Cyclodextrins preferentially substituted on their primary face by acid or amine functions

Abstract

Non-hydroxyalkylated cyclodextrins are disclosed wherein at least one primary alcohol function (CH 2 OH) is substituted, the —OH portion being replaced by a substituent with formula —O—CO—R or —NR 1 R 2 , where: R, R 1 and R 2 independently represent a linear or cyclic, saturated or unsaturated, hydroxylated or non-hydroxylated alkyl group containing 1 to 30 carbon atoms, preferably 1 to 22 carbon atoms, more preferably a fatty chain containing 2 to 22 carbon atoms. These cyclodextrins are used as vectors for at least one active ingredient, in particular to encourage tissue penetration, in a cosmetic application, or for the production of pharmaceutical compositions, in particular dermopharmaceuticals.

1 . A method of cosmetic care comprising topically delivering on tissue zones to which said cosmetic care is sought, a cosmetically effective amount of at least one non-hydroxyalkylated cyclodextrin wherein at least one primary alcohol function CH 2 OH) is substituted, the —OH portion being replaced by a substituent with formula —O—C(═O)—R or —NR 1 R 2 , where: 
 R, R 1  and R 2  independently represent a linear or cyclic, saturated or unsaturated, hydroxylated or non-hydroxylated hydrocarbon radical containing 1 to 30 carbon atoms;  
 provided that when the substituent has formula —O—C(═O)—R, the esterified non-hydroxyalkylated cyclodextrins are used as a vector for at least one cosmetically active ingredient:  
 
     
     
         2 . A method of cosmetic care comprising topically delivering on tissue zones to which said cosmetic care is sought, a cosmetically effective amount of at least one non-hydroxyalkylated cyclodextrin in the form of micelles or nanoparticles, wherein at least one primary alcohol function CH 2 OH) is substituted, the —OH portion being replaced by a substituent with formula —O—C(═O)—R or —NR 1 R 2 , where: 
 R, R 1  and R 2  independently represent a linear or cyclic, saturated or unsaturated, hydroxylated or non-hydroxylated hydrocarbon radical containing 1 to 30 carbon atoms.  
 
     
     
         3 . A method of cosmetic care comprising topically delivering on tissue zones to which said cosmetic care is sought, a cosmetically effective amount of at least one substituted cyclodextrin having the following chemical formula:  
       CD(OH) w (P) x (X) y (M) z    
       where: 
 CD represents a structure based on a non-hydroxyalkylated cyclodextrin without its hydroxyl groups including α, β or γ-cyclodextrin,  
 OH represents the free hydroxyl groups of the cyclodextrin,  
 x and z independently represent a whole number in the range 0 to 17, or in the range 0 to 20, or in the range 0 to 23, when the cyclodextrins are respectively α, β or γ in type;  
 y represents a whole number in the range 1 to 18, or in the range 1 to 21, or in the range 1 to 24 when the cyclodextrins are respectively α, β or γ in type,  
 w represents a whole number such that the sum (w+x+y+z) is equal to 18, 21 or 24 when the cyclodextrins are respectively α, β or γ in type;  
 X represents a substituent with formula —O—C(═O)—R or —N(R 1 R 2 ) defined below, replacing the —OH portion of at least one primary alcohol function and optionally at least one secondary alcohol function;  
 P represents a radical substituting a primary or secondary hydroxyl group, in particular a sulfate, phosphate, methyl, ose or oside substituent;  
 when at least one X represents —NR 1 R 2 , —NR 1 R 2  is a radical substituting at least one primary hydroxyl group and optionally at least one secondary hydroxyl group, attached to the cyclodextrin skeleton, in which R 1  and R 2  independently represent a linear or cyclic, saturated or unsaturated, hydroxylated or non-hydroxylated hydrocarbon radical containing 1 to 30 carbon atoms, preferably 1 to 22 carbon atoms, more preferably a fatty chain 2 to 22 carbon atoms; preferably when X represents NR 1 R 2 , 1% to 100% of the primary cyclodextrin hydroxyl groups are substituted by the amino group NR 1 R 2 ;  
 when at least one X represents —O—C(═O)—R, —O—C(═O)—R is a radical substituting at least one primary hydroxyl group, and optionally at least one secondary hydroxyl group, or the two, attached to the cyclodextrin skeleton, where R represents a linear or cyclic, saturated or unsaturated, hydroxylated or non-hydroxylated hydrocarbon radical containing 1 to 30 carbon atoms, preferably 1 to 22 carbon atoms, more preferably a fatty chain containing 2 to 22 carbon atoms; preferably, when X represents —O—COR, 1 to 100% of the primary hydroxyl groups of the cyclodextrins are substituted by the ester group —O—COR;  
 (X) y  can represent a mixture of groups —NR 1 R 2  and —OCOR substituting at least one primary hydroxyl group and optionally at least one secondary hydroxyl group, or the two;  
 M is a substituent for at least one primary or secondary alcohol function or the two of the cyclodextrin, M is a functional group G 1  or a specific radical G 2 , either directly substituting a primary or secondary alcohol function of the cyclodextrin, or indirectly substituting said primary or secondary alcohol function via a spacer arm W, where:  
 W is a spacer arm containing 1 to 20 carbon atoms, including the groups selected from the following functions and their derivatives: acid, sulfonic and phosphoric acid, alkanoyl, alkenyl, alkynyl, aldehyde, amine, amide, azide, acid anhydride, ketone, isocyanate, phenyl, hydroxyl, epoxy, ester, imide, amidine, halide, nitro, nitriles, peroxides, organometallic derivatives, sulfur-containing derivatives,  
 G 1  represents at least one of the following functions and its derivatives: an acid, a sulfonic, a phosphoric acid, an alkanoyl, an alkenyl, an alkynyl, an aldehyde, an amine, an amide, an azide, an acid anhydride, a ketone, an isocyanate, a phenyl, a hydroxyl, an epoxy, an ester, an imide, an amidine, a halide, a nitro, a nitrile, a peroxide, an organometallic compound, a sulfur-containing compound; and  
 G 2  represents at least one compound selected from the group consisting of a sugar, a polyol, an oligosaccharide, a polysaccharide, a lectin, an amino acid, a peptide, a protein, an antibody, a nucleotide, a nucleoside, an oligonucleotide, an oligonucleoside, a chromophore, a polymer, a sterol, a steroid, a hormone, a flavonoid, a terpene, caffeine, theophylline, nicotinic compound, a vitamin, a vitamin ester, a cholesterol, a phospholipid, a glycolipid, a sphingolipid, a ceramid, a triglyceride, a natural polyphenol, a synthetic polyphenol, an essential oil, a flavoring, a fragrance, a dye, and a cosmetically active substance.  
 
