WO2010150245A1 - Pharmaceutical and cosmeceutical compositions containing cannabis flower and seed extracts - Google Patents
Pharmaceutical and cosmeceutical compositions containing cannabis flower and seed extracts Download PDFInfo
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- WO2010150245A1 WO2010150245A1 PCT/IL2010/000486 IL2010000486W WO2010150245A1 WO 2010150245 A1 WO2010150245 A1 WO 2010150245A1 IL 2010000486 W IL2010000486 W IL 2010000486W WO 2010150245 A1 WO2010150245 A1 WO 2010150245A1
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- Prior art keywords
- cannabis
- composition
- ointment
- condition
- extract
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- 206010061218 Inflammation Diseases 0.000 claims abstract description 19
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- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 claims description 77
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- 238000000034 method Methods 0.000 claims description 62
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 30
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- VZCCETWTMQHEPK-QNEBEIHSSA-N gamma-linolenic acid Chemical compound CCCCC\C=C/C\C=C/C\C=C/CCCCC(O)=O VZCCETWTMQHEPK-QNEBEIHSSA-N 0.000 claims description 4
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- 239000003814 drug Substances 0.000 description 9
- CYQFCXCEBYINGO-IAGOWNOFSA-N delta1-THC Chemical compound C1=C(C)CC[C@H]2C(C)(C)OC3=CC(CCCCC)=CC(O)=C3[C@@H]21 CYQFCXCEBYINGO-IAGOWNOFSA-N 0.000 description 8
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- ZTGXAWYVTLUPDT-UHFFFAOYSA-N cannabidiol Natural products OC1=CC(CCCCC)=CC(O)=C1C1C(C(C)=C)CC=C(C)C1 ZTGXAWYVTLUPDT-UHFFFAOYSA-N 0.000 description 4
- 229950011318 cannabidiol Drugs 0.000 description 4
- QHMBSVQNZZTUGM-ZWKOTPCHSA-N cannabidiol Chemical compound OC1=CC(CCCCC)=CC(O)=C1[C@H]1[C@H](C(C)=C)CCC(C)=C1 QHMBSVQNZZTUGM-ZWKOTPCHSA-N 0.000 description 4
- PCXRACLQFPRCBB-ZWKOTPCHSA-N dihydrocannabidiol Natural products OC1=CC(CCCCC)=CC(O)=C1[C@H]1[C@H](C(C)C)CCC(C)=C1 PCXRACLQFPRCBB-ZWKOTPCHSA-N 0.000 description 4
- 229940021182 non-steroidal anti-inflammatory drug Drugs 0.000 description 4
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- RCRCTBLIHCHWDZ-UHFFFAOYSA-N 2-Arachidonoyl Glycerol Chemical compound CCCCCC=CCC=CCC=CCC=CCCCC(=O)OC(CO)CO RCRCTBLIHCHWDZ-UHFFFAOYSA-N 0.000 description 2
- 241000628997 Flos Species 0.000 description 2
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- SSNHGLKFJISNTR-DYSNNVSPSA-N (6ar,10ar)-6,6,9-trimethyl-3-pentyl-6a,7,8,10a-tetrahydrobenzo[c]chromen-1-ol;2-[(1r,6r)-3-methyl-6-prop-1-en-2-ylcyclohex-2-en-1-yl]-5-pentylbenzene-1,3-diol Chemical compound OC1=CC(CCCCC)=CC(O)=C1[C@H]1[C@H](C(C)=C)CCC(C)=C1.C1=C(C)CC[C@H]2C(C)(C)OC3=CC(CCCCC)=CC(O)=C3[C@@H]21 SSNHGLKFJISNTR-DYSNNVSPSA-N 0.000 description 1
- 229940122820 Cannabinoid receptor antagonist Drugs 0.000 description 1
- VBGLYOIFKLUMQG-UHFFFAOYSA-N Cannabinol Chemical class C1=C(C)C=C2C3=C(O)C=C(CCCCC)C=C3OC(C)(C)C2=C1 VBGLYOIFKLUMQG-UHFFFAOYSA-N 0.000 description 1
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Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K36/00—Medicinal preparations of undetermined constitution containing material from algae, lichens, fungi or plants, or derivatives thereof, e.g. traditional herbal medicines
- A61K36/18—Magnoliophyta (angiosperms)
- A61K36/185—Magnoliopsida (dicotyledons)
Definitions
- This invention relates to preparations with anti-inflammatory properties, hi particular, those preparations containing as active ingredients extracts of flowers and seeds of Cannabis sp.
