METHOD FOR EXTRACTION
20220280586 · 2022-09-08
Assignee
Inventors
Cpc classification
A61K31/045
HUMAN NECESSITIES
A61K36/53
HUMAN NECESSITIES
A61K2236/00
HUMAN NECESSITIES
A61K36/14
HUMAN NECESSITIES
A61K36/81
HUMAN NECESSITIES
A61K2236/37
HUMAN NECESSITIES
A61K31/352
HUMAN NECESSITIES
A61K36/67
HUMAN NECESSITIES
International classification
A61K36/81
HUMAN NECESSITIES
A61K31/045
HUMAN NECESSITIES
A61K31/352
HUMAN NECESSITIES
A61K36/14
HUMAN NECESSITIES
A61K36/53
HUMAN NECESSITIES
A61K36/61
HUMAN NECESSITIES
A61K36/67
HUMAN NECESSITIES
Abstract
The invention provides a method for producing a composition of lipophilic compounds using extraction using liquid carbon dioxide or supercritical carbon dioxide as an extractant, said method comprising providing at least one first matrix, selecting at least one second matrix comprising at least one terpene or at least one flavonoid compound that is detectable in said composition of lipophilic compounds, for providing a fingerprint in said composition of lipophilic compounds, said fingerprint at least defined by said at least one terpene or at least one flavonoid compound.
Claims
1. A method for fingerprinting a composition of lipophilic compounds obtained by extraction and separation using liquid carbon dioxide or supercritical carbon dioxide for extraction and separation, wherein the method is for a purpose selected from for marking an individual batch, for marking an origin of the composition, for marking a date of production, and a combination thereof, said method comprising: providing an amount of at least one first matrix of plant-based material comprising a mixture of lipophilic compounds to be extracted and separated, said mixture of lipophilic compound comprising at least two compounds selected from at least one terpene compound, at least one flavonoid compound, and a combination thereof; selecting an extraction temperature between 0° C. and 100° C. and an extraction pressure between 10 and 1000 bar for extracting said at least part of said mixture of lipophilic compounds from said first matrix; defining a separation pressure between 10 and 1000 bar and a separation temperature between 0° C. and 100° C. for providing a fingerprint of said mixture comprising said at least two compounds selected from at least one terpene compound, at least one flavonoid compound, and a combination thereof; extracting said first matrix using said extractant, at said selected extraction pressure and said extraction temperature, providing an extract in said extractant; separating said extract from said extractant at said defined separation pressure and said defined separation temperature providing said fingerprint of said composition of lipophilic compounds comprising said preselected amounts of said at least two compounds selected from at least one terpene compound, at least one flavonoid compound, and a combination thereof providing a fingerprint in said extracted and separated composition of lipophilic compounds, wherein said fingerprint of at least one terpene and/or at least one flavonoid compound is detectable in said extracted and separated composition of lipophilic compounds, wherein selecting an extraction temperature and an extraction pressure and defining a separation pressure and a separation temperature comprises making a calibration matrix for said at least one terpene compound and at least one flavonoid compound in view of at least one of said extraction temperature, said extraction pressure, said separation pressure, and said separation temperature, identifying a required fingerprint, and matching said fingerprint in said calibration matrix with at least one of said extraction temperature, said extraction pressure, said separation pressure, and said separation temperature.
2. The method according to claim 1, comprising selecting an amount of at least one second matrix plant-based material comprising at least one terpene and at least one flavonoid compound, and mixing said amount of the at least one first matrix material and said amount of the at least one second matrix material providing an extraction mixture; wherein said amount of at least one second matrix is less than 10-% by weight of said at least one first matrix material.
3. The method according to claim 1, comprising selecting an amount of at least one second matrix of plant-based material such that the resulting amount of the at least one terpene and at least one flavonoid compound from said at least one second matrix provides a fingerprint to said composition of extracted lipophilic compounds.
4. The method of claim 1, wherein said fingerprint comprises amounts of 3-20 compounds selected from said at least one terpene compound, at least one flavonoid compound, and combinations thereof.
5. The method of claim 1, wherein said fingerprint is further defined by a quantity of said at least two of said at least one terpene and/or at least one flavonoid compound in said composition of lipophilic compounds.
6. The method of claim 1, wherein said fingerprint is instrument measurable and wherein said fingerprint is determined after calibration.