     
     
         4 . The method of  claim 1 , wherein the cavity of the substituted cyclodextrin comprises an active ingredient which is cosmetically acceptable, encapsulated therein and/or covalently bonded therewith.  
     
     
         5 . The method of  claim 2 , wherein the cavity of the substituted cyclodextrin comprises an active ingredient which is cosmetically acceptable, encapsulated therein and/or covalently bonded therewith.  
     
     
         6 . The method of  claim 3 , wherein the cavity of the substituted cyclodextrin comprises an active ingredient which is cosmetically acceptable, encapsulated therein and/or covalently bonded therewith.  
     
     
         7  The method of  claim 4 , wherein the active ingredient is selected from the group consisting of at least one sugar, a polyol, an oligosaccharide, a polysaccharide, an amino acid, a peptide, a protein, a nucleotide, a nucleoside, an oligonucleotide, an oligonucleoside, a chromophore, a polymer, a sterol, a steroid, a hormone, a flavonoid, a terpene, caffeine, theophylline and their derivatives, nicotine and its derivatives, a vitamin, a vitamin ester, cholesterol, a phospholipid, a glycolipid, a sphingolipid, a ceramid, a triglyceride, a natural polyphenol, a synthetic polyphenol, an essential oil, a flavoring, a fragrance, a dye, said substance being optionally admixed with a cosmetically acceptable excipient.  
     
     
         8  The method of  claim 5 , wherein the active ingredient is selected from the group consisting of at least one sugar, a polyol, an oligosaccharide, a polysaccharide, an amino acid, a peptide, a protein, a nucleotide, a nucleoside, an oligonucleotide, an oligonucleoside, a chromophore, a polymer, a sterol, a steroid, a hormone, a flavonoid, a terpene, caffeine, theophylline, a nicotine compound, a vitamin, a vitamin ester, cholesterol, a phospholipid, a glycolipid, a sphingolipid, a ceramid, a triglyceride, a natural or synthetic polyphenol, an essential oil, a flavoring, a fragrance, a dye, said substance being optionally admixed with a cosmetically acceptable excipient.  
     
     
         9  The method of  claim 6 , wherein the active ingredient is selected from the group consisting of at least one sugar, a polyol, an oligosaccharide, a polysaccharide, an amino acid, a peptide, a protein, a nucleotide, a nucleoside, an oligonucleotide, an oligonucleoside, a chromophore, a polymer, a sterol, a steroid, a hormone, a flavonoid, a terpene, caffeine, theophylline and their derivatives, nicotine and its derivatives, a vitamin, a vitamin ester, cholesterol, a phospholipid, a glycolipid, a sphingolipid, a ceramid, a triglyceride, a natural polyphenol, a synthetic polyphenol, an essential oil, a flavoring, a fragrance, a dye, said substance being optionally admixed with a cosmetically acceptable excipient.  
     
