IL34381A - Process for obtaining polyhydroxy-phenylchromones which stabilise the cell structure and the cytometabolism - Google Patents
Process for obtaining polyhydroxy-phenylchromones which stabilise the cell structure and the cytometabolismInfo
- Publication number
- IL34381A IL34381A IL34381A IL3438170A IL34381A IL 34381 A IL34381 A IL 34381A IL 34381 A IL34381 A IL 34381A IL 3438170 A IL3438170 A IL 3438170A IL 34381 A IL34381 A IL 34381A
- Authority
- IL
- Israel
- Prior art keywords
- process according
- polyhydroxyphenyl
- phase
- partition
- chromones
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims description 22
- 230000008569 process Effects 0.000 title claims description 18
- SEBFKMXJBCUCAI-HKTJVKLFSA-N silibinin Chemical compound C1=C(O)C(OC)=CC([C@@H]2[C@H](OC3=CC=C(C=C3O2)[C@@H]2[C@H](C(=O)C3=C(O)C=C(O)C=C3O2)O)CO)=C1 SEBFKMXJBCUCAI-HKTJVKLFSA-N 0.000 claims description 24
- 238000005192 partition Methods 0.000 claims description 21
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 claims description 18
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims description 18
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 14
- 239000011149 active material Substances 0.000 claims description 13
- 239000010685 fatty oil Substances 0.000 claims description 10
- 239000000463 material Substances 0.000 claims description 10
- 238000000926 separation method Methods 0.000 claims description 9
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 8
- 239000002904 solvent Substances 0.000 claims description 7
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 6
- 239000003921 oil Substances 0.000 claims description 5
- 239000003208 petroleum Substances 0.000 claims description 5
- 239000003995 emulsifying agent Substances 0.000 claims description 4
- 244000272459 Silybum marianum Species 0.000 claims description 3
- 235000010841 Silybum marianum Nutrition 0.000 claims description 3
- 235000011869 dried fruits Nutrition 0.000 claims description 3
- 239000007788 liquid Substances 0.000 claims description 3
- 239000008194 pharmaceutical composition Substances 0.000 claims description 2
- 239000000843 powder Substances 0.000 claims description 2
- 239000007787 solid Substances 0.000 claims description 2
- 239000013543 active substance Substances 0.000 claims 1
- 239000003937 drug carrier Substances 0.000 claims 1
- 239000002024 ethyl acetate extract Substances 0.000 claims 1
- 239000002245 particle Substances 0.000 claims 1
- 239000008024 pharmaceutical diluent Substances 0.000 claims 1
- 239000011343 solid material Substances 0.000 claims 1
- 239000012071 phase Substances 0.000 description 38
- 235000017700 silymarin Nutrition 0.000 description 14
- SEBFKMXJBCUCAI-UHFFFAOYSA-N NSC 227190 Natural products C1=C(O)C(OC)=CC(C2C(OC3=CC=C(C=C3O2)C2C(C(=O)C3=C(O)C=C(O)C=C3O2)O)CO)=C1 SEBFKMXJBCUCAI-UHFFFAOYSA-N 0.000 description 13
- 229960004245 silymarin Drugs 0.000 description 13
- 239000000126 substance Substances 0.000 description 9
- 238000000605 extraction Methods 0.000 description 7
- 238000001704 evaporation Methods 0.000 description 5
- 230000008020 evaporation Effects 0.000 description 5
- 210000004027 cell Anatomy 0.000 description 4
- 230000001804 emulsifying effect Effects 0.000 description 4
- 210000004185 liver Anatomy 0.000 description 4
- VZGDMQKNWNREIO-UHFFFAOYSA-N tetrachloromethane Chemical compound ClC(Cl)(Cl)Cl VZGDMQKNWNREIO-UHFFFAOYSA-N 0.000 description 4
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 3
- 239000003795 chemical substances by application Substances 0.000 description 3
- 238000011835 investigation Methods 0.000 description 3