7. The method of claim 1, wherein said composition of lipophilic compounds comprise a mixture of THC and CBD.
8. The method of claim 1, wherein said at least one terpene compound is selected from Limonene, Linalool, α-pinene, Myrcene, p-cymene, Geraniol, β-caryophyllen, β-Eudesmol, Phytol, and a combination thereof.
9. The method of claim 1, wherein said at least one first matrix material comprises at least one selected from hop, sunflower seeds, olives, tobacco, and hemp.
10. The method of claim 1, wherein said extraction pressure is between 15 bar and 300 bar, and said extraction temperature is between 10° C. and 60° C.
11. The method of claim 1, wherein said separation pressure is between 15 bar and 300 bar, and said separation temperature is between 10° C. and 60° C.
12. The method of claim 1, wherein said extraction fluid is at a liquid stage when contacting said extraction mixture.
13. The method of claim 1, wherein said at least one second matrix material substantially consists of plant material selected from the plant family of Piperaceae, the plant family of Solonaceae, the plant family of Cupressaceae, the plant family of Lamiaceae, the plant family of Myrtaceae, and the plant family of Rutaceae.
14. The method of claim 1, wherein said lipophilic compounds of said composition of lipophilic compounds comprise at least one terpene.
15. A composition of lipophilic compounds, comprising <5 wt. % of a fingerprint comprising at least two compounds selected from at least one terpene compound, and at least one flavonoid compound, of predefined amounts and of at least one selected from terpenes and flavonoids.
16. A pharmaceutical composition comprising an extract comprising a mixture of lipophilic, said mixture of lipophilic compound comprising at least two compounds selected from at least one terpene compound, at least one flavonoid compound, and a combination thereof, and a fingerprint comprising at least two compounds selected from at least one terpene compound, at least one flavonoid compound, and a combination thereof.
Description
DESCRIPTION OF PREFERRED EMBODIMENTS
[0071] Various embodiments of production method an resulting composition of lipophilic compounds are described in the examples below. In particular, the example below show various embodiments of providing such a composition of lipophilic compounds with one or more fingerprints that provide traceability, for instance of the origin, of such a mixture. Furthermore, it can provide a tamper evidence marking to a such a mixture of compounds.
Example 1
[0072] In this example an autoclave of 1 litre was filled with 100 grams of hemp. The temperature of the autoclave was set at 50° C. and the pressure was set at 125 bar. The material in the autoclave was extracted with 10 kg of CO2 for one hour. The CO2 was collected at a separator which was set at 50 bar and 50° C. The amount of extracted material collected in the separator was 2.7 grams.
[0073] The experiment was repeated with new hemp material at 250 bar. In this case 4.0 grams was collected from the separator.
[0074] Afterwards the terpene profiles were compared, by analysing the composition with a Gas Chromatograph (GC).
[0075] The analyses show in table 1 below that the relative composition of the terpene profile remains similar at different extraction pressures. The absolute amount is decreased because at higher pressures more waxes and oils are extracted.
TABLE-US-00001 TABLE 1 analysis results from examples 1: effect of autoclave/extraction settings Autoclave settings 125 bar 250 bar Terpene 50° C. 50° C. Limonene 0.00% 0.00% Linalool 0.00% 0.00% α-pinene 0.07% 0.06% Myrcene 0.00% 0.00% p-cymene 0.00% 0.00% Geraniol 0.00% 0.00% β-caryophyllen 0.99% 0.62% β-Eudesmol 0.44% 0.29% Phytol 0.90% 0.74%
Example 2
[0076] In this example, an autoclave of 1 litre was filled with 100 grams of hemp from the same batch as example 1. The temperature of the autoclave was set at 50° C. and the pressure was set at 125 bar. The material in the autoclave was extracted with 10 kg of CO2 for one hour. The CO2 was collected at a separator which was set at 50 bar and 50° C. The amount of extracted material collected in the separator was 2.7 grams.
[0077] The experiment was repeated with new hemp material from the same batch as example 1, but the separator now was set at 50 bar and 30° C. Afterwards 2.8 grams of material was collected from the separator.
[0078] The experiment was repeated again with new hemp material from the same batch as example 1, but the separator was now set at 20 bar and 10° C. Afterwards 2.7 grams of material was collected.
[0079] We compared the terpene profiles afterwards, by analysing the composition with a GC.
[0080] The analyses show in table 2 below that the extracted profile can be changed by setting the separation conditions differently. By decreasing temperature and pressure we increase the amount of mono terpenoids, which are the more volatile terpene compounds.
