CS233266B1 - Method of exteact preparation from hors-chestnut seeds - Google Patents
Method of exteact preparation from hors-chestnut seeds Download PDFInfo
- Publication number
- CS233266B1 CS233266B1 CS834276A CS427683A CS233266B1 CS 233266 B1 CS233266 B1 CS 233266B1 CS 834276 A CS834276 A CS 834276A CS 427683 A CS427683 A CS 427683A CS 233266 B1 CS233266 B1 CS 233266B1
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- CS
- Czechoslovakia
- Prior art keywords
- filtrate
- escin
- extract
- horse
- filtered
- Prior art date
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- 238000000034 method Methods 0.000 title claims description 9
- 238000002360 preparation method Methods 0.000 title abstract description 5
- 239000000706 filtrate Substances 0.000 claims abstract description 13
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims abstract description 5
- 239000000203 mixture Substances 0.000 claims abstract description 5
- 238000000926 separation method Methods 0.000 claims abstract description 5
- 239000002244 precipitate Substances 0.000 claims abstract description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-M hydroxide Chemical compound [OH-] XLYOFNOQVPJJNP-UHFFFAOYSA-M 0.000 claims abstract description 3
- NKWPZUCBCARRDP-UHFFFAOYSA-L calcium bicarbonate Chemical compound [Ca+2].OC([O-])=O.OC([O-])=O NKWPZUCBCARRDP-UHFFFAOYSA-L 0.000 claims abstract 2
- 229940011399 escin Drugs 0.000 claims description 12
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims description 4
- 238000001914 filtration Methods 0.000 claims description 3
- GBMDVOWEEQVZKZ-UHFFFAOYSA-N methanol;hydrate Chemical compound O.OC GBMDVOWEEQVZKZ-UHFFFAOYSA-N 0.000 claims description 3
- DNIAPMSPPWPWGF-GSVOUGTGSA-N (R)-(-)-Propylene glycol Chemical compound C[C@@H](O)CO DNIAPMSPPWPWGF-GSVOUGTGSA-N 0.000 claims description 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 2
- 229910052799 carbon Inorganic materials 0.000 claims description 2
- 238000010438 heat treatment Methods 0.000 claims description 2
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 claims 2
- 229910000020 calcium bicarbonate Inorganic materials 0.000 claims 1
- 229910000019 calcium carbonate Inorganic materials 0.000 claims 1
- 238000000605 extraction Methods 0.000 claims 1
- 241000157282 Aesculus Species 0.000 abstract description 3
- 229930003935 flavonoid Natural products 0.000 abstract description 3
- 150000002215 flavonoids Chemical class 0.000 abstract description 3
- 235000017173 flavonoids Nutrition 0.000 abstract description 3
- 235000010181 horse chestnut Nutrition 0.000 abstract description 3
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 abstract description 2
- 239000002537 cosmetic Substances 0.000 abstract description 2
- 239000000126 substance Substances 0.000 abstract description 2
- AXNVHPCVMSNXNP-IVKVKCDBSA-N (2s,3s,4s,5r,6r)-6-[[(3s,4s,4ar,6ar,6bs,8r,8ar,9r,10r,12as,14ar,14br)-9-acetyloxy-8-hydroxy-4,8a-bis(hydroxymethyl)-4,6a,6b,11,11,14b-hexamethyl-10-[(e)-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, Chemical compound 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)O[C@H]1CC[C@]2(C)[C@H]3CC=C4[C@@]([C@@]3(CC[C@H]2[C@]1(CO)C)C)(C)C[C@@H](O)[C@@]1(CO)[C@@H](OC(C)=O)[C@@H](C(C[C@H]14)(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 AXNVHPCVMSNXNP-IVKVKCDBSA-N 0.000 abstract 2
