JPH029590B2 - - Google Patents

Info

Publication number: JPH029590B2
Authority: JP; Japan
Prior art keywords: tocopherol; extract; leaves; ethanol; hexane
Prior art date: 1982-02-19
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

Application number

JP57025519A

Other languages

English (en)

Japanese (ja)

Other versions

JPS58144382A (ja

Inventor

Akio Kato

Masakazu Yamaoka

Akio Tanaka

Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)

National Institute of Advanced Industrial Science and Technology AIST

Original Assignee

Agency of Industrial Science and Technology

Priority date (The priority date 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 date listed.)

1982-02-19

Filing date

1982-02-19

Publication date

1990-03-02

1982-02-19 Application filed by Agency of Industrial Science and Technology filed Critical Agency of Industrial Science and Technology

1982-02-19 Priority to JP2551982A priority Critical patent/JPS58144382A/ja

1983-02-11 Priority to GB08303777A priority patent/GB2117381B/en

1983-08-27 Publication of JPS58144382A publication Critical patent/JPS58144382A/ja

1990-03-02 Publication of JPH029590B2 publication Critical patent/JPH029590B2/ja

Status Granted legal-status Critical Current

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)

JP2551982A 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 Granted JPS58144382A (ja)

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 (2)	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 (2)
GB (1)	GB2117381B (2)

Cited By (1)

* Cited by examiner, † Cited by third party
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)

* Cited by examiner, † Cited by third party
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
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
HUT63158A (en) *	1990-05-23	1993-07-28	Lipogenics Inc	Process for obtaining tokotrienols, tokoferols and tokotrienol-like compounds and pahrmaceutical compositions comprising same as active ingredient
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
DE941671T1 (de)	1998-03-12	2000-09-14	International Flavors & Fragrances Inc., New York	Geschmackstoff aus Saccharum Officinarum, Verfahren zur Herstellung desselben und diese enthaltende Produkte
DE60030903T2 (de) *	1999-01-25	2007-04-05	Dsm Ip Assets B.V.	Verfahren zur Herstellung eines mit Öl beladenen Adsorptionsmittels
JP5312731B2 (ja) *	2006-08-30	2013-10-09	株式会社ノエビア	皮膚外用剤
BRPI0817862A2 (pt) *	2007-10-05	2014-10-07	Horizon Science Pty Ltd	Preservativo, métodos de preservação de alimentos, cosméticos e produtos farmacêuticos, método para aprimorar a higienne oral e/ou inibir, tratar e/ou prevenir a formação de cáries dentais, produto de higiene oral,uso do extrato de pouca coloração derivado da cana de açucar e uso de uma quantidade terapeuticamente efetiva de um extrato de pouca coloração derivado da cana de açúcar
MY157650A (en) *	2008-03-06	2016-07-15	Nova Lab Sdn Bhd	Extract from oil palm leaves comprising phenolic acids
EP2411033B1 (en)	2009-03-24	2015-03-04	Universiti Putra Malaysia	Anti-diabetic nutraceutical composition from palm leaf extract
WO2012106761A1 (en)	2011-02-08	2012-08-16	Horizon Science Pty Ltd	Sugar extracts
MY171216A (en)	2012-08-28	2019-10-02	The Product Makers Australia 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)

* Cited by examiner, † Cited by third party
Title
CHEMICAL ALSTRACTS *

Cited By (1)

* Cited by examiner, † Cited by third party
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
JPS58144382A (ja)	1983-08-27
GB2117381B (en)	1985-07-10
GB2117381A (en)	1983-10-12
GB8303777D0 (en)	1983-03-16

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JP7196153B2 (ja)	2022-12-26	工業用大麻のタイプからのカンナビノイドの製造方法
US5157132A (en)	1992-10-20	Integrated process for recovery of carotenoids and tocotrienols from oil
JPS58144382A (ja)	1983-08-27	トコフエロ−ル及びトコトリエノ−ルの分離方法
US6656358B2 (en)	2003-12-02	Method for the chromatographic isolation of vitamin E isomers
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JPS6193178A (ja)	1986-05-12	トコトリエノ−ル類の分離方法
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CN101323607B (zh)	2011-06-01	高含量混合生育酚的制备方法
KR100690928B1 (ko)	2007-03-09	에피갈로카테킨 갈레이트의 분리정제방법
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JPS595178A (ja)	1984-01-12	トコフエロ−ル及びトコトリエノ−ルの分離方法

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