DK189491A - Fremgangsmaade til isolering af isosilybinfrit silibinin - Google Patents

Fremgangsmaade til isolering af isosilybinfrit silibinin Download PDF

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Publication number
DK189491A
DK189491A DK189491A DK189491A DK189491A DK 189491 A DK189491 A DK 189491A DK 189491 A DK189491 A DK 189491A DK 189491 A DK189491 A DK 189491A DK 189491 A DK189491 A DK 189491A
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DK
Denmark
Prior art keywords
isosilybin
free
silibinine
insulating
procedure
Prior art date
Application number
DK189491A
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English (en)
Other versions
DK164866B (da
DK164866C (da
DK189491D0 (da
Inventor
Rolf Madaus
Klaus Goerler
Hartwig Soicke
Original Assignee
Madaus Ag
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.)
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Publication date
Application filed by Madaus Ag filed Critical Madaus Ag
Publication of DK189491A publication Critical patent/DK189491A/da
Publication of DK189491D0 publication Critical patent/DK189491D0/da
Publication of DK164866B publication Critical patent/DK164866B/da
Application granted granted Critical
Publication of DK164866C publication Critical patent/DK164866C/da

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Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D405/00Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom
    • C07D405/02Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings
    • C07D405/04Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings directly linked by a ring-member-to-ring-member bond
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P1/00Drugs for disorders of the alimentary tract or the digestive system
    • A61P1/16Drugs for disorders of the alimentary tract or the digestive system for liver or gallbladder disorders, e.g. hepatoprotective agents, cholagogues, litholytics
    • FMECHANICAL ENGINEERING; LIGHTING; HEATING; WEAPONS; BLASTING
    • F16ENGINEERING ELEMENTS AND UNITS; GENERAL MEASURES FOR PRODUCING AND MAINTAINING EFFECTIVE FUNCTIONING OF MACHINES OR INSTALLATIONS; THERMAL INSULATION IN GENERAL
    • F16LPIPES; JOINTS OR FITTINGS FOR PIPES; SUPPORTS FOR PIPES, CABLES OR PROTECTIVE TUBING; MEANS FOR THERMAL INSULATION IN GENERAL
    • F16L59/00Thermal insulation in general
    • F16L59/04Arrangements using dry fillers, e.g. using slag wool which is added to the object to be insulated by pouring, spreading, spraying or the like

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  • Organic Chemistry (AREA)
  • Chemical & Material Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • General Engineering & Computer Science (AREA)
  • Health & Medical Sciences (AREA)
  • Mechanical Engineering (AREA)
  • Pharmacology & Pharmacy (AREA)
  • General Health & Medical Sciences (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • General Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • Medicinal Chemistry (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Gastroenterology & Hepatology (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Medicines Containing Plant Substances (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Cephalosporin Compounds (AREA)

Description

i dette opløsningsmiddelsystem, hvorved det totale strøm-nlngsvolumenforhold mellem overfase og underfase er 1:1, en 70-80%'s polyhydroxyphenylchromanonblanding (råsily-marln) Isoleres som et brunligt pulver fra den bortstrømmende underfase ved inddampning i vakuum til tørhed, en vægtdel af det brunlige pulver suspenderes i 0,7-1,5 vægtdele vandmættet ethylacetat, den dannede suspension henstår i 1-2 dage, bundfaldet frasuges, bundfaldet vaskes med 0,07-0,15 vægtdele koldt vandmættet ethylacetat og tørres ved 30-50*C i vakuum, det fremkomne produkt opløses 1 30-50 vægtdele vandfrit ethylacetat under opvarmning til kogning, der tilsættes 0,2-0,4 vægtdele aktivt kul under opvarmning til kogning med tilbagesvaling i 2 timer, blandingen filtreres, og filtratet inddampes ved 30-50'C 1 vakuum til 1/12 af rumfanget af det til opløsningen anvendte opløsningsmiddel, 0,5-0,8 vægtdele vandmættet ethylacetat sættes til koncentratet, og det udfældede silibinin frafiltreres efter 5-10 timer, hvorpå silibininet suspenderes en eller to gange i 0,9-1,8 vægtdele teknisk ethylacetat pr. gang, suspensionen filtreres, produktet fortørres 1 vakuum ved 30-50‘C, og det fortørrede produkt formales og tørres på ny ved 30-50‘C i vakuum, idet alle vægtdele er beregnet på vægten af det brunlige pulver.
Isosilybinfrit silibinin fås i højt udbytte og med stor renhed.
DK189491A 1984-11-22 1991-11-20 Fremgangsmaade til isolering af isosilybinfrit silibinin DK164866C (da)