- cannabinoids The anti-inflammatory properties of cannabinoids are well-known (Mechoulam, R. "Alkaloids in Cannabis sativa L.”; In: The Alkaloids; Brossi, A, Ed.; San Diego: Academic Press, 1988, 77-93). Indeed, cannabis has been a component of traditional folk remedies, in particular for skin conditions, in many cultures (see, for example * Oumeish, O. Y., "Traditional Arabic Medicine in Dermatology,” Clinics in Dermatology 1999, 17, 13-20, and Mamedov, N.; Gardner, Z.; Craker, L. E., "Medicinal Plants Used in Russia and Central Asia for the Treament of Skin Conditions," J. Herbs, Spices, Med. Plants 2005, 11, 191- 222).
- Patent Application 11/327,693 discloses the use of cannabinol derivatives for treatment inter alia of diseases which are the result of inflammation such as Crohn's disease, ulcerative colitis, and some forms of asthma.
- U.S. Patent Application 11/115,983 discloses a combination of THC and CBD for use to alleviate pain associated with cancer. More relevant to the present invention, a number of inventions have been disclosed that include cannabinoids as therapeutic agents for treatment of skin conditions, or that disclose dermal or transdermal delivery methods for cannabinoids.
- PCT Application WO2007/001891 discloses a composition in which a cannabinoid is combined with a permeation enhancer for improved transdermal delivery of the cannabinoid
- PCT Application WO2008/024408 discloses a composition for transdermal delivery of a cannabinoid that reduces the likelihood of the patient's using the cannabinoid as a drug of abuse.
- a cannabinoid is used in combination with another therapeutic agent.
- U.S. Patent Application 11/510,390 discloses a combination therapy in which a cannabinoid receptor agonist (e.g. THC) is combined with a cannabinoid receptor antagonist that serves to potentiate the activity of the cannabinoid receptor agonist.
- compositions including inter alia compositions containing a cannabinoid and a long-chain unsaturated fatty acid, for treatment of immunoproliferative skin disorders such as psoriasis.
- compositions have in common that they comprise a limited set of specific compounds.
- the cannabinoids in these compounds are either extracted and purified from Cannabis sp., or are synthetic derivatives or analogs of naturally-occurring cannabinoids. It is known, however, that the pharmaceutical activity of cannabis extract is different than that of pure cannabinoids such as THC, and the possibility of synergistic effects among the components of cannabis extract has been hypothesized (Ben-Shabat, S; Fride, E.; Sheskin, T.; Tamiri, T.; Rhee, M. H.; Vogel, Z.; Bisogno, T.; De Petrocellis, L.; Di Marzio, V.; Mechoulam, R.
- the invention disclosed herein comprises a mixture of extracts from flowers and seeds of Cannabis sp.
- the anti-inflammatory properties of these extracts is used to produce an all- natural composition that is effective against conditions, particularly skin conditions, that are characterized by inflammation of tissues.
- the particular combination of these two extracts has a synergistic effect over either extract used alone.
- the composition can also be incorporated into an ointment for dermal or transdermal application of the composition. It is therefore an object of the invention to disclose a composition for treating a condition, said composition adapted for application to the skin and said condition characterized by inflammation of tissue, wherein said composition comprises a mixture of cannabis flower extract and cannabis seed extract.
- composition wherein said cannabis flower extract is obtained by extraction of dried flowers of Cannabis sp. by ethanol. It is a further object of this invention to disclose such a composition, wherein said cannabis flower extract is obtained from a hybrid plant of Cannabis indica and Cannabis sativa. It is a further object of this invention to disclose such a composition as defined in any of the above, wherein said hybrid plant is about 80% Cannabis indica and about 20% Cannabis sativa.
- Cannabis sativa is a genotype the seeds of which have a high gamma linolenic acid content.
- composition comprises said cannabis flower extract and said base in a ratio of about 5:95.
- transdermal ointment for treating a condition characterized by inflammation of tissue, wherein said transdermal ointment comprises a composition according to claim 1 compounded with a vehicle.
- step of obtaining cannabis flower extract further includes the additional step of extracting cannabis flowers with ethanol.
- step of obtaining cannabis flower extract further includes the additional step of obtaining dried flowers of Cannabis sp. It is a further object of this invention to provide such a method, wherein said step of obtaining cannabis flower extract further includes the additional step of extracting cannabis flowers obtained from a hybrid plant of Cannabis indica and Cannabis sativa.
- step of obtaining cannabis seed extract further comprises the step of extracting cannabis seeds using supercritical CO 2 .
- step of obtaining cannabis seed extract further comprises the step of extracting cannabis seeds by cold pressing.
- step of obtaining cannabis seed extract further comprises the additional steps of (a) obtaining seeds of Cannabis sativa; and (b) producing an extract from said seeds.
