WO2024054738A1 - Procédés et systèmes d'extraction de composés liposolubles bénéfiques supplémentaires hors de matières végétales selon des modalités respectueuses de l'environnement - Google Patents
Procédés et systèmes d'extraction de composés liposolubles bénéfiques supplémentaires hors de matières végétales selon des modalités respectueuses de l'environnement Download PDFInfo
- Publication number
- WO2024054738A1 WO2024054738A1 PCT/US2023/072018 US2023072018W WO2024054738A1 WO 2024054738 A1 WO2024054738 A1 WO 2024054738A1 US 2023072018 W US2023072018 W US 2023072018W WO 2024054738 A1 WO2024054738 A1 WO 2024054738A1
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- plant material
- solvent
- extraction
- essential oil
- compounds
- Prior art date
Links
- 239000000463 material Substances 0.000 title claims abstract description 355
- 238000000034 method Methods 0.000 title claims abstract description 237
- 150000001875 compounds Chemical class 0.000 title claims abstract description 191
- 230000009286 beneficial effect Effects 0.000 title abstract description 17
- 239000000341 volatile oil Substances 0.000 claims abstract description 182
- 239000002904 solvent Substances 0.000 claims abstract description 177
- 229930003658 monoterpene Natural products 0.000 claims abstract description 52
- 150000002773 monoterpene derivatives Chemical class 0.000 claims abstract description 46
- 150000004354 sesquiterpene derivatives Chemical class 0.000 claims abstract description 33
- 229930004725 sesquiterpene Natural products 0.000 claims abstract description 32
- 235000002577 monoterpenes Nutrition 0.000 claims abstract description 29
- 238000000605 extraction Methods 0.000 claims description 235
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 79
- 238000004821 distillation Methods 0.000 claims description 66
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 claims description 54
- 150000003648 triterpenes Chemical class 0.000 claims description 40
- 238000001256 steam distillation Methods 0.000 claims description 29
- 229910002092 carbon dioxide Inorganic materials 0.000 claims description 27
- 239000001569 carbon dioxide Substances 0.000 claims description 27
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 claims description 25
- 239000007787 solid Substances 0.000 claims description 25
- 238000012545 processing Methods 0.000 claims description 23
- 238000001914 filtration Methods 0.000 claims description 19
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 claims description 18
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 18
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims description 18
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 claims description 18
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 claims description 16
- 239000002002 slurry Substances 0.000 claims description 16
- 239000011347 resin Substances 0.000 claims description 12
- 229920005989 resin Polymers 0.000 claims description 12
- 238000005119 centrifugation Methods 0.000 claims description 9
- 230000002950 deficient Effects 0.000 claims description 9
- 238000000227 grinding Methods 0.000 claims description 8
- XBZYWSMVVKYHQN-MYPRUECHSA-N (4as,6as,6br,8ar,9r,10s,12ar,12br,14bs)-10-hydroxy-2,2,6a,6b,9,12a-hexamethyl-9-[(sulfooxy)methyl]-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-icosahydropicene-4a-carboxylic acid Chemical compound C1C[C@H](O)[C@@](C)(COS(O)(=O)=O)[C@@H]2CC[C@@]3(C)[C@]4(C)CC[C@@]5(C(O)=O)CCC(C)(C)C[C@H]5C4=CC[C@@H]3[C@]21C XBZYWSMVVKYHQN-MYPRUECHSA-N 0.000 claims description 7
- 230000004044 response Effects 0.000 claims description 6
- 239000002023 wood Substances 0.000 claims description 6
- 241000196324 Embryophyta Species 0.000 description 332
- 239000000203 mixture Substances 0.000 description 46
- 150000003505 terpenes Chemical class 0.000 description 43
- 235000007586 terpenes Nutrition 0.000 description 28
- 235000019441 ethanol Nutrition 0.000 description 26
- 230000008569 process Effects 0.000 description 26
- 239000007788 liquid Substances 0.000 description 20
- 239000000284 extract Substances 0.000 description 19
- 239000003921 oil Substances 0.000 description 18
- 235000019198 oils Nutrition 0.000 description 18
- 229930004069 diterpene Natural products 0.000 description 17
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 15
- 125000000567 diterpene group Chemical group 0.000 description 14
- 150000004141 diterpene derivatives Chemical class 0.000 description 12
- 238000000638 solvent extraction Methods 0.000 description 12
- 239000000126 substance Substances 0.000 description 12
- RRHGJUQNOFWUDK-UHFFFAOYSA-N Isoprene Chemical group CC(=C)C=C RRHGJUQNOFWUDK-UHFFFAOYSA-N 0.000 description 11
- 235000003373 curcuma longa Nutrition 0.000 description 11
- 239000012530 fluid Substances 0.000 description 9
- 239000000843 powder Substances 0.000 description 9
- 238000005303 weighing Methods 0.000 description 9
- 235000003392 Curcuma domestica Nutrition 0.000 description 8
- 239000006227 byproduct Substances 0.000 description 8
- 239000003925 fat Substances 0.000 description 8
- 235000019197 fats Nutrition 0.000 description 8
- 239000000047 product Substances 0.000 description 8
- 235000013976 turmeric Nutrition 0.000 description 8
- 239000002699 waste material Substances 0.000 description 8
- 244000008991 Curcuma longa Species 0.000 description 7
- 238000009835 boiling Methods 0.000 description 6
- HJTVQHVGMGKONQ-LUZURFALSA-N demethoxycurcumin Chemical compound C1=C(O)C(OC)=CC(\C=C\C(=O)CC(=O)\C=C\C=2C=CC(O)=CC=2)=C1 HJTVQHVGMGKONQ-LUZURFALSA-N 0.000 description 6
- 239000004615 ingredient Substances 0.000 description 6
- -1 skincare Substances 0.000 description 6
- 239000001993 wax Substances 0.000 description 6
- 235000005979 Citrus limon Nutrition 0.000 description 5
- 244000131522 Citrus pyriformis Species 0.000 description 5
- 125000004432 carbon atom Chemical group C* 0.000 description 5
