyethyleneimine), in particular marketed by BASF, under the name of Lupasol, and their thiol derivatives (PEI thiols). Preferably, the polymers are chosen from amine polymers.

Among the preferred amine polymers, mention may be made of the polymers of classes 1 / and 2 / mentioned above. As indicated above, the content of polymer (s) amine (s) or thiolated (s) is such that the weight ratio in the composition, polymer (s) amine (s) or thiolated (s) / compound (s) of formulas (I) is at least 0.01. Advantageously, said weight ratio is between 0.01 -4 / 1. More particularly, the content of polymer (s) amine (s) or thiolated (s) is between 0.1 and 10% by weight relative to the weight of the composition.

Amine According to one embodiment of the invention, the composition may comprise at least one primary amine, secondary amine or its addition salts, ammonia, hydroxylamine, or mixtures thereof. In general, the addition salts of these amine compounds that may be used in the context of the invention are chosen especially from acid addition salts such as hydrochlorides, hydrobromides, sulphates, citrates, succinates, tartrates, lactates, tosylates, benzenesulfonates, dodecylbenzenesulfonates, phosphates and acetates, preferably hydrochlorides, citrates, succinates, tartrates, phosphates, lactates.

In particular, the primary or secondary amine or amines which can be used in the context of the invention are chosen from the amines of formula (VIII) which will be detailed below, the amine polymers, the purine bases and their salts. addition, and their combinations. In particular, the formula (VIII) is the following: R'7R'8NH (VIII) Formula (VIII) in which R'7, R'8, represent independently of one another - a hydrogen atom - a linear, branched and / or cyclic, saturated and / or unsaturated, aromatic or non-aromatic, C1-C20 hydrocarbon radical which may contain from 1 to 5 carbon-carbon and / or optionally substituted double bonds, optionally interrupted by one or more heteroatoms; and / or with one or more groups comprising at least one heteroatom or group comprising at least one heteroatom (preferably chosen from oxygen, nitrogen, sulfur, C = O, C = S, SO, SO 2 or their combinations ); said R'7 and R'8 hydrocarbon radicals possibly being able to form, with the nitrogen atom to which each is attached, a 5- or 7-membered, optionally substituted, optionally aromatic, saturated or unsaturated heterocycle, optionally fused to an aromatic ring or heteroaromatic 6-membered ring, optionally comprising another heteroatom identical to or different from nitrogen; the hydrocarbon radical having no nitro, nitroso, peroxo or diazo function. The compounds of formula (VIII) are advantageously not oxidation bases or oxidation couplers used in the dyeing of keratinous fibers. Among the groups present as substituents for hydrocarbon groups, heterocyclic groups, mention may be made of the following groups: carboxylic, sulphonic, phosphonic, in acid or salified form, hydroxyl, C 1 -C 4 alkoxy, (C 1 -C 8) alkoxycarbonyl, alkyl (C 1 -C 8), C4) sulfonate, (C1-C8) alkyl phosphonate, tri (C1-C4) alkylsilyl, tri (C1-C4) alkoxy silanyl, amino, (di) (C1-C4) alkylamino, tri (C1-C4) alkylammonium, thiol , (C1-C4) alkylthio, aminosulfonyl, (di-) (C1-C4) alkylaminosulfonyl, aminocarbonyl, (di-) (C1-C4) alkylaminocarbonyl, (C1-C4) alkylcarbonylamino, guanidine, ureido (N (R) 2-CO-NR'-) in which the radicals R and R ', independently of each other, represent a hydrogen atom, a C 1 -C 4 alkyl radical or a (C 1 -C 4) alkylsulphonylamino radical; phenyl, indolyl, pyrolynyl, imidazolyl optionally substituted by one or more C1-C2 alkyl, hydroxyl. Preferably, the groups present as substituents are chosen from carboxylic groups, in acid or salified form; hydroxyl; C1-C4 alkoxy,; C1-C8 alkoxycarbonyl; thiol; (C1-C4) alkylthio; amino; mono- and dialkyl (C1-C4) amino; aminocarbonyl; mono- and di-(C1-C2) alkylaminocarbonyl; (C1-C4) alkylcarbonylamino; phenyl, indolyl, pyrrolinyl, imidazolyl optionally substituted by one or more C1-C2 alkyl, hydroxyl.

In particular, the amine (s) of formula (III), which may be identical or different, comprise from one to five primary and / or secondary amine functions; the amine or amines having no N-N bond. Also, the amine (s) of formula (VIII) do not comprise more than two heteroatoms bonded together. Preferably, the amine or amines are compounds of formula (VIII), more particularly chosen from compounds of formulas (VIa) to VIlli, VIlli ') below, as well as their addition salts: amino acids and / or derivatives of general formula (Villa): O, H (Villa) Formula (Villa) in which: R 9 represents a hydrogen atom or a linear or branched C 1 -C 6 alkyl radical, preferably substituted by a or a plurality of hydroxyl, hydroxycarbonyl, thiol, (C1-C4) alkylthio, amido, amino, guanidine, phenyl, optionally substituted by one or more hydroxyl groups, an indolyl radical optionally substituted with one or more hydroxyl groups, an imidazolyl group, a pyrrolinyl radical optionally substituted with a C1-02 alkyl group; or an unsubstituted phenyl radical - R "9 represents hydrogen, a C1-C4 alkyl radical, or an unsubstituted phenyl radical - R10 represents a hydrogen or a C1-C4 alkyl radical - R" 9 and R9 may together with the nitrogen atom to which they are attached, form a 5- or 6-membered saturated heterocycle. By way of example of compounds of formula (Villa) and especially asparagine, cysteine, glutamine, histidine, lysine, methionine, phenylalanine, proline, pyrrolysine, serine, threonine , tryptophan, tyrosine, and their addition salts. According to another variant, the compounds of formula (Villa) are advantageously chosen from 2-amino-2-methylpropanoic acid; alpha-methyl-DL-phenylalanine; D, L-alpha- (hydroxymethyl) alanine; D, L-alpha-methylmeta-tyrosine; alpha-methyl-D, L-tryptophan; D, L-alphamethylhistidine dihydrochloride; L-2-methylserine; (S) -2-methylcysteine dihydrochloride; (S) -2-methyl-2-pyrrolidine carboxylic acid. O esters derived from amino acids and / or derivatives of general formula (V111b): o, R11 (VIIIb) Formula (V111b) in which: - R9 represents a hydrogen atom or a linear C1-C6 alkyl radical; branched, preferably substituted with one or more hydroxyl, hydroxycarbonyl, (C 1 -C 4) alkoxycarbonyl, thiol, (C 1 -C 4) alkylthio, amido, amino, guanidine, phenyl, optionally substituted with one or more hydroxyl groups an indolyl radical optionally substituted by one or more hydroxyls, an imidazolyl radical, a pyrrolinyl radical optionally substituted by a C1-C12 alkyl group; or an unsubstituted phenyl radical - R "9 represents hydrogen, a C1-C4 alkyl radical, or an unsubstituted phenyl radical - R10 represents a hydrogen or a C1-C4 alkyl radical - R" 9 and R9 may form together with the nitrogen atom to which they are attached, a 5- or 6-membered saturated heterocycle. R11 represents: a linear or branched, saturated or unsaturated C 1 -C 18 hydrocarbon-based radical optionally comprising one to five conjugated or non-conjugated carbon-carbon double bonds, optionally substituted as indicated above, optionally interrupted by one or more heteroatoms, and or by one or more groups comprising at least one heteroatom, preferably selected from oxygen, nitrogen, sulfur, C = O, C = S, SO, SO 2 or combinations thereof; the alkyl radical having no nitro, nitroso, peroxo or diazo function; an unsubstituted benzyl radical. According to a particular variant, R 9 and R 11 may optionally form a saturated carbon ring with 5 members.

