IP Library Granted Patent US 9,119,882
Granted Patent B2
US 9,119,882 · App. 13/897,545 · Granted Sep 1, 2015

Volatile distillate by-product of mint oil that promotes absorption and/or bioavailability of compounds of bio-medical and nutritional interest

Inventors: John Westcott Finley (Baton Rouge, LA); John Weldon Finley (Takoma Park, MD); Igor Mezine (New Hope, PA); James M. Kehrer, II (Coloma, MI); Robert J. Justice, II (Portage, MI)
Assignee: Flavor Liquidating (G) Corporation (new name for A. M. Todd Group, Inc.)
A61K47/46A61K31/122A61K36/534A61K45/06A61K47/06A61K47/08A61K47/10
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Quick Facts
Patent No.
US 9,119,882
App. No.
13/897,545
Granted
Sep 1, 2015
Kind
B2
Abstract

Disclosed is an adjuvant for improving the bioavailability of bioactive compositions. The adjuvant is prepared from a byproduct of mint flavor production. In vitro and in vivo testing confirms effectiveness. The adjuvant contains a mixture of compounds which is effective to improve the oral bioavailability of a bioactive composition normally having limited absorptivity, and it comprises a mixture of nonpolar compounds and compounds with some polar characteristics. In preferred form the nonpolar compounds comprise compounds selected from a group that includes terpene hydrocarbons and terpene derivatives and the compounds with some polar characteristics comprise compounds selected from a group that includes aldehydes, alcohols and ketones. The preferred compositions will have a ratio of nonpolar compounds and compounds with some polar characteristics is within the range of from 5:1 to 20:1. The adjuvants can enhance delivery of CoQ10 and other bioactive compositions, such as carotenoids (e.g., β-carotene), curcuminoids, lycopene, resveratrol, flavonoids and other phenolic compounds, organosulfur compounds, saponins, sterols, stanols, and mixtures of at least two of these, to the interior cellular environment, including organelles, such as the mitochondria.

Claims (16)

1. A composition comprising CoQ10 and an adjuvant mixture wherein the adjuvant mixture is present in an amount effective to improve the oral bioavailability of Coenzyme Q10 (CoQ10), said adjuvant mixture prepared from a volatile distillate byproduct fractions of mint derived from an extracted essential oil fraction of mint and wherein the adjuvant mixture comprises a mixture of nonpolar compounds and compounds with some polar characteristics at ratio within the range of from 5:1 to 20:1, and comprises less than 10% limonene, less than 5% of any of menthol, menthone, menthofuran and menthyl acetate, and less than 1% of any of pulegone, and germacrene D.

2. The composition according to claim 1 , which is also effective to enhance delivery of CoQ10 to the interior cellular environment of mitochondria.

3. The composition according to claim 1 , wherein the composition comprises at least 0.5% by weight of at least two of myrcene, farnesene and para-cymene as nonpolar substances, and between 1 and 30% of at least two of α-pinene, β-pinene, sabinene and 1,8-cineole, and measurable amounts of at least two of myrcene, para-cymene, farnesene, neo-menthol, 1-octen-3-ol, 3-octanol, and viridiflorol.

4. The composition according to claim 1 , wherein the composition comprises between 5 and 30% of at least two of α-pinene, β-pinene, sabinene and 1,8-cineole, and contains measurable amounts of myrcene, para-cymene, farnesene, neo-menthol, 1-octen-3-ol, 3-octanol, and viridiflorol.

5. A dosage form of the composition of claim 1 , wherein the dosage form is in the form of a liquid extract or a dry powder.

6. The dosage form of the composition of claim 5 , wherein the CoQ10 and the adjuvant mixture are at a weight to weight ratio of adjuvant mixture to CoQ10 of from 1:1 to 5:1.

7. The composition according to claim 1 , which is characterized by the ability of the adjuvant mixture to also increase permeability of CoQ10 though intestinal epithelial cell.

8. The composition according to claim 1 , which is characterized by the ability of the adjuvant mixture to also increase the uptake of CoQ10 by intestinal epithelial cells.

9. The composition according to claim 1 , which is characterized by the ability of the adjuvant mixture to also increase the absorption of CoQ10 and the concentration of CoQ10 in the blood of mammals.

10. The composition according to claim 1 , which is characterized by the ability of the adjuvant mixture to also improve delivery of the CoQ10 to cellular organelles.

11. A composition comprising CoQ10 and an adjuvant mixture wherein the adjuvant mixture is present in an amount effective to improve the oral bioavailability of CoQ10, said adjuvant mixture prepared from a volatile distillate byproduct fraction of mint derived from an extracted essential oil fraction of mint, wherein the adjuvant mixture is present in an amount effective to improve the oral bioavailability of CoQ10, the adjuvant mixture comprising:

a. at least 0.5% by weight of at least two of myrcene, farnesene and para-cymene,

b. between 1 and 30% of at least two of α-pinene, β-pinene, sabinene and 1,8-cineole,

c. measurable amounts of at least two of myrcene, para-cymene, farnesene, neo-menthol, 1-octen-3-ol, 3-octanol, and viridiflorol,

d. less than 10% limonene, than 5% of any of menthol, menthone, menthofuran and menthyl acetate, and

e. less than 1% of any of pulegone, and germacrene D.

Continuity (4)
Division 12607617 · Oct 28, 2009
Provisional Application 61108953 · Oct 28, 2008
Provisional Application 61170763 · Apr 20, 2009
Related Publication 20140186322A1 · Jul 3, 2014