DE202022102593U1 - Composition with cannabinoids and their use - Google Patents

Abstract

Composition includes:
(a) phase containing one or more cannabinoid compounds other than tetrahydrocannabinol,
(b) at least one emulsifier and
(c) water phase.

Description

The invention is in the field of the food industry and relates to a composition containing cannabinoids other than tetrahydrocannabinol and the use of this composition as a food or as an additive to a food.

The increasing health awareness within the population encourages the search for new products that support a healthy diet. Therefore, hemp products, which are said to have a health-related effect, are becoming increasingly popular with consumers in the food sector. Due to the current debates on the legalization of cannabinoids at federal and European level, pure cannabidiol, also known as CBD, and products containing CBD also play a major role, since, unlike tetrahydrocannabinol/THC-containing products, they are not subject to any narcotics regulations. Many products with CBD are already offered in Germany as dietary supplements without health claims, but with an explicit reference to the CBD they contain. Due to the anticonvulsant, anti-inflammatory, anxiolytic and anti-nausea effects of CBD, it is used in various dietary supplements, for example to support sleep and/or sedation.

To date, 113 cannabinoids have been identified in the hemp plant (Cannabis sp.). The main components of the cannabinoid-containing plant extract are tetrahydrocannabinol (THC), which has psychoactive properties, and cannabidiol (CBD). Furthermore, naturally occurring cannabinoids are so-called phyto-cannabinoids such as cannabigerol (CBG), cannabinol (CBN), cannabitriol (CBT), cannabichromene (CBC), cannabicyclol, cannabinodiol, cannabielsoin, cannabidivarin and their derivatives. These can of course be obtained from the plants by various methods or, like CBD, for example, be produced synthetically.

It is known that cannabinoids undergo a strong degradation during storage, especially in light and atmospheric oxygen [The stability of cannabis and is preparations on storage, Fairbairn et al. J Pharm Pharmacol 1976 JA, 28(1); 1-7]. For example, in a strongly alkaline environment under oxidative conditions, CBD is oxidized to cannabinol during prolonged storage in the presence of air. Therefore, the object of the present invention is to provide CBD-containing foods with a long shelf life.

Furthermore, CBD-containing products such as hemp juice, which is obtained by cold-pressing industrial hemp, have a very strong influence on sensory and perception due to other ingredients in the raw material, for example through a hay-like, herbal to musty taste and a green inherent color. As a result, most CBD-containing products extracted from hemp are not suitable for all applications. The object of the invention is also to provide a CBD-containing composition for use in food that does not affect or change the sensory properties of the food.

It is known that CBD is practically insoluble in water and therefore has to be converted into a water-soluble form for many food applications. For example describes U.S. 10,842,773 B2 a water-soluble formulation of cannabinoids for mixing with other liquids or even liquid foods and increased bioavailability in the gut. A water-soluble tocopherol (TGRS = tocopherol polyethylene glycol succinate) is used to improve the solubility and bioavailability of cannabinoids in the water phase, which, however, is not approved for food in Europe.

The invention solves these problems in a surprisingly simple manner with a composition as claimed in claim 1 and its use as claimed in claim 11.

1. (a) Phase, die mindestens einer Cannabinoid-Verbindung, außer Tetrahydrocannabinol, enthält,
2. (b) mindestens einen Emulgator und
3. (c) Wasserphase.

The invention provides a composition comprising the following components:

1. (a) phase containing at least one cannabinoid compound other than tetrahydrocannabinol,
2. (b) at least one emulsifier and
3. (c) water phase.

The phase (a) used is preferably composed of at least one oil and/or terpene and at least one cannabinoid compound, excluding tetrahydrocannabinol. In the context of the present invention, such a phase can be referred to as an oil phase. The term oil means an organic liquid that cannot be mixed with water. Unlike terpenes, oils have a higher viscosity than water. Terpenes are also sparingly soluble in water, but dissolve well in non-polar solvents. To solve this problem, however, both vegetable and synthetic oils or terpenes can be used, preferably oils that are suitable for the production of food, so-called edible oils, are used. For example, oils can include sen, linseed oil, sunflower oil, olive oil, safflower oil, palm oil, grapeseed oil, MCT oil, soybean oil, rice germ oil, coconut oil, other oilseed oils or mixtures thereof.

