US 8,961,958 B2Granted

High concentration self-microemulsifying coenzyme Q10 preparations for nutritional use

AssigneeBioavailability, Inc.

InventorsSteven B. Harris, Nick J. Huang

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Abstract

A method and composition are presented for enhancing the dissolution and bioavailable properties of CoQ10 nutritional supplements and/or therapeutic agents for a human being and other mammals. The method includes preparing an anhydrous self-microemulsifying base composition by combining: CoQ10, a water-immiscible, and a non-ionic surfactant, containing polyethylene glycol. For an orally administered CoQ10 nutritional supplement in a capsule formulation, a unit dosage from the composition is added to a dissolvable capsule, preferably a soft gelatin capsule, in order to form the nutritional supplement. When a capsule containing the self-microemulsifying composition enters the digestive tract, the temperature of the body's digestive juices warms the composition, causing any of the CoQ10 that may have re-crystallized out of the composition to become re-dissolved into the composition before the capsule dissolves. The re-dissolution of CoQ10 is bioavailable when the capsule dissolves. Upon dissolution of the capsule, the self-microemulsifying composition comes into contact with the digestive juices and naturally forms micellar-type bioavaible microemulsions, consisting of micelles containing CoQ10. In addition to the capsule formulation, the invention includes parenteral, liquid, topical and ophthalmic formulations.

Claims45

Dependent claims

A self-microemulsifiable anhydrous base composition, comprising:

a) CoQ10 in an effective amount of about 12% to about 20% by weight of the composition;
b) a water-immiscible solvent in the form of a plant essential oil in an effective amount of up to about 30% by weight of the composition;
and
c) a nonionic surfactant in an effective amount of about 60% to about 82% by weight of the composition, with the nonionic surfactant selected from the group consisting of:
i) a first non-ionic surfactant having the structure of [POE(n)]subm-R′-R;
where POE is a polyoxyethylene moiety of -mer number n, and having m of these POE functional groups attached to R′;
where the value of m is one to three;
where R′ is a linking moiety selected from glyceryl, sorbitan, ester, amino, or ether functions;
where R is a hydrophobic moiety consisting of saturated or unsaturated alkyl or alkylphenyl groups;
and where the structure of the first non-ionic surfactant is further defined by a ratio of A, the total number of POE -mer units in the surfactant given by the product of -mer number n and total PEG chain number m per molecule, to B, the number of carbons in the hydrophobic functional group R, with the ratio of A/B being in the range of about 1 to 2 or in the range of about 0.7 to 4;
and
ii) a second nonionic surfactant having the structure of [R′-(POE) subn]sub3-glyceride, where POE is a polyoxyethylene moiety of -mer number n, inserted between fatty acid acyl residues R′ and a glycerol residue, which had been attached, before polyethoxylation, directly to the acyl residues as a common triglyceride, and where structure of the second non-ionic surfactant is further defined by a ratio of A, the total number of POE -mer units in the surfactant given by the product of -mer number n and total PEG chain number 3 per molecule, to B, the number of carbons in the 3 fatty acid R′ residues, with the ratio of A/B being in the range of about 0.5 to 3 or in the range from about 0.6 to 1.5.

9 more elements

A self-microemulsifiable anhydrous base composition, comprising:

a) a CoQ substance in an effective amount of about 12% to about 20% by weight of the composition;
b) a water-immiscible solvent in the form of a plant essential oil in an effective amount of up to about 30% by weight of the composition;
and
c) a nonionic surfactant in an effective amount of about 60% to about 82% by weight of the composition, with the nonionic surfactant selected from the group consisting of:
i) a first non-ionic surfactant having the structure of [POE(n)]subm-R′-R;
where POE is a polyoxyethylene moiety of -mer number n, and having m of these POE functional groups attached to R′;
where the value of m is one to three;
where R′ is a linking moiety selected from glyceryl, sorbitan, ester, amino, or ether functions;
where R is a hydrophobic moiety consisting of saturated or unsaturated alkyl or alkylphenyl groups;
and where the structure of the first non-ionic surfactant is further defined by a ratio of A, the total number of POE -mer units in the surfactant given by the product of -mer number n and total PEG chain number m per molecule, to B, the number of carbons in the hydrophobic functional group R, with the ratio of A/B being in the range of about 1 to 2 or in the range of about 0.7 to 4;
and
ii) a second nonionic surfactant having the structure of [R′-(POE) subn]sub3-glyceride, where POE is a polyoxyethylene moiety of -mer number n, inserted between fatty acid acyl residues R′ and a glycerol residue, which had been attached, before polyethoxylation, directly to the acyl residues as a common triglyceride, and where structure of the second non-ionic surfactant is further defined by a ratio of A, the total number of POE -mer units in the surfactant given by the product of -mer number n and total PEG chain number 3 per molecule, to B, the number of carbons in the 3 fatty acid R′ residues, with the ratio of A/B being in the range of about 0.5 to 3 or in the range from about 0.6 to 1.5.

