ZA200700473B - Process for increased patchulol content in essential oil of pogostemon cablin - Google Patents
Process for increased patchulol content in essential oil of pogostemon cablin Download PDFInfo
- Publication number
- ZA200700473B ZA200700473B ZA200700473A ZA200700473A ZA200700473B ZA 200700473 B ZA200700473 B ZA 200700473B ZA 200700473 A ZA200700473 A ZA 200700473A ZA 200700473 A ZA200700473 A ZA 200700473A ZA 200700473 B ZA200700473 B ZA 200700473B
- Authority
- ZA
- South Africa
- Prior art keywords
- patchouli
- oil
- patchulol
- content
- biomass
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims abstract description 87
- 240000002505 Pogostemon cablin Species 0.000 title claims abstract description 59
- 235000011751 Pogostemon cablin Nutrition 0.000 title claims abstract description 59
- 230000001965 increasing effect Effects 0.000 title claims abstract description 36
- 239000000341 volatile oil Substances 0.000 title abstract description 30
- 230000008569 process Effects 0.000 title abstract description 25
- 239000003921 oil Substances 0.000 claims abstract description 59
- 239000001738 pogostemon cablin oil Substances 0.000 claims abstract description 53
- 238000009629 microbiological culture Methods 0.000 claims abstract description 38
- 238000000605 extraction Methods 0.000 claims abstract description 31
- 239000002028 Biomass Substances 0.000 claims abstract description 26
- 238000011534 incubation Methods 0.000 claims abstract description 11
- 230000001953 sensory effect Effects 0.000 claims abstract description 7
- 230000000813 microbial effect Effects 0.000 claims description 33
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 claims description 32
- 239000000203 mixture Substances 0.000 claims description 26
- 241000196324 Embryophyta Species 0.000 claims description 18
- 239000001569 carbon dioxide Substances 0.000 claims description 16
- 229910002092 carbon dioxide Inorganic materials 0.000 claims description 16
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 14
- 241000223230 Trichosporon Species 0.000 claims description 13
- 239000000796 flavoring agent Substances 0.000 claims description 13
- 235000019634 flavors Nutrition 0.000 claims description 13
- 240000004808 Saccharomyces cerevisiae Species 0.000 claims description 9
- 239000002689 soil Substances 0.000 claims description 9
- 238000001256 steam distillation Methods 0.000 claims description 9
- 230000002538 fungal effect Effects 0.000 claims description 6
- 241000894007 species Species 0.000 claims description 6
- 241000228212 Aspergillus Species 0.000 claims description 5
- 241000193830 Bacillus <bacterium> Species 0.000 claims description 5
- 241000894006 Bacteria Species 0.000 claims description 5
- 241000222120 Candida <Saccharomycetales> Species 0.000 claims description 5
- 241000233866 Fungi Species 0.000 claims description 5
- 241000228143 Penicillium Species 0.000 claims description 5
- 241000589516 Pseudomonas Species 0.000 claims description 5
- 241000235527 Rhizopus Species 0.000 claims description 5
- 241000223252 Rhodotorula Species 0.000 claims description 5
- 241000235070 Saccharomyces Species 0.000 claims description 5
- 125000003118 aryl group Chemical group 0.000 claims description 4
- 230000001580 bacterial effect Effects 0.000 claims description 4
- 239000002904 solvent Substances 0.000 claims description 4
- 230000002708 enhancing effect Effects 0.000 claims description 3
- 239000012074 organic phase Substances 0.000 claims description 3
- 230000000644 propagated effect Effects 0.000 claims description 3
- 238000000926 separation method Methods 0.000 claims 1
- 230000003247 decreasing effect Effects 0.000 abstract description 3
- GGHMUJBZYLPWFD-UHFFFAOYSA-N rac-patchouli alcohol Natural products C1CC2(C)C3(O)CCC(C)C2CC1C3(C)C GGHMUJBZYLPWFD-UHFFFAOYSA-N 0.000 description 19
- 235000019645 odor Nutrition 0.000 description 12
- 239000000758 substrate Substances 0.000 description 12
- 230000036983 biotransformation Effects 0.000 description 11