Preferably, R 11 represents a linear or branched, optionally substituted C 1 -C 10 alkyl radical; a benzyl radical; and even more preferably, a linear or branched C1-C4 alkyl radical optionally substituted with at least one hydroxyl group, preferably from 1 to 2 hydroxyl groups; a benzyl radical.

As examples of formula (IIIb) there may be mentioned methoxytyrosine, ethylpiperidine-2 carboxylate; the methyl ester of D, L phenylalanine; L-cystine dimethyl ester dihydrochloride; the methyl ester of L-leucine; methyl ester of 2-amino-3-methyl-butyric acid; L-phenylalanine ethyl ester hydrochloride; L-glutamic acid diethyl ester hydrochloride; (S) ethyl-2-amino-3-methylbutanoate hydrochloride; D, L, serine methyl ester hydrochloride; tyrosine methyl ester hydrochloride; L-cysteine ethyl ester hydrochloride; L-histidine methyl ester hydrochloride; (S) pyrrolidine-2-carboxylic acid methyl ester hydrochloride; methyl 2-aminoacetate hydrobromide; ethylglycine; H-DL-alanine ethyl ester hydrochloride; DL tyrosine ethyl ester hydrochloride; methyl-2- (phenylamino) acetate; ethylglutamate; aspartic acid diester alpha, beta, tert-butyl dichloride hydrochloride; L-alphaaminoisocaproic acid ethyl ester hydrochloride; paratoluene benzyl glycinate sulphonate; DL alanine methyl ester hydrochloride; 5-hydroxy-DL-tryptophan methyl ester hydrochloride; DL-threonine methyl ester hydrochloride; tert-butyl ester of DL proline; DL phenylalanine methyl ester hydrochloride. o amides and thioesters derived from amino acids and / or derivatives of general formula (V111c): 2 o (V111c) Formula (V111c) in which: - R9 represents a hydrogen atom, a C1-C6 alkyl radical; , linear or branched, preferably substituted by one or more hydroxyl groups, (C 1 -C 4) alkoxycarbonyl, hydroxycarbonyl, thiol, (C 1 -C 4) alkylthio, amido, amino, guanidine, a phenyl radical, optionally substituted with one or a plurality of hydroxyls, an indolyl radical optionally substituted by one or more hydroxyls, an imidazolyl radical or a pyrrolinyl radical optionally substituted with a C1-C12 alkyl group; R 9 represents a hydrogen or a C 1 -C 4 alkyl radical optionally substituted with a hydroxysulfonyl radical; R 10 represents a hydrogen or a C 1 -C 4 alkyl radical; R 9 and R 9 may form together with the atom to which they are attached, a saturated 5-membered heterocycle; - R12 represents: * a hydrogen atom * a C1-C6 alkyl radical, preferably substituted by one or more hydroxyl, thiol, (C1-C4) alkylthio, amido, amino groups, a phenyl radical, optionally substituted with one or several hydroxyls, an indolyl radical optionally substituted by one or more hydroxyls, an imidazolyl radical or a pyrrolinyl radical optionally substituted by a C1-C2 alkyl group; X represents a sulfur or nitrogen atom. According to a particular variant, R 9 and R 12 may optionally form a saturated carbon ring with 5, 6, 7 members.

In the case where X represents a nitrogen atom and R12 represents an alkyl radical defined as above and very particularly an amino acid residue and / or their corresponding methyl or ethyl ester chosen from alanine, arginine, asparagine, aspartate, cysteine, glutamate, glutamine, glycine, histidine, lysine, methionine, phenylalanine, proline, pyrrolysine, serine, threonine, tryptophan, tyrosine, valine, leucine, isoleucine, the compound of formula (IIIc) represents a dipeptide, an oligopeptide. As examples of compounds of formula (IIIc) mention may be made of 3-amino-dihydrothiophene-2-one hydrochloride; DL homocysteine thiolactone; DL-leucylDL-alanine, aspartame; (5) -pyrrolidine 2 carboxamide; [N - (- acetamido)] 2-aminoethanesulfonic acid, DL-Alanyl-DL-phenylalanine; 2- (2-aminoacetamido) -3- (4-hydroxyphenyl) propanoic acid; 2- (2-aminoacetylamino) acetic acid; (R) -3-aminoazepan-2-one; glycinamide hydrochloride; L-Leucine amide hydrochloride; 2-aminopropane diamide; 2- (2-amino-3-methylbutanamido) propanoic acid; L-tyrosyl-L-alanine; Lvalyl-L-phenylalanine; sarcosyl-L-phenylalanine; L-tyroyl-beta-alanine; glycyl-proline; glycyl-DL-valine; 2-aminomalonamide; L-methionamide hydrochloride; 2-amino-3-methylbutanamide; D-alaninamide hydrochloride; L-tyrosinamide hydrobromide; the amide of aspartic acid; L-tyrosine amide hydrochloride; L-arginine amide dihydrochloride; lysine amide dihydrochloride; threonine amide hydrochloride; isoleucine amide hydrochloride; histidine amide dihydrochloride; DL amide hydrochloride, alanine; 2-amino-3- (4-hydroxyphenyl) propionamide; DL-triptophanamide hydrochloride; N-hydroxy-L-arginine acetate (H-ARG-NH 2 2 AcOH); asparagine amide hydrochloride; alpha-diamide hydrochloride, L-glutamic acid gamma; D-phanylalanine amide; D-leucinamide hydrochloride; L-glutamic acid alpha-amide; L-methionineamide; L-cystine bisamide dihydrochloride; glycinamide acetate; D-lysine amide dihydrochloride; glycinamide; L-isoglutamine gamma-methyl ester hydrochloride; D-arginine amide dihydrochloride; (S) pyrrolidine carboxamide; prolyl histamine hydrochloride. o Amino compounds of general formula (VIlld): R15 R16 NI-1) (R18 R17 R13 R14 0 (VIlld) Formula (Vllld) in which: R13, R14, R15, R16 represent independently of each other: hydrogen atom * a linear, branched and / or cyclic, saturated and / or unsaturated, C1-C20 hydrocarbon radical which may contain from 1 to 5 carbon-carbon double bonds, optionally aromatic, optionally substituted as indicated above, optionally interrupted by a or more heteroatoms and / or with one or more groups comprising at least one heteroatom, preferably selected from oxygen, nitrogen, sulfur, CO, C = S, SO, SO 2 or combinations thereof, optionally having at least one hydroxyl or C1-C2 alkoxy group, said alkyl radicals R13 and R14 or R14 and R15 or R15 and R16 may optionally form, with the carbon atom to which each is attached, a saturated or unsaturated 5 or 7-membered heterocycle; , maybe optionally substituted as indicated above, optionally aromatic, optionally comprising another heteroatom identical to or different from nitrogen; the alkyl radical having no nitro, nitroso, peroxo or diazo function; more particularly an optionally substituted C1-C10 alkyl radical; and preferably, a linear or branched C1-C8 alkyl radical optionally substituted by at least one hydroxyl group, preferably from 1 to 2 hydroxyl groups, a hydroxycarbonyl radical, a ureido radical, a (C1-C4) alkoxycarbonyl radical; an unsubstituted phenyl radical; X represents a nitrogen, oxygen or sulfur atom. - R17 represents: * a hydrogen atom * a linear or branched, saturated or unsaturated C 1 -C 18 hydrocarbon-based radical and optionally comprising one to five conjugated or non-conjugated carbon-carbon double bonds, optionally substituted as indicated above, optionally interrupted by one or a plurality of heteroatoms and / or one or more groups comprising at least one heteroatom, preferably selected from oxygen, nitrogen, sulfur, CO, C = S, SO, SO 2 or combinations thereof; the alkyl radical having no nitro, nitroso, peroxo or diazo function; more particularly R 17 represents a hydrogen, a linear or branched, optionally substituted C1-C10 alkyl radical; and preferably, hydrogen, a linear or branched C1-C4 alkyl radical optionally substituted with at least one hydroxyl group, preferably from 1 to 2 hydroxyl groups; - R18 represents: * a hydrogen atom * a linear or branched C1-C8 alkyl radical optionally substituted as indicated above, optionally interrupted by one or more heteroatoms and / or by one or more groups comprising at least one heteroatom, preferably selected from oxygen, nitrogen, sulfur, CO, C = S, SO, SO2 or combinations thereof, optionally carrying at least one hydroxyl group or C1-C2 alkoxy; the alkyl radical having no nitro, nitroso, peroxo or diazo function, o is an integer between 0 and 5. According to another variant of the invention, the radicals R16 and R17 may optionally form with the carbon atom for R16 and the X atom for the radical R17 to which each is attached, a 5- or 6-membered, saturated or unsaturated heterocycle, optionally substituted as indicated above, optionally aromatic, optionally comprising another heteroatom identical to or different from nitrogen. According to another variant of the invention, the radicals R18 and R15 may optionally form, with the nitrogen atom for R18 and the carbon atom for the radical R15 to which each is attached, a 5- or 6-membered heterocycle, saturated or unsaturated, optionally substituted as indicated above, optionally aromatic, optionally comprising another heteroatom identical to or different from nitrogen.