- 238000006243 chemical reaction Methods 0.000 description 5
- 238000010586 diagram Methods 0.000 description 5
- 229930003935 flavonoid Natural products 0.000 description 5
- 235000017173 flavonoids Nutrition 0.000 description 5
- 150000002215 flavonoids Chemical class 0.000 description 5
- 238000009472 formulation Methods 0.000 description 5
- 241000218691 Cupressaceae Species 0.000 description 4
- 240000003553 Leptospermum scoparium Species 0.000 description 4
- 235000009421 Myristica fragrans Nutrition 0.000 description 4
- 240000009023 Myrrhis odorata Species 0.000 description 4
- 235000007265 Myrrhis odorata Nutrition 0.000 description 4
- 240000005125 Myrtus communis Species 0.000 description 4
- 235000013418 Myrtus communis Nutrition 0.000 description 4
- 235000021466 carotenoid Nutrition 0.000 description 4
- 150000001747 carotenoids Chemical class 0.000 description 4
- 239000004567 concrete Substances 0.000 description 4
- 235000012754 curcumin Nutrition 0.000 description 4
- VFLDPWHFBUODDF-FCXRPNKRSA-N curcumin Chemical compound C1=C(O)C(OC)=CC(\C=C\C(=O)CC(=O)\C=C\C=2C=C(OC)C(O)=CC=2)=C1 VFLDPWHFBUODDF-FCXRPNKRSA-N 0.000 description 4
- 230000007613 environmental effect Effects 0.000 description 4
- 150000002632 lipids Chemical class 0.000 description 4
- 239000000575 pesticide Substances 0.000 description 4
- 238000000926 separation method Methods 0.000 description 4
- 235000013343 vitamin Nutrition 0.000 description 4
- 239000011782 vitamin Substances 0.000 description 4
- 229930003231 vitamin Natural products 0.000 description 4
- 229940088594 vitamin Drugs 0.000 description 4
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- 240000007551 Boswellia serrata Species 0.000 description 3
- 240000007436 Cananga odorata Species 0.000 description 3
- 244000223760 Cinnamomum zeylanicum Species 0.000 description 3
- 241001672694 Citrus reticulata Species 0.000 description 3
- 244000165082 Lavanda vera Species 0.000 description 3
- 235000010663 Lavandula angustifolia Nutrition 0.000 description 3
- 241000378544 Melaleuca quinquenervia Species 0.000 description 3
- 244000246386 Mentha pulegium Species 0.000 description 3
- 235000016257 Mentha pulegium Nutrition 0.000 description 3
- 235000004357 Mentha x piperita Nutrition 0.000 description 3
- 244000270834 Myristica fragrans Species 0.000 description 3
- 235000008184 Piper nigrum Nutrition 0.000 description 3
- 244000203593 Piper nigrum Species 0.000 description 3
- 244000178231 Rosmarinus officinalis Species 0.000 description 3
- 235000016639 Syzygium aromaticum Nutrition 0.000 description 3
- 244000223014 Syzygium aromaticum Species 0.000 description 3
- 235000007303 Thymus vulgaris Nutrition 0.000 description 3
- 240000002657 Thymus vulgaris Species 0.000 description 3
- 240000007313 Tilia cordata Species 0.000 description 3
- 235000006886 Zingiber officinale Nutrition 0.000 description 3
- 244000273928 Zingiber officinale Species 0.000 description 3
- 230000008901 benefit Effects 0.000 description 3
- 230000015572 biosynthetic process Effects 0.000 description 3
- JYTVKRNTTALBBZ-UHFFFAOYSA-N bis demethoxycurcumin Natural products C1=CC(O)=CC=C1C=CC(=O)CC(=O)C=CC1=CC=CC(O)=C1 JYTVKRNTTALBBZ-UHFFFAOYSA-N 0.000 description 3
- PREBVFJICNPEKM-YDWXAUTNSA-N bisdemethoxycurcumin Chemical compound C1=CC(O)=CC=C1\C=C\C(=O)CC(=O)\C=C\C1=CC=C(O)C=C1 PREBVFJICNPEKM-YDWXAUTNSA-N 0.000 description 3
- 235000013614 black pepper Nutrition 0.000 description 3
- 235000017803 cinnamon Nutrition 0.000 description 3
- 235000020971 citrus fruits Nutrition 0.000 description 3
- 239000001215 curcuma longa l. root Substances 0.000 description 3
- YXAKCQIIROBKOP-UHFFFAOYSA-N di-p-hydroxycinnamoylmethane Natural products C=1C=C(O)C=CC=1C=CC(=O)C=C(O)C=CC1=CC=C(O)C=C1 YXAKCQIIROBKOP-UHFFFAOYSA-N 0.000 description 3
- 239000003814 drug Substances 0.000 description 3
- 235000013399 edible fruits Nutrition 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- 239000010419 fine particle Substances 0.000 description 3
- 235000011389 fruit/vegetable juice Nutrition 0.000 description 3
- 235000008397 ginger Nutrition 0.000 description 3
- 235000001050 hortel pimenta Nutrition 0.000 description 3
- 239000001102 lavandula vera Substances 0.000 description 3
- 235000018219 lavender Nutrition 0.000 description 3
- 239000001702 nutmeg Substances 0.000 description 3
- 238000004806 packaging method and process Methods 0.000 description 3
- 239000012071 phase Substances 0.000 description 3
- 235000009048 phenolic acids Nutrition 0.000 description 3
- 150000007965 phenolic acids Chemical class 0.000 description 3
- 239000002798 polar solvent Substances 0.000 description 3
- 238000002360 preparation method Methods 0.000 description 3
- 235000021286 stilbenes Nutrition 0.000 description 3
- 150000001629 stilbenes Chemical class 0.000 description 3
- 238000003756 stirring Methods 0.000 description 3
- 239000001585 thymus vulgaris Substances 0.000 description 3
- FAMPSKZZVDUYOS-UHFFFAOYSA-N 2,6,6,9-tetramethylcycloundeca-1,4,8-triene Chemical compound CC1=CCC(C)(C)C=CCC(C)=CCC1 FAMPSKZZVDUYOS-UHFFFAOYSA-N 0.000 description 2
- 235000007173 Abies balsamea Nutrition 0.000 description 2
- 240000000073 Achillea millefolium Species 0.000 description 2
- 235000007754 Achillea millefolium Nutrition 0.000 description 2
- 240000006054 Agastache cana Species 0.000 description 2
- 240000000662 Anethum graveolens Species 0.000 description 2
- 244000061520 Angelica archangelica Species 0.000 description 2
- 239000004857 Balsam Substances 0.000 description 2
- 239000002028 Biomass Substances 0.000 description 2
- 206010005003 Bladder cancer Diseases 0.000 description 2
- 235000003717 Boswellia sacra Nutrition 0.000 description 2
- 235000012035 Boswellia serrata Nutrition 0.000 description 2
- 241000857902 Bursera graveolens Species 0.000 description 2
- 240000005209 Canarium indicum Species 0.000 description 2
- 235000009024 Ceanothus sanguineus Nutrition 0.000 description 2