- 238000004821 distillation Methods 0.000 description 11
- 239000000047 product Substances 0.000 description 11
- GGHMUJBZYLPWFD-MYYUVRNCSA-N Patchouli alcohol Natural products O[C@@]12C(C)(C)[C@H]3C[C@H]([C@H](C)CC1)[C@]2(C)CC3 GGHMUJBZYLPWFD-MYYUVRNCSA-N 0.000 description 9
- 239000003205 fragrance Substances 0.000 description 8
- 108090000790 Enzymes Proteins 0.000 description 7
- 102000004190 Enzymes Human genes 0.000 description 7
- 229940088598 enzyme Drugs 0.000 description 7
- 230000015572 biosynthetic process Effects 0.000 description 6
- 238000001035 drying Methods 0.000 description 6
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- 238000004817 gas chromatography Methods 0.000 description 6
- 239000000463 material Substances 0.000 description 6
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- 230000000694 effects Effects 0.000 description 5
- 238000002955 isolation Methods 0.000 description 5
- 239000000126 substance Substances 0.000 description 5
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 4
- 235000002637 Nicotiana tabacum Nutrition 0.000 description 4
- 108010059820 Polygalacturonase Proteins 0.000 description 4
- 238000000222 aromatherapy Methods 0.000 description 4
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- 108010021809 Alcohol dehydrogenase Proteins 0.000 description 3
- WQZGKKKJIJFFOK-GASJEMHNSA-N Glucose Natural products OC[C@H]1OC(O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-GASJEMHNSA-N 0.000 description 3
- 241000208125 Nicotiana Species 0.000 description 3
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- XPFVYQJUAUNWIW-UHFFFAOYSA-N furfuryl alcohol Chemical compound OCC1=CC=CO1 XPFVYQJUAUNWIW-UHFFFAOYSA-N 0.000 description 3
- 235000008216 herbs Nutrition 0.000 description 3
- 239000004615 ingredient Substances 0.000 description 3
- 238000004519 manufacturing process Methods 0.000 description 3
- 239000002609 medium Substances 0.000 description 3
- 235000015097 nutrients Nutrition 0.000 description 3
- 238000002360 preparation method Methods 0.000 description 3
- 239000011541 reaction mixture Substances 0.000 description 3
- 238000005292 vacuum distillation Methods 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- SNICXCGAKADSCV-JTQLQIEISA-N (-)-Nicotine Chemical compound CN1CCC[C@H]1C1=CC=CN=C1 SNICXCGAKADSCV-JTQLQIEISA-N 0.000 description 2
- KWGRBVOPPLSCSI-WPRPVWTQSA-N (-)-ephedrine Chemical compound CN[C@@H](C)[C@H](O)C1=CC=CC=C1 KWGRBVOPPLSCSI-WPRPVWTQSA-N 0.000 description 2
- ZBFFNPODXBJBPW-VIFPVBQESA-N (R)-phenylacetylcarbinol Chemical compound CC(=O)[C@H](O)C1=CC=CC=C1 ZBFFNPODXBJBPW-VIFPVBQESA-N 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- 239000001888 Peptone Substances 0.000 description 2
- 108010080698 Peptones Proteins 0.000 description 2
- 241001072961 Pogostemon Species 0.000 description 2
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 2
- 230000004075 alteration Effects 0.000 description 2
- 239000008346 aqueous phase Substances 0.000 description 2
- HUMNYLRZRPPJDN-UHFFFAOYSA-N benzaldehyde Chemical compound O=CC1=CC=CC=C1 HUMNYLRZRPPJDN-UHFFFAOYSA-N 0.000 description 2
- 239000008376 breath freshener Substances 0.000 description 2
- 229940041514 candida albicans extract Drugs 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 239000000470 constituent Substances 0.000 description 2
- YPHMISFOHDHNIV-FSZOTQKASA-N cycloheximide Chemical compound C1[C@@H](C)C[C@H](C)C(=O)[C@@H]1[C@H](O)CC1CC(=O)NC(=O)C1 YPHMISFOHDHNIV-FSZOTQKASA-N 0.000 description 2
- 239000008121 dextrose Substances 0.000 description 2
- 238000010790 dilution Methods 0.000 description 2
- 239000012895 dilution Substances 0.000 description 2
- 235000013305 food Nutrition 0.000 description 2
- HYBBIBNJHNGZAN-UHFFFAOYSA-N furfural Chemical compound O=CC1=CC=CO1 HYBBIBNJHNGZAN-UHFFFAOYSA-N 0.000 description 2
- 238000003306 harvesting Methods 0.000 description 2
- 208000015181 infectious disease Diseases 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 238000004949 mass spectrometry Methods 0.000 description 2