     
         10  The method of  claim 3 , wherein the said cyclodextrin is selected from the group consisting of a cyclodextrin substituted by from 1 to 18, 1 to 21 or 1 to 24 lauric chains when the cyclodextrins are respectively of type α, β or γ; a cyclodextrin substituted by from 1 to 18, 1 to 21 or 1 to 24 hexanoic chains when the cyclodextrins are respectively of type α, β or γ; and N,N-dipentylamine, at least one of said substituents being on at least one hydroxyl function of the primary base of the cyclodextrin.  
     
     
         11  The method of  claim 3 , wherein the cyclodextrin derivative is further substituted by at least one substituent selected from the group consisting of 4-nitrophenylformate; ethyloxalic; chloroacetyl; succinic; oxalic; sulfonic; N-(2-aminoethyl)lactonamide.  
     
     
         12  The method of  claim 3 , wherein the cyclodextrin derivative is a heptakis (6-deoxy-6-(N,N-dipentylamino))-β-cyclodextrin.  
     
     
         13  A method of therapeutical treatment comprising delivering on tissue zones to which said therapeutical treatment is sought, a therapeutically effective amount of at least one non-hydroxyalkylated cyclodextrin wherein at least one primary alcohol function CH 2 OH) is substituted, the —OH portion being replaced by a substituent with formula —O—C(═O)—R or —NR 1 R 2 , where: 
 R, R 1  and R 2  independently represent a linear or cyclic, saturated or unsaturated, hydroxylated or non-hydroxylated hydrocarbon radical containing 1 to 30 carbon atoms.  
 
     
     
         14 . A method of therapeutical treatment comprising delivering on tissue zones to which said therapeutical treatment is sought, a therapeutically effective amount of at least one non-hydroxyalkylated cyclodextrin in the form of micelles or nanoparticles, wherein at least one primary alcohol function CH 2 OH) is substituted, the —OH portion being replaced by a substituent with formula —O—C(═O)—R or —NR 1 R 2 , where: 
 R, R 1  and R 2  independently represent a linear or cyclic, saturated or unsaturated, hydroxylated or non-hydroxylated hydrocarbon radical containing 1 to 30 carbon atoms.  
 
     
     