- 240000003538 Chamaemelum nobile Species 0.000 description 2
- 235000007866 Chamaemelum nobile Nutrition 0.000 description 2
- 241000207199 Citrus Species 0.000 description 2
- 235000008733 Citrus aurantifolia Nutrition 0.000 description 2
- 240000000560 Citrus x paradisi Species 0.000 description 2
- 235000006965 Commiphora myrrha Nutrition 0.000 description 2
- 240000004784 Cymbopogon citratus Species 0.000 description 2
- 235000017897 Cymbopogon citratus Nutrition 0.000 description 2
- 244000166652 Cymbopogon martinii Species 0.000 description 2
- 244000166675 Cymbopogon nardus Species 0.000 description 2
- 235000018791 Cymbopogon nardus Nutrition 0.000 description 2
- 244000000626 Daucus carota Species 0.000 description 2
- 235000002767 Daucus carota Nutrition 0.000 description 2
- 240000002943 Elettaria cardamomum Species 0.000 description 2
- 244000004281 Eucalyptus maculata Species 0.000 description 2
- 240000006927 Foeniculum vulgare Species 0.000 description 2
- 235000004204 Foeniculum vulgare Nutrition 0.000 description 2
- 239000004863 Frankincense Substances 0.000 description 2
- GLZPCOQZEFWAFX-UHFFFAOYSA-N Geraniol Chemical compound CC(C)=CCCC(C)=CCO GLZPCOQZEFWAFX-UHFFFAOYSA-N 0.000 description 2
- 241000208152 Geranium Species 0.000 description 2
- 235000001287 Guettarda speciosa Nutrition 0.000 description 2
- 244000308760 Helichrysum petiolatum Species 0.000 description 2
- 235000010650 Hyssopus officinalis Nutrition 0.000 description 2
- 244000018716 Impatiens biflora Species 0.000 description 2
- 235000010254 Jasminum officinale Nutrition 0.000 description 2
- 240000005385 Jasminum sambac Species 0.000 description 2
- 235000013628 Lantana involucrata Nutrition 0.000 description 2
- 240000005183 Lantana involucrata Species 0.000 description 2
- 235000016887 Leptospermum scoparium Nutrition 0.000 description 2
- 235000015459 Lycium barbarum Nutrition 0.000 description 2
- 235000007232 Matricaria chamomilla Nutrition 0.000 description 2
- 235000014749 Mentha crispa Nutrition 0.000 description 2
- 244000078639 Mentha spicata Species 0.000 description 2
- 235000006677 Monarda citriodora ssp. austromontana Nutrition 0.000 description 2
- 244000179970 Monarda didyma Species 0.000 description 2
- 235000010672 Monarda didyma Nutrition 0.000 description 2
- 241001529734 Ocimum Species 0.000 description 2
- 235000010676 Ocimum basilicum Nutrition 0.000 description 2
- 235000011203 Origanum Nutrition 0.000 description 2
- 240000000783 Origanum majorana Species 0.000 description 2
- 235000006990 Pimenta dioica Nutrition 0.000 description 2
- 240000008474 Pimenta dioica Species 0.000 description 2
- 235000012550 Pimpinella anisum Nutrition 0.000 description 2
- 235000008331 Pinus X rigitaeda Nutrition 0.000 description 2
- 235000011613 Pinus brutia Nutrition 0.000 description 2
- 241000018646 Pinus brutia Species 0.000 description 2
- 235000011751 Pogostemon cablin Nutrition 0.000 description 2
- 240000002505 Pogostemon cablin Species 0.000 description 2
- 241000220317 Rosa Species 0.000 description 2
- 235000017304 Ruaghas Nutrition 0.000 description 2
- 235000002911 Salvia sclarea Nutrition 0.000 description 2
- 244000182022 Salvia sclarea Species 0.000 description 2
- 240000000513 Santalum album Species 0.000 description 2
- 235000008632 Santalum album Nutrition 0.000 description 2
- 235000011941 Tilia x europaea Nutrition 0.000 description 2
- 208000007097 Urinary Bladder Neoplasms Diseases 0.000 description 2
- 235000009499 Vanilla fragrans Nutrition 0.000 description 2
- 244000263375 Vanilla tahitensis Species 0.000 description 2
- 235000012036 Vanilla tahitensis Nutrition 0.000 description 2
- 235000007769 Vetiveria zizanioides Nutrition 0.000 description 2
- 244000284012 Vetiveria zizanioides Species 0.000 description 2
- FPIPGXGPPPQFEQ-OVSJKPMPSA-N all-trans-retinol Chemical compound OC\C=C(/C)\C=C\C=C(/C)\C=C\C1=C(C)CCCC1(C)C FPIPGXGPPPQFEQ-OVSJKPMPSA-N 0.000 description 2
- 230000003078 antioxidant effect Effects 0.000 description 2
- 239000002199 base oil Substances 0.000 description 2
- ISAOCJYIOMOJEB-UHFFFAOYSA-N benzoin Chemical compound C=1C=CC=CC=1C(O)C(=O)C1=CC=CC=C1 ISAOCJYIOMOJEB-UHFFFAOYSA-N 0.000 description 2
- UAHWPYUMFXYFJY-UHFFFAOYSA-N beta-myrcene Chemical compound CC(C)=CCCC(=C)C=C UAHWPYUMFXYFJY-UHFFFAOYSA-N 0.000 description 2
- 230000000975 bioactive effect Effects 0.000 description 2
- 235000005300 cardamomo Nutrition 0.000 description 2
- 210000004027 cell Anatomy 0.000 description 2
- 238000001816 cooling Methods 0.000 description 2
- 239000004148 curcumin Substances 0.000 description 2
- 229940109262 curcumin Drugs 0.000 description 2
- 230000003013 cytotoxicity Effects 0.000 description 2
- 231100000135 cytotoxicity Toxicity 0.000 description 2
- 235000013624 davana Nutrition 0.000 description 2
- 244000170514 davana Species 0.000 description 2
- 230000007812 deficiency Effects 0.000 description 2
- 230000001419 dependent effect Effects 0.000 description 2
- 235000015872 dietary supplement Nutrition 0.000 description 2
- VFLDPWHFBUODDF-UHFFFAOYSA-N diferuloylmethane Natural products C1=C(O)C(OC)=CC(C=CC(=O)CC(=O)C=CC=2C=C(OC)C(O)=CC=2)=C1 VFLDPWHFBUODDF-UHFFFAOYSA-N 0.000 description 2
- 239000004862 elemi Substances 0.000 description 2
- 235000013305 food Nutrition 0.000 description 2
- 230000007407 health benefit Effects 0.000 description 2
- 235000008216 herbs Nutrition 0.000 description 2
- 230000002209 hydrophobic effect Effects 0.000 description 2
- 239000004571 lime Substances 0.000 description 2
- XMGQYMWWDOXHJM-UHFFFAOYSA-N limonene Chemical compound CC(=C)C1CCC(C)=CC1 XMGQYMWWDOXHJM-UHFFFAOYSA-N 0.000 description 2
- CDOSHBSSFJOMGT-UHFFFAOYSA-N linalool Chemical compound CC(C)=CCCC(C)(O)C=C CDOSHBSSFJOMGT-UHFFFAOYSA-N 0.000 description 2
- 238000002803 maceration Methods 0.000 description 2
- 240000004308 marijuana Species 0.000 description 2
- 239000012454 non-polar solvent Substances 0.000 description 2
- 231100000252 nontoxic Toxicity 0.000 description 2
