DE1125117B - Verfahren zur Gewinnung von zwei AEscin-Isomeren aus Extrakten der Rosskastanie - Google Patents
Verfahren zur Gewinnung von zwei AEscin-Isomeren aus Extrakten der RosskastanieInfo
- Publication number
- DE1125117B DE1125117B DEC21671A DEC0021671A DE1125117B DE 1125117 B DE1125117 B DE 1125117B DE C21671 A DEC21671 A DE C21671A DE C0021671 A DEC0021671 A DE C0021671A DE 1125117 B DE1125117 B DE 1125117B
- Authority
- DE
- Germany
- Prior art keywords
- ascine
- horse chestnut
- isomers
- solution
- acid form
- 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.)
- Pending
Links
- 238000000034 method Methods 0.000 title claims description 7
- 241000157282 Aesculus Species 0.000 title claims description 4
- 235000010181 horse chestnut Nutrition 0.000 title claims description 4
- 238000004519 manufacturing process Methods 0.000 title claims description 3
- 239000000284 extract Substances 0.000 title description 4
- YFESOSRPNPYODN-RSMWSHJLSA-N (2s,3s,4s,5r,6r)-6-[[(4s,6ar,6bs,8r,8ar,9r,10r,14br)-9-acetyloxy-8-hydroxy-4,8a-bis(hydroxymethyl)-4,6a,6b,11,11,14b-hexamethyl-10-[(z)-2-methylbut-2-enoyl]oxy-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-4-hydroxy-3,5-bis[[(2s,3r,4s, Chemical class O([C@@H]1[C@H](O[C@H]([C@@H]([C@H]1O)O[C@H]1[C@@H]([C@@H](O)[C@H](O)[C@@H](CO)O1)O)OC1CC[C@]2(C)C3CC=C4[C@@]([C@@]3(CCC2[C@]1(CO)C)C)(C)C[C@@H](O)[C@@]1(CO)[C@@H](OC(C)=O)[C@@H](C(CC14)(C)C)OC(=O)C(\C)=C/C)C(O)=O)[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O.O([C@@H]1[C@H](O[C@H]([C@@H]([C@H]1O)O[C@H]1[C@@H]([C@@H](O)[C@H](O)[C@@H](CO)O1)O)OC1CC[C@]2(C)C3CC=C4[C@@]([C@@]3(CCC2[C@]1(CO)C)C)(C)C[C@@H](O)[C@@]1(CO)[C@@H](OC(C)=O)[C@@H](C(CC14)(C)C)OC(=O)C(/C)=C/C)C(O)=O)[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O YFESOSRPNPYODN-RSMWSHJLSA-N 0.000 title 1
- 239000000243 solution Substances 0.000 claims description 11
- 239000002253 acid Substances 0.000 claims description 6
- 150000001768 cations Chemical class 0.000 claims description 5
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 4
- 238000001556 precipitation Methods 0.000 claims description 3
- 239000007864 aqueous solution Substances 0.000 claims 2
- 238000004821 distillation Methods 0.000 claims 1
- 238000005342 ion exchange Methods 0.000 claims 1
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 18
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 10
- 235000020721 horse chestnut extract Nutrition 0.000 description 9
- 230000002949 hemolytic effect Effects 0.000 description 7
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 6
- 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 5
- 229910052708 sodium Inorganic materials 0.000 description 5
- 239000011734 sodium Substances 0.000 description 5
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 4
- HVYWMOMLDIMFJA-DPAQBDIFSA-N cholesterol 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 description 4
- 238000002844 melting Methods 0.000 description 4
- 230000008018 melting Effects 0.000 description 4
- 239000002244 precipitate Substances 0.000 description 4
- 239000001397 quillaja saponaria molina bark Substances 0.000 description 4
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 229930182490 saponin Natural products 0.000 description 3
- 150000007949 saponins Chemical class 0.000 description 3
- 235000017709 saponins Nutrition 0.000 description 3
- 238000000926 separation method Methods 0.000 description 3
- 159000000000 sodium salts Chemical class 0.000 description 3
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 2
- 206010018910 Haemolysis Diseases 0.000 description 2
- 230000002378 acidificating effect Effects 0.000 description 2
- 235000012000 cholesterol Nutrition 0.000 description 2
- 230000008588 hemolysis Effects 0.000 description 2
- 229930195733 hydrocarbon Natural products 0.000 description 2
- 150000002430 hydrocarbons Chemical class 0.000 description 2
- 239000000843 powder Substances 0.000 description 2
- 239000003929 acidic solution Substances 0.000 description 1
- 230000001476 alcoholic effect Effects 0.000 description 1
- 238000005119 centrifugation Methods 0.000 description 1
- 239000013078 crystal Substances 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 239000000839 emulsion Substances 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 229940045809 horse chestnut seed Drugs 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 230000000144 pharmacologic effect Effects 0.000 description 1