TABLE-US-00002 TABLE 2 analysis results from example 2, effect of separator settings Separator setting 10° C. 30° C. 50° C. Terpene 20 bar 50 bar 50 bar Limonene 0.17% 0.04% 0.00% Linalool 0.04% 0.00% 0.00% α-pinene 1.22% 0.31% 0.07% Myrcene 0.36% 0.14% 0.00% p-cymene 0.01% 0.00% 0.00% Geraniol 0.00% 0.00% 0.00% β-caryophyllen 1.01% 1.03% 0.99% β-Eudesmol 0.40% 0.38% 0.44% Phytol 0.83% 0.89% 0.90%
This table may be considered indicative of possible variations in compositions obtained by the present method, by selecting and defining separation pressure and temperature. Table 2 shows that an absolute amount of a given compounds obtained after separation of the same matrix plant material, such as limonene, varies from e.g. 0% to 0.17%, depending on conditions during separation. Such is rather unexpected. Hence the claimed method clearly indicates that if proper selection of extraction and separation conditions is done before starting the actual extraction and separation, it is possible to obtain a composition as desired or required. It is possible with the present method to both vary absolute amounts of specific terpenes and flavonoids in a composition obtained, as well as a ratio or ratios of specific terpenes and flavonoids in the composition obtained. The fingerprint, defined by said amount of at least of the terpene/flavonoid compounds, is for a given matrix material, or combination of matrix materials, constant once the selected/defined extraction/separation conditions are used. Thereto typically a variety of pressure/temperature combinations for both extraction and separation was tested; therewith a database with settings and obtained variations in compositions was obtained.
Example 3
[0081] In this example an autoclave of 1 litre was filled with 100 grams of hemp from the same batch as example 1. The temperature of the autoclave was set at 50° C. and the pressure was set at 125 bar. The material in the autoclave was extracted with 10 kg of CO2 for one hour. The CO2 was collected at a separator which was set at 50 bar and 30° C. The amount of extracted material collected in the separator was 2.7 grams.
[0082] The experiment was repeated with new hemp material from the same batch as example 1, but an additional amount of 2 grams of black pepper was added. Afterwards 2.6 grams of material was collected from the separator.
[0083] The experiment was repeated again with new hemp material from the same batch as example 1, but an additional amount of 10 grams of black pepper was added. Afterwards 2.8 grams of material was collected from the separator.
[0084] We compared the terpene profiles afterwards, by analysing the composition with a GC. The results are summarized in table 3 below.
TABLE-US-00003 TABLE 3 extraction with added black pepper Pepper added Terpene 0 gr 2 gr. 10 gr. Limonene 0.00% 0.08% 0.77% Linalool 0.00% 0.00% 0.00% α-pinene 0.03% 0.32% 0.36% Myrcene 0.01% 0.00% 0.03% p-cymene 0.00% 0.02% 0.03% Geraniol 0.00% 0.00% 0.00% β-caryophyllen 1.03% 1.27% 3.06% β-Eudesmol 0.38% 0.43% 0.41% Phytol 0.89% 0.81% 0.84%
From this table it can be concluded that even small amounts of second matrix material, in this case pepper, provide a clear fingerprint. For instance the amount of limonene increases with the addition of pepper, under the give boundary conditions.
[0085] When adding certain natural compounds as second matrix material to the material to be extracted (first and second matrices) we are able to enhance the flavour and the terpenoid and flavonoid profile to the requirements of the end product. Furthermore, we provided the mixture in a simple way with a fingerprint, using natural material as second matrix material. In fact, the lower amount resulted in a detectable change in the profile, while the second amount in addition resulted in a change in flavour.
Example 4
[0086] In this example an autoclave of 1 litre was filled with 100 grams of hemp from the same batch as example 1. The temperature of the autoclave was set at 50° C. and the pressure was set at 125 bar. The material in the autoclave was extracted with 10 kg of CO2 for one hour. The CO2 was collected at a separator which was set at 50 bar and 30° C. The amount of extracted material collected in the separator was 2.7 grams.
[0087] The experiment was repeated with new hemp material from the same batch as example 1, but an additional amount of 4 grams of basil was added. Afterwards 2.6 grams of material was collected from the separator. Basil has high amounts of linalool.
[0088] The experiment was repeated again with new hemp material from the same batch as example 1, but an additional amount of 4 grams of juniper was added. Afterwards 2.8 grams of material was collected from the separator. Juniper is known to be used in Dutch “jenever” and has terpenoids as geraniol, ocymene and β-pinene.