- 230000003000 nontoxic effect Effects 0.000 description 2
- 230000009965 odorless effect Effects 0.000 description 2
- 150000008442 polyphenolic compounds Chemical class 0.000 description 2
- 235000013824 polyphenols Nutrition 0.000 description 2
- 239000011148 porous material Substances 0.000 description 2
- 238000011084 recovery Methods 0.000 description 2
- 235000002020 sage Nutrition 0.000 description 2
- 229930002368 sesterterpene Natural products 0.000 description 2
- 150000002653 sesterterpene derivatives Chemical class 0.000 description 2
- 238000000527 sonication Methods 0.000 description 2
- 238000012360 testing method Methods 0.000 description 2
- 150000003535 tetraterpenes Chemical class 0.000 description 2
- 235000009657 tetraterpenes Nutrition 0.000 description 2
- 235000019529 tetraterpenoid Nutrition 0.000 description 2
- 229940098465 tincture Drugs 0.000 description 2
- 201000005112 urinary bladder cancer Diseases 0.000 description 2
- 238000005292 vacuum distillation Methods 0.000 description 2
- JLPUXFOGCDVKGO-TUAOUCFPSA-N (-)-geosmin Chemical compound C1CCC[C@]2(O)[C@@H](C)CCC[C@]21C JLPUXFOGCDVKGO-TUAOUCFPSA-N 0.000 description 1
- DMHADBQKVWXPPM-PDDCSNRZSA-N (1e,3z,6e,10z,14s)-3,7,11-trimethyl-14-propan-2-ylcyclotetradeca-1,3,6,10-tetraene Chemical compound CC(C)[C@@H]\1CC\C(C)=C/CC\C(C)=C\C\C=C(\C)/C=C/1 DMHADBQKVWXPPM-PDDCSNRZSA-N 0.000 description 1
- CRDAMVZIKSXKFV-FBXUGWQNSA-N (2-cis,6-cis)-farnesol Chemical compound CC(C)=CCC\C(C)=C/CC\C(C)=C/CO CRDAMVZIKSXKFV-FBXUGWQNSA-N 0.000 description 1
- 239000000260 (2E,6E)-3,7,11-trimethyldodeca-2,6,10-trien-1-ol Substances 0.000 description 1
- 239000001490 (3R)-3,7-dimethylocta-1,6-dien-3-ol Substances 0.000 description 1
- 239000001075 (4R,4aR,8aS)-4,8a-dimethyl-1,2,3,4,5,6,7,8-octahydronaphthalen-4a-ol Substances 0.000 description 1
- WEFHSZAZNMEWKJ-KEDVMYETSA-N (6Z,8E)-undeca-6,8,10-trien-2-one (6E,8E)-undeca-6,8,10-trien-2-one (6Z,8E)-undeca-6,8,10-trien-3-one (6E,8E)-undeca-6,8,10-trien-3-one (6Z,8E)-undeca-6,8,10-trien-4-one (6E,8E)-undeca-6,8,10-trien-4-one Chemical compound CCCC(=O)C\C=C\C=C\C=C.CCCC(=O)C\C=C/C=C/C=C.CCC(=O)CC\C=C\C=C\C=C.CCC(=O)CC\C=C/C=C/C=C.CC(=O)CCC\C=C\C=C\C=C.CC(=O)CCC\C=C/C=C/C=C WEFHSZAZNMEWKJ-KEDVMYETSA-N 0.000 description 1
- 239000001707 (E,7R,11R)-3,7,11,15-tetramethylhexadec-2-en-1-ol Substances 0.000 description 1
- DSSYKIVIOFKYAU-XCBNKYQSSA-N (R)-camphor Chemical compound C1C[C@@]2(C)C(=O)C[C@@H]1C2(C)C DSSYKIVIOFKYAU-XCBNKYQSSA-N 0.000 description 1
- CDOSHBSSFJOMGT-JTQLQIEISA-N (R)-linalool Natural products CC(C)=CCC[C@@](C)(O)C=C CDOSHBSSFJOMGT-JTQLQIEISA-N 0.000 description 1
- FPIPGXGPPPQFEQ-UHFFFAOYSA-N 13-cis retinol Natural products OCC=C(C)C=CC=C(C)C=CC1=C(C)CCCC1(C)C FPIPGXGPPPQFEQ-UHFFFAOYSA-N 0.000 description 1
- 235000013668 Aloysia triphylla Nutrition 0.000 description 1
- 240000008554 Aloysia triphylla Species 0.000 description 1
- 235000013411 Alpinia speciosa Nutrition 0.000 description 1
- 244000060696 Alpinia speciosa Species 0.000 description 1
- 244000144725 Amygdalus communis Species 0.000 description 1
- 235000011437 Amygdalus communis Nutrition 0.000 description 1
- 241000944022 Amyris Species 0.000 description 1
- 241000208173 Apiaceae Species 0.000 description 1
- 235000014722 Aralia cordata Nutrition 0.000 description 1
- 244000024251 Aralia cordata Species 0.000 description 1
- 235000004446 Aralia racemosa Nutrition 0.000 description 1
- HRQKOYFGHJYEFS-UHFFFAOYSA-N Beta psi-carotene Chemical compound CC(C)=CCCC(C)=CC=CC(C)=CC=CC(C)=CC=CC=C(C)C=CC=C(C)C=CC1=C(C)CCCC1(C)C HRQKOYFGHJYEFS-UHFFFAOYSA-N 0.000 description 1
- 244000205725 Boronia megastigma Species 0.000 description 1
- 241000283690 Bos taurus Species 0.000 description 1
- 235000018062 Boswellia Nutrition 0.000 description 1
- DNJVYWXIDISQRD-UHFFFAOYSA-N Cafestol Natural products C1CC2(CC3(CO)O)CC3CCC2C2(C)C1C(C=CO1)=C1CC2 DNJVYWXIDISQRD-UHFFFAOYSA-N 0.000 description 1
- 235000007571 Cananga odorata Nutrition 0.000 description 1
- 235000008499 Canella winterana Nutrition 0.000 description 1
- 244000080208 Canella winterana Species 0.000 description 1
- 244000025254 Cannabis sativa Species 0.000 description 1
- 244000035851 Chrysanthemum leucanthemum Species 0.000 description 1
- 235000008495 Chrysanthemum leucanthemum Nutrition 0.000 description 1
- 244000037364 Cinnamomum aromaticum Species 0.000 description 1
- 235000014489 Cinnamomum aromaticum Nutrition 0.000 description 1
- 241000723346 Cinnamomum camphora Species 0.000 description 1
- 235000002548 Cistus Nutrition 0.000 description 1
- 241000984090 Cistus Species 0.000 description 1
- 241000911175 Citharexylum caudatum Species 0.000 description 1
- 241000951471 Citrus junos Species 0.000 description 1
- 241000016649 Copaifera officinalis Species 0.000 description 1
- 235000002787 Coriandrum sativum Nutrition 0.000 description 1
- 244000018436 Coriandrum sativum Species 0.000 description 1
- 235000007129 Cuminum cyminum Nutrition 0.000 description 1
- 244000304337 Cuminum cyminum Species 0.000 description 1
- 244000163122 Curcuma domestica Species 0.000 description 1
- 208000007342 Diabetic Nephropathies Diseases 0.000 description 1
- 241000132521 Erigeron Species 0.000 description 1
- 241000116713 Ferula gummosa Species 0.000 description 1
- 208000022471 Fetal disease Diseases 0.000 description 1
- 240000001238 Gaultheria procumbens Species 0.000 description 1
- 235000007297 Gaultheria procumbens Nutrition 0.000 description 1
- 239000005792 Geraniol Substances 0.000 description 1
- GLZPCOQZEFWAFX-YFHOEESVSA-N Geraniol Natural products CC(C)=CCC\C(C)=C/CO GLZPCOQZEFWAFX-YFHOEESVSA-N 0.000 description 1
- BYTORXDZJWWIKR-UHFFFAOYSA-N Hinokiol Natural products CC(C)c1cc2CCC3C(C)(CO)C(O)CCC3(C)c2cc1O BYTORXDZJWWIKR-UHFFFAOYSA-N 0.000 description 1
- 235000008694 Humulus lupulus Nutrition 0.000 description 1
- 206010061218 Inflammation Diseases 0.000 description 1
- 241000721662 Juniperus Species 0.000 description 1
