WO2000026399A3 - Procede de production de derives de quercetine et d'isoquercetine - Google Patents

Procede de production de derives de quercetine et d'isoquercetine Download PDF

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Publication number
WO2000026399A3
WO2000026399A3 PCT/EP1999/007685 EP9907685W WO0026399A3 WO 2000026399 A3 WO2000026399 A3 WO 2000026399A3 EP 9907685 W EP9907685 W EP 9907685W WO 0026399 A3 WO0026399 A3 WO 0026399A3
Authority
WO
WIPO (PCT)
Prior art keywords
production
quercetin
isoquercetin
derivatives
isoquercetin derivatives
Prior art date
Application number
PCT/EP1999/007685
Other languages
German (de)
English (en)
Other versions
WO2000026399A2 (fr
Inventor
Herwig Buchholz
Ralf Rosskopf
Original Assignee
Merck Patent Gmbh
Herwig Buchholz
Ralf Rosskopf
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
Priority claimed from DE19850282A external-priority patent/DE19850282A1/de
Priority claimed from DE19850570A external-priority patent/DE19850570A1/de
Application filed by Merck Patent Gmbh, Herwig Buchholz, Ralf Rosskopf filed Critical Merck Patent Gmbh
Priority to KR1020017005369A priority Critical patent/KR20010080347A/ko
Priority to CA002348728A priority patent/CA2348728A1/fr
Priority to BR9914811-0A priority patent/BR9914811A/pt
Priority to EP99953802A priority patent/EP1124980A2/fr
Priority to AU10366/00A priority patent/AU1036600A/en
Priority to JP2000579771A priority patent/JP2002528132A/ja
Publication of WO2000026399A2 publication Critical patent/WO2000026399A2/fr
Publication of WO2000026399A3 publication Critical patent/WO2000026399A3/fr

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    • C—CHEMISTRY; METALLURGY
    • C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12P—FERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
    • C12P19/00—Preparation of compounds containing saccharide radicals
    • C12P19/44—Preparation of O-glycosides, e.g. glucosides
    • C12P19/60—Preparation of O-glycosides, e.g. glucosides having an oxygen of the saccharide radical directly bound to a non-saccharide heterocyclic ring or a condensed ring system containing a non-saccharide heterocyclic ring, e.g. coumermycin, novobiocin
    • A—HUMAN NECESSITIES
    • A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23L—FOODS, FOODSTUFFS, OR NON-ALCOHOLIC BEVERAGES, NOT COVERED BY SUBCLASSES A21D OR A23B-A23J; THEIR PREPARATION OR TREATMENT, e.g. COOKING, MODIFICATION OF NUTRITIVE QUALITIES, PHYSICAL TREATMENT; PRESERVATION OF FOODS OR FOODSTUFFS, IN GENERAL
    • A23L33/00—Modifying nutritive qualities of foods; Dietetic products; Preparation or treatment thereof
    • A23L33/10—Modifying nutritive qualities of foods; Dietetic products; Preparation or treatment thereof using additives
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/49—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds
    • A61K8/4973—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with oxygen as the only hetero atom
    • A61K8/498—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with oxygen as the only hetero atom having 6-membered rings or their condensed derivatives, e.g. coumarin
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P17/00—Drugs for dermatological disorders
    • A61P17/16—Emollients or protectives, e.g. against radiation
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00—Drugs for disorders of the nervous system
    • A61P25/08—Antiepileptics; Anticonvulsants
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
    • A61P31/12—Antivirals
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P39/00—General protective or antinoxious agents
    • A61P39/06—Free radical scavengers or antioxidants
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P9/00—Drugs for disorders of the cardiovascular system
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q17/00—Barrier preparations; Preparations brought into direct contact with the skin for affording protection against external influences, e.g. sunlight, X-rays or other harmful rays, corrosive materials, bacteria or insect stings
    • A61Q17/04—Topical preparations for affording protection against sunlight or other radiation; Topical sun tanning preparations
    • 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
    • C07D311/30—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 not hydrogenated in the hetero ring, e.g. flavones
    • 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
    • C07H15/26—Acyclic or carbocyclic radicals, substituted by hetero rings
    • C—CHEMISTRY; METALLURGY
    • C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12P—FERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
    • C12P17/00—Preparation of heterocyclic carbon compounds with only O, N, S, Se or Te as ring hetero atoms
    • C12P17/02—Oxygen as only ring hetero atoms
    • C12P17/06—Oxygen as only ring hetero atoms containing a six-membered hetero ring, e.g. fluorescein
    • A—HUMAN NECESSITIES
    • A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23V—INDEXING SCHEME RELATING TO FOODS, FOODSTUFFS OR NON-ALCOHOLIC BEVERAGES AND LACTIC OR PROPIONIC ACID BACTERIA USED IN FOODSTUFFS OR FOOD PREPARATION
    • A23V2002/00—Food compositions, function of food ingredients or processes for food or foodstuffs

