# US 2014/0193533 A1 · Formulation of Curcuminoids with Enhanced Bioavailability of Curcumin, Demethoxycurcumin, Bisdemethoxycurcumin and method of preparation and uses thereof > Agents: this data is available as JSON from the patentgrep API and MCP server — see https://patentgrep.com/llms.txt - Number: US 2014/0193533 A1 - Document ID: US20140193533A1 - Status: Published application - Kind: A1 - Application number: 14/206,044 - Filed: 2014-03-12 - Published: 2014-07-10 - Earliest claimed: 2005-05-30 - Inventors: Benny ANTONY - Web page: https://patentgrep.com/patent/US20140193533A1 ## CPC - A61K 31/12: Ketones - A61K 36/9066: Curcuma, e.g. common turmeric, East Indian arrowroot or mango ginger - A61K: PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES (devices or methods specially adapted for bringing pharmaceutical products into particular physical or administering forms A61J3/00; chemical aspects of, or use of materials for deodorisation of air, for disinfection or sterilisation, or for bandages, dressings, absorbent pads or surgical articles A61L; soap compositions C11D) ## Abstract A formulation of curcuminoid mixture having curcumin, demethoxycurcumin and bisdemethoxycurcumin and an essential oil of turmeric having 45% Ar-turmerone. The formulation gives enhanced bioavailability of bisdemethoxycurcumin, demethoxycurcumin and curcumin for up to 10 hrs. The curcuminoid mixture has curcumin, demethoxycurcumin and bisdemethoxycurcumin in a weight/weight ratio ranging from about 0.8:1:1 to about 1:1.1:1.2. A process of preparing a formulation of curcuminoid mixture having curcumin, demethoxycurcumin and bisdemethoxycurcumin in 0.8:1:1 to 1:1:1:1.2 weight/weight ratio and an essential oil of turmeric having 45% Ar-turmerone. A formulation for improved biological activity and bioavailability and tissue distribution of curcumin, demethoxycurcumin and bisdemethoxycurcumin. ## Claims ### Claim 1 A composition for enhanced bioavailability of curcumin, demethoxycurcumin and bisdemethoxycurcumin comprising a curcuminoid mixture and essential oil of turmeric, wherein the curcuminoid mixture comprises curcumin, demethoxycurcumin and bisdemethoxycurcumin in a weight ratio of curcumin:demethoxycurcumin:bisdemethoxycurcumin of about 0.8:1:1 to about 1:1.1:1.2, and the essential oil of turmeric comprises about 45% Ar-turmerone. ### Claim 2 (depends on 1) The composition of claim 1, wherein a weight ratio of the curcuminoid mixture to essential oil of turmeric is about 1:3 to about 99:1. ### Claim 3 (depends on 1) The composition of claim 1, wherein a weight ratio of the curcuminoid mixture to essential oil of turmeric is about 10:1. ### Claim 4 (depends on 1) The composition of claim 1, wherein a weight ratio of the curcuminoid mixture to the essential oil of turmeric is about 12:1. ### Claim 5 (depends on 1) An oral dosage form comprising the composition of claim 1. ### Claim 6 (depends on 5) The oral dosage form of claim 5, wherein the dosage form is selected from the group consisting of gelatin capsule, tablet, sachet, powder, paste, solution, suspension, emulsion, and pills. ### Claim 7 (depends on 1) A method of decreasing inflammation comprising administering the composition of claim 1. ### Claim 8 (depends on 1) A method of decreasing inflammation comprising administering the composition of claim 1, wherein the decrease in inflammation is observed from about 30 mins to about 24 hours. ### Claim 9 (depends on 1) A method of enhancing bioavailability of curcumin comprising administering the composition of claim 1. ### Claim 10 (depends on 1) A method of enhancing bioavailability of demethoxycurcumin comprising administering the composition of claim 1. ### Claim 11 (depends on 1) A method of enhancing bioavailability of bisdemethoxycurcumin comprising administering the composition of claim 1. ### Claim 12 (depends on 1) A method of enhancing bioavailability of curcumin in a tissue comprising administering the composition of claim 1. ### Claim 13 (depends on 12) The method of claim 12, wherein the tissue is selected from the group consisting of lungs, heart, kidney, brain, liver, pancreas, stomach, intestine and skirt. ### Claim 14 (depends on 1) A method of enhancing bioavailability of demethoxycurcumin in a tissue comprising administering the composition of claim 1. ### Claim 15 (depends on 14) The method of claim 14, wherein the tissue is selected from the group consisting of lungs, heart, kidney, brain, liver, pancreas, stomach, intestine and skin. ### Claim 16 (depends on 1) A method of enhancing bioavailability of bisdemethoxycurcumin in a tissue comprising administering the composition of claim 1. ### Claim 17 (depends on 16) The method of claim 16, wherein the tissue is selected from the group consisting of lungs, heart, kidney, brain, liver, pancreas, stomach, intestine and skin. ### Claim 18 A method of preparing a curcuminoid mixture, the curcuminoid mixture comprising curcumin, demethoxycurcumin and bisdemethoxycurcumin in a weight ratio of curcumin:demethoxycurcumin:bisdemethoxycurcumin ranging from about 0.8:1:1 to about 1:1.1:1.2, the method comprising: drying a rhizome of turmeric to form a dried turmeric rhizome; powdering the