WO2020097721A1 - Préparation d'extraits et de compositions comprenant des extraits - Google Patents

Préparation d'extraits et de compositions comprenant des extraits Download PDF

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Publication number
WO2020097721A1
WO2020097721A1 PCT/CA2019/051611 CA2019051611W WO2020097721A1 WO 2020097721 A1 WO2020097721 A1 WO 2020097721A1 CA 2019051611 W CA2019051611 W CA 2019051611W WO 2020097721 A1 WO2020097721 A1 WO 2020097721A1
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WO
WIPO (PCT)
Prior art keywords
oil
cannabis
extract
biomass
organic solvent
Prior art date
Application number
PCT/CA2019/051611
Other languages
English (en)
Inventor
Priyantha D.C. Wimalaratne
Philip A. CAMPBELL
Reid A. PARR
Original Assignee
Agrima Scientific Corp.
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Agrima Scientific Corp. filed Critical Agrima Scientific Corp.
Publication of WO2020097721A1 publication Critical patent/WO2020097721A1/fr

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    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01DSEPARATION
    • B01D11/00Solvent extraction
    • B01D11/02Solvent extraction of solids
    • B01D11/0288Applications, solvents
    • AHUMAN NECESSITIES
    • A23FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23LFOODS, FOODSTUFFS, OR NON-ALCOHOLIC BEVERAGES, NOT COVERED BY SUBCLASSES A21D OR A23B-A23J; THEIR PREPARATION OR TREATMENT, e.g. COOKING, MODIFICATION OF NUTRITIVE QUALITIES, PHYSICAL TREATMENT; PRESERVATION OF FOODS OR FOODSTUFFS, IN GENERAL
    • A23L27/00Spices; Flavouring agents or condiments; Artificial sweetening agents; Table salts; Dietetic salt substitutes; Preparation or treatment thereof
    • A23L27/10Natural spices, flavouring agents or condiments; Extracts thereof
    • AHUMAN NECESSITIES
    • A23FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23LFOODS, FOODSTUFFS, OR NON-ALCOHOLIC BEVERAGES, NOT COVERED BY SUBCLASSES A21D OR A23B-A23J; THEIR PREPARATION OR TREATMENT, e.g. COOKING, MODIFICATION OF NUTRITIVE QUALITIES, PHYSICAL TREATMENT; PRESERVATION OF FOODS OR FOODSTUFFS, IN GENERAL
    • A23L27/00Spices; Flavouring agents or condiments; Artificial sweetening agents; Table salts; Dietetic salt substitutes; Preparation or treatment thereof
    • A23L27/10Natural spices, flavouring agents or condiments; Extracts thereof
    • A23L27/115Natural spices, flavouring agents or condiments; Extracts thereof obtained by distilling, stripping, or recovering of volatiles
    • AHUMAN NECESSITIES
    • A23FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23LFOODS, FOODSTUFFS, OR NON-ALCOHOLIC BEVERAGES, NOT COVERED BY SUBCLASSES A21D OR A23B-A23J; THEIR PREPARATION OR TREATMENT, e.g. COOKING, MODIFICATION OF NUTRITIVE QUALITIES, PHYSICAL TREATMENT; PRESERVATION OF FOODS OR FOODSTUFFS, IN GENERAL
    • A23L33/00Modifying nutritive qualities of foods; Dietetic products; Preparation or treatment thereof
    • A23L33/10Modifying nutritive qualities of foods; Dietetic products; Preparation or treatment thereof using additives
    • A23L33/105Plant extracts, their artificial duplicates or their derivatives
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K36/00Medicinal preparations of undetermined constitution containing material from algae, lichens, fungi or plants, or derivatives thereof, e.g. traditional herbal medicines
    • A61K36/18Magnoliophyta (angiosperms)
    • A61K36/185Magnoliopsida (dicotyledons)
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K2236/00Isolation or extraction methods of medicinal preparations of undetermined constitution containing material from algae, lichens, fungi or plants, or derivatives thereof, e.g. traditional herbal medicine
    • A61K2236/30Extraction of the material
    • A61K2236/37Extraction at elevated pressure or temperature, e.g. pressurized solvent extraction [PSE], supercritical carbon dioxide extraction or subcritical water extraction