[0089] The experiment was repeated with new hemp material from the same batch as example 1, but an additional amount of 4 grams of sweet oranges was added. Afterwards 2.7 grams of material was collected from the separator. Sweet orange as such is known for its high amounts of limonene.
[0090] The experiment was repeated again with new hemp material from the same batch as example 1, but an additional amount of 4 grams of eucalyptus was added. Afterwards 2.6 grams of material was collected from the separator. Eucalyptus as such is known for its high amount of Ocymene.
[0091] We compared the terpene profiles afterwards, by analysing the composition with a GC. The results are summarized in table 4 below.
[0092] Table 4 shows that the method enables us to change the composition of the terpenes. This makes it possible to increase clinical effects, shelve live, anti-oxidant levels, and create synergistic systems with cannabinoids or flavonoids. It can further provide a security marking or tamper evidence provision using natural material as second matrix material, and that does not harm the product and is not directly clear. Furthermore, it is difficult, if not impossible, to duplicate if the ingredients are not known, in particular if the amount of at least one second matrix material is below 10% by weight.
TABLE-US-00004 TABLE 4 terpene profile with added herbs Herb added Pure Sweet Terpene hemp Basil Juniper Orange Eucalyptus Limonene 0.00% 0.03% 0.00% 0.44% 0.00% Linalool 0.00% 0.35% 0.00% 0.02% 0.00% α-pinene 0.03% 0.03% 0.03% 0.03% 0.03% Myrcene 0.01% 0.00% 0.03% 0.01% 0.01% p-cymene 0.00% 0.02% 0.03% 0.00% 0.00% Geraniol 0.00% 0.00% 0.09% 0.00% 0.00% β-caryophyllen 1.03% 1.00% 0.93% 0.98% 0.97% β-Eudesmol 0.38% 0.43% 0.41% 0.41% 0.38% Phytol 0.89% 0.88% 0.84% 0.82% 0.91% Ocymene 0.00% 0.02% 0.10% 0.00% 0.40% β-pinene 0.01% 0.00% 0.11% 0.02% 0.05%
[0093] Note that in the case of Juniper an amount of geraniol is present, which geraniol is not present in other cases throughout the present description. Said geraniol is therefore a clear indication of presence of juniper, amongst others.
Example 5
[0094] In this example an autoclave of 1 litre was filled with 100 grams of hemp from the same batch as example 1. The temperature of the autoclave was set at 50° C. and the pressure was set at 250 bar. The material in the autoclave was extracted with 10 kg of CO2 for one hour. The CO2 was collected at a separator which was set at 50 bar and 30° C. The amount of extracted material collected in the separator was 4.0 grams.
[0095] The experiment was repeated with new hemp material from the same batch as example 1, but an additional amount of 1 gram of basil, 2 grams of juniper, 1 gram of eucalyptus and 1 gram of clove was added. Afterwards 4.1 grams of material was collected from the separator.
[0096] We compared the terpene profiles afterwards, by analysing the composition with a GC. The result is summarized in table 5 below.
TABLE-US-00005 TABLE 5 terpene profile with herb mixture Composition Pure Hemp with Terpenes hemp herb mix Limonene 0.00% 0.00% Linalool 0.00% 0.05% α-pinene 0.06% 0.07% Myrcene 0.00% 0.01% p-cymene 0.00% 0.01% Geraniol 0.00% 0.03% β-caryophyllen 0.62% 0.64% β-Eudesmol 0.29% 0.25% Phytol 0.74% 0.70% Ocymene 0.00% 0.09% β-pinene 0.00% 0.04%
[0097] The example shows that we can apply the method also for mixtures of herbs as second matrix material. This makes duplication even more complex. Using simple natural ingredients, the mixture can be provided with a unique fingerprint.
Example 6
[0098] In this example an autoclave of 1 litre was filled with 100 grams of hemp from the same batch as example 1. The temperature of the autoclave was set at 50° C. and the pressure was set at 125 bar. The material in the autoclave was extracted with 10 kg of CO2 for one hour. The CO2 was collected at a separator which was set at 50 bar and 20° C. The amount of extracted material collected in the separator was 2.7 grams.
[0099] The experiment was repeated with new hemp material from the same batch as example 1, but an additional amount of 100 mg tea tree leaves. Afterwards 2.8 grams of material was collected from the separator.
[0100] We compared the terpene profiles afterwards, by analysing the composition with a GC. The result is summarized in table 6, where concentrations are now given in ppm.