9 more elements

A self-microemulsifiable anhydrous base composition, comprising:

a) CoQ10 in an effective amount of about 2% to about 10% 20% by weight of the composition;
b) a water-immiscible solvent in the form of a monoester derived from an aliphatic acid and a monoalcohol in an effective amount of up to about 30% by weight of the composition;
and
c) a nonionic surfactant in an effective amount of about 60% to about 82% by weight of the composition, with the nonionic surfactant selected from the group consisting of:
i) a first non-ionic surfactant having the structure of [POE(n)]subm-R′-R;
where POE is a polyoxyethylene moiety of -mer number n, and having m of these POE functional groups attached to R′;
where the value of m is one to three;
where R′ is a linking moiety selected from glyceryl, sorbitan, ester, amino, or ether functions;
where R is a hydrophobic moiety consisting of saturated or unsaturated alkyl or alkylphenyl groups;
and where the structure of the first non-ionic surfactant is further defined by a ratio of A, the total number of POE -mer units in the surfactant given by the product of -mer number n and total PEG chain number m per molecule, to B, the number of carbons in the hydrophobic functional group R, with the ratio of NB being in the range of about 1 to 2 or in the range of about 0.7 to 4;
and
ii) a second nonionic surfactant having the structure of [R′-(POE) subn]sub3-glyceride, where POE is a polyoxyethylene moiety of -mer number n, inserted between fatty acid acyl residues R′ and a glycerol residue, which had been attached, before polyethoxylation, directly to the acyl residues as a common triglyceride, and where structure of the second non-ionic surfactant is further defined by a ratio of A, the total number of POE -mer units in the surfactant given by the product of -mer number n and total PEG chain number 3 per molecule, to B, the number of carbons in the 3 fatty acid R′ residues, with the ratio of A/B being in the range of about 0.5 to 3 or in the range from about 0.6 to 1.5.

9 more elements

A self-microemulsifiable anhydrous base composition, comprising:

a) CoQ10 in an effective amount of about 2% to about 3% by weight of the composition;
and
b) a non-ionic surfactant in an effective amount of about 97% to about 98% by weight of the composition, with the nonionic surfactant selected from the group consisting of:
i) a first non-ionic surfactant having the structure of [POE(n)]subm-R′-R;
where POE is a polyoxyethylene moiety of -mer number n, and having m of these POE functional groups attached to R′;
where the value of m is one to three;
where R′ is a linking moiety selected from glyceryl, sorbitan, ester, amino, or ether functions;
where R is a hydrophobic moiety consisting of saturated or unsaturated alkyl or alkylphenyl groups;
and where the structure of the first non-ionic surfactant is further defined by a ratio of A, the total number of POE -mer units in the surfactant given by the product of -mer number n and total PEG chain number m per molecule, to B, the number of carbons in the hydrophobic functional group R, with the ratio of A/B being in the range of about 1 to 2 or in the range of about 0.7 to 4;
and
ii) a second nonionic surfactant having the structure of [R′-(POE) subn]sub3-glyceride, where POE is a polyoxyethylene moiety of -mer number n, inserted between fatty acid acyl residues R′ and a glycerol residue, which had been attached, before polyethoxylation, directly to the acyl residues as a common triglyceride, and where structure of the second non-ionic surfactant is further defined by a ratio of A, the total number of POE -mer units in the surfactant given by the product of -mer number n and total PEG chain number 3 per molecule, to B, the number of carbons in the 3 fatty acid R′ residues, with the ratio of A/B being in the range of about 0.5 to 3 or in the range from about 0.6 to 1.5.

8 more elements

Dependencies are inferred from the claim text.

Facts

Application: 11/667,800Filed 16 Nov 2004
Published: US 2009/0060891 A15 Mar 2009
Granted: 24 Feb 2015
Term ends: Not estimatedThe source records don’t support an estimate.

Classification11 codes

A61K 9/4858
Filling excipients; Inactive ingredients: organic compounds
A23L 29/10
Foods or foodstuffs containing additives ; Preparation or treatment thereof: containing emulsifiers
A23L 33/10
Modifying nutritive qualities of foods; Dietetic products; Preparation or treatment thereof: using additives
A23P 10/30
Shaping or working of foodstuffs characterised by the products: encapsulation of particles, e.g. foodstuff additives