- step of obtaining seeds of Cannabis sativa further comprises the additional step of obtaining seeds from a genotype of Cannabis sativa the seeds of which have a high gamma linolenic acid content.
- step of obtaining cannabis seed extract further comprises the additional step of preparing a base comprising about 85% cannabis seed extract, about 10% pomegranate seed oil, and about
- step of mixing said cannabis flower extract and said cannabis seed extract further includes the additional step of mixing said cannabis flower extract and said base in a ratio of about 5:95.
- cannabis flowers and “cannabis seed” as used herein refer to the flowers and seeds of any species of plant in the genus Cannabis.
- the terms “extraction,” and “extracting” refer to any process known in the art by which soluble components of plant material are separated from the plant by dissolving them in a solvent, and the term “extract” refers to any solution thus obtained.
- the terms as used herein do not imply any restriction or limitation on the details of the process or the specific content of the extract thus produced.
- the term “DMSO” refers to the chemical dimethylsulfoxide.
- the basic composition disclosed in the present invention comprises two components, an extract of cannabis flowers (Cannabis Flos) and an extract of cannabis seed (Cannabis Semen). The details of the extraction processes are well-known to those skilled in the art.
- the general methods by which the extracts are obtained in the preferred embodiments are as follows.
- the cannabis flower extract is obtained by ethanol extraction of cannabis flowers.
- the cannabis flower extract is obtained by extraction by 95% ethanol derived from fermentation and repeated distillation of pomegranate juice (i.e. the juice of the fruit of Punica grantwn).
- the cannabis flower extract is obtained by extraction by 95% ethanol derived from fermentation and repeated distillation of pomegranate juice obtained from organically grown of dried flowers of Cannabis sp.
- the cannabis seed extract is obtained by cold- pressing.
- the cannabis seed extract is obtained by supercritical fluid extraction using CO 2 as the solvent.
- the cannabis flower extract is obtained from a hybrid plant of about 80% Cannabis indica and about 20% Cannabis sativa.
- the hybrid plants from the which extracts are prepared are organically grown.
- the cannabis seed extract is obtained from seeds of Cannabis sativa.
- the cannabis plants from which the seed extract is obtained are organically grown Cannabis sativa.
- the organically grown Cannabis sativa from which the seed extract is prepared is a genotype with a high concentration of gamma linolenic acid (GLA) in its oil.
- GLA gamma linolenic acid
- This genotype is preferred because these seeds provide a stronger synergistic effect when their extract is combined with cannabis flower extract.
- the exact origin of this synergistic effect remains obscure; it appears to originate from the unexpected benefit of the combined action of THC found in cannabis flower extract with at least one of the literally dozens of natural products (e.g. other cannabinoids, terpenoids, fatty acids, sterols, etc.) found in cannabis seed extract.
- the ratio of cannabis flower extract to cannabis seed extract within the composition is composition between about 1:99 and about 99:1. In a more preferred embodiment of the invention, the ratio of cannabis flower extract to cannabis seed extract within the composition is composition between about 5:95 and about 20:80. In a most preferred embodiment of the invention, the cannabis seed extract is provided as a base comprising about 10% pomegranate seed oil, about 5% wheat kernel oil, and about 85% cannabis seed extract, -and the ratio of cannabis flower extract to the base containing cannabis seed extract is about 5:95.
- the composition is compounded with an appropriate vehicle in order to produce a transdermal ointment for direct application to the skin.
- the vehicle is Cera Alba (white beeswax).
- the ointment comprises between about 5% and about 15% of the composition described above. In a preferred embodiment of the invention, the ointment comprises between about 8% and about 12% of the composition described above. In a most preferred embodiment of the invention, the ointment comprises about 9% of the composition described above.
- the ointment further comprises DMSO.
- the DMSO is added in order to facilitate transdermal penetration of the composition into subdermal tissues.
- the ointment comprises between about 1% and about 25% DMSO.
- the ointment comprises between about 5% and about 15% DMSO.
- the ointment comprises about 10% DMSO.
- the composition is provided in a form adapted for other parenteral uses including, as non-limiting examples, intravenous, nasopharyngeal, and inhalation.
- composition and ointment described above are designed to treat, lessen the effects of, and/or palliate the symptoms of a number of conditions characterized by inflammation of tissues. As described in detail in the examples presented below, these conditions include, but are by no means limited to, psoriasis, psoriatic arthritis, atopic dermatitis, and rheumatoid arthritis.
- the present invention also provides a method for preparing a composition for the treatment of a condition characterized by inflammation of tissues.
- the method comprises the steps of (a) obtaining cannabis flower extract; (b) obtaining cannabis seed extract; and (c) mixing said cannabis flower extract and said cannabis seed extract in a predetermined ratio until a homogeneous composition is obtained.
