Methods of Preparing Cannabinoids From Plant Material
First Claim
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1. A method of obtaining a substantially pure cannabinoid or cannabinoid acid or a product enriched in a given cannabinoid or cannabinoid acid from a plant material, comprising:
- i) obtaining an extract containing a cannabinoid or cannabinoid acid from a plant material;
ii) subjecting the extract of step (i) to a chromatographic step to produce a partially purified extract;
iii) dissolving the partially purified extract in a first solvent, removing any insoluble material therefrom and removing the solvent; and
iv) dissolving the product obtained in step iii) in a second solvent, removing any insoluble material therefrom, and removing the solvent to obtain the substantially pure cannabinoid or cannabinoid acid or the product enriched in a given cannabinoid or cannabinoid acid, wherein the first and second solvents are different, and wherein one of the first or second solvents is a solvent which is substantially more polar than the cannabinoid/cannabinoid acid which it is desired to purify, and the other solvent is a solvent which is substantially less polar than the cannabinoid/cannabinoid acid which it is desired to purify.
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Abstract
The invention relates to methods of preparing cannabinoids in substantially pure form starting from plant material. Also described are substantially pure preparations of various cannabinoids and cannabinoid acids, and also extracts enriched in cannabinoids and cannabinoid acids.
22 Citations
91 Claims
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1. A method of obtaining a substantially pure cannabinoid or cannabinoid acid or a product enriched in a given cannabinoid or cannabinoid acid from a plant material, comprising:
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i) obtaining an extract containing a cannabinoid or cannabinoid acid from a plant material; ii) subjecting the extract of step (i) to a chromatographic step to produce a partially purified extract; iii) dissolving the partially purified extract in a first solvent, removing any insoluble material therefrom and removing the solvent; and iv) dissolving the product obtained in step iii) in a second solvent, removing any insoluble material therefrom, and removing the solvent to obtain the substantially pure cannabinoid or cannabinoid acid or the product enriched in a given cannabinoid or cannabinoid acid, wherein the first and second solvents are different, and wherein one of the first or second solvents is a solvent which is substantially more polar than the cannabinoid/cannabinoid acid which it is desired to purify, and the other solvent is a solvent which is substantially less polar than the cannabinoid/cannabinoid acid which it is desired to purify. - View Dependent Claims (2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16, 17, 18, 19, 20, 21, 22, 23, 24, 25, 26, 27, 91)
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28. A substantially pure preparation of Δ
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9 tetrahydrocannabinolic acid (Δ
9 THCA) having a chromatographic purity of greater than 95%, more preferably greater than 96%, more preferably greater than 97% or most preferably greater than 98% by area normalisation of an HPLC profile. - View Dependent Claims (29, 30, 31, 32, 33)
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9 tetrahydrocannabinolic acid (Δ
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34. A substantially pure preparation of Δ
-
9 tetrahydrocannabinolic acid (Δ
9 THCA) substantially as described herein and having an HPLC profile substantially as shown inFIG. 2 .
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9 tetrahydrocannabinolic acid (Δ
- 35. A substantially pure preparation of cannabidiolic acid (CBDA) having a chromatographic purity of greater than 90%, more preferably greater than 92% or most preferably greater than 94% by area normalisation of an HPLC profile.
- 40. A substantially pure preparation of cannabidiolic acid (CBDA) having a chromatographic purity of greater than 94%, more preferably greater than 96% or most preferably greater than 98% by area normalisation of an HPLC profile.
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46. A substantially pure preparation of cannabidiolic acid (CBDA) substantially as described herein and having an HPLC profile substantially as shown in
FIG. 4 .
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47. A substantially pure preparation of cannabidiolic acid (CBDA) substantially as described herein and having an HPLC profile substantially as shown in
FIG. 5 .
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48. A substantially pure preparation of Δ
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9 tetrahydrocannabinol (Δ
9 THC) having a chromatographic purity of >
99% by area normalisation of an HPLC profile. - View Dependent Claims (49, 50, 51, 52, 53)
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9 tetrahydrocannabinol (Δ
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54. A substantially pure preparation of Δ
-
9 tetrahydrocannabinol (Δ
9 THC) substantially as described herein and having an HPLC profile substantially as shown inFIG. 8 .
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9 tetrahydrocannabinol (Δ
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55. A substantially pure preparation of Δ
-
9 tetrahydrocannabivarin (Δ
9 THCV) having a chromatographic purity of greater than 95%, more preferable greater than 96%, more preferable greater than 97%, more preferable greater than 98%, and most preferable greater than 99% by area normalisation of an HPLC profile. - View Dependent Claims (56, 57, 58, 59, 60, 61)
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9 tetrahydrocannabivarin (Δ
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62. A substantially pure preparation of Δ
-
9 tetrahydrocannabivarin (Δ
9 THCV) substantially as described herein and having an HPLC profile substantially as shown inFIG. 11 .
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9 tetrahydrocannabivarin (Δ
- 63. A product enriched in cannabigerol (CBG) having a chromatographic purity of greater than 90%, preferably greater than 92% by area normalisation of an HPLC profile.
- 68. A substantially pure preparation of cannabigerol (CBG) having a chromatographic purity of greater than 92%, more preferably greater than 94%, more preferably greater than 96% or most preferably greater than 97% by area normalisation of an HPLC profile.
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75. A product enriched in cannabigerol (CBG) substantially as described herein and having an HPLC profile substantially as shown in
FIG. 14 .
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76. A substantially pure preparation of cannabigerol (CBG) substantially as described herein and having an HPLC profile substantially as shown in
FIG. 15 .
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77. A substantially pure preparation of cannabigerol (CBG) substantially as described herein and having an HPLC profile substantially as shown in
FIG. 16 .
- 78. A product enriched in cannabichromene (CBC) having a chromatographic purity of greater than 80%, more preferably greater than 85% by area normalisation of an HPLC profile.
- 83. A substantially pure preparation of cannabichromene (CBC) having a chromatographic purity of greater than 85%, more preferably greater than 90%, more preferably greater than 95%, more preferably greater than 98% or most preferably greater than 99% by area normalisation of an HPLC profile.
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89. A product enriched in cannabichromene (CBC) substantially as described herein and having an HPLC profile substantially as shown in
FIG. 19 .
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90. A substantially pure preparation of cannabichromene (CBC) substantially as described herein and having an HPLC profile substantially as shown in
FIG. 20 .
Specification