As examples of compounds of formula (111d), mention may be made of L-2-aminohexanoic acid amide hydrochloride; L-phenylalanine amide; (S) (+) aminosuccinic acid; (R) -2- (methylamino) succinic acid; ethyl nipecotate; the carboxylic acid 3-piperidine; 3-phenyl-beta-alanine; ethyl-3-aminobutyrate; 2-carboyethylamine; DL beta-amino adipic acid; beta-alanine ethyl ester hydrochloride; 3-amino-3-ureido-N-butyric acid ethyl ester; dimethyl (S) -aminosuccinate hydrochloride; beta-L-alanine methyl ester hydrochloride; 4-carboxyyethoxypiperidine; 4-aminobutyric acid; DLbeta-amino adipic acid; 4- (methylamino) butyric hydrochloride; ethyl-gamma-aminobutyrate hydrochloride; hexahydronicotinamide; 4-carboxamide piperidine; 3-carbamoyl-2,2,5,5-tetramethylpyrrolidine. o Amino compounds of general formula (City): R15 R16 R19 0 P P_ R14 0 R19 (City) 1 Formula (City) in which: R13, R14, R15, R16 and R18 have the same meaning as above. - R19 represents: * a hydrogen atom * a linear or branched C1-C8 alkyl radical optionally substituted as indicated above, optionally interrupted by one or more heteroatoms and / or by one or more groups comprising at least one heteroatom, preferably selected from oxygen, nitrogen, sulfur, CO, C = S, SO, SO2 or combinations thereof, optionally carrying at least one hydroxyl group or C1-C2 alkoxy; the alkyl radical having no nitro, nitroso, peroxo or diazo function, - p is an integer between 0 and 7. - u is an integer equal to 1 or 2. When u is 2 then the radical R 18 represents a hydrogen. According to another variant of the invention, the radicals R13 and R14 may optionally form, with the carbon atom for R13 and R14 to which these substituents are attached, a saturated 5- or 6-membered heterocycle.