- AXNVHPCVMSNXNP-GKTCLTPXSA-N Aescin Natural products O=C(O[C@H]1[C@@H](OC(=O)C)[C@]2(CO)[C@@H](O)C[C@@]3(C)[C@@]4(C)[C@@H]([C@]5(C)[C@H]([C@](CO)(C)[C@@H](O[C@@H]6[C@@H](O[C@H]7[C@@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O7)[C@@H](O)[C@H](O[C@H]7[C@H](O)[C@@H](O)[C@H](O)[C@H](CO)O7)[C@@H](C(=O)O)O6)CC5)CC4)CC=C3[C@@H]2CC1(C)C)/C(=C/C)/C AXNVHPCVMSNXNP-GKTCLTPXSA-N 0.000 abstract 2
- 229940093314 beta-escin Drugs 0.000 abstract 2
- AXNVHPCVMSNXNP-BEJCRFBNSA-N beta-escin Natural products CC=C(/C)C(=O)O[C@H]1[C@H](OC(=O)C)[C@]2(CO)[C@H](O)C[C@@]3(C)C(=CC[C@@H]4[C@@]5(C)CC[C@H](O[C@H]6O[C@@H]([C@H](O[C@H]7O[C@H](CO)[C@@H](O)[C@H](O)[C@H]7O)[C@H](O)[C@@H]6O[C@@H]8O[C@H](CO)[C@@H](O)[C@H](O)[C@H]8O)C(=O)O)[C@](C)(CO)[C@@H]5CC[C@@]34C)[C@@H]2CC1(C)C AXNVHPCVMSNXNP-BEJCRFBNSA-N 0.000 abstract 2
- 241001070941 Castanea Species 0.000 abstract 1
- 235000014036 Castanea Nutrition 0.000 abstract 1
- 125000001931 aliphatic group Chemical group 0.000 abstract 1
- 229940088623 biologically active substance Drugs 0.000 abstract 1
- 238000011156 evaluation Methods 0.000 abstract 1
- 238000004519 manufacturing process Methods 0.000 abstract 1
- 229930186222 escin Natural products 0.000 description 4
- 229940079593 drug Drugs 0.000 description 3
- 239000003814 drug Substances 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- REFJWTPEDVJJIY-UHFFFAOYSA-N Quercetin Chemical compound C=1C(O)=CC(O)=C(C(C=2O)=O)C=1OC=2C1=CC=C(O)C(O)=C1 REFJWTPEDVJJIY-UHFFFAOYSA-N 0.000 description 2
- 239000013543 active substance Substances 0.000 description 2
- 235000019441 ethanol Nutrition 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- 239000000725 suspension Substances 0.000 description 2
- ZVOLCUVKHLEPEV-UHFFFAOYSA-N Quercetagetin Natural products C1=C(O)C(O)=CC=C1C1=C(O)C(=O)C2=C(O)C(O)=C(O)C=C2O1 ZVOLCUVKHLEPEV-UHFFFAOYSA-N 0.000 description 1
- HWTZYBCRDDUBJY-UHFFFAOYSA-N Rhynchosin Natural products C1=C(O)C(O)=CC=C1C1=C(O)C(=O)C2=CC(O)=C(O)C=C2O1 HWTZYBCRDDUBJY-UHFFFAOYSA-N 0.000 description 1
- 150000005018 aminopurines Chemical class 0.000 description 1
- 229910052792 caesium Inorganic materials 0.000 description 1
- TVFDJXOCXUVLDH-UHFFFAOYSA-N caesium atom Chemical compound [Cs] TVFDJXOCXUVLDH-UHFFFAOYSA-N 0.000 description 1
- BRPQOXSCLDDYGP-UHFFFAOYSA-N calcium oxide Chemical compound [O-2].[Ca+2] BRPQOXSCLDDYGP-UHFFFAOYSA-N 0.000 description 1
- ODINCKMPIJJUCX-UHFFFAOYSA-N calcium oxide Inorganic materials [Ca]=O ODINCKMPIJJUCX-UHFFFAOYSA-N 0.000 description 1
- 239000000292 calcium oxide Substances 0.000 description 1
- 239000012141 concentrate Substances 0.000 description 1
- 230000002949 hemolytic effect Effects 0.000 description 1
- 229940045809 horse chestnut seed Drugs 0.000 description 1
- MWDZOUNAPSSOEL-UHFFFAOYSA-N kaempferol Natural products OC1=C(C(=O)c2cc(O)cc(O)c2O1)c3ccc(O)cc3 MWDZOUNAPSSOEL-UHFFFAOYSA-N 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 230000003287 optical effect Effects 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 229960001285 quercetin Drugs 0.000 description 1
- 235000005875 quercetin Nutrition 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 150000007949 saponins Chemical class 0.000 description 1
- 235000013580 sausages Nutrition 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 229940088594 vitamin Drugs 0.000 description 1
- 229930003231 vitamin Natural products 0.000 description 1
- 235000013343 vitamin Nutrition 0.000 description 1
- 239000011782 vitamin Substances 0.000 description 1
- 150000003722 vitamin derivatives Chemical class 0.000 description 1
- 239000002699 waste material Substances 0.000 description 1