         15 . A method of therapeutical treatment comprising delivering on tissue zones to which said therapeutical treatment is sought, a therapeutically effective amount of at least one cyclodextrin having the following chemical formula:  
       CD(OH) w (P) x (X) y (M) z    
       where: 
 CD represents a structure based on a non-hydroxyalkylated cyclodextrin without its hydroxyl groups, including α, β or γ-cyclodextrin,  
 OH represents the free hydroxyl groups of the cyclodextrin,  
 x and z independently represent a whole number in the range 0 to 17, or in the range 0 to 20, or in the range 0 to 23, when the cyclodextrins are respectively α, β or γ in type;  
 y represents a whole number in the range 1 to 18, or in the range 1 to 21, or in the range 1 to 24 when the cyclodextrins are respectively α, β or γ in type,  
 w represents a whole number such that the sum (w+x+y+z) is equal to 18, 21 or 24 when the cyclodextrins are respectively α, β or γ in type;  
 X represents a substituent with formula —O—C(═O)—R or —N(R 1 R 2 ) defined below, replacing the —OH portion of at least one primary alcohol function and optionally at least one secondary alcohol function;  
 P represents a radical substituting a primary or secondary hydroxyl group, in particular a sulfate, phosphate, methyl, ose or oside substituent;  
 when at least one X represents —NR 1 R 2 , —NR 1 R 2  is a radical substituting at least one primary hydroxyl group and optionally at least one secondary hydroxyl group, attached to the cyclodextrin skeleton, in which R 1  and R 2  independently represent a linear or cyclic, saturated or unsaturated, hydroxylated or non-hydroxylated hydrocarbon radical containing 1 to 30 carbon atoms, preferably 1 to 22 carbon atoms, more preferably a fatty chain 2 to 22 carbon atoms; preferably when X represents NR 1 R 2 , 1% to 100% of the primary cyclodextrin hydroxyl groups are substituted by the amino group NR 1 R 2 ;  
 when at least one X represents —O—C(═O)—R, —O—C(═O)—R is a radical substituting at least one primary hydroxyl group, and optionally at least one secondary hydroxyl group, or the two, attached to the cyclodextrin skeleton, where R represents a linear or cyclic, saturated or unsaturated, hydroxylated or non-hydroxylated hydrocarbon radical containing 1 to 30 carbon atoms, preferably 1 to 22 carbon atoms, more preferably a fatty chain containing 2 to 22 carbon atoms; preferably, when X represents —O—COR, 1 to 100% of the primary hydroxyl groups of the cyclodextrins are substituted by the ester group —O—COR;  
 (X) y  can represent a mixture of groups —NR 1 R 2  and —OCOR substituting at least one primary hydroxyl group and optionally at least one secondary hydroxyl group, or the two;  
 M is a substituent for at least one primary or secondary alcohol function or the two of the cyclodextrin, M is a functional group G 1  or a specific radical G 2 , either directly substituting a primary or secondary alcohol function of the cyclodextrin, or indirectly substituting said primary or secondary alcohol function via a spacer arm W, where:  
 W is a spacer arm containing 1 to 20 carbon atoms, including the groups selected from the following functions : acid, sulfonic and phosphoric acid, alkanoyl, alkenyl, alkynyl, aldehyde, amine, amide, azide, acid anhydride, ketone, isocyanate, phenyl, hydroxyl, epoxy, ester, imide, amidine, halide, nitro, nitriles, peroxides, organometallic derivatives, sulfur-containing derivatives,  
 G 1  represents at least one of the following functions and its derivatives: an acid, a sulfonic acid, a phosphoric acid, an alkanoyl, an alkenyl, an alkynyl, an aldehyde, an amine, an amide, an azide, an acid anhydride, a ketone, an isocyanate, a phenyl, a hydroxyl, an epoxy, an ester, an imide, an amidine, a halide, a nitro, a nitrile, a peroxide, an organometallic compound, a sulfur-containing compound; and  
 G 2  represents at least one compound selected from the group consisting of a sugar, a polyol, an oligosaccharide, a polysaccharide, a lectin, an amino acid, a peptide, a protein, an antibody, a nucleotide, a nucleoside, an oligonucleotide, an oligonucleoside, a chromophore, a polymer, a sterol, a steroid, a hormone, a flavonoid, a terpene, caffeine, theophylline, a nicotine compound, a vitamin, a vitamin ester, cholesterol, a phospholipid, a glycolipid, a sphingolipid, a ceramid, a triglyceride, a natural or synthetic polyphenol, an essential oil, a flavoring, a fragrance, a dye, and a cosmetically active substance.  
 
     
     
         16 . The method of  claim 13 , wherein the cavity of the substituted cyclodextrin comprises an active ingredient which is pharmaceutically acceptable, encapsulated therein and/or covalently bonded therewith.  
     
     
         17 . The method of  claim 14 , wherein the cavity of the substituted cyclodextrin comprises an active ingredient which is pharmaceutically acceptable, encapsulated therein and/or covalently bonded therewith.  
     
     
         18 . The method of  claim 15 , wherein the cavity of the substituted cyclodextrin comprises an active ingredient which is pharmaceutically acceptable, encapsulated therein and/or covalently bonded therewith.  
     
     
         19 . The method of  claim 16 , wherein the active ingredient is selected from the group consisting of at least one sugar, a polyol, an oligosaccharide, a polysaccharide, an amino acid, a peptide, a protein, a nucleotide, a nucleoside, an oligonucleotide, an oligonucleoside, a chromophore, a polymer, a sterol, a steroid, a hormone, a flavonoid, a terpene, caffeine, theophylline and their derivatives, nicotine and its derivatives, a vitamin, a vitamin ester, cholesterol, a phospholipid, a glycolipid, a sphingolipid, a ceramid, a triglyceride, a natural or synthetic polyphenol, an essential oil, a flavoring, a fragrance, a dye, said substance being optionally admixed with a pharmaceutically acceptable excipient.  
     
     
         20 . The method of  claim 17 , wherein the active ingredient is selected from the group consisting of at least one sugar, a polyol, an oligosaccharide, a polysaccharide, an amino acid, a peptide, a protein, a nucleotide, a nucleoside, an oligonucleotide, an oligonucleoside, a chromophore, a polymer, a sterol, a steroid, a hormone, a flavonoid, a terpene, caffeine, theophylline and their derivatives, nicotine and its derivatives, a vitamin, a vitamin ester, cholesterol, a phospholipid, a glycolipid, a sphingolipid, a ceramid, a triglyceride, a natural or synthetic polyphenol, an essential oil, a flavoring, a fragrance, a dye, said substance being optionally admixed with a pharmaceutically acceptable excipient.  
     
