JPH029590B2 - - Google Patents
Info
- Publication number
- JPH029590B2 JPH029590B2 JP57025519A JP2551982A JPH029590B2 JP H029590 B2 JPH029590 B2 JP H029590B2 JP 57025519 A JP57025519 A JP 57025519A JP 2551982 A JP2551982 A JP 2551982A JP H029590 B2 JPH029590 B2 JP H029590B2
- Authority
- JP
- Japan
- Prior art keywords
- tocopherol
- extract
- leaves
- ethanol
- hexane
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired - Lifetime
Links
- 229930003799 tocopherol Natural products 0.000 claims description 15
- 239000011732 tocopherol Substances 0.000 claims description 15
- 235000019149 tocopherols Nutrition 0.000 claims description 11
- 229930003802 tocotrienol Natural products 0.000 claims description 11
- 239000011731 tocotrienol Substances 0.000 claims description 11
- 235000019148 tocotrienols Nutrition 0.000 claims description 11
- GJJVAFUKOBZPCB-ZGRPYONQSA-N (r)-3,4-dihydro-2-methyl-2-(4,8,12-trimethyl-3,7,11-tridecatrienyl)-2h-1-benzopyran-6-ol Chemical class OC1=CC=C2OC(CC/C=C(C)/CC/C=C(C)/CCC=C(C)C)(C)CCC2=C1 GJJVAFUKOBZPCB-ZGRPYONQSA-N 0.000 claims description 10
- 239000003960 organic solvent Substances 0.000 claims description 10
- 229940068778 tocotrienols Drugs 0.000 claims description 10
- 241001133760 Acoelorraphe Species 0.000 claims description 7
- 239000000203 mixture Substances 0.000 claims description 6
- 244000099147 Ananas comosus Species 0.000 claims description 5
- 235000007119 Ananas comosus Nutrition 0.000 claims description 5
- 238000000034 method Methods 0.000 claims description 4
- 241000196324 Embryophyta Species 0.000 claims 1
- 125000002640 tocopherol group Chemical class 0.000 claims 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 25
- GVJHHUAWPYXKBD-IEOSBIPESA-N α-tocopherol Chemical compound OC1=C(C)C(C)=C2O[C@@](CCC[C@H](C)CCC[C@H](C)CCCC(C)C)(C)CCC2=C1C GVJHHUAWPYXKBD-IEOSBIPESA-N 0.000 description 24
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 21
- 229940087168 alpha tocopherol Drugs 0.000 description 10
- 229960000984 tocofersolan Drugs 0.000 description 10
- 235000004835 α-tocopherol Nutrition 0.000 description 10
- 239000002076 α-tocopherol Substances 0.000 description 10
- QUEDXNHFTDJVIY-UHFFFAOYSA-N γ-tocopherol Chemical class OC1=C(C)C(C)=C2OC(CCCC(C)CCCC(C)CCCC(C)C)(C)CCC2=C1 QUEDXNHFTDJVIY-UHFFFAOYSA-N 0.000 description 10
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 9
- GVJHHUAWPYXKBD-UHFFFAOYSA-N (±)-α-Tocopherol Chemical compound OC1=C(C)C(C)=C2OC(CCCC(C)CCCC(C)CCCC(C)C)(C)CCC2=C1C GVJHHUAWPYXKBD-UHFFFAOYSA-N 0.000 description 8
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 8
- WIGCFUFOHFEKBI-UHFFFAOYSA-N gamma-tocopherol Natural products CC(C)CCCC(C)CCCC(C)CCCC1CCC2C(C)C(O)C(C)C(C)C2O1 WIGCFUFOHFEKBI-UHFFFAOYSA-N 0.000 description 8
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 6
- RZFHLOLGZPDCHJ-DLQZEEBKSA-N alpha-Tocotrienol Natural products Oc1c(C)c(C)c2O[C@@](CC/C=C(/CC/C=C(\CC/C=C(\C)/C)/C)\C)(C)CCc2c1C RZFHLOLGZPDCHJ-DLQZEEBKSA-N 0.000 description 6
- 235000010382 gamma-tocopherol Nutrition 0.000 description 6
- 239000002478 γ-tocopherol Substances 0.000 description 6