Landscapes
- Cosmetics (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
Vynález rieši přípravu extraktu zo semien pagaštana koňského. Účelom vynálezu je zhodnotenie látok, ktoré odpadli pri spracovaní semien pagaštana koňského. Uvedený účel sa dosiahne tým, že filtrát po oddělení surovéhoβ-escínu sa zneutralizuje prídavkom kysličníka, hydroxidu, uhličitanu alebo hydrouhličitanu vápenatého na pH 7, přidá se alifatický alkohol s počtom uhlíkov C^ až Cg, zmes sa dokladné premieša, vylúčená zrazenina sa odfiltruje a filtrát sa zahustí. Získaný zahuštěný extrakt obsahujúci β-escín, flavonoidy a áalšie biologicky aktivně látky sa použije napr. na výrobu prípravkov lekárskej kozmetiky.The invention provides for the preparation of an extract from horse chestnut seeds. Purpose of the invention is the evaluation of the substances that they fell away from the processing of the chestnut seeds horse. This purpose is achieved by that the filtrate after separation of the crude β-escin is neutralized by the addition of oxide, hydroxide, carbonate or bicarbonate calcium to pH 7, aliphatic is added alcohol with a number of carbons C ^ to Cg, the mixture is thoroughly mixed, excluded the precipitate is filtered off and the filtrate is filtered off concentrated. The obtained concentrated extract containing β-escin, flavonoids and others biologically active substance is used e.g. for the manufacture of medical preparations cosmetics.
Description
233 266233 266
Vynález sa týká sposobu přípravy extraktu zo semien pagaě-tana koňského·The present invention relates to a method for preparing horse sausage paga-tana extract.
Semená pagaětana koňského obsahujú popři ubikvitárnych lát-kách asi 3 až 6% escínu, flavonoidy (v prevažnej miere di- a tri-osidy kvercetínu a kámpferolu), aminopuriny, vitamínu skupiny Batď. Esoín, doteraz najžiadanejěia zložka semien pagaětana koň-ského je zmesou esterifikovaných triterpenických glykozidov, vy-skytuje sa v d- a ^forme· Obe formy sa líšia hlavně rozpust-nosťou vo vodě, hemolytickou účinnosťou a optickou otáčavosťou(«Λ-escín je dobré rozpustný Vo vodě, HI « 1 : 20 000, /ο//ρθ -13,5°$ -escín je prakticky nerozpustný vo vodě, HI = 1 t 40 000,/Z/p° » -24°)· V“ čerstvej droge sa escín nachádza asi z 20%v^- formě, v skladovanéj droge jeho podiel stupe až asi na 30%·Priemyselne sa zo semien pagaětana koňského izoluje ft-escín (napr.pat. NSR 23 39 760, 27 33 204, US pat· 3 238 190, pat. NDR 11 178),z ktorého sa připravuje forma rozpustná vo vodě (soli (J>-escínu)(napr· pat. NSR 25 30 954, 22 57 755, 25 56 129), alebo sa trans-formuje na X«formu (US pat· 3 450 691, NSR 1 125 117, belgickýpat· 695 401)· Qkrem uvedených sposobov zhodnocovania rastlinnejdrogy sú známe aj postupy na přípravu extraktov zo semien pagaě-tana koňského, ktoré okrem escínu obsahujú aj dalěie biologickyúčinné látky (ěvajčiarsky pat· 420 488, rakúsky pat· 275 028,japonský pat. 73 12 975) { pri týchto postupoch sa vysuěenérozomleté gaětany extrahujú vhodným organickým rozpúěťadlom,ktoré sa po odfiltrovaní nerozpustného podielu zahustí. V postupe podZa vynálezu sa na přípravu extraktu použije fil-trát po oddělení -escínu, ktorý sa izoluje postupom podZa ft.40t. IbMll (Votický Z· a kol·)· Našim postupom sa dosiahne kom-plexně využitie příhodného materiálu a zhodnotí sa zmes látok,ktoré boli predtým odpadom. Piltrát po oddělaní 6-escínu obsahujeokrem iných látok aj escín rozpustný vo vodě (o(-escín), ktorého7 - 2 - množstvo m3že byť