     
         21 . The method of  claim 18 , wherein the active ingredient is selected from the group consisting of at least one sugar, a polyol, an oligosaccharide, a polysaccharide, an amino acid, a peptide, a protein, a nucleotide, a nucleoside, an oligonucleotide, an oligonucleoside, a chromophore, a polymer, a sterol, a steroid, a hormone, a flavonoid, a terpene, caffeine, theophylline and their derivatives, nicotine and its derivatives, a vitamin, a vitamin ester, cholesterol, a phospholipid, a glycolipid, a sphingolipid, a ceramid, a triglyceride, a natural or synthetic polyphenol, an essential oil, a flavoring, a fragrance, a dye, said substance being optionally admixed with a pharmaceutically acceptable excipient.  
     
     
         22 . The method of  claim 15 , wherein the said cyclodextrin is selected from the group consisting of a cyclodextrin substituted from 1 to 18, 1 to 21 or 1 to 24 lauric chains when the cyclodextrins are respectively of type α, β or γ; a cyclodextrin substituted by from 1 to 18, 1 to 21 or 1 to 24 hexanoic chains when the cyclodextrins are respectively of type α, β or γ; and N,N-dipentylamine, at least one of said substituents being on at least one hydroxyl function of the primary base of the cyclodextrin.  
     
     
         23 . The method of  claim 15 , wherein the substituted cyclodextrin is further substituted by at least one substituent selected from the group formed by 4-nitrophenylformate; ethyloxalic; chloroacetyl; succinic; oxalic; sulfonic; N-(2-aminoethyl)lactonamide.  
     
     
         24 . The method of  claim 15 , wherein the substituted cyclodextrin is a β-cyclodextrin,  
     
     
         25 . The method of  claim 24 , wherein the substituted cyclodextrin is a heptakis (6-deoxy-6-(N,N-dipentylamino))-β-cyclodextrin.  
     
     
         26 . A micelle or nanoparticle based on a substituted cyclodextrin prepared from a non-hydroxyalkylated substituted cyclodextrin wherein at least one primary alcohol function CH 2 OH) is substituted, the —OH portion being replaced by a substituent with formula —O—C(═O)—R or —NR 1 R 2 , where: 
 R, R1 and R2 independently represent a linear or cyclic, saturated or unsaturated, hydroxylated or non-hydroxylated hydrocarbon radical containing 1 to 30 carbon atoms.  
 
     
     