TABLE-US-00006 TABLE 6 terpene profile with tea leave (ppm) material Pure Hemp with Terpenes Hemp Tea leave Limonene 40 50 Linalool 10 20 α-pinene 310 330 Myrcene 140 160 p-cymene 10 10 Geraniol 0 0 β-caryophyllen 10300 9980 β-Eudesmol 3800 3500 Phytol 8900 8500 Terpinene-4-ol 0 230
[0101] By adding a small amount of tea tree leaves as second matrix material, we make it possible to fingerprint our material and trace it back all over the world.
[0102] In general, we give our extract a terpenoid trace that is unique, by changing amount, and mix. In this way we enable our products to be traced back even if it is used in end-product by other producers. We can change the composition of our trace mixture with other unique natural compounds and do this at different point in time during production or season. The unique chemical composition protects us against false claims and counterfeiting.
[0103] It will also be clear that the above description and drawings are included to illustrate some embodiments of the invention, and not to limit the scope of protection. Starting from this disclosure, many more embodiments will be evident to a skilled person. These embodiments are within the scope of protection and the essence of this invention and are obvious combinations of prior art techniques and the disclosure of this patent.
[0104] The below paragraph relates to the claims as filed in the Priority applications.
1. A method for producing a composition of lipophilic compounds by extraction using liquid or supercritical carbon dioxide as an extractant, said method comprising: [0105] providing a at least one first matrix comprising a mixture lipophilic compounds to be extracted for said composition of lipophilic compounds, said mixture of lipophilic compound comprising at least two selected from at least one terpene compound, at least one flavonoid compound, and a combination thereof; [0106] selecting an extraction temperature and an extraction pressure for extracting said at least part of said mixture of lipophilic compounds from said first matrix for producing said composition of lipophilic compounds; [0107] defining a separation pressure and a separation temperature for providing a preselected mixing ratio of said mixture comprising said at least two selected from at least one terpene compound, at least one flavonoid compound, and a combination thereof; [0108] extracting said first matrix using said extractant, at said selected extraction pressure and said extraction temperature, providing an extract in said extractant; [0109] separating said extract from said extractant at said defined separation pressure and said defined separation temperature for providing said composition of lipophilic compounds comprising said preselected mixing ratio of said at least two selected from at least one terpene compound, at least one flavonoid compound, and a combination thereof for providing a fingerprint in said composition of lipophilic compounds, said fingerprint at least defined by said preselected mixing ratio of said at least two selected from at least one terpene compound, at least one flavonoid compound, and a combination thereof.
[0110] optionally further comprising: [0111] selecting an amount of at least one second matrix comprising at least one terpene or at least one flavonoid compound that is detectable in said composition of lipophilic compounds, said amount of at least one second matrix providing a weight percentage of said at least one second matrix to an extraction mixture of said at least one first matrix and said at least one second matrix of less than 10% by weight, in particular less than 5% by weight, and such that the resulting amount of the at least one terpene and/or at least one flavonoid compound from said at least one second matrix at said extraction temperature and said extraction pressure and said separation pressure range and said separation temperature range is detectable in said composition of lipophilic compounds; [0112] mixing said amount of at least one first matrix and said amount of at least one second matrix for providing said extraction mixture; [0113] extracting said extraction mixture using said extractant, at said selected extraction pressure and said extraction temperature, providing an extract in said extractant; [0114] separating said extract from said extractant at said defined separation pressure and said defined separation temperature for further adding to said fingerprint in said composition of lipophilic compounds, OR
[0115] A method for producing a composition of lipophilic compounds by extraction using liquid or supercritical carbon dioxide as an extractant, said method comprising: [0116] providing an amount of at least one first matrix comprising a mixture of lipophilic compounds for said composition of lipophilic compounds; [0117] selecting an extraction temperature and an extraction pressure; [0118] defining a separation pressure and a separation temperature which, when applied, result in said composition of lipophilic compounds; [0119] selecting an amount at least one second matrix comprising at least one terpene and/or at least one flavonoid compound that is detectable in said composition of lipophilic compounds, said amount of at least one second matrix providing a weight percentage of said at least one second matrix to an extraction mixture of said at least one first matrix and said at least one second matrix of at least 10% by weight, in particular more than 20% by weight, and such that the resulting amount of the at least one terpene and/or at least one flavonoid compound from said at least one second matrix at said extraction temperature and said extraction pressure and said separation pressure range and said separation temperature range provides a functional addition to said composition of lipophilic compounds; [0120] mixing said amount of at least one first matrix and said amount of at least one second matrix for providing said extraction mixture; [0121] extracting said extraction mixture using said extractant, at said selected extraction pressure and said extraction temperature, providing an extract in said extractant; [0122] separating said extract from said extractant at said defined separation pressure and said defined separation temperature for providing said composition of lipophilic compounds with a functional amount of said at least one terpene and/or at least one flavonoid compound in said composition of lipophilic compounds, optionally
