WO2004041804A3 - Technical process for isolating homoeriodictyol - Google Patents

Technical process for isolating homoeriodictyol Download PDF

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Publication number
WO2004041804A3
WO2004041804A3 PCT/EP2003/012108 EP0312108W WO2004041804A3 WO 2004041804 A3 WO2004041804 A3 WO 2004041804A3 EP 0312108 W EP0312108 W EP 0312108W WO 2004041804 A3 WO2004041804 A3 WO 2004041804A3
Authority
WO
WIPO (PCT)
Prior art keywords
homoeriodictyol
isolating
trihydroxyflavanone
methoxy
technical process
Prior art date
Application number
PCT/EP2003/012108
Other languages
German (de)
French (fr)
Other versions
WO2004041804A2 (en
WO2004041804B1 (en
Inventor
Jakob Ley
Ingo Reiss
Maria Blings
Petra Hoffmann-Luecke
Jessica Herzog
Original Assignee
Symrise Gmbh & Co Kg
Jakob Ley
Ingo Reiss
Maria Blings
Petra Hoffmann-Luecke
Jessica Herzog
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.)
Filing date
Publication date
Application filed by Symrise Gmbh & Co Kg, Jakob Ley, Ingo Reiss, Maria Blings, Petra Hoffmann-Luecke, Jessica Herzog filed Critical Symrise Gmbh & Co Kg
Priority to AU2003293639A priority Critical patent/AU2003293639A1/en
Publication of WO2004041804A2 publication Critical patent/WO2004041804A2/en
Publication of WO2004041804A3 publication Critical patent/WO2004041804A3/en
Publication of WO2004041804B1 publication Critical patent/WO2004041804B1/en

Links

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
    • C07D311/28—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 with aromatic rings attached in position 2 only
    • C07D311/32—2,3-Dihydro derivatives, e.g. flavanones

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Medicines Containing Plant Substances (AREA)

Abstract

The invention relates to the extraction of technical quantities of pure and natural homoeriodictyols (3`-methoxy-4`,5,7-trihydroxyflavanone) in the form of homoeriodictyol sodium salt and of sterubin (7-methoxy-3`,4`,5-trihydroxyflavanone) from plants of the genus Eriodictyon. To this end, the plant material is extracted using a non-water miscible extractant, the extract is dewaxed, is optionally prepurified using activated carbon, is treated with a sodium ion-containing, basic, aqueous solution, and the precipitated homoeriodictyol sodium salt is purified by reprecipitation or crystallization.
PCT/EP2003/012108 2002-11-08 2003-10-31 Technical process for isolating homoeriodictyol WO2004041804A2 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
AU2003293639A AU2003293639A1 (en) 2002-11-08 2003-10-31 Technical process for isolating homoeriodictyol

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE2002152532 DE10252532A1 (en) 2002-11-08 2002-11-08 Pure homoeriodictyol sodium salt recovery, for use as flavoring or antiinflammatory agent, by extracting Eriodictyon plant material with water-immiscible solvent, dewaxing and precipitating with base
DE10252532.3 2002-11-08

Publications (3)

Publication Number Publication Date
WO2004041804A2 WO2004041804A2 (en) 2004-05-21
WO2004041804A3 true WO2004041804A3 (en) 2004-12-09
WO2004041804B1 WO2004041804B1 (en) 2005-01-27

Family

ID=32185511

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/EP2003/012108 WO2004041804A2 (en) 2002-11-08 2003-10-31 Technical process for isolating homoeriodictyol

Country Status (3)

Country Link
AU (1) AU2003293639A1 (en)
DE (1) DE10252532A1 (en)
WO (1) WO2004041804A2 (en)

Families Citing this family (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE102009020729A1 (en) 2009-05-11 2010-11-18 Symrise Gmbh & Co. Kg Use of new or known benzoic acid compounds e.g. as radical scavengers and/or antioxidant to non-therapeutic purposes, to protect tissues and/or cells from oxidative processes and/or radicals, and in a cosmetic or dermatological preparation
JP2013147491A (en) * 2011-12-22 2013-08-01 Hoyu Co Ltd Agent for controlling the number of gray hair and nontherapeutic beauty method
EP2633885A1 (en) 2012-03-02 2013-09-04 Symrise AG Compounds and mixtures for affecting inflammatory conditions
EP3235492B1 (en) 2016-04-20 2019-06-12 Symrise AG Use of homoeriodictyol (hed) for reducing the gastric acid secretion stimulating effect of n-acetyl-4-aminophenol (paracetamol)

Non-Patent Citations (4)

* Cited by examiner, † Cited by third party
Title
JOHN D. BACON ET AL.: "Chemosystematics of the Hydrophyllaceae: Flavonoids of three species of Eriodictyon", BIOCHEMICAL SYSTEMATICS AND ECOLOGY, vol. 14, no. 6, 1986, pages 591 - 595, XP002274444 *
T. A. GEISSMAN: "The isolation of Eriodictyol and Homoeriodictyol. An improved procedure", JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, vol. 62, 1940, pages 3258 - 3259, XP002274404 *
THOMAS B. GAGE ET AL.: "The use of ion exchange resins with flavonoid compounds", SCIENCE, vol. 113, 1951, pages 522 - 523, XP009027641 *
WILLIAM J. HARDLEY AND OLE GISVOLD: "A Phytochemical Study of Eriodictyon Angustifolium, Nuttley", JOURNAL OF THE AMERICAN PHARMACEUTICAL ASSOCIATION, vol. 33, 1944, pages 275 - 277, XP009027651 *

Also Published As

Publication number Publication date
WO2004041804A2 (en) 2004-05-21
AU2003293639A1 (en) 2004-06-07
DE10252532A1 (en) 2004-05-27
AU2003293639A8 (en) 2004-06-07
WO2004041804B1 (en) 2005-01-27

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