- QUEDXNHFTDJVIY-DQCZWYHMSA-N γ-tocopherol Chemical compound OC1=C(C)C(C)=C2O[C@@](CCC[C@H](C)CCC[C@H](C)CCCC(C)C)(C)CCC2=C1 QUEDXNHFTDJVIY-DQCZWYHMSA-N 0.000 description 6
- 240000000111 Saccharum officinarum Species 0.000 description 5
- 235000007201 Saccharum officinarum Nutrition 0.000 description 5
- 239000012141 concentrate Substances 0.000 description 5
- 239000011259 mixed solution Substances 0.000 description 5
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 5
- OTXNTMVVOOBZCV-UHFFFAOYSA-N 2R-gamma-tocotrienol Natural products OC1=C(C)C(C)=C2OC(CCC=C(C)CCC=C(C)CCC=C(C)C)(C)CCC2=C1 OTXNTMVVOOBZCV-UHFFFAOYSA-N 0.000 description 4
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 4
- 241000234295 Musa Species 0.000 description 4
- 235000018290 Musa x paradisiaca Nutrition 0.000 description 4
- 239000000377 silicon dioxide Substances 0.000 description 4
- 235000010384 tocopherol Nutrition 0.000 description 4
- 229960001295 tocopherol Drugs 0.000 description 4
- WGVKWNUPNGFDFJ-DQCZWYHMSA-N β-tocopherol Chemical compound OC1=CC(C)=C2O[C@@](CCC[C@H](C)CCC[C@H](C)CCCC(C)C)(C)CCC2=C1C WGVKWNUPNGFDFJ-DQCZWYHMSA-N 0.000 description 4
- GZIFEOYASATJEH-VHFRWLAGSA-N δ-tocopherol Chemical compound OC1=CC(C)=C2O[C@@](CCC[C@H](C)CCC[C@H](C)CCCC(C)C)(C)CCC2=C1 GZIFEOYASATJEH-VHFRWLAGSA-N 0.000 description 4
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 3
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 3
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 description 3
- GCFHZZWXZLABBL-UHFFFAOYSA-N ethanol;hexane Chemical compound CCO.CCCCCC GCFHZZWXZLABBL-UHFFFAOYSA-N 0.000 description 3
- OTXNTMVVOOBZCV-YMCDKREISA-N gamma-Tocotrienol Natural products Oc1c(C)c(C)c2O[C@@](CC/C=C(\CC/C=C(\CC/C=C(\C)/C)/C)/C)(C)CCc2c1 OTXNTMVVOOBZCV-YMCDKREISA-N 0.000 description 3
- 150000002576 ketones Chemical class 0.000 description 3
- 239000012046 mixed solvent Substances 0.000 description 3
- 238000000199 molecular distillation Methods 0.000 description 3
- 239000002904 solvent Substances 0.000 description 3
- RZFHLOLGZPDCHJ-XZXLULOTSA-N α-Tocotrienol Chemical compound OC1=C(C)C(C)=C2O[C@@](CC/C=C(C)/CC/C=C(C)/CCC=C(C)C)(C)CCC2=C1C RZFHLOLGZPDCHJ-XZXLULOTSA-N 0.000 description 3
- 235000019145 α-tocotrienol Nutrition 0.000 description 3
- 239000011730 α-tocotrienol Substances 0.000 description 3
- 235000019150 γ-tocotrienol Nutrition 0.000 description 3
- 239000011722 γ-tocotrienol Substances 0.000 description 3
- OTXNTMVVOOBZCV-WAZJVIJMSA-N γ-tocotrienol Chemical compound OC1=C(C)C(C)=C2O[C@@](CC/C=C(C)/CC/C=C(C)/CCC=C(C)C)(C)CCC2=C1 OTXNTMVVOOBZCV-WAZJVIJMSA-N 0.000 description 3
- FGYKUFVNYVMTAM-UHFFFAOYSA-N (R)-2,5,8-trimethyl-2-(4,8,12-trimethyl-trideca-3t,7t,11-trienyl)-chroman-6-ol Natural products OC1=CC(C)=C2OC(CCC=C(C)CCC=C(C)CCC=C(C)C)(C)CCC2=C1C FGYKUFVNYVMTAM-UHFFFAOYSA-N 0.000 description 2
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 2
- GZIFEOYASATJEH-UHFFFAOYSA-N D-delta tocopherol Natural products OC1=CC(C)=C2OC(CCCC(C)CCCC(C)CCCC(C)C)(C)CCC2=C1 GZIFEOYASATJEH-UHFFFAOYSA-N 0.000 description 2
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 2
- IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 description 2
