RU99101858A - GETTING COMPLEX ESTERS OF STEROL AND STANOL - Google Patents
GETTING COMPLEX ESTERS OF STEROL AND STANOLInfo
- Publication number
- RU99101858A RU99101858A RU99101858/04A RU99101858A RU99101858A RU 99101858 A RU99101858 A RU 99101858A RU 99101858/04 A RU99101858/04 A RU 99101858/04A RU 99101858 A RU99101858 A RU 99101858A RU 99101858 A RU99101858 A RU 99101858A
- Authority
- RU
- Russia
- Prior art keywords
- stanol
- sterol
- ester
- carried out
- reaction
- Prior art date
Links
- 235000003702 sterols Nutrition 0.000 title claims 14
- 150000003432 sterols Chemical class 0.000 title claims 7
- -1 sterol esters Chemical class 0.000 claims 8
- 230000000875 corresponding Effects 0.000 claims 6
- 150000001875 compounds Chemical class 0.000 claims 4
- 239000002904 solvent Substances 0.000 claims 4
- 239000002253 acid Substances 0.000 claims 3
- 239000003377 acid catalyst Substances 0.000 claims 3
- OKTJSMMVPCPJKN-UHFFFAOYSA-N carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims 3
- 235000014113 dietary fatty acids Nutrition 0.000 claims 3
- 239000000194 fatty acid Substances 0.000 claims 3
- 150000004665 fatty acids Chemical class 0.000 claims 3
- HVYWMOMLDIMFJA-DPAQBDIFSA-N (3β)-Cholest-5-en-3-ol Chemical compound C1C=C2C[C@@H](O)CC[C@]2(C)[C@@H]2[C@@H]1[C@@H]1CC[C@H]([C@H](C)CCCC(C)C)[C@@]1(C)CC2 HVYWMOMLDIMFJA-DPAQBDIFSA-N 0.000 claims 1
- 125000004432 carbon atoms Chemical group C* 0.000 claims 1
- 239000003054 catalyst Substances 0.000 claims 1
- 150000002148 esters Chemical class 0.000 claims 1
- 230000003993 interaction Effects 0.000 claims 1
- 239000000203 mixture Substances 0.000 claims 1
- 235000020777 polyunsaturated fatty acids Nutrition 0.000 claims 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims 1
- NWYPJPSQCAUXER-UHFFFAOYSA-N NCC(CC1)C(CC2)C1C(CC1)C2C(CC2)C1CC2O Chemical compound NCC(CC1)C(CC2)C1C(CC1)C2C(CC2)C1CC2O NWYPJPSQCAUXER-UHFFFAOYSA-N 0.000 description 1
Claims (1)
обеспечение кислоты, взаимодействие указанных станола/стерола и кислоты в присутствии слабой кислоты и катализатора с получением по существу дискретного соответствующего станолового/стеролового сложного эфира формулы
где R1 является C6-C23 углеродной цепью; и R2 является C3-C15 углеродной цепью.1. A method of producing stanol / sterol esters, comprising providing a stanol / sterol of the formula
providing acid, reacting said stanol / sterol and acid in the presence of a weak acid and a catalyst to form a substantially discrete corresponding stanol / sterol ester of the formula
where R 1 is a C 6 -C 23 carbon chain; and R 2 is a C 3 -C 15 carbon chain.
5. Способ по п. 1, в котором R1 сложного эфира станола/стерола имеет значение C12-C21.4. The method of claim 1, wherein the corresponding sterol / stanol ester is obtained in an amount of not less than about 98 wt.%
5. The method according to p. 1, in which R 1 ester ester stanol / Sterol has the value C 12 -C 21 .
обеспечение станола/стерола формулы
обеспечение полиненасыщенной жирной кислоты с длиной цепи от С6 до C24 атомов углерода;
взаимодействие указанных станола/стерола и жирной кислоты в присутствии слабого кислотного катализатора, приводящий к получению по существу дискретных соответствующих станоловых/стероловых сложных эфиров.9. A method of producing stanol / sterol esters, comprising:
providing stanol / sterol formula
providing a polyunsaturated fatty acid with a chain length from C 6 to C 24 carbon atoms;
the interaction of said stanol / sterol and fatty acid in the presence of a weak acid catalyst, resulting in substantially discrete corresponding stanol / sterol esters.
13. Способ по п. 9, в котором температура реакции составляет от около 100 до около 200°С.12. The method according to p. 9, in which the output of the corresponding stanolol / sterol ester is not less than 98 wt.%
13. The method according to p. 9, in which the reaction temperature is from about 100 to about 200 ° C.
их изомеры и смеси этих соединений; где R2 является C3-C15 углеродной цепью.16. A compound selected from the group consisting of
their isomers and mixtures of these compounds; where R 2 is a C 3 -C 15 carbon chain.