         27 . A micelle or nanoparticle based on substituted cyclodextrin, wherein the substituted cyclodextrin is non-hydroxyalkylated and has the following chemical formula:  
       CD(OH) w (P) x (X) y (M) z    
       where: 
 CD represents a structure based on a non-hydroxyalkylated cyclodextrin without its hydroxyl groups, in particular α, β or γ-cyclodextrin,  
 OH represents the free hydroxyl groups of the cyclodextrin,  
 x and z independently represent a whole number in the range 0 to 17, or in the range 0 to 20, or in the range 0 to 23, when the cyclodextrins are respectively α, β or γ in type;  
 y represents a whole number in the range 1 to 18, or in the range 1 to 21, or in the range 1 to 24 when the cyclodextrins are respectively α, β or γ in type,  
 w represents a whole number such that the sum (w+x+y+z) is equal to 18, 21 or 24 when the cyclodextrins are respectively α, β or γ in type;  
 X represents a substituent with formula —O—C(═O)—R or —N(R 1 R 2 ) defined below, replacing the —OH portion of at least one primary alcohol function and optionally at least one secondary alcohol function;  
 P represents a radical substituting a primary or secondary hydroxyl group, in particular a sulfate, phosphate, methyl, ose or oside substituent;  
 when at least one X represents —NR 1 R 2 , —NR 1 R 2  is a radical substituting at least one primary hydroxyl group and optionally at least one secondary hydroxyl group, attached to the cyclodextrin skeleton, in which R 1  and R 2  independently represent a linear or cyclic, saturated or unsaturated, hydroxylated or non-hydroxylated hydrocarbon radical containing 1 to 30 carbon atoms, preferably 1 to 22 carbon atoms, more preferably a fatty chain 2 to 22 carbon atoms; preferably when X represents NR 1 R 2 , 1% to 100% of the primary cyclodextrin hydroxyl groups are substituted by the amino group NR 1 R 2 ;  
 when at least one X represents —O—C(═O)—R, —O—C(═O)—R is a radical substituting at least one primary hydroxyl group, and optionally at least one secondary hydroxyl group, or the two, attached to the cyclodextrin skeleton, where R represents a linear or cyclic, saturated or unsaturated, hydroxylated or non-hydroxylated hydrocarbon radical containing 1 to 30 carbon atoms, preferably 1 to 22 carbon atoms, more preferably a fatty chain containing 2 to 22 carbon atoms,; preferably, when X represents —O—COR, 1% to 100% of the primary hydroxyl groups of the cyclodextrins are substituted by the ester group —O—COR;  
 (X) y  can represent a mixture of groups —NR 1 R 2  or —OCOR substituting at least one primary hydroxyl group and optionally at least one secondary alcohol hydroxyl, or the two;  
 M is a substituent of at least one primary or secondary alcohol function or the two of the cyclodextrin, M is a functional group G 1  or a specific radical G 2 , either directly substituting a primary or secondary alcohol function of the cyclodextrin, or indirectly substituting said primary or secondary alcohol function via a spacer arm W, where:  
 W is a spacer arm containing 1 to 20 carbon atoms, including the groups selected from the following functions and their derivatives: acid, sulfonic and phosphoric acid, alkanoyl, alkenyl, alkynyl, aldehyde, amine, amide, azide, acid anhydride, ketone, isocyanate, phenyl, hydroxyl, epoxy, ester, imide, amidine, halide, nitro, nitriles, peroxides, organometallic derivatives, sulfur-containing derivatives,  
 G 1  represents at least one of the following functions and its derivatives: acid, sulfonic and phosphoric acid, alkanoyl, alkenyl, alkynyl, aldehyde, amine, amide, azide, acid anhydride, ketone, isocyanate, phenyl, hydroxyl, epoxy, ester, imide, amidine, halide, nitro, nitriles, peroxides, organometallic derivatives, sulfur-containing derivatives; and  
 G 2  represents at least one of the following compounds or its derivatives selected from the group consisting of a sugar, a polyol, an oligosaccharide, a polysaccharide, a lectin, an amino acid, a peptide, a protein, an antibody, a nucleotide, a nucleoside, an oligonucleotide, an oligonucleoside, a chromophore, a polymer, a sterol, a steroid, a hormone, a flavonoid, a terpene, caffeine, theophylline and their derivatives, nicotine and its derivatives, a vitamin, a vitamin ester, cholesterol, a phospholipid, a glycolipid, a sphingolipid, a ceramid, a triglyceride, a natural or synthetic polyphenol, an essential oil, a flavoring, a fragrance, a dye, or a cosmetically, dermopharmaceutically, pharmaceutically, or alimentarily active substance.  
 
     
     
         28 . A micelle or nanoparticle according to  claim 28 , wherein the said cyclodextrin is selected from the group formed by a cyclodextrin substituted by 1 to 18, 1 to 21 or 1 to 24 lauric chains when the cyclodextrins are respectively type α, β or γ, in particular 2 or 3 lauric chains or 7, 8 or 9 lauric chains.  
     
     
         29 . A micelle or nanoparticle according to  claim 27 , wherein the cyclodextrin derivative is a cyclodextrin substituted by at least one hexanoic substituent on at least one primary hydroxyl function.  
     
     
         30 . A micelle or nanoparticle according to  claim 27 , wherein the cyclodextrin derivative is a β-cyclodextrin.  
     
     
         31 . A micelle or nanoparticle according to  claim 27 , wherein the cyclodextrin derivative is a heptakis (6-deoxy-6-(N,N-dipentylamino))-β-cyclodextrin.  
     
     
         32 . A micelle or nanoparticle based on a cyclodextrin derivative prepared from a non-hydroxyalkylated cyclodextrin derivative, wherein the cyclodextrin derivative comprises at least one primary or secondary hydroxyl function substituted by at least one M is a substituent of at least one primary or secondary alcohol function or the two of the cyclodextrin, M is a functional group G 1  or a specific radical G 2 , either-directly substituting a primary or secondary alcohol function of the cyclodextrin, or indirectly substituting said primary or secondary alcohol function via a spacer arm W, where: 
 W is a spacer arm containing 1 to 20 carbon atoms, including the groups selected from the following functions and their derivatives: an acid, a sulfonic and a phosphoric acid, an alkanoyl, an alkenyl, an alkynyl, an aldehyde, an amine, an amide, an azide, an acid anhydride, a ketone, an isocyanate, a phenyl, a hydroxyl, an epoxy, an ester, an imide, an amidine, a halide, a nitro, a nitrile, a peroxide, an organometallic compound, a sulfur-containing compound,    G 1  is selected from the group constituted by a nitro, a halide, an ester, an acid, a sulfonic, an amine, or a radical G 2  selected from the group consisiting of a sugar, a polyol, an oligosaccharide, a polysaccharide, an amino acid, a peptide, a protein, a nucleotide, a nucleoside, an oligonucleotide, an oligonucleoside, a chromophore, a polymer, a sterol, a steroid, a hormone, a flavonoid, a terpene, caffeine, theophylline and their derivatives, nicotine and its derivatives, a vitamin, a vitamin ester, cholesterol, a phospholipid, a glycolipid, a sphingolipid, a ceramid, a triglyceride, a natural or synthetic polyphenol, an essential oil, a flavoring, a fragrance, a dye, and a cosmetically, dermopharmaceutically, pharmaceutically, or alimentarily acceptable excipient.    
     