Definitions

  • This invention relates to the preparation of extracts from cannabis plants.
  • the invention relates to methods of preparing cannabis compositions and tinctures.
  • the cannabis plant including the flowers of Cannabis sativa, indica and rudralis, contain more than 500 different chemical compounds.
  • These compounds include cannabinoids, amino acids, proteins, glycoproteins, enzymes, terpenes, flavonoids, non-cannabinoid phenols, nitrogenous compounds, sterols, sugars, fatty acids, hydrocarbons, simple alcohols, simple aldehydes, simple ketones, simple acids, simple esters and lactones, steroids, vitamins, pigments and other elements.
  • Some of these compounds are biologically active while others are benign, for example, several of the cannabinoids are biologically active.
  • Such biologically active cannabinoids include tetrahydrocannabinol (THC), cannabidiol (CBD), cannabinol (CBN), cannabichromene (CBC), cannabigerol (CBG), tetrahydrocannabivarin (THCV), cannabicyclol (CBL), cannabivarin (CBV), cannabidivarin (CBDV), cannabichromevarin (CBCV), cannabigerovarin (CBGV), cannabigerol monomethyl ether (CBGM), cannabielsoin (CBE), cannabicitran (CBT) and acids thereof.
  • THC cannabidiol
  • CBD cannabinol
  • CBD cannabigerol
  • THCV tetrahydrocannabivarin
  • CBL cannabicyclol
  • CBDV cannabidivarin
  • CBDV cannabichromevarin
  • CBDV
  • Cannabis root is not a significant source of THC, CBD or other known phytocannabinoids.
  • cannabinoid extracts often have an unpleasant and/or bitter taste due to the presence of substantial amounts of various secondary metabolites which makes oral consumption challenging.
  • the present invention provides a method of preparing cannabis tinctures.
  • the present disclosure provides a method of extraction, the method comprising extracting volatile compounds from biomass to produce an extract of volatile compounds and residual biomass, wherein the biomass comprises cannabis flowers; extracting the residual biomass with an organic solvent at a temperature between about -25°C and about -80°C for about 5 minutes or less to produce a concentrated oil comprising non-volatile compounds; and combining the extract of volatile compounds and the concentrated oil to form a combined extract.
  • the method may also comprise extracting compounds from cannabis roots to produce a cannabis root extract and combining the combined extract with the cannabis root extract to form a three-component combined extract.
  • the extract of volatile compounds comprises cannabis terpenes. Also disclosed is an extract of cannabis prepared according to such methods.
  • the present disclosure provides a method of preparing a composition, the method comprising extracting volatile compounds from biomass to produce an extract of volatile compounds and residual biomass, wherein the biomass comprises cannabis flowers; extracting the residual biomass with an organic solvent at a temperature between about -25°C and about -80°C for about 5 minutes or less to produce a liquid phase comprising non-volatile compounds; concentrating the liquid phase by removing the organic solvent to produce a concentrated oil; combining the extract of volatile compounds and the concentrated oil to form a combined extract; and diluting the combined extract with a diluent, wherein the volatile and non-volatile compounds dissolve in the diluent to form the composition.
  • the method may also comprise extracting compounds from cannabis roots to produce a cannabis root extract and combining the combined extract with the cannabis root extract to form a three-component combined extract.
  • the extract of volatile compounds comprises cannabis terpenes. Also disclosed is a tincture for oral consumption prepared according to such methods.
  • the present disclosure provides a method of extraction, the method comprising extracting biomass with an organic solvent at a temperature between about -25°C and about -80°C for about 10 minutes or less to produce a concentrated oil comprising non-volatile compounds, wherein the biomass comprises cannabis flowers; decarboxylating the cannabinoids in the concentrated oil; and combining the concentrated oil and terpenes to form a combined extract.
  • the method may also comprise extracting compounds from cannabis roots to produce a cannabis root extract and combining the combined extract with the cannabis root extract to form a three-component combined extract.
  • the terpenes may be from one or more of cannabis oil, grapefruit oil, lemongrass oil, lemon oil, lime oil, mint oil, orange oil, peach oil, passionfruit oil, raspberry oil, clove oil, cinnamon oil or cardamom oil. Also disclosed is an extract of cannabis prepared according to such a method.
  • the present disclosure provides a method of preparing a tincture, the method comprising extracting biomass with an organic solvent at a temperature between about -25°C and about -80°C for about 10 minutes or less and removing the solvent to produce a concentrated oil comprising cannabinoids, wherein the biomass comprises cannabis flowers; and combining the concentrated oil with terpenes to form the tincture.
  • the method may further comprise extracting compounds from cannabis roots to produce a cannabis root extract and combining the tincture with the cannabis root extract.
  • the method may further comprise decarboxylating the cannabinoids in the concentrated oil prior to the combining step.
  • the terpenes for use in the methods may be cannabis terpenes or citrus terpenes. Also disclosed is a tincture for oral consumption prepared according to such methods.
  • the disclosure provides methods of extracting compounds from plant material and preparing them for oral consumption or administration.
  • the disclosure provides methods of preparing cannabis extracts comprising water-insoluble and/or lipophilic compounds for oral consumption as a tincture.