- XBDQKXXYIPTUBI-UHFFFAOYSA-M Propionate Chemical compound CCC([O-])=O XBDQKXXYIPTUBI-UHFFFAOYSA-M 0.000 description 2
- 229930003427 Vitamin E Natural products 0.000 description 2
- 229940064063 alpha tocotrienol Drugs 0.000 description 2
- 229940066595 beta tocopherol Drugs 0.000 description 2
- FGYKUFVNYVMTAM-YMCDKREISA-N beta-Tocotrienol Natural products Oc1c(C)c2c(c(C)c1)O[C@@](CC/C=C(\CC/C=C(\CC/C=C(\C)/C)/C)/C)(C)CC2 FGYKUFVNYVMTAM-YMCDKREISA-N 0.000 description 2
- 239000000306 component Substances 0.000 description 2
- 235000010389 delta-tocopherol Nutrition 0.000 description 2
- 238000001035 drying Methods 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- FGYKUFVNYVMTAM-MUUNZHRXSA-N epsilon-Tocopherol Natural products OC1=CC(C)=C2O[C@@](CCC=C(C)CCC=C(C)CCC=C(C)C)(C)CCC2=C1C FGYKUFVNYVMTAM-MUUNZHRXSA-N 0.000 description 2
- 150000002170 ethers Chemical class 0.000 description 2
- 238000000605 extraction Methods 0.000 description 2
- 235000013305 food Nutrition 0.000 description 2
- 238000005194 fractionation Methods 0.000 description 2
- 238000003306 harvesting Methods 0.000 description 2
- 229930195733 hydrocarbon Natural products 0.000 description 2
- 150000002430 hydrocarbons Chemical class 0.000 description 2
- TZIHFWKZFHZASV-UHFFFAOYSA-N methyl formate Chemical compound COC=O TZIHFWKZFHZASV-UHFFFAOYSA-N 0.000 description 2
- 239000000243 solution Substances 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 229940046009 vitamin E Drugs 0.000 description 2
- 235000019165 vitamin E Nutrition 0.000 description 2
- 239000011709 vitamin E Substances 0.000 description 2
- 235000007680 β-tocopherol Nutrition 0.000 description 2
- 239000011590 β-tocopherol Substances 0.000 description 2
- 235000019151 β-tocotrienol Nutrition 0.000 description 2
- 239000011723 β-tocotrienol Substances 0.000 description 2
- FGYKUFVNYVMTAM-WAZJVIJMSA-N β-tocotrienol Chemical compound OC1=CC(C)=C2O[C@@](CC/C=C(C)/CC/C=C(C)/CCC=C(C)C)(C)CCC2=C1C FGYKUFVNYVMTAM-WAZJVIJMSA-N 0.000 description 2
- 239000002446 δ-tocopherol Substances 0.000 description 2
- 235000019144 δ-tocotrienol Nutrition 0.000 description 2
- WSLDOOZREJYCGB-UHFFFAOYSA-N 1,2-Dichloroethane Chemical compound ClCCCl WSLDOOZREJYCGB-UHFFFAOYSA-N 0.000 description 1
- NWUYHJFMYQTDRP-UHFFFAOYSA-N 1,2-bis(ethenyl)benzene;1-ethenyl-2-ethylbenzene;styrene Chemical compound C=CC1=CC=CC=C1.CCC1=CC=CC=C1C=C.C=CC1=CC=CC=C1C=C NWUYHJFMYQTDRP-UHFFFAOYSA-N 0.000 description 1
- GJJVAFUKOBZPCB-UHFFFAOYSA-N 2-methyl-2-(4,8,12-trimethyltrideca-3,7,11-trienyl)-3,4-dihydrochromen-6-ol Chemical compound OC1=CC=C2OC(CCC=C(C)CCC=C(C)CCC=C(C)C)(C)CCC2=C1 GJJVAFUKOBZPCB-UHFFFAOYSA-N 0.000 description 1
- ODADKLYLWWCHNB-UHFFFAOYSA-N 2R-delta-tocotrienol Natural products OC1=CC(C)=C2OC(CCC=C(C)CCC=C(C)CCC=C(C)C)(C)CCC2=C1 ODADKLYLWWCHNB-UHFFFAOYSA-N 0.000 description 1
- IKHGUXGNUITLKF-UHFFFAOYSA-N Acetaldehyde Chemical compound CC=O IKHGUXGNUITLKF-UHFFFAOYSA-N 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 1
- ZAFNJMIOTHYJRJ-UHFFFAOYSA-N Diisopropyl ether Chemical compound CC(C)OC(C)C ZAFNJMIOTHYJRJ-UHFFFAOYSA-N 0.000 description 1
- 241001465754 Metazoa Species 0.000 description 1
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 1