     
         33 . A micelle or nanoparticle according to  claim 32 , wherein the nanoparticle of substituted cyclodextrin comprises an active ingredient which is in particular cosmetically, dermopharmaceutically, pharmaceutically or alimentarily acceptable, encapsulated therein or covalently bonded thereto.  
     
     
         34 . A micelle or nanoparticle according to  claim 33 , wherein the active ingredient is selected from the group formed by at least one sugar, a polyol, an oligosaccharide, a polysaccharide, an amino acid, a peptide, a protein, a nucleotide, a nucleoside, an oligonucleotide, an oligonucleoside, a chromophore, a polymer, a sterol, a steroid, a hormone, a flavonoid, a terpene, caffeine, theophylline and their derivatives, nicotine and its derivatives, a vitamin, a vitamin ester, cholesterol, a phospholipid, a glycolipid, a sphingolipid, a ceramid, a triglyceride, a natural or synthetic polyphenol, an essential oil, a flavoring, a fragrance, a dye, or a cosmetically, dermopharmaceutically, pharmaceutically, or alimentarily acceptable excipient.  
     
     
         35 . A composition selected from the group constituting of a cosmetic composition, dermopharmaceutical composition, a pharmaceutical composition and an agro-alimentary composition, wherein the composition comprises at least one cyclodextrin, as defined in  claim 1 , in combination with an excipient selected respectively from a cosmetically, a dermopharmaceutically or pharmaceutically acceptable excipient, and an excipient which is alimentarily acceptable.  
     
     
         36 . The composition of  claim 35 , wherein this excipient is selected from a phospholipid, lecithin, a surfactant, a cationic lipid, and mixtures thereof.  
     
     
         37 . A composition selected from the group constituting of a cosmetic composition, dermopharmaceutical composition, a pharmaceutical composition and an agro-alimentary composition, wherein the composition comprises at least one micelle or nanoparticle as defined in  claim 1 , in combination with an excipient selected respectively from a cosmetically, a dermopharmaceutically or pharmaceutically acceptable excipient, and an excipient which is food acceptable.  
     
     
         38 . The composition of  claim 37 , wherein the excipient is selected from a phospholipid, a lecithin, a surfactant, a cationic lipid and mixtures thereof.  
     
     
         39 . The composition of  claim 35 , wherein said cyclodextrin is selected from the group constituted of a cyclodextrin substituted with 1 to 18, 1 to 21 or 1 to 24 lauric acid chains when the cyclodextrins are of type α, β or γ respectively.  
     
     
         40 . The composition of  claim 37 , wherein the cyclodextrin derivative is a cyclodextrin substituted with at least one hexanoic substituent on at least one primary hydroxyl function.  
     
     
         41  The composition of  claim 37 , wherein the cyclodextrin derivative is a β-cyclodextrin  
     
     
         42  The composition of  claim 37 , wherein the cyclodextrin derivative is heptakis (6-deoxy-6-(N,N-dipentylamino))-β-cyclodextrin.  
     
     
         43  The composition of  claim 37 , wherein the cyclodextrin derivative comprises at least one primary or secondary hydroxyl function substituted by a compound and its derivatives or a functional group and its derivatives selected from the group formed by an acid, sulfonic and phosphoric acid, alkanoyl, alkenyl, alkynyl, aldehyde, amine, amide, azide, acid anhydride, ketone, isocyanate, phenyl, hydroxyl, epoxy, ester, imide, amidine, halide, nitro, nitrites, peroxides, organometallic derivatives, sulfur-containing derivatives, a sugar, an oligosaccharide, a polysaccharide, an amino acid, a peptide, a protein, a nucleotide, an oligonucleotide, a nucleoside, an oligonucleoside, a chromophore, a polymer, a steroid, a vitamin or another active substance.  
     
