Patent FR-2980703-A1 (FR)
Title: Composition, useful to color human keratin fibers, comprises iridoid compounds or their plant extracts and a nucleophilic carbonyl compound, which optionally comprises anion or its mixture to ensure electrical neutrality of the composition
Inventor: DAVID HERVE
IPC: A61K8/35
Filed: 2011-09-29
Abstract: Composition comprises, in a medium, iridoid compounds (I) or their plant extracts, and at least one nucleophilic carbonyl compound or its optical or geometrical isomer, organic or mineral acid salt or solvate, where the compounds (II)-(V) optionally comprise an anion or mixture of anions to ensure electrical neutrality of the composition. Composition comprises, in a medium, iridoid compounds of formula (I) or their optical or geometrical isomers, or their mineral or organic acid salts, or solvates, or their plant extracts, where (I) optionally undergo a step comprising replacing the radical R with a hydrogen atom produced by an enzyme, prior to or simultaneously during the coloring of hair, and at least one nucleophilic carbonyl compound of formula (A1-C(=O)-C((R1b) 2)-C(=O)-B1) (II), (III), (IV) or (R25-O-C(=O)-CH 2-CN) (V) or its optical or geometrical isomer, organic or mineral acid salt or solvate, where the compounds (II)-(V) optionally comprise an anion or mixture of anions to ensure electrical neutrality of the composition, and are also from carbonyl oligomers or polymers comprising polymalonic acids or their esters, polysuccinic acids and/or sulfoacetic acid polymers. 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 derivative obtained from an aldose or its derivative; n : 1-5; either A1 : A11-[C((R1a) 2)-C((R1a) 2)] n1-, A11a-[C(R1a)=C(R1a)] n1- or A22-O-; and B1 : B11-[C((R1a) 2)-C((R1a) 2)] m1-, B11a-[C(R1a)=C(R1a)] m1- or B22-O-; or A1+B1 : a 5- or 6-membered ring or heterocycle optionally comprising a heteroatom, preferably O, where the ring or heterocycle is optionally fused to a phenyl radical i.e. optionally substituted with at least one CH 3CO-, -COOR66 or -OCOR66; n1 : 0 or 1; m1 : 0 or 1; R1a : H or 1-4C-alkyl; either R1b : H or CH 3CO-, where one of the two radicals R1b represents H; and A11 , B11, A11a, B11a : 6C-aryl (optionally substituted with at least one linear or branched 1-20C-alkyl, hydroxy, -OR11, -OCOR44, -N +>(R55) 3or halo (preferably Cl), where the 6C-aryl is optionally fused to an unsaturated or aromatic 5- or 6-membered heterocycle comprising at least one heteroatom, preferably O), or pyridinyl or pyridinium, where the quaternized nitrogen atom is substituted with 1-4C-alkyl (optionally bearing hydroxy), 1-4C-alkyl; or two radicals R1b : a phenylmethylenyl, where the phenyl radical is optionally substituted with at least one hydroxyl or 1-4C-alkoxy; or R1b+A11a (where n is 1) : a 6-membered hydrocarbon-based ring (optionally substituted with 1-2C-alkyl or hydroxy); R11 : 1-4C-alkyl (optionally substituted with hydroxy) or -Si(R22)(OSi(R33) 3) 3; R22, R33 : 1-4C-alkyl, preferably CH 3; R44 : phenyl radical; R55 : 1-4C-alkyl (optionally bearing at least one hydroxy); R66, R22a : 1-4C-alkyl; either A22, B22 : a linear or branched 1-10C-alkyl (optionally contains one or more unsaturations and optionally substituted with a -Si(R22a) 3), 3-6C-alkenyl, H, alkali metal or alkaline-earth metal or ammonium group; or A22+B22 : 6-membered heterocycle optionally substituted with a 1-2C-alkyl; y : 0-3; D1 : -CR24-, O, -CO- or -C(R24)=C(R24)-; E1 : -CR23a- or O; R23a : H or R23; either R23 : hydroxy or 1-4C-alkyl (optionally substituted with at least one hydroxy); or R23+C+R23 : a fused aryl ring (optionally substituted with at least one 1-4C-alkoxy or a hydroxy); R24 : H or linear or branched 1-4C-alkyl; R25 : linear or branched 1-6C-alkyl (optionally substituted with -SO 3 ->Na +>or -C(NHR26)=NR26a); and R26, R26a : cyclic 4-8C-alkyl. 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.