- 229920001467 poly(styrenesulfonates) Polymers 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 235000011121 sodium hydroxide Nutrition 0.000 description 1
- 230000001225 therapeutic effect Effects 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K36/00—Medicinal preparations of undetermined constitution containing material from algae, lichens, fungi or plants, or derivatives thereof, e.g. traditional herbal medicines
- A61K36/18—Magnoliophyta (angiosperms)
- A61K36/185—Magnoliopsida (dicotyledons)
- A61K36/77—Sapindaceae (Soapberry family), e.g. lychee or soapberry
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J39/00—Cation exchange; Use of material as cation exchangers; Treatment of material for improving the cation exchange properties
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H15/00—Compounds containing hydrocarbon or substituted hydrocarbon radicals directly attached to hetero atoms of saccharide radicals
- C07H15/20—Carbocyclic rings
- C07H15/24—Condensed ring systems having three or more rings
- C07H15/256—Polyterpene radicals
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Organic Chemistry (AREA)
- Natural Medicines & Medicinal Plants (AREA)
- Life Sciences & Earth Sciences (AREA)
- Biotechnology (AREA)
- General Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Microbiology (AREA)
- Veterinary Medicine (AREA)
- Alternative & Traditional Medicine (AREA)
- Mycology (AREA)
- Pharmacology & Pharmacy (AREA)
- Epidemiology (AREA)
- Animal Behavior & Ethology (AREA)
- Medical Informatics (AREA)
- Public Health (AREA)
- Medicinal Chemistry (AREA)
- Botany (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Biochemistry (AREA)
- Genetics & Genomics (AREA)
- Molecular Biology (AREA)
- Steroid Compounds (AREA)
- Saccharide Compounds (AREA)
Priority Applications (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DEC21671A DE1125117B (de) | 1960-06-14 | 1960-06-14 | Verfahren zur Gewinnung von zwei AEscin-Isomeren aus Extrakten der Rosskastanie |
| CH625561A CH411235A (de) | 1960-06-14 | 1961-05-30 | Verfahren zur Gewinnung von zwei Äscin-Isomeren aus Extrakten der Rosskastanie |
| LU40248D LU40248A1 (enExample) | 1960-06-14 | 1961-06-12 | |
| BE604947A BE604947A (fr) | 1960-06-14 | 1961-06-13 | Procédé pour l'obtention de deux isomères d'escine à partir d'extraits de marron d'Inde |
| GB2153861A GB933657A (en) | 1960-06-14 | 1961-06-14 | Process for the preparation of aescin isomers |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DEC21671A DE1125117B (de) | 1960-06-14 | 1960-06-14 | Verfahren zur Gewinnung von zwei AEscin-Isomeren aus Extrakten der Rosskastanie |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE1125117B true DE1125117B (de) | 1962-03-08 |
Family
ID=7017049
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DEC21671A Pending DE1125117B (de) | 1960-06-14 | 1960-06-14 | Verfahren zur Gewinnung von zwei AEscin-Isomeren aus Extrakten der Rosskastanie |
Country Status (5)
| Country | Link |
|---|---|
| BE (1) | BE604947A (enExample) |
| CH (1) | CH411235A (enExample) |
| DE (1) | DE1125117B (enExample) |
| GB (1) | GB933657A (enExample) |
| LU (1) | LU40248A1 (enExample) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0692257A1 (de) * | 1994-07-14 | 1996-01-17 | Emil Flachsmann AG | Verfahren zur Herstellung von pestizidarmen Wirkstoffkonzentraten aus Pflanzen |
-
1960
- 1960-06-14 DE DEC21671A patent/DE1125117B/de active Pending
-
1961
- 1961-05-30 CH CH625561A patent/CH411235A/de unknown
- 1961-06-12 LU LU40248D patent/LU40248A1/xx unknown
- 1961-06-13 BE BE604947A patent/BE604947A/fr unknown
- 1961-06-14 GB GB2153861A patent/GB933657A/en not_active Expired
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0692257A1 (de) * | 1994-07-14 | 1996-01-17 | Emil Flachsmann AG | Verfahren zur Herstellung von pestizidarmen Wirkstoffkonzentraten aus Pflanzen |
| US5660832A (en) * | 1994-07-14 | 1997-08-26 | Emil Flachsmann Ag | Process for the preparation of pesticide-poor concentrates of active components of plants |
| CN1096271C (zh) * | 1994-07-14 | 2002-12-18 | 埃米尔·弗拉克斯曼公开股份有限公司 | 一种制备含农药少的植物活性成分浓缩物的方法 |
Also Published As
| Publication number | Publication date |
|---|---|
| LU40248A1 (enExample) | 1961-08-12 |
| GB933657A (en) | 1963-08-08 |
| CH411235A (de) | 1966-04-15 |
| BE604947A (fr) | 1961-12-13 |
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