Applications Claiming Priority (4)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US09/139,460 | 1998-08-25 | ||
| US09/139,460 US5892068A (en) | 1998-08-25 | 1998-08-25 | Preparation of sterol and stanol-esters |
| US09/211,978 | 1998-12-15 | ||
| US09/211,978 US6147236A (en) | 1998-08-25 | 1998-12-15 | Preparation of sterol and stanol-esters |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| RU99101858A true RU99101858A (en) | 2000-12-27 |
| RU2220150C2 RU2220150C2 (en) | 2003-12-27 |
Family
ID=26837236
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| RU99101858/04A RU2220150C2 (en) | 1998-08-25 | 1999-01-22 | Method for preparing discrete stanol/sterol esters, compound |
| RU99118509/04A RU2230750C2 (en) | 1998-08-25 | 1999-08-24 | Method for preparing stanol/sterol esters |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| RU99118509/04A RU2230750C2 (en) | 1998-08-25 | 1999-08-24 | Method for preparing stanol/sterol esters |
Country Status (13)
| Country | Link |
|---|---|
| US (1) | US6184397B1 (en) |
| EP (1) | EP0982315B1 (en) |
| JP (1) | JP2000072794A (en) |
| KR (1) | KR20000016828A (en) |
| CN (1) | CN1137133C (en) |
| AT (1) | ATE323099T1 (en) |
| DE (1) | DE69930798T2 (en) |
| DK (1) | DK0982315T3 (en) |
| ES (1) | ES2262290T3 (en) |
| NZ (1) | NZ333817A (en) |
| PL (1) | PL196947B1 (en) |
| PT (1) | PT982315E (en) |
| RU (2) | RU2220150C2 (en) |
Families Citing this family (18)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2001015552A1 (en) * | 1999-08-30 | 2001-03-08 | Ocean Nutrition Canada Ltd. | A nutritional supplement for lowering serum triglyceride and cholesterol levels |
| US6998501B1 (en) | 1999-08-30 | 2006-02-14 | Ocean Nutrition Canada Limited | Nutritional supplement for lowering serum triglyceride and cholesterol levels |
| NZ519063A (en) * | 1999-11-05 | 2003-11-28 | Raisio Benecol Oy | Edible fat blends of olive oil containing sterol or stanol fatty acid esters |
| US6576285B1 (en) * | 2000-11-14 | 2003-06-10 | Sunpure Ltd. | Cholesterol lowering beverage |
| US20020107232A1 (en) * | 2001-01-12 | 2002-08-08 | Flickinger Brent D. | Methods for producing sterol ester-rich compositions |
| US6787151B2 (en) * | 2001-08-10 | 2004-09-07 | Lipton, Division Of Conopco, Inc. | Composition for lowering blood cholesterol |
| WO2003022064A1 (en) * | 2001-09-07 | 2003-03-20 | Cargill Incorporated | Steryl ester compositions |
| US20040215003A1 (en) * | 2002-11-12 | 2004-10-28 | Dobbins Thomas A. | Method for purifying and separating soy isoflavones |
| US20060233863A1 (en) | 2003-02-10 | 2006-10-19 | Enzymotec Ltd. | Oils enriched with diacylglycerols and phytosterol esters and unit dosage forms thereof for use in therapy |
| WO2006016363A2 (en) | 2004-08-10 | 2006-02-16 | Enzymotec Ltd. | Mixture of phytosterol ester(s) and 1, 3-diglyceride(s) for use in the treatment of medical conditions |
| CN100334103C (en) * | 2005-09-20 | 2007-08-29 | 南京工业大学 | Method for extracting phytosterol acetate from vegetable oil asphalt |
| US20080015374A1 (en) * | 2006-07-11 | 2008-01-17 | Wiley Organics, Inc. | Method for the synthesis and isolation of phytosterol esters |
| CN102190700B (en) * | 2010-03-12 | 2014-05-07 | 江苏春之谷生物制品有限公司 | Method for preparing fatty acid phytosterol esters |
| CN103923148A (en) * | 2010-03-12 | 2014-07-16 | 江苏春之谷生物制品有限公司 | Fatty acid phytosterol ester preparation method |
| CN102321138A (en) * | 2011-06-01 | 2012-01-18 | 江南大学 | A kind of novel preparation method of fatty acid phytosterin ester |
| CN104177467B (en) * | 2014-08-07 | 2016-09-07 | 杭州余杭博士达油脂有限公司 | Efficiently synthesizing and separation method of a kind of phytosterin ester |
| PL3287014T3 (en) | 2016-08-22 | 2020-08-24 | Verbio Vereinigte Bioenergie Ag | Process for producing a phytosterol-phystostanol composition |
| CN111848715A (en) * | 2020-09-07 | 2020-10-30 | 广州善合化工有限公司 | Preparation method and application of phytosterol isostearate |
Family Cites Families (23)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS444974B1 (en) | 1965-08-01 | 1969-02-28 | ||