- This general method will produce any of the embodiments of the composition described above, according to the ratio of the two extracts, the specific cannabis plants, and specific extraction method used.
- the present invention also provides a method for preparing a transdermal ointment for the treatment of a condition characterized by inflammation of tissues.
- the method comprises the steps of (a) obtaining a composition for treatment of a condition characterized by inflammation of tissues as defined above and (b) compounding a said composition with a vehicle in a predetermined ratio until a homogeneous ointment is obtained.
- An additional embodiment of the method includes the step of adding a predetermined quantity of DMSO to the vehicle in order to prepare a transdermal ointment with increased ability to penetrate to subdermal tissues.
- Cannabis flower extract as used in the invention herein disclosed.
- Flowers of the Erez hybrid of Cannabis indica / Cannabis sativa were carefully picked at maturity and manually trimmed with steel scissors to remove leaves.
- the flowers were then immediately placed in an opaque plain brown paper bag and wrapped up by the bag's own paper body.
- the wrapped bag was then left in a room at ambient temperature for at least two weeks and most preferably for three weeks at which time the flowers have surrendered over 80% of their fresh weight as humidity and are quite dry to the touch.
- the whole completely dry trimmed flowers are then weighed and 40 grams of material are placed in a dry, clean 500 ml glass bottle. This requires some little nudging but does not require outright pressing or crushing.
- Nonsteroidal anti-inflammatory drugs provided orally and topically in an ointment had afforded moderate relief for a couple of hours after each use, with gradual return of the pain.
- the patient then began a course of treatment with the ointment disclosed herein in place of the NSAIDs.
- the patient applied a small amount (-0.3 ml) of the ointment topically to the hip and massaged it in.
- the treatment was repeated on several occasions over the course of a week.
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- Health & Medical Sciences (AREA)
- Natural Medicines & Medicinal Plants (AREA)
- Life Sciences & Earth Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Alternative & Traditional Medicine (AREA)
- Biotechnology (AREA)
- Botany (AREA)
- Medical Informatics (AREA)
- Medicinal Chemistry (AREA)
- Microbiology (AREA)
- Mycology (AREA)
- Pharmacology & Pharmacy (AREA)
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Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US21979009P | 2009-06-24 | 2009-06-24 | |
US61/219,790 | 2009-06-24 |
Publications (1)
Publication Number | Publication Date |
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WO2010150245A1 true WO2010150245A1 (en) | 2010-12-29 |
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Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
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PCT/IL2010/000486 WO2010150245A1 (en) | 2009-06-24 | 2010-06-21 | Pharmaceutical and cosmeceutical compositions containing cannabis flower and seed extracts |
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Cited By (12)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US9044390B1 (en) | 2014-04-17 | 2015-06-02 | Gary J. Speier | Pharmaceutical composition and method of manufacturing |
US9186386B2 (en) | 2014-04-17 | 2015-11-17 | Gary J. Speier | Pharmaceutical composition and method of manufacturing |
WO2018006165A1 (en) * | 2016-07-03 | 2018-01-11 | 3277991 Nova Scotia Limited D/B/A Truro Herbal Co. | Cannabis compositions and methods |
US10058531B1 (en) | 2017-06-01 | 2018-08-28 | Spartak LLC | Dosage delivery film |
US10143706B2 (en) | 2016-06-29 | 2018-12-04 | Cannscience Innovations, Inc. | Decarboxylated cannabis resins, uses thereof and methods of making same |
US10499584B2 (en) | 2016-05-27 | 2019-12-10 | New West Genetics | Industrial hemp Cannabis cultivars and seeds with stable cannabinoid profiles |
IT201800020590A1 (it) | 2018-12-20 | 2020-06-20 | Arterra Bioscience S P A | Uso cosmetico, farmaceutico e nutraceutico di un estratto derivato da colture cellulari di Cannabis sativa |
WO2020129043A1 (en) * | 2018-12-19 | 2020-06-25 | Pathway RX Inc. | Novel cannabis sativa lines and extracts with anti-cancer properties |
WO2020129045A1 (en) * | 2018-12-19 | 2020-06-25 | Pathway RX Inc. | Novel cannabis lines and extracts for treating skin disorders |
WO2020129044A1 (en) * | 2018-12-19 | 2020-06-25 | Pathway RX Inc. | Novel cannabis lines and extracts for skin rejuvenation and skin protection |
WO2020129046A1 (en) * | 2018-12-19 | 2020-06-25 | Pathway RX Inc. | Novel cannabis lines and extracts with anti-inflammatory potencies |
US12102656B2 (en) | 2018-10-22 | 2024-10-01 | Dona J Llc | Topical compositions incorporating cannabis |
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