JPS58144382A - トコフエロ−ル及びトコトリエノ−ルの分離方法 - Google Patents
トコフエロ−ル及びトコトリエノ−ルの分離方法Info
- Publication number
- JPS58144382A JPS58144382A JP2551982A JP2551982A JPS58144382A JP S58144382 A JPS58144382 A JP S58144382A JP 2551982 A JP2551982 A JP 2551982A JP 2551982 A JP2551982 A JP 2551982A JP S58144382 A JPS58144382 A JP S58144382A
- Authority
- JP
- Japan
- Prior art keywords
- leaves
- tocopherol
- extract
- organic solvent
- tocotrienols
- 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.)
- Granted
Links
- 229930003799 tocopherol Natural products 0.000 title claims abstract description 18
- 239000011732 tocopherol Substances 0.000 title claims abstract description 18
- 239000011731 tocotrienol Substances 0.000 title claims abstract description 17
- 229930003802 tocotrienol Natural products 0.000 title claims abstract description 16
- 235000019148 tocotrienols Nutrition 0.000 title claims abstract description 16
- GVJHHUAWPYXKBD-UHFFFAOYSA-N d-alpha-tocopherol Natural products OC1=C(C)C(C)=C2OC(CCCC(C)CCCC(C)CCCC(C)C)(C)CCC2=C1C GVJHHUAWPYXKBD-UHFFFAOYSA-N 0.000 title abstract description 11
- 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 title description 26
- 235000010384 tocopherol Nutrition 0.000 title description 5
- 229960001295 tocopherol Drugs 0.000 title description 5
- 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 title description 3
- 238000000926 separation method Methods 0.000 title 1
- 239000003960 organic solvent Substances 0.000 claims abstract description 14
- 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 abstract description 13
- 235000019149 tocopherols Nutrition 0.000 claims abstract description 13
- 229940068778 tocotrienols Drugs 0.000 claims abstract description 13
- 240000000111 Saccharum officinarum Species 0.000 claims abstract description 8
- 235000007201 Saccharum officinarum Nutrition 0.000 claims abstract description 8
- 244000099147 Ananas comosus Species 0.000 claims abstract description 6
- 235000007119 Ananas comosus Nutrition 0.000 claims abstract description 6
- 235000018290 Musa x paradisiaca Nutrition 0.000 claims abstract description 6
- 239000000203 mixture Substances 0.000 claims abstract description 5
- 125000002640 tocopherol group Chemical class 0.000 claims abstract 4
- 235000010654 Melissa officinalis Nutrition 0.000 claims abstract 3
- 244000062730 Melissa officinalis Species 0.000 claims abstract 3
- 240000008790 Musa x paradisiaca Species 0.000 claims abstract 3
- 239000000865 liniment Substances 0.000 claims abstract 3
- 238000000605 extraction Methods 0.000 claims description 6
- 238000000034 method Methods 0.000 claims description 4
- 241000196324 Embryophyta Species 0.000 claims 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 abstract description 25
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 abstract description 24
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 abstract description 14
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 abstract description 12
- 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 abstract description 7
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 abstract description 6
- 239000012141 concentrate Substances 0.000 abstract description 6
- -1 methanol) Chemical compound 0.000 abstract description 6
- 150000002576 ketones Chemical class 0.000 abstract description 4
- TZIHFWKZFHZASV-UHFFFAOYSA-N methyl formate Chemical compound COC=O TZIHFWKZFHZASV-UHFFFAOYSA-N 0.000 abstract description 4
- 229930003427 Vitamin E Natural products 0.000 abstract description 3
- 230000000694 effects Effects 0.000 abstract description 3
- 238000005194 fractionation Methods 0.000 abstract description 3
- 229930195733 hydrocarbon Natural products 0.000 abstract description 3
- 150000002430 hydrocarbons Chemical class 0.000 abstract description 3
- 239000000126 substance Substances 0.000 abstract description 3
- 229940046009 vitamin E Drugs 0.000 abstract description 3
- 235000019165 vitamin E Nutrition 0.000 abstract description 3
- 239000011709 vitamin E Substances 0.000 abstract description 3