By way of examples of compounds (III), mention may be made of the following acids, their enantiomers if they exist, and their salts, their hydrates: (1-aminoethyl) phosphonic acid, (aminomethyl) phosphonic acid, (1-aminoethyl) -1 cyclohexyl phosphonic acid, (1-aminopropyl) phosphonic acid, (1-amino-2-methylpropyl) phosphonic acid, (1-amino-2-phenylethyl) phosphonic acid, (1-amino-2-methylpropyl) phosphonic acid, -amino-1-methylethyl) phosphonic acid (1-amino-3-methylbutyl) phosphonic acid, 1-amino-benzyl phosphonic acid, 1-amino hexyl phosphonic acid, diethyl (aminoethyl) phosphonic acid (especially oxalate salt), tetraethyl (aminomethylene) bisphosphonic acid (in particular its salts), (1-amino-2,2-dimethylpropyl) phosphonic acid, N-methylaminomethylphosphonic acid, (1-aminopentyl) phosphonic acid, (1-amino-2-methylbutyl) phosphonic acid, (1-aminooctyl) phosphonic acid (1-amino-1-methylpropyl) phosphonic acid, (1-amino-1,2-dimethylpropyl) phosphonic acid, (1-amino-1,3-dimethylbutyl) phosphoniq (1-amino-1-methylbutyl) phosphonic acid, (1-amino-1-cyclopentyl) phosphonic acid, (1-amino-hydroxycarbonyl) propyl phosphonic acid, (1-amino-1-methylethyl) phosphonic acid, 1-amino-2 methyl-butyl phosphonic acid, 1-phosphono-2-phenylethylamine, (aminomethyl) phosphonic acid, 3-aminopropyl phosphonic acid, 2-amino-2-methyl-4-phosphonobutanoic acid and their ethyl esters, (diethyl-3-aminopropyl) phosphonic acid (especially oxalate salt), 3- (N-hydroxyamino) propyl phosphonic acid, 2-amino-2-methyl-4-phosphonobutyric acid, (3-aminopropyl) phosphonic acid diethyl ester, 2-amino-4-phosphonobutyric acid, 2-aminoethylphosphonic acid , 2-amino-3-phosphonopropionic acid, (2-aminoethyl) phosphonic diethyl ester, diethyl (2-aminoethyl) phosphonic acid, (2 - ((2-pyrrolidinylcarbonyl) amino) ethyl) phosphonic acid, diethyl ester of -amino-1-methyl-2-phenyl) ethyl phosphonic acid, (2-amino-2-phenyl) ethyl phosphonic acid diethyl ester, or mixtures thereof. Amino compounds of general formula (V111f): wherein R13, R14, R15, R16 and R18 have the same meaning as above; In addition, the radicals R13, R14, R15 and R16 independently of each other may also represent a hydroxy radical, a (C1-C4) alkoxycarbonyl radical, a carboxaldehyde radical, an (C1-C3) alkoxy-q is a integer between 1 and 18 - X represents an oxygen atom, an SH or OH group, a methylene group optionally substituted by a hydroxyl radical. When X represents an oxygen atom, then R 18 forms a 5- or 6-membered ring optionally substituted by one or more hydroxy (methyl), preferably from 1 to 4, hydroxy (methyl) groups. According to another variant of the invention, the radicals R16 and R18 or R13 and R18 may optionally form with the carbon atom for R16 (or for R13) and the nitrogen atom for the R18 radical to which each is attached. a 5- or 6-membered, saturated or unsaturated heterocycle, optionally substituted as indicated above, optionally aromatic, optionally comprising another heteroatom identical to or different from nitrogen. According to another variant of the invention, the amine of formula (IIIf) may be a [3-aminoalcohol resulting from the reduction of the acid or ester function to the alcohol of one of the twenty esterified or non-esterified amino acids. By way of examples of compounds (V111f), mention may be made of the following compounds, their enantiomers if they exist, as well as their salts, their hydrates: isopropanolamine, isopropylamine, methylethanolamine, methylglucamine, stearamine, tromethamine, promethazine, 1,3- Dimethylpentylamine, octodrine, spermidine, theanine, octamylamine-2-amino-1-phenylpropane-1,3-diol, 1,3-dihydroxy-2-amino-2-methylpropane, 2-amino-2- (hydroxymethyl) propane 1,3-diol tris, 2-amino-1,3-dihydroxy-2-ethylpropane, 2-amino-3-methylbutan-1-ol, 2-amino-2-methylpropan-1-ol, phenylglycinol, alcohol 2 aminopropyl, 2-hydroxyethylamine, 2-aminohexan-1-ol, 1-amino-1-cyclopentanemethanol, histidinol, 2-amino-3- (3-indolyl) propanol, 3- (4-hydroxyphenyl) -2-amino- 1-propanol, beta-aminoisobutanol, 2-amino-1-propanol, 2-amino-1,3-propanediol, 2-amino-4-methyl-1-pentanol, 1-butano-2-amino-3-methyl, beta-amino benzenepropanol, 2-aminopropan-1-ol, 2-amino-1-butanol, 2-amino-4-methylpetan-1-ol, 3-friend N-propanethiol, ethyl-2-amino-4-mercaptobutanoate, 6-hydroxyhexylamine, beta-D-galactopyranosylamine, BD-glucopyranosylamine, 1-amino-2,5-anhydro-D-mannitol, 1-amino-1-deosy-D-fructose , D-glucosamine, 2-pyrrolidinemethanol, 1-amino-2,3-dihydroxypropane, 3-propanolamine, 3 - [(2-hydroxyethyl) amino] propan-1-ol, di-beta-hydroethylamine, bis (3-hydroxypropyl) ) amine, N-2'-aminoethyl-N-propanolamine, 4-amino-N-butyl alcohol, methyl 3-amino-3-deoxy-AD-mannopyranoside, N-butyl-4-hydroxybutylamine, 4-amino-4- (3-hydroxypropyl) -1,7-heptanediol, 1-hexylamine, 1-octylamine, 1-nonylamine, 1-decylamine, laurylamine, 1-tetradecylamine, 1-hexadecylamine, 3-amino-2-hydroxypropionic acid, 3-amino-2-hydroxy-4-phenylbutanoic acid, 4-amino-3-hydroxybutyric acid, ethyl 4-hydroxy-2-pyrrolidinecarboxylate and mixtures thereof.

Formula (VIII) in which: R13, R14, R15, R16 and R18 have the same meaning as above. R 20 represents a linear C 1 -C 4 alkyl radical; a linear C 1 -C 4 alkoxy radical. Amine compounds of general formula (V 11 1g): R 13 R 16 R 13 R 14 R 20 (V 111 g) NH R 1 - o is an integer between 0 and 5. - y is an integer of 1 or 2. When y is 2 then R18 is hydrogen. By way of examples of compounds (VIII), there may be mentioned aminopropyl triethoxysilane, (aminomethyl) trimethylsilane, 2- (trimethylsilyl) ethanamine, 3- (trimethylsilyl) propan-1-amine, 4- (triethoxysilyl) butan-1-amine. N- [3- (trimethoxysilyl) propyl] ethylene diamine, 3- (trimethoxysilyl) propylamine, 3-triethoxysilyl-1-propanamine, (3-methylaminopropyl) trimethoxysilane, and mixtures thereof. Amino compounds of general formula (V111h): ## STR2 ## in which: R13, R14, R15, R16 and R18 have the same meaning as above. In addition, the radicals R13, R14, R15 and R16 independently of each other may also represent a hydroxyl radical, a (C1-C4) alkoxycarbonyl radical, a carboxaldehyde radical or a C1-C3 alkoxy radical; - R21 and R22 represent independently of one another: * a hydrogen atom * a linear, branched and / or cyclic, saturated and / or unsaturated C 1 -C 20 hydrocarbon-based radical which may contain from 1 to 5 double carbon-carbon bonds, optionally substituted as indicated above, optionally interrupted by one or more heteroatoms and / or by one or more groups comprising at least one heteroatom, preferably chosen from oxygen, nitrogen, sulfur, CO, C = S, SO, SO2 or combinations thereof, optionally carrying at least one hydroxyl group or C1-C12 alkoxy, more particularly an optionally substituted C1-C10 alkyl radical; and preferably, a linear or branched C1-C4 alkyl radical optionally substituted by at least one hydroxyl group, preferably from 1 to 2 hydroxyl groups; - R21 and R22 may optionally form with the nitrogen atom to which they are attached, a 5- or 7-membered heterocycle, saturated or unsaturated, optionally substituted as indicated above, optionally aromatic, optionally comprising another heteroatom identical to or different from the 'nitrogen; the alkyl radical having no nitro, nitroso, peroxo or diazo function, - w is an integer between 1 and 10. According to another variant of the invention, the alkyl radicals R16 and R21 may optionally form with the atom of carbon for R16 and the nitrogen atom for the radical R21 to which each is attached, a 5- or 6-membered, saturated or unsaturated heterocycle, optionally substituted as indicated above, optionally aromatic, optionally comprising another heteroatom identical to or different from the 'nitrogen. According to another variant of the invention, the alkyl radicals R18 and R21 may optionally form with the first nitrogen atom for R18 and the last nitrogen atom for the radical R21 to which each is attached, a heterocycle comprising from 5 to 14-membered, saturated or unsaturated, optionally substituted as indicated above, optionally aromatic, optionally comprising another heteroatom identical to or different from nitrogen.