dried turmeric rhizome to form a dried turmeric rhizome powder; adding ethyl acetate to the dried turmeric rhizome powder to obtain an ethyl acetate extract solution and a residue; separating the residue from the ethyl acetate extract solution; stripping solvent from the filtered ethyl acetate extract solution to form an ethyl acetate extract; cooling the ethyl acetate extract to obtain crystals of curcuminoid and a liquid comprising essential oil of turmeric and curcuminoids that did not crystallize; steam distilling the liquid comprising essential oil of turmeric and curcuminoids that did not crystallize to obtain essential oil of turmeric and a waste residue 2; loading the waste residue 2 onto a silica column; washing the silica column with methanol and collecting three fractions of methanol eluate, wherein the three fractions are Fraction 1, Fraction 2 and Fraction 3; combining Fraction 2 and Fraction 3 to obtain a combined methanol fraction; concentrating the combined methanol fraction under heat and vacuum to obtain a concentrated methanol fraction; drying the concentrated methanol fraction to obtain a dried methanol extract; powdering the dried methanol extract to obtain a powder of the curcuminoid mixture comprising curcumin, demethoxycurcumin and bisdemethoxycurcumin in a weight ratio of curcumin:demethoxycurcumin:bisdemethoxycurcumin of about 0.8:1:1 to about 1:1.1:1.2. ### Claim 19 (depends on 18) A curcuminoid mixture comprising curcumin, demethoxycurcumin and bisdemethoxycurcumin in a weight ratio of curcumin:demethoxycurcumin:bisdemethoxycurcumin of about 0.8:1:1 to about 1:1.1:1.2, the curcuminoid mixture prepared by the process of claim 18. ### Claim 20 A method of preparing a composition for enhanced bioavailability of curcumin, demethoxycurcumin and bisdemethoxycurcumin, the composition comprising a curcuminoid mixture and essential oil of turmeric, the method comprising: drying a rhizome of turmeric to form a dried turmeric rhizome; powdering the dried turmeric rhizome to form a dried turmeric rhizome powder; adding ethyl acetate to the dried turmeric rhizome powder to obtain an ethyl acetate extract solution and a residue; separating the residue from the ethyl acetate extract solution; stripping solvent from the filtered ethyl acetate extract solution to form an ethyl acetate extract; cooling the ethyl acetate extract to obtain crystals of curcuminoid and a liquid comprising essential oil of turmeric and curcuminoids that did not crystallize; steam distilling the liquid comprising essential oil of turmeric and curcuminoids that did not crystallize to obtain essential oil of turmeric and a waste residue 2; loading the waste residue 2 onto a silica column; washing the silica column with methanol and collecting three fractions of methanol eluate, wherein the three fractions are Fraction 1, Fraction 2 and Fraction 3; combining Fraction 2 and Fraction 3 to obtain a combined methanol fraction; concentrating the combined methanol fraction under heat and vacuum to obtain a concentrated methanol fraction; drying the concentrated methanol fraction to obtain a dried methanol extract; powdering the dried methanol extract to obtain a powder of the curcuminoid mixture, the curcuminoid mixture comprising curcumin, demethoxycurcumin and bisdemethoxycurcumin in a weight ratio of curcumin:demethoxycurcumin:bisdemethoxycurcumin of about 0.8:1:1 to about 1:1.1:1.2; suspending the powder of the curcuminoid mixture in water to form a suspension; adding essential of turmeric to the suspension to obtain a mixture; homogenizing the mixture to obtain a slurry; drying the slurry under heat and vacuum to form a uniform blend of the composition for enhanced bioavailability of curcumin, demethoxycurcumin and bisdemethoxycurcumin, wherein the weight ratio of curcumin:demethoxycurcumin:bisdemethoxycurcumin ranges from about 0.8:1:1 to about 1:1.1:1.2, and wherein the essential oil of turmeric comprises 4.5% Ar-turmerone. ### Claim 21 (depends on 20) The method of claim 20, wherein a weight ratio of the curcuminoid mixture to essential oil of turmeric is about 10:1. ### Claim 22 (depends on 20) The method of claim 20, wherein a weight ratio of the curcuminoid mixture to essential oil of turmeric is about 12:1. ### Claim 23 (depends on 20) A composition for enhanced bioavailability of curcumin, demethoxycurcumin and bisdemethoxycurcumin prepared by the method of claim 20. ### Claim 24 A composition to decrease inflammation, the composition comprising a curcuminoid mixture and essential oil of turmeric, wherein the curcuminoid mixture comprises curcumin, demethoxycurcumin and bisdemethoxycurcumin in a weight ratio of curcumin:demethoxycurcumin:bisdemethoxycurcumin of about 0.8:1:1 to about 1:1.1:1.2 and the essential oil of turmeric comprises about 45% Ar-turmerone. ### Claim 25 A composition to decrease swelling, the composition comprising a curcuminoid mixture and essential oil of turmeric, wherein the curcuminoid mixture comprises curcumin, demethoxycurcumin and bisdemethoxycurcumin in a weight ratio of curcumin:demethoxycurcumin:bisdemethoxycurcumin of about 0.8:1:1 to about 1:1.1:1.2 and the essential oil of turmeric comprises about 45% Ar-turmerone.