CA3097246C - Processus d`obtention d`une solution alcaloide psychoactive purifiee - Google Patents
Processus d`obtention d`une solution alcaloide psychoactive purifiee Download PDFInfo
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- CA3097246C CA3097246C CA3097246A CA3097246A CA3097246C CA 3097246 C CA3097246 C CA 3097246C CA 3097246 A CA3097246 A CA 3097246A CA 3097246 A CA3097246 A CA 3097246A CA 3097246 C CA3097246 C CA 3097246C
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- CA
- Canada
- Prior art keywords
- psychoactive
- purified
- alkaloid
- solvent
- psychoactive alkaloid
- Prior art date
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- 229930013930 alkaloid Natural products 0.000 title claims abstract description 250
- 150000003797 alkaloid derivatives Chemical class 0.000 title claims abstract description 199
- 238000000034 method Methods 0.000 title claims abstract description 78
- 230000008569 process Effects 0.000 title claims abstract description 76
- 239000000284 extract Substances 0.000 claims abstract description 101
- 239000002904 solvent Substances 0.000 claims abstract description 98
- 239000002002 slurry Substances 0.000 claims abstract description 55
- 239000000463 material Substances 0.000 claims abstract description 25
- 239000003463 adsorbent Substances 0.000 claims abstract description 20
- 239000000546 pharmaceutical excipient Substances 0.000 claims abstract description 19
- 239000007787 solid Substances 0.000 claims abstract description 19
- 238000001704 evaporation Methods 0.000 claims abstract description 15
- 235000001674 Agaricus brunnescens Nutrition 0.000 claims abstract description 10
- 238000001914 filtration Methods 0.000 claims abstract description 9
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Natural products CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 109
- 239000011347 resin Substances 0.000 claims description 78
- 229920005989 resin Polymers 0.000 claims description 78
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 56
- 229910001868 water Inorganic materials 0.000 claims description 43
- 238000000605 extraction Methods 0.000 claims description 39
- 239000000706 filtrate Substances 0.000 claims description 39
- WTPBXXCVZZZXKR-UHFFFAOYSA-N baeocystin Chemical compound C1=CC(OP(O)(O)=O)=C2C(CCNC)=CNC2=C1 WTPBXXCVZZZXKR-UHFFFAOYSA-N 0.000 claims description 26
- IKQGYCWFBVEAKF-UHFFFAOYSA-N norbaeocystin Chemical compound C1=CC(OP(O)(O)=O)=C2C(CCN)=CNC2=C1 IKQGYCWFBVEAKF-UHFFFAOYSA-N 0.000 claims description 26
- DNIAPMSPPWPWGF-GSVOUGTGSA-N (R)-(-)-Propylene glycol Chemical compound C[C@@H](O)CO DNIAPMSPPWPWGF-GSVOUGTGSA-N 0.000 claims description 25
- 239000000203 mixture Substances 0.000 claims description 25
- 150000002576 ketones Chemical class 0.000 claims description 24
- 238000005406 washing Methods 0.000 claims description 21
- QVDSEJDULKLHCG-UHFFFAOYSA-N Psilocybine Natural products C1=CC(OP(O)(O)=O)=C2C(CCN(C)C)=CNC2=C1 QVDSEJDULKLHCG-UHFFFAOYSA-N 0.000 claims description 20
- QKTAAWLCLHMUTJ-UHFFFAOYSA-N psilocybin Chemical group C1C=CC(OP(O)(O)=O)=C2C(CCN(C)C)=CN=C21 QKTAAWLCLHMUTJ-UHFFFAOYSA-N 0.000 claims description 20
- 239000002253 acid Substances 0.000 claims description 19
- WVVSZNPYNCNODU-CJBNDPTMSA-N Ergometrine Natural products C1=CC(C=2[C@H](N(C)C[C@@H](C=2)C(=O)N[C@@H](CO)C)C2)=C3C2=CNC3=C1 WVVSZNPYNCNODU-CJBNDPTMSA-N 0.000 claims description 18