- JEKMKNDURXDJAD-UHFFFAOYSA-N Kahweol Natural products C1CC2(CC3(CO)O)CC3CCC2C2(C)C1C(C=CO1)=C1C=C2 JEKMKNDURXDJAD-UHFFFAOYSA-N 0.000 description 1
- 241001514666 Kunzea Species 0.000 description 1
- 241000207923 Lamiaceae Species 0.000 description 1
- 241000218195 Lauraceae Species 0.000 description 1
- 235000017858 Laurus nobilis Nutrition 0.000 description 1
- 244000147568 Laurus nobilis Species 0.000 description 1
- 235000010658 Lavandula latifolia Nutrition 0.000 description 1
- 235000017763 Leptospermum ericoides Nutrition 0.000 description 1
- 244000062939 Leptospermum ericoides Species 0.000 description 1
- 235000012854 Litsea cubeba Nutrition 0.000 description 1
- 240000002262 Litsea cubeba Species 0.000 description 1
- UPYKUZBSLRQECL-UKMVMLAPSA-N Lycopene Natural products CC(=C/C=C/C=C(C)/C=C/C=C(C)/C=C/C1C(=C)CCCC1(C)C)C=CC=C(/C)C=CC2C(=C)CCCC2(C)C UPYKUZBSLRQECL-UKMVMLAPSA-N 0.000 description 1
- JEVVKJMRZMXFBT-XWDZUXABSA-N Lycophyll Natural products OC/C(=C/CC/C(=C\C=C\C(=C/C=C/C(=C\C=C\C=C(/C=C/C=C(\C=C\C=C(/CC/C=C(/CO)\C)\C)/C)\C)/C)\C)/C)/C JEVVKJMRZMXFBT-XWDZUXABSA-N 0.000 description 1
- 235000001167 Melaleuca cajuputi Nutrition 0.000 description 1
- 235000017710 Melaleuca viridiflora Nutrition 0.000 description 1
- 235000010654 Melissa officinalis Nutrition 0.000 description 1
- 244000062730 Melissa officinalis Species 0.000 description 1
- 235000006679 Mentha X verticillata Nutrition 0.000 description 1
- 235000002899 Mentha suaveolens Nutrition 0.000 description 1
- 235000001636 Mentha x rotundifolia Nutrition 0.000 description 1
- 241001081833 Myristicaceae Species 0.000 description 1
- 241000219926 Myrtaceae Species 0.000 description 1
- 206010028980 Neoplasm Diseases 0.000 description 1
- 235000010679 Nepeta cataria Nutrition 0.000 description 1
- 240000009215 Nepeta cataria Species 0.000 description 1
- 235000002637 Nicotiana tabacum Nutrition 0.000 description 1
- 244000061176 Nicotiana tabacum Species 0.000 description 1
- 235000004072 Ocimum sanctum Nutrition 0.000 description 1
- 240000002837 Ocimum tenuiflorum Species 0.000 description 1
- 241000909583 Ocotea Species 0.000 description 1
- 241000233855 Orchidaceae Species 0.000 description 1
- 244000062780 Petroselinum sativum Species 0.000 description 1
- BLUHKGOSFDHHGX-UHFFFAOYSA-N Phytol Natural products CC(C)CCCC(C)CCCC(C)CCCC(C)C=CO BLUHKGOSFDHHGX-UHFFFAOYSA-N 0.000 description 1
- 241000218657 Picea Species 0.000 description 1
- 235000008124 Picea excelsa Nutrition 0.000 description 1
- 244000193463 Picea excelsa Species 0.000 description 1
- 241000218594 Picea pungens Species 0.000 description 1
- 235000008582 Pinus sylvestris Nutrition 0.000 description 1
- 241000758706 Piperaceae Species 0.000 description 1
- 235000016067 Polianthes tuberosa Nutrition 0.000 description 1
- 244000014047 Polianthes tuberosa Species 0.000 description 1
- 235000009984 Pterocarpus indicus Nutrition 0.000 description 1
- 244000086363 Pterocarpus indicus Species 0.000 description 1
- 241000494043 Ravensara Species 0.000 description 1
- 241000227142 Rhododendron tomentosum Species 0.000 description 1
- 241000226211 Salminus brasiliensis Species 0.000 description 1
- 241000533293 Sesbania emerus Species 0.000 description 1
- 244000197975 Solidago virgaurea Species 0.000 description 1
- 235000000914 Solidago virgaurea Nutrition 0.000 description 1
- 244000028419 Styrax benzoin Species 0.000 description 1
- 235000000126 Styrax benzoin Nutrition 0.000 description 1
- 235000008411 Sumatra benzointree Nutrition 0.000 description 1
- 235000004338 Syringa vulgaris Nutrition 0.000 description 1
- 235000012308 Tagetes Nutrition 0.000 description 1
- 241000736851 Tagetes Species 0.000 description 1
- FRJSECSOXKQMOD-HQRMLTQVSA-N Taxa-4(5),11(12)-diene Chemical compound C1C[C@]2(C)CCC=C(C)[C@H]2C[C@@H]2CCC(C)=C1C2(C)C FRJSECSOXKQMOD-HQRMLTQVSA-N 0.000 description 1
- HNZBNQYXWOLKBA-UHFFFAOYSA-N Tetrahydrofarnesol Natural products CC(C)CCCC(C)CCCC(C)=CCO HNZBNQYXWOLKBA-UHFFFAOYSA-N 0.000 description 1
- 244000269722 Thea sinensis Species 0.000 description 1
- 244000299461 Theobroma cacao Species 0.000 description 1
- 235000005764 Theobroma cacao ssp. cacao Nutrition 0.000 description 1
- 235000005767 Theobroma cacao ssp. sphaerocarpum Nutrition 0.000 description 1
- 240000003021 Tsuga heterophylla Species 0.000 description 1
- 235000013832 Valeriana officinalis Nutrition 0.000 description 1
- 244000126014 Valeriana officinalis Species 0.000 description 1
- 244000172533 Viola sororia Species 0.000 description 1
- 241000234299 Zingiberaceae Species 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 125000002015 acyclic group Chemical group 0.000 description 1
- 230000006978 adaptation Effects 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 230000002411 adverse Effects 0.000 description 1
- 238000001071 air-sensitive vacuum distillation Methods 0.000 description 1
- BOTWFXYSPFMFNR-OALUTQOASA-N all-rac-phytol Natural products CC(C)CCC[C@H](C)CCC[C@H](C)CCCC(C)=CCO BOTWFXYSPFMFNR-OALUTQOASA-N 0.000 description 1
- 229930002945 all-trans-retinaldehyde Natural products 0.000 description 1
- 239000008168 almond oil Substances 0.000 description 1
- 235000003903 alpha-carotene Nutrition 0.000 description 1
- VYBREYKSZAROCT-UHFFFAOYSA-N alpha-myrcene Natural products CC(=C)CCCC(=C)C=C VYBREYKSZAROCT-UHFFFAOYSA-N 0.000 description 1
- WUOACPNHFRMFPN-UHFFFAOYSA-N alpha-terpineol Chemical compound CC1=CCC(C(C)(C)O)CC1 WUOACPNHFRMFPN-UHFFFAOYSA-N 0.000 description 1
- 235000002783 ambrette Nutrition 0.000 description 1
- 244000096712 ambrette Species 0.000 description 1
- 230000000845 anti-microbial effect Effects 0.000 description 1
- 239000004599 antimicrobial Substances 0.000 description 1
- 238000000222 aromatherapy Methods 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- 235000001053 badasse Nutrition 0.000 description 1
- 229960002130 benzoin Drugs 0.000 description 1
- 235000021028 berry Nutrition 0.000 description 1