  • lipophilic compounds refers to compounds that are soluble in lipids and some organic solvents while being substantially insoluble or only sparsely soluble in water. Most lipophilic compounds have low bioavailability following oral consumption and are excreted from the body.
  • a method of extraction is provided.
  • the methods disclosed herein allow for the extraction of all compounds from plant material, whether biologically active or not, while minimizing extraction of chlorophyll and other pigments.
  • the methods comprise extracting volatile compounds from biomass to produce an extract of volatile compounds and residual biomass.
  • the biomass may be cannabis flowers.
  • volatile compounds refers to compounds that have a high vapour pressure at the conditions used for extracting the biomass.
  • the high vapour pressure of volatile compounds results from a low boiling point, which causes the compounds to evaporate or sublimate from the liquid or solid form of the compound.
  • the volatile compounds may have a boiling point between about 80°C and about 300°C.
  • the volatile compounds from cannabis flowers comprise terpenes.
  • terpene refers to any organic compound found in the essential oils of plants that is based on isoprene (2-methyl-1 ,3-butadiene), where each terpene comprises at least two isoprene units.
  • the terpenes in the volatile compounds from cannabis flowers comprise hydrocarbons, simple alcohols, simple aldehydes, simple ketones, simple acids, simple esters and lactone-type structures.
  • the terpenes can include one or more of a-bisabolol, a-phelandrene, a-pinene, a-terpineol, borneol, b-caryophyllene, b-pinene, cadinene, camphene, camphor, citral, citronellol, D-3-carene, 1 ,8-cineole, eucalyptol, eugenol, y- terpene, geraniol, humulene, limonene, linalool, myrcene, nerol, nerolidiol, ocimene, p- cymene, phytol, pulegone, terpineol-4-ol, terpineol, terpinolene or valencene.
  • the terpenes may increase the homogeneity and stability of the extracts, compositions and/or tinctures for oral consumption.
  • the terpenes may possess anti microbial and anti-fungal activity and may act as a preservative for long-term storage of the extracts, compositions and/or tinctures for oral consumption.
  • the step of extracting volatile compounds is conducted at a temperature sufficient to decarboxylate the compounds in the biomass to their biologically active forms. Decarboxylation may be necessary in order to obtain the biologically active forms of the compounds. If the extraction process of volatile compounds is steam distillation, the compounds in the biomass may be decarboxylated without the use of thermally induced decarboxylation after a solvent extraction step.
  • non-volatile compounds refers to compounds that do not readily evaporate under the conditions used for extracting the biomass.
  • non-volatile compounds include the cannabinoids, nitrogenous compounds, amino acids, proteins, glycoproteins, enzymes, sugars and related compounds, hydrocarbons, fatty acids, steroids, noncannabinoid phenols, flavonoids, vitamins, and pigments.
  • the solvent extraction of the residual biomass may be performed at low temperature, for example, between about -25°C and about -80°C, and may be conducted within a short period of time, such as, for example, less than about 10 minutes, less than about 9 minutes, less than about 8 minutes, less than about 7 minutes, less than about 6 minutes, less than about 5 minutes, less than about 4 minutes, less than about 3 minutes, less than about 2 minutes, less than about 1 minute, less than about 30 seconds or any amount of time therebetween.
  • the temperature for solvent extraction is about -25°C.
  • conducting the solvent extraction at low temperature and for a short period of time may avoid extraction of chlorophyll and/or other undesirable pigments into the liquid phase.
  • the organic solvent may be a polar organic solvent, a medium polar organic solvent or a non-polar organic solvent.
  • the solvent may be ethanol, methanol, propanol, isopropyl alcohol, butanol, tetrahydrofuran, ethyl acetate, acetone, chloroform, diethyl ether, dichloromethane, acetonitrile, dimethylformamide, acetic acid, toluene, 1 ,4-dioxane, dimethyl sulfoxide, pentane, hexane or cyclohexane.
  • the solvent is a polar organic solvent such as, for example, ethanol, methanol, ethyl acetate, acetone, chloroform, diethyl ether or combinations thereof.
  • the liquid phase may be concentrated by removing the organic solvent to form a concentrated oil.
  • the concentrated oil (or the concentrated liquid phase) may be standardized and used in a subsequent dilution step.
  • the extraction step to isolate the volatile compounds is not performed before the solvent extraction step, then the volatile compounds are lost during removal of the organic solvent.
  • the volatile compounds must be isolated prior to solvent extraction.
  • the biomass is subject to solvent extraction without the prior extraction of the volatile compounds, the obtained concentrated oil comprising non-volatile compounds requires decarboxylation in order for some cannabinoids to be in their biologically active form, as described above. Without decarboxylation, the concentrated oil comprises cannabinoid acids.
  • the residual biomass is dried prior to solvent extraction. For example, steam distilled residual biomass may be dried before solvent extraction. If the residual biomass has a high moisture content, the final extract may compromise water which may affect the homogeneity of the extract and the consistency of the final product.