[0123] wherein said functional amount is defined by said at least one terpene and/or at least one flavonoid compound in said composition of lipophilic compounds, wherein in particular said functional amount is further defined by a quantity of said at least one terpene and/or at least one flavonoid compound in said composition of lipophilic compounds, more in particular by a ratio of said at least one terpene and/or at least one flavonoid compound in said composition of lipophilic compounds, OR
[0124] A method for producing a composition of lipophilic compounds by extraction using liquid or supercritical carbon dioxide as an extractant, said method comprising: [0125] providing an amount of at least one first matrix holding a mixture of lipophilic compounds of said composition of lipophilic compounds; [0126] selecting an extraction temperature and an extraction pressure; [0127] defining a separation pressure and a separation temperature which, when applied, result in said composition of lipophilic compounds; [0128] selecting an amount at least one second matrix comprising at least one terpene or at least one flavonoid compound that is detectable in said composition of lipophilic compounds, said amount of at least one second matrix providing a weight percentage of said at least one second matrix to an extraction mixture of said at least one first matrix and said at least one second matrix of less than 10% by weight, in particular less than 5% by weight, and such that the resulting amount of the at least one terpene and/or at least one flavonoid compound from said at least one second matrix at said extraction temperature and said extraction pressure and said separation pressure range and said separation temperature range is detectable in said composition of lipophilic compounds; [0129] mixing said amount of at least one first matrix and said amount of at least one second matrix for providing said extraction mixture; [0130] extracting said extraction mixture using said extractant, at said selected extraction pressure and said extraction temperature, providing an extract in said extractant; [0131] separating said extract from said extractant at said defined separation pressure and said defined separation temperature for providing a fingerprint in said composition of lipophilic compounds, said fingerprint at least defined by said at least one terpene and/or at least one flavonoid compound in said composition of lipophilic compounds, optionally wherein said fingerprint is defined by said at least one terpene and/or at least one flavonoid compound in said composition of lipophilic compounds, wherein in particular said fingerprint is further defined by a quantity of said at least one terpene and/or at least one flavonoid compound in said composition of lipophilic compounds, more in particular by a ratio of said at least one terpene and/or at least one flavonoid compound in said composition of lipophilic compounds, optionally
[0132] wherein at least one second matrix comprises a mixture of second matrices, optionally wherein said at least one second matrix comprises a mixture of first matrices, optionally wherein said fingerprint is measurable, in particular instrument measurable, more in particular measurable using gas chromatography, optionally wherein said composition of lipophilic compounds comprise a mixture of THC and CBD, in particular said first matrix comprising hemp or cannabis, optionally wherein said at least one terpene compound is selected from Limonene, Linalool, α-pinene, Myrcene, p-cymene, Geraniol, β-caryophyllen, β-Eudesmol, Phytol, and a combination thereof, optionally wherein said at least one first matrix comprises hop, sunflower seeds, olives, tobacco, hemp, and a combination thereof, optionally wherein said extraction pressure is between 10 and 1000 bar, and said extraction temperature is between 0° C. and 100° C., more in particular said extraction pressure is between 15 bar and 300 bar, and said extraction temperature is between 10° C. and 60° C., more in particular said extraction pressure and said extraction temperature have a positive dependency, optionally wherein said separation pressure is between 10 and 1000 bar, and said separation temperature is between 0° C. and 100° C., more in particular said separation pressure is between 15 bar and 300 bar, and said separation temperature is between 10° C. and 60° C., more in particular said separation pressure and said separation temperature have a positive dependency, optionally wherein said extraction fluid is at a liquid stage when contacting said extraction mixture, in particular said extraction fluid is carbon dioxide (CO2) at a liquid stage, usually below 100° C. and at a pressure below 300 bar, optionally wherein said at least one first matrix substantially consists of plant material, optionally wherein said at least one second matrix substantially consists of plant material, optionally wherein said lipophilic compounds of said composition of lipophilic compounds comprise at least one terpene, and combinations thereof.
[0133] A composition of lipophilic compounds, comprising a fingerprint of predefined amounts and/or ratios of terpenes and/or flavonoids.