- 238000002156 mixing Methods 0.000 description 2
- 229960002715 nicotine Drugs 0.000 description 2
- SNICXCGAKADSCV-UHFFFAOYSA-N nicotine Natural products CN1CCCC1C1=CC=CN=C1 SNICXCGAKADSCV-UHFFFAOYSA-N 0.000 description 2
- 239000003960 organic solvent Substances 0.000 description 2
- GGHMUJBZYLPWFD-CUZKYEQNSA-N patchouli alcohol Chemical compound C1C[C@]2(C)[C@@]3(O)CC[C@H](C)[C@@H]2C[C@@H]1C3(C)C GGHMUJBZYLPWFD-CUZKYEQNSA-N 0.000 description 2
- 235000019319 peptone Nutrition 0.000 description 2
- 239000003208 petroleum Substances 0.000 description 2
- 239000012071 phase Substances 0.000 description 2
- 230000009467 reduction Effects 0.000 description 2
- 239000011780 sodium chloride Substances 0.000 description 2
- 230000001988 toxicity Effects 0.000 description 2
- 231100000419 toxicity Toxicity 0.000 description 2
- 238000005303 weighing Methods 0.000 description 2
- 239000012138 yeast extract Substances 0.000 description 2
- LQIAZOCLNBBZQK-UHFFFAOYSA-N 1-(1,2-Diphosphanylethyl)pyrrolidin-2-one Chemical compound PCC(P)N1CCCC1=O LQIAZOCLNBBZQK-UHFFFAOYSA-N 0.000 description 1
- JGSUNMCABQUBOY-UHFFFAOYSA-N 4-oxo-4-(pyridin-3-yl)butanoic acid Chemical compound OC(=O)CCC(=O)C1=CC=CN=C1 JGSUNMCABQUBOY-UHFFFAOYSA-N 0.000 description 1
- 208000004998 Abdominal Pain Diseases 0.000 description 1
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- 241000238631 Hexapoda Species 0.000 description 1
- 241000545744 Hirudinea Species 0.000 description 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
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- 206010029216 Nervousness Diseases 0.000 description 1
- 244000061176 Nicotiana tabacum Species 0.000 description 1
- 206010037660 Pyrexia Diseases 0.000 description 1
- 229940124639 Selective inhibitor Drugs 0.000 description 1
- 208000013738 Sleep Initiation and Maintenance disease Diseases 0.000 description 1
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 1
- 206010046996 Varicose vein Diseases 0.000 description 1
- 206010047700 Vomiting Diseases 0.000 description 1
- 241000607479 Yersinia pestis Species 0.000 description 1
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- 230000006978 adaptation Effects 0.000 description 1
- 238000013019 agitation Methods 0.000 description 1
- KLOHDWPABZXLGI-YWUHCJSESA-M ampicillin sodium Chemical compound [Na+].C1([C@@H](N)C(=O)N[C@H]2[C@H]3SC([C@@H](N3C2=O)C([O-])=O)(C)C)=CC=CC=C1 KLOHDWPABZXLGI-YWUHCJSESA-M 0.000 description 1
- 230000000844 anti-bacterial effect Effects 0.000 description 1
- 230000000843 anti-fungal effect Effects 0.000 description 1
- 230000002421 anti-septic effect Effects 0.000 description 1
- 229940121375 antifungal agent Drugs 0.000 description 1
- 239000002249 anxiolytic agent Substances 0.000 description 1
- 239000003048 aphrodisiac agent Substances 0.000 description 1
- 230000002509 aphrodisiac effect Effects 0.000 description 1
- 230000036528 appetite Effects 0.000 description 1
- 235000019789 appetite Nutrition 0.000 description 1
- 239000010692 aromatic oil Substances 0.000 description 1
- 208000010668 atopic eczema Diseases 0.000 description 1
- 235000015173 baked goods and baking mixes Nutrition 0.000 description 1
- 238000005842 biochemical reaction Methods 0.000 description 1
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- 238000000633 chiral stationary phase gas chromatography Methods 0.000 description 1
- 238000004587 chromatography analysis Methods 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 235000009508 confectionery Nutrition 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 239000006071 cream Substances 0.000 description 1
- KWGRBVOPPLSCSI-UHFFFAOYSA-N d-ephedrine Natural products CNC(C)C(O)C1=CC=CC=C1 KWGRBVOPPLSCSI-UHFFFAOYSA-N 0.000 description 1
- 239000000645 desinfectant Substances 0.000 description 1
- 238000010586 diagram Methods 0.000 description 1
- 229940079919 digestives enzyme preparation Drugs 0.000 description 1
- 201000010099 disease Diseases 0.000 description 1