Among the compounds of formula (VIIIH), there may be mentioned the amines below, their enantiomers if they exist, as well as their salts, their hydrates: gerenterine, N [3-aminopropyl] -1,4-butanediamine, 1,4-butanediamine, 4- (ethylamino) -N-butylamine, 243- (2-hydroxy-1,1-bis-hydroxymethyl-ethylamino) -propylamino] -2-hydroxymethyl-propane-1,3-diol, 1 , 4,8, 11-tetraazacyclotetradecane, 1,4-diazacycloheptane, 1,3-diamino-2-hydroxypropane, N, N'-bis (2-aminoethyl) propane1,3-diamine, 3-methylamino propylamine, 1,3 amino-propane bis, N, N'-dimethyltrimethylenediamine, 2,2-dimethyltrimethylenediamine, 2,2-dimethyl-1,3-diaminopropane, N- (2-hydroxyethyl) -1,3-diaminopropane, N- (2-hydroxyethyl) -1,3-diaminopropane, cystamine, 1,5-diaminopentane, 1,6-diaminohexane, lauraminopropylamine, 2-methylheptylamine (2- (N-methyl) heptylamine) ethylenediamine, N, N-bis (2-hydroxyethyl) ethylenediamine, 3-aminoalanine, piperazine-2-carboxylic acid, beta-N-methylamino-alanine, methyl ester of piperazine-2-carboxylic acid, ethyl 3-amino-prolinate, 2,4-diamino-N-butyric acid, N- [3- (trimethoxysilyl) propyl] ethylene diamine or mixtures thereof. The amino compounds of general formula (VIlli) and / or (VIlli '): H2N NH2 z "Y' (R24) x. z (VIlli) (V1110 Formulas (VIlli) and / or (VIlli ') in which: - R23 and R24 represent independently of one another: * an optionally substituted C1-C6 alkyl radical, optionally interrupted by one or more heteroatoms and / or by one or more groups comprising at least one heteroatom, preferably chosen; from oxygen, nitrogen, sulfur, CO, SO, SO2 or combinations thereof, the alkyl radical having no nitro, nitroso, peroxo or diazo function; an alkylcarbonyl radical (R-00-) in which R represents a C1-C4 alkyl radical; an alkylsulphonyl radical (RSO2-) in which R represents a C1-C4 alkyl radical; a (di-) (alkyl) aminosulfonyl radical ((R) 2 N -SO2-) in wherein the R radicals independently represent a hydrogen, a C 1 -C 4 alkyl radical, a (di-) (alkyl) aminocarbonyl (R) 2N-CO- radical in which the radicals x R independently represent a hydrogen, a C 1 -C 4 alkyl radical. a halogen atom preferably chosen from bromine, chlorine or fluorine. a C1-C4 alkoxy group; a C2-04 (poly) hydroxyalkoxy group; a hydroxycarbonyl group (H0-00-) * an alkoxycarbonyl group (RO-CO-) in which R represents a C1-C4 alkyl radical, * an alkylcarbonylamino group (RCO-NR'-) in which the radical R represents a C1-C4 alkyl radical and the radical R 'represents a hydrogen atom or a C1-C4 alkyl radical; an alkylsulphonyl radical (RSO 2 -) in which the radical R represents a C 1 -C 4 alkyl radical; - Y represents a carbon or nitrogen atom - z, z ', z "represents independently of each other a carbon atom, a nitrogen atom or a nitrogen atom substituted by a hydrogen - x is an integer between 0 and 2, when x is less than 2, the unsubstituted carbon atom (s) bear (s) a hydrogen atom - x 'is an integer equal to 0 or 1, when x' is less than 1, the unsubstituted carbon atom (s) is (are) a hydrogen atom. Among the compounds of formula (VIlli) and / or (VIlli '), mention may be made in particular of the compounds listed below, their enantiomers they exist, as well as their salts, their hydrates alpha-pyridylamine, 2-amino-3-hydroxypyridine, 2-aminonicotinic acid, 2-amino-3-methylpyridine, 6-methoxy-3-pyridylamine, 3-aminopyridine, 3-amino- 4-pyridinylamine, 2,5-aminopyridine, gamma-pyridylamine, 2,3-dimethylpyridine-4-amine, amino (4-) salicylic acid, methylpara-amino benzoate, benzocaine, amino acid inobenzoic acid, 4-amino-M-anisic acid, 4-amino-3-hydroxy-benzoic acid, 3,4-diaminobenzoic acid methyl ester, methyl 4-amino-3-methoxybenzene carboxylic acid, 2-aminoanisole acid 4-carboxylic acid, 3-amino-4-hydroxy benzoic acid, ethyl ester of 3-aminobenzoic acid, 1-amino-3-carboxybenzene, methyl ester of 2-aminobenzoic acid, anthranylate ethyl, 1H-pyrazol-3-ylamine, 3-amino-4-carbethoxy-1H-pyrazole, 5-amino-1-ethyl-pyrazole, 1H-benzoimidazol-2-amine, 2-imidazolamine, 1-methylbenzoimidazole, 2-amine, and mixtures thereof.

It is also possible to use the following amines, in the form of salts or not, lauroyl Ethylenediamine, octopamine, oleamine, palmitamine, 2- (2-aminoethoxy) ethanol, 2-amino-4,5-dimethylthiazole, hexetidine, mecamylamine, tranylcypromine, triamterene methyl [2- (3-trimethoxysilylpropylamino) ethylamino], bis (triethoxysilylpropyl) amine, N1- (3- (trimethoxysilyl) propyl) hexane-1,6-diamine, diethylene triaminopropyl trimethoxy silane, N- (3-triethoxysilylpropyl) ethylene diamine, N- (3-trimethoxysilylethyl) ethylenediamine. According to another variant of the invention, the amine or amines are chosen from purine bases, in particular chosen from adenine, adenosine, guanine, guanosine G, thymine, thymidine T, uracil, uridine U, cytosine, cytidine C, their addition salts, and combinations thereof. It would not be outside the scope of the invention by combining several of these variants. Preferably, if the composition comprises one or more amines the latter are chosen from ammonia, the compounds of formulas (Villa), (V111b), (V11lc), (City), (V111g), in particular when R20 represents a grouping C1-C4 linear alkoxy, (VIlli '), or mixtures thereof. If the composition comprises one or more primary or secondary amines, ammonia, hydroxylamine, their content represent in the composition between 0.001 and 65% by weight; and preferably between 0.001 and 30% by weight, based on the weight of the composition. Enzyme The composition according to the invention may optionally comprise at least one enzyme, chosen for example from isolase, 6-glucosidase resulting for example from sweet almond (EC 3.2.1.21), alcohol oxidase (EC 1.1.3.13 ), alcohol dehydrogenases EC 1.1.1.1, alcohol dehydrogenases EC 1.1.1.2, alcohol dehydrogenases EC 1.1.1.71, aromatic alcohol dehydrogenases EC 1.1.1.90 still called aryl alcohol dehydrogenases, aromatic alcohol dehydrogenases EC 1.1.1.97, 3-hydroxybenzyl alcohol dehydrogenases EC 1.1.1.97, alcohol coniferylic dehydrogenases EC 1.1.1.194, cinnamyl alcohol dehydrogenases EC 1.1.1.195, methanol dehydrogenases EC 1.1.1.244, aromatic alcohol oxidases EC 1.1.3.7 also called aryl alcohol oxidases, the alcohol oxidases EC 1.1.3.13, the 4-hydroxymandelate oxidases EC 1.1.3.19, the long chain alcohol hydrocarbon oxidases EC 1.1.3.20, the methanol oxidases EC 1.1.3.31, the alcohol dies Hydrogenases EC 1.1.99.20, methylglutamate dehydrogenases EC 1.5.99.5, 2-oxo-acids decarboxylases EC 4.1.1.1, benzoylformate decarboxylases EC 4.1.1.7, phenylpyruvate decarboxylases EC 4.1.1.43, threonine aldolase EC 4.1.2.5.