- 241001465754 Metazoa Species 0.000 abstract description 2
- 150000001733 carboxylic acid esters Chemical class 0.000 abstract description 2
- 239000003795 chemical substances by application Substances 0.000 abstract description 2
- 235000013305 food Nutrition 0.000 abstract description 2
- 239000004215 Carbon black (E152) Substances 0.000 abstract 1
- 230000000776 anti-sterility effect Effects 0.000 abstract 1
- 239000003963 antioxidant agent Substances 0.000 abstract 1
- 230000003078 antioxidant effect Effects 0.000 abstract 1
- 235000006708 antioxidants Nutrition 0.000 abstract 1
- 229940087168 alpha tocopherol Drugs 0.000 description 11
- 229960000984 tocofersolan Drugs 0.000 description 11
- 235000004835 α-tocopherol Nutrition 0.000 description 11
- 239000002076 α-tocopherol Substances 0.000 description 11
- 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 9
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 8
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 7
- 239000011259 mixed solution Substances 0.000 description 6
- 241001133760 Acoelorraphe Species 0.000 description 5
- GCFHZZWXZLABBL-UHFFFAOYSA-N ethanol;hexane Chemical compound CCO.CCCCCC GCFHZZWXZLABBL-UHFFFAOYSA-N 0.000 description 4
- 235000010382 gamma-tocopherol Nutrition 0.000 description 4
- 239000000377 silicon dioxide Substances 0.000 description 4
- 239000002478 γ-tocopherol Substances 0.000 description 4
- 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 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
- 241000234295 Musa Species 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- 150000001491 aromatic compounds 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
- 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
- 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
- 229940064063 alpha tocotrienol Drugs 0.000 description 2
- 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 2
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 description 2
- 235000010389 delta-tocopherol Nutrition 0.000 description 2
- 238000003306 harvesting Methods 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- 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 2
- 235000019145 α-tocotrienol Nutrition 0.000 description 2
- 239000011730 α-tocotrienol Substances 0.000 description 2
- 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 2
- 239000002446 δ-tocopherol Substances 0.000 description 2
- 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 1
- 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
- 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
- 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 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 1
- 241000156978 Erebia 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
- CDXSJGDDABYYJV-UHFFFAOYSA-N acetic acid;ethanol Chemical compound CCO.CC(O)=O CDXSJGDDABYYJV-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
- 229940066595 beta tocopherol Drugs 0.000 description 1
- 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 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
- 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
- 239000003814 drug Substances 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 235000013399 edible fruits Nutrition 0.000 description 1
- 238000010828 elution Methods 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 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 1
- 150000002148 esters Chemical class 0.000 description 1
- 150000002170 ethers Chemical class 0.000 description 1
- 230000005284 excitation Effects 0.000 description 1
- 239000003925 fat Substances 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
- PCHJSUWPFVWCPO-UHFFFAOYSA-N gold Chemical compound [Au] PCHJSUWPFVWCPO-UHFFFAOYSA-N 0.000 description 1
- 239000010931 gold Substances 0.000 description 1
- 229910052737 gold Inorganic materials 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
- 239000002075 main ingredient Substances 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
- 239000003495 polar organic solvent Substances 0.000 description 1