- WVVSZNPYNCNODU-XTQGRXLLSA-N Lysergic acid propanolamide Chemical compound C1=CC(C=2[C@H](N(C)C[C@@H](C=2)C(=O)N[C@H](CO)C)C2)=C3C2=CNC3=C1 WVVSZNPYNCNODU-XTQGRXLLSA-N 0.000 claims description 18
- SPCIYGNTAMCTRO-UHFFFAOYSA-N Psilocine Natural products C1=CC(O)=C2C(CCN(C)C)=CNC2=C1 SPCIYGNTAMCTRO-UHFFFAOYSA-N 0.000 claims description 18
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims description 18
- ZBWSBXGHYDWMAK-UHFFFAOYSA-N psilocin Chemical compound C1=CC=C(O)[C]2C(CCN(C)C)=CN=C21 ZBWSBXGHYDWMAK-UHFFFAOYSA-N 0.000 claims description 18
- DMULVCHRPCFFGV-UHFFFAOYSA-N N,N-dimethyltryptamine Chemical compound C1=CC=C2C(CCN(C)C)=CNC2=C1 DMULVCHRPCFFGV-UHFFFAOYSA-N 0.000 claims description 15
- 239000002028 Biomass Substances 0.000 claims description 14
- 239000012535 impurity Substances 0.000 claims description 14
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims description 13
- 239000008213 purified water Substances 0.000 claims description 13
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 claims description 12
- 229960001405 ergometrine Drugs 0.000 claims description 12
- WYTJZJPVCDWOOI-KANYHAFZSA-N lysergic acid hydroxyethylamide Chemical compound C1=CC(C=2[C@H](N(C)C[C@@H](C=2)C(=O)N[C@@H](O)C)C2)=C3C2=CNC3=C1 WYTJZJPVCDWOOI-KANYHAFZSA-N 0.000 claims description 12
- ZJQHPWUVQPJPQT-UHFFFAOYSA-N muscimol Chemical compound NCC1=CC(=O)NO1 ZJQHPWUVQPJPQT-UHFFFAOYSA-N 0.000 claims description 12
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 claims description 11
- VTTONGPRPXSUTJ-UHFFFAOYSA-N bufotenin Chemical compound C1=C(O)C=C2C(CCN(C)C)=CNC2=C1 VTTONGPRPXSUTJ-UHFFFAOYSA-N 0.000 claims description 9
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 claims description 9
- 239000007788 liquid Substances 0.000 claims description 8
- 241001062357 Psilocybe cubensis Species 0.000 claims description 7
- HIYGARYIJIZXGW-UHFFFAOYSA-N bufotenidine Chemical compound C1=C([O-])C=C2C(CC[N+](C)(C)C)=CNC2=C1 HIYGARYIJIZXGW-UHFFFAOYSA-N 0.000 claims description 7
- IRJCBFDCFXCWGO-BYPYZUCNSA-N (2s)-2-amino-2-(3-oxo-1,2-oxazol-5-yl)acetic acid Chemical compound OC(=O)[C@@H](N)C1=CC(=O)NO1 IRJCBFDCFXCWGO-BYPYZUCNSA-N 0.000 claims description 6
- MTJOWJUQGYWRHT-UHFFFAOYSA-N 3-[2-(methylamino)ethyl]-1h-indol-4-ol Chemical compound C1=CC(O)=C2C(CCNC)=CNC2=C1 MTJOWJUQGYWRHT-UHFFFAOYSA-N 0.000 claims description 6
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims description 6
- CIWBSHSKHKDKBQ-JLAZNSOCSA-N Ascorbic acid Natural products OC[C@H](O)[C@H]1OC(=O)C(O)=C1O CIWBSHSKHKDKBQ-JLAZNSOCSA-N 0.000 claims description 6
- GENAHGKEFJLNJB-QMTHXVAHSA-N Ergine Natural products C1=CC(C2=C[C@H](CN([C@@H]2C2)C)C(N)=O)=C3C2=CNC3=C1 GENAHGKEFJLNJB-QMTHXVAHSA-N 0.000 claims description 6
- IRJCBFDCFXCWGO-UHFFFAOYSA-N Ibotenic acid Natural products OC(=O)C(N)C1=CC(=O)NO1 IRJCBFDCFXCWGO-UHFFFAOYSA-N 0.000 claims description 6
- SAHHMCVYMGARBT-UHFFFAOYSA-N Isochanoclavine I Natural products C1=CC(C(C(NC)C2)C=C(C)CO)=C3C2=CNC3=C1 SAHHMCVYMGARBT-UHFFFAOYSA-N 0.000 claims description 6
- GENAHGKEFJLNJB-UHFFFAOYSA-N Lysergsaeure-amid Natural products C1=CC(C2=CC(CN(C2C2)C)C(N)=O)=C3C2=CNC3=C1 GENAHGKEFJLNJB-UHFFFAOYSA-N 0.000 claims description 6
- 235000007164 Oryza sativa Nutrition 0.000 claims description 6
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 claims description 6
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 claims description 6