- 239000000203 mixture Substances 0.000 description 3
- 239000007858 starting material Substances 0.000 description 3
- HORQAOAYAYGIBM-UHFFFAOYSA-N 2,4-dinitrophenylhydrazine Chemical compound NNC1=CC=C([N+]([O-])=O)C=C1[N+]([O-])=O HORQAOAYAYGIBM-UHFFFAOYSA-N 0.000 description 2
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- 230000009471 action Effects 0.000 description 2
- 239000013078 crystal Substances 0.000 description 2
- 238000006073 displacement reaction Methods 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 208000006454 hepatitis Diseases 0.000 description 2
- 210000005229 liver cell Anatomy 0.000 description 2
- 238000002844 melting Methods 0.000 description 2
- 230000008018 melting Effects 0.000 description 2
- 239000012452 mother liquor Substances 0.000 description 2
- 230000000144 pharmacologic effect Effects 0.000 description 2
- 230000001681 protective effect Effects 0.000 description 2
- 238000000746 purification Methods 0.000 description 2
- 230000003019 stabilising effect Effects 0.000 description 2
- 238000011282 treatment Methods 0.000 description 2
- QHYWQIVTVQAKQF-UHFFFAOYSA-N 3,5-dihydroxy-2-phenylchromen-4-one Chemical class OC=1C(=O)C=2C(O)=CC=CC=2OC=1C1=CC=CC=C1 QHYWQIVTVQAKQF-UHFFFAOYSA-N 0.000 description 1
- 206010008909 Chronic Hepatitis Diseases 0.000 description 1
- 206010019759 Hepatitis chronic persistent Diseases 0.000 description 1
- 206010067125 Liver injury Diseases 0.000 description 1
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 1
- 108010074506 Transfer Factor Proteins 0.000 description 1
- 231100000354 acute hepatitis Toxicity 0.000 description 1
- 230000008901 benefit Effects 0.000 description 1
- 230000008859 change Effects 0.000 description 1
- 239000003610 charcoal Substances 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 230000001587 cholestatic effect Effects 0.000 description 1
- 238000013375 chromatographic separation Methods 0.000 description 1
- 238000004440 column chromatography Methods 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 239000012141 concentrate Substances 0.000 description 1
- 238000002425 crystallisation Methods 0.000 description 1
- 230000006378 damage Effects 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 235000013399 edible fruits Nutrition 0.000 description 1
- 238000010828 elution Methods 0.000 description 1
- 239000000839 emulsion Substances 0.000 description 1
- 210000002472 endoplasmic reticulum Anatomy 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 238000000227 grinding Methods 0.000 description 1
- 231100000234 hepatic damage Toxicity 0.000 description 1
- 230000002687 intercalation Effects 0.000 description 1
- 238000009830 intercalation Methods 0.000 description 1
- 230000003834 intracellular effect Effects 0.000 description 1
- 238000002955 isolation Methods 0.000 description 1
- 239000007791 liquid phase Substances 0.000 description 1
- 230000008818 liver damage Effects 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 230000002503 metabolic effect Effects 0.000 description 1
- 230000004060 metabolic process Effects 0.000 description 1
- 210000003470 mitochondria Anatomy 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 239000002574 poison Substances 0.000 description 1
- 231100000614 poison Toxicity 0.000 description 1
- 238000003825 pressing Methods 0.000 description 1
- 230000002035 prolonged effect Effects 0.000 description 1
- 239000000741 silica gel Substances 0.000 description 1
- 229910002027 silica gel Inorganic materials 0.000 description 1