If it is present, the concentration of the enzyme used in the dyeing composition is between 0.005% and 40% by weight relative to the total weight of said composition and preferably between 0.05% and 10% by weight per relative to the weight of this composition.

Salts According to a preferred embodiment of the invention, the composition comprising the compound (s) of formula (I) or the extract comprising it comprises one or more salts.

When present, they are generally chosen from organic salts and / or inorganic salts, as well as combinations thereof. In particular, the anions composing these salts can be as well inorganic (chloride, carbonate, hydrogencarbonate, sulphate, hydrogen sulphate, silicate, phosphate, hydrogen phosphate, hydroxide, etc.), as organic (aspartate, formate, acetate, lactate, citrate, gluconate, succinate, malate, fumarate, orotate ...) The cations composing these salts, associated with the anions above, can come from both alkali metals (preferably lithium, sodium, potassium) and alkaline earth metals (preferably magnesium, calcium), only transition metals (scandium, titanium, vanadium, manganese, molybdenum, iron, cobalt, nickel, copper, zinc, silver, gold). Other cations may also form salts such as ammoniums. Preferably, the cations will be chosen from alkali metals (lithium, sodium, potassium), alkaline earth metals (magnesium, calcium), ammoniums, as well as the following transition metals: manganese, molybdenum, iron, copper, zinc , silver and gold.

When present, their content represents 0.001 and 40% by weight relative to the weight of the composition, and even more preferably between 0.001 and 20% by weight, relative to the weight of the composition. Other ingredients The cosmetically acceptable medium generally comprises at least water or a mixture of water and at least one organic solvent. Examples of organic solvents that may be mentioned are lower C1-C4 alkanols, such as ethanol and isopropanol; polyols such as 1,3-propanediol or else 1,6-hexanediol and polyol ethers such as 2-butoxyethanol, propylene glycol, propylene glycol monomethyl ether, diethylene glycol monoethyl ether and monomethyl ether, and aromatic alcohols such as benzyl alcohol or phenoxyethanol, and mixtures thereof. The solvents when present are preferably present in proportions preferably of between 1 and 99% by weight relative to the weight of the composition, and even more preferably between 5 and 95% by weight, relative to the weight. of the composition.

The composition used in the process according to the invention may also contain various adjuvants conventionally used in compositions for dyeing hair, such as anionic, cationic, nonionic, amphoteric, zwitterionic surfactants or mixtures thereof, anionic polymers. cationic, nonionic, amphoteric, zwitterionic or mixtures thereof, inorganic or organic thickeners, and in particular anionic, cationic, nonionic and amphoteric polymeric associative thickeners, antioxidants, penetrating agents, sequestering agents, perfumes, buffers, dispersing agents, conditioning agents such as, for example, volatile or non-volatile silicones, modified or not, such as amino silicones, film-forming agents, ceramides, preserving agents, opacifying agents, polymers conductors. The adjuvants above are generally present in an amount for each of them between 0.01 and 20% by weight relative to the weight of the composition. Of course, one skilled in the art will take care to choose this or these optional additional compounds in such a way that the advantageous properties intrinsically attached to the dyeing composition according to the invention are not, or not substantially, impaired by the or the additions envisaged.

The pH of the composition is generally between 3 and 14 approximately, and preferably between 4 and 11 approximately. It can be adjusted to the desired value by means of acidifying or alkalizing agents usually used for dyeing keratin fibers or else using conventional buffer systems. Among the acidifying agents, mention may be made, for example, of mineral or organic acids such as hydrochloric acid, orthophosphoric acid, carboxylic acids such as acetic acid, tartaric acid, citric acid, lactic acid, sulphonic acids. Among the alkalinizing agents that may be mentioned, for example, ammonia, alkaline carbonates, the amines mentioned above.

The composition may be in various forms, such as in the form of liquid, cream, gel, powders to be mixed before use to obtain poultices, infusions, or in any other form suitable for dyeing keratinous fibers, and in particular hair.

The ingredients of the aforementioned composition are advantageously stored separately. In particular, the compound (s) of formula (I) or the plant extract comprising, the compound being or not previously lysed; where appropriate, the enzyme allowing the radical R to be replaced by a hydrogen atom if the compound (I) has not been previously lysed; and the amine or thiolated polymer or polymers are stored separately.

It should also be noted that if one or more amino compounds are present, the latter are also stored separately from the compounds (I) or the plant extract including, lysed or not. It may also be advantageous to store at least the compound (s) of formula (I) or the plant extract, lysed or not, including in a container protected from air. The composition used in the process according to the invention may also comprise one or more oxidizing agents. In this case, we speak of ready-to-use compositions. Oxidizing agent In particular, when an oxidizing agent is present, the ready-to-use composition is advantageously obtained by extemporaneous mixing before the application of a previously described composition, with at least one composition comprising one or more oxidizing agents. The oxidizing agent is preferably chosen from hydrogen peroxide, urea peroxide, alkali metal bromates or ferricyanides, peroxygenated salts such as, for example, persulfates, perborates and alkali metal or alkaline metal percarbonates. earthy, like sodium, potassium, magnesium. Also suitable are enzymatic oxidizing agents such as 4-electron oxidoreductases (such as laccases), 2-electron oxidoreductases (such as uricase), where appropriate in the presence of their donor or co-factors. respective peroxidases. The use of hydrogen peroxide is particularly preferred. This oxidizing agent is advantageously constituted by hydrogen peroxide in aqueous solution (hydrogen peroxide), the titre of which may vary, more particularly, from 1 to 40 volumes, and even more preferably from 5 to 40 volumes. It should thus be noted that the composition used in the invention may result from the extemporaneous mixing of several compositions. The composition which has just been described is therefore applied to human keratin fibers, in particular the hair. Staining method According to a first embodiment, the applied composition does not comprise an oxidizing agent. In this case, the ingredients (compound of formula (I) or extract, lysed or not, optionally the enzyme to replace the radical R with a hydrogen atom, the polymer (s) amine (s) ( s) or thiolated (s)) are mixed before application.

This embodiment is appropriate especially in the case where the composition does not comprise oxidation dye (bases / couplers). According to a second embodiment, the ready-to-use composition which has been described above and which is obtained by extemporaneous mixing before application of the composition previously described without any oxidizing agent, with a coating, is applied to the fibers. oxidizing composition. This embodiment is particularly suitable in the case where the composition comprises one or more oxidation dyes (bases / couplers) or that it is desired to obtain a lightening effect.

According to a second variant of this embodiment, the composition without oxidizing agent is applied, and an oxidizing composition, successively and without intermediate rinsing. The oxidizing composition used comprises one or more oxidizing agents as defined above.