- OIIPFLWAQQNCHA-UHFFFAOYSA-N aeruginascin Chemical compound C1=CC(OP(O)([O-])=O)=C2C(CC[N+](C)(C)C)=CNC2=C1 OIIPFLWAQQNCHA-UHFFFAOYSA-N 0.000 claims description 6
- 229910000147 aluminium phosphate Inorganic materials 0.000 claims description 6
- 235000010323 ascorbic acid Nutrition 0.000 claims description 6
- 239000011668 ascorbic acid Substances 0.000 claims description 6
- 229960005070 ascorbic acid Drugs 0.000 claims description 6
- SAHHMCVYMGARBT-HEESEWQSSA-N chanoclavine-I Chemical compound C1=CC([C@H]([C@H](NC)C2)\C=C(/C)CO)=C3C2=CNC3=C1 SAHHMCVYMGARBT-HEESEWQSSA-N 0.000 claims description 6
- DAVNRFCJMIONPO-UHFFFAOYSA-N elymoclavine Natural products C1=CC(C2C=C(CO)CN(C2C2)C)=C3C2=CNC3=C1 DAVNRFCJMIONPO-UHFFFAOYSA-N 0.000 claims description 6
- IAOSEBXZNXDPEE-UKRRQHHQSA-N elymoclavine Chemical compound C1=CC=C2[C@H]3C=C(CO)CN(C)[C@@H]3CC3=CN=C1[C]32 IAOSEBXZNXDPEE-UKRRQHHQSA-N 0.000 claims description 6
- YDPHSKXTPWQXBA-QMTHXVAHSA-N ergine Chemical compound C1=CC=C2C3=C[C@@H](C(N)=O)CN(C)[C@@H]3CC3=CN=C1[C]32 YDPHSKXTPWQXBA-QMTHXVAHSA-N 0.000 claims description 6
- 235000011167 hydrochloric acid Nutrition 0.000 claims description 6
- TYQCGQRIZGCHNB-JLAZNSOCSA-N l-ascorbic acid Chemical compound OC[C@H](O)[C@H]1OC(O)=C(O)C1=O TYQCGQRIZGCHNB-JLAZNSOCSA-N 0.000 claims description 6
- 235000011007 phosphoric acid Nutrition 0.000 claims description 6
- 235000009566 rice Nutrition 0.000 claims description 6
- 235000011121 sodium hydroxide Nutrition 0.000 claims description 6
- 235000019832 sodium triphosphate Nutrition 0.000 claims description 6
- VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 claims description 5
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- 229920002774 Maltodextrin Polymers 0.000 claims description 5
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- 239000000377 silicon dioxide Substances 0.000 claims description 5
- 235000012239 silicon dioxide Nutrition 0.000 claims description 5
- 239000001509 sodium citrate Substances 0.000 claims description 5
- NLJMYIDDQXHKNR-UHFFFAOYSA-K sodium citrate Chemical compound O.O.[Na+].[Na+].[Na+].[O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O NLJMYIDDQXHKNR-UHFFFAOYSA-K 0.000 claims description 5
- 235000011083 sodium citrates Nutrition 0.000 claims description 5
- RYFMWSXOAZQYPI-UHFFFAOYSA-K trisodium phosphate Chemical compound [Na+].[Na+].[Na+].[O-]P([O-])([O-])=O RYFMWSXOAZQYPI-UHFFFAOYSA-K 0.000 claims description 5
- CYDQOEWLBCCFJZ-UHFFFAOYSA-N 4-(4-fluorophenyl)oxane-4-carboxylic acid Chemical compound C=1C=C(F)C=CC=1C1(C(=O)O)CCOCC1 CYDQOEWLBCCFJZ-UHFFFAOYSA-N 0.000 claims description 4
- ATRRKUHOCOJYRX-UHFFFAOYSA-N Ammonium bicarbonate Chemical compound [NH4+].OC([O-])=O ATRRKUHOCOJYRX-UHFFFAOYSA-N 0.000 claims description 4
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 claims description 4
- RGHNJXZEOKUKBD-SQOUGZDYSA-N D-gluconic acid Chemical compound OC[C@@H](O)[C@@H](O)[C@H](O)[C@@H](O)C(O)=O RGHNJXZEOKUKBD-SQOUGZDYSA-N 0.000 claims description 4
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 claims description 4
- WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 claims description 4
- 239000001099 ammonium carbonate Substances 0.000 claims description 4
- FUFJGUQYACFECW-UHFFFAOYSA-L calcium hydrogenphosphate Chemical compound [Ca+2].OP([O-])([O-])=O FUFJGUQYACFECW-UHFFFAOYSA-L 0.000 claims description 4
- 229940078495 calcium phosphate dibasic Drugs 0.000 claims description 4
- 238000001035 drying Methods 0.000 claims description 4