The proportion of the oil phase in the total composition is at least 1 to 30% by weight, preferably the proportion is at least 1 to 20% by weight, preferably the proportion of the oil phase is at least 1 to 10% by weight of the total composition.

The cannabinoid compound used can be obtained naturally from a plant such as hemp, or it can be synthetically produced. Cannabinoid compounds includes compounds from the group belonging to cannabidiol (CBD), cannabigerol (CBG), cannabinol (CBN), cannabitriol (CBT), cannabichromene (CBC), cannabicyclol, cannabinodiol, cannabielsoin, cannabidivarin and their derivatives. A preferred embodiment of the invention is a synthetically produced cannabinoid compound. A synthetically produced CBD mixed with a carrier oil or solvent and referred to as CBD oil is preferably used.

The cannabinoid compound used is dissolved in the composition according to the invention in a concentration of 0.1 to 20% by weight, based on the total weight of the composition.

Furthermore, at least one additive--also called auxiliary or additive--can be added to the oil phase. Additives include the group consisting of antioxidants, weighting agents, colorants, aromas, vitamins or stabilizers. The oil phase preferably contains at least one antioxidant, which slows down or completely prevents the oxidative breakdown of the cannabinoid compound and thus ensures the CBD content over the storage period of the composition. Both synthetic and natural antioxidants can be used as antioxidants, with antioxidants suitable for food being preferred. The group of antioxidants includes tocopherol and/or tocotrienol and their derivatives, phenolic antioxidants such as flavonoids, carotenoids, gallates, butylated hydroxyanisole, butylated hydroxytoluene or mixtures thereof.

The emulsifier (b) used in the composition according to the invention serves as an auxiliary to combine two immiscible liquids, here oil and water phase, into a finely divided mixture, an emulsion, preferably an oil-in-water emulsion, also called OW emulsion, to mix and stabilize. An emulsifier is a surface-active substance and is also referred to as a surfactant because it has both a hydrophobic and a hydrophilic part of the molecule and is therefore amphiphilic. Emulsifiers that are important for applications in the food industry are lecithins, mono- and diglycerides of fatty acids, but also modified starches, citric acid esters, sugar esters, lactic acid esters, saponins, pectins, gum arabic, also modified, gum Ghatti, polysorbates or mixtures thereof.

In a preferred embodiment of the composition, the emulsifier comprises the group consisting of gum arabic, gum ghatti and/or modified starch. The amount of emulsifier, based on the total composition, can be between 1 and 40% by weight, preferably between 5 and 30% by weight and particularly preferably between 10 and 20% by weight.

The composition according to the invention also comprises the water phase (c), which, in addition to water, can also contain other water-soluble components. The additives are preferably those that are suitable and approved for the production of food. For example, additives - substances that are added to the product in small quantities in order to achieve or improve certain properties - can be dissolved in the water phase. In a preferred embodiment, at least one additive is contained in the water phase, with the additives being selected from the group comprising preservatives, acidifiers, colorants, stabilizers, vitamins, minerals and antioxidants.

With the help of the emulsifier, the oil phase forms a stable disperse system with the water phase, also known as an emulsion, which does not separate or separate into the respective components during storage. The two liquids are mixed together with the emulsifier, for example, using a high-performance dispersing device, also known as a high-shear mixer, and subsequent homogenization. Other methods known to those skilled in the art can also be used for this.