- BMLIIPOXVWESJG-LMBCONBSSA-N silychristin Chemical compound C1=C(O)C(OC)=CC([C@H]2[C@@H](C3=C(C(=CC(=C3)[C@@H]3[C@H](C(=O)C4=C(O)C=C(O)C=C4O3)O)O)O2)CO)=C1 BMLIIPOXVWESJG-LMBCONBSSA-N 0.000 description 1
- 238000012360 testing method Methods 0.000 description 1
- 230000001225 therapeutic effect Effects 0.000 description 1
- 238000002560 therapeutic procedure Methods 0.000 description 1
- 231100000331 toxic Toxicity 0.000 description 1
- 230000002588 toxic effect Effects 0.000 description 1
- 238000012546 transfer Methods 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
- C07D311/22—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring with oxygen or sulfur atoms directly attached in position 4
- C07D311/26—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring with oxygen or sulfur atoms directly attached in position 4 with aromatic rings attached in position 2 or 3
- C07D311/40—Separation, e.g. from natural material; Purification
-
- 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)
- A61K36/28—Asteraceae or Compositae (Aster or Sunflower family), e.g. chamomile, feverfew, yarrow or echinacea
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Natural Medicines & Medicinal Plants (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Mycology (AREA)
- Epidemiology (AREA)
- Biotechnology (AREA)
- Botany (AREA)
- Medical Informatics (AREA)
- Medicinal Chemistry (AREA)
- Microbiology (AREA)
- Engineering & Computer Science (AREA)
- Pharmacology & Pharmacy (AREA)
- Alternative & Traditional Medicine (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Medicines Containing Plant Substances (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Compounds Of Unknown Constitution (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Preparation Of Compounds By Using Micro-Organisms (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE1923082A DE1923082C3 (de) | 1969-05-06 | 1969-05-06 | Verfahren zur Gewinnung von Polyhydroxyphenylchromanonen (Silymarin I-IV) und Arzneimittel enthaltend das Polyhydroxyphenylchromanon (Silymarin I-IV = Silymarin I-IV-Gruppe)Gemisch |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| IL34381A0 IL34381A0 (en) | 1970-06-17 |
| IL34381A true IL34381A (en) | 1973-06-29 |
Family
ID=5733385
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| IL34381A IL34381A (en) | 1969-05-06 | 1970-04-24 | Process for obtaining polyhydroxy-phenylchromones which stabilise the cell structure and the cytometabolism |
Country Status (11)
| Country | Link |
|---|---|
| AT (1) | AT290723B (enrdf_load_stackoverflow) |
| CH (1) | CH541554A (enrdf_load_stackoverflow) |
| CS (1) | CS162722B2 (enrdf_load_stackoverflow) |
| DE (1) | DE1923082C3 (enrdf_load_stackoverflow) |
| ES (1) | ES367906A1 (enrdf_load_stackoverflow) |
| FI (1) | FI50932C (enrdf_load_stackoverflow) |
| IE (1) | IE34110B1 (enrdf_load_stackoverflow) |
| IL (1) | IL34381A (enrdf_load_stackoverflow) |
| NO (1) | NO130345B (enrdf_load_stackoverflow) |
| PL (1) | PL80560B1 (enrdf_load_stackoverflow) |
| YU (1) | YU37065B (enrdf_load_stackoverflow) |
Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2428680C2 (de) * | 1974-06-14 | 1983-02-17 | Dr. Madaus & Co, 5000 Köln | 1-(2',4',6'-Trihydroxyphenyl)-propandion-(1,2)-Verbindungen, Verfahren zu deren Herstellung und Arzneimittel, die diese Verbindungen enthalten |
| DE3537656A1 (de) * | 1984-11-22 | 1986-05-22 | Dr. Madaus GmbH & Co, 5000 Köln | Verfahren zur herstellung von isosilybinfreiem silibinin und arzneimittel, enthaltend silibinin |
| FR2594691B1 (fr) * | 1986-02-24 | 1990-08-03 | Bonne Claude | Nouvelles preparations cosmetiques contenant un extrait des fruits de silybum marianum |