- BITYAPCSNKJESK-UHFFFAOYSA-N potassiosodium Chemical compound [Na].[K] BITYAPCSNKJESK-UHFFFAOYSA-N 0.000 claims description 4
- BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Chemical compound [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 claims description 4
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- 229940005581 sodium lactate Drugs 0.000 claims description 4
- UNXRWKVEANCORM-UHFFFAOYSA-I triphosphate(5-) Chemical compound [O-]P([O-])(=O)OP([O-])(=O)OP([O-])([O-])=O UNXRWKVEANCORM-UHFFFAOYSA-I 0.000 claims description 4
- LWIHDJKSTIGBAC-UHFFFAOYSA-K tripotassium phosphate Chemical compound [K+].[K+].[K+].[O-]P([O-])([O-])=O LWIHDJKSTIGBAC-UHFFFAOYSA-K 0.000 claims description 4
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- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 claims description 3
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- 230000002378 acidificating effect Effects 0.000 claims description 3
- YYRMJZQKEFZXMX-UHFFFAOYSA-L calcium bis(dihydrogenphosphate) Chemical compound [Ca+2].OP(O)([O-])=O.OP(O)([O-])=O YYRMJZQKEFZXMX-UHFFFAOYSA-L 0.000 claims description 3
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- WXMKPNITSTVMEF-UHFFFAOYSA-M sodium benzoate Chemical compound [Na+].[O-]C(=O)C1=CC=CC=C1 WXMKPNITSTVMEF-UHFFFAOYSA-M 0.000 claims description 3
- 235000010234 sodium benzoate Nutrition 0.000 claims description 3
- 239000004299 sodium benzoate Substances 0.000 claims description 3
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- 239000001488 sodium phosphate Substances 0.000 claims description 3
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- 235000011008 sodium phosphates Nutrition 0.000 claims description 3
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 claims description 3
- QORWJWZARLRLPR-UHFFFAOYSA-H tricalcium bis(phosphate) Chemical compound [Ca+2].[Ca+2].[Ca+2].[O-]P([O-])([O-])=O.[O-]P([O-])([O-])=O QORWJWZARLRLPR-UHFFFAOYSA-H 0.000 claims description 3
- BJEPYKJPYRNKOW-REOHCLBHSA-N (S)-malic acid Chemical compound OC(=O)[C@@H](O)CC(O)=O BJEPYKJPYRNKOW-REOHCLBHSA-N 0.000 claims description 2
- AEQDJSLRWYMAQI-UHFFFAOYSA-N 2,3,9,10-tetramethoxy-6,8,13,13a-tetrahydro-5H-isoquinolino[2,1-b]isoquinoline Chemical compound C1CN2CC(C(=C(OC)C=C3)OC)=C3CC2C2=C1C=C(OC)C(OC)=C2 AEQDJSLRWYMAQI-UHFFFAOYSA-N 0.000 claims description 2
- 229910000013 Ammonium bicarbonate Inorganic materials 0.000 claims description 2
- VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 claims description 2
- UXVMQQNJUSDDNG-UHFFFAOYSA-L Calcium chloride Chemical compound [Cl-].[Cl-].[Ca+2] UXVMQQNJUSDDNG-UHFFFAOYSA-L 0.000 claims description 2
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- FEWJPZIEWOKRBE-JCYAYHJZSA-N Dextrotartaric acid Chemical compound OC(=O)[C@H](O)[C@@H](O)C(O)=O FEWJPZIEWOKRBE-JCYAYHJZSA-N 0.000 claims description 2
- 239000001747 Potassium fumarate Substances 0.000 claims description 2
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- 239000001744 Sodium fumarate Substances 0.000 claims description 2
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- BJEPYKJPYRNKOW-UHFFFAOYSA-N alpha-hydroxysuccinic acid Natural products OC(=O)C(O)CC(O)=O BJEPYKJPYRNKOW-UHFFFAOYSA-N 0.000 claims description 2
- ZQKXOSJYJMDROL-UHFFFAOYSA-H aluminum;trisodium;diphosphate Chemical compound [Na+].[Na+].[Na+].[Al+3].[O-]P([O-])([O-])=O.[O-]P([O-])([O-])=O ZQKXOSJYJMDROL-UHFFFAOYSA-H 0.000 claims description 2