  • a new batch of biomass containing volatile compounds may be used for extraction with the organic solvent. This step may protect the cannabinoid acids (for example, THCA, CBDA, THCVA, CBNA, CBLA and CBGA) from thermal conversion caused during the extraction of volatile compounds from the biomass. Most volatile compounds in the biomass are evacuated from the extract during the solvent evaporation. In various embodiments, the biomass is from the same strain of cannabis plant used for steam distillation to extract the volatile compounds.
  • cannabinoid acids for example, THCA, CBDA, THCVA, CBNA, CBLA and CBGA
  • the extract of volatile compounds, including cannabis terpenes, and the concentrated oil are combined to form a combined extract.
  • the amount or ratio of each of the extract of volatile compounds and the concentrated oil may be adjusted to achieve a suitable ratio of terpenes in the combined extract similar to that which is present in the cannabis flowers.
  • the concentrated oil is combined with terpenes from sources other than cannabis to form the combined extract.
  • terpenes may be extracted from other biomass or synthetically produced.
  • the terpenes are citrus terpenes.
  • Terpenes from other biomass can be from one or more of grapefruit oil, lemongrass oil, lemon oil, lime oil, mint oil, orange oil, peach oil, passionfruit oil, raspberry oil, clove oil, cinnamon oil and cardamom oil.
  • Suitable synthetic terpenes for use in the extracts and compositions for oral administration of the present disclosure would be known by a person of ordinary skill in the art.
  • extracts from roots of cannabis plants may be used in the extracts and compositions disclosed herein.
  • Compounds from the roots of cannabis plants including, for example, monoterpenes, triterpenoids, alkaloids, sterols, N-(p- hydroxy-p-phenylethyl)-p-hydroxy-frans-cinnamamide and choline, are heavy molecules and present in the inner tissues of the roots. Therefore, they can be extracted with a hot solvent, such as grain alcohol, using a Soxhlet extraction technique or another reasonably high temperature extraction technique using a suitable solvent.
  • the root biomass is from the same cannabis strain as the flowers used in the extraction described above. In various embodiments, the root biomass is thoroughly cleaned and dried to a minimal moisture content before use.
  • the extract of volatile compounds, the concentrated oil or the combined extract may be mixed with the cannabis root extract to form a three- component combined extract.
  • the composition of the three- component combined extract may be adjusted to obtain a desirable amount of terpenes in the three-component combined extract.
  • the combined extract or the three-component combined extract may comprise less than about 15%, less than about 12%, less than about 10%, less than about 7%, less than about 5%, less than about 4%, less than about 3%, less than about 2%, less than about 1 %, less than about 0.5%, less than about 0.25% by weight to total weight of the extract, or any percentage therebetween, of terpenes.
  • the disclosed extracts include a full blend of compounds, including both volatile and non-volatile compounds found in cannabis flowers and the compounds found in cannabis roots, and not only the known biologically active cannabinoids.
  • the combined extract and the three-component combined extract may have enhanced bioavailability and/or activity following oral consumption as compared to bioavailability and/or activity following oral consumption of the cannabinoids alone.
  • the presence of the volatile compounds, including terpenes, and the compounds from the cannabis roots, in the extracts and compositions disclosed herein may enhance the activity of the cannabinoids.
  • the composition of the combined extract or the three-component combined extract is about the same as what is present in the cannabis flowers and roots, in terms of proportion of cannabinoids to other compounds.
  • the concentration of the volatile and non-volatile compounds in the extract may be standardized and used for preparation of compositions for oral consumption, including tinctures for oral consumption. Extracts from different strains of cannabis flower and roots may have different types and ratios of cannabinoids and as a result, these extracts may be combined to form a combined extract or a three-component combined extract with different ratios of cannabinoids.
  • compositions or tinctures with THC, CBD, CBN or combinations with other available cannabinoids such as THCA, CBDA, CBGA, THCV, CBDV, CBG, CBC, CBL, CBV, CBCV, CBGV, CBGM, CBE and CBT, can be prepared.
  • cannabinoid combinations can be prepared by mixing appropriate amounts of two or more extracts together.
  • the combined extract or the three-component combined extract may be combined with a synthetic or isolated form of one or more cannabinoids to produce an extract with certain ratios of compounds.
  • compositions or tinctures in order to prepare a composition that does not contain any chlorophyll or plant pigments, purely isolated or synthetic cannabinoids can be used to prepare compositions or tinctures, to which cannabis or non-cannabis terpenes can be added, as described above.
  • Food colouring may also be added to the composition or tincture in order to provide a certain appearance to the solution or to improve the taste of the composition or tincture.
  • the food colouring may comprise a compound which improves the biological activity of the cannabinoids.
  • suitable food colouring for use with extracts, compositions and tinctures disclosed herein include turmeric extracts, cinnamon extracts, beetroot extracts, carrot extracts, caramel, blueberry extracts, and blackberry extracts.
  • the combined extract or three-component combined extract is diluted with a diluent to obtain the necessary amount of cannabinoids and terpenes in the compositions or tincture for oral consumption.
  • the diluent may dissolve all compounds in the extract to form a homogeneous solution and is a liquid above about 0°C or above about 10°C.