- 235000019482 Palm oil Nutrition 0.000 description 1
- KXKVLQRXCPHEJC-UHFFFAOYSA-N acetic acid trimethyl ester Natural products COC(C)=O KXKVLQRXCPHEJC-UHFFFAOYSA-N 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- 230000032683 aging Effects 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 239000003957 anion exchange resin Substances 0.000 description 1
- 150000001491 aromatic compounds Chemical class 0.000 description 1
- 150000001733 carboxylic acid esters Chemical class 0.000 description 1
- 229920001429 chelating resin Polymers 0.000 description 1
- 238000004587 chromatography analysis Methods 0.000 description 1
- 239000002537 cosmetic Substances 0.000 description 1
- BTNBMQIHCRIGOU-UHFFFAOYSA-N delta-tocotrienol Natural products CC(=CCCC(=CCCC(=CCCOC1(C)CCc2cc(O)cc(C)c2O1)C)C)C BTNBMQIHCRIGOU-UHFFFAOYSA-N 0.000 description 1
- IJKVHSBPTUYDLN-UHFFFAOYSA-N dihydroxy(oxo)silane Chemical compound O[Si](O)=O IJKVHSBPTUYDLN-UHFFFAOYSA-N 0.000 description 1
- 201000010099 disease Diseases 0.000 description 1
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- 235000013399 edible fruits Nutrition 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 239000002871 fertility agent Substances 0.000 description 1
- WBJINCZRORDGAQ-UHFFFAOYSA-N formic acid ethyl ester Natural products CCOC=O WBJINCZRORDGAQ-UHFFFAOYSA-N 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 150000008282 halocarbons Chemical class 0.000 description 1
- 239000003456 ion exchange resin Substances 0.000 description 1
- 229920003303 ion-exchange polymer Polymers 0.000 description 1
- 150000002500 ions Chemical class 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- 235000016709 nutrition Nutrition 0.000 description 1
- 239000003921 oil Substances 0.000 description 1
- 235000019198 oils Nutrition 0.000 description 1
- 230000003647 oxidation Effects 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- 239000002540 palm oil Substances 0.000 description 1
- 239000003208 petroleum Substances 0.000 description 1
- 238000011084 recovery Methods 0.000 description 1
- 238000001179 sorption measurement Methods 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
- 239000011729 δ-tocotrienol Substances 0.000 description 1
- ODADKLYLWWCHNB-LDYBVBFYSA-N δ-tocotrienol Chemical compound OC1=CC(C)=C2O[C@@](CC/C=C(C)/CC/C=C(C)/CCC=C(C)C)(C)CCC2=C1 ODADKLYLWWCHNB-LDYBVBFYSA-N 0.000 description 1
- 150000003790 δ-tocotrienols Chemical class 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D311/00—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings
- C07D311/02—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings ortho- or peri-condensed with carbocyclic rings or ring systems
- C07D311/04—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring
- C07D311/58—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring other than with oxygen or sulphur atoms in position 2 or 4
- C07D311/70—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring other than with oxygen or sulphur atoms in position 2 or 4 with two hydrocarbon radicals attached in position 2 and elements other than carbon and hydrogen in position 6