- LCQXXBOSCBRNNT-UHFFFAOYSA-K ammonium aluminium sulfate Chemical compound [NH4+].[Al+3].[O-]S([O-])(=O)=O.[O-]S([O-])(=O)=O LCQXXBOSCBRNNT-UHFFFAOYSA-K 0.000 claims description 2
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- FNAQSUUGMSOBHW-UHFFFAOYSA-H calcium citrate Chemical compound [Ca+2].[Ca+2].[Ca+2].[O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O.[O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O FNAQSUUGMSOBHW-UHFFFAOYSA-H 0.000 claims description 2
- 239000001354 calcium citrate Substances 0.000 claims description 2
- AXCZMVOFGPJBDE-UHFFFAOYSA-L calcium dihydroxide Chemical compound [OH-].[OH-].[Ca+2] AXCZMVOFGPJBDE-UHFFFAOYSA-L 0.000 claims description 2
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- MKJXYGKVIBWPFZ-UHFFFAOYSA-L calcium lactate Chemical compound [Ca+2].CC(O)C([O-])=O.CC(O)C([O-])=O MKJXYGKVIBWPFZ-UHFFFAOYSA-L 0.000 claims description 2
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- BRPQOXSCLDDYGP-UHFFFAOYSA-N calcium oxide Chemical compound [O-2].[Ca+2] BRPQOXSCLDDYGP-UHFFFAOYSA-N 0.000 claims description 2
- 239000000292 calcium oxide Substances 0.000 claims description 2
- ODINCKMPIJJUCX-UHFFFAOYSA-N calcium oxide Inorganic materials [Ca]=O ODINCKMPIJJUCX-UHFFFAOYSA-N 0.000 claims description 2
- 235000012255 calcium oxide Nutrition 0.000 claims description 2
- NEEHYRZPVYRGPP-UHFFFAOYSA-L calcium;2,3,4,5,6-pentahydroxyhexanoate Chemical compound [Ca+2].OCC(O)C(O)C(O)C(O)C([O-])=O.OCC(O)C(O)C(O)C(O)C([O-])=O NEEHYRZPVYRGPP-UHFFFAOYSA-L 0.000 claims description 2
- YXVFQADLFFNVDS-UHFFFAOYSA-N diammonium citrate Chemical compound [NH4+].[NH4+].[O-]C(=O)CC(O)(C(=O)O)CC([O-])=O YXVFQADLFFNVDS-UHFFFAOYSA-N 0.000 claims description 2
- ZPWVASYFFYYZEW-UHFFFAOYSA-L dipotassium hydrogen phosphate Chemical compound [K+].[K+].OP([O-])([O-])=O ZPWVASYFFYYZEW-UHFFFAOYSA-L 0.000 claims description 2
- 235000019797 dipotassium phosphate Nutrition 0.000 claims description 2
- 229910000396 dipotassium phosphate Inorganic materials 0.000 claims description 2
- 235000019820 disodium diphosphate Nutrition 0.000 claims description 2
- MSJMDZAOKORVFC-SEPHDYHBSA-L disodium fumarate Chemical compound [Na+].[Na+].[O-]C(=O)\C=C\C([O-])=O MSJMDZAOKORVFC-SEPHDYHBSA-L 0.000 claims description 2
- BNIILDVGGAEEIG-UHFFFAOYSA-L disodium hydrogen phosphate Chemical compound [Na+].[Na+].OP([O-])([O-])=O BNIILDVGGAEEIG-UHFFFAOYSA-L 0.000 claims description 2
- 235000019800 disodium phosphate Nutrition 0.000 claims description 2
- 229910000397 disodium phosphate Inorganic materials 0.000 claims description 2
- GYQBBRRVRKFJRG-UHFFFAOYSA-L disodium pyrophosphate Chemical compound [Na+].[Na+].OP([O-])(=O)OP(O)([O-])=O GYQBBRRVRKFJRG-UHFFFAOYSA-L 0.000 claims description 2
- 239000001530 fumaric acid Substances 0.000 claims description 2
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-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D15/00—Separating processes involving the treatment of liquids with solid sorbents; Apparatus therefor
- B01D15/08—Selective adsorption, e.g. chromatography
- B01D15/26—Selective adsorption, e.g. chromatography characterised by the separation mechanism
- B01D15/36—Selective adsorption, e.g. chromatography characterised by the separation mechanism involving ionic interaction, e.g. ion-exchange, ion-pair, ion-suppression or ion-exclusion
- B01D15/361—Ion-exchange