- 231100000676 disease causative agent Toxicity 0.000 description 1
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 description 1
- 229940079593 drug Drugs 0.000 description 1
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- 238000001704 evaporation Methods 0.000 description 1
- 230000008020 evaporation Effects 0.000 description 1
- 239000000834 fixative Substances 0.000 description 1
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- 208000014617 hemorrhoid Diseases 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 125000004435 hydrogen atom Chemical class [H]* 0.000 description 1
- 230000006872 improvement Effects 0.000 description 1
- 238000011065 in-situ storage Methods 0.000 description 1
- -1 incense Substances 0.000 description 1
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- 239000002398 materia medica Substances 0.000 description 1
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- 230000001404 mediated effect Effects 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 238000012544 monitoring process Methods 0.000 description 1
- 229930014626 natural product Natural products 0.000 description 1
- 230000008693 nausea Effects 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 230000001473 noxious effect Effects 0.000 description 1
- 239000006916 nutrient agar Substances 0.000 description 1
- QNGNSVIICDLXHT-UHFFFAOYSA-N para-ethylbenzaldehyde Natural products CCC1=CC=C(C=O)C=C1 QNGNSVIICDLXHT-UHFFFAOYSA-N 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- 239000001814 pectin Substances 0.000 description 1
- 229920001277 pectin Polymers 0.000 description 1
- 235000010987 pectin Nutrition 0.000 description 1
- 238000004886 process control Methods 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- 239000005871 repellent Substances 0.000 description 1
- 230000002940 repellent Effects 0.000 description 1
- 230000004044 response Effects 0.000 description 1
- 230000000717 retained effect Effects 0.000 description 1
- 238000010963 scalable process Methods 0.000 description 1
- 238000013341 scale-up Methods 0.000 description 1
- 230000024053 secondary metabolic process Effects 0.000 description 1
- 238000013207 serial dilution Methods 0.000 description 1
- 230000014639 sexual reproduction Effects 0.000 description 1
- 239000000779 smoke Substances 0.000 description 1
- 230000000391 smoking effect Effects 0.000 description 1
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- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 238000010563 solid-state fermentation Methods 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 230000035882 stress Effects 0.000 description 1
- 229910021653 sulphate ion Inorganic materials 0.000 description 1
- 230000002889 sympathetic effect Effects 0.000 description 1
- 210000002820 sympathetic nervous system Anatomy 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 230000035488 systolic blood pressure Effects 0.000 description 1
- BWMISRWJRUSYEX-SZKNIZGXSA-N terbinafine hydrochloride Chemical compound Cl.C1=CC=C2C(CN(C\C=C\C#CC(C)(C)C)C)=CC=CC2=C1 BWMISRWJRUSYEX-SZKNIZGXSA-N 0.000 description 1
- 238000002560 therapeutic procedure Methods 0.000 description 1
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Classifications
-
- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12P—FERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
- C12P15/00—Preparation of compounds containing at least three condensed carbocyclic rings
-
- 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
-
- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12P—FERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
- C12P7/00—Preparation of oxygen-containing organic compounds
- C12P7/64—Fats; Fatty oils; Ester-type waxes; Higher fatty acids, i.e. having at least seven carbon atoms in an unbroken chain bound to a carboxyl group; Oxidised oils or fats
- C12P7/6436—Fatty acid esters
- C12P7/6445—Glycerides
- C12P7/6463—Glycerides obtained from glyceride producing microorganisms, e.g. single cell oil