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
DE3442641 1984-11-22
DE3442641 1984-11-22
DE3537656 1985-10-23
DE19853537656 DE3537656A1 (de) 1984-11-22 1985-10-23 Verfahren zur herstellung von isosilybinfreiem silibinin und arzneimittel, enthaltend silibinin

Publications (4)

Publication Number Publication Date
DK189491A true DK189491A (da) 1991-11-20
DK189491D0 DK189491D0 (da) 1991-11-20
DK164866B DK164866B (da) 1992-08-31
DK164866C DK164866C (da) 1993-01-18

Family

ID=25826741

Family Applications (3)

Application Number Title Priority Date Filing Date
DK537685A DK166541B1 (da) 1984-11-22 1985-11-21 Fremgangsmaade til isolering af isosilybinfrit silibinin
DK189491A DK164866C (da) 1984-11-22 1991-11-20 Fremgangsmaade til isolering af isosilybinfrit silibinin
DK199201145A DK172879B1 (da) 1984-11-22 1992-09-17 Silibininholdigt farmaceutisk præparat

Family Applications Before (1)

Application Number Title Priority Date Filing Date
DK537685A DK166541B1 (da) 1984-11-22 1985-11-21 Fremgangsmaade til isolering af isosilybinfrit silibinin

Family Applications After (1)

Application Number Title Priority Date Filing Date
DK199201145A DK172879B1 (da) 1984-11-22 1992-09-17 Silibininholdigt farmaceutisk præparat

Country Status (26)

Country Link
US (1) US4871763A (da)
JP (1) JPH0678228B2 (da)
AR (1) AR241268A1 (da)
AT (1) AT391315B (da)
BE (1) BE903694A (da)
CA (1) CA1337125C (da)
CH (1) CH660008A5 (da)
CS (1) CS271321B2 (da)
DE (1) DE3537656A1 (da)
DK (3) DK166541B1 (da)
EG (1) EG17710A (da)
ES (2) ES8609312A1 (da)
FI (1) FI84065C (da)
FR (1) FR2573426B1 (da)
GB (1) GB2167746B (da)
HU (1) HU195504B (da)
IE (1) IE59209B1 (da)
IT (1) IT1207508B (da)
LU (1) LU86164A1 (da)
MX (1) MX172175B (da)
NL (1) NL192204C (da)
NO (1) NO160206C (da)
PL (1) PL146889B1 (da)
PT (1) PT81531B (da)
SE (1) SE457957B (da)
YU (1) YU43690B (da)

Families Citing this family (17)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP3357383B2 (ja) * 1991-08-14 2002-12-16 昌宏 黒田 低分子化植物性組成物
DE4401902C2 (de) * 1994-01-24 2000-02-03 Madaus Ag Verwendung von Flavolignanen als Adjuvans in der Tumortherapie
FR2719451B1 (fr) * 1994-05-04 1996-07-26 Apcis Sa Utilisation de la silybinine dans le gavage des palmipèdes, en vue de l'obtention d'un foie gras de meilleure qualité.
DE19501266A1 (de) * 1995-01-18 1996-07-25 Madaus Ag Verfahren zur Herstellung von Flavano-Lignan-Zubereitungen mit verbesserter Freisetzung und Resorbierbarkeit danach erhältliche Zubereitungen und deren Verwendung zur Herstellung von Arzneimitteln
US6379714B1 (en) 1995-04-14 2002-04-30 Pharmaprint, Inc. Pharmaceutical grade botanical drugs
DE69824223T2 (de) 1997-03-19 2004-09-30 Unilever N.V. Vorrichtung zum Handhaben von Gegenständen
GB2327607B8 (en) * 1997-07-31 2005-03-30 Litton Internat Company Ltd A process for producing a herbal extract composition
DE10053384A1 (de) * 2000-10-27 2002-05-08 Bionorica Arzneimittel Gmbh Pharmazeutische Zubereitung aus Mariendistel und Terpenen
US6699900B2 (en) * 2001-04-07 2004-03-02 Jan E. Zielinski Hydrophilic and lipophilic silibinin pro-forms
DE10360954B3 (de) * 2003-12-23 2005-08-18 Esparma Gmbh Verwendung von Silibinin, dessen Salzen und/oder dessen Prodrugs zusammen mit α-Liponsäure zur Behandlung chronisch obstruktiver Lungenerkrankungen
BG65997B1 (bg) * 2005-03-29 2010-09-30 "Софарма" Ад Метод за получаване на силибинин
MX2010005107A (es) * 2007-11-15 2010-05-27 Madaus Gmbh Componente de silibinina para tratamiento contra hepatitis.
PT2430017T (pt) * 2009-05-14 2016-10-12 Madaus Gmbh Método para a preparação de silibinina amorfa
WO2011051742A1 (en) 2009-10-28 2011-05-05 Modutech S.A. Preparation comprising amino acids and plants and its activity in the alcohol detoxification
CN103408539B (zh) * 2013-08-28 2016-04-06 天津泰阳制药有限公司 高纯度水飞蓟宾的生产方法
EP3402788A1 (en) * 2016-01-15 2018-11-21 Universität Hamburg Flavonoide-type compounds bearing an o-rhamnosyl residue
US20240024399A1 (en) 2020-09-29 2024-01-25 Munisekhar Medasani Bioactive compounds extraction from plant matters of silybum marianum and usage