• Dv(10) im Bereich von größer oder gleich ca. 0,1 µm bis kleiner oder gleich ca. 0,3 µm, bevorzugt größer oder gleich ca. 0,2 µm bis kleiner oder gleich ca. 0,3 µm, insbesondere D v(10) = 0,22 bis 0,28 µm,
• Dv(50) im Bereich von größer oder gleich ca. 0,3 µm bis kleiner oder gleich ca. 0,6 µm, bevorzugt größer oder gleich ca. 0,3 µm bis kleiner oder gleich ca. 0,5 µm, insbesondere Dv(50) = 0,32 bis 0,38 µm,
• Dv(90) im Bereich von größer oder gleich ca. 0,5 µm bis kleiner oder gleich ca. 1,2 µm, bevorzugt größer oder gleich ca. 0,5 µm bis kleiner oder gleich ca. 0,8 µm, insbesondere Dv(90) = 0,52 bis 0,58 µm,

wobei die mittlere volumenbezogene Partikelgröße der Ölphase D[4,3] den sogenannten „DeBrouckere“-Mittelwert im Bereich von größer oder gleich ca. 0,1 bis kleiner oder gleich ca. 2,0 µm, bevorzugt größer oder gleich ca. 0,2 bis kleiner oder gleich ca. 1,2 µm, besonders bevorzugt im Bereich von größer oder gleich ca. 0,3 bis kleiner oder gleich ca. 0,6 µm, insbesondere bei 0,5 µm liegt, gemessen mittels Laserlichtbeugung.The composition according to the invention is preferably an emulsion in which the oil phase is dispersed in the water phase. The values Dv(10), Dv(50) and Dv(90) as well as the mean volume-related particle size of the oil phase D[4,3] are used to characterize a particle size distribution of the composition according to the invention. The value Dv(x) indicates which volume-weighted fraction x [%] of the particles is below this particle size. For example, Dv(90) means that 90% of all particles are smaller than the specified value. Dv(50) indicates the average particle size, ie 50% of the particles are smaller than the specified value. In a preferred embodiment of the invention, the oil phase in the composition according to the invention has the following particle size distribution:

• Dv(10) in the range from greater than or equal to about 0.1 µm to less than or equal to about 0.3 µm, preferably greater than or equal to about 0.2 µm to less than or equal to about 0.3 µm, in particular D v(10) = 0.22 to 0.28 µm,
• Dv(50) in the range of greater than or equal to about 0.3 µm to less than or equal to about 0.6 µm, preferably greater than or equal to about 0.3 µm to less than or equal to about 0.5 µm, especially Dv (50) = 0.32 to 0.38 µm,
• Dv(90) in the range of greater than or equal to about 0.5 µm to less than or equal to about 1.2 µm, preferably greater than or equal to about 0.5 µm to less than or equal to about 0.8 µm, especially Dv (90) = 0.52 to 0.58 µm,

wherein the mean volume-related particle size of the oil phase D[4,3] is the so-called "DeBrouckere" mean value in the range from greater than or equal to about 0.1 to less than or equal to about 2.0 µm, preferably greater than or equal to about 0, 2 to less than or equal to about 1.2 μm, particularly preferably in the range from greater than or equal to about 0.3 to less than or equal to about 0.6 μm, in particular 0.5 μm, measured by means of laser light diffraction.

The particle size distributions were measured by means of laser light diffraction with a Malvern Mastersizer 3000 device using the Mie detection and calculation method. The data on the particle sizes Dv(x) and the mean particle size are to be understood with the usual standard deviations when measuring particle size distributions using laser light diffraction. Those skilled in the art can determine the standard deviation from multiple measurements of the emulsion in question.

The composition according to the invention is in the form of a liquid emulsion, which can also be dried, and can be in the form of a powder.

The composition of the present invention is used as a food or as an additive to a food or dietary supplement. The emulsion can be used in particular to produce a beverage syrup or an end beverage, also called ready-to-drink (RTD).

The invention also relates to all combinations of preferred configurations, insofar as these are not mutually exclusive. The terms "about" or "about" when accompanied by a number mean that values that are at least 10% higher or lower, or 5% higher or lower, and in any case 1% higher or lower, are included.

Example:

An oil phase is prepared in the laboratory by mixing 38 g MCT oil with 10 g synthetic CBD and 2 g Tocopherol E307 with stirring.

141 g modified starch (E1450) are added to the water phase consisting of 806 g distilled water and dissolved with stirring. To stabilize and adjust the pH value, 2 g citric acid (E330) and 1 g potassium sorbate are added to the water phase and dissolved with stirring.