Regarding the organic solvents possibly present in the oxidizing composition, reference may be made to the list indicated previously in the context of the description of the composition according to the invention. Usually, the pH of the oxidizing composition is less than 7. The oxidizing composition may be in the form of a solution, an emulsion or a gel. It may optionally comprise one or more additives conventionally used in the field of human keratin fiber staining, depending on the desired dosage form. We can again refer to the list of additives given above.

Whatever the embodiment chosen (with or without oxidizing agent, extemporaneous mixing or successive applications of the composition and the oxidizing agent), the mixture applied to the fibers is left in place for a period, in general, of the 1 minute to 5 hours, preferably 10 minutes to 3 hours.

As for the temperature at which the composition or compositions are applied, this is generally between 20 and 200 ° C., advantageously between 20 ° C. and 55 ° C. This operation can thus be carried out using, for example, a heating helmet, an infra-red lamp, a hair iron or curling iron.

The method according to the invention can advantageously be implemented in the presence of a light stimulus. It consists more particularly in applying to the keratinous fibers thus treated, a UVA radiation, (in particular with an irradiance of between 0.01 and 0.40 milliwatt / cm 2, preferably between 0.1 and 0.2 milliwatt / cm 2, delivered by continuous spectrum lamps or by line-spectrum lamps) and / or UVB radiation (in particular with an irradiance of between 0.01 and 0.20 milliwatt / cm 2, preferably between 0.01 and 0, 1 milliwatt / cm2 delivered by continuous spectrum lamps or line-of-sight lamps). Preferably, these compounds are alkali metal, alkaline earth metal or ammonium salts, carbonate, hydrogencarbonate, chloride, sulfate, silicate, monobasic phosphate, acetate. According to a preferred variant of the invention, this stimulus is carried out by using a composition, comprising in a cosmetically acceptable medium, at least one salt selected from lithium carbonate, sodium, potassium, calcium, ammonium; sodium hydrogencarbonates, potassium; calcium chloride, lithium, sodium; ammonium, sodium, magnesium sulphate; sodium silicate; sodium phosphate monobasic, potassium; sodium acetate. The composition advantageously has a salt content ranging from 0.001 to 40% by weight relative to the weight of the composition, and even more preferably from 0.001 to 20% by weight, relative to the weight of the composition. It is not beyond the scope of the present invention by performing several successive steps combining stimuli different from each other. At the end of the pause time, the keratinous fibers may be rinsed with water, optionally washed with shampoo, rinsed with water and dried or allowed to dry. Another subject of the invention consists of a multi-compartment device comprising a first compartment containing at least one compound of formula (I) or the plant extract comprising said compound having undergone a prior stage of replacing the radical R by a hydrogen atom; and a second compartment containing at least one amino or thiolated polymer; the composition resulting from the mixing of the compartments having a weight ratio polymer (s) amine (s) or thiol (s) / compound (s) of formulas (I) of at least 0.01. Another object is also constituted by a multi-compartment device comprising a first compartment containing at least one compound of formula (I) or the plant extract comprising thereof; and a second compartment containing at least one amino or thiolated polymer; and an enzyme for replacing the radical R of the formula (I) with a hydrogen atom; the composition resulting from the mixing of the compartments having a weight ratio polymer (s) amine (s) or thiole (s) / compound (s) of formulas (I) of at least 0.01. Finally, a last object of the invention is represented by a multi-compartment device comprising a first compartment containing at least one compound of formula (I) or the plant extract comprising it; a second compartment containing at least one amino or thiolated polymer; and a third compartment containing an enzyme for replacing the radical R of formula (I) with a hydrogen atom; the composition resulting from the mixing of the compartments having a weight ratio polymer (s) amine (s) or thiol (s) / compound (s) of formulas (I) of at least 0.01.

Preferably, the compound (s) of formula (I) or the plant extract comprising lysed (s) or not, is (are) stored in the absence of air, preferably in an inert atmosphere . The device may optionally comprise an additional compartment comprising one or more amines.

Claims (3)