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- General Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Biochemistry (AREA)
- Biotechnology (AREA)
- General Engineering & Computer Science (AREA)
- General Health & Medical Sciences (AREA)
- Genetics & Genomics (AREA)
- Microbiology (AREA)
- Cell Biology (AREA)
- Medicines Containing Plant Substances (AREA)
- Medicinal Preparation (AREA)
- Fats And Perfumes (AREA)
- Cosmetics (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Preparation Of Compounds By Using Micro-Organisms (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| IN59MU2006 | 2006-01-16 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ZA200700473B true ZA200700473B (en) | 2009-08-26 |
Family
ID=38255524
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ZA200700473A ZA200700473B (en) | 2006-01-16 | 2006-01-16 | Process for increased patchulol content in essential oil of pogostemon cablin |
Country Status (6)
| Country | Link |
|---|---|
| US (1) | US7879584B2 (de) |
| EP (1) | EP1974046B1 (de) |
| AT (1) | ATE491802T1 (de) |
| DE (1) | DE602007011200D1 (de) |
| WO (1) | WO2007080606A2 (de) |
| ZA (1) | ZA200700473B (de) |
Families Citing this family (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB0822257D0 (en) * | 2008-12-05 | 2009-01-14 | Reckitt & Colman Overseas | Depilatory composition |
| US20100255133A1 (en) * | 2009-04-07 | 2010-10-07 | Shodoshima Healthy Land Co., Ltd. | Extracted olive oil and production method thereof |
| SG11201407653SA (en) * | 2012-05-19 | 2014-12-30 | Aiping Zhao | Herbal composition for treatment of gastrointestinal inflammatory diseases and method to prepare and use thereof |
| EP2969039B1 (de) | 2013-03-15 | 2020-02-12 | JB Scientific, LLC | Geschmackshemmung durch verwendung eines luftstroms |
| US11478602B2 (en) | 2013-03-15 | 2022-10-25 | Jb Scientific, Llc | Taste inhibition through the use of an air flow |
| CN109355137A (zh) * | 2018-11-21 | 2019-02-19 | 黛君本草生命科技（深圳）有限公司 | 一种肉桂精油的制备工艺 |
| FR3091993B1 (fr) | 2019-01-29 | 2021-01-22 | Isp Investments Llc | Procede d’obtention d’un extrait de feuilles de patchouli et ses utilisations cosmetiques |
| WO2021050000A1 (en) * | 2019-09-12 | 2021-03-18 | Crop Protection (Singapore) Pte. Ltd. | Method of preparing patchouli extract |
| CN113533603A (zh) * | 2020-04-21 | 2021-10-22 | 中国科学院上海药物研究所 | 广藿香油的质量检测方法、其包合物、干混悬剂及其用途 |
Family Cites Families (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4037609A (en) * | 1975-11-17 | 1977-07-26 | Brown & Williamson Tobacco Corporation | Process for reduction of nicotine content of tobacco by microbial treatment |
| GB1586859A (en) * | 1977-08-31 | 1981-03-25 | Hoffmann La Roche | Process for the preparation of patchoulol derivatives |
| JPS5626901A (en) * | 1979-08-10 | 1981-03-16 | Takuo Sakai | Preparation of pectin from plant tissue |
| EP0945073A3 (de) | 1998-03-26 | 2001-01-17 | Shiseido Company Limited | Verfahren zur Herstellung eines natürlichen Aroma- oder Riechstoff |
| WO2005113836A2 (en) * | 2004-05-21 | 2005-12-01 | Diaz Mara R | High through-put detection of pathogenic yeasts in the genus trichosporon |
-
2006
- 2006-01-16 ZA ZA200700473A patent/ZA200700473B/en unknown
-
2007
- 2007-01-12 WO PCT/IN2007/000014 patent/WO2007080606A2/en active Application Filing
- 2007-01-12 EP EP07717872A patent/EP1974046B1/de not_active Not-in-force
- 2007-01-12 AT AT07717872T patent/ATE491802T1/de active
- 2007-01-12 DE DE602007011200T patent/DE602007011200D1/de active Active
- 2007-02-15 US US11/707,721 patent/US7879584B2/en not_active Expired - Fee Related
Also Published As
| Publication number | Publication date |
|---|---|
| WO2007080606A3 (en) | 2007-10-25 |
| US7879584B2 (en) | 2011-02-01 |
| US20070298482A1 (en) | 2007-12-27 |
| EP1974046B1 (de) | 2010-12-15 |
| DE602007011200D1 (de) | 2011-01-27 |
| WO2007080606A2 (en) | 2007-07-19 |
| WO2007080606A9 (en) | 2014-12-24 |
| ATE491802T1 (de) | 2011-01-15 |
| EP1974046A2 (de) | 2008-10-01 |
| WO2007080606A8 (en) | 2008-02-14 |
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