  • the volatile and non-volatile compounds and the compounds from the cannabis roots are lipophilic and soluble in organic solvents and oils which may be the diluent.
  • the diluent may comprise one or more naturally occurring triglycerides, grain alcohol (95% ethanol) or polyhydroxy alcohol (glycerol).
  • the diluent does not contain large quantities of residual water.
  • the diluent is food grade and edible.
  • triglycerides formed from long chain or medium chain saturated or unsaturated fatty acids ranging from 8 to 24 carbon atoms may be the diluent.
  • food grade edible oils such as cottonseed oil, soybean oil, safflower oil, sesame oil, sunflower oil, castor oil, corn oil, palm oil, grapeseed oil, coconut oil, peanut oil, canola oil, hydrogenated soybean oil, hydrogenated vegetable oils, hydrogenated sesame oil, poppy seed oil and olive oil are used as the diluent.
  • the preferred diluent depends on the composition of the combined extract or the three-component combined extract and a person of ordinary skill in the art can determine the preferred diluent through routine experimentation.
  • the terpenes in the combined extract and the three- component combined extract may act as a dissolution co-solvent for cannabinoids and may maintain the homogeneity of the extracts and compositions during storage.
  • an amount of the combined extract or the three- component combined extract may be produced as a tincture for oral consumption.
  • the tinctures may provide efficient delivery of cannabinoids into the body through sublingual, buccal or gastrointestinal routes.
  • the composition may be suitable for delivery to the gastrointestinal tract and avoid hepatic first-pass metabolism via oral consumption.
  • Example 1 Preparation of extracts from cannabis flowers
  • Cannabis sativa L. were steam distilled for three hours.
  • the steam distilled oil fraction containing the volatile compounds collected in the receiving unit was transferred into a clean container and dried using anhydrous sodium sulphate.
  • the dried oil fraction was filtered to remove solid particles to obtain a clear oily liquid as a filtrate.
  • the total weight of the filtrate, or volatile extracts, containing the volatile compounds was 3.8 g.
  • the residual biomass from the steam distillation contains non-volatile compounds. This residual biomass was dried at room temperature for four days to a constant weight. The dried residual biomass was mixed with 10 L of ethanol (95%) and extracted at -25°C under atmospheric pressure for 30 seconds. The liquid was separated from the solid biomass and extraction was repeated with an additional 8.0 L of ethanol at -25°C. The combined ethanol extracts were filtered under suction. The solvent was removed from the filtrate using a rotary evaporator under reduced pressure at 45°C to obtain a concentrated oil (liquid phase as an oily resin).
  • Concentrations of cannabinoids in the concentrated oil were determined by HPLC. Analysis showed that the concentrated oil contained THC (83.47%) as the major cannabinoid and THCA (0.10%), CBDA (0.04%), CBD (0.19%), and CBN (0.13%) as minor components. The final weight of the concentrated oil was 192.0 g.
  • Example 2 Preparation of a cannabis root extract
  • Roots obtained from Cannabis sativa L. were cleaned using distilled water and dried at 25°C for 7 days to a constant weight. Dried and ground roots (274 g) were extracted with 2.0 L of hot ethanol (95%) in a Soxhlet extractor for 15 hours. Extracts were filtered, and rotary evaporated under reduced pressure at 45°C to obtain a concentrated root extract. The final weight of the concentrated root extract was 46.6 g.
  • Example 3 Preparation of a three-component combined extract from cannabis flowers and roots [0041]
  • the concentrated oil obtained from Example 1 (119.80 g), the volatile extracts (2.37 g) obtained from steam distillation in Example 1 and the concentrated root extract from Example 2 (18.0 g) were added to grapeseed oil (4490 g). This mixture was stirred at room temperature for 30 minutes. The concentration of THC in this mixture was 20 mg/mL.
  • Example 4 Preparation of a combined extract from cannabis flowers
  • Example 2 The concentrated oil obtained from Example 1 (119.80 g) was added to grapeseed oil (4514 g) and the volatile extracts (2.37 g) from Example 1. This mixture was stirred at room temperature for 30 minutes. The concentration of THC in this mixture was 20 mg/mL.
  • Example 5 Preparation of a cannabis flower extract
  • Cannabis sativa L. was mixed with 10 L of ethanol (95%) and extracted at -25°C under atmospheric pressure for 30 seconds. The liquid was separated from the solid biomass and extraction was repeated one more time with 8.0 L of ethanol at -25°C. The combined ethanol extracts were filtered under suction. The solvent was removed from the filtrate using a rotary evaporator under reduced pressure at 45°C to obtain the concentrated extract as an oily resin. The concentrated extract was decarboxylated at 80°C for 3.0 hours. The concentration of cannabinoids in this extract was determined by HPLC. Analysis showed that the extract contained THC (73.43%) as the major cannabinoid and THCA (0.25%), CBDA (0.08%), CBD (0.25%) and CBN (0.20%) as minor compounds. The final weight of the sample was 188.0 g.
  • Example 6 Preparation of a composition from cannabis flower extract, cannabis root extract and citrus terpenes
  • Example 5 The extract from Example 5 (136.2 g), root extract (18.0 g) from Example 2 and food grade orange oil (16.0 g, terpene) were added to a triglyceride solution (4466 g, grapeseed oil). The mixture was stirred at room temperature for 30 minutes. The concentration of THC in this mixture was 20 mg/mL.
  • Example 7 Preparation of a composition from cannabis flower extract and citrus terpenes