- 238000011084 recovery Methods 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 238000001179 sorption measurement Methods 0.000 description 1
- 230000002269 spontaneous effect Effects 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
- 125000001020 α-tocopherol group Chemical group 0.000 description 1
- 235000007680 β-tocopherol Nutrition 0.000 description 1
- 239000011590 β-tocopherol Substances 0.000 description 1
- 235000019151 β-tocotrienol Nutrition 0.000 description 1
- 239000011723 β-tocotrienol Substances 0.000 description 1
- 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 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
- 235000019144 δ-tocotrienol Nutrition 0.000 description 1
- 239000011729 δ-tocotrienol Substances 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 true JPS58144382A (ja) | 1983-08-27 |
| JPH029590B2 JPH029590B2 (enrdf_load_stackoverflow) | 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 (enrdf_load_stackoverflow) |
| GB (1) | GB2117381B (enrdf_load_stackoverflow) |
Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS6153280A (ja) * | 1984-08-02 | 1986-03-17 | ヘンケル・コーポレイション | 抽出によるトコフエロールの精製法 |
| JP2008056587A (ja) * | 2006-08-30 | 2008-03-13 | Noevir Co Ltd | 皮膚外用剤 |
| WO2009043097A1 (en) * | 2007-10-05 | 2009-04-09 | Horizon Science Pty Ltd | Natural preservatives and antimicrobial agents |
| US9717771B2 (en) | 2011-02-08 | 2017-08-01 | The Product Makers (Australia) Pty Ltd | Sugar extract |
| US10350259B2 (en) | 2013-08-16 | 2019-07-16 | The Product Makers (Australia) Pty Ltd | Sugar cane derived extracts and methods of treatment |
| US11730178B2 (en) | 2012-08-28 | 2023-08-22 | Poly Gain Pte Ltd | Extraction method |
Families Citing this family (14)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB2152837B (en) * | 1983-07-05 | 1987-03-25 | Kuraray Co | Extractive separation method |
| US4603142A (en) * | 1984-06-01 | 1986-07-29 | Wisconsin Alumni Research Foundation | Cholesterol lowering method of use |
| JPH029875A (ja) * | 1988-03-16 | 1990-01-12 | Bio Ind Kyokai | トコフェロール及びトコトリエノールの製造方法 |
| US5217992A (en) * | 1989-10-04 | 1993-06-08 | Bristol-Myers Squibb Company | Tocotrienols in the treatment of hypercholesterolemia, hyperlipidemia and thromboembolic disorders |
| CA2083512A1 (en) * | 1990-05-23 | 1991-11-24 | Asaf A. Qureshi | Processes for recovering tocotrienols, tocopherols and tocotrienol-like compounds |
| 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 |
| DE60030903T2 (de) * | 1999-01-25 | 2007-04-05 | Dsm Ip Assets B.V. | Verfahren zur Herstellung eines mit Öl beladenen Adsorptionsmittels |
| MY157650A (en) * | 2008-03-06 | 2016-07-15 | Nova Lab Sdn Bhd | Extract from oil palm leaves comprising phenolic acids |
| JP5566677B2 (ja) * | 2008-12-05 | 2014-08-06 | 株式会社 ヒロインターナショナル | 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 |
| WO2010110640A1 (en) * | 2009-03-24 | 2010-09-30 | Universiti Putra Malaysia | Anti-diabetic nutraceutical composition from palm leaf extract |
| 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 (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS6153280A (ja) * | 1984-08-02 | 1986-03-17 | ヘンケル・コーポレイション | 抽出によるトコフエロールの精製法 |
| JP2008056587A (ja) * | 2006-08-30 | 2008-03-13 | Noevir Co Ltd | 皮膚外用剤 |
| WO2009043097A1 (en) * | 2007-10-05 | 2009-04-09 | Horizon Science Pty Ltd | Natural preservatives and antimicrobial agents |
| US9717771B2 (en) | 2011-02-08 | 2017-08-01 | The Product Makers (Australia) Pty Ltd | Sugar extract |
| US10226502B2 (en) | 2011-02-08 | 2019-03-12 | The Product Makers (Australia) Pty Ltd | Sugar extract |
| US11730178B2 (en) | 2012-08-28 | 2023-08-22 | Poly Gain Pte Ltd | Extraction method |
| US10350259B2 (en) | 2013-08-16 | 2019-07-16 | The Product Makers (Australia) Pty Ltd | Sugar cane derived extracts and methods of treatment |
Also Published As
| Publication number | Publication date |
|---|---|
| GB8303777D0 (en) | 1983-03-16 |
| GB2117381A (en) | 1983-10-12 |
| JPH029590B2 (enrdf_load_stackoverflow) | 1990-03-02 |
| GB2117381B (en) | 1985-07-10 |
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