- 235000013734 beta-carotene Nutrition 0.000 description 1
- 239000011648 beta-carotene Substances 0.000 description 1
- 150000001579 beta-carotenes Chemical class 0.000 description 1
- 230000004071 biological effect Effects 0.000 description 1
- 230000008827 biological function Effects 0.000 description 1
- 235000001046 cacaotero Nutrition 0.000 description 1
- DNJVYWXIDISQRD-JTSSGKSMSA-N cafestol Chemical compound C([C@H]1C[C@]2(C[C@@]1(CO)O)CC1)C[C@H]2[C@@]2(C)[C@H]1C(C=CO1)=C1CC2 DNJVYWXIDISQRD-JTSSGKSMSA-N 0.000 description 1
- 229930008380 camphor Natural products 0.000 description 1
- 229960000846 camphor Drugs 0.000 description 1
- 201000011510 cancer Diseases 0.000 description 1
- 239000002775 capsule Substances 0.000 description 1
- DMHADBQKVWXPPM-SBHJBAJOSA-N cembrene Natural products CC(C)C1CCC(=C/CCC(=CCC=C(C)/C=C/1)C)C DMHADBQKVWXPPM-SBHJBAJOSA-N 0.000 description 1
- 229940017545 cinnamon bark Drugs 0.000 description 1
- 238000004140 cleaning Methods 0.000 description 1
- 239000010634 clove oil Substances 0.000 description 1
- 239000003240 coconut oil Substances 0.000 description 1
- 235000019864 coconut oil Nutrition 0.000 description 1
- 239000008408 compound extracted from plant Substances 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- 239000002537 cosmetic Substances 0.000 description 1
- 239000002454 curcuma longa l. root extract Substances 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- 230000018044 dehydration Effects 0.000 description 1
- 238000006297 dehydration reaction Methods 0.000 description 1
- SQIFACVGCPWBQZ-UHFFFAOYSA-N delta-terpineol Natural products CC(C)(O)C1CCC(=C)CC1 SQIFACVGCPWBQZ-UHFFFAOYSA-N 0.000 description 1
- 208000033679 diabetic kidney disease Diseases 0.000 description 1
- 125000000118 dimethyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 description 1
- 208000035475 disorder Diseases 0.000 description 1
- JLPUXFOGCDVKGO-UHFFFAOYSA-N dl-geosmin Natural products C1CCCC2(O)C(C)CCCC21C JLPUXFOGCDVKGO-UHFFFAOYSA-N 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 235000018927 edible plant Nutrition 0.000 description 1
- 239000003974 emollient agent Substances 0.000 description 1
- ZDKZHVNKFOXMND-UHFFFAOYSA-N epinepetalactone Chemical compound O=C1OC=C(C)C2C1C(C)CC2 ZDKZHVNKFOXMND-UHFFFAOYSA-N 0.000 description 1
- 229930009668 farnesene Natural products 0.000 description 1
- CXENHBSYCFFKJS-UHFFFAOYSA-N farnesene group Chemical group C=CC(C)=CCC=C(C)CCC=C(C)C CXENHBSYCFFKJS-UHFFFAOYSA-N 0.000 description 1
- 229930002886 farnesol Natural products 0.000 description 1
- 229940043259 farnesol Drugs 0.000 description 1
- 239000012467 final product Substances 0.000 description 1
- 230000037406 food intake Effects 0.000 description 1
- 238000004508 fractional distillation Methods 0.000 description 1
- 239000003205 fragrance Substances 0.000 description 1
- 230000006870 function Effects 0.000 description 1
- ZZUFCTLCJUWOSV-UHFFFAOYSA-N furosemide Chemical compound C1=C(Cl)C(S(=O)(=O)N)=CC(C(O)=O)=C1NCC1=CC=CO1 ZZUFCTLCJUWOSV-UHFFFAOYSA-N 0.000 description 1
- 239000004864 galbanum Substances 0.000 description 1
- 239000011663 gamma-carotene Substances 0.000 description 1
- 235000000633 gamma-carotene Nutrition 0.000 description 1
- HRQKOYFGHJYEFS-RZWPOVEWSA-N gamma-carotene Natural products C(=C\C=C\C(=C/C=C/C=C(\C=C\C=C(/C=C/C=1C(C)(C)CCCC=1C)\C)/C)\C)(\C=C\C=C(/CC/C=C(\C)/C)\C)/C HRQKOYFGHJYEFS-RZWPOVEWSA-N 0.000 description 1
- BXWQUXUDAGDUOS-UHFFFAOYSA-N gamma-humulene Natural products CC1=CCCC(C)(C)C=CC(=C)CCC1 BXWQUXUDAGDUOS-UHFFFAOYSA-N 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- 229930001467 geosmin Natural products 0.000 description 1
- 229940113087 geraniol Drugs 0.000 description 1
- 239000008169 grapeseed oil Substances 0.000 description 1
- 235000009569 green tea Nutrition 0.000 description 1
- 235000019382 gum benzoic Nutrition 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 239000010460 hemp oil Substances 0.000 description 1
- 241000411851 herbal medicine Species 0.000 description 1
- 239000004009 herbicide Substances 0.000 description 1
- FVYXIJYOAGAUQK-UHFFFAOYSA-N honokiol Chemical compound C1=C(CC=C)C(O)=CC=C1C1=CC(CC=C)=CC=C1O FVYXIJYOAGAUQK-UHFFFAOYSA-N 0.000 description 1
- VVOAZFWZEDHOOU-UHFFFAOYSA-N honokiol Natural products OC1=CC=C(CC=C)C=C1C1=CC(CC=C)=CC=C1O VVOAZFWZEDHOOU-UHFFFAOYSA-N 0.000 description 1
- QBNFBHXQESNSNP-UHFFFAOYSA-N humulene Natural products CC1=CC=CC(C)(C)CC=C(/C)CCC1 QBNFBHXQESNSNP-UHFFFAOYSA-N 0.000 description 1
- 230000001771 impaired effect Effects 0.000 description 1
- 230000004054 inflammatory process Effects 0.000 description 1
- 229940025708 injectable product Drugs 0.000 description 1
- 229910052500 inorganic mineral Inorganic materials 0.000 description 1
- 238000007918 intramuscular administration Methods 0.000 description 1
- 238000001990 intravenous administration Methods 0.000 description 1
- 229940119170 jojoba wax Drugs 0.000 description 1
- 239000000177 juniperus communis l. berry Substances 0.000 description 1
- JEKMKNDURXDJAD-HWUKTEKMSA-N kahweol Chemical compound C([C@@H]1C[C@]2(C[C@@]1(CO)O)CC1)C[C@H]2[C@@]2(C)[C@H]1C(C=CO1)=C1C=C2 JEKMKNDURXDJAD-HWUKTEKMSA-N 0.000 description 1
- 244000056931 lavandin Species 0.000 description 1
- 235000009606 lavandin Nutrition 0.000 description 1
- 235000001510 limonene Nutrition 0.000 description 1
- 229940087305 limonene Drugs 0.000 description 1
- 229930007744 linalool Natural products 0.000 description 1
- 238000000622 liquid--liquid extraction Methods 0.000 description 1
- 239000006210 lotion Substances 0.000 description 1
- 235000012661 lycopene Nutrition 0.000 description 1
- 239000001751 lycopene Substances 0.000 description 1
- OAIJSZIZWZSQBC-GYZMGTAESA-N lycopene Chemical compound CC(C)=CCC\C(C)=C\C=C\C(\C)=C\C=C\C(\C)=C\C=C\C=C(/C)\C=C\C=C(/C)\C=C\C=C(/C)CCC=C(C)C OAIJSZIZWZSQBC-GYZMGTAESA-N 0.000 description 1
- 229960004999 lycopene Drugs 0.000 description 1
- 239000001115 mace Substances 0.000 description 1