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- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K2236/00—Isolation 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
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Abstract
Une source dalcaloïde psychoactif est utilisée pour obtenir un extrait dalcaloïde psychoactif. La source peut être constituée de champignons, danimaux ou de plantes psychédéliques ou dun extrait antérieur de ceux-ci. Les alcaloïdes psychoactifs dans lextrait sont adsorbés sur un matériau adsorbant, à partir duquel ils sont ensuite élués pour fournir une solution purifiée dalcaloïde psychoactif. Le procédé peut être répété avec différents matériaux adsorbants, différentes valeurs de pH et différents solvants délution. Les solides présents dans lextrait sont éliminés à différents stades par filtration ou centrifugation. La solution purifiée dalcaloïde psychoactif peut ensuite être concentrée en une suspension, puis normalisée par ajout dexcipients et évaporation du solvant. Lextrait standardisé résultant présente une concentration spécifiée en alcaloïde psychoactif.
Priority Applications (34)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CA3097246A CA3097246C (fr) | 2020-10-23 | 2020-10-23 | Processus d`obtention d`une solution alcaloide psychoactive purifiee |
IL298561A IL298561A (en) | 2020-06-17 | 2021-06-14 | Methanol-based extraction of psychoactive compounds from a mushroom |
PCT/CA2021/050813 WO2021253116A1 (fr) | 2020-06-17 | 2021-06-14 | Compositions comprenant des composés psychoactifs à partir d'organismes psychoactifs |
CA3173030A CA3173030C (fr) | 2020-06-17 | 2021-06-14 | Extraction d'alcaloide psychoactif principalement phosphoryle au moyen d'alcali |
IL299449A IL299449A (en) | 2020-06-17 | 2021-06-14 | Standardized Psychoactive Alkaloid Extract Composition |
CA3137016A CA3137016C (fr) | 2019-06-17 | 2021-06-14 | Extraction d'alcaloide psychoactif et composition avec dephosphorylationattenuees |
IL299451A IL299451B2 (en) | 2020-06-17 | 2021-06-14 | Predominantly phosphorylated psychoactive alkaloid extraction using alkali |
IL305632A IL305632A (en) | 2020-06-17 | 2021-06-14 | Extraction of psychoactive compounds from psychedelic mushrooms |
BR112022025780A BR112022025780A2 (pt) | 2020-06-17 | 2021-06-14 | Método para gerar um extrato de alcaloide psicoativo, método para gerar um extrato de alcaloide psicoativo fosforilado e método para gerar um extrato de alcaloide psicoativo desfosforilado |
AU2021290454A AU2021290454B2 (en) | 2020-06-17 | 2021-06-14 | Process for Obtaining a Purified Psychoactive Alkaloid Solution |
IL299453A IL299453B2 (en) | 2020-06-17 | 2021-06-14 | Psychoactive alkaloid extraction and composition with inhibited dephosphorylation |
IL299452A IL299452B2 (en) | 2020-06-17 | 2021-06-14 | Extraction and synthesis of psychoactive alkaloids with controlled dephosphorylation |
IL299450A IL299450A (en) | 2020-06-17 | 2021-06-14 | Dephosphorylation-controlled extraction of phosphorylatable psychoactive alkaloids |
EP21825817.6A EP4161546A4 (fr) | 2020-06-17 | 2021-06-14 | Compositions comprenant des composés psychoactifs à partir d'organismes psychoactifs |
IL299448A IL299448A (en) | 2020-06-17 | 2021-06-14 | Process for Obtaining a Purified Psychoactive Alkaloid Solution |
IL297791A IL297791A (en) | 2020-06-17 | 2021-06-14 | Compositions comprising psychoactive compounds from psychoactive organisms |
MX2022016533A MX2022016533A (es) | 2020-06-17 | 2021-06-14 | Composiciones que comprenden compuestos psicoactivos de organismos psicoactivos. |