Family Cites Families (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3773932A (en) * 1968-06-01 1973-11-20 Madaus & Co Dr Method for recovering silymarin comprising polyhydroxyphenyl chromanones
DE1767666C3 (de) * 1968-06-01 1986-07-31 Dr. Madaus & Co, 5000 Koeln Pharmazeutische Zubereitung gegen Lebererkrankungen
DE1923082C3 (de) * 1969-05-06 1985-08-22 Dr. Madaus & Co, 5000 Koeln Verfahren zur Gewinnung von Polyhydroxyphenylchromanonen (Silymarin I-IV) und Arzneimittel enthaltend das Polyhydroxyphenylchromanon (Silymarin I-IV = Silymarin I-IV-Gruppe)Gemisch
DE2416302B2 (de) * 1974-04-04 1978-02-02 Dr. Madaus & Co, 5000 Köln Dimeres sowie trimeres silybin und deren n-methylglucaminsalz und verfahren zu deren herstellung sowie diese verbindungen enthaltende arzneimittel
BE885558A (fr) * 1980-10-07 1981-04-07 Madaus & Co Dr Procede pour l'extraction de silymarine a partir des plantes silymarine ainsi obtenue et son utilisation en therapeutique
DE3225688A1 (de) * 1982-07-09 1984-01-12 Suschnik Matthias Dr Verfahren zur gewinnung von silymarin aus silybum marianum

Also Published As

Publication number Publication date
IT1207508B (it) 1989-05-25
SE8505488L (sv) 1986-05-23
GB2167746A (en) 1986-06-04
ES549119A0 (es) 1986-09-01
CH660008A5 (de) 1987-03-13
DK172879B1 (da) 1999-09-06
NL192204B (nl) 1996-11-01
FI84065C (fi) 1991-10-10
FI84065B (fi) 1991-06-28
PL146889B1 (en) 1989-03-31
GB2167746B (en) 1989-01-11
US4871763A (en) 1989-10-03
DK114592A (da) 1992-09-17
NO854657L (no) 1986-05-23
ES554022A0 (es) 1987-04-01
CS271321B2 (en) 1990-09-12
DK164866B (da) 1992-08-31
IE852927L (en) 1986-05-22
PT81531B (pt) 1987-11-11
DK537685D0 (da) 1985-11-21
NL8503136A (nl) 1986-06-16
AR241268A1 (es) 1992-04-30
YU43690B (en) 1989-10-31
NO160206C (no) 1989-03-22
HU195504B (en) 1988-05-30
FI854536A (fi) 1986-05-23
CS837985A2 (en) 1990-02-12
MX172175B (es) 1993-12-07
JPH05271071A (ja) 1993-10-19
SE8505488D0 (sv) 1985-11-20
DK114592D0 (da) 1992-09-17
JPH0678228B2 (ja) 1994-10-05
NL192204C (nl) 1997-03-04
LU86164A1 (de) 1986-03-24
SE457957B (sv) 1989-02-13
IE59209B1 (en) 1994-01-26
DE3537656C2 (da) 1989-03-16
PT81531A (de) 1985-12-01
FR2573426A1 (fr) 1986-05-23
GB8527809D0 (en) 1985-12-18
DK166541B1 (da) 1993-06-07
FI854536A0 (fi) 1985-11-18
PL256373A1 (en) 1986-12-02
NO160206B (no) 1988-12-12
HUT40115A (en) 1986-11-28
EG17710A (en) 1990-10-30
CA1337125C (en) 1995-09-26
BE903694A (fr) 1986-05-22
YU181285A (en) 1987-12-31
ES8609312A1 (es) 1986-09-01
AT391315B (de) 1990-09-25
IT8522933A0 (it) 1985-11-21
DK537685A (da) 1986-05-23
ES8704482A1 (es) 1987-04-01
DK164866C (da) 1993-01-18
DK189491D0 (da) 1991-11-20
DE3537656A1 (de) 1986-05-22
FR2573426B1 (fr) 1988-06-10
ATA337285A (de) 1990-03-15

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