až do 50% množstva přítomného vo východiskovýjdrogo· Získaný extrakt pre svoj vysoký obsah biologicky účinnýchlátok je vhodný na výroba prípravkov lekárskej kosmetiky·Horse Pagaetana seeds contain about 3 to 6% of escin, flavonoids (predominantly di- and tri-oss of quercetin and campferol), aminopurines, vitamin Batad, in addition to ubiquitous substances. The aesin, the hitherto most desirable component of horse-pagaetana seeds, is a mixture of esterified triterpene glycosides, which is present in the d- and form. Both forms differ mainly in water solubility, hemolytic activity and optical rotation (Λ-escin is good soluble in water, HI «1: 20 000, / ο // ρθ -13,5 ° $ -escin is practically insoluble in water, HI = 1 t 40 000, / Z / p °» -24 °) · V ” the fresh drug is found in about 20% of the form, in the stored drug its proportion is up to about 30%. ft-escin is isolated from the horse's pagaetana seeds (e.g., NSR 23 39 760, 27 33 204, US Pat. No. 3,238,190, Pat. NDR 11 178), from which a water-soluble form (salts (J-escin) is prepared (e.g., NSR 25 30 954, 22 57 755, 25 56 129), or is transformed into an X 'form (US Pat. No. 3,450,691, German Pat. No. 1,125,117, Belgian Pat., 695,401). from horse-paga-tana seeds, which also contain other biologically active substances in addition to escin (Swiss Pat · 420 488, Austrian Pat · 275 028, Japanese Pat. 73 12 975) (in these processes, the dried milled galates are extracted with a suitable organic solvent which is concentrated by filtration of the insoluble matter). In the process according to the invention, the filtrate is separated after separation of -escin, which is isolated by the method of .40t. IbMll (Votic & Wheels) · Our approach provides a comprehensive use of the appropriate material and evaluates the mixture of waste that has been previously disposed of. After separation of 6-escin, the filtrate contains also water-soluble cesium (o (-escin), whose 7 - 2 - the amount can be up to 50% of the amount present in the starting drug • The extract obtained for its high content of biologically active substances is suitable for the preparation of preparations medical cosmetics ·
Pri spóeobe přípravy extraktu zo semien pagaštana koňskéhopodlá vynálezu sa postupuje tak, že semená pagaštana koňskéhosa extrahujú zmesou metanol - voda, extrakt sa zahustí, prídavkomkyseliny sírovéj sa okyslí na pH 1, roztok sa zahřeje na 40 až60°C, vylíčený £>-escín sa odfiltruje^ vo filtráte po oddělení ^-escínu sa prídavkom kysličníka, hydroxidu, uhličitanu, alebohydro uhličitanu vápenatého upraví pH na hodnotu 7, přidá sa ali-fatický alkohol s počtom uhlí kov C1 až Cj v množstva 1 až 10hmotnostného dielu alkoholu na 1 hmotnostný diel filtrátu po od-dělení ^-escínu, zmes sa ddkladne premieša, vylíčená zrazeninasa odfiltruje a filtrát sa zahustí·In the process of preparing a horse chestnut seed extract, the process is carried out by extracting horse chestnut seeds with methanol-water, concentrating the extract, acidifying to pH 1 with the addition of sulfuric acid, heating the solution to 40-60 [deg.] C., depicting < filtering off the filtrate after separation of--esters, adjusting the pH to 7 by the addition of oxide, hydroxide, carbonate or hydro-carbonate, adding an aliphatic alcohol with a carbon number of 1 to 10 parts by weight of alcohol to 1 part by weight the filtrate is separated, the mixture is stirred thoroughly, the precipitated precipitate is filtered off and the filtrate is concentrated.