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  • Health & Medical Sciences (AREA)
  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Chemical & Material Sciences (AREA)
  • Veterinary Medicine (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Public Health (AREA)
  • Zoology (AREA)
  • Wood Science & Technology (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Biochemistry (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Medicinal Chemistry (AREA)
  • Biotechnology (AREA)
  • Genetics & Genomics (AREA)
  • General Engineering & Computer Science (AREA)
  • Microbiology (AREA)
  • Dermatology (AREA)
  • Birds (AREA)
  • Epidemiology (AREA)
  • Toxicology (AREA)
  • Pain & Pain Management (AREA)
  • Heart & Thoracic Surgery (AREA)
  • Nutrition Science (AREA)
  • Food Science & Technology (AREA)
  • Polymers & Plastics (AREA)
  • Neurosurgery (AREA)
  • Neurology (AREA)
  • Molecular Biology (AREA)
  • Biomedical Technology (AREA)
  • Mycology (AREA)
  • Cardiology (AREA)
  • Oncology (AREA)
  • Communicable Diseases (AREA)
  • Virology (AREA)

Abstract

L'invention concerne un procédé de production de composés de la formule (I), dans laquelle m, n, p et R1 correspondent à la définition donnée dans la revendication 1. Ces composés peuvent être, de façon avantageuse, utilisés en tant que complément alimentaire. Ils peuvent en outre, de façon remarquable, être utilisés dans des compositions cosmétiques, par exemple en tant que filtre anti-UV.
PCT/EP1999/007685 1998-10-30 1999-10-13 Procede de production de derives de quercetine et d'isoquercetine WO2000026399A2 (fr)

Priority Applications (6)

Application Number Priority Date Filing Date Title
KR1020017005369A KR20010080347A (ko) 1998-10-30 1999-10-13 퀘르세틴 및 이소퀘르세틴 유도체의 제조방법
CA002348728A CA2348728A1 (fr) 1998-10-30 1999-10-13 Procede de production de derives de quercetine et d'isoquercetine
BR9914811-0A BR9914811A (pt) 1998-10-30 1999-10-13 Processo para a preparação de derivados de quercetina e isoquercetina
EP99953802A EP1124980A2 (fr) 1998-10-30 1999-10-13 Procede de production de derives de quercetine et d'isoquercetine
AU10366/00A AU1036600A (en) 1998-10-30 1999-10-13 Method for the production of quercetin and isoquercetin derivatives
JP2000579771A JP2002528132A (ja) 1998-10-30 1999-10-13 クエルセチン及びイソクエルセチン誘導体の製造方法

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
DE19850282.6 1998-10-30
DE19850282A DE19850282A1 (de) 1998-10-30 1998-10-30 Verfahren zur Herstellung von Quercetin und Isoquercetin-Derivaten
DE19850570.1 1998-11-02
DE19850570A DE19850570A1 (de) 1998-11-02 1998-11-02 Verfahren zur Herstellung von Quercetin- und Isoquercetin-Derivaten

Publications (2)

Publication Number Publication Date
WO2000026399A2 WO2000026399A2 (fr) 2000-05-11
WO2000026399A3 true WO2000026399A3 (fr) 2000-08-10

Family

ID=26049877

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/EP1999/007685 WO2000026399A2 (fr) 1998-10-30 1999-10-13 Procede de production de derives de quercetine et d'isoquercetine

Country Status (8)

Country Link
EP (1) EP1124980A2 (fr)
JP (1) JP2002528132A (fr)
KR (1) KR20010080347A (fr)
CN (1) CN1325452A (fr)
AU (1) AU1036600A (fr)
BR (1) BR9914811A (fr)
CA (1) CA2348728A1 (fr)
WO (1) WO2000026399A2 (fr)