| GB1141690A (en) * | 1966-12-29 | 1969-01-29 | Wolf Ltd Victor | Cis-trans isomerisation of unsaturated fatty acids or their esters |
| JPS5923320B2 (en) * | 1979-10-31 | 1984-06-01 | 花王株式会社 | Branched fatty acid cholesteryl ester |
| US4393044A (en) * | 1980-05-29 | 1983-07-12 | The Nisshin Oil Mills Limited | Steroid ester, and cosmetics and ointments containing the same |
| JPS5745199A (en) | 1980-09-01 | 1982-03-13 | Nisshin Oil Mills Ltd:The | Esterification product and cosmetic or external use preparation containing the same |
| GB8329316D0 (en) * | 1983-11-03 | 1983-12-07 | Inst Penyelidikan Minyak Kelap | Esterification of carboxylic acids |
| FR2647805A1 (en) * | 1989-06-06 | 1990-12-07 | Bugat Maurice | Process for manufacture of fatty acid esters, corresponding isolated products and compositions for human or veterinary use containing them |
| AU664827B2 (en) * | 1991-05-03 | 1995-12-07 | Raisio Benecol Ltd. | A substance for lowering high cholesterol level in serum and a method for preparing the same |
| JP3527754B2 (en) | 1992-04-27 | 2004-05-17 | 日本精化株式会社 | Method for separating lanolin fatty acids and cosmetics and external preparations using them |
| GB9300125D0 (en) * | 1993-01-06 | 1993-03-03 | Scotia Holdings Plc | Compositions containing esters of unsaturated fatty acids |
| AU7250694A (en) | 1993-06-25 | 1995-01-17 | Biosphere Technologies Inc. | Dietary supplement incorporating beta-sitosterol and pectin |
| US5917068A (en) | 1995-12-29 | 1999-06-29 | Eastman Chemical Company | Polyunsaturated fatty acid and fatty acid ester mixtures free of sterols and phosphorus compounds |
| US6200624B1 (en) | 1996-01-26 | 2001-03-13 | Abbott Laboratories | Enteral formula or nutritional supplement containing arachidonic and docosahexaenoic acids |
| AU3442497A (en) * | 1996-07-05 | 1998-02-02 | Unilever Plc | Method of manufacturing an ester mixture |
| UA69378C2 (en) * | 1996-11-04 | 2004-09-15 | Райзіо Бенекол Лтд. | Texturizing compositions to be used in fat mixtures in food products |
| DK1298194T3 (en) | 1997-08-22 | 2006-11-27 | Unilever Nv | Staniol-containing compositions |
| DK0897970T3 (en) | 1997-08-22 | 2004-11-08 | Unilever Nv | Process for the preparation of stanol esters |
| ES2231940T3 (en) | 1997-08-22 | 2005-05-16 | Unilever N.V. | COMPOSITION OF ESTANOL ESTERES. |
| US6394230B1 (en) | 1997-12-16 | 2002-05-28 | Cognis Corporation | Sterol esters as food additives |
| WO1999039715A1 (en) | 1998-02-06 | 1999-08-12 | Medical Isotopes Inc. | Readily absorbable phytosterols to treat hypercholesterrolemia |
| FI109327B (en) | 1998-02-27 | 2002-07-15 | Spice Sciences Oy | Process for the preparation of a fat-like mixture of beta-sitosterol which lowers total serum and LDL cholesterol levels |
| US6025348A (en) | 1998-04-30 | 2000-02-15 | Kao Corporation | Oil and fat composition containing phytosterol |
| US5892068A (en) * | 1998-08-25 | 1999-04-06 | Mcneil-Ppc, Inc. | Preparation of sterol and stanol-esters |
-
1999
- 1999-01-19 NZ NZ333817A patent/NZ333817A/en unknown
- 1999-01-20 CN CNB991008820A patent/CN1137133C/en not_active Expired - Fee Related
- 1999-01-22 DK DK99300486T patent/DK0982315T3/en active
- 1999-01-22 AT AT99300486T patent/ATE323099T1/en active
- 1999-01-22 EP EP99300486A patent/EP0982315B1/en not_active Expired - Lifetime
- 1999-01-22 DE DE69930798T patent/DE69930798T2/en not_active Expired - Lifetime
- 1999-01-22 RU RU99101858/04A patent/RU2220150C2/en not_active IP Right Cessation
- 1999-01-22 PT PT99300486T patent/PT982315E/en unknown
- 1999-01-22 ES ES99300486T patent/ES2262290T3/en not_active Expired - Lifetime
- 1999-01-28 JP JP11020742A patent/JP2000072794A/en active Pending
- 1999-02-02 PL PL331161A patent/PL196947B1/en unknown
- 1999-02-04 KR KR1019990003727A patent/KR20000016828A/en not_active Application Discontinuation
- 1999-06-21 US US09/336,773 patent/US6184397B1/en not_active Expired - Lifetime
- 1999-08-24 RU RU99118509/04A patent/RU2230750C2/en not_active IP Right Cessation
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