| DE4401902C2 (de) * | 1994-01-24 | 2000-02-03 | Madaus Ag | Verwendung von Flavolignanen als Adjuvans in der Tumortherapie |
| EP2959910A1 (de) | 2014-06-26 | 2015-12-30 | Bionorica Se | Mariendistelextrakt aus Mariendistelfrüchteschalen, Verfahren zur Herstellung und Verwendung |
-
1969
- 1969-05-06 DE DE1923082A patent/DE1923082C3/de not_active Expired
- 1969-05-30 CH CH825169A patent/CH541554A/de not_active IP Right Cessation
- 1969-05-30 AT AT517269A patent/AT290723B/de not_active IP Right Cessation
- 1969-05-31 ES ES367906A patent/ES367906A1/es not_active Expired
-
1970
- 1970-04-21 IE IE510/70A patent/IE34110B1/xx unknown
- 1970-04-24 IL IL34381A patent/IL34381A/en unknown
- 1970-05-04 YU YU1129/70A patent/YU37065B/xx unknown
- 1970-05-05 PL PL1970140431A patent/PL80560B1/pl unknown
- 1970-05-05 CS CS3099A patent/CS162722B2/cs unknown
- 1970-05-05 NO NO01710/70A patent/NO130345B/no unknown
- 1970-05-05 FI FI701253A patent/FI50932C/fi active
Also Published As
| Publication number | Publication date |
|---|---|
| NO130345B (enrdf_load_stackoverflow) | 1974-08-19 |
| PL80560B1 (enrdf_load_stackoverflow) | 1975-08-30 |
| DE1923082A1 (de) | 1970-11-19 |
| CS162722B2 (enrdf_load_stackoverflow) | 1975-07-15 |
| AT290723B (de) | 1971-06-11 |
| YU37065B (en) | 1984-08-31 |
| IE34110L (en) | 1970-11-06 |
| DE1923082C3 (de) | 1985-08-22 |
| FI50932B (enrdf_load_stackoverflow) | 1976-05-31 |
| IE34110B1 (en) | 1975-02-05 |
| IL34381A0 (en) | 1970-06-17 |
| CH541554A (de) | 1973-09-15 |
| ES367906A1 (es) | 1971-04-16 |
| FI50932C (fi) | 1976-09-10 |
| DE1923082B2 (de) | 1974-09-19 |
| YU112970A (en) | 1983-04-27 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| US7767836B2 (en) | Method and system for extraction of oil from corn | |
| CN101372492B (zh) | 一种制备高纯度莫西克汀的方法 | |
| JPS633878B2 (enrdf_load_stackoverflow) | ||
| US3962074A (en) | Process for separating acrylic acid from aqueous solutions | |
| SE456088B (sv) | Forfarande for separering av beta-sitosterol selektivt fran ett sterolhaltigt emne | |
| CA1337125C (en) | Process for the preparation of isosilybin-free silibinin and pharmaceutical compositions containing it | |
| IL34381A (en) | Process for obtaining polyhydroxy-phenylchromones which stabilise the cell structure and the cytometabolism | |
| CN1958580A (zh) | 一种从人工种植南方红豆杉中全株提取紫杉醇的方法 | |
| US3773932A (en) | Method for recovering silymarin comprising polyhydroxyphenyl chromanones | |
| US3864484A (en) | Therapeutic compositions and methods using silymarin comprising poly-hydroxyphenyl chromanones | |
| SE425853B (sv) | Forfarande for isolering av ett betulinfritt beta-sitosterolkoncentrat | |
| US4422974A (en) | Process for the purification of β-sitosterol isolated from the unsaponifiables in crude soap from the sulphate cellulose process | |
| FI64892B (fi) | Foerfarande foer framstaellning av en terpenblandning med antipsoriatisk effekt | |
| CN116947589A (zh) | 一种生物合成角鲨烯的提取纯化方法 | |
| CN113527402B (zh) | 一种从橄榄叶中同时提取橄榄苦甙、山楂酸和齐墩果酸的方法 | |
| US3325308A (en) | Process for the refining of sugar with two or more solvents | |
| US2676903A (en) | Fractional liquid extraction of vitamins | |
| KR880000018B1 (ko) | 센나 약제로부터 완하제를 제조하는 공정 | |
| US2608560A (en) | Method for isolation and purification of active plant principles | |
| CN210278332U (zh) | 一种植物精华萃取纯化装置 | |
| US2668137A (en) | Vitamin b12 elution from charcoal | |
| RU2178709C2 (ru) | Способ получения вещества, обладающего иммуномодулирующей активностью | |
| US3683070A (en) | Antihypertensive compositions | |
| SU417408A1 (ru) | Способ выделения склареола | |
| CN1483734A (zh) | 从野葛根中提取葛根素的新工艺 |