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Abstract

L'invention concerne des procédés d'extraction. Des composés volatils sont extraits de la biomasse pour produire un extrait de composés volatils et de la biomasse résiduelle. La biomasse résiduelle est extraite avec un solvant organique à une température comprise entre environ -25°C et environ -80°C pendant environ 10 minutes ou moins pour produire une huile concentrée comprenant des composés non volatils. Un extrait combiné est formé par combinaison de l'extrait de composés volatils et de l'huile concentrée. Un extrait combiné peut également être préparé par extraction de biomasse avec un solvant organique à une température comprise entre environ -25°C et Environ -80°C pendant environ 10 minutes ou moins pour produire une huile concentrée comprenant des composés non volatils et combinant l'huile concentrée avec des terpènes. Les extraits combinés peuvent être combinés à un extrait de racine de cannabis. Les extraits combinés peuvent être utilisés dans la préparation de teintures.
PCT/CA2019/051611 2018-11-13 2019-11-12 Préparation d'extraits et de compositions comprenant des extraits WO2020097721A1 (fr)

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Publication number Priority date Publication date Assignee Title
WO2023081976A1 (fr) * 2021-11-12 2023-05-19 Cymra Life Sciences Limited Extraction de produits du cannabis

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US20170312651A1 (en) * 2016-04-14 2017-11-02 Yevgeniy Galyuk Methods to Reduce Chlorophyll Co-Extraction Through Extraction of Select Moieties Essential Oils and Aromatic Isolates

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MILLER, M .: "Getting Near the Clear: A Guide to Cannabis Distillates, High Times", 3 November 2017 (2017-11-03), XP055708835, Retrieved from the Internet <URL:https://hightimes.com/culture/cannabis-distillates> [retrieved on 20200128] *

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* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2023081976A1 (fr) * 2021-11-12 2023-05-19 Cymra Life Sciences Limited Extraction de produits du cannabis

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