- 239000011159 matrix material Substances 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- OSWPMRLSEDHDFF-UHFFFAOYSA-N methyl salicylate Chemical compound COC(=O)C1=CC=CC=C1O OSWPMRLSEDHDFF-UHFFFAOYSA-N 0.000 description 1
- 230000000813 microbial effect Effects 0.000 description 1
- 239000011859 microparticle Substances 0.000 description 1
- 239000011707 mineral Substances 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 238000000199 molecular distillation Methods 0.000 description 1
- 125000002950 monocyclic group Chemical group 0.000 description 1
- 239000002105 nanoparticle Substances 0.000 description 1
- 229930014626 natural product Natural products 0.000 description 1
- 201000001119 neuropathy Diseases 0.000 description 1
- 230000007823 neuropathy Effects 0.000 description 1
- 238000002414 normal-phase solid-phase extraction Methods 0.000 description 1
- 235000015097 nutrients Nutrition 0.000 description 1
- 235000016709 nutrition Nutrition 0.000 description 1
- 239000004006 olive oil Substances 0.000 description 1
- 235000008390 olive oil Nutrition 0.000 description 1
- 210000003463 organelle Anatomy 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 235000011197 perejil Nutrition 0.000 description 1
- 208000033808 peripheral neuropathy Diseases 0.000 description 1
- 239000000447 pesticide residue Substances 0.000 description 1
- 150000002989 phenols Chemical class 0.000 description 1
- BOTWFXYSPFMFNR-PYDDKJGSSA-N phytol Chemical compound CC(C)CCC[C@@H](C)CCC[C@@H](C)CCC\C(C)=C\CO BOTWFXYSPFMFNR-PYDDKJGSSA-N 0.000 description 1
- 229930000223 plant secondary metabolite Natural products 0.000 description 1
- 150000003097 polyterpenes Chemical class 0.000 description 1
- 230000003389 potentiating effect Effects 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 238000003825 pressing Methods 0.000 description 1
- 238000010926 purge Methods 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 239000011604 retinal Substances 0.000 description 1
- 230000002207 retinal effect Effects 0.000 description 1
- NCYCYZXNIZJOKI-OVSJKPMPSA-N retinal group Chemical group C\C(=C/C=O)\C=C\C=C(\C=C\C1=C(CCCC1(C)C)C)/C NCYCYZXNIZJOKI-OVSJKPMPSA-N 0.000 description 1
- 235000020944 retinol Nutrition 0.000 description 1
- 239000011607 retinol Substances 0.000 description 1
- 229960003471 retinol Drugs 0.000 description 1
- 238000010079 rubber tapping Methods 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 239000008159 sesame oil Substances 0.000 description 1
- 235000011803 sesame oil Nutrition 0.000 description 1
- 238000000526 short-path distillation Methods 0.000 description 1
- 238000001577 simple distillation Methods 0.000 description 1
- 235000002316 solid fats Nutrition 0.000 description 1
- 238000000194 supercritical-fluid extraction Methods 0.000 description 1
- 208000024891 symptom Diseases 0.000 description 1
- 230000002195 synergetic effect Effects 0.000 description 1
- 229940116411 terpineol Drugs 0.000 description 1
- 238000011200 topical administration Methods 0.000 description 1
- 231100000331 toxic Toxicity 0.000 description 1
- 230000002588 toxic effect Effects 0.000 description 1
- 229940126672 traditional medicines Drugs 0.000 description 1
- CRDAMVZIKSXKFV-UHFFFAOYSA-N trans-Farnesol Natural products CC(C)=CCCC(C)=CCCC(C)=CCO CRDAMVZIKSXKFV-UHFFFAOYSA-N 0.000 description 1
- ZCIHMQAPACOQHT-ZGMPDRQDSA-N trans-isorenieratene Natural products CC(=C/C=C/C=C(C)/C=C/C=C(C)/C=C/c1c(C)ccc(C)c1C)C=CC=C(/C)C=Cc2c(C)ccc(C)c2C ZCIHMQAPACOQHT-ZGMPDRQDSA-N 0.000 description 1
- 229930195735 unsaturated hydrocarbon Natural products 0.000 description 1
- 235000016788 valerian Nutrition 0.000 description 1
- 230000008016 vaporization Effects 0.000 description 1
- 235000015112 vegetable and seed oil Nutrition 0.000 description 1
- 239000008158 vegetable oil Substances 0.000 description 1
- 235000013311 vegetables Nutrition 0.000 description 1
- 230000017260 vegetative to reproductive phase transition of meristem Effects 0.000 description 1
- NCYCYZXNIZJOKI-UHFFFAOYSA-N vitamin A aldehyde Natural products O=CC=C(C)C=CC=C(C)C=CC1=C(C)CCCC1(C)C NCYCYZXNIZJOKI-UHFFFAOYSA-N 0.000 description 1
- 150000003722 vitamin derivatives Chemical class 0.000 description 1
- 230000029663 wound healing Effects 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11B—PRODUCING, e.g. BY PRESSING RAW MATERIALS OR BY EXTRACTION FROM WASTE MATERIALS, REFINING OR PRESERVING FATS, FATTY SUBSTANCES, e.g. LANOLIN, FATTY OILS OR WAXES; ESSENTIAL OILS; PERFUMES
- C11B9/00—Essential oils; Perfumes
- C11B9/02—Recovery or refining of essential oils from raw materials
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D11/00—Solvent extraction
- B01D11/02—Solvent extraction of solids
-
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Wood Science & Technology (AREA)
- Organic Chemistry (AREA)
- Fats And Perfumes (AREA)
- Extraction Or Liquid Replacement (AREA)
Abstract
L'invention concerne des procédés et des systèmes d'extraction de composés liposolubles lourds bénéfiques supplémentaires hors d'un matériau végétal selon des modalités respectueuses de l'environnement. Un procédé comprend la préparation d'une solution qui comprend un solvant comprenant une huile essentielle et qui comprend en outre un soluté comprenant un matériau végétal. Le procédé comprend l'extraction d'un ou de plusieurs composés hors du matériau végétal en utilisant l'huile essentielle en tant que partie du solvant. Un procédé comprend la préparation d'une solution qui comprend un solvant comprenant une ou plusieurs substances parmi un monoterpène, un monoterpénoïde, un sesquiterpène ou un sesquiterpénoïde. La solution comprend en outre un soluté comprenant un matériau végétal. Le procédé comprend l'extraction d'un ou de plusieurs composés hors du matériau végétal à l'aide du solvant comprenant une ou plusieurs substances parmi le monoterpène, le monoterpénoïde, le sesquiterpène ou le sesquiterpénoïde.