Bližšie podrobnosti spčsobu přípravy extraktu zo semienpagaštana koňského podlá vynálezu sí zřejmé z příkladu prevedenla· Příklad 6 kg vysušených pomletých semien pagaštana koňského sa za inten-zí vneho miešania přidává k 60 1 zmesi metanol - voda (1 : 1)·Suspenzia sa mieša 30 min, přefiltruje sa, zvyšok na filtrl sapremyje s 3 1 extrakčnej zmesi, filtrát sa váfcuovo zahustí na ob-jem 16 1, pH koncentrátu sa upraví prídavkom 5M-H2SO^ na pH 1,0,okyslený roztok sa zahřeje na teplotu 45°C a nechá sa kryštali-zovať· Vylíčený surový fo-escín sa odfiltruje, k filtrátu sa zamiešania a chladenia přidává tuhý kysličník vápenatý do pH 7 (cca250 g)· Z zneutralizovanému roztoku sa za intenzívneho miešaniapřidá 20 1 etylalkoholu, suspenzia sa mieša 1 h, vylíčená zraze-nina sa odfiltruje a číry filtrát sa zahustí na objem 1,2 1· Týmto postupom připravený extrakt obsahoval 9,55% escínu, 0,13% flavonoidov počítaných ako kvercetínj hustota extraktu:1370,8 kg.m-3, sušina 55%·EXAMPLE 6 kg of dried ground horse chestnut seeds are added to 60 liters of methanol-water (1: 1) under intensive stirring. The suspension is stirred for 30 minutes. The filtrate is concentrated to a volume of 16 L, the pH of the concentrate is adjusted to pH 1.0 by addition of 5M-H 2 SO 4, the acidified solution is heated to 45 ° C and the solution is filtered. the crystallized crude escin is filtered off, solid calcium oxide is added to the filtrate to pH 7 (ca. 250 g). 20 L of ethyl alcohol are added from the neutralized solution with stirring, the suspension is stirred for 1 hour, portrayed the precipitate is filtered off and the clear filtrate is concentrated to a volume of 1.2 L. · The extract prepared by this procedure contained 9.55% of escin, 0.13% of flavonoids calculated when o kvercetínj extract density: 1370,8 kg.m-3, dry matter 55% ·
Claims (1)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CS834276A CS233266B1 (en) | 1983-06-13 | 1983-06-13 | Method of exteact preparation from hors-chestnut seeds |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CS834276A CS233266B1 (en) | 1983-06-13 | 1983-06-13 | Method of exteact preparation from hors-chestnut seeds |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CS427683A1 CS427683A1 (en) | 1984-05-14 |
| CS233266B1 true CS233266B1 (en) | 1985-02-14 |
Family
ID=5385132
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CS834276A CS233266B1 (en) | 1983-06-13 | 1983-06-13 | Method of exteact preparation from hors-chestnut seeds |
Country Status (1)
| Country | Link |
|---|---|
| CS (1) | CS233266B1 (en) |
-
1983
- 1983-06-13 CS CS834276A patent/CS233266B1/en unknown
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| Publication number | Publication date |
|---|---|
| CS427683A1 (en) | 1984-05-14 |
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