The oil phase is dispersed into the water phase using a high-shear mixer (Ultra-Turrax type from IKA) for three minutes at the highest setting, then finely dispersed using multi-stage homogenization at pressures of 250 bar and 50 bar.

• Der Sauter-Durchmesser d[3,2] betrug 0,338 µm. Der De Brouckere- Durchmesser d[4,3] betrug 0,382 µm. Dv(10) betrug 0,222 µm, Dv(50) hatte einen Wert von 0,366 µm und Dv(90) betrug 0,569 µm.

The particle size distribution of the emulsion produced was analyzed as follows:

• The Sauter diameter d[3,2] was 0.338 µm. The De Brouckere diameter d[4,3] was 0.382 µm. Dv(10) was 0.222 µm, Dv(50) was 0.366 µm and Dv(90) was 0.569 µm.

The emulsion introduced into demineralized water with a concentration of 1:1000 has a turbidity of 89.9 FNU. At a concentration of 2:1000 in demineralized water, a turbidity of 160 FNU can be measured. With increasing concentration, an increase in turbidity can be observed in the application. When the concentration decreases, the turbidity decreases. The emulsion is colorless and therefore does not affect the color of the final application.

The emulsion showed sufficient physical stability over the storage period of six months, i.e. no separation of the emulsion could be observed.

For the sensory assessment of the emulsion, it was mixed in different concentrations (A-15 mg CBD/330 mL, B-15 mg CBD/250 mL; C-20 mg CBD/250 mL)) with invert sugar syrup, citric acid and deionized water. The Approaches were each adjusted to pH 3.0 with citric acid and made up to 1 L with deionized water.

All samples have no intrinsic odor or taste that affects an end application. A slight bitterness could only be detected after swallowing, which increases with increasing concentration.

QUOTES INCLUDED IN DESCRIPTION

This list of documents cited by the applicant was generated automatically and is included solely for the better information of the reader. The list is not part of the German patent or utility model application. The DPMA assumes no liability for any errors or omissions.

Patent Literature Cited

• US 10842773 B2 [0006]

Claims (11)

Composition includes: (a) phase containing one or more cannabinoid compounds other than tetrahydrocannabinol, (b) at least one emulsifier and (c) water phase. composition after claim 1 , wherein the cannabinoid compound is selected from the group comprising cannabidiol, cannabigerol, cannabinol, cannabichromene and cannabidivarin and also mixtures thereof. composition after claim 1 or 2 wherein one or more cannabinoid compounds are present at a concentration of 0.1 to 20% by weight based on the total weight of the composition. A composition according to any one of the preceding claims, wherein the phase (a) comprises at least one oil and/or at least one terpene as solvent, at least one vegetable oil, in particular MCT oil, being particularly preferred. composition after claim 4 , wherein the amount of solvent used is in the range from 1 to 30% by weight, particularly preferably in the range from 1 to 20% by weight, very particularly preferably in the range from 1 to 10% by weight, based on the total weight of the composition . A composition according to any one of the preceding claims, wherein the phase (a) contains at least one further additive, which is preferably selected from the group comprising antioxidants, weighting agents, colorants or stabilizers. A composition according to any one of the preceding claims wherein emulsifier (b) is selected from the group consisting of gum arabic, gum ghatti and modified starch. Composition according to any one of the preceding claims, wherein the amount of emulsifier is between 1 and 40% by weight, more preferably between 5 and 30% by weight, most preferably between 10 and 20% by weight, based on the total weight of the composition . Composition according to any one of the preceding claims, wherein the water phase (c) contains at least one further additive, which is preferably selected from the group consisting of preservatives, acidulants, colorants, stabilizers and antioxidants. A composition according to any one of the preceding claims which is preferably an oil-in-water emulsion wherein the volume median particle size D[4,3] of oil particles of the oil phase is in the range 0.1 to 2.0 µm, more preferably in the range 0.2 to 1.2 μm, very particularly preferably in the range from 0.3 to 0.6 μm. Use of a composition according to one of the preceding claims as a food or as an additive to a food, preferably for the production of a beverage syrup, beverages derived therefrom and/or ready-made beverages.