Families Citing this family (12)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE19923712A1 (de) * 1999-05-22 2000-11-23 Beiersdorf Ag Wirkstoffkombination aus sulfonierten UV-Filtersubstanzen und Flavonderivaten und/oder Flavanonderivaten, insbesondere Flavonoiden, sowie kosmetische Zubereitungen, solche Wirkstoffkombinationen enthaltend
DE19923713A1 (de) * 1999-05-22 2000-11-23 Beiersdorf Ag Kosmetische oder dermatologische Lichtschutzzubereitungen mit einem Gehalt an Flavonderivaten und/oder Flavanonderivaten, insbesondere von Flavonoiden und Benzotriazol sowie die Verwendung von UV-Filtersubstanzen, welche das Strukturmotiv des Benzotriazols aufweisen, zur Stabilisierung von Flavonderivaten und/oder Flavanonderivaten, insbesondere von Flavonoiden
DE19923715A1 (de) * 1999-05-22 2000-11-23 Beiersdorf Ag Kosmetische oder dermatologische Lichtschutzzubereitungen mit einem Gehalt an Flavonderivaten und/oder Flavanonderivaten, insbesondere von Flavonoiden und s-Triazin sowie die Verwendung von UV-Filtersubstanzen, welche das Strukturmotiv des s-Triazins aufweisen, zur Stabilisierung von Flavonderivaten und/oder Flavanonderivaten, insbesondere von Flavonoiden
DE19927425A1 (de) * 1999-06-16 2000-12-21 Merck Patent Gmbh Gewinnung von Isoquercetin aus Bioflavanoidpasten
EP1127572A3 (fr) * 2000-02-25 2003-05-02 Basf Aktiengesellschaft Utilisation de flavones dans le traitement de maladies induites par cyclooxygenase-2
DE10232595A1 (de) * 2002-07-18 2004-02-05 Merck Patent Gmbh Lichtschutzmittel
DE102005015447A1 (de) * 2005-04-05 2006-10-12 Merck Patent Gmbh Verfahren zur Spaltung von Rutinosiden
CN101985439B (zh) * 2010-11-18 2012-05-09 桂林市三棱生物制品有限公司 从毛冬青地上部分分离提取98%槲皮素的工艺
JP2016013075A (ja) * 2014-07-01 2016-01-28 イビデン株式会社 ケルセチン含有抽出物
CN105412074A (zh) * 2015-12-24 2016-03-23 厦门大学 槲皮素在制备预防及治疗与ApoE蛋白水平有关疾病的药物中的应用
US10639294B2 (en) 2018-10-02 2020-05-05 Janssen Pharmaceutica Nv Pharmaceutical compositions comprising a hydroxyethylquercetin glucuronide metabolite
US11304968B2 (en) 2018-11-16 2022-04-19 Janssen Pharmaceutica Nv Pharmaceutical compositions comprising a hydroxyethylquercetin glucuronide

Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3420815A (en) * 1965-10-25 1969-01-07 Zyma Sa Quercetin and quercetin glycoside
US4603046A (en) * 1985-08-23 1986-07-29 Charles Of The Ritz Group Ltd. Improved sunscreen or sunblock composition
JPH01308476A (ja) * 1988-06-06 1989-12-13 Showa Denko Kk 紫外線吸収剤
JPH03255013A (ja) * 1990-03-01 1991-11-13 San Ei Chem Ind Ltd 化粧料
JPH092917A (ja) * 1995-06-19 1997-01-07 Asahi Breweries Ltd ホップより得られるポリフェノール製剤とその製造法

Patent Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3420815A (en) * 1965-10-25 1969-01-07 Zyma Sa Quercetin and quercetin glycoside
US4603046A (en) * 1985-08-23 1986-07-29 Charles Of The Ritz Group Ltd. Improved sunscreen or sunblock composition
JPH01308476A (ja) * 1988-06-06 1989-12-13 Showa Denko Kk 紫外線吸収剤
JPH03255013A (ja) * 1990-03-01 1991-11-13 San Ei Chem Ind Ltd 化粧料
JPH092917A (ja) * 1995-06-19 1997-01-07 Asahi Breweries Ltd ホップより得られるポリフェノール製剤とその製造法

Non-Patent Citations (8)

* Cited by examiner, † Cited by third party
Title
DATABASE WPI Section Ch Week 199005, Derwent World Patents Index; Class A96, AN 1990-032314, XP002137677 *
DATABASE WPI Section Ch Week 199202, Derwent World Patents Index; Class D21, AN 1992-011304, XP002137679 *
DATABASE WPI Section Ch Week 199711, Derwent World Patents Index; Class B04, AN 1997-115173, XP002137678 *
IOKU ET AL.: "b-Glucosidase activity in the rat small intestine toward quercetin monoglucosides", BIOSCI. BIOTECHNOL. BIOCHEM., vol. 62, no. 7, 1998, pages 1428 - 1431, XP000882413 *
ISHIDA ET AL.: "Studies on the antihemorrhagic substances in herbs ...", CHEM.PHARM.BULL., vol. 36, no. 11, 1988, pages 4414 - 4420, XP002134480 *
LOA-JER ET AL.: "Structural aspects of anthocyanin-flavonoid complex...", PYTOCHEMISTRY, vol. 20, 1981, pages 297 - 303, XP002134481 *
REKKA ET AL.: "Effect of hydroxyethyl rutosides and...", J.PHARM.PHARMACOL., vol. 43, 1991, pages 486 - 491, XP000882428 *
WURM ET AL.: "Reioselektive O-hydroxyethylierung von Qercetin", ARCH. PHARM., vol. 318, 1985, pages 747 - 753, XP000882424 *

Also Published As

Publication number Publication date
CN1325452A (zh) 2001-12-05
JP2002528132A (ja) 2002-09-03
BR9914811A (pt) 2001-07-03
CA2348728A1 (fr) 2000-05-11
AU1036600A (en) 2000-05-22
EP1124980A2 (fr) 2001-08-22
KR20010080347A (ko) 2001-08-22
WO2000026399A2 (fr) 2000-05-11

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