REVENDICATIONS1. A composition for staining human keratin fibers comprising, in a cosmetically acceptable medium, a compound of the iridoid family of formula (I) below, their optical or geometric isomers, their mineral or organic acid salts, their solvates, or a vegetable extract comprising: (I) wherein: - R1 represents a hydroxymethyl radical, a -CO2R4 group in which R4 represents a hydrogen atom or a C1-C2 alkyl radical; a sugar radical; R2 represents a hydrogen atom, a hydroxyl radical or a sugar radical; R3, which may be identical or different, represent a hydrogen atom, a hydroxyl radical or a (C1-C4) alkyl radical; the number of hydroxyl groups not being greater than 2; R represents a sugar radical; n is an integer between 1 and 5; the sugar radical is a derivative derived from an aldose or an aldose derivative: the compound or compounds of formula (I) having optionally undergone a preliminary step consisting in replacing the radical R with a hydrogen atom carried out by means of an enzyme; at least one amino amine or thiolated polymer; the latter being present in a weight ratio polymer (s) amine (s) or thiole (s) / compound (s) of formulas (I) of at least 0.01. 2. Composition according to any one of the preceding claims, characterized in that the plant extract comes from the following plants: Abelia grandiflora, Adina polycephala, Aeginetia indica var. gracilis, Asperula sp, Asystasia beautiful, Aucuba japonica, Avicennia marina, Bartsia trixago, Buddleja Americana, Buddleja crispa, Buddleja japonica, Canthium schimperianum, Castilleja wightii, Chaenorhinum minus, Clerodendrum serratum, Coprosma sp, Cornus officinalis, Craibiodendron hentyi, Crucianella sp, Daphniphyllum calycinum, Daphniphyllum humile, Daphniphyllum macropodum, Eremostachysglabra, Escallonia sp, Eucommia ulmoides, Feretia apodanthera, Galium humifusum, Galium verum, Gardenia jasminoides, Garrya elliptica, Globularia dumulosa, Hedyotis corymbosa, Hygrophila difformis, Ixeris chinensis, Lamiastrum galeobdolon (Lamium galeobdolon) , Lamiophlomis rotata (Phlomis rotata), Leonotis nepetaefolia, Linaria sp, Morinda coreia, Mussaenda pubescens, Nepeta cilicia, Nepeta nuda ssp. Albiflora, Odeontites verna, Oldenlandia corymbosa, Paederia scandens, Pedicularis chinensis, Pedicularis condensa ta, Pedicularis dolichocymba, Penstemon confertus, Penstemon deutus, Penstemon richardsonii, Penstemon serrulatus, Pithecoctenium crucigerum, Plantago alpina, Plantago carinata, Plantago lagopus, Plantago lanceolata, Plantago subulata , Premna barba ta, Randia dumetorum, Rhododendron latoucheae, Rubia peregrina, Rubia tinctorum, Saprosma scortechinii, Scrophularia korainensis, Scrophularia lepidota, Scrophularia ningpoensis, Scyphiphora hydrophyllacea, Swida controversa, Syringa vulgaris, Tarenna kotoensis, Tecoma heptaphylla, Thevetia gaumeri, Thevetia peruviana , Verbascum laxum, Verbascum nigrum, Verbascum phlomoides, Verbascum salviifolium, Verbascum sinuatum, Verbascum thapsus, Verbascum undulatum, Veronica derwentiana, Veronica persica, Vitex nigrum, Wendlandia formosana, preferably gardenia jasminoides. Composition according to any one of the preceding claims, in which the enzyme enabling the radical R to be replaced by a hydrogen atom is chosen from the isolase, the beta-glucosidase (EC 3.2.1.21). Composition according to any one of the preceding claims, wherein the content of compound of formula (I) of the composition is between 0.001 and 10% by weight relative to the weight of the composition. Composition according to any one of the preceding claims, in which the amino or thiolated polymer or polymers are chosen from: 1 / polyamides containing free NH 2 or SH groups 2 / natural or modified polysaccharides having NH 2 or SH 3 functions / amino silicones 4 / synthetic polymers with NH 2 or SH 5 functions 5 / polyethyleneimines 6 / oxyalkylenated polymers terminated by an amine function; the oxyalkylenated group comprising 2 to 5 carbon atoms, linear or branched, preferably 2 to 3 carbon atoms; and 7) polymers derived from alkoxysilanes having amine functional groups. A composition according to any one of the preceding claims, wherein the at least one amino polymer is selected from: polylysines, thiol-modified polylysines, amino-dextran, amino-cellulose-chitosan and its amino derivatives - amino silicones - amine-functional dendrimer such as polyamidoamines, polyvinyl amine alcohol, polyallylamine, polyvinylamines and poly (N-methyl) vinylamine - polyvinylamines and their copolymers - poly (vinylamine-co-vinylformamide) copolymers, - polyoxyalkylenated (C 2 -C 5) alkyl-terminated amine polymers, - PRIAMINE C36 type prepolymers - alkoxysilane pnoxymethylenes, in particular aminopropyltriethoxy silane - partially deprotected polyoxazolines - PEI (polyethyleneimine) and thiol derivatives thereof 7. Composition according to any one of the preceding claims, wherein the at least one amine or thiol polymer or polymers and are selected from amine polymers, preferably of class 1, polyamino acids having free NH 2 or SH groups or 2 / natural or modified polysaccharides having NH 2 or SH functions. 8. Composition according to any one of the preceding claims, wherein the content of polymer (s) amine (s) or thiolated (s) is such that the weight ratio in the composition, polymer (s) amine (s) or The compound of formula (I) is 0.01-4 / 1. The composition according to any of the preceding claims, wherein the content of the amine polymer (s) is ) or thiol (s) is between 0.1 and 10% by weight relative to the weight of the composition. The composition of any of the preceding claims, wherein the composition comprises at least ammonia, hydroxylamine, a primary or secondary amine, or mixtures thereof. Composition according to the preceding claim, wherein the amine is chosen from the amines of formula (VIII) detailed below, the purine bases, as well as their addition salts, and combinations thereof; R'7R'eNH (VIII) Formula (VIII) in which R'7. R'8 represent, independently of each other: a hydrogen atom; a linear, branched and / or cyclic, saturated and / or unsaturated, aromatic or non-aromatic hydrocarbon-based C1-C20 hydrocarbon radical which may contain 1 to 5 carbon-carbon and / or optionally substituted double bonds, optionally interrupted by one or more heteroatoms and / or by one or more groups comprising at least one heteroatom or group comprising at least one heteroatom (preferably chosen from oxygen, nitrogen, sulfur, C = O, C = S, SO, SO 2 or combinations thereof); said R'7 and R'8 hydrocarbon radicals possibly being able to form, with the nitrogen atom to which each is attached, a 5- or 7-membered, optionally substituted, optionally aromatic, saturated or unsaturated heterocycle, optionally fused to an aromatic ring or heteroaromatic 6-membered ring, optionally comprising another heteroatom identical to or different from nitrogen; the hydrocarbon radical having no nitro, nitroso, peroxo or diazo function. 12. Composition according to any one of claims 10 and 11, wherein the content of amine (s) primary (s) or secondary (s) present (s) in the composition is between 0.001 and 65% by weight; and preferably between 0.001 and 30% by weight, based on the weight of the composition. 13. Composition according to any one of the preceding claims, comprising one or more inorganic organic salts chosen from: chloride, carbonate, hydrogencarbonate, sulfate, hydrogen sulphate, silicate, phosphate, hydrogen phosphate, hydroxide, or organic anions chosen from: aspartate, formate, acetate, lactate, citrate, gluconate, succinate, malate, fumarate, orotate associated with * alkaline, alkaline earth metals, transition metals such as scandium, titanium, vanadium, manganese, iron, cobalt, nickel, copper, zinc, silver, gold, or ammoniums. 14. Composition according to the preceding claim wherein the salt content (s) is 0.001 and 40% by weight relative to the weight of the composition, and even more preferably between 0.001 and 20% by weight, relative to the weight of the composition.15. A process for staining human keratin fibers in which a composition according to any one of the preceding claims is applied. 16. The method of dyeing according to the preceding claim, characterized in that the compound (s) of formula (I) undergo, before or simultaneously with the dyeing process, a step consisting in replacing the radical R with a hydrogen atom. staining composition according to the preceding claim, wherein the step of replacing the radical R with a hydrogen atom is carried out using an enzyme selected from isolase, beta-glucosidase (EC 3.2.1.21). 18. The process as claimed in any one of the preceding claims, in which a temperature of between 20 and 200 ° C is applied. 19. Method according to one of claims 15 to 18, wherein UVA radiation is applied, in particular with an irradiance of between 0.01 and 0.40 milliwatt / cm 2, and / or UVB irradiation radiation in particular. between 0.01 and 0.20 milliwatts / cm2. 20. Multi-compartment device comprising a first compartment containing at least one compound of formula (I) or the plant extract comprising, as (a) qua (s) described in one of claims 1 or 2 having undergone a step preliminary step of replacing the radical R with a hydrogen atom. and a second compartment containing at least one amino or thiolated polymer according to any one of claims 1, 5 to 7; the composition resulting from the mixing of the compartments having a weight ratio polymer (s) amine (s) or thiol (s) / compound (s) of formulas (I) of at least 0.01. 21. Multi-compartment device comprising a first compartment containing at least one compound of formula (I) or the plant extract comprising, as described (s) in one of claims 1 or 2, and a second compartment containing at least one amino or thiolated polymer according to any one of claims 1, 5 to 7, and an enzyme for replacing the radical R of the formula (I) with a hydrogen atom according to claim 3; the composition resulting from the mixture of the compartments having a weight ratio polymer (s) amine (s) or thiol (s) / compound (s) of formulas (I) of at least 0.01.22. Multi-compartment device comprising a first compartment containing at least one compound of formula (I) or the plant extract comprising, as described (s) in one of claims 1 or 2; a second compartment containing at least one amino or thiolated polymer according to any one of claims 1, 5 to 7; and a third compartment containing an enzyme for replacing the radical R of the formula (1) with a hydrogen atom, according to claim 3; the composition resulting from the mixing of the compartments having a weight ratio polymer (s) amine (s) or thiol (s) / compound (s) of formulas (I) of at least 0.01.