- C07D311/72—3,4-Dihydro derivatives having in position 2 at least one methyl radical and in position 6 one oxygen atom, e.g. tocopherols
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pyrane Compounds (AREA)
Priority Applications (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2551982A JPS58144382A (ja) | 1982-02-19 | 1982-02-19 | トコフエロ−ル及びトコトリエノ−ルの分離方法 |
| GB08303777A GB2117381B (en) | 1982-02-19 | 1983-02-11 | Vitamin e extraction |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2551982A JPS58144382A (ja) | 1982-02-19 | 1982-02-19 | トコフエロ−ル及びトコトリエノ−ルの分離方法 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS58144382A JPS58144382A (ja) | 1983-08-27 |
| JPH029590B2 true JPH029590B2 (https=) | 1990-03-02 |
Family
ID=12168302
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2551982A Granted JPS58144382A (ja) | 1982-02-19 | 1982-02-19 | トコフエロ−ル及びトコトリエノ−ルの分離方法 |
Country Status (2)
| Country | Link |
|---|---|
| JP (1) | JPS58144382A (https=) |
| GB (1) | GB2117381B (https=) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2010155829A (ja) * | 2008-12-05 | 2010-07-15 | Shonan Institute For Medical & Preventive Science | バナナの果実を除く全草を有効成分とする男性ホルモン作用抑制剤、前立腺肥大抑制剤、および男性ホルモン依存性脱毛抑制剤 |
Families Citing this family (19)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3424614A1 (de) * | 1983-07-05 | 1985-01-17 | Kuraray Co., Ltd., Kurashiki, Okayama | Verfahren zur herstellung eines extraktes |
| US4603142A (en) * | 1984-06-01 | 1986-07-29 | Wisconsin Alumni Research Foundation | Cholesterol lowering method of use |
| EP0171009B1 (en) * | 1984-08-02 | 1991-05-22 | HENKEL CORPORATION (a Delaware corp.) | Purification of tocopherols by extraction |
| EP0333472B1 (en) * | 1988-03-16 | 1997-10-08 | PALM OIL RESEARCH & DEVELOPMENT BOARD | Production of high concentration tocopherols and tocotrienols from palm oil by-products |
| US5217992A (en) * | 1989-10-04 | 1993-06-08 | Bristol-Myers Squibb Company | Tocotrienols in the treatment of hypercholesterolemia, hyperlipidemia and thromboembolic disorders |
| MY108071A (en) * | 1990-05-23 | 1996-08-15 | Pentad Foods Int | Stabilization and recovery method for tocotrienol and tocopherol products. |
| FR2669032B1 (fr) * | 1990-11-14 | 1993-04-23 | Cecchi Georges | Procede de fabrication d'une preparation de d-alpha-tocopherol. |
| US5985344A (en) * | 1997-09-02 | 1999-11-16 | The Ricex Company | Process for obtaining micronutrient enriched rice bran oil |
| US6706898B2 (en) * | 1998-01-29 | 2004-03-16 | Archer-Daniels-Midland Company | Methods for separating a tocopherol from a tocopherol-containing mixture |
| EP0941671B1 (en) | 1998-03-12 | 2015-09-09 | International Flavors & Fragrances Inc. | Taste agent from Saccharum Officinarum, process for preparing it, products containing it |
| EP1043051B1 (en) * | 1999-01-25 | 2006-09-27 | DSM IP Assets B.V. | Process for preparing an adsorbent which is loaded with an oil |
| JP5312731B2 (ja) * | 2006-08-30 | 2013-10-09 | 株式会社ノエビア | 皮膚外用剤 |
| MX2010003362A (es) * | 2007-10-05 | 2010-05-05 | Horizon Science Pty Ltd | Conservantes y agentes antimicrobianos naturales. |
| MY157650A (en) * | 2008-03-06 | 2016-07-15 | Nova Lab Sdn Bhd | Extract from oil palm leaves comprising phenolic acids |