Applications Claiming Priority (4)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US17/930,690 US20240084217A1 (en) | 2022-09-08 | 2022-09-08 | Methods and systems for extracting additional beneficial lipid-soluble compounds from plant materials in environmentally sustainable ways |
| US17/930,693 | 2022-09-08 | ||
| US17/930,690 | 2022-09-08 | ||
| US17/930,693 US20240084218A1 (en) | 2022-09-08 | 2022-09-08 | Methods and systems for extracting additional beneficial lipid-soluble compounds from plant materials in environmentally sustainable ways |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| WO2024054738A1 true WO2024054738A1 (fr) | 2024-03-14 |
Family
ID=90191859
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| PCT/US2023/072018 WO2024054738A1 (fr) | 2022-09-08 | 2023-08-10 | Procédés et systèmes d'extraction de composés liposolubles bénéfiques supplémentaires hors de matières végétales selon des modalités respectueuses de l'environnement |
Country Status (1)
| Country | Link |
|---|---|
| WO (1) | WO2024054738A1 (fr) |
Citations (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2398799A1 (fr) * | 1977-07-26 | 1979-02-23 | Bush Boake Allen Ltd | Extraits de houblon et leur obtention |
| JPH08105827A (ja) * | 1994-08-09 | 1996-04-23 | Yasuhara Chem Kk | 病理組織検査用溶剤 |
| WO2001007135A2 (fr) * | 1999-07-27 | 2001-02-01 | Anthony Pisacane | Extraction de matieres a partir de vegetaux |
| US20090306386A1 (en) * | 2005-11-10 | 2009-12-10 | Durand Herve Andre Gerard | Plant Extract Obtained by an Extraction Method by Means of Solvents of Plant Origin |
| US20130039863A1 (en) * | 2010-01-28 | 2013-02-14 | University of the West Indies a Regional Institution established by Royal Charter | Methods of controlling the breeding behavior of butterflies |
| US20180354879A1 (en) * | 2015-10-14 | 2018-12-13 | Naturex, S. A. | Novel organic solubilisation and/or extraction solvent, extraction method using said solvent, and extracts obtained by said method |
| US20190142762A1 (en) * | 2010-10-29 | 2019-05-16 | Schweitzer-Mauduit International, Inc. | Method for Producing Articles of Plant Origin Impregnated With a Liquid Plant Substance |
-
2023
- 2023-08-10 WO PCT/US2023/072018 patent/WO2024054738A1/fr unknown
Patent Citations (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2398799A1 (fr) * | 1977-07-26 | 1979-02-23 | Bush Boake Allen Ltd | Extraits de houblon et leur obtention |
| JPH08105827A (ja) * | 1994-08-09 | 1996-04-23 | Yasuhara Chem Kk | 病理組織検査用溶剤 |
| WO2001007135A2 (fr) * | 1999-07-27 | 2001-02-01 | Anthony Pisacane | Extraction de matieres a partir de vegetaux |
| US20090306386A1 (en) * | 2005-11-10 | 2009-12-10 | Durand Herve Andre Gerard | Plant Extract Obtained by an Extraction Method by Means of Solvents of Plant Origin |
| US20130039863A1 (en) * | 2010-01-28 | 2013-02-14 | University of the West Indies a Regional Institution established by Royal Charter | Methods of controlling the breeding behavior of butterflies |
| US20190142762A1 (en) * | 2010-10-29 | 2019-05-16 | Schweitzer-Mauduit International, Inc. | Method for Producing Articles of Plant Origin Impregnated With a Liquid Plant Substance |
| US20180354879A1 (en) * | 2015-10-14 | 2018-12-13 | Naturex, S. A. | Novel organic solubilisation and/or extraction solvent, extraction method using said solvent, and extracts obtained by said method |
Non-Patent Citations (1)
| Title |
|---|
| BIKOVENS OSKARS, ROZE LIGA, PRANOVICH ANDREY, REUNANEN MARKKU, TELYSHEVA GALINA: "Chemical Composition of Lipophilic Extractives from Grey Alder (Alnus incana)", BIORESOURCES, NORTH CAROLINA STATE UNIVERSITY * COLLEGE OF NATURAL RESOURCES, US, vol. 8, no. 1, US , XP093149361, ISSN: 1930-2126, DOI: 10.15376/biores.8.1.350-357 * |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| Fornari et al. | Isolation of essential oil from different plants and herbs by supercritical fluid extraction | |
| JP5371918B2 (ja) | 天然香気成分の抽出方法 | |
| Herman et al. | Essential oils and their applications-a mini review | |
| CA2571312C (fr) | Extraits de plante a base de solvant | |
| Roohinejad et al. | Extraction methods of essential oils from herbs and spices | |
| Sovilj et al. | Critical review of supercritical fluid extraction of selected spice plant materials | |
| JPH0245597A (ja) | 薬用植物および／または香辛料植物の、蒸気中に揮発しうる成分さらには親油性成分を含有する部分抽出物の調製プロセス | |
| Ferrentino et al. | Extraction of essential oils from medicinal plants and their utilization as food antioxidants | |
| Majdoub et al. | Effect of pressure variation on the efficiency of supercritical fluid extraction of wild carrot (Daucus carota subsp. maritimus) extracts | |
| Norkaew et al. | Supercritical fluid extraction and gas chromatographic-mass spectrometric analysis of terpenoids in fresh kaffir lime leaf oil | |
| Shankar et al. | Essential oils, components and their applications: A review | |
| Dai et al. | Chemical constituents of essential oil from the stem of Amomum villosum Lour | |
| US20240084218A1 (en) | Methods and systems for extracting additional beneficial lipid-soluble compounds from plant materials in environmentally sustainable ways | |
| US20240084217A1 (en) | Methods and systems for extracting additional beneficial lipid-soluble compounds from plant materials in environmentally sustainable ways | |
| Pandey et al. | Exploiting the bioactive properties of essential oils and their potential applications in food industry | |
| WO2024054738A1 (fr) | Procédés et systèmes d'extraction de composés liposolubles bénéfiques supplémentaires hors de matières végétales selon des modalités respectueuses de l'environnement | |
| Ghosh et al. | Application of systematic technologies for the extraction of novel phytoconstituents from pharmacologically important plants | |
| Ngan et al. | Chemical compositions and stability of Vietnamese Homalomena occulta essential oil under the influence of storage conditions | |
| RU2739603C1 (ru) | Способ экстракции эфирных масел из растительного сырья | |
| Mukhija et al. | Essential oils and their biological applications: extraction methods, types, biological activities, antimicrobial fumes | |
| Fahim et al. | Review on extraction methods, antioxidant and antimicrobial properties of volatile oils | |
| Katekar et al. | A hydrodistillation-based essential oils extraction: A quest for the most effective and cleaner technology | |
| Patel et al. | Extraction of herbal aroma oils from solid surface | |
| Jyotirmayee et al. | Essential Oils Extracted from CO | |
| Aumeeruddy-Elalfi et al. | Extraction techniques and pharmacological potential of essential oils from medicinal and aromatic plants of Mauritius |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| 121 | Ep: the epo has been informed by wipo that ep was designated in this application |
Ref document number: 23863894 Country of ref document: EP Kind code of ref document: A1 |