CA3169140A CA3169140A1 (fr) | 2019-06-17 | 2021-06-14 | Extraction d'alcaloides psychoactifs capables de phosphorylation a dephosphorylation controlee |
US17/348,697 US11331357B2 (en) | 2020-06-17 | 2021-06-15 | Methods and compositions comprising psychoactive compounds from psychoactive organisms |
US17/351,149 US11382942B2 (en) | 2020-06-17 | 2021-06-17 | Extraction of psychoactive compounds from psilocybin fungus |
US17/483,601 US11298388B2 (en) | 2020-06-17 | 2021-09-23 | Psychoactive alkaloid extraction and composition with controlled dephosphorylation |
EP21881426.7A EP4161549A4 (fr) | 2020-10-23 | 2021-10-23 | Procédé d'obtention d'une solution purifiée d'alcaloïde psychoactif |
PCT/CA2021/051495 WO2022082320A1 (fr) | 2020-10-23 | 2021-10-23 | Procédé d'obtention d'une solution purifiée d'alcaloïde psychoactif |
MX2023004350A MX2023004350A (es) | 2020-10-23 | 2021-10-23 | Proceso para la obtencion de una solucion de alcaloide psicoactivo purificada. |
BR112022025782A BR112022025782A2 (pt) | 2020-10-23 | 2021-10-23 | Processo para obtenção de uma solução de alcaloide psicoativo purificada |
US17/587,731 US11510952B2 (en) | 2020-06-17 | 2022-01-28 | Ethanol extraction of psychoactive compounds from psilocybin fungus |
US17/697,798 US11571450B2 (en) | 2020-06-17 | 2022-03-17 | Aqueous extraction of psychoactive compounds from psilocybin fungus |
US17/702,701 US11642385B2 (en) | 2020-06-17 | 2022-03-23 | Basic extraction of psychoactive compounds from psychoactive organisms |
AU2022291411A AU2022291411B2 (en) | 2020-06-17 | 2022-12-19 | Psychoactive alkaloid extraction and composition with inhibited dephosphorylation |
AU2022291416A AU2022291416B2 (en) | 2020-06-17 | 2022-12-19 | Dephosphorylation-controlled extraction of phosphorylatable psychoactive alkaloids |
AU2022291414A AU2022291414B2 (en) | 2020-06-17 | 2022-12-19 | Psychoactive alkaloid extraction and composition with controlled dephosphorylation |
AU2022291413A AU2022291413B2 (en) | 2020-06-17 | 2022-12-19 | Predominantly phosphorylated psychoactive alkaloid extraction using alkali |
AU2022291410A AU2022291410B2 (en) | 2020-06-17 | 2022-12-19 | Standardized psychoactive alkaloid extract composition |
AU2023285751A AU2023285751B2 (en) | 2020-06-17 | 2023-12-19 | Powdered Composition Containing a Mushroom Extract Comprising a Psychoactive Alkaloid |
Applications Claiming Priority (1)
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CA3097246A CA3097246C (fr) | 2020-10-23 | 2020-10-23 | Processus d`obtention d`une solution alcaloide psychoactive purifiee |
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CA3097246A1 CA3097246A1 (fr) | 2021-11-12 |
CA3097246C true CA3097246C (fr) | 2023-03-28 |
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Families Citing this family (4)
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MX2022016533A (es) | 2020-06-17 | 2023-04-05 | Psilo Scientific Ltd | Composiciones que comprenden compuestos psicoactivos de organismos psicoactivos. |
US12233355B2 (en) | 2020-06-17 | 2025-02-25 | Psilo Scientific Ltd. | Methanol-based extraction of psychoactive alkaloids from fungus |
CA3197443A1 (fr) | 2020-12-28 | 2022-06-28 | Psilo Scientific Ltd. | Procedes d'extraction d'alcaloides psychoactifs et preparation connexe en formes transmucosales |
CN115739028B (zh) * | 2022-11-26 | 2024-04-02 | 西南政法大学 | 一种精神活性物质吸附剂及其应用 |
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