| WO2010110640A1 (en) | 2009-03-24 | 2010-09-30 | Universiti Putra Malaysia | Anti-diabetic nutraceutical composition from palm leaf extract |
| EP2672832B1 (en) | 2011-02-08 | 2020-03-25 | The Product Makers (Australia) Pty Ltd | Sugar extracts |
| US20150201660A1 (en) | 2012-08-28 | 2015-07-23 | The Product Makers (Austrilia) Pty Ltd | Extraction Method |
| WO2015021512A1 (en) | 2013-08-16 | 2015-02-19 | Horizon Science Pty Ltd | Sugar cane derived extracts and methods of treatment |
| US20150259370A1 (en) * | 2014-03-11 | 2015-09-17 | Ecotech Development LLC | Integrated process extraction of pineapple biomass into fibers and natural products |
-
1982
- 1982-02-19 JP JP2551982A patent/JPS58144382A/ja active Granted
-
1983
- 1983-02-11 GB GB08303777A patent/GB2117381B/en not_active Expired
Non-Patent Citations (1)
| Title |
|---|
| CHEMICAL ALSTRACTS * |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2010155829A (ja) * | 2008-12-05 | 2010-07-15 | Shonan Institute For Medical & Preventive Science | バナナの果実を除く全草を有効成分とする男性ホルモン作用抑制剤、前立腺肥大抑制剤、および男性ホルモン依存性脱毛抑制剤 |
Also Published As
| Publication number | Publication date |
|---|---|
| GB8303777D0 (en) | 1983-03-16 |
| JPS58144382A (ja) | 1983-08-27 |
| GB2117381A (en) | 1983-10-12 |
| GB2117381B (en) | 1985-07-10 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| JPH029590B2 (https=) | ||
| JP7196153B2 (ja) | 工業用大麻のタイプからのカンナビノイドの製造方法 | |
| DE60103431T2 (de) | Ein Verfahren zur chromatographischen Isolierung von Isomeren des Vitamins E | |
| US6159347A (en) | Methods for separating a tocol from a tocol-containing mixture | |
| Ashraf-Khorassani et al. | Sequential fractionation of grape seeds into oils, polyphenols, and procyanidins via a single system employing CO2-based fluids | |
| WO1994008987A1 (en) | Integrated process for recovery of carotenoids and tocotrienols from oil | |
| US6867308B2 (en) | Process for separation of tocopherols | |
| EP1363895B1 (en) | Process for the production of tocotrienols | |
| EP1235822A1 (en) | Tocotrienols and geranylgeraniol from bixa orellana byproducts | |
| WO2013137844A1 (en) | Method for isolating flavonoid dihydroquercetin (taxifolin) from conifer wood species | |
| JP4268896B2 (ja) | フラバノン化合物、その製造方法及び抗酸化剤 | |
| EP1163235A2 (en) | Methods for separating a tocopherol from a tocopherol-containing mixture and compositions thereof | |
| EP4244201B1 (en) | Production of cannabidiol from hemp using subcritical liquid carbon dioxide | |
| JP5068461B2 (ja) | 粗製油および脂肪の品質の改良および少量成分の回収 | |
| JPS6193178A (ja) | トコトリエノ−ル類の分離方法 | |
| JPS58180480A (ja) | トコフエロ−ルの分離法 | |
| CN101323607B (zh) | 高含量混合生育酚的制备方法 | |
| KR100690928B1 (ko) | 에피갈로카테킨 갈레이트의 분리정제방법 | |
| GB2135672A (en) | Method for the preparation of vitamin E concentrate | |
| KR940002715B1 (ko) | 대두유 탈취 부산물로부터 천연 토코페롤을 분리, 정제하는 방법 | |
| JPS5899475A (ja) | トコフエロ−ル及びトコトリエノ−ルの分離方法 | |
| JP2006008552A (ja) | フラバノン化合物の製造方法 | |
| JPS595178A (ja) | トコフエロ−ル及びトコトリエノ−ルの分離方法 | |
| US20240285703A1 (en) | Method For Extracting And Purifying Broad-Spectrum Cannabis Oil From Industry Hemp | |
| RU2796921C2 (ru) | Способ получения каннабиноидов из сортов технической конопли |