     
         44 . A novel non-hydroxyalkylated cyclodextrin of formula:  
       CD(OH) w (P) x (X) y (M) z    
       wherein: 
 CD represents a structure based on a non-hydroxyalkylated cyclodextrin without its hydroxyl groups including α, β or γ-cyclodextrin,  
 OH represents the free hydroxyl groups of the cyclodextrin,  
 x and z independently represent a whole number in the range 0 to 17, or in the range 0 to 20, or in the range 0 to 23, when the cyclodextrins are respectively α, β or γ in type;  
 y represents a whole number in the range 1 to 18, or in the range 1 to 21, or in the range 1 to 24 when the cyclodextrins are respectively α, β or γ in type,  
 w represents a whole number such that the sum (w+x+y+z) is equal to 18, 21 or 24 when the cyclodextrins are respectively α, βor γ in type;  
 X represents a substituent with formula —O—C(═O)—R or —N(R 1 R 2 ) defined below, replacing the —OH portion of at least one primary alcohol function and optionally at least one secondary alcohol function;  
 P represents a radical substituting a primary or secondary hydroxyl group, in particular a sulfate, phosphate, methyl, ose or oside substituent;  
 when at least one X represents —NR 1 R 2 , —NR 1 R 2  is a radical substituting at least one primary hydroxyl group and optionally at least one secondary hydroxyl group, attached to the cyclodextrin skeleton, in which R 1  and R 2  independently represent a linear or cyclic, saturated or unsaturated, hydroxylated or non-hydroxylated hydrocarbon radical containing 1 to 30 carbon atoms;  
 when at least one X represents —O—C(═O)—R, —O—C(═O)—R is a radical substituting at least one primary hydroxyl group, and optionally at least one secondary hydroxyl group, or the two, attached to the cyclodextrin skeleton, where R represents a linear or cyclic, saturated or unsaturated, hydroxylated or non-hydroxylated hydrocarbon radical containing 1 to 30 carbon atoms; preferably, and 1% to 100% of the primary hydroxyl groups of the cyclodextrins are substituted by the ester group —O—COR;  
 (X) y  can represent a mixture of groups —NR 1 R 2  and —OCOR substituting at least one primary hydroxyl group and optionally at least one secondary alcohol hydroxyl, or the two;  
 M is a substituent of at least one primary or secondary alcohol function or the two of the cyclodextrin, M is a functional group G 1  or a specific radical G 2 , either directly substituting a primary or secondary alcohol function of the cyclodextrin, or indirectly substituting said primary or secondary alcohol function via a spacer arm W, where:  
 W is a spacer arm containing 1 to 20 carbon atoms, including the groups selected from the following functions and their derivatives: acid, sulfonic and phosphoric acid, alkanoyl, alkenyl, alkynyl, aldehyde, amine, amide, azide, acid anhydride, ketone, isocyanate, phenyl, hydroxyl, epoxy, ester, imide, amidine, halide, nitro, a nitrile, a peroxide, an organometallic compound, a sulfur-containing compound,  
 G 1  is selected from the group consisting of an acid, a sulfonic acid, a phosphoric acid, an alkanoyl, an alkenyl, an alkynyl, an aldehyde, an amine, an amide, an azide, an acid anhydride, a ketone, an isocyanate, a phenyl, an hydroxyl, an epoxy, an ester, an imide, an amidine, a halide, a nitro, a nitrile, a peroxide, an organometallic compound, a sulfur-containing compound; and  
 G 2  is selected from the group consisting of a sugar, a polyol, an oligosaccharide, a polysaccharide, a lectin, an amino acid, a peptide, a protein, an antibody, a nucleotide, a nucleoside, an oligonucleotide, an oligonucleoside, a chromophore, a polymer, a sterol, a steroid, a hormone, a flavonoid, a terpene, caffeine, theophylline , a nicotinic compound, a vitamin, a vitamin ester, cholesterol, a phospholipid, a glycolipid, a sphingolipid, a ceramid, a triglyceride, a natural polyphenol, a synthetic polyphenol, an essential oil, a flavoring compound, a fragrance, a dye, and an active substance selected from the group consisting of a cosmetically active substance, a dermopharmaceutically active substance, a pharmaceutically active substance, and an alimentarily active substance.  
 Wherein, further X is selected from the group consisting of: 
 a) at least one X represents —N(R 1 R 2 ) of a primary alcohol;  
 b) at least one X represents —N(R 1 R 2 ) combined with at least one —O—C(═O)—R;  
 c) at least one X represents —O—C(═O)—R with at least one radical P and/or at least one radical M substituting at least one primary and/or secondary alcohol; and  
 d) at least one X represents —O—C(═O)—R, the cyclodextrin then acting as a vector for